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Chesapeake Holiday Homes

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    Don't let other travellers get your favourite Chesapeake area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 494 Rentals in Chesapeake
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    Chesapeake Bay "BigBay" Beach House1 / 19
    (20)Excellent
    Chesapeake
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    The following rentals are within 25 kilometres of Chesapeake.
    BEACHFRONT - $1M views and Private Beach Access1 / 21
    (1)Excellent
    Virginia Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Norfolk
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    22 Neptune Townhome Unit B1 / 32
    (4)Excellent
    Virginia Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Air Conditioning
    • Porch
    • Balcony
    • Satellite TV
    • Patio
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 2017
    This place was fun, had all the amenities we needed for 6 adults and 4 children under 5 ( including 2 under 2!) Sheppard offered to arrange for rentals for the equipment we...
    Reviewed 11 May 2017
    Very good time at this property. To ensure no issues, make sure you read ahead for parking accommodations. we were able to host three families for the ministry. We were close to...
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    About this property
    Pricing may vary by season. ** Please note, strict check-in and check-out times are set to ensure same-day renters experience the same cleanliness and comfort you experienced! Check-in 4PM Check-out 9AM Traveling for a wedding, family reunion, business or a week get-a-way? This new site, built...
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    Location Information
    Virginia Beach, Virginia 23451
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Caicos Cottage (A Beach Lover's Dream)1 / 30
    (2)Very good
    Norfolk
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Grill
    • Waterfront
    • Ocean Views
    • Patio
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Similar to the islands of Turks & Caicos it is named after, this home may not be the largest in its region, but more than makes up for it with the awesomeness and uniqueness of its experience. This updated Cottage style respite, is nestled directly on the beach (literally), on a million...
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    Norfolk, Virginia 23518
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Virginia Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Hot Tub
    • Washer
    • Waterfront
    • Patio
    • DVD Player
    • Central Heating
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the best of both worlds – the beach and the bay – in this charming home located on the Back Bay in Sandbridge Beach, Virginia in Outdoor Resorts, just two blocks from the Atlantic Ocean. This unit is the perfect home base whether you are seeking a quiet relaxing escape or something more...
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    Location Information
    Virginia Beach, Virginia 23456
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    The Dunes at First Landing, Virginia Beach, VA1 / 29
    (4)Excellent
    Virginia Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Parking
    • Wi-Fi
    • Terrace
    • Grill
    • Satellite TV
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    This was a perfect spot for our family vacation. The great space & 3 full baths plus the half bath was great for our family. The beach was very close by and a quiet section...
    Reviewed 25 July 2016
    Our family just returned from a wonderful week at The Dunes at First Landing. Accommodations exceeded our expectations in every possible way. Clear and prompt communication from...
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    About this property
    Steps to the water, the mouth of the Chesapeake Bay, AND steps to beautiful First Landing State Park. Professionally decorated, luxurious 3 story condo; all new furniture, furnishings and 43" or 50" Smart High Definition TVs in every bedroom. 50" Smart TV in living area. Expansive private beach...
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    Location Information
    Virginia Beach, Virginia 23451
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Sea La Vie - Ocean Side - Steps to the Beach1 / 29
    (28)Excellent
    Virginia Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Grill
    • DVD Player
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We rented a great condo that was close to the beach. Everything you could think of was provided for your use, so it made it nice. We really enjoyed our stay.
    Reviewed 4 weeks ago
    Best thing was closeness to the beach! House was clean and lots of room! Highly recommend this town home.
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    About this property
    ENJOY THE PERFECT LOCATION > About a hundred yards to the BEAUTIFUL BEACH with soft sand, swimming, surfing and dolphin watching! > Less than 1 mile North from the FAMOUS VIRGINIA BEACH BOARDWALK. It is just far enough away to avoid the crowds, but only a short drive or walk away from it to enjoy...
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    Location Information
    Virginia Beach, Virginia 23451
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Pinch Me1 / 25
    (1)Excellent
    Virginia Beach
    8 Bedrooms, 6 Bathrooms, Sleeps 23 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 June 2017
    Our time at "Pinch Me" was great! We had our family vacation here to start off the summer. The house is absolutely beautiful with great views of the beach. You walk out...
