Condos Naples

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4,896 condos

Responds fast! avg. 30 minutes

Match: Rental types Boat available Shared outdoor pool (heated) Car not required

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Price per night from

$114

Wyndham Ocean Walk - 2 Bedroom Ocean Front

Holly Hill condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Rental types Boat available Shared outdoor pool (heated) Car not required

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Price per night from

$788

Wyndham Ocean Walk - Wyndham Ocean Walk 2 Br

Holly Hill condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Rental types Boat available Shared outdoor pool (heated) Car not required

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Price per night from

$511

Wyndham Ocean Walk - 3 Bedroom Ocean Front

Holly Hill condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Rental types Boat available Shared outdoor pool (heated) Car not required

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Price per night from

$788

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Luxury, ocean front Condo with pool and Tiki Bar!

Daytona Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Boat available, Rental types, Shared outdoor pool (heated), Car not required

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Price per night from

$171

Tortugas Harbor Lighthouse Suite Duval St. and Pool

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 30 minutes

3 of 4 match: Boat available, Rental types, Shared outdoor pool (heated), Car not required

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Price per night from

$430

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Rental types, Boat available, Shared outdoor pool (heated), Car not required

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Price per night from

$859

Beachfront Condo With Weekly Rentals

Fort Myers Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Estero Sands was PERFECT!!” Estero Sands was a great place for our family! We've stayed in Ft. Myers many times and this stay was one of the best. The owners that were on site were very nice. The grounds were very well kept. Literally steps to the beach!!! Loved it!!

3 of 4 match: Boat available, Rental types, Shared outdoor pool (heated), Car not required

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Price per night from

$327

231A Madeira Beach Yacht Club

Madeira Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Boat available, Rental types, Shared outdoor pool (heated), Car not required

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Price per night from

$148

Key West, Private Beach, Fishing Pier, Old Town, Galleon Resort

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 10 minutes

3 of 4 match: Boat available, Rental types, Shared outdoor pool (heated), Car not required

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Price per night from

$492

Ten35 Seaside - Direct Gulf View: Residence 601

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Boat available, Rental types, Shared outdoor pool (heated), Car not required

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Price per night from

$928

Beach condo in the heart of Clearwater beach

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Boat available, Rental types, Shared outdoor pool (heated), Car not required

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Price per night from

$511

Bahia Beach Resort Little Harbor-Tampa, FL

Tampa studio

  • Studio
  • 1 bathroom
  • sleeps 4

“Perfect Vacation Relaxation Spot” The view from the room and balcony was gorgeous. Sitting on the balcony each morning sipping my coffee was heavenly. All of the amenities were close to the room and just short walks away. The property itself was well maintained and quiet while still being family friendly. The room was comfortable and a great home base at the end of our daily jaunts. Tampa, St. Petersburg, and Clearwater were very easy drives from the Inn. I can't wait to visit again.

3 of 4 match: Rental types, Boat available, Shared outdoor pool (heated), Car not required

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Price per night from

$138

Water view Bayfront 300 yards from Beach

Clearwater condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

3 of 4 match: Boat available, Rental types, Shared outdoor pool (heated), Car not required

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Price per night from

$295

RESORT STYLE LIVING! CLOSE TO ALL ATTRACTIONS!!!

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Boat available, Rental types, Shared outdoor pool (heated), Car not required

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Price per night from

$229

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Rental types, Boat available, Shared outdoor pool (heated), Car not required

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Price per night from

$344

NEW LISTING! 40’ Luxury Catamaran Yacht!

Key West yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

3 of 4 match: Rental types, Boat available, Shared outdoor pool (heated), Car not required

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Price per night from

$1,949

Paradise Lane- Dolphin View on the Intercoastal Water !! Boats Welcome

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Boat available, Rental types, Shared outdoor pool (heated), Car not required

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Price per night from

$483

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

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Boat available, Shared outdoor pool (heated), Car not required

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Price per night from

$246

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

3 of 4 match: Rental types, Boat available, Shared outdoor pool (heated), Car not required

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Price per night from

$1,147

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Rental types, Boat available, Shared outdoor pool (heated), Car not required

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Price per night from

$918

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

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 4 match: Rental types, Boat available, Shared outdoor pool (heated), Car not required

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Price per night from

$975

Luxury Beach Condo built 2023

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Boat available, Rental types, Shared outdoor pool (heated), Car not required

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Price per night from

$343

Amazing Condo at the Naples Bay Resort Cottages

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Rental types, Boat available, Shared outdoor pool (heated), Car not required

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Price per night from

$320

REDUCED FOR APRIL!

