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Holiday Rentals in Sanibel Island, FL

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    Travellers to Sanibel Island are booking July dates now. Secure your holiday rental today, and have the perfect trip.
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    2 BedroomsSleeps 6Quick View
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    About this property
    Vacations are meant to be this good! Come stay and play at this beautiful 3 bedroom, 3 bathroom pool home located in the fabulous Sea Oats subdivision just steps away from the West Gulf Drive Beach Access #1. The property has been completely renovated from top to bottom including a beautiful new...
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    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    13 Reviews
    2 BedroomsSleeps 6Quick View
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    This 2 bedroom/2 bathroom is a spacious corner unit (approximately 1500 total sq. feet) and offers an updated kitchen with glass top stove, plenty of counter space and formal dining room table for elegant entertaining. Owner added a Keurig coffee maker in addition to a regular coffee maker. The...
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    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    This beautiful condo was recently remodeled. 2 bedroom, 2 bath with living room, dining space and kitchen. Second floor with a wonderful view of the Gulf of Mexico. .End unit with floor to ceiling window in kitchen, affording another nice view. The condo is fully furnished with a dressing table and...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    49 Reviews
    1 BedroomSleeps 4Quick View
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    Weekly rentals Sat. to Sat. Sundial B307 condo, direct oceanview on Sanibel Island sleeps 4 (king bed, queen sofa sleeper), is fully equipped, and recently refurnished by a professional designer. Since this is our own vacation home, we have completely updated the entire condo and include many...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 BedroomsSleeps 8Quick View
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    Rare Coquina Beach direct gulf front condo ground level! 2 BR, 2 BTH completely remodeled unit with hurricane impact windows and sliding glass doors, updated kitchen & bathrooms with quartz counters, new cabinets, and tile throughout. Walk right out your Gulf front lanai to the beach. Coquina Beach...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    16 Reviews
    2 BedroomsSleeps 5Quick View
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    No Stairs to climb!! Walk a few steps from your car to the front door. Walk right out the Lanai to the heated pool, shuffleboard, tennis, and the beach! Easy for families, perfect for couples. Our ground level condo offers a newly remodeled kitchen, dining area, family room with pull-out sofa,...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Reviews
    3 BedroomsSleeps 6Quick View
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    Shorewood is a quiet 13 unit complex centrally located off of Middle Gulf Drive. This nice, spacious 3 bedroom 2 bath unit is just the place for that perfect island vacation. Gulf and pool views, Sleeps 6. Wireless internet connection is now available...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    65 Reviews
    2 BedroomsSleeps 6Quick View
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    About this property
    Weekly rentals Sat. to Sat. Sundial B306 unit has a direct oceanview complete with sliding glass doors that open full width of the living room to allow for sea breezes and sounds the surf. We offer a large screened balcony with cushioned furnishings. B306 was completely remodeled as well with...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Pointe Santo is one of our most poplular properties. This very nice 3 bedroom 2 bath remodeled unit has beautiful views over the lake out to the Gulf of Mexico. 4 flat screen TV's 3 available with cable and 1 dvd only. 3 bedroom accommodations are hard to find - book this one now. The perfect...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Island Beach Club 340D is a two bedroom two bath third floor condo. Absolutely unbeatable views of the Gulf of Mexico in this gulf front unit which sits about as close to the beach as you can get! PETS ALLOWED WITH OWNER APPROVAL Additional amenities include: # baths 2, # TVs/DVDs 3TV/1DVD,...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    About this property
    Beachfront complex, heated pool, less than 100 steps to the beach, beautifully decorated condo with cathedral ceilings and a loft. All of this makes up your perfect vacation home. Walk into the bright and airy condo with soaring ceiling, tropical views and ample room for your family. The open...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Reviews
    2 BedroomsSleeps 6Quick View
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    • Porch
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    About this property
    The Owner takes great pride in this relaxed, updated 2 bedroom/2 bath condo 77 steps from the beach. Ideal for couples, families, snowbirds, reunions, chic trips, etc. Recently updated kitchen, 2 upgraded baths, new tile, carpet and window treatments. New guest room furniture, lamps, etc. Very...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Located on a secluded lane just steps off the Gulf bike trail and a 5-minute walk to a private Gulf of Mexico beach, this cozy, 2 bedroom / 1.5 bath beach cottage has the best of both worlds—Old Florida charm and completely updated! Relax with your morning coffee on the enclosed lanai (Florida...
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    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Perfect vacation condo for families, couples or large groups. It is steps from the world famous beach. This includes a free parking spot. There are grills as well and it is 30 minutes from the airport. It offers free wi-fi, laundry amenities in the unit, tennis courts, large pool, beach chairs and...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Sanibel Bayous - 3 Bedroom, 2 Bath and More, Private Home - Quiet Solitude! Live on the island for a month, immerse yourself in everything Sanibel has to offer (the City of Sanibel requires a 28 night minimum). Learn what it's like to live on an island that is 2/3 nature sanctuary, with...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Reviews
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    Umbrella Pool is a three bedroom/two bathroom home located in Sanibel Bayous. The house offers plenty of privacy with a master suite on one side and two guest bedrooms and a full bath on the other. Mature landscaping, including mango, banana, starfruit and citrus trees, makes this home and...