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    About this property
    This is one of only a few properties that do Friday-Friday stays. We have found that it is much more convenient for the families to get the entire first weekend rather than spending time stuck in traffic and long lines for check-in. (Saturday afternoons are very hectic with traditional Saturday...
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    Location Information
    Virginia Beach, Virginia 23456
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 23
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    Virginia Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Wi-Fi
    • Patio
    • Secure Parking
    • Washer
    • Satellite TV
    • Terrace
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pricing and nightly minimums may vary by season. Relocating for work or traveling for a wedding, family reunion, holiday, business or a week get-a-way? This new cottage, finished December 2015, is your perfect accommodation. Perched on the 21.5 Street alley, facing the courtyard, this home is...
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    Location Information
    Virginia Beach, Virginia 23451
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Cutty Sark Historic Beach Cottage White House -West Wing1 / 27
    (7)Average
    Virginia Beach
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Washer
    • Satellite TV
    • Patio
    • Balcony
    • Porch
    • Outdoor Dining Area
    • Terrace
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 May 2017
    Stayed here for a girls trip to the Music Festival. Place was inexpensive and conveniently located. Would stay here again.
    Reviewed 30 July 2012
    We just returned today, July 29, 2012 from a week in the West Wing apartment of the White House. The apartment was very clean, fresh paint, clean carpet. Our only...
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    About this property
    10% Discount on reservations 7/8-8/31. Located across the street from the Beach, the Boardwalk and the Mighty Atlantic Ocean.Located on the west side of the White House is the West Wing apartment. With one bedroom containing two double beds and one bedroom with one double and two twin beds,...
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    Location Information
    Virginia Beach, Virginia 23451
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    7+ Bedroom Semi Ocean Front Home - Pool/Hot Tub1 / 30
    (3)Excellent
    Virginia Beach
    8 Bedrooms, 6 Bathrooms, Sleeps 22 Quick View
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    • Satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Housekeeping Included
    • Ocean Views
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 April 2017
    Beautiful, spacious home with 2 huge master bedrooms and master bathrooms with Jacuzzi tubs. just a few steps away from the sand. 3 nights wasn't enough!
    Reviewed 17 June 2016
    My family and I had not been to Sandbridge before and what a welcome we had with this amazing house! It was so clean and really made us feel at home! The views from the place...
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    About this property
    Hear the ocean waves on each level of this three story beauty in Sandbridge Beach. Spread out on an almost private beach to enjoy the day and walk less than 10 steps back to grill out on the top deck and spend your night in the pool and hot tub. 'Chillaxin' is a three story semi ocean front...
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    Location Information
    Virginia Beach, Virginia 23456
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 22
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    Virginia Beach
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Garden
    • Parking
    • Satellite TV
    • Air Conditioning
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    !0% Discount on reservations July 8- August 31 BIG SAVINGS Located across the street from the Boardwalk, the Beach and the Mighty Atlantic Ocean. Conveniently situated in the heart of the Resort Area and the exclusive North End Conveniently situated in the heart of the Resort Area and the...
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    Virginia Beach, Virginia 23451
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    CUTTY SARK HISTORIC BEACH COTTAGES TRIPLEX 11 / 13
    (2)Excellent
    Virginia Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Porch
    • Patio
    • Satellite TV
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We thoroughly enjoyed our time at the Cutty Sark cottage. Our unit was the 1 bedroom which also had direct access to the porch out front where we could sit in the rocking...
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    About this property
    10% Discount on New reservations July 8- August 31. Located across the street from the Beach, Boardwalk and the Mighty Atlantic Ocean . Conveniently situated in the heart of the Resort Area and the exclusive North End. The Triplex is the most historic cottage of our collection. Built in 1912 and...
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    Location Information
    Virginia Beach, Virginia 23451
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Norfolk
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Waterfront
    • Grill
    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Ocean Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy our beautiful five bedroom home within steps to the Chesapeake Bay. Huge master bedroom and expansive views of the bay. Opening living space, with three large out door decks. Please visit Vacation Rental By Owner to book. Property number 717981. Fish, Hunt for Shells, or just walk...
