Vacation Rentals & Apartments in Naples

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1,322 apartments

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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.

Match: Pool or snooker table Water sports Car not required

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Price per night from

$171

Affordable Luxury Directly On The Gulf Of Mexico.

Clearwater apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 20 minutes

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Price per night from

$172

Siesta Key Beach : 2 Bedroom, 3 Beds, 3 Bathroom Duplex & Heated Pool

Siesta Key apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Pool or snooker table Water sports Car not required

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Price per night from

$182

Gorgeous views,spectacular home!

Anna Maria house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“Majestic Views” Our family loved our visit to Anna Maria. The house is gorgeous and spacious. My kids enjoyed the pool and eating outside. We hope to return in the near future.

Match: Pool or snooker table Water sports Car not required

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Price per night from

$631

Clearwater Beach Hideaway Cottage, 3 bedrooms, Pets OK, Steps to the sand.

Clearwater cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

“Best weekend to the end of the summer” The hideawy cottage was perfect for what we needed peacefully, quite and dog friendly that what was the best part! The staff was great and professional and helpful. This was a perfect getaway for my birhtday celebration. I am turly coming back to take another mini vacation it was all the comfronts of home. I would like to thank the staff at Blue Wave Condo Suites for a wonderfully experience and this will be my new vacation spot when I travel back to Clearwater Beach.

Match: Pool or snooker table Water sports Car not required

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Price per night from

$446

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Match: Pool or snooker table Water sports Car not required

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Price per night from

$109

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

Clearwater cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Match: Pool or snooker table Water sports Car not required

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Price per night from

$332

“Great cozy home away from home.” We stayed in the Orleans bungalo apartment on July 15-18. It felt like we were at home. The apartment had lots of character and charm. Loved sitting outside on the terrace watching the free entertainment across the street , was it called the ship wrecked bar? I especially loved beiing able to go to the back alley and washing clothes. (I hope it belonged to the cottages property, if not then oops!) We utilized the kitchen and the gas grill out back on the patio.Everything was great and this cottage had plenty of space for two families. We met my cousins from Texas in Flordia for a vaca. We drove from Oklahoma. The flat screens worked great. I have no complaints about this place. I just want to say to all you all snotty people leaving negative comments.... Quit complaining or find somewhere else to stay. What exactly do you think you are getting when you hear the word "cottages" it's not going to have a bell hop and a maid that cleans up your messes daily. Maybe some of you never lived in 100 year old homes and only used to a lavish lifestyle. Obviously you spent your time in doors. not us we were at the beach the majority of the day until almost 9pm every night. I enjoyed my stay there. It was a good 3 day stay for us despite the rainy weather. Yet we still had fun.

Match: Pool or snooker table Water sports Car not required

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Price per night from

$298

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

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Pool or snooker table Water sports Car not required

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Price per night from

$377

Amazing Sunset over Clearwater Beach

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$230

A Wonderful Pool House on a lake full of wildlife.

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Location location” Great house convincent , clean , close to everything

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Price per night from

$121

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Price per night from

$424

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

Match: Pool or snooker table Water sports Car not required

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Price per night from

$114

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

Match: Pool or snooker table Water sports Car not required

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Price per night from

$117

Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Pool or snooker table Water sports Car not required

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Price per night from

$230

Hibiscus at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$490

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Castnetter Beach Resort 6

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Water sports, Car not required

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Price per night from

$315

Castnetter Beach Resort 2

Bradenton Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Pool or snooker table, Water sports, Car not required

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Price per night from

$315

Modern Beach Getaway Downtown FMB

Fort Myers Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Pool or snooker table, Water sports, Car not required

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Price per night from

$201

Sunshine Home in Solterra Perfect For Your Family!

Davenport house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

2 of 3 match: Water sports, Pool or snooker table, Car not required

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Price per night from

$391

Castnetter Beach Resort 5

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Water sports, Car not required

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Price per night from

$315

Family Beach Side Cottage , Pets Okay, Sleeps 6, Tiki Hut and Tropical Yard

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

“Great pet friendly place!!” The place was awesome!! Very short walk to the beach and a very cozy place. We brought our two dogs with us and they loved the place. The location was great. There is a park close by where we could walk our dogs. We were also close enough to the center of the beach so that we could walk to the shops.

2 of 3 match: Water sports, Pool or snooker table, Car not required

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Price per night from

$331

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...

2 of 3 match: Pool or snooker table, Water sports, Car not required

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Price per night from

$431

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 3 match: Pool or snooker table, Water sports, Car not required

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Price per night from

$573

2 of 3 match: Pool or snooker table, Water sports, Car not required

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Price per night from

$457

Second Star

North Captiva Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Water sports, Car not required

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Price per night from

$660

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

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

2 of 3 match: Pool or snooker table, Water sports, Car not required

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Price per night from

$1,148

821 4 br/3ba Gulf Beaches

Largo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 3 match: Car not required, Water sports, Pool or snooker table

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Price per night from

$287

Pineapple at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Car not required, Water sports, Pool or snooker table

2 of 3 filters match

Price per night from

$490

Bromeliad at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Car not required, Water sports, Pool or snooker table

2 of 3 filters match

Price per night from

$489

2 of 3 match: Pool or snooker table, Water sports, Car not required

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Price per night from

$333

Steps to the Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Pool or snooker table, Water sports, Car not required

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Price per night from

$164

SPECTACULAR OCEAN VIEW WITH BALCONY

Indian Rocks Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Pool or snooker table, Water sports, Car not required

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Price per night from

$400

IRB Getaway - Cute Private 1/2 a duplex steps from the beach

Indian Rocks Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Pool or snooker table, Water sports, Car not required

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Price per night from

$195

Gorgeous house in the heart of St. Pete Beach!

St. Pete Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Water sports, Car not required

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Price per night from

$126

Living the Dream - Pink Flamingo: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Pool or snooker table, Water sports, Car not required

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Price per night from

$320

Sun and Sea: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Pool or snooker table, Water sports, Car not required

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Price per night from

$286

Beach House Residence - 301; by Beachside Management

Siesta Key apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Pool or snooker table, Water sports, Car not required

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Price per night from

$629

Viewing 38 of 1,322
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