Vacation Rentals & Cottages in Sanibel Island

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438 cottages

Luxury 3BR GulfFront "Grateful to be at the Gulf"

Hudson apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 59 minutes

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$99

Savannah

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Excellent as usually” We just got back again and the house was excellent as usually no complaints at all y'all will definitely enjoy it.

Responds fast! avg. 2 hours 32 minutes

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$127

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First Floor Beachfront Apartment

Cocoa Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$126

Orlando Florida, 3-Bedroom Lock-off Disney!

Orlando apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$344

Bow Channel Manor

Sugarloaf house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$257

Cove Isles

Summerland Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$197

Our Island Thing

Big Pine Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$277

Quiet Waters

Cudjoe Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$160

South Point Shores

Sugarloaf house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$230

Big Torch Retreat

Summerland Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$163

Pirates Pointe

Little Torch Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$173

Updated Condo in Beachfront Complex

Cocoa Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$103

Beachfront Condo - Best Price, Panoramic View

Cocoa Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Awesome rental!!!” My husband and I rented this place right on the beach for a week and we couldn't have asked for anything more (except maybe better weather, haha)!! Clean, wonderful, homelike accommodations! Can't wait to use this rental again! Suzan

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$126

BAYSIDE CONDO WITH BOAT

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Want to go back” We just got home from our vacation in this apartment. We loved it. Jay took great care of us and was quick to help with any problems or needs. We rented the boat with the apartment and loved being able to walk downstairs and get onto our boat and out fishing for the day. We enjoyed using the grill on the porch and being able to eat our dinner outside enjoying the weather and views. We will definately return again. Thanks for a great vacation Jay.

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$430

3 BR 3 BA Oasis, perfect location in Olde Naples

Naples house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Lovely location in Naples” Our family of five (three boys under the age of 11) spent a wonderful week in this home. We found everything to be just as described and very comfortable. The house is clean and very well stocked with everything you need to enjoy the sun and live comfortably. The pool is delightful, the neighborhood is quiet & inviting, and the beach/restaurants/bars/shops are just a short walk/bike ride away. We even found an ice cream shop with several vegan gelato flavors that our egg/dairy/nut allergic son could enjoy. We grilled out most evenings so that the boys could enjoy the pool and the parents could relax on the porch with a cocktail. The owners could not have been more responsive, accommodating, and hospitable. It was a truly delightful experience!

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$500

“It does not get any better than this in Cocoa Beach” There is check-box beneath this text field asking if I'd recommend this vacation rental to a friend. Absolutely not. No way. I'm not telling anybody, I'm keeping this place to myself. We were in town for the annual Cocoa Beach Art Show, plus a class reunion. Rooms were tight in CB, and many of our friends were staying at the local chain hotel/motels. I had first heard about Jackie and Dave's guest cottages a few months ago, but I didn't act. Much to my surprise, it popped up on TA and was available for the weekend. Best move we ever made. The Manatee Suite is over-the-top great. Bordering on kitsch, but not. Beach Kitsch. Brightly painted stucco, manatees, mermaids, sea turtles, and oh that beautiful spacious lanai, about as big as the entire suite. And a koi pond. All enclosed in a very private tropical garden that gives one little incentive to ever leave. There is a very comfy queen bed...a king would be nice, but would seriously cut into the navigation...and a kitchenette/hang-out area with a pull-out perfect for a couple of little ones or just to flop and watch tv (wall mounted flat-screen, extends to full view in either of the two rooms). No stove in the kitchenette, but a fridge and micro, as well as coffee maker and all the basic utensils and plates and drinkware. The Manatee Suite is in the back of the cottage, with the owner's residence and another suite out front. This is perfect, as it provides a buffer from the traffic noise of A1A. Jackie and Dave's little doggie will great you every time you walk by. The gate locks, adding another level of privacy to the beautiful lanai on a sunny day. ;) My wife and I grew up in Cocoa Beach, and return regularly. For some odd reason we'd never heard of the Done Roam Inn Guest Cottages. I hesitate to tell anyone else about it, because it is simply the best place in CB for for a casual vacation. Located one in from the corner of 3d St. North and AIA, it's within walking distance of virtually everything Downtown Cocoa Beach has to offer in terms of restaurants (breakfast, lunch, dinner), bars, coffee shops, you name it. We parked the car and rarely used it. Of course, the beach is right across the street. I mean, like right there. The cottage also comes with a couple beach chairs and extra beach towels. It felt like we were staying with some friends, certainly not in a cold hotel. I think our future plans will be to rent both suites and have a Thanksgiving on the beach. This is a homey and comfy as you'll find in Cocoa Beach...take it from a guy who grew up here and knows his way around this town. My only advice would be to NOT stay here at any of the times we're in town. I'll be sad if the Manatee Suite is not available for us. We showed a few pictures and invited a few friends over and got the same response from every one...jaw dropping, "why didn't we stay here?!" I may be shooting myself in the foot by posting this review, but Jackie and Dave deserve all the positive vibes I can send. In my travels I've found few places that have made me feel so welcome, so at home, than Done Roam Inn. When we checked out, Jackie and my wife shared a hug. I cannot think of one negative thing to post about the place.

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Price per night from

$201

Disney for the Holidays! 3 Bedroom in Orlando

Orlando apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$315

5 O'Clock Somewhere

Cudjoe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$143

Bahia Azul

Ramrod Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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$268

CCVR - Villa Moody River

North Fort Myers house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

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$169

CCVR - Villa Leonie

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$300

CCVR - Villa Paloma

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$223

CCVR - Villa Country Club Residence

Biggar house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$277

CCVR - Villa Saxony

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$283

Charming 3Bd Close to Disney * 3109 Sun Lake

Four Corners apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$139

Palm Retreat- FOR OWNER USE ONLY

Davenport apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Amazing” One of the best time ever!! Thank you and we would stay there again.

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$117

Fantastic 4 Bedroom, 3 bath in Venetian Bay sleeps 10

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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$132

Lovely Main Floor Sweet Water Club Home

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$81

Three Bedroom Venetian Bay Townhome in Great Location

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$86

Fantastic Quiet Second Floor Oakwater Home

Celebration condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$103

Huge Regal Palms Vacation Townhome

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“perfect place for a family vacationing in orlando” Close to all the attractions. A better deal than any hotel can offer. This will be my home away from home when we return to Florida. Affordable & comfortable all on a great resort.

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$81

Great 3 Bedroom Palm Key Village Home Backing onto Greenspace

Four Corners house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$69

Fantastic Recently Renovated 3 Bedroom 2 nd floor Oakwater Home

Celebration condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$138

Great Big, Beautiful Five Bedroom Home with Private Pool

Four Corners house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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$201

Sweet Main Floor Home in Sweetwater

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$81

Quiet, Inviting 4 Bedroom Highlands Reserve Pool Villa

Davenport house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“A fantastic family vacation with simply amazing living facilitie” We were eager to arrive at our home rental during a recent trip to Central Florida. My family and I are frequent travellers to the Orlando/Kissimee area (since 1995)and found our recent home rental experience to be simply amazing. The home was well maintained, the neighbourhood was quiet, clean and located within a good distance to Disney. We enjoyed the property and look forward to experiencing another family vacation there within the near future.

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$109

Fantastic 5 bedroom, 4 Bathroom Pool Home in Davenport

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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$144

Huge 6 Bedroom Home in Gated Cypress Pointe Forest Community

Davenport house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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$144

Viewing 38 of 438
rentals in Sanibel Island

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