Cottages Port Charlotte

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316 cottages

Coral Reef Cutie 2Bedroom Bungalow - 4 Miles to Siesta Key

Osprey cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 14 minutes

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Price per night from

$132

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Crab Cakes Cottage

North Captiva Island house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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$459

Artist Housing Near Downtown - Townhouse 4

Sarasota townhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$144

Artist Housing Near Downtown - Townhouse 3

Sarasota townhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 4

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$144

NEW! Golf Course frontage with HEATED pool, 20min to BEACH!

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$253

ISLAND ADVENTURE STEPS TO GULF OF MEXICO

North Captiva Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$342

Artist Housing Near Downtown - Townhouse 2

Sarasota townhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 4

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$144

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Price per night from

$458

Coastal Vibe with Hot Tub

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$173

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Price per night from

$190

Traveler Home

Lehigh Acres house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 31 minutes

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Price per night from

$321

Casa Paradise - Cozy Pool Home in Beautiful Neighborhood

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$189

Three Bedroom 3 Bath Waterfront Vacation Rental

Cape Coral condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$465

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$345

Venice Island Bellagio Home w/ 3BR & 3BA

Venice house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Great Vacation” Thanks for allowing us to stay in your beautiful home in Venice Florida. It was very comfortable and had all the convenience of home. Everything we needed was close by (restaurants and grocery store). We really liked the bike trails along the canal since we brought our bikes. We would rent your house again.

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$104

A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to Beach

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

“Your best choice for location!” We stayed for 10 lovely days in this home and I have to say It was an even better location than I expected. Everything you could want to do is in walking distance or you can walk to the village (maybe a 3 minute walk)and hop in a free taxi . The house is well appointed and beds are very comfortable. We traveled with a 10 yr.old, 11yr. old , and 15 yr. old my 15 yr. old niece slept in the trundle bed and commented on how comfortable the bed was. In the kitchen you will find a drawer full of menus for the many nearby restaurants and information for water activities. I highly recommend parasailing while your there ! Considering how close everything is the street is very quiet and the owners were great to deal with. Thanks Kathi and Grant!

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$502

Crystal Sands Unit 308 Siesta Key, Florida

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great Vacation Rental” We have been coming to Siesta Key for our Vacations for years... We have stayed at a number of Units at Crystal Sands, Crescent arms and El Presidente... Crystal Sands Unit 308 is one of the best Units we have stayed at... It has a great view of the Beach and Pool... You can watch the Sunsets and Moonsets right from the Lanai... The Unit is Roomy, Clean and had all the appliances, Dishes and Linens we needed... The Washer\Dryer in the Unit is very convenient... It has a New 60" Hdtv in the Living Room with an incredible picture... Jim left printed instructions for the Hdtv, Washer and Dryer which made it very easy to use the appliances in the Unit... We are looking forward to staying in Crystal Sands Unit 308 again for our next trip to Siesta Key...

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$431

fort myers vintage vacation home

Fort Myers house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 3 hours 15 minutes

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Price per night from

$144

Villa Dolphin Bay - Cape Coral - Pool & Gulf Access

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$218

North Captiva Hidden Beach House with Private Pool

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Everything great about the beach with no crowds” My family loved this experience and will be back! The kids got a kick out of taking the golf cart around and looking for turtles. The house is great and has everything you could possibly need.

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Price per night from

$488

Manasota Beachy Cottage

Manasota Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Our 2017 vacation” This was our first time ever renting a house. Peter was the best. This house had everything we need or wanted. It was super clean and beautiful. The screened porch was perfect to drink coffee in the morning. Didn't have to worry about the bugs or anything. Beach was a short walk around the corner over a bridge. The town was great and hardly no traffic. Safe for younger kids to play in the yard. Can't wait to rent again next year. Thank you!!

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$155

Fabulous private south facing villa with great golf course views

Rotonda West villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$207

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Price per night from

$333

Addy's Villas: 2BR

Nokomis villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$194

Sarasota Downtown All Inclusive Town house !!!

Lido Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

Responds fast! avg. 1 hour 46 minutes

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Price per night from

$190

Casey Key 2-Bed Dockside Penthouse

Nokomis penthouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$206

Tiny House Siesta - Yellow Lifeguard Stand Tiny House

Siesta Key hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$423

Tiny House Siesta - Sand Dollar – A private master loft and open living space

Siesta Key hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$448

Waterfront living in Punta Gorda Isles w/Amaizng sunset views from the pool!

Punta Gorda house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Excellent vacation” Nicest owner I've ever dealt with house better then expected already booking for may amazing time and caught four fish including a sting ray thanks again John cox

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$459

Tranquil villa in the heart of Englewood, close to Beaches

Englewood villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Wonderful location and owner is super friendly” Amazing condo very well maintained. Great location to the beach and stores only min. away. We'll visit again!

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Price per night from

$207

Gulf and Bay Club 3bdrm “E” Luxury END CORNER Unit - RIGHT ON BEACH

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$905

New Modern Waterfront Home

Port Charlotte house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$316

Lido Beach Villa, 1.2k sf, 1 block to the beach

Lido Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$184

River Sunset Pool Paradise

Fort Myers house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$194

Villa Pleasure right on Honeymoon Lake

Cape Coral villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$264

*** SUPER SPECIAL RATES at Harbor Towers ***

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 56 minutes

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Price per night from

$114

Sarasota Stoneybrook Golf Condo, overlooking #3 Hole, near Siesta Key

Osprey condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$161

3107 Riverhouse Pearl - Marvelous Riverfront View

Cape Coral villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$494

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