Vacation Rentals & Apartments in Naples

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1,644 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: Boat available City breaks Tennis in town Car not required

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Price per night from

$228

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: Boat available City breaks Tennis in town Car not required

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Price per night from

$423

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.

Match: Boat available City breaks Tennis in town Car not required

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Price per night from

$510

NSS Pattam, custom 84 foot traditional motor yacht downtown.

St. Petersburg yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 42 minutes

Match: Boat available City breaks Tennis in town Car not required

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Price per night from

$1,378

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: Boat available City breaks Tennis in town Car not required

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Price per night from

$334

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

St. Petersburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 9 minutes

3 of 4 match: Boat available, City breaks, Tennis in town, Car not required

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Price per night from

$101

Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Boat available, City breaks, Tennis in town, Car not required

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$482

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

Clearwater cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: City breaks, Tennis in town, Boat available, Car not required

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Price per night from

$281

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

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: City breaks, Tennis in town, Boat available, Car not required

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Price per night from

$286

Apartment Manatee in Cape Coral

Cape Coral apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

3 of 4 match: Car not required, City breaks, Tennis in town, Boat available

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Price per night from

$303

Apartment Butterfly in Fort Myers

Fort Myers apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Car not required, City breaks, Tennis in town, Boat available

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Price per night from

$298

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

3 of 4 match: Boat available, City breaks, Tennis in town, Car not required

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Price per night from

$103

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: Boat available, City breaks, Tennis in town, Car not required

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Price per night from

$137

Amazing Condo at the Naples Bay Resort Cottages

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Tennis in town, City breaks, Boat available, Car not required

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Price per night from

$321

Endless Summer - North Captiva Island 3 Bedroom 2.5 Bath, Sleeps 10 - Boat slip

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: City breaks, Tennis in town, Boat available, Car not required

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Price per night from

$573

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, City breaks, Tennis in town, Car not required

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Price per night from

$125

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: Tennis in town, City breaks, Boat available, Car not required

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Price per night from

$487

Apartment Flamingo in Fort Myers

Fort Myers apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Car not required, City breaks, Tennis in town, Boat available

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Price per night from

$165

Studio Turtle in Fort Myers

Fort Myers studio

  • Studio
  • 1 bathroom
  • sleeps 2

3 of 4 match: Car not required, City breaks, Tennis in town, Boat available

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Price per night from

$134

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. 45 minutes

3 of 4 match: City breaks, Tennis in town, Boat available, Car not required

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Price per night from

$138

Casa Alma a Beautiful Historic Home in Ybor City

Tampa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Boat available, Tennis in town, City breaks, Car not required

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Price per night from

$253

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

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 4 match: City breaks, Tennis in town, Boat available, Car not required

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Price per night from

$976

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: City breaks, Tennis in town, Boat available, Car not required

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Price per night from

$332

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

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: City breaks, Tennis in town, Boat available, Car not required

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Price per night from

$377

The Ultimate Florida Vacation

Poinciana villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place” Very cozy, out in suburbs. Neighborhood clean and friendly. Pools and outdoor basketball courts and activities for the kids.

3 of 4 match: Boat available, City breaks, Tennis in town, Car not required

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Price per night from

$111

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

3 of 4 match: Boat available, City breaks, Tennis in town, Car not required

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Price per night from

$149

Bahia Beach Resort Little Harbor-Tampa, FL

Tampa studio

  • Studio
  • 1 bathroom
  • sleeps 4

“Perfect Vacation Relaxation Spot” The view from the room and balcony was gorgeous. Sitting on the balcony each morning sipping my coffee was heavenly. All of the amenities were close to the room and just short walks away. The property itself was well maintained and quiet while still being family friendly. The room was comfortable and a great home base at the end of our daily jaunts. Tampa, St. Petersburg, and Clearwater were very easy drives from the Inn. I can't wait to visit again.

3 of 4 match: City breaks, Tennis in town, Boat available, Car not required

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Price per night from

$138

Tropical Bliss: Lazy River, 5 Pools, Bar, 2 Restaurants, Cabanas!

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: City breaks, Tennis in town, Boat available, Car not required

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Price per night from

$458

52 Foot Ocean Oasis Houseboat Clearwater Beach

Clearwater boathouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Car not required, City breaks, Tennis in town, Boat available

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Price per night from

$309

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: City breaks, Tennis in town, Boat available, Car not required

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Price per night from

$916

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: City breaks, Tennis in town, Boat available, Car not required

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Price per night from

$273

3 of 4 match: City breaks, Tennis in town, Boat available, Car not required

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Price per night from

$424

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: City breaks, Tennis in town, Boat available, Car not required

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Price per night from

$298

“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: City breaks, Tennis in town, Boat available, Car not required

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Price per night from

$298

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: City breaks, Tennis in town, Boat available, Car not required

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Price per night from

$189

Studio Orlando in Fort Myers

Fort Myers apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Car not required, City breaks, Tennis in town, Boat available

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Price per night from

$126

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

3 of 4 match: Boat available, City breaks, Tennis in town, Car not required

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Price per night from

$286

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: City breaks, Tennis in town, Boat available, Car not required

3 of 4 filters match

Price per night from

$446

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