Vacation Rentals & Apartments in Naples

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1,627 apartments

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: Boat available Walking trips Pets allowed Car not required

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Price per night from

$446

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Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Pets allowed, Walking trips, Boat available, Car not required

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Price per night from

$859

Close to everything. w/2 Bikes

St. Petersburg house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 9 minutes

3 of 4 match: Boat available, Walking trips, Pets allowed, Car not required

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Price per night from

$84

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Pets allowed, Walking trips, Boat available, Car not required

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Price per night from

$918

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: Pets allowed, Walking trips, Boat available, Car not required

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Price per night from

$510

BEACH BEAUTY

Fort Myers Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 53 minutes

3 of 4 match: Boat available, Walking trips, Pets allowed, Car not required

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Price per night from

$258

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.

3 of 4 match: Boat available, Walking trips, Pets allowed, Car not required

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Price per night from

$166

Close to all with a King-bed! Bikes included

St. Petersburg house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 9 minutes

3 of 4 match: Boat available, Walking trips, Pets allowed, Car not required

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Price per night from

$80

Perfect Getaway+ Patio- Close2 Beach+ Rays!

St. Petersburg house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 9 minutes

3 of 4 match: Boat available, Walking trips, Pets allowed, Car not required

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Price per night from

$115

4Bed Spacious Home w/cocktail pool Minutes 2 dtwn St Pete!

St. Petersburg house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 9 minutes

3 of 4 match: Boat available, Walking trips, Pets allowed, Car not required

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Price per night from

$342

Pink Gulfside Cottage, 100 steps to beach, Pet OK, Restored Beach House

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Walking trips, Boat available, Pets allowed, Car not required

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Price per night from

$286

Alice's Beach Bungalows Private Oasis TI, FL

Treasure Island bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Short vacation” Still on our short vacation. So far everything is perfect! Susan has been very helpful with any questions and has been there anytime we had needed her. Hot tub is great! Place is super clean and efficient.

3 of 4 match: Boat available, Walking trips, Pets allowed, Car not required

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Price per night from

$217

Serendipity

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Boat available, Walking trips, Pets allowed, Car not required

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Price per night from

$1,262

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

3 of 4 match: Boat available, Walking trips, Pets allowed, Car not required

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Price per night from

$149

Fun Baywatch Loft , Pets OK, Steps to Beach, Sleeps 6

Clearwater cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Walking trips, Boat available, Pets allowed, Car not required

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Price per night from

$281

Historic Pass-A-Grille, Literally Seconds to Beach

St. Pete Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

3 of 4 match: Boat available, Walking trips, Pets allowed, Car not required

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Price per night from

$299

Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Car not required, Walking trips, Boat available, Pets allowed

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Price per night from

$192

Beach Front Condo In Indian Rocks Beach

Indian Rocks Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 41 minutes

3 of 4 match: Boat available, Walking trips, Pets allowed, Car not required

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Price per night from

$211

Fine Waterfront Living . Steps to Beach

St. Pete Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Walking trips, Boat available, Pets allowed, Car not required

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Price per night from

$488

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: Walking trips, Boat available, Pets allowed, Car not required

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Price per night from

$273

INTRACOASTAL GETAWAY HOME

Indian Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

3 of 4 match: Walking trips, Boat available, Pets allowed, Car not required

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Price per night from

$293

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: Walking trips, Boat available, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$488

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

Clearwater cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

3 of 4 match: Walking trips, Boat available, Pets allowed, Car not required

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Price per night from

$332

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Walking trips, Boat available, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$297

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

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Walking trips, Boat available, Pets allowed, Car not required

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Price per night from

$378

3 of 4 match: Walking trips, Boat available, Pets allowed, Car not required

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Price per night from

$424

EIKO BEACHFRONT HOME 4BR/3BA**HEATED POOL&SPA*PETS OK

Treasure Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

“Water, water everywhere” So very, very close to the beach. Very helpful agent. Had 11 people with plenty of room .awesome time.

3 of 4 match: Walking trips, Boat available, Pets allowed, Car not required

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Price per night from

$774

Sunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes

St. Pete Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 9 minutes

3 of 4 match: Walking trips, Boat available, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$335

WATERFRONT HOME "BOATERS DREAM" 2br/3ba Pets OK

Redington Shores house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Boat available, Pets allowed, Car not required

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Price per night from

$255

“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.

3 of 4 match: Walking trips, Boat available, Pets allowed, Car not required

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Price per night from

$297

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: Walking trips, Boat available, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$424

Island Beach cottage rental w/king+2bikes+smartTV

St. Pete Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 9 minutes

3 of 4 match: Walking trips, Boat available, Pets allowed, Car not required

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Price per night from

$224

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.❤

3 of 4 match: Walking trips, Boat available, Pets allowed, Car not required

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Price per night from

$190

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.

3 of 4 match: Walking trips, Boat available, Pets allowed, Car not required

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Price per night from

$229

Amazing Condo at the Naples Bay Resort Cottages

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Boat available, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$320

Marco Island Vacation Home

Marco Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Car not required, Walking trips, Boat available, Pets allowed

3 of 4 filters match

Price per night from

$459

Florida Home with Private Fishing Pond- See Nature Not Neighbors

Odessa house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Car not required, Walking trips, Boat available, Pets allowed

3 of 4 filters match

Price per night from

$144

ADVENTURE ISLAND & Busch Gardens Home

Tampa house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

“Home away from home” The home was magnificent, very spacious, very clean, the decor was awesome!!!location is great we all loved it Mr Sidney was very nice the rental process was very easy. Thank you we will rent from you again.

Responds fast! avg. 2 hours 59 minutes

3 of 4 match: Car not required, Walking trips, Boat available, Pets allowed

3 of 4 filters match

Price per night from

$191

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