Madeira Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“get away” My experience was kinda shaky at first , I was given the wrong gate code to get in complex, plus there were a couple of wristbands for pool entry missing and a blind that was messed up,but was able to be fixed in about 15 minutes. Our reservations were never given to property managers at office as well, but as soon as Jennifer responded she was able to take care of that. I have been to 2 other units there and this unit is the most modern by far and is very clean,and a great spot in the complex.

3 of 4 match: Boat available, Rental types, Shared outdoor pool (heated), Car not required

3 of 4 filters match

Price per night from

$171

3 of 4 match: Boat available, Rental types, Shared outdoor pool (heated), Car not required

3 of 4 filters match

Price per night from

$155

3 of 4 match: Boat available, Rental types, Shared outdoor pool (heated), Car not required

3 of 4 filters match

Price per night from

$316

Jamaica Royal Villas - Villa 42; by Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Boat available, Rental types, Shared outdoor pool (heated), Car not required

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Price per night from

$240

ADORABLE BEACH CONDO!!! GREAT RATES!!! FABULOUS SUNSETS ON ST. PETE BEACH!!!

St. Pete Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Boat available, Rental types, Shared outdoor pool (heated), Car not required

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Price per night from

$137

Casa Mar - Unit 56: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Boat available, Rental types, Shared outdoor pool (heated), Car not required

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Price per night from

$263

Sea Shell; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Boat available, Rental types, Shared outdoor pool (heated), Car not required

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Price per night from

$320

Crescent Condos; by Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Boat available, Rental types, Shared outdoor pool (heated), Car not required

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Price per night from

$515

Crescent Arms; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Boat available, Rental types, Shared outdoor pool (heated), Car not required

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Price per night from

$412

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!

3 of 4 match: Rental types, Boat available, Shared outdoor pool (heated), Car not required

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Price per night from

$273

PRIVATE BEACH OPEN** Beachfront bungalow 4BR *Htd POOL*Pet

Indian Shores house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“A wonderful place to be!” Our rental was right on the pool/beach. It was perfect! Gorgeous pool and the beach - beautiful, private - everything you could want. The cottages were spacious, clean and kitschy. They had everything you needed. You could tell good people stayed there as everything was well kept and stocked. The owner, Liz, was lovely and even though we had no pets, every pup there was well behaved and everyone was respectful of the rules. The people staying at the other cottages were wonderful and had stayed there before. Obviously Liz knows what she’s doing . My parents also stayed with us and both of them loved the place. The beds were very comfortable which doesn’t always happen in rentals. Hoping to see you next year! Cheers!

3 of 4 match: Rental types, Boat available, Shared outdoor pool (heated), Car not required

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Price per night from

$488

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.

3 of 4 match: Rental types, Boat available, Shared outdoor pool (heated), Car not required

3 of 4 filters match

Price per night from

$510

Luxury Beach Front Villa with Pool, Captiva Island

Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Sunset Dreams - Tropical Paradise” What a wonderful place! We just returned and we miss it very much already. As my wife puts it, "it was like being in another world!" She's become an overnight ornithologist and marine biologist. The owners went well above the standard of what a normal property rental would be. From furnishings, to decor, to kitchen utensils, and appliances; they blow every rental property we've ever seen right out of the water. The home is immaculate. And the island itself has endless things to do. We've already booked for next year!

3 of 4 match: Rental types, Boat available, Shared outdoor pool (heated), Car not required

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Price per night from

$643

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.

3 of 4 match: Rental types, Boat available, Shared outdoor pool (heated), Car not required

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Price per night from

$424

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