Vacation Rentals & Apartments in Naples

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2,212 apartments

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: Garden Boat available Pets allowed Car not required

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Price per night from

$189

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.

Match: Garden Boat available Pets allowed Car not required

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Price per night from

$688

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: Garden Boat available Pets allowed Car not required

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Price per night from

$423

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Garden Boat available Pets allowed Car not required

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Price per night from

$297

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

Clearwater cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Match: Garden Boat available Pets allowed Car not required

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Price per night from

$331

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

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Garden Boat available Pets allowed Car not required

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Price per night from

$377

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: Garden Boat available Pets allowed Car not required

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Price per night from

$273

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

Redington Shores house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Garden Boat available Pets allowed Car not required

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Price per night from

$255

Fine Waterfront Living . Steps to Beach

St. Pete Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Garden Boat available Pets allowed Car not required

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Price per night from

$488

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

Match: Garden Boat available Pets allowed Car not required

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Price per night from

$337

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

Match: Garden Boat available Pets allowed Car not required

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Price per night from

$224

INTRACOASTAL GETAWAY HOME

Indian Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Garden Boat available Pets allowed Car not required

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Price per night from

$293

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Beautiful Barrier Island Beach House with Pool, Spa and Dock - Walk 2 Beach!

Don Pedro Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

2 of 4 match: Garden, Pets allowed, Boat available, Car not required

2 of 4 filters match

Price per night from

$597

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 4 match: Garden, Pets allowed, Boat available, Car not required

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Price per night from

$860

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

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

2 of 4 match: Garden, Pets allowed, Boat available, Car not required

2 of 4 filters match

Price per night from

$1,148

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 4 match: Garden, Pets allowed, Boat available, Car not required

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Price per night from

$573

BAY FRONT HOUSE WITH PRIVATE DOCK

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 31 minutes

2 of 4 match: Garden, Boat available, Pets allowed, Car not required

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Price per night from

$345

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

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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

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Price per night from

$286

Cottage By The Water With Boat Dock

Tarpon Springs cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

“Awesome-perfect in every way” We cannot say enough possitive things about this home and the hosts. We have come to Tarpon for 30 years but this is the first time we ve used flipkey and we will only use flipkey from now on. From the welcoming hug to the perfect ammenities throughout, you could not beat this offering. Location is beautiful and perfect to access anything. The hosts were so nice and they had paid attention to so many details, we were overwhelmed. They had lots of suggestions and a great notebook filled with menus and things to do. Plus hints on specials, fishing and the area. As we ended our trip they even greeted us with a weather report--there was a storm headed our way. Thank you both for making sure this was the best time we ve ever had in this, our favorite, Florida location.

Responds fast! avg. 36 minutes

2 of 4 match: Garden, Pets allowed, Boat available, Car not required

2 of 4 filters match

Price per night from

$138

X Alice's Beach Bungalows 2 bdrm 500' to Beach!

Treasure Island house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 4 match: Garden, Boat available, Pets allowed, Car not required

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Price per night from

$373

Cozy Steps2 Vinoy, Dali, Pier & Dtwn! patio+bikes

St. Petersburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 9 minutes

2 of 4 match: Garden, Boat available, Pets allowed, Car not required

2 of 4 filters match

Price per night from

$90

Close to everything. w/2 Bikes

St. Petersburg house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 9 minutes

2 of 4 match: Garden, Boat available, Pets allowed, Car not required

2 of 4 filters match

Price per night from

$81

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

Clearwater cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

3 of 4 filters match

Price per night from

$281

Seaside Retreat with King Suite Beach mins away

Clearwater house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

2 of 4 match: Garden, Boat available, Pets allowed, Car not required

2 of 4 filters match

Price per night from

$229

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

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 4 match: Garden, Pets allowed, Boat available, Car not required

2 of 4 filters match

Price per night from

$976

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 4 match: Garden, Pets allowed, Boat available, Car not required

2 of 4 filters match

Price per night from

$916

Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 4 match: Garden, Pets allowed, Boat available, Car not required

2 of 4 filters match

Price per night from

$743

Introducing Boardwalk Beachhouse: 2BR/2BA with Vintage Charm

Treasure Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 4 match: Garden, Boat available, Pets allowed, Car not required

2 of 4 filters match

Price per night from

$182

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.

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

3 of 4 filters match

Price per night from

$446

Limefish

Holmes Beach house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 4 match: Garden, Boat available, Pets allowed, Car not required

2 of 4 filters match

Price per night from

$2,065

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 4 match: Garden, Boat available, Pets allowed, Car not required

2 of 4 filters match

Price per night from

$331

FantaSea

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 4 match: Garden, Boat available, Pets allowed, Car not required

2 of 4 filters match

Price per night from

$1,489

Castaway Cottage

Holmes Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 4 match: Garden, Boat available, Pets allowed, Car not required

2 of 4 filters match

Price per night from

$390

Waves on Anna Maria

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 4 match: Garden, Boat available, Pets allowed, Car not required

2 of 4 filters match

Price per night from

$976

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

3 of 4 filters match

Price per night from

$424

“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: Garden, Boat available, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$298

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: Garden, Boat available, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$488

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: Garden, Boat available, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$228

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