Vacation Rentals & Apartments in Naples

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4,149 apartments

Westgate vacation villa

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated) Swing set or jungle gym Pets allowed Car not required

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Price per night from

$409

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3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$167

Weekly Studio Rental for up to 4 guest

Orlando studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 17 minutes

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$58

Limefish

Holmes Beach house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$2,066

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Swing set or jungle gym, Car not required

3 of 4 filters match

Price per night from

$1,148

2BR family friendly resort condo near parks!

ChampionsGate condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Car not required, Shared outdoor pool (heated), Swing set or jungle gym, Pets allowed

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Price per night from

$92

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$155

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, Shared outdoor pool (heated), Swing set or jungle gym, Car not required

3 of 4 filters match

Price per night from

$117

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, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$550

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

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Shared outdoor pool (heated), Swing set or jungle gym, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$286

Living the Dream - Pink Flamingo: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Pets allowed, Car not required

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Price per night from

$320

1 Bed Resort Suite #1 - ONLY 2 Miles from Disney

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

“This condo, for the price, was a very pleasant surprise!” We were in Orlando to see our granddaughter play in the basketball tournaments at Disney Sports Center. After visiting my son/family's Disney suite we were glad to go back to this bright, clean and attractive condo. Disney was dark and drab! If you are looking for a cheery and clean condo for the right price, call Malcolm and he'll try to please you in every way. It's only 1.5 miles from Disney.

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$103

Responds fast! avg. 1 hour 9 minutes

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$183

Responds fast! avg. 1 hour 9 minutes

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$194

SUBTROPICAL PARADISE SPACIOUS CONDO WITH FANTASTIC DIRECT OCEAN VIEWS!

Cocoa Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 9 minutes

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$286

LIVING THE DREAM CONDO IN THE OCEANFRONT COMPLEX, STEPS TO THE BEACH!

Cocoa Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$201

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: Swing set or jungle gym, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$166

"Aqua Villa" 3 bed 2 bath w/ Heated Pool by TPA Airport

Tampa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$957

BEACHSIDE RETREAT: STEPS TO THE BEACH!

Cocoa Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$206

OCEANSIDE RETREAT * GROUND FLOOR UNIT * STEPS TO THE BEACH ACCESS

Cocoa Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 9 minutes

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$178

La Buena Vida II at Captains Cove, Indian Shores, Florida - Come, relax, enjoy!

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Very clean and comfortable. Walking distance to everywhere and a great view” Great place to stay. I felt very comfortable and relaxed, this place has a very beachy relaxing vibe in a prime location. You literally do not have to drive anywhere while you're here, everything I wanted was in walking distance!

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$172

Coastal Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$172

Flamingo Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$172

SPECIAL! $650 8/24 - 8/31. PRIME LOCATION AMI DIRECTLY ON BEACH HEATED POOL

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$287

Living the Dream - Mermaid: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$343

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, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$458

Living the Dream - Starfish: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$343

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, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$401

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, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$412

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Car not required, Shared outdoor pool (heated), Swing set or jungle gym, Pets allowed

3 of 4 filters match

Price per night from

$104

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Shared outdoor pool (heated), Swing set or jungle gym, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$298

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

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Shared outdoor pool (heated), Swing set or jungle gym, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$378

3 of 4 match: Shared outdoor pool (heated), Swing set or jungle gym, 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: Shared outdoor pool (heated), Swing set or jungle gym, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$298

Lovely Waterfront Home

Iona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 26 minutes

3 of 4 match: Car not required, Shared outdoor pool (heated), Swing set or jungle gym, Pets allowed

3 of 4 filters match

Price per night from

$224

8 Minutes to Disney! Spacious Family Home in Margaritaville Resort in Kissimmee!

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Car not required, Shared outdoor pool (heated), Swing set or jungle gym, Pets allowed

3 of 4 filters match

Price per night from

$287

Pet Friendly tiny house, No extra fees!

Clermont house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Car not required, Shared outdoor pool (heated), Swing set or jungle gym, Pets allowed

3 of 4 filters match

Price per night from

$183

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: Swing set or jungle gym, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$273

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