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San Diego Luxury Holiday Homes

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    Travellers to San Diego are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    174 Matching Rentals in San DiegoView all 1,165 rentals
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    Panoramic Bay/Ocean Views! 2 Blocks from Mission Bay and the Beach!1 / 29
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Village Classic w/ Pool & Spa (6 BR) - Steps to Beach and Shopping1 / 33
    (3)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Luxury Executive, Private Estate1 / 30
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    POOL AND VIEW IN GREAT LA JOLLA LOCATION1 / 56
    (20)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Hot Tub
    • Washer
    • Wi-Fi
    • Mountain Views
    • Central Heating
    • DVD Player
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 December 2018
    The house was great. Nine adult family members rented this house for five days over Christmas. There was adequate space throughout the house and our stay there was very...
    Reviewed 13 October 2018
    I had an amazing time at this house for a week with my Husband, 2 daughters, 2 son-in-laws and 9 Grandkids!!!The kids loved swimming in the pool every night then ending the day...
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    About this property
    We purchased this craftsman (“arts and crafts” style) home in May 2013, because we loved its unique character, serene feel, and unobstructed eastern view. We are constantly improving it, fixing up the landscaping, installing solar, and purchasing art. A/C was installed in October 2017. The outdoor...
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    Location Information
    La Jolla, San Diego 92037
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
    Waterfront Getaway 71 / 38
    (1)Excellent
    9 Bedrooms, 9 Bathrooms, Sleeps 22 Quick View
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    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 December 2018
    The location is fantastic - right on the bay! Fun people watching. Parking / deliveries are tight and a little challenging, but definitely barely a blip on the radar for the...
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    About this property
    SUMMARY This impressive and rare offering combines 3 individual Water Front units for a combined total of 9 bedrooms + 8.5 bathrooms that sleeps 22 guests (17 adults maximum). Located in the heart of Mission Beach, our beach vacation home is centrally located close to amazing attractions, fun...
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    San Diego, California 92109
    Condo/Apartment - 9 Bedrooms, 9 Bathrooms, Sleeps 22
    Ocean Views Mid-Century Modern Redwood & Glass1 / 50
    (24)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Grill
    • Washer
    • Hot Tub
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2018
    Aside from a great location, this house is perfect for a family reunion of 6 adults and 4children. Our family met here for a week in each of the past 3 summers. We've loved...
    Reviewed 24 August 2017
    This home was great for multiple families. Back yard was perfect for adventurous 3 year old. Patio is fantastic for meals and family gatherings. Feels very secluded yet close to...
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    About this property
    QUOTATION ALERT: Your quotation total may be understated by $111 to $222. See explanation at end of this section. Now with a two-person outdoor spa! 'Gorgeous modern architectural home with luxury amenities – highly recommended. This beautifully updated 1951 mid-century modern home is an...
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    La Jolla, San Diego 92037
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    CHARMING HILLTOP BEACH HOUSE with OCEAN VIEWS & close to downtown activities1 / 10
    (7)Excellent
    Point Loma
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Mountain Views
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Ocean Views
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 December 2017
    Really nice house for gathering with my adult children. The house was well-stocked with paper products and dishes and pots and pans. We did a huge turkey dinner for Christmas...
    Reviewed 30 March 2017
    A family of four (two adult children plus parents) enjoyed our three-night stay during a family visit for memorial services. The patio offers a stunning view of the Pacific...
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    About this property
    This 5BR 4BA air conditioned hilltop home represents Spanish Villa living at its finest! Fully remodeled in 2019! Up on the hill in Ocean Beach (Pt Loma Heights to be exact) you find yourself above all the hustle and bustle of the city life until you desire to partake in it. The beach is just...
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    Location Information
    San Diego, California 92107
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    La Jolla's Blue Door Cottage by the Sea1 / 22
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2018
    We had a lovely time during our 5 night stay at the Blue Door Cottage. Everything we needed was there, from some Tide pods, dish soap, body wash, beach towels, and plenty of...
