Vacation Rentals & Apartments in Naples

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1,845 apartments

Lookout: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Water sports Car not required

All filters match

Price per night from

$745

Beach Front Condo In Indian Rocks Beach

Indian Rocks Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 41 minutes

Match: Private outdoor pool (unheated) Water sports Car not required

All filters match

Price per night from

$211

Beach OASIS

St. Pete Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 16 minutes

Match: Private outdoor pool (unheated) Water sports Car not required

All filters match

Price per night from

$172

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Water sports Car not required

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Price per night from

$149

Close to everything. w/2 Bikes

St. Petersburg house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 9 minutes

Match: Private outdoor pool (unheated) Water sports Car not required

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Price per night from

$84

Hidden Oasis Guest Apt+Kg Bd 2bikes/close DT

St. Petersburg bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 9 minutes

Match: Private outdoor pool (unheated) Water sports Car not required

All filters match

Price per night from

$104

These homes match some but not all of your filters. Clear all filters

Castnetter Beach Resort 6

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$316

Castnetter Beach Resort 2

Bradenton Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$316

Modern Beach Getaway Downtown FMB

Fort Myers Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$201

Castnetter Beach Resort 5

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$316

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: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$430

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: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$573

Hibiscus at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$490

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$458

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.

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$171

Second Star

North Captiva Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

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: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$1,147

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: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$195

Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$230

Steps to the Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$164

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$333

SPECTACULAR OCEAN VIEW WITH BALCONY

Indian Rocks Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$401

Gorgeous house in the heart of St. Pete Beach!

St. Pete Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$127

Siesta Beach House; by Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$320

Palm Bay Club - 303: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$343

Living the Dream - Pink Flamingo: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$320

Sea Shell; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$320

Beach House Residence - 301; by Beachside Management

Siesta Key apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$630

Just Beachy: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$378

Palm Bay Club - 343: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$286

Crescent Beach Villas - La Perlita: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$274

Casa Mar - Unit 3; by Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$263

Ten35 Seaside - Direct Gulf View: Residence 501

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$951

Beachside of the Village; By Beachside Management

Siesta Key townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$378

Fanta-Sea 47; By Beachside Management

Siesta Key townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$458

Sun and Sea: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$286

Beach House Residence - Penthouse; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$435

Crescent Arms; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Water sports, Car not required

2 of 3 filters match

Price per night from

$412

Viewing 38 of 1,845
rentals in Naples

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