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    Location Information
    Norfolk, Virginia 23518
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    Virginia Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Castellamari Di Golfo Modern Condo - 2 bedrooms , sleeps 6 (1 king, 1 queen, 1 queen sleeper sofa, 1 bathroom. The Castellamari Di Golfo is furnished with all brand new modern furniture including beautiful queen leather sleeper sofa. This unit has ultra comfortable bedding, huge flat screen...
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    Location Information
    Virginia Beach, Virginia 23451
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Virginia Beach
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    • Waterfront
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spend your days sunbathing on sandy shores and swimming in salty waters when you stay at this vacation rental studio in Virginia Beach on the boardwalk! This space is perfect for friends and families seeking a beach getaway. Conveniently located near golfing, restaurants, and the beach, you're sure...
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    Location Information
    Virginia Beach, Virginia 23451
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Mid-Century Modern Lakefront Estate: Bay & Beach1 / 38
    (8)Excellent
    Norfolk
    2 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Satellite TV
    • Washer
    • Housekeeping Included
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 May 2017
    The location was great loved every minute of itthe house is so beautiful and comfortable and oh the owner Chuck was so nice to was he went above and beyond for instance I went...
    Reviewed 10 November 2016
    It was a little weird to have the homeowner in the house with us, but he was helpful and gave good suggestions for things to do.
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    About this property
    Welcome to Wiseacre, an expansive, private estate reminiscent of Frank Sinatra, Dean Martin & Sammy Davis Jr.—with a dash of “Mad Men." This award-winning whimsical 4000sf Frank Lloyd Wright-inspired Mid-Century Modern home offers a relaxing retreat from the rat race (if not the rat pack)....
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    Location Information
    Norfolk, Virginia 23518
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 12
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    Virginia Beach
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    YPB resorts boasts 21, newly renovated in 2014, luxurious 1 and 2 bedroom condos tastefully designed around an Italian theme. The NAPOLI is a beautifully appointed condo in the heart of Virginia Beach's oceanfront area with many fine local eateries and unique shops within walking distance. The pet...
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    Location Information
    Virginia Beach, Virginia 23451
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Seashore Delight- 100 Yards to the Beach-Oceanside1 / 30
    (24)Excellent
    Virginia Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Satellite TV
    • Grill
    • DVD Player
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    The locations is great, less than a block from the beach, far enough from the Boardwalk area that the beach is not crowded even on the weekend. The condo is supplied with...
    Reviewed 10 August 2017
    Close to the beach. A short walk and the beach area was not crowded. Walk out back yard and about 1/2 block to beach. Everything worked just fine. Dryer iffy but it it being...
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    About this property
    RELAX AND ENJOY THE WONDERFUL LOCATION AND ACCOMMODATIONS ONLY STEPS AWAY FROM THE FANTASTIC BEACH. 3 BR/2.5 BA . - A 100 yards to the OCEAN BEACH - Less than 5 miles to the WATER PARK, AQUARIUM and MOTOR WORLD PARK. - Less 1 mile to the FAMOUS VIRGINIA BEACH BOARDWALK - Hiking and biking trails...
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    Location Information
    Virginia Beach, Virginia 23451
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Virginia Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Satellite TV
    • Grill
    • Patio
    • Porch
    • Internet Access
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    10% discount on reservations 7/8 8 /31. Located across the street from the Beach, Boardwalk and the Mighty Atlantic Ocean. Conveniently situated in the heart of the Resort Area and the exclusive North End. The Charles Suite is a spacious unit. There are many advantages. It has two bedroom and...
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    Location Information
    Virginia Beach, Virginia 23451
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Cutty Sark Historic Beach  Apartment Garage Up1 / 15
    (1)Very good
    Virginia Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Outdoor Dining Area
    • Porch
    • Satellite TV
    • Parking
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2016
    My Husband, Myself, our 17 yr old son and 6 yr old grandson stayed in the upstairs garage apartment the last full week of July, It was clean and neat upon arrival and very hot...