    Reviewed 12 January 2017
    Our family of 6 had a wonderful stay in this cottage while visiting our son at UCSD over the Thanksgiving holiday. It was an easy trip to campus, a short drive or manageable...
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    About this property
    Bring your family and friends to sunny La Jolla and stay with us. Only a few blocks from La Jolla Cove, located in the heart of the village of La Jolla, the Blue Door Cottage by the Sea has so much to offer - Walking distance to beaches and shops. 4 bedrooms, 2 bathrooms, spacious living room,...
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    Location Information
    La Jolla, San Diego 92037
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Washer
    • Cable/satellite TV
    • Ocean Views
    • Wi-Fi
    • Central Heating
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location, View, Clean, Friendly, Great for families and surfers. This property is new to TripAdvisor, but it has been listed on other websites for quite a few years with many 5 star reviews (HOME away ID 397543). Please contact owner for questions. The unit is our vacation house, family friendly...
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    Location Information
    San Diego, California CA92109
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Oceanfront Condo w/ Panoramic Ocean & Beach View!!1 / 24
    (5)Excellent
    Pacific Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Washer
    • Sauna
    • Hot Tub
    • Waterfront
    • Grill
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 November 2018
    Great condo, incredible views. Anne who helped with check in and answered all my questions, was amazing. Fantastic location to check out the boardwalk, beach or PB or MB. Owners...
    Reviewed 18 October 2018
    Once again, the condo served its purpose well. Easy access to the beach, great people watching from the balcony, and relatively quiet. Have reserved it again for October 2019.
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    About this property
    This is a family owned and operated Beach Condo. The See the Sea Condo Complex is a quiet, strictly enforced no loud partying and no loud music allowed condo building....a great place to relax and enjoy the ocean. Please check the calendar for open dates, and check the rates section for specific...
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    Location Information
    San Diego, California 92109
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Historic 'Mansion' In Downtown San Diego's Bankers Hill1 / 19
    (3)Average
    5 Bedrooms, 5 Bathrooms, Sleeps 24 Quick View
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    • Patio
    • Washer
    • DVD Player
    • Balcony
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2019
    I booked and worked with Naomi, our host, who is a super sweet person, was attentive to our needs and went above and beyond to assist us during our stay. Naomi's assistance was...
    Reviewed 30 August 2018
    I made this reservation for myself and nine other guests. I got great accolades from all the guests that stayed at the home and those that came to visit. It is spacious and...
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    About this property
    Enjoy San Diego in this charming and spacious historical landmark. Amenities include a special kitchen with Dacor stove, view deck for 12, player grand piano, guitar too, little movie and book library, towel warmers in master bedroom... Private driveway fits two cars. Base price is for 12...
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    Location Information
    San Diego, California 92101
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 24
    BeachSide Getaway 21 / 32
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Parking
    • Grill
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 June 2018
    This house is the perfect rental for any group of family or friends who are looking to stay in Mission Beach. The view from the living room and patio is spectacular, we even saw...
    Reviewed 6 July 2017
    What a view! Fantastic outdoor balcony and huge windows from the floor to the ceiling that help capture the ocean views. Note the patio furniture is nicely updated from the...
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    About this property
    Stunning 3 bedroom + 2 bathroom full-floor Penthouse located on the Ocean in the heart of Mission Beach. Featured highlights include a spacious open floorplan, expansive wrap around ocean front deck, fold up accordion patio doors, floor to ceiling windows, and views galore! INTERIOR DESIGN &...
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    San Diego, California 92109
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    6 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home has a fantastic panoramic view of San Diego's skyline. The living room, dining room, and family room (all with fireplaces) open onto the largest of the three decks - a spacious 5000 square foot space to barbecue, dine, lounge, and watch the boats on San Diego Bay. 6 bedrooms can sleep up...
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    Location Information
    San Diego, California 92107
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 15
    Almost Waterfront Beach house 20 feet to sand/surf1 / 99
    (7)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Patio
    • Washer
    • Ocean Views
    • Grill
    • Balcony
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 April 2018
    The house is located steps from the walk/bike way right in between Belmont Park and MB center. We liked that it was not right on the walkway! There are several restaurants...
