Condos Naples

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6,298 condos

Responds fast! avg. 30 minutes

Match: Rental types Garden Boat available Car not required

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Price per night from

$113

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Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 4 match: Rental types, Garden, Boat available, Car not required

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Price per night from

$855

Beautiful Barrier Island Beach House with Pool, Spa and Dock - Walk 2 Beach!

Don Pedro Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

2 of 4 match: Rental types, Garden, Boat available, Car not required

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Price per night from

$594

Private Pool Home, SPECTACULAR Sunsets And Only Steps from the Beaches

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

2 of 4 match: Rental types, Garden, Boat available, Car not required

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Price per night from

$1,141

Endless Summer - North Captiva Island 3 Bedroom 2.5 Bath, Sleeps 10 - Boat slip

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 4 match: Rental types, Garden, Boat available, Car not required

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Price per night from

$570

Cottage By The Water With Boat Dock

Tarpon Springs cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

“Awesome-perfect in every way” We cannot say enough possitive things about this home and the hosts. We have come to Tarpon for 30 years but this is the first time we ve used flipkey and we will only use flipkey from now on. From the welcoming hug to the perfect ammenities throughout, you could not beat this offering. Location is beautiful and perfect to access anything. The hosts were so nice and they had paid attention to so many details, we were overwhelmed. They had lots of suggestions and a great notebook filled with menus and things to do. Plus hints on specials, fishing and the area. As we ended our trip they even greeted us with a weather report--there was a storm headed our way. Thank you both for making sure this was the best time we ve ever had in this, our favorite, Florida location.

Responds fast! avg. 36 minutes

2 of 4 match: Rental types, Garden, Boat available, Car not required

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Price per night from

$137

Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 4 match: Rental types, Garden, Boat available, Car not required

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Price per night from

$741

River Island - North - East - West Villages at Orange Lake

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Rental types, Garden, Boat available, Car not required

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Price per night from

$245

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 4 match: Rental types, Garden, Boat available, Car not required

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Price per night from

$913

Stella Maris-Beachfront, Ultimate Privacy, Spectacular Shelling, Sunset Views!

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 4 match: Rental types, Garden, Boat available, Car not required

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Price per night from

$970

Old Palm Waterfront Vacation Rental Home

Sebastian house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Wonderful house in great location” What a wonderful, well equipped home in such a great location. Both in the house and surroundings there is so much room to sit, walk, run and explore! All our family met here, 3 couples and 17 month twin boys and it was ideal! The porch at the back was just perfect for everyone, a wonderful safe area for the boys to play and comfortable chairs for us all to relax without a mosquito in sight! Open living room and kitchen was easy to work in with a delightful dining room where we could eat in the evenings. Good size bedrooms and bathrooms, the master suite is incredible and huge! The house is very easy to baby proof also, we took a couple of extra safety gates to keep our little guys from getting into mischief! And I have to mention the peacocks, they just stroll around everywhere, surprised us once or twice, but are very friendly and amazing birds. The location is great, there is a huge Publix , Dunkin Donuts and plenty other stores close by. I think if you want a peaceful, relaxing weekend, week or long vacation this is the home to rent. Bill Clark, the owner, was there to meet us and show us round and was on hand if we had any questions. We really look forward to going back soon!

2 of 4 match: Rental types, Garden, Boat available, Car not required

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Price per night from

$371

Sandy Toes Town Home

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Time in Paradise” We recently had the luck to spend two months in paradise. This condo was comfortably appointed, well stock to meet all our needs, and most importantly in the perfect location. The beach was a short walk to the left and stores and restaurants were just a short walk to the right. We had a great time and enjoyed everything Sarasota, Siesta Key, and this Sandy Toes Condo had to offer. Thanks Mark!

2 of 4 match: Rental types, Garden, Boat available, Car not required

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Price per night from

$271

INTRACOASTAL GETAWAY HOME

Indian Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 4 match: Rental types, Garden, Boat available, Car not required

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Price per night from

$291

Siesta Key private beach access

Siesta Key villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.

2 of 4 match: Rental types, Garden, Boat available, Car not required

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Price per night from

$507

Fine Waterfront Living . Steps to Beach

St. Pete Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 4 match: Rental types, Garden, Boat available, Car not required

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Price per night from

$485

Pink Dolphin Cottage 100 Steps to the Beach Sleeps 7, Pets Okay, Value

Clearwater cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

2 of 4 match: Rental types, Garden, Boat available, Car not required

2 of 4 filters match

Price per night from

$330

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Rental types, Garden, Boat available, Car not required

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Price per night from

$296

EIKO BEACHFRONT HOME 4BR/3BA**HEATED POOL&SPA*PETS OK

Treasure Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

“Water, water everywhere” So very, very close to the beach. Very helpful agent. Had 11 people with plenty of room .awesome time.

