Vacation Rentals & Cottages in Sanibel Island

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47 cottages

Tropical "Key West" style waterfront paradise with views/pool/spa & boat dock!

North Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$315

ISLAND ADVENTURE STEPS TO GULF OF MEXICO

North Captiva Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$342

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Ft Myers Luxury Seasonal Rental

Fort Myers house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$698

Pool and Beach Family Home

Bonita Springs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$281

Beautiful Country house overlooking 13.5 acres and a small lake

Saint James City cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$98

ONCE UPON A TIDE Beautiful Getaway in Sanibel

Sanibel Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$344

Historic Hacienda steps to Fort Myers Country Club

Fort Myers house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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$332

Make Memories at Paradise in Bella Terra - Amazing Vacation Condo!

Estero condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$149

Seven Lakes 55 and over Golf and Tennis Resort

Fort Myers condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$79

Spectacular Condo in Venetian Palms 2 bedroom/2 bath w/Lanai

Biggar condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 23 minutes

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$98

***WINTER AND SPRING SEASON FILLING FAST!!! BOOK YOUR ESCAPE FROM THE COLD!!***

North Captiva Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$745

BeachFront Condo for Rent, Fort Myers Beach, Florida

Fort Myers Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$344

Luxe Paradise Escape on a Canal

Iona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$343

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$279

Buttonwood Bay (Beautiful SW Cape) - long perfect days & perfect endings

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$252

LUXURY UPDATED “BEACHFRONT”, Riviera Club Fort Myers Beach, SUNSET VIEWS!!!!!!!!

Fort Myers Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$229

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$916

Snowbird's delight!

Naples villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$344

Sunsplashed -- Your own private tropical island resort!

Captiva Island villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$1,633

Blue Lagoon Estate

Fort Myers Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$306

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Price per night from

$310

Captiva Villa on Redfish Pass, ocean views from all rooms, beautiful beach

Captiva Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$492

Comfy 3 bedroom home close to everything you need

Naples Park house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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$218

Fort Myers / Sanibel Florida - Paradise on Palm

Iona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$172

Beautiful and Peaceful Three Bedroom Home

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$206

Mermaids and Marlins Private House and Pool Cape Coral

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$343

Sorrento Vacation Rental

Naples house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

“Best house in all of Naples with great location!!!” This was the best house in all of Naples. You can not get any closer to the beach with a nightly rental, believe me I checked. The spacious rooms, private pool, and wonderful staff made this a great trip. We are from another part of the world, Germany, and needed place to eat. We call property manager Kristen and she sent emails to us with directions to the restaurants. I will stay here again and would recommend to all others.

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Price per night from

$515

Tuscan Vacation Rental

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic Vacation Getaway” This home was just lovely. It featured a private pool, prime location, and wonderful furnishings. I found the property manager to be extremely helpful, as well as her staff. If you want a luxury home, this is your place. Can't wait for my next visit.

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Price per night from

$438

Neapolitan Vacation Rental

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great vacation home” We had a wonderful time in Naples and the beautiful home made our trip that much better. Highly recommended.

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Price per night from

$457

Avanti Vacation Rental

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$446

Sardinia Vacation Rental

Vanderbilt Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$457

Severina Vacation Rental

Naples house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$457

Milano Vacation Rental

Naples Park house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$456

Blue Starfish Estate

Fort Myers Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$306

Lovely Waterfront Home

Iona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 26 minutes

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Price per night from

$224

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$1,480

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.

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Price per night from

$157

B-2 Breakers West, 2BR/2BA Condo, Olde-Fla Charm

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Clean, close to the beach, convenient, and perfect for our family vacation!” The condo is a few short steps away from the beach. The beach is beautiful, has a plethora of unusual shells, and is very clean. Susan and Andrew were quick to respond to communication. Thank you for making a memorable visit to the island.

Responds fast! avg. 2 hours 9 minutes

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Price per night from

$286

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