Vacation Rentals & Apartments in Naples

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1,299 apartments

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 1 minutes

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Price per night from

$266

Luxurious Beachfront Condo at Redington Towers

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$344

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Price per night from

$284

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$271

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Lido Beach Villa, 1.2k sf, 1 block to the beach

Lido Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Elevator access, Cycling trips, Staffed property

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Price per night from

$184

Steps to the pool!! Professionally renovated and decorated!

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Staffed property, Cycling trips, Elevator access

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Price per night from

$103

ISLAND TIME

Bonita Springs house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 51 minutes

2 of 3 match: Staffed property, Cycling trips, Elevator access

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Price per night from

$1,832

Elegant condo on beach!

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Staffed property, Cycling trips, Elevator access

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Price per night from

$150

Sea Club 404 - Waterfront Condo

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Staffed property, Cycling trips, Elevator access

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Price per night from

$200

Sunsplashed -- Your own private tropical island resort!

Captiva Island villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

2 of 3 match: Staffed property, Cycling trips, Elevator access

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Price per night from

$1,633

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Elevator access, Cycling trips, Staffed property

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Price per night from

$297

“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.

2 of 3 match: Elevator access, Cycling trips, Staffed property

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Price per night from

$297

Naples, Fla., First floor, 2BR 2BA. two blocks to

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 36 minutes

2 of 3 match: Elevator access, Cycling trips, Staffed property

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Price per night from

$245

“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!!

2 of 3 match: Elevator access, Cycling trips, Staffed property

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Price per night from

$144

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$858

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.

2 of 3 match: Elevator access, Cycling trips, Staffed property

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Price per night from

$446

2 of 3 match: Elevator access, Cycling trips, Staffed property

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Price per night from

$144

2 of 3 match: Elevator access, Cycling trips, Staffed property

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Price per night from

$476

Waterfront, King Bed, Near Beach

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Staffed property, Cycling trips, Elevator access

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Price per night from

$201

Sunset Suite

St. Pete Beach studio

  • Studio
  • 1 bathroom
  • sleeps 1

2 of 3 match: Elevator access, Cycling trips, Staffed property

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Price per night from

$172

B-2 Breakers West, 2BR/2BA Condo, Olde-Fla Charm

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Clean, close to the beach, convenient, and perfect for our family vacation!” The condo is a few short steps away from the beach. The beach is beautiful, has a plethora of unusual shells, and is very clean. Susan and Andrew were quick to respond to communication. Thank you for making a memorable visit to the island.

Responds fast! avg. 2 hours 9 minutes

2 of 3 match: Staffed property, Cycling trips, Elevator access

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Price per night from

$286

Boca Ciega Condo, #203, St Petersburg, Florida

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Staffed property, Cycling trips, Elevator access

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Price per night from

$205

Boca Ciega Condo, #109, St Petersburg, Florida

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Staffed property, Cycling trips, Elevator access

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Price per night from

$205

Anna Maria Island Martinique On The Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Staffed property, Cycling trips, Elevator access

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Price per night from

$779

Sea Club 402 Summer avail! Waterfront condo!

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Staffed property, Cycling trips, Elevator access

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Price per night from

$201

Sea Club 405 - Waterfront Condo

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Staffed property, Cycling trips, Elevator access

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Price per night from

$219

Sea Club 503 - Elegant Waterfront Condo

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Staffed property, Cycling trips, Elevator access

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Price per night from

$216

Waterfront! May Availability!

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Staffed property, Cycling trips, Elevator access

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Price per night from

$201

Sea Club 502 Waterfront Condo

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Staffed property, Cycling trips, Elevator access

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Price per night from

$201

Sea Club 304 Waterfront Condo

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Staffed property, Cycling trips, Elevator access

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Price per night from

$201

Sea Club 105 - Waterfront Condo

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Cycling trips, Elevator access

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Price per night from

$216

Anna Maria Island Edgewater Bungalow

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Staffed property, Cycling trips, Elevator access

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Price per night from

$298

Anna Maria Island Surfside Bungalow

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Staffed property, Cycling trips, Elevator access

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Price per night from

$355

Sea Club 103 - Waterfront Condo, Summer Avail

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Cycling trips, Elevator access

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Price per night from

$216

Anna Maria Island Bridge Port Beach Resort

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Staffed property, Cycling trips, Elevator access

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Price per night from

$171

Bradenton Beach Club Bliss-3 Bedroom-2 Bathroom Condo-2 Pools-HotTub-Private Bea

Bradenton Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Staffed property, Cycling trips, Elevator access

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Price per night from

$257

Great 2/2 Sanibel Condo, Nice Pool, Private Beach

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Sunshine, beaches, What's not to love?” My husband and I stayed at this pleasant 2 bedroom condo with 2 grown children and one son-in-law. The two bedrooms and two baths worked fine for our group. Our married daughter and hubby had to share a bedroom with her brother. The furnishings in the condo were comfortable and clean without being too new to cause worry about a little sand. There were all sorts of beach toys and towels available. The kitchen had a full range of dishes and I cooked fresh fish from the local grocery store several nights. It was convenient to walk to the lovely uncrowded beach with no high-rises in sight. we kayaked with the condo's kayaks in the lagoon and saw a large range of birds, including an osprey feeding on a fish. We had gorgeous weather and collected quite a few shells. Would definitely return.

2 of 3 match: Elevator access, Cycling trips, Staffed property

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Price per night from

$157

Bonita Beach Villa, private heatable pool, close to beaches,

Bonita Springs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Elevator access, Cycling trips, Staffed property

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Price per night from

$287

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