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    About this property
    !0% Discount on reservations July 8- August 31 BIG SAVINGS Located across the street from the Boardwalk,, the Beach and the Mighty Atlantic Ocean. Conveniently situated in the heart of the Resort Area and the exclusive North End. The Upstairs is situated in the garden area by the BBQ. The...
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    Location Information
    Virginia Beach, Virginia 23451
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    North End!  Charming Flamingo Cottage1 / 61
    (18)Excellent
    Virginia Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Wi-Fi
    • Parking
    • Outdoor Dining Area
    • Washer
    • Porch
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 July 2017
    Located at about 300 yards from the beach, Flamingo Cottage, is a good place to spend nice family vacations.
    Reviewed 1 June 2017
    We really enjoyed our stay at Flamingo Cottage (or as my 4-year-old called them, "flabingos"). The house was clean and thoughtfully supplied and decorated, and the...
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    About this property
    Walk to the beach in minutes! Flamingo Cottage is located in a quiet, residential neighborhood. One block east is the most desirable beach in the North End for sunning, swimming, and endless dolphin watching. One block west is First Landing State Park. A charming cottage with off-street parking...
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    Location Information
    Virginia Beach, Virginia 23451
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Paradise in Sandbridge- Virginia Beach, VA -Linens and Towels included!1 / 22
    (1)Excellent
    Virginia Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 October 2016
    We came down to Sandbridge for a weekend wedding, and Paradise worked out perfectly for our family. We arrived to find a welcome gift with a bottle of wine and other essentials...
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    About this property
    Paradise in Sandbridge Beach- Your Own Resort by the Beach! Imagine being surrounded by a treed wildlife preserve while laid back at the enormous pool or hanging out in the tiki hut! This 4 bedroom, 2 ½ bath (sleeps 10), three story house has all of the amenities you are searching for at an...
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    Location Information
    Virginia Beach, Virginia 23456
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedroom |Family-Friendly Vacation Rental - Walk To Beach1 / 12
    (19)Very good
    Norfolk
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Satellite TV
    • Secure Parking
    • Air Conditioning
    • Patio
    • Washer
    • Private Garden
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We went to Virginia to see the beach & watch our daughters play volleyball at Va Wesleyan. We don't like the run-of-the-mill hotels or condo-style VRBO's. So this quaint 2 BR...
    Reviewed 3 weeks ago
    The previous reviews way overstate these accommodations.The good:*Justiana checked on us twice. Great service!*The short walk to the beach was nice and the beach was...
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    About this property
    This ground floor, two bedroom, fully furnished summer rental is your home away from home in a nice relaxed area; you will find peace tranquility and beauty off this ocean view. With only a 3 minute walk to the beach, you will find lots to do plus enjoy free live music on the weekends. Your stay...
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    Location Information
    Norfolk, Virginia 23503
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    *New Listing for 20171 / 20
    (1)Excellent
    Norfolk
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Terrace
    • Balcony
    • Parking
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note that the pictures show the house unfurnished. However updated pictures will be uploaded as soon as possible. Great home for the summer season. This home is fully furnished ready to receive you and your family! Great open floor plan for entertaining along with enough room for...
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    Location Information
    Norfolk, Virginia 23518
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Dream House by the Ocean1 / 44
    (23)Excellent
    Virginia Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
    • Washer
    • Grill
    • Wi-Fi
    • DVD Player
    • Parking
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2017
    We stayed here July 22-29 with our children. The house and location were as good as all of the reviews, and the owners were friendly and very organized. The house itself is...
    Reviewed 23 July 2017
    My family spent a week in this property and loved every minute of it! There were 8 of us and we had so much room to either hangout together or have some quiet time apart.The...
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    About this property
    ONLY FEW STEPS TO THE BEACH AND 2 MILES TO THE EXCITING VIRGINIA BEACH BOARDWALK We are located in residential area on the Oceanside, which means there are no streets to cross to get to the beach...it is a quick 200 foot walk. It is safe and convenient, especially if you have children. Our beach...
