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Holiday Rentals with Pools in Redington Shores

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    Travellers to Redington Shores are booking February dates now. Secure your holiday rental today, and have the perfect trip.
    32 Matching Rentals in Redington ShoresView all 72 rentals
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Sunset Villas 3 Million $ VIEWS/2 Balconies/BBQ/pool/Beachfront1 / 37
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Gulf Beach Front w/ Beautiful Sunset Views1 / 28
    (14)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Beachfront Baby!!! Awesome Beach & Ocean Front, 3Bd/2Ba, Sleeps 12!!1 / 46
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Grill
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    • Waterfront
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 November 2014
    Our extended family, including aunts, children and young grandchildren visited this property in late October. The condo was just as pictured and was very comfortable and well...
    Reviewed 13 April 2012
    Seven women friends spent a week in this delightful condo. It is clean, beautifully decorated, spacious, and has a nice size balcony that offers great views of a gorgeous beach...
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    About this property
    Our on the sand beachfront condo is beautiful and we just purchased it and updated it. Brand new 55' Big Screen Television in Living Room. New Master ('Tropical Royalty') Bedroom Furniture, New 2nd Bedroom ('Palm Trees') and 3rd Bedroom ('Sand Dollars'). New full size washer and dryer. New...
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    Redington Shores, Florida 33708
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 12
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Look no further for your next perfect beach vacation getaway that this hidden beach jewel in Redington Shores. Enjoy breath-taking views from this 8th floor fully renovated condo overlooking the Gulf of Mexico. This spacious condo has two bedrooms, two baths and 1325 square feet of living space....
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    Redington Shores, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront Marker 5 Condo in Redington Shores. Come enjoy your vacation here in this stunning 2-bedroom condo on the intercoastal. Beautifully equipped kitchen designed by a gourmet chef with its stainless-steel Kitchen Aid appliances; double oven and 5 drawer refrigerator. Gorgeous granite...
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    Redington Shores, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beachfront 3 Bedroom 1.5 Bath Townhouse In Sunset Villas on Redington Shores. We invite you to spend your vacation at this beautiful beachfront townhouse. This townhouse has plenty of space for the whole family and is convenient for all types of activities in the area. The three bedrooms give...
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    Redington Shores, Florida 33708
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Waterfront
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    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience true Florida living in this charming beachfront property!! This amazing 2 bedroom, 2 bath condo has an open and spacious living and dining room area, a fully stocked and beautifully updated kitchen with granite counter tops, lovely décor with tasteful colors, tile and wood flooring...
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    Redington Shores, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Anglers Cove 3br 3bath Condo1 / 23
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Washer
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    • Waterfront
    • Ocean Views
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 June 2018
    Wonderful place to stay. Beach was right out the door. Didn’t have to cross street which was great for my 4 grandkids. The older kids stayed on beach while we took 2 year old...
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    About this property
    Our ANGLERS COVE, Redington Shores condo has 3 Bedrooms and 3 Bathrooms and is beautifully furnished with high end furniture. NEW STAINLESS STEEL APPLIANCES and Corian counters in kitchen. 20' Ceramic Tile flooring throughout, installed Dec 2015. Free Wi-Fi & US & Canada long distance calls....
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    Redington Shores, Florida 33708
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Sunset Villas 4 Stunning Sunset views/Pool/deck/BBQ-this has it all!1 / 32
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
    • Waterfront
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 March 2015
    bring beach chairs and enjoy sitting on beach with feet in ocean.unit was clean view was excellent other tenants were very accomodating overhall beautifull place to catch up on...
    Reviewed 10 October 2014
    Loved this condo! One of the best I've ever stayed in! Location is awesome and directly on the beach. Quiet, but close to everything and the condo is spacious and very...
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    About this property
    Experience true Florida living in this charming beachfront property!! This amazing 2 bedroom, 2 bath condo has an open and spacious living and dining room area, a fully stocked and beautifully updated kitchen with granite counter tops, lovely décor with tasteful colors, tile and wood flooring...
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    Redington Shores, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    The Shores 101 Beautiful UPDATES / NEXT TO POOL / Direct Beach Access!!1 / 30
    (1)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Internet Access
    • Waterfront
    • DVD Player
    • Patio
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 June 2018
    My husband and I are both handicapped so we enjoy this condo because of it's easy access, very close parking, close proximity to beach and pool and even the rubbish bin. It has...