    Reviewed 26 September 2017
    Our stay was nice, just steps to the beach. The owner was accommodating and responsive to our needs. The house was nice, but with four children, 3 and under, it was a little...
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    About this property
    One house away from the surf and sand, newly renovated with granite and travertine,flat screen t.v.'s. Three story home with decks and views of beautiful sunsets and surfers in a million dollar neighborhood. You can feel the crashing waves and sounds that will lull you to sleep. Built in gas...
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    Location Information
    San Diego, California 92109
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Single Family Home with garage- 30-Seconds from your Bed to the Beach!1 / 15
    (6)Excellent
    Mission Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Central Heating
    • DVD Player
    • Washer
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2018
    So close to the beach, nicely equipped, easy walk in any direction for restaurants, bars, super market, etc. This home would work great for a family. Our host Kimberly was...
    Reviewed 2 October 2017
    I rented this beautiful house for my mom, brother, and i to stay in and i was more than happy with level care provided. The location is ideal and the house itself is absolutely...
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    About this property
    Located in the heart of North Mission Beach and steps from the boardwalk, ocean and bay! You will be within walking distance to all kinds of shopping and restaurants. SeaWorld, the airport and the Zoo are all within 20-min drive and Mexico is a just 30-min drive south. Great restaurants, bakeries,...
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    Location Information
    San Diego, California 92109
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    3 Blocks to Beach and Bay1 / 60
    (6)Very good
    Pacific Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Washer
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    • Central Heating
    • Hot Tub
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Six of us rented this home for 4 nights and we enjoyed our stay The location is 2.5 blocks from the bay and 3 blocks from the ocean. Both have much to offer - the bay with a...
    Reviewed 10 July 2018
    There were 5 adults and 2 kids and the place was so roomy. The Bose sound system was spectacular when listening to music or watching a movie. Marc, the owner was very...
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    About this property
    Discover a gorgeous, relaxing oasis inside and outside of this spacious vacation home! I have taken pride in this beautiful 2-story cottage, which includes 4 bedrooms, 3 full baths, an entry parlor and a cozy family room. Included on this over sized 6,300 square ft. corner lot are vaulted ceilings,...
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    Location Information
    San Diego, California 92109
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
    San Diego Vacation Home Villa Ocean View Pool Hot Tub Family or Business1 / 115
    (8)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 22 Quick View
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    • Wi-Fi
    • Mountain Views
    • Ocean Views
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 August 2019
    We had our 10th year wedding anniversary and this house was perfect for the 20+ people we had. There were four families total and it didn't feel like we were on top of one...
    Reviewed 1 May 2018
    This home on the side of Mt Helix provides great views from many locations including the spacious pool area. We especially enjoyed seeing the city lights from the spa at night...
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    About this property
    Gorgeous Vacation Home for your San Diego Family Vacation, Five Star Rating, Beaches and Downtown just minutes away from this huge Italian San Diego 7 bedroom home plus rec room with beds, 8 bathrooms, Large pool, Huge kitchen and Dining, Amazing living room, view to the ocean, Mexico and city....
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    Location Information
    San Diego, California 91941
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 22
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Washer
    • Air Conditioning
    • Patio
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Seaside Dream Your new, luxurious, warm San Diego family home is a five-bedroom, three-bath, high-end contemporary, 3,148-square-foot space, built in 2003 with a heated (for an additional fee) swimming pool, a waterfall, and a jacuzzi. This beautiful home is located in the San Diego suburbs on top...
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    Location Information
    San Ysidro, San Diego 92154
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Pacific Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    We are pleased to offer Pacific Shores 3, a stunning Beach Home located in a relaxing, quiet neighborhood in beautiful North Pacific Beach just 2 homes from the ocean. This beautiful vacation home is a 2-story duplex that combines an upper level 2 bedroom + a lower level 3 bedroom into one 5...