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    Location Information
    Virginia Beach, Virginia 23451
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Ocean Sands Beachfront Resort FREE use of Bikes1 / 44
    (4)Very good
    Virginia Beach
    1 Bedroom, Sleeps 4 Quick View
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    • Sauna
    • Shared Indoor Pool
    • Hot Tub
    • Satellite TV
    • Waterfront
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2017
    Unit was neat and clean. Perfect location on the beach. Spectacular views of the ocean and the fireworks. Within walking distance to everything you need.
    Reviewed 27 September 2015
    Great location. We were in unit 104. The patio was steps from the beach, the green lawn gave the kids someplace to play without sand. We were a very short walk from some of the...
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    About this property
    BRAND NEW POOL ENCLOSURE WITH RETRACTABLE ROOF FOR 2016. THIS IS NOT PICTURED IN AD. **BICYCLES PROVIDED FOR USE FREE OF CHARGE WITH YOUR STAY** This IS NOT a resort amenity. I am am private owner and university professor who lives at the oceanfront. Bicycles are located on resort bike racks....
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    Location Information
    Virginia Beach, Virginia 23451
    Condo/Apartment - 1 Bedroom, Sleeps 4
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    Virginia Beach
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This vacation rental has it all! Lets start off with the biggest selling point... Location, Location, Location!<BR><BR>The Torino rental is located in beautiful Virginia Beach, Virginia. Plaza 2700 is literally less than 2 blocks the the beach, boardwalk, great dining, great nightlife, and great...
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    Location Information
    Virginia Beach, Virginia 23451
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    Recently Renovated Home Just 1 Block From Beach1 / 22
    (1)Very good
    Virginia Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Washer
    • Grill
    • Air Conditioning
    • Patio
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2017
    Our family gathered from four different states to throw a surprise party for our mother. Lori was always super responsive and helpful with all of our asks. Plenty of towels for...
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    About this property
    Beautifully decorated and Recently Renovated 3 story Beach house only 1 block of the the Atlantic ocean. 4 bedrooms 2.5 baths and sleeps up to 12. Home offers a unique kids suite with gaming center (1 double bed and 2 singles), has a foosball table and game station in teen suite (single over...
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    Location Information
    Virginia Beach, Virginia 23451
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Sandbridge Waterfront Escape (VA Beach area)1 / 14
    (14)Very good
    Virginia Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Ocean Views
    • Wi-Fi
    • Sauna
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2017
    This was our second year at #27 @ Outdoor Resorts, and there will definitely be a 3rd year! We have been to Hawaii, Punta Cana, and many more - more exotic areas than Virginia...
    Reviewed 2 August 2016
    Al's place was fantastic! The view of the back bay was phenomenal! Surronding area was nice, serene and quiet!
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    About this property
    Nestled directly on the Virginia Back Bay with a rare and spacious 270 degree waterfront view. Convenient ocean access to the most southern part of Sandbridge Beach is just a 2 minute walk across the street. This gated community is truly the best of both worlds.This modern upscale cottage/park...
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    Location Information
    Virginia Beach, Virginia 23456
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Virginia Beach
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    YPB resorts boasts 21, newly renovated in 2014, luxurious 1 and 2 bedroom condos tastefully designed around an Italian theme.The MONTAGNANA is a beautifully designed condo in the heart of Virginia Beach's oceanfront area with many fine local eateries and unique shops within walking distance. The...
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    Location Information
    Virginia Beach, Virginia 23451
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    The Verona at Plaza 27001 / 10
    (1)Very good
    Virginia Beach
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 2016
    The experience was great. We stayed close to the boardwalk and the owners took great care of us. They respected our privacy and met all of our requests during the trip. They...
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    About this property
    The Verona is a beautifully appointed condo in the heart of Virginia Beach's oceanfront area with many fine local eateries and unique shops within walking distance. With its white designer kitchen and beautiful dark wood floors running throughout, this condo is a place that you will want to call...
