Vacation Rentals & Cottages in Sanibel Island

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26 cottages

Peaceful escape at Pelican Sound Club

Estero apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Boat available Golf course on site or within 15 min walk

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Price per night from

$230

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January~April 2024

Estero apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$192

Tranquility Paradise

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$115

Ground Floor Unit in Fort Myers at Terraverde Country Club

Biggar condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$196

Serene & Attractive Pool Home Near Gulf Beaches

Estero house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 19 minutes

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$230

2 Bed 2 Bath First Floor Condo in Estero, Florida

Estero apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place to stay away from home” We have stayed in this condo during the month of april for the past 4 years. The condo is located in a beautiful gated community with club facilities that include a large pool and golf course. Everyone in the community is very pleasant. The condo is bright and sunny, beautifully decorated, and maintained with all the amenities you would have at home. The kitchen is fully equiped. It also includes extras for the beach such as chairs, towels and umbrella. It is always very clean and well stocked with supplies. The owner is very conscientious and a pleasure to work with. If you are looking for a wonderful place to stay in southwest Florida you can't beat staying here. The location is great, within easy driving distance of recreation, entertainment and retail activities. We would recommend it without hesitation.

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$110

RELAXING LUXURY, GULF VIEW, DIRECTLY ON THE BEACH 930 SQ.FT.; 250 FIVE STARS

Sanibel Island apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$690

Fountain Cottage

Iona villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$167

Sunsplashed -- Your own private tropical island resort!

Captiva Island villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$1,640

Paradise on Earth - Direct Beach Front Condo with High Speed Internet

Fort Myers Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“fabulous” This condo is beautiful. We watched the dolphins from the balcony. We enjoyed the heated pool. Access to the beach is right there. The condo had everything we needed and more. Beautifully decorated . We would highly recommend it.

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$165

Island Paradise. 1st Fl. Water views WiFi, HDTV

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Vacation in Paradise!” Our vacation in Sanibel Island at Maggi's condo was a vacation in Paradise! This was our first time in Sanibel Island and it was a great vacation and I hope to come back and stay at Maggi's condo. What a beautiful island! There was everything we needed in the condo and sitting in the lanai in the morning and at night having our coffee or drinks watching the dolphins was amazing. The information and directions that Maggi gave us were great and she was always available if we had any questions. Our preference was the lighthouse beach. We did go visit Bowman Beach and that was also very nice. Captiva Island is beautiful but you must get there early or there is no parking. I would recommend the thriller boat ride it was great and what an amazing dolphin show! There is something to do for everyone beaches, bike rides and nature! There are many restaurants on the island and they were all good and many shops for shopping. It was very hard to leave Sanibel paradise!

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$197

Great discounts! Beachfront, Spacious Condo on the BEACH!

Fort Myers Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$357

Luxurious Sanibel Island Condo with Spectacular Views of the Gulf

Sanibel Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$345

THE SANIBEL SUN CASTLE Luxury home, heated pool, great location, bike to beach

Sanibel Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$573

Bonita Lake House

Bonita Springs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$459

Sanibel Condo bike path Heated pool tennis court grill area short walk to beach

Sanibel Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Boat available

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Price per night from

$403

Beach & Boaters Delight! Newly Remodeled! Lake View!

Fort Myers Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Boat available

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Price per night from

$230

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Golf course on site or within 15 min walk, Boat available

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Price per night from

$862

Villa Bel Air - right on the river - pool and spa - sun all day.

Cape Coral house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

“Perfect week” Although I had last minute panic about doing everything over the internet and nothing written on paper, everything turned out as it should. House was super, pool wonderful, views from house incredible, just the weather in august includes regular storms, not so suitable for going out on the boat. The week was very relaxing just what we needed after a lot of sightseeing and theme park attractions. Maria and Frederik were very helpful and quick to respond to questions etc. We (family of four with two teenage daughters) were more than happy with property, location and service.

1 of 2 match: Golf course on site or within 15 min walk, Boat available

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Price per night from

$393

Villa Rosegarden

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Boat available

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Price per night from

$202

Great 2/2 Sanibel Condo, Nice Pool, Private Beach

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Sunshine, beaches, What's not to love?” My husband and I stayed at this pleasant 2 bedroom condo with 2 grown children and one son-in-law. The two bedrooms and two baths worked fine for our group. Our married daughter and hubby had to share a bedroom with her brother. The furnishings in the condo were comfortable and clean without being too new to cause worry about a little sand. There were all sorts of beach toys and towels available. The kitchen had a full range of dishes and I cooked fresh fish from the local grocery store several nights. It was convenient to walk to the lovely uncrowded beach with no high-rises in sight. we kayaked with the condo's kayaks in the lagoon and saw a large range of birds, including an osprey feeding on a fish. We had gorgeous weather and collected quite a few shells. Would definitely return.

1 of 2 match: Golf course on site or within 15 min walk, Boat available

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Price per night from

$158

Luxury Beach Front Villa with Pool, Captiva Island

Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Sunset Dreams - Tropical Paradise” What a wonderful place! We just returned and we miss it very much already. As my wife puts it, "it was like being in another world!" She's become an overnight ornithologist and marine biologist. The owners went well above the standard of what a normal property rental would be. From furnishings, to decor, to kitchen utensils, and appliances; they blow every rental property we've ever seen right out of the water. The home is immaculate. And the island itself has endless things to do. We've already booked for next year!

1 of 2 match: Golf course on site or within 15 min walk, Boat available

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Price per night from

$645

2018 Hurricane Deck Boat included with Beautiful Yacht Club Pool Home

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Fantastic holiday” We thoroughly enjoyed all aspects of this holiday. The accommodation was very comfortable and lacked nothing. We were lucky with the weather - only 1 day of rain, and although we saw plenty of lightening we were unaffected by storms. The boat made the holiday for us - it was such a joy to go dolphin spotting, and we spent most days on the water just to keep cool! Some lovely eating places - we would highly recommend The Boathouse, Nervous Nellies and Iguania Mia. Go to The Tiki Hut for the atmosphere and experience when a band is playing!

1 of 2 match: Golf course on site or within 15 min walk, Boat available

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Price per night from

$426

LUXURY VILLA RIVERFRONT, LARGE 3 BED, 2 BATH, GULF ACCESS, HEATED POOL & SPA

Cape Coral villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Golf course on site or within 15 min walk, Boat available

1 of 2 filters match

Price per night from

$236

5th Avenue Waterfront Villa

Iona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Boat available

1 of 2 filters match

Price per night from

$374

1 of 2 match: Golf course on site or within 15 min walk, Boat available

1 of 2 filters match

Price per night from

$248

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