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    Location Information
    San Diego, California 92109
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 16
    Casa Hermosa1 / 42
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    Reviewed 16 October 2018
    There were 11 of us that came to visit our daughter and celebrate her birthday. We were thrilled with everything about this house, from the size, inside, exterior, comfort...
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    About this property
    Southern California living at its finest! We invite you to our sprawling single-level La Jolla estate situated on nearly half acre lot and comprised of nearly 4,000 square feet of living space. Located in prestigious “Lower Hermosa” area of La Jolla, we are within easy walking distance to the...
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    Location Information
    La Jolla, San Diego 92037
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 11
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    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Ocean Views
    • DVD Player
    • Wi-Fi
    • Washer
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Breathtaking View of Pacific Ocean--Dramatic Sunsets Welcome to Villa Mar Vista's big backyard with POOL and JACUZZI--Among the largest backyards of Oceanfront Homes in San Diego Your family can relax in comfort with ocean views from your living room. Villa Mar Vista encompasses over 3600 square...
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    Location Information
    San Diego, California 92107
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
    6 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning beach home located in the heart of Mission Beach. This vacation home comprises two 3 bedroom units with 3 full floors of Water Frontage for a total offering of 6 Bedrooms + 5.5 Bathrooms that sleeps 18 guests (14 adults maximum). This offering consists of the entire ground level unit and...
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    Location Information
    San Diego, California 92109
    Condo/Apartment - 6 Bedrooms, 6 Bathrooms, Sleeps 18
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ABSOLUTELY BEAUTIFUL***CENTRALLY LOCATED 4 BED 2.5 BATH CRAFTSMAN HOME W/COMPLETE GOURMET KITCHEN SEPARATED BEDROOMS 2 BEAUTIFUL TRANQUIL GARDENS, BBQ 2 TERRACES WIFI 5 TVS PRIVATE PARKING SUPER CENTRAL LOCATION NON SMOKING PROPERTY :) Please be mindful of noise levels, please try and keep outside...
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    Location Information
    San Diego, California 92116
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Luxury San Diego Estate Family Vacation Retreat1 / 76
    (5)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
    • Washer
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    • Grill
    • Internet Access
    • Hot Tub
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 April 2019
    Cyrus and his family were so generous and kind to allow me to celebrate my 30th Birthday get together with close family and friends. Cyrus gave me a tour of the home with a...
    Reviewed 7 October 2018
    We really enjoyed our stay at this house. Very beautiful and clean. The owner was very friendly and helpful as well. Everything was perfect, except the mattresses which were...
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    About this property
    Luxury San Diego Estate House Retreat Close to Everything are fully furnished with complete kitchens, Dish Washer, BBQ, fireplace, linens, towels, flat screen TV's, DVD players, & FREE WIFI. Everything you need for your vacation. Large Luxurious San Diego Estate Family Retreat in quiet...
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    Location Information
    San Diego, California 92131
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 16
    Pacific Beach
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    About this property
    Welcome to Endless Summer 3, an offering of 2 beautiful houses that combine for a total of 6 bedrooms + 5 bathrooms located just 2 blocks to the ocean in highly sought after North Pacific Beach. A perfect vacation beach home for up to 16 guests (12 adults maximum)! ENDLESS SUMMER 1 (Front House)...
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    Location Information
    San Diego, California 92109
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Pacific Paradise is an oceanfront home that celebrates its glorious panoramic views and waterfront location. Vast windows and doors bring the marine environment in and an expansive seaside patio is beautifully located just a step below the house to allow wide open views from inside. Ever-changing...
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    Location Information
    La Jolla, San Diego 92037
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    About this property
    Bette's Family Retreat is conveniently located just blocks from the famous Windansea Beach. This property has a total of 2 units that your family can share. Our Bette's Beach House, which is a 3 bedroom and 2.5 bath home, recently renovated with an open floor plan which is great for families....
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    Location Information
    La Jolla, San Diego 92037
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    About this property
    Lux * the Shores 30 Day Minimum This masterfully designed 3 bedroom contemporary villas' construction has just been completed and now is available for those lucky enough to book this jewel. Enter through the massive front door into a dream house beyond your wildest expectations. The foyer is...
