Vacation Rentals & House Rentals in Florida Keys

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110 house rentals

Key Colony Beach Home

Key Colony Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$264

Tee by the Sea - Luxury 2/2 1/2, WIFI, pool, parking, Bikes, 3 night min.

Key West townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Absolutely Perfect!!!” I chose this place to rent because it looked nice and it was affordable. I knew going in that it was not located on the Key West island, which was fine considering the condo came with bikes you could ride onto the island...What I experienced during my stay here is nothing short of Perfect!!! The entire condo was clean and spacious, everything inside the condo worked, the beds and all furniture were clean and comfortable, plenty of towels and linens, the showers, water presure and plumbing were excellent, the pool was clean, relaxing and private, the nights were quiet for sleeping and the gated community within the condo were friendly and fun. The bikes were the best part...10-15 minutes and you were on Duval Street, or the Southernmost Point, or Fort Zachery beach with no hassles what so ever, and I got some good exercise!!! I will definately stay here again!!!

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$344

2 Bedroom, 2 Bath Condo with private balcony and Close to the Ocean

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“We'll be back...” We found this condo to be very clean and comfortable. We enjoyed sitting at the pool as well. Paul, the caretaker, was very pleasant and most accommodating. We shared the condo with another couple for our two night stay. It was wonderful to have our privacy (2 BR/2 baths) but still be able to share the kitchen/living room area with our friends. We had a rental car so found the location easy for shopping, dining, sightseeing on other keys and, of course, Duval Street.

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$487

Walk to Duval and Mallory Square!

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$622

Key Colony Beach-2 Bed 2 Bath Canal Front Home with Cabana Club!

Key Colony Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$310

Harbor Hideaway 4 Bedrooms-3 Bathrooms Waterfront- Indoor Pool

Marathon Shores house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$744

Walk to Duval and Mallory Square!

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$654

Walk to Duval and Mallory Square!

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$471

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Executive Bay Club- great unit, great location!,

Islamorada villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 20 minutes

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$205

The Mermaid House

Key Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 2 minutes

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$344

Tranquil Oceanview Penthouse Paradise

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$375

Thirty Three by The Sea - Vacation Rental Key Colony Beach, FL

Key Colony Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$345

Anglers Reef Islamorada Florida Sleeps 6

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$377

Kawama Tower Unit 512

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$338

Comfy Family Home in a Gorgeous Gated Community

Key West townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$343

Sunshine suit (2/2 apartment)

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$524

Key West, Private Beach, Fishing Pier, Old Town, Galleon Resort

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 56 minutes

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$492

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$166

Alligator Reef 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: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$687

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$819

Tortugas Harbor Lighthouse Suite Duval St. and Pool

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 30 minutes

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$430

Luxurious Oceanfront Condo

Tavernier apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$298

Sombrero Reef Lighthouse Suite Duval St. and Pool

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 30 minutes

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$430

Key West Lighthouse Suite Duval St. and Pool

Key West cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 30 minutes

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$401

Bungalows at Sugarloaf Beach - The Lighthouse

Sugarloaf Key house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,140

Hyatt Windward Pointe

Stock Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$527

Single Family Home, 3 Bedroom, 2 Baths, and Pool. Great Value!

Key West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$165

Cameron's Luxury Waterfront Estate with Dockage

Stock Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 56 minutes

1 of 2 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$516

Hyatt Sunset Harbor

Stock Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$525

Hyatt Sunset Harbor

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$525

Hyatt Windward Pointe

Stock Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$525

Hyatt Windward Pointe

Stock Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$471

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$802

Hyatt Beach House! Quiet Key West Location!

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$431

New Listing! Charming Angler's Reef Home with Pool, Dockage

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$462

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$208

Efficiency 8a, located 50 yards from Ocean

Grassy Key studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$229

Unit 8b, small efficiency located 50 yards from Ocean

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$206

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