Vacation Rentals & Cottages in Sanibel Island

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313 cottages

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Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 1 minutes

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Price per night from

$266

2 bed/2 bath Naples Condo(Gated Commun.)- sleeps 6

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 10 minutes

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Price per night from

$123

Responds fast! avg. 11 minutes

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Price per night from

$132

Pink Gulfside Cottage, 100 steps to beach, Pet OK, Restored Beach House

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$286

“Great cozy home away from home.” We stayed in the Orleans bungalo apartment on July 15-18. It felt like we were at home. The apartment had lots of character and charm. Loved sitting outside on the terrace watching the free entertainment across the street , was it called the ship wrecked bar? I especially loved beiing able to go to the back alley and washing clothes. (I hope it belonged to the cottages property, if not then oops!) We utilized the kitchen and the gas grill out back on the patio.Everything was great and this cottage had plenty of space for two families. We met my cousins from Texas in Flordia for a vaca. We drove from Oklahoma. The flat screens worked great. I have no complaints about this place. I just want to say to all you all snotty people leaving negative comments.... Quit complaining or find somewhere else to stay. What exactly do you think you are getting when you hear the word "cottages" it's not going to have a bell hop and a maid that cleans up your messes daily. Maybe some of you never lived in 100 year old homes and only used to a lavish lifestyle. Obviously you spent your time in doors. not us we were at the beach the majority of the day until almost 9pm every night. I enjoyed my stay there. It was a good 3 day stay for us despite the rainy weather. Yet we still had fun.

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Price per night from

$297

Steps from Beach, Pets OK, Sleeps 6, Clearwater Beach. 2 Bedrooms

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$378

Responds fast! avg. 54 minutes

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Price per night from

$268

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$746

⭐ Spacious 8 Bedrooms Champions Gate Resort Villa w/ Private Pool ⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

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Price per night from

$402

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Price per night from

$424

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Price per night from

$402

Luxurious Beachfront Condo at Redington Towers

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$344

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

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Price per night from

$114

River Strand Golf and Country Club Resort

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$230

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

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Price per night from

$117

FS60893 - Solterra Resort - 5 Bed 4.5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$249

FS328981 - Solterra Resort - 5 Bed 5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$299

Palm Harbor Waterfront, Game room, Kayaks and more

Palm Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$458

FS222089 - Highlands Reserve - 6 Bed 4 Baths Villa

Davenport villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$277

FS313843 - Solterra Resort - 5 Bed 5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$299

FS336627 - Solterra Resort - 6 Bed 5.5 Baths Villa

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

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Price per night from

$368

FS316474 - Solterra Resort - 5 Bed 4 Baths Villa

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$299

FS275786 - Solterra Resort - 6 Bed 6.5 Baths Villa

Davenport villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

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Price per night from

$368

FS273869 - Highgate at Legacy Park - 5 Bed 3 Baths Villa

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$192

FS316474 - Solterra Resort - 5 Bed 4 Baths Villa

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$299

+++ Clean & Bright +++ Minutes to Anna Maria Island

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

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Price per night from

$178

FS59630 - Solterra Resort - 6 Bed 4 Baths Villa

Davenport villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$368

FS336627 - Solterra Resort - 6 Bed 5.5 Baths Villa

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$368

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$287

FS336179 - Solterra Resort - 5 Bed 5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$299

FS275786 - Solterra Resort - 6 Bed 6.5 Baths Villa

Davenport townhouse

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

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Price per night from

$368

FS355944 - Solterra Resort - 5 Bed 4.5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$249

FS312983 - Solterra Resort - 6 Bed 5 Baths Villa

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$368

BT61168 - Solterra Resort - 5 Bed 4.5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$291

FS336179 - Solterra Resort - 5 Bed 5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$299

6 BR Heated Pool Hot Tub, Peloton Home Gym, Theater Room, Game Room

Tampa house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 26

Responds fast! avg. 1 hour 49 minutes

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Price per night from

$1,718

FS316307 - Solterra Resort - 7 Bed 4.5 Baths Villa

Davenport villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

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Price per night from

$491

FS328981 - Solterra Resort - 5 Bed 5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$299

Viewing 38 of 313
rentals in Sanibel Island

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