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    Location Information
    La Jolla, San Diego 92037
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    This 2,154 square foot beautiful modern home with 4 bedrooms and 3 bathrooms, two decks overlooking the pacific ocean with stunning sunset and ocean views and an amazing outdoor patio with a large Jacuzzi that can also be a great wading pool in the summer, is perfect for your La Jolla vacation with...
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    Location Information
    La Jolla, San Diego 92037
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Point Loma
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Featured in The New York Times, The Wall Street Journal, and Fast Company, we’ve hosted ******* guests in 2,500+ spaces across 20 cities around the world. Each space is designed and run by us, so you’ll always know what to expect from your stay. At Sonder, we’ve combined the best parts of home and...
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    Location Information
    San Diego, California 92106
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Celebrity Oceanfront Estate - Celebrity Oceanfront Estate1 / 41
    (1)Average
    7 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Hot Tub
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    Pet friendly
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    Smoking allowed
    Reviewed 1 July 2019
    The three stars I have given this property are due to the 5 stars for location balancing out the 1 stars for quality of the actual house. First, the positives ... the views from...
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    About this property
    Please note: If you are bringing a pet - the pet fee is not included in this total price. An additional pet fee will be applied after booking is complete. A maximum of 2 pets can be brought to the unit. If you have any questions or concerns please feel free to contact us. To avoid fines please make...
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    Location Information
    La Jolla, San Diego 92037
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 16
    Ocean Views, 3 Blocks to the Beach, Newly Remodeled1 / 42
    (2)Excellent
    Ocean Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
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    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 November 2018
    My girlfriend and I decided to spend a month in Ocean Beach this summer. We needed a place that was dog friendly and that was walkable to the beach and shops because we planned...
    Reviewed 25 June 2018
    Wow! What a vacation, three blocks from the ocean. Minutes from San Diego airport. Walking distance from the best food to have. 5 minutes from Sea World. Most convenient spot...
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    About this property
    Enjoy your stay at this completely renovated beach house just a few blocks away from the ocean, downtown Ocean Beach, and Sunset Cliffs Natural Park. It's newly remodeled inside and has ocean views. This cozy beach house is perfect for families with children as it can accommodate many people, and...
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    Location Information
    San Diego, California 92107
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Waterfront Getaway 21 / 22
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 November 2017
    Highly recommend for a relaxing beach vacation. The home easily fit all 10 of us, the beds were very comfortable, plenty of beach toys, and more kitchenware than we could ask...
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    About this property
    Take in stunning water & white sandy beach views from this expansive Ground Floor Unit, offering our guests with the ***Entire 55' Waterfront Ground-Level Patio exclusive to this Home***. With beach views from nearly all rooms, this spacious 3 bedroom + 2.5 bathroom home sleeps up to 10 guests....
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    Location Information
    San Diego, California 92109
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Hidden Beach Oasis1 / 46
    (1)Excellent
    Ocean Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Housekeeping Included
    • Ocean Views
    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 October 2017
    Stayed at wonderful rental Hidden Beach Oasis. Ocean view from the master and outside deck was so nice. House was just the right size for our family of 8. We had 5 adults and 3...
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    About this property
    Private Home in Sunset Cliffs . 3 Large bedrooms and 2 smaller bedrooms that are connected so one must walk through the other to access the other room, 3 Baths one is a full with deep tub. This contemporary beach house SLEEPS 10-12 in 8 beds. 2 blocks to Sunset Cliffs and 5 minute drive or 10...
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    Location Information
    San Diego, California 92107
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    Steps to Point Loma Nazarene Univ., Mid-Century Modern Home, Sleeps 91 / 47
    (1)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Patio
    • Ocean Views
    • Washer
    • Mountain Views
    • Hot Tub
    • Wi-Fi
    • Central Heating
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 November 2018
    The price doesn't match the quality:- both sanitary units must be updated they look and work like in 70's: master bedroom water doesn't flow properly. The switch that must...