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    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 BedroomsSleeps 6Quick View
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    Shorewood is a quiet 13 unit complex centrally located off of Middle Gulf Drive. This nice, spacious 3 bedroom 3 bath unit is just the place for that perfect island vacation. Direct Gulf front view with pool and tennis. Wireless internet connection is now available...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Pet friendly
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    Smoking allowed
    About this property
    The renowned shelling beaches of Sanibel Island are just steps from Hurricane House, providing the ideal setting for an unforgettable vacation on the shore. Guests enjoy complimentary tennis privileges and greens fees at the nearby 18-hole championship golf course at The Dunes Golf & Tennis Club....
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    Sanibel Island, Southwest Gulf Coast 33908
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    About this property
    Welcome to Pointe Santo de Sanibel. One of our homes away from home can be your home also. B43 is a 4th floor penthouse with a private sundeck on the roof and B 5 is a 1st floor walkout to the beach. Both are professionally decorated, have the new open kitchens and marble baths. They are both very...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Reviews
    2 BedroomsSleeps 6Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for comfort in a beach condo at a good affordable prince – this unit is it. This is a beautifully decorated 2nd floor unit with a true Florida feel; breezy palm tree greens and ocean blues. The master bedroom has a king bed with flat screen TV, private master bath with walk-in shower. The...
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    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    This very nice 3 bedroom 2 bath unit has been beautifully remodeled and offers Gulf Views with easy access to the beach and pool from the screened in cabana. Perfect for those bikes, beach chairs and children's beach toys. Wireless internet connection is now available. As a guest of VIP Vacation...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    This is a nice 2 bedroom 2 bath direct beach front corner unit. 3 flat screen TV's. Located on the 4th floor this unit offers wonderful, expansive views of the Gulf of Mexico. It's hard to find a view better than this! Loggerhead Cay is a 168 unit complex located on the east end of Sanibel...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wonderfully remodeled one bedroom beach view condo located at the Sundial Beach Resort. Unit D306 is a 3rd floor condo with a queen bed in the bedroom, living room with sleeper sofa, full kitchen, bathroom and large sliding picture windows offering views of the Gulf of Mexico. The D building is...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Reviews
    3 BedroomsSleeps 6Quick View
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    About this property
    Our three bedroom condo is beautifully decorated and is totally up to date. We remodeled the kitchen in September of 2014. The master bedroom and the living room open out onto a 26 foot long screened porch that has a gorgeous view of the beach and Gulf. The master bedroom has a king-size bed,...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    About this property
    Welcome home to Oasis Inn, a desired 3 bedroom, 2 bath duplex home in The Dunes Golf & Tennis Club neighborhood and conveniently located near the Sanibel causeway for easy on & off island access. This recently updated island home boasts fantastic vaulted ceilings and bright, airy skylights to...
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    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Paradise Found! Relax in this free standing townhome with 3 bedrooms, and 3 full baths with a garage. The screened-in, full length wrap-around lanai provides gorgeous Gulf front views of the Gulf of Mexico. Unit comes equipped with bicycles and a kayak for the renter's use. Cyprina Beach is...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    This very nice ground-floor unit has been recently remodeled. Walk right out your lanai door and you are a minutes stroll to the beach or pool through lush tropical landscaping. With new furnishings reflecting a light, colorful Floridian decor and beautiful views out to the lake and courtyard area...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Reviews
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    About this property
    Please note that this condo is extremely popular and the minimum rental is 7 nights, Saturday to Saturday. The condo is not located on the beach, but a short walk over a footbridge that crosses a picturesque bayou with fish, wading birds and osprey. This condo could be your 'Home away from Home'...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4203 Dingman Dr is directly across the street from one of Sanibel's finest shelling beaches. The fabulous renovation and quality in this 4 BR/3 BA elevated home on an approximate acre include Impact windows and doors, 10 ft. ceilings, glassed elevator, hand scraped Birch wood floors, quartz and...
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    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    This unit has been completely remodeled from top to bottom.This is a 2 bedroom 2 bath, direct gulf front unit. If you are looking for that small beach front complex with swimming, tennis, fitness room (treadmill, elliptical, tv and other equipment), covered parking and elevator. This is it!...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    This very nice 2 bedroom 2 bath unit offers updated kitchen and bathrooms and 3 flat screen TV's. It has a nice view of the gulf from the lanai and a panoramic view from it's roof top sundeck. Amenities include 2 tennis courts, a swimming pool, whirlpool and BBQ areas. A great family place...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedroom/2 Bath Waterfront Condo | Sleeps 6 Astonishing, expansive and spectacular views from every room and from the lanai overlooking San Carlos Bay and Sanibel Island. This 2 bedroom/2 bath 4th Floor unit is all you need for the perfect Florida vacation. The living room is light and bright and...
