Vacation Rentals & Apartments in Naples

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2,329 apartments

BEACHSIDE BUNGALOW Dolphin 2BR*HTD POOL*PETS OK

Indian Shores cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Thanksgiving Getaway” Beautiful location and our pet was able to come along. We enjoyed the beach, fire pit and weather. The one negative is that our unit was very close to a busy road.

Match: Shared outdoor pool (heated) Water sports Pets allowed Car not required

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Price per night from

$228

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.❤

Match: Shared outdoor pool (heated) Water sports Pets allowed Car not required

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Price per night from

$189

La Buena Vida II at Captains Cove, Indian Shores, Florida - Come, relax, enjoy!

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Very clean and comfortable. Walking distance to everywhere and a great view” Great place to stay. I felt very comfortable and relaxed, this place has a very beachy relaxing vibe in a prime location. You literally do not have to drive anywhere while you're here, everything I wanted was in walking distance!

Match: Shared outdoor pool (heated) Water sports Pets allowed Car not required

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Price per night from

$172

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.

Match: Shared outdoor pool (heated) Water sports Pets allowed Car not required

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Price per night from

$423

Reef Club Luxurious 1st Floor Condo

Indian Rocks Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Spring break” We actually visited last April for spring break ....had a wonderful time with family and friends....would definitely love to stay again sometime....the condo was beautiful

Match: Shared outdoor pool (heated) Water sports Pets allowed Car not required

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Price per night from

$286

Luxurious 2 BR Condo-Short Walk to Siesta Beach/1 Small Dog (25 lbs Max) Allowed

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“a fine 2 weeks in Siesta” charming property, that was comfortable for four. The unit was very clean and fresh upon arrival. The neighbours were friendly and the overall property well kept. Siesta Key is a quiet community with usual shopping amenities over the causeway. This property was a brief 10 minute walk to the beach. Would we stay again, yes.

Match: Shared outdoor pool (heated) Water sports Pets allowed Car not required

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Price per night from

$165

Living the Dream - Mermaid: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

Match: Shared outdoor pool (heated) Water sports Pets allowed Car not required

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Price per night from

$343

Living the Dream - Starfish: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Shared outdoor pool (heated) Water sports Pets allowed Car not required

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Price per night from

$343

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!

Match: Shared outdoor pool (heated) Water sports Pets allowed Car not required

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Price per night from

$272

SPECIAL! $650 8/24 - 8/31. PRIME LOCATION AMI DIRECTLY ON BEACH HEATED POOL

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (heated) Water sports Pets allowed Car not required

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Price per night from

$287

Living the Dream - Pink Flamingo: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

Match: Shared outdoor pool (heated) Water sports Pets allowed Car not required

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Price per night from

$320

Sea Shell Cottage

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (heated) Water sports Pets allowed Car not required

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Price per night from

$172

Sea Glass Dual Cottages, Sleeps 12, Heated Pool

Sarasota house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Shared outdoor pool (heated) Water sports Pets allowed Car not required

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Price per night from

$401

Tropical Breeze Triple Cottages, Sleeps 16

Sarasota house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

Match: Shared outdoor pool (heated) Water sports Pets allowed Car not required

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Price per night from

$682

Flamingo Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Water sports Pets allowed Car not required

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Price per night from

$172

Coastal Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Water sports Pets allowed Car not required

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Price per night from

$172

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Castnetter Beach Resort 6

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (heated), Car not required

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Price per night from

$315

Castnetter Beach Resort 5

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (heated), Car not required

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Price per night from

$315

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...

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (heated), Car not required

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Price per night from

$430

Siesta Beach House; by Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (heated), Car not required

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Price per night from

$320

Crescent Arms; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (heated), Car not required

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Price per night from

$411

Sea Shell; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Pets allowed, Water sports, 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: Pets allowed, Water sports, Shared outdoor pool (heated), Car not required

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Price per night from

$171

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (heated), Car not required

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Price per night from

$332

Crescent Beach Villas - La Perlita: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (heated), Car not required

3 of 4 filters match

Price per night from

$274

Sun and Sea: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (heated), Car not required

3 of 4 filters match

Price per night from

$286

Beachside of the Village; By Beachside Management

Siesta Key townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (heated), Car not required

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Price per night from

$377

Just Beachy: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (heated), Car not required

3 of 4 filters match

Price per night from

$377

Casa Mar - Unit 3; by Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (heated), Car not required

3 of 4 filters match

Price per night from

$263

Beach House Residence - 301; by Beachside Management

Siesta Key apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (heated), Car not required

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Price per night from

$629

Palm Bay Club - 303: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (heated), Car not required

3 of 4 filters match

Price per night from

$343

Ten35 Seaside - Direct Gulf View: Residence 501

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (heated), Car not required

3 of 4 filters match

Price per night from

$950

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (heated), Car not required

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Price per night from

$858

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: Pets allowed, Water sports, Shared outdoor pool (heated), Car not required

3 of 4 filters match

Price per night from

$137

Fort Myers Beach 1st Floor

Fort Myers Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 11 minutes

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (heated), Car not required

3 of 4 filters match

Price per night from

$138

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (heated), Car not required

3 of 4 filters match

Price per night from

$344

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (heated), Car not required

3 of 4 filters match

Price per night from

$274

Gulf Holiday: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (heated), Car not required

3 of 4 filters match

Price per night from

$171

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