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    About this property
    Fabulous Sweeping Ocean View Home with Fully Wooded and Canyon Grounds. You feel like you are in the trees in this home by Award-winning Architect. Wood and Glass enhance your views of nature. Walk to pocket beaches, tide pools, small cafes and shops. Sweeping Panoramic Ocean Views from all 3...
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    Location Information
    San Diego, California 92107
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Ocean Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house has lots of spaces. Open concept Livng , dining and Kitchen. great for social gatherings. There are 2 studio size bedrooms. Each with couch, good for hanging out. Beautiful back yard. And views views views. Walk to over 50 Restuarants, Walk to the Beach, Walk to the Ocean beach Street...
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    Location Information
    San Diego, California 92107
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Ocean Views
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    La Jolla Shores - Ocean Views! Sleeping up to eight, this absolutely stunning La Jolla home is just what you need for your next family or friend beach escape. Plus, you'll have all the home essentials in an upscale and private setting to truly enjoy quality time together. Not only do you get...
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    Location Information
    La Jolla, San Diego 92037
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    San Diego Luxury Home with Private Pool1 / 50
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Heated)
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    • DVD Player
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 March 2015
    We recently spent a week in this home. It is truly beautiful. There is ample space for the entire family. We especially enjoyed the remarkable backyard. The pool is...
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    About this property
    For a customized quote, contact us regardless of rate quoted or availability shown on the calendar. This spacious, luxury home sits on over an acre. It's like having your own private resort! This is a primary residence that is meticulously maintained. Professionally decorated throughout. Gourmet...
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    Location Information
    San Diego, California 92128
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    About this property
    *Please note there is ongoing construction located 2 houses from our home and is expected to be completed at the end of 2019. Construction hours are 7a-4:30p M-F, there is no weekend or evening work. Have the entire building to yourself!!! Roxy 4 is an entertainer's delight, fully equipped with...
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    Location Information
    San Diego, California 92109
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
    ♥ Casa Paradiso – A Private Resort Home in ♥ of the City!1 / 37
    (6)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Reviewed 20 August 2019
    We stayed at this amazing property as a family of ten, including 4 kiddos. This home proved to be a great stay for all! We took advantage of all the fun activities, including...
    Reviewed 19 September 2018
    All I can say is WOW! This house is amazing! Very convenient location just outside of downtown San Diego, 5 minutes to the airport and walking distance to a few neighborhood...
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    About this property
    Why stay at an ordinary vacation rental when you could make memories somewhere EXTRA-ordinary? When you and your crew pull up to Casa Paradiso, typical expressions might include “Whoa!”, “OMG!”, and “Can you believe this place?!” Casa Paradiso is a one-of-a kind luxury resort home located in the...
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    Location Information
    San Diego, California 92103
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    6 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning beach home located in the heart of Mission Beach. This vacation home comprises two 3 bedroom townhomes with 2 floors of Water Frontage for a total offering of 6 Bedrooms + 6 Bathrooms that sleeps 18 guests (14 adults maximum). This offering consists of 2 side x side townhomes located on...
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    Location Information
    San Diego, California 92109
    Condo/Apartment - 6 Bedrooms, 6 Bathrooms, Sleeps 18
    Spacious San Diego Home w/Pool, Spa & Ocean Views!1 / 42
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2019
    Location was good, Vons and Walmart nearby. Easy check in. Viejas casino within 40 minutes. close to Tijuana and do some shopping and tequila tasting.
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    About this property
    Capture the essence of San Diego at 'Sunset Villa!' This large family house is well-appointed with 5 bedrooms, 4 baths, and an upstairs TV den that has a convertible sleeper sofa to comfortably accommodate 12 guests. There are spacious areas for gathering & a private poolside oasis with Pacific...
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    Location Information
    San Ysidro, San Diego 92154
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    DECKED OUT II1 / 21
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Indulge in this three bedroom and three bathroom, luxury beach condo in beautiful North Mission Beach. This lower unit home features a spacious 1550 sqft layout, a sophisticated, modern design and has spectacular views of the ocean from the living room and master bedroom. The kitchen features...