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    About this property
    Welcome to paradise!! This 2 bedroom, 2 bath ground floor unit has been recently updated and is absolutely gorgeous! Walk right out of your back door from this unit and start enjoying the soft white sand between your toes. Beautiful and modern furnishings, all new stainless steel appliances,...
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    Redington Shores, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Luxurious Penthouse Oasis - Beachfront/Oceanfront1 / 24
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Ocean Views
    • Grill
    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 September 2018
    The Condo is very well maintained, not to mention easily accessible from Tampa Airport. It also very nicely decorated.The views of the ocean are spectacular!! Victor was...
    Reviewed 29 June 2017
    Our family had a great vacation staying in Victor's condo. From our first contact over the phone to our checkout at the end of our stay, everything was perfect. We have stayed...
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    About this property
    We are the happy owners of this beautifully appointed penthouse condo in the highly desirable Sea Oats Beach Resort. We live nearby and are available to take care of any unexpected needs you may have. Please contact me if you have any questions. Sea Oats is in Redington Shores, perfectly...
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    Redington Shores, Florida 33708
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Wi-Fi
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Completely renovated, this stylish 2BR/2BA condo features brand-new tiled flooring, high-beamed ceilings, tasteful furnishings, modern beach decor, and abundant natural light. Additional highlights include new central air-conditioning and three flat-screen HDTVs. Outside, this elegant unit boasts...
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    Redington Shores, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ground floor unit with easy and direct access to the pool with direct Gulf views! This 2-bedroom, 2 bath ground floor unit has been loving kept and is very nicely updated throughout. Step right out onto your private outside patio from the living room of this unit and start enjoying the pool and...
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    Redington Shores, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEW LISTING! Great views of the Gulf of Mexico from this third floor 3 bedroom, 2 bath condo at San Remo on Redington Shores Large balcony, Gulf front pool, spa, BBQ and Free WIFI. Condo was completely renovated in 2016 with a brand new kitchen, bathrooms, flooring, all new furniture and decor....
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    Redington Shores, Florida 33708
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Parking
    • Balcony
    • Air Conditioning
    • Grill
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEW LISTING! Great views of the Gulf of Mexico from this third floor 3 bedroom, 2 bath condo at San Remo on Redington Shores Large balcony, Gulf front pool, spa, BBQ and Free WIFI. Condo was completely renovated in 2016 with a brand new kitchen, bathrooms, flooring, newer furniture and decor. Come...
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    Redington Shores, Florida 33708
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Redington Towers III Condominium 3-D1 / 30
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
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    • Waterfront
    • Terrace
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 Bedroom / 2 Bath 1 King, 2 Twins & Sofa sleeper - One month minimum stay required Large balcony, breathtaking Gulf view Free Wi-Fi FREE Calling to US & Canada Located in Redington Shores 24 hour security guard Non Smoking, No Pets ONE MONTH MINIMUM RENTAL REQUIRED Close your eyes...
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    Redington Shores, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Balcony
    • Internet Access
    • Air Conditioning
    • Parking
    • DVD Player
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beach Cottage 2101 is a unique unit that provides great advantages to families and older guests as right out the living room sliding glass doors you can exit privately and directly to the Gulf Front courtyard where you can enjoy the heated pool, spa, BBQ or the beach. You will enjoy watching the...
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    Location Information
    Redington Shores, Florida 33785
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Best price on the beach for this waterfront condo with heated pool and spa1 / 12
    (18)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • DVD Player
    • Waterfront
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 June 2019
    We enjoyed a relaxing month in this very comfortable condo which has side views of beach and bay. The unbeatable beach was close by and all the amenities of this part of Florida...
    Reviewed 9 May 2017
    The condo is beautiful and spacious! Everything we could need for the beach was supplied, more than enough beach towels, beach chairs, umbrellas and even toys (if you traveled...
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    About this property
    This 1200 sf ocean front condo has 2br 2ba and a sleeper sofa for 6 guests. With great views of the Gulf of Mexico and the intercoastal waterways. We have a 25ft balconey looking over the water. Master bedroom with 10ft slider, spare room with 6ft slider and living room 6ft slider all to the...
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    Location Information
    Redington Shores, Florida 33542
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Hot Tub
    • DVD Player
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the beautiful views of the Gulf of Mexico from this fifth floor 2 bedroom, 2 bath condo at San Remo in Redington Shores! The unit is just remodeled and new to the market! This unit sleeps 6 and features a king size bed in the master bedroom, a queen size bed in the guest bedroom, a queen...
