Vacation Rentals & House Rentals in Florida Keys

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Islamorada Waterfront Paradise | 5br | Dock | Pool

Tavernier house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 58 minutes

Match: Clothes dryer Shared indoor pool

All filters match

Price per night from

$345

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Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$160

Sugarloaf Bay Retreat: Tropical Canal Front 3BR Home, Private Pool, Open Water V

Sugarloaf Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$179

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$124

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$179

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$179

Windley Key, FL Keys

Islamorada caravan/mobile home

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$115

Newly refinished condo open water views very nice

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$230

Charming Elevated Waterfront Home

Big Pine Key house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$172

Bayside Retreat. Pool, Boat and Beach

Key Largo house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“SPLENDID VACATION” I had the opportunity to stay here with my family in March. The house was spacious and the beach and pool were exactly what we wanted for a private family vacation. The house manager, Kevin, could not have been more accomodating in seeing that all of our vacation needs were taken care of. I could have sat on the porch and watched the sunset views forever. Watch for the manatees when you are there, they are a lifetime experience.

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$1,263

Waterfront Condo with Boat

Key Largo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$442

Southernmost Beauty

Key West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 38 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$268

Coconut Cay

Little Torch Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$208

Hawkins Heaven

Cudjoe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$178

Buccaneer Boathouse

Little Torch Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$141

Latitude Adjustment

Little Torch Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$174

Water's Edge

Big Pine Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$171

Pelican Perch

Cudjoe Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$184

BAYSIDE Villa

Islamorada villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$316

Grouper Therapy

Little Torch Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$214

Historic Carriage House

Key West cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 38 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$230

Coconuts on the Water

Stock Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 38 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$206

Sleeping Room, Private Entrance and use of RV Park Bathrooms, Beach and Marina

Key Largo private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 25 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$144

BAYSIDE CONDO WITH BOAT

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Want to go back” We just got home from our vacation in this apartment. We loved it. Jay took great care of us and was quick to help with any problems or needs. We rented the boat with the apartment and loved being able to walk downstairs and get onto our boat and out fishing for the day. We enjoyed using the grill on the porch and being able to eat our dinner outside enjoying the weather and views. We will definately return again. Thanks for a great vacation Jay.

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$431

Clean Apartment in Old Town Key West (Best Downtown Locations)

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 46 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$385

Clean Apartment in Old Town Key West (Best Downtown Locations)

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 46 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$385

American Shoal Lighthouse Suite Duval St. and Pool

Key West condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 30 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$430

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$180

Lake It Easy: Relax in This Beautiful 3BR Canal Front Home on Summerland Key, Do

Summerland Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$168

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$180

La Brisa: Discover Paradise, Exquisite Canal Front Home on Little Torch Key, Doc

Little Torch Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$179

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$179

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$119

Salt Life: Experience Coastal Luxury, 2BR KCB Condo W/ Breathtaking Ocean Views,

Key Colony Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$179

Casa Rosada: Cudjoe Gardens Canal Front Retreat, Pool, Tiki, Deep Dockage & Rapi

Summerland Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$296

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$172

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$180

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Shared indoor pool, Clothes dryer

1 of 2 filters match

Price per night from

$115

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rentals in Florida Keys

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