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    Location Information
    Virginia Beach, Virginia 23451
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    The Driftwood Cottage  at Sandbridge Beach1 / 20
    (7)Very good
    Virginia Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Grill
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    This place was so nice for a little getaway for my boyfriend and I. The location was amazing, the bay was beautiful, the ocean breeze was everything you could ever want. This...
    Reviewed 22 July 2017
    Steps to the beach,sets on a bay.views were beautiful. Rv was small but very clean enough room for three. Bahama coffee shop was great as was the restaurant right next door...
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    About this property
    As The Driftwood Cottage fills up check out my new cottage DUN e NUF ! New rental property located on Back Bay offered for the first time in 2017. Experience the beach life as you stay in a cottage located within easy walking distance of the Atlantic Ocean and Back Bay! Enjoy the sunrises on the...
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    Location Information
    Virginia Beach, Virginia 23456
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Lhasa Sunset1 / 28
    (10)Very good
    Virginia Beach
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Sauna
    • Satellite TV
    • Wi-Fi
    • Ocean Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    The camper we stayed in was very clean and well maintained. It had all the comforts of home, just in a smaller space! Our time there was struck by tragedy as one of the members...
    Reviewed 29 May 2017
    We liked where we stayed. We didn't get to do much because it rained the whole time we were there but because we had comfortable and cozy quarters to stay in we made it fine...
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    About this property
    Two bedroom destination trailer with view of Back Bay. Fully equipped kitchen, large covered deck with gas grill. Newly redecorated. Sunset is so named because of the magnificent sunsets over Back Bay that you can enjoy from the deck. Sunset is within a gated community...two pools, hot tub,...
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    Location Information
    Virginia Beach, Virginia 23456
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    *Waterfront**10 Mile View**Hot Tub**Pet Friendly**1 / 31
    (1)Excellent
    Norfolk
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 August 2016
    Very nice house. On the water looking at a marina & across the river is a Naval yard with aircraft carriers, destroyers, and daily helicopters practicing. Even a seal...
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    About this property
    This house has waterfront views from every Room! Crabbing/fishing off large deck, (1 of 4 decks) Owned/managed by military veteran, (thanks for your support)! **Sail boat races on Thursday can be seen from the decks & giant ships! **BEACHES ** 50 steps behind home is a small community beach, 3...
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    Location Information
    Norfolk, Virginia 23503
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Luxurious 5-Star 3BR Elite Location1 / 14
    (2)Excellent
    Virginia Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Washer
    • Wi-Fi
    • Satellite TV
    • Balcony
    • Porch
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2015
    This was the perfect gathering spot for an extended family vacation. The floor plan was perfect for getting together, and also for privacy. The house was so clean, and the...
    Reviewed 22 June 2015
    This was our first time to rent a house at the beach.The rental process online went very smoothly,with no problems.When we arrived at the house we were met by a representative...
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    About this property
    Two blocks from the beach and boardwalk in the heart quiet area of Virginia Beach. Three bedrooms and 3 full and a half bathrooms. New comfortable furniture. Clean and neat, first season to rent.<BR>Two car garage. Drive way can accommodate 4 vehicles.<BR><BR>The Space<BR>Three floors 2006 house...
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    Location Information
    Virginia Beach, Virginia 23451
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Lovely Efficiency Suite for 2  in Resort Area1 / 13
    (5)Excellent
    Virginia Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    • Porch
    • Patio
    • Satellite TV
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 May 2017
    My husband and I stayed the weekend for our honeymoon and it was so great.we loved it plan on staying again.
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    About this property
    Lovely efficiency for 2 with private entrance and separate floor located in a private residence in a quiet neighborhood just steps from the oceanfront and Rudee Inlet activities which include para sailing, jet skiing, boat tours, shopping and more. Breakfast, lunch and dinner are available within...
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    Location Information
    Virginia Beach, Virginia 23451
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Ocean Front View at Virginia Beach Beach Quarters  Aug 05 - Aug 12 20171 / 13
    (1)Excellent
    Virginia Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
    • Air Conditioning
    • Shared Indoor Pool
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 weeks ago
    Our suite was on the 10th floor of the building. We had a fantastic ocean view from the balcony that had 2 separate doors (one in each room of the suite). The bedroom had a very...