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    Location Information
    Redington Shores, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the beautiful views of the Gulf of Mexico from this third floor 2 bedroom, 2 bath condo at San Remo in Redington Shores! Ceramic tile floors throughout. Large balcony with access from living room and both bedrooms! Sleeps 6 guests with a king-size bed in the master bedroom, a queen size bed...
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    Redington Shores, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 Bedroom / 2 Bath 1 King, 2 Twins FREE Wi-Fi Balcony with a partial Gulf view Washer & Dryer in Unit Located in Redington Shores Non Smoking, No Pets Newly renovated unit located on the beach side. No major roads to cross to the get to the beach, it is a perfect getaway for couples or...
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    Redington Shores, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Ocean Views
    • Hot Tub
    • Waterfront
    • DVD Player
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the Gulf front complex of San Remo Condominium is this spacious and beautiful condo with both Intercoastal and Gulf of Mexico views. San Remo has a prime location, as it is situated on the Gulf side of the street and is within walking distance to a park, a tavern, and a convenience...
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    Redington Shores, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our spacious comfortable Condo is located in Redington Towers on Redington Shores Beach. one of the most desirable locations in our area. This gated community has a Heated Pool, Gym and more. Sleeps 5 and overlooks the Gulf of Mexico. This 2 bedroom 2 bath 1150 sqft condo is located right on the...
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    Redington Shores, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    FUN IN THE SUN1 / 36
    (3)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Internet Access
    • Hot Tub
    • Ocean Views
    • Cable/satellite TV
    • Housekeeping Included
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This contemporary 4 bedroom mansion sits steps from the white sand beaches of Redington Beach, minutes from everything, miles from stress. Every amenity you could want, deserted beach, private pool, designer kitchen, spacious living room, sunsets from everywhere. Four private bedrooms, three...
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    Redington Shores, Florida 33708
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    The Sunset House / Beach Front with Pool & Hot Tub1 / 32
    (2)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The 'Sunset House' is a privately owned beach house located 'directly' on the Gulf of Mexico in Redington Shores. This home is the perfect location for beach gatherings, weddings, reunions, anniversaries or your next family getaway. Relax in the Gulf front heated pool or hot tub while enjoying the...
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    Redington Shores, Florida 33708
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 13
    8 Bedrooms, 6 Bathrooms, Sleeps 24 Quick View
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    About this property
    Large Groups 65 ft private oceanfront Mansion 8bd 6+ bath 2 game rooms pool/spa! Beautifully decorated 8 bedroom 6 bath mansion as close to the ocean as you can get, great for family get togethers or corporate retreats -- only a few oceanfront mansions have ideal setups for large groups. This...
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    Redington Shores, Florida 33708
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Ocean Views
    • Sauna
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    REMODELED AND NEWLY FURNISHED CORNER UNIT CONDO AVAILABLE IMMEDIATELY! 30 DAY MIN. RENTAL. Enjoy the best of Beach Living at Redington Towers! Welcome home to this direct Gulf Front 5th floor end unit condo. This spacious two bedroom, two bathroom condominium home offers wrap around balcony...
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    Redington Shores, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Parking
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    • Waterfront
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    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax on the patio overlooking the Gulf of Mexico or take a swim in the heated pool after table tennis or billiards in game rooms Maybe you prefer the lounging areas while waiting cooking your dinner in the stone charcoal BBQ. Wake up and cross the street to the intracoastal to watch the sun rise...
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    Redington Shores, Florida 33708
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Grill
    • Patio
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience true Florida living in this charming beachfront property!! This amazing 2 bedroom, 2 bath condo has an open and spacious living and dining room area, a fully stocked and beautifully updated kitchen with granite counter tops, lovely décor with tasteful colors, tile and wood flooring...
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    Location Information
    Redington Shores, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • Washer
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The coast is calling you to clear your schedule, dip your toes in the sand, and stay at this Indian Shores vacation rental condo! This property is well-suited to host family and friends, with 3 bedrooms, 2 bathrooms, and a renovated interior. Enjoy the many perks this condo offers, including a...
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    Location Information
    Redington Shores, Florida 33785
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Ocean Views
    • Air Conditioning
    • DVD Player
    • Washer
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enhance your Sunshine State getaway when you stay at this light and airy 2-bedroom, 2-bathroom vacation rental house in Redington Shores, Florida. Boasting 1,150 square feet of comfortable living space, this condo has enough room to comfortably accommodate 6 guests, making it the perfect...
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    Location Information
    Redington Shores, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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