Vacation Rentals & Apartments in Naples

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3,959 apartments

Westgate vacation villa

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Safe Swing set or jungle gym Pets allowed Car not required

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Price per night from

$408

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Florida Keys Splendor at Hammer Point

Tavernier house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Winter Paradise!” My wife and I stayed at this great place in January 2014 and it was wonderful. It was very clean and well maintained. The canal was great to watch the fish jump and we saw Manatees almost every day. We especially liked the kayak and did a lot of site seeing from the ocean side. Migdy was great to work with and very accommodating. We would highly recommend this place to anyone.

3 of 4 match: Pets allowed, Safe, Swing set or jungle gym, Car not required

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Price per night from

$157

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

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Safe, Swing set or jungle gym, Pets allowed, Car not required

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Price per night from

$286

2 room PgaVillageResort by AmericanVacationLiving

Port Saint Lucie condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Pets allowed, Safe, Swing set or jungle gym, Car not required

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Price per night from

$455

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

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$482

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

3 of 4 match: Pets allowed, Safe, Swing set or jungle gym, Car not required

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Price per night from

$117

“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: Safe, Swing set or jungle gym, Pets allowed, Car not required

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Price per night from

$297

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Safe, Swing set or jungle gym, Pets allowed, Car not required

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Price per night from

$297

3 of 4 match: Safe, Swing set or jungle gym, Pets allowed, Car not required

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Price per night from

$423

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

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Safe, Swing set or jungle gym, Pets allowed, Car not required

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Price per night from

$377

The Tree House Old Town 2 Bedroom MONTHLY Rental

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

“Wonderful” Close to everything! Furnishings just the best. We stayed upstairs in the 2 bedroom 1 large bath. Great wrap around porch up stairs and down. Our key Westies were welcomed which was a plus for us! Overall Stephanie has done a great job and her sister was really helpful. Planning on returning!!!!

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$133

Conch Haven Cottage Old Town Studio MONTHLY Rental

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$107

Ohana Paradise At Historic Seaport ,Old Town, Key West. Private Home.

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$258

Miami haven by airport

Olympia Heights house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$102

Family Tides - High Tides: By Beachside Management

Siesta Key apartment

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$549

LUXURY Town Center Villa Disney Studio APT

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$198

Walk to Indian Rocks Beach Exclusive Use of Hot Tub, Pool, BBQ with Privacy*#!!!

Indian Rocks Beach house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$114

LUXURY Lakes Villa Disney Studio APT

Orlando villa

  • 1 bathroom
  • sleeps 5

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$192

AnnaMariaIsland a Paradise. MINUMIM RENTAL 2 WEEKS

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 22 minutes

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$196

Beautiful 2 Bedroom Condo on the Lake

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$343

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: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$217

Key Largo Beautiful House

Key Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$264

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$373

Breeze Apartment * Pet Friendly* Walk to Beach & Convention Center

Daytona Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$115

Buena Vida: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$515

Luxury on the water-Clean remodeled Houseboat with great WiFi -Baycation

Tavernier boathouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$344

Coastal Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$172

Flamingo Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$172

Once Upon a Tide: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$400

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

Siesta Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$457

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

Siesta Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$411

Cozy & Conveniently located Pool Home w/ Free WiFi

Tampa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$205

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Car not required, Safe, Swing set or jungle gym, Pets allowed

3 of 4 filters match

Price per night from

$103

Nash Street Oásis

Clearwater house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

3 of 4 match: Car not required, Safe, Swing set or jungle gym, Pets allowed

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Price per night from

$287

Mad Men Magic Kingdom House * POOL * SPA * GRILL * 5 MILES FROM DISNEY * DISNEY+

Four Corners villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 17

3 of 4 match: Car not required, Safe, Swing set or jungle gym, Pets allowed

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Price per night from

$458

Gorgeous views,spectacular home!

Anna Maria house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“Majestic Views” Our family loved our visit to Anna Maria. The house is gorgeous and spacious. My kids enjoyed the pool and eating outside. We hope to return in the near future.

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$630

Alice's Beach Bungalows 2 bedroom

Treasure Island house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“A perfect spot for us and for our golden retriever!” What a great place to enjoy the beauty of Treasure Island. The bungalow that we stayed in was wonderful...clean, a well stocked kitchen, beach towels, a great backyard. Susan, the owner, was also great to work with on every level. She was attentive, often checking in on us to make sure all was going great with our stay. She was also responsive to our rental needs and responded immediately if we had a question, etc.. She also embraced our golden retriever and he, too, immediately became fast friends with Susan. This bungalow is literally a block from the beach, a short walk over the bridge to John's Pass and close to grocery shopping, lots of great restaurants right on the beach, etc.. A great experience and we will definitely plan to stay at this bungalow again!

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$315

14 Room DisneyEstate by AmericanVacationLiving

Davenport house

  • 12 bedrooms
  • 6 bathrooms
  • sleeps 24

3 of 4 match: Swing set or jungle gym, Safe, Pets allowed, Car not required

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Price per night from

$882

Viewing 38 of 3,959
rentals in Naples

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