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    About this property
    Valid for a 7 night stay only Aug 05 - Aug 12 2017 Beach Quarters is Virginia Beach total oceanfront resort. You can enjoy rooftop tennis or shuffleboard and a beautiful rooftop outdoor pool alongside a tropical bar and grill with incredible sunset and ocean views. Also there is a indoor pool and...
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    Location Information
    Virginia Beach, Virginia 23451
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    The San Vito Lo Capo at Plaza 27001 / 8
    (2)Average
    Virginia Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    The apartment itself was nice and clean, however my family and I paid well over $2,000 for this space not to have television service the entire vacation, which was August 11-14...
    Reviewed 15 September 2016
    Theis unit was advertised as 2 bedrooms 2 bathrooms. Actually it is 1 bathroom and one half bathroom. Cleanliness was suboptimal.
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    About this property
    The San Vito Lo Capo Modern Condo - 2 bedrooms , sleeps 6 (1 king, 1 queen, 1 queen sleeper sofa, 1 bathroom. The San Vito Lo Copa is furnished with all brand new modern furniture including beautiful queen leather sleeper sofa. This unit has ultra comfortable bedding, huge flat screen television in...
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    Location Information
    Virginia Beach, Virginia 23451
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Virginia Beach
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Patio
    • Shared Outdoor Pool (Unheated)
    • Outdoor Dining Area
    • Satellite TV
    • Parking
    • Internet Access
    • Porch
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located across the street from the award winning Boardwalk and the Mighty Atlantic Ocean. Conveniently situated in the heart of the Resort Area Virginia Beach, Virginia, and the exclusive North End. 201-A has a spacious wrap around Veranda that encourages utter relaxation as you enjoy the...
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    Location Information
    Virginia Beach, Virginia 23451
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    The Cinque Terre at Plaza 27001 / 8
    (2)Average
    Virginia Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Cinque Terre is an inviting condo with its warm wood floors, cabinetry, rustic furniture, and cozy high end furniture.This unit has ultra comfortable bedding, huge flat screen television in living room, and also flat screens for the bedrooms. Our living room TV is the latest in smart...
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    Location Information
    Virginia Beach, Virginia 23451
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ocean Front View at Virginia Beach Beach Quarters July 01 - July 08 20171 / 11
    (1)Very good
    Virginia Beach
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Indoor Pool
    • Air Conditioning
    • Parking
    • Balcony
    • Ocean Views
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Valid for a 7 night stay only July 01 - July 08 2017 Beach Quarters is Virginia Beach total oceanfront resort. You can enjoy rooftop tennis or shuffleboard and a beautiful rooftop outdoor pool alongside a tropical bar and grill with incredible sunset and ocean views. Also there is a indoor pool...
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    Location Information
    Virginia Beach, Virginia 23451
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Virginia Beach Timeshare Rental1 / 6
    (2)Very good
    Virginia Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
    • Parking
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Shared Indoor Pool
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 December 2015
    What a great time my daughter n nieces had during our ownership stay at Ocean Key Resort Va Beach Dec 2015. The guest services, front desk, management interaction was superb...
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    About this property
    A beautiful timeshare rental at the Virginia Beach Oceanfront! 1 Block from the Boardwalk. 1 Bedroom condo. Sleeps a maximum of 4 people, 2 people privately. Unit comes with a king size bed in the bedroom, a queen size pull-out bed in the living room, 2 flat screen TV's, one in the bedroom, one in...
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    Location Information
    Virginia Beach, Virginia 23451
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Vacation Paradise1 / 13
    (2)Excellent
    Virginia Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Patio
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2017
    Love the house, decorated really nice. Lots of room. Short walk to beach, 4 blocks from convention center. Close to a ton of activities for the kids. Will definitely be back
    Reviewed 3 November 2016
    3 short blocks to beach and only 2 blocks to the convention center from this great beach house! Steve has everything there from the beach chairs,bicycles, washer &Dryer(full...