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    Sanibel Island, Southwest Gulf Coast 33908
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful custom built home looking out over acres of conservation land and wild life with deeded beach access to one of the most private beaches (#3) on the Island. Amenities include custom kitchen cabinets with granite counters, gas cook top, stainless steel appliances, dual zone wine cooler,...
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    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Looking for the best private off the beaten path Gulf front two bedroom two bath condo? You have found it in Sandpiper Beach 206! This is a wonderful low density recently remodeled top of the line second floor Gulf front condo. Sandpiper Beach features a large beach front pool and tennis courts...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Enjoy your stay on world famous Sanibel Island at this beach side unit at Compass Point's gulf front location with direct beach access. Family memories are made here at Compass Point 221. This beautiful island style home-away-from-home is decorated in a seaside style and sleeps up to 6 guests...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    14 Reviews
    2 BedroomsSleeps 6Quick View
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    There is nothing more beautiful than SUNSET on the beach at Pointe Santo. Neighbors gather nightly with their favorite drinks, their kids, grandkids, and friends to watch the sun descend into the horizon. This view is matched by the tranquility of AM coffee on your Lanai, overlooking the lagoon and...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    This 3 bedroom 2 bath corner unit is direct gulf front with views that just can't be beat! Located on West Gulf Drive. Amenities include 2 tennis courts, a swimming pool, whirlpool and BBQ area. Stainless steel appliances. 4 flat screen TV's. Masterbath remodeled 2014 with walk-in shower....
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Pet friendly
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    This nice condo is located on the second floor with a view over the pool and courtyard out to the Gulf of Mexico. A very good value! The bedding is a king in the master, two twins in the guest and a sleeper sofa in the livingroom. 2 flat screen TV's. The condo sleeps 6 Loggerhead Cay hosts 168...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Reviews
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    • Private Outdoor Pool (Heated)
    • DVD Player
    • Patio
    • Balcony
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    As you walk in the door of the unit, the first thing you will see is the gorgeous view through the floor to ceiling sliding glass doors to the lanai. You will spend many relaxing mornings on the lanai with your coffee, and many relaxing evenings with your favorite evening cocktail. The kitchen and...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33908
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    205 Hurricane Lane Location Location Location! - Just across the street from Sanibel's world famous shelling beaches lies this wonderful updated three bedroom two bath home. This monthly rental comes fully equipped with all the features you would want for a relaxing vacation of a life time....
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 BedroomsSleeps 6Quick View
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    Pine Cove 201 is a nice, spacious three bedroom, two bath Gulf front condo. Jacuzzi tub in master bath. 2 flat screen TV's. Pine Cove is a lovely low density 16 unit complex on West Gulf Dr featuring a large Gulf front pool and expansive Gulf front views. NO PICKUP TRUCKS ALLOWED...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 BedroomsSleeps 6Quick View
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    Amenities & Details
    • Grill
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Patio
    • Satellite TV
    • DVD Player
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful views from this updated, charming, two bedroom, two bathroom Kings Crown condo. Spacious, updated, bright and comfortable, Kings Crown 210 offers everything you need for an outstanding beach vacation. The open living room features a flat screen TV, a soothing beach décor and a sofa...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    26 Reviews
    1 BedroomSleeps 6Quick View
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    Amenities & Details
    • Balcony
    • DVD Player
    • Grill
    • Terrace
    • Patio
    • Washer
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With 780 sqft (73 m2) living area and 150 sqft (14 m2) screened lanai, our recently remodeled condo offers the biggest one bedroom unit floor plan available at Sundial, located directly on the Gulf of Mexico. It offers a beautiful view of the gulf. With ceramic tile flooring throughout the unit...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    17 Reviews
    2 BedroomsSleeps 6Quick View
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    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Balcony
    • Grill
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our walk-out condominium at beautiful Pointe Santo just steps away from the warm sandy gulf beaches. The complex shaped like a horseshoe facing the gulf, is situated around a spring fed lagoon.It is one of the most sought after vacation properties located on secluded, shell strewn...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Review
    2 BedroomsSleeps 6Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This nice condo is located on the ground floor with a garden view from the screened porch. The furnishings are nicely updated, decorated in soft pastel shades. The condo has a livingroom, dining room and fully equipped kitchen. The bedding is a king in the master, a queen and a twin in the guest...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 BedroomsSleeps 6Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pine Cove is located on West Gulf Drive. A wonderful, tropical hideaway just a boardwalk stroll from the Gulf of Mexico.This nice 2 bedroom 2 bath with den, gulf front unit offers a third floor view of the Gulf of Mexico. Has 1 flat screen TV. If you desire a quiet vacation, Pine Cove is the place...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 BedroomsSleeps 6Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience this wondeful slice of paradise - gorgeous 3 bedroom 2 bath extremely private home. Short walk to BEACH. Vaulted ceiling living room opens to the screened tiled lanai for great entertaining. Gourmet kitchen offers breakfast bar, pantry, granite counters & stainless appliances. Dining...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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