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    Location Information
    San Diego, California 92109
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    3 bed 3 bath  S mission beach  3 car par1 / 10
    (3)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Cable/satellite TV
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    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2014
    This beach house was so great! My husband and I stayed here for a week with our 3 small kids. The stairs were pretty steep, but once they figured them out, no problems. The...
    Reviewed 4 August 2014
    The location was fantastic, midway between the ocean and the bay. Even though it was on the main street, traffic noise wasn't an issue. There were decks everywhere, and always...
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    About this property
    This is a 3 bedroom, 3 bath home. Their is all so a 4 bedroom 3 bath modern home next to this one that is available..Great location on Capistrano Pl. in beautiful Mission Beach. Panoramic views & Sunsets from the 3rd floor roof top deck. In addition there are 2 more view decks. Feel the Ocean...
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    Location Information
    San Diego, California 920109
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Ocean Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Bermuda Beach is our Luxury Beachfront House Vacation Rental - 3 bedroom, 2 bathrooms- a stunning beachfront Sunset Cliffs home designed for the traveler seeking a memorable escape to modern luxury, direct oceanfront accommodation, brand new furnishings & appliances, private beachfront...
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    Location Information
    San Diego, California 92107
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Secure Parking
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For a customized quote, contact us regardless of rate quoted or availability shown on the calendar. Relax in the two levels and nearly 3,000 square feet of this recently remodeled and professionally decorated home, with large, private grounds. There is plenty of room to have fun together—as well...
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    Location Information
    San Diego, California 92026
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Waterfront Getaway 31 / 25
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 May 2017
    The house is right on the beach, really can't get much more perfect than that! What's more, the boardwalk leads to many cute shops, bakeries, restaurants, etc. The house...
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    About this property
    This beach vacation home is comprised of 2 Water Front units for a combined 6 Bedrooms + 5.5 Bathrooms that sleeps up to 20 guests (14 adults maximum)! Unit A is a single level unit that expands the entire ground floor & Unit B is a 2-story middle townhome located on floors 2 & 3 (with separate...
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    Location Information
    San Diego, California 92109
    Condo/Apartment - 6 Bedrooms, 6 Bathrooms, Sleeps 20
    Downtown
    3 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Smoking allowed
    About this property
    Two level downtown San Diego home with designer furnishings , and comfy hotel collection bedding. 3 car parking - Garage. Unique private studio (3rd bedroom) which has its own full kitchen and living area, in addition to the main full kitchen in the living room downstairs. We have a large outdoor...
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    Location Information
    San Diego, California 92101
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 11
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    To BOOK this Property, please contact a Penny Realty Vacation Rental Specialist at: 866/ 522-4116 and we will be glad to assist your vacation needs.Roomy, 1900sqft 3 bedroom / 3 bath in South Mission Beach just a half block from the bay! This two-story property features two private decks and...
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    Location Information
    San Diego, California 92109
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Best Mission Beach Location, Steps to Sand/Views! 3BR/2BA, Sleeps 12 AC/Pool/Spa1 / 34
    (6)Very good
    Mission Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Children's Pool
    • DVD Player
    • Hot Tub
    • Ocean Views
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    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 September 2018
    I would like to start by naming a few, Victor Contreras was our waiter numerous times. Edidha was another server who is exceptional, kind friendly beautiful inside and out...
    Reviewed 27 July 2018
    Nice place. Great location, provided parking, ocean breeze each night. Patio was very enjoyable for our family, friendly neighbors and plenty socializing. Easy walk along beach...
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    About this property
    Beautiful Mission Beach Vacation Rental - renovated and AC added: rare for beach. 3 bedrooms, 2 full baths, ocean view patio, ocean view balcony, parking, etc. Hot tub with ocean view! (newly added) Pool and jacuzzi access at nearby 4* hotel. * Best Mission Beach location - walk to everything: 20...
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    Location Information
    San Diego, California 92109
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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