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    About this property
    Welcome to your beach retreat this comfortable four bedroom two full bath getaway. Is just three blocks walk from here to the oceanfront we're family and friends and fun begins.This home has 2 Queen beds and 1 full bed and 1 bunk bed a twin and full. You also have 2 parking spaces on driveway on...
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    Location Information
    Virginia Beach, Virginia 23451
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Surf Lhasa of Sandbridge Beach1 / 24
    (7)Very good
    Virginia Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Hot Tub
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Grill
    • Air Conditioning
    • Washer
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2016
    After many vacations stuck in a little hotel we tried a trailer this year. Virginia Beach is one of our favorite places to visit from the north but had no idea about Sanbridge...
    Reviewed 13 July 2016
    It was close to the beach and everyone was so friendly. Perfect for young kids so conveniently located.
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    About this property
    Do you feel the need to smell fresh salt air, experience the warm ocean breezes. enjoy unforgetable sunrises on the white sandy beach, and say good bye the day with the organge, yellows. red, blues of the evening sunset reflecting on the calm waters of Back Bay? To fulfilll these dreams, then...
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    Location Information
    Virginia Beach, Virginia 23456
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    At Sunset 2, Studio apartment in Sandbridge1 / 27
    (19)Excellent
    Virginia Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Satellite TV
    • Porch
    • Air Conditioning
    • Grill
    • Patio
    • Waterfront
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2017
    We really enjoyed our stay at At Sunset 2! Cozy, comfortable quarters, friendly hosts who thought of everything, and a great location made for a perfect summer getaway.And the...
    Reviewed 17 July 2017
    This little gem was the best place I could've spent my first vacation in a very long time! Everything was thought of from coffee and cream to shampoo to a beach cart with chairs...
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    About this property
    We live upstairs and are your hosts, with our Chesapeake Bay Retriever, Ginger. So, please, if you have any questions don't hesitate to ask because we want you to enjoy your stay. After parking at the guest parking space leading to a private covered porch, you enter your cozy studio apartment....
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    Location Information
    Virginia Beach, Virginia 23456
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Virginia Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Terrace
    • Central Heating
    • Patio
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blue's Bayou is a beautiful home away from home. Drop your bags inside this spacious, 2500 sq.ft, 3 level home w/elevator and gorgeous water views. Offers 3 bdrms w/ comfy queen beds, a loft-style nook (bdrm 4) with queen bed and 2 single roll aways. All queen beds are made with fresh linens and...
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    Location Information
    Virginia Beach, Virginia 23518
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    New 2014 Luxury Yacht Located in Virginia Beach1 / 6
    (2)Excellent
    Virginia Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Waterfront
    • Wi-Fi
    • Satellite TV
    • Ocean Views
    • Parking
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 October 2015
    We loved our stay on Dean W in Constitution Harbour. Although on the face of it it's expensive, remember there are four people accommodated on the boat, so effectively two hotel...
    Reviewed 27 June 2015
    When we arrived in boston we were a little nervous about staying in a place that we could only see from pictures. We got to boston a little early so we couldn't check in right...
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    About this property
    The magic of Virginia Beach is yours when you plan your waterfront stay on The Dean's List. Located walking distance to the Boardwalk. This brand new 41 foot luxury 2014 Meridian yacht sleeps six with two private state rooms. Meridian designed its 391 Sedan to bring the styling and performance of a...
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    Location Information
    Virginia Beach, Virginia 23451
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Virginia Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Parking
    • Wi-Fi
    • Balcony
    • Grill
    • Waterfront
    • Washer
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 days ago
    First off the house isn't in Virginia Beach, its in Norfolk . . . the street address is incorrect . . . home was not ready as promised at 4 pm . . . cleaners said due to a large...
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    About this property
    All bedrooms are Waterfront! Welcome to "Cabana Cove", a 2500 sq. ft., 3 bedrooms, 4 full baths waterfront home, sleeps 12 easily. Located on a older, historic beach block, tucked away in a private, secluded setting. Utilize our private dock for fishing, launching your boat, kayaks, canoes, jet...
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    Location Information
    Virginia Beach, Virginia 23503
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 12
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