2 of 4 match: Rental types, Garden, Boat available, Car not required

2 of 4 filters match

Price per night from

$684

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

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 4 match: Rental types, Garden, Boat available, Car not required

2 of 4 filters match

Price per night from

$376

WATERFRONT HOME "BOATERS DREAM" 2br/3ba Pets OK

Redington Shores house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 4 match: Rental types, Garden, Boat available, Car not required

2 of 4 filters match

Price per night from

$254

Sunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes

St. Pete Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 9 minutes

2 of 4 match: Rental types, Garden, Boat available, Car not required

2 of 4 filters match

Price per night from

$330

BEACHSIDE BUNGALOW Lobster Shack *Htd Pool*Pets OK

Indian Shores cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“What a great getaway location to relax and view the secluded private beach and gorgeous ocean view!!!” We stayed in the Lobster Shack which is a cozy clean bungalow which offered a salt water pool with an awesome view of the Gulf waters. Liz is great making sure our needs were met while addressing unexpected refrigerator problems. She is quick to reply contacting a repairman to resolve the issue. Canines are welcome. I miss the relaxation and calmness of the setting yet on Gulf Blvd there are activities to meet everyone's interests. Thank you Liz and love your puppies.❤

2 of 4 match: Rental types, Garden, Boat available, Car not required

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Price per night from

$189

BEACHFRONT BUNGALOW Marlin Hideaway *Htd Pool*Pets

Indian Shores house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Amazing!” Second time back and even better. Everything we needed to escape the craziness of COVID-19. Got to meet some new friends in the other bungalows and enjoy the beautiful beech! Can’t wait to return.

2 of 4 match: Rental types, Garden, Boat available, Car not required

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Price per night from

$421

Island Beach cottage rental w/king+2bikes+smartTV

St. Pete Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 9 minutes

2 of 4 match: Rental types, Garden, Boat available, Car not required

2 of 4 filters match

Price per night from

$223

Private, heated pool. Private yard.

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Boat available, Garden, Rental types, Car not required

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Price per night from

$172

Luxury Beach Condo built 2023

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Boat available, Garden, Rental types, Car not required

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Price per night from

$341

ULTIMATE ST PETE BEACH FRONT RENTAL CONDO #101

St. Pete Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Boat available, Garden, Rental types, Car not required

2 of 4 filters match

Price per night from

$400

Wyndham Ocean Walk - 2 Bedroom Ocean Front

Holly Hill condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Garden, Rental types, Boat available, Car not required

3 of 4 filters match

Price per night from

$787

Wyndham Ocean Walk - Wyndham Ocean Walk 2 Br

Holly Hill condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Garden, Rental types, Boat available, Car not required

3 of 4 filters match

Price per night from

$510

Wyndham Ocean Walk - 3 Bedroom Ocean Front

Holly Hill condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 4 match: Garden, Rental types, Boat available, Car not required

3 of 4 filters match

Price per night from

$787

Tropical Bliss: Lazy River, 5 Pools, Bar, 2 Restaurants, Cabanas!

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Garden, Rental types, Boat available, Car not required

3 of 4 filters match

Price per night from

$457

Studio Blue

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Rental types, Garden, Boat available, Car not required

1 of 4 filters match

Price per night from

$330

Cocoa Beach Oceanfront Condo! Ground Floor, Just Steps To The Beach And Pool!

Cocoa Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Boat available, Garden, Rental types, Car not required

2 of 4 filters match

Price per night from

$227

SEAPORT SERENITY in Old Town—Beach-Pool-BBQ-Hot Tub

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Garden, Rental types, Boat available, Car not required

3 of 4 filters match

Price per night from

$907

Sweet Caroline Seaport Floor 2

Key West house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 4 match: Rental types, Garden, Boat available, Car not required

1 of 4 filters match

Price per night from

$274

Island Hideaway! Bermuda-esque Guest House! Steps to the Sand!

Longboat Key guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Rental types, Garden, Boat available, Car not required

1 of 4 filters match

Price per night from

$120

Welcome to the best beach anywhere

Redington Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Boat available, Garden, Rental types, Car not required

2 of 4 filters match

Price per night from

$205

Bocilla Island Club 2 Pools, boat dock, private 400 ft fishing pier

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 4 match: Boat available, Garden, Rental types, Car not required

2 of 4 filters match

Price per night from

$218

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