Vacation Rentals & Apartments in Naples

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2,815 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) Kettle Pets allowed Car not required

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Price per night from

$228

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!

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

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Price per night from

$486

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) Kettle Pets allowed 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.

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

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Price per night from

$285

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) Kettle Pets allowed Car not required

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Price per night from

$165

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) Kettle Pets allowed Car not required

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Price per night from

$286

Sea Shell Cottage

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$681

Flamingo Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$172

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Limefish

Holmes Beach house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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

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Price per night from

$2,059

Family Tides - High Tides: By Beachside Management

Siesta Key apartment

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 40 minutes

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

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Price per night from

$548

Naples 7min. to the beach - Play golf, tennis and pickle-ball 2 - WIFI

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Really nice, everything is new and immaculate.” The condo is perfect. It is immaculate, comfortable and pleasantly decorated. The owner made sure we had everything we needed, (well stocked kitchen, plenty of towels, laundry detergent etc.), for a wonderful vacation. The views from the balcony are beautiful and peaceful. The pool is just a few steps away from the condo where met very friendly residents.

Responds fast! avg. 1 hour 14 minutes

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

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Price per night from

$172

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, Shared outdoor pool (heated), Kettle, Car not required

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Price per night from

$429

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

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

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Price per night from

$857

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

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Price per night from

$315

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, Shared outdoor pool (heated), Kettle, Car not required

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Price per night from

$136

Living the Dream - Pink Flamingo: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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

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Price per night from

$319

Affordable Luxury Directly On The Gulf Of Mexico.

Clearwater apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 20 minutes

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

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Price per night from

$172

“Clean comfortable Siesta Key Condo with all the comforts of home...Perfect!” The condo is walking distance to shops, restaurants and quaint local tiki bar! The beach is a short walk across the street and through the beach-front section of the complex with lounge chairs and umbrellas available, very nice! I didn't mention the 2 pools (one beachside) and nice gym facilities also just downstairs of the unit. The covered parking space was an added plus! The condo was clean and very comfortable with all of the amenities of home which is greatly appreciated! You can even enjoy the view of the bayside inlet and beautiful landscaping from the kitchen through the entire wall of glass doors in the living/dining room! We had a wonderful week! The property owner Vic supplied more than enough information on the condo, local businesses and area maps! He was such a pleasure to work with! Thanks again Vic! We are already planning our next trip to Siesta Key in May!!

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

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Price per night from

$143

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, Shared outdoor pool (heated), Kettle, Car not required

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Price per night from

$138

Majestic Beach Condo - Beachfront community with heated pool in St. Pete Beach

St. Pete Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$272

GULF COAST DESTINATION

Bradenton Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$201

"Aqua Villa" 3 bed 2 bath w/ Heated Pool by TPA Airport

Tampa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

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Price per night from

$954

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!

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

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Price per night from

$172

A Somewhere Is Here - Changes in Attitude: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 40 minutes

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

3 of 4 filters match

Price per night from

$411

A Somewhere is Here - Changes in Latitude: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 40 minutes

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

3 of 4 filters match

Price per night from

$457

Living the Dream - Mermaid: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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

3 of 4 filters match

Price per night from

$342

Once Upon a Tide: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 40 minutes

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

3 of 4 filters match

Price per night from

$399

Living the Dream - Starfish: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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

3 of 4 filters match

Price per night from

$342

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

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$972

Paradise Awaits on St. Pete Beach! **FULL Gulf Front** Panoramic Ocean Views!

St. Pete Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“It's the best beach in Florida!” If you want to stay at a plush yet reasonably priced condo on the water, Vistas on the Gulf is the place for you! Very clean facility with pool, hot tub, exercise room and oh what a view! The staff is great too. We've stayed one week and most recently last fall two weeks...I didn't want to go home...this was it!

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

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Price per night from

$458

Sea Breeze 108 (Madeira Beach) Beautiful, Tranquil Beach Front Condo

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 33 minutes

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

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Price per night from

$246

Exquisite Naples Condo-Steps to the Beach

Naples apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“our stay in unit 503 at The Regatta in Naples Florida .” We were completley satisfied with this condo . It had all the things were expected .we will be back next season.

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

3 of 4 filters match

Price per night from

$412

Venice Island on BEACH 8th flr near Siesta Key

Venice apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

3 of 4 filters match

Price per night from

$241

2 bedroom condo on the beach facing sunsets

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 4 filters match

Price per night from

$309

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rentals in Naples

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