Vacation Rentals & House Rentals in Florida Keys

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123 house rentals

Lazy Daze Beach House 5 Star Modern Oceanfront Islamorada Townhome on the Beach!

Islamorada townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Housekeeping Included

All filters match

Price per night from

$447

Florida Keys Beach Home Pool Fishing Diving

Marathon house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful stay” Post hurricane and still a spectacular place to stay. Office staff was great. Free use of tennis court, rackets, and balls. Pool and jacuzzi were very excellent. TG

Match: Shared outdoor pool (heated) Housekeeping Included

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Price per night from

$2,308

WAKE UP to your NATURE SPOT on the OCEAN

Tavernier condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 17 minutes

Match: Shared outdoor pool (heated) Housekeeping Included

All filters match

Price per night from

$207

Sunset Water Views! Moon Bay Key Largo Remodeled Condo with Boat Slip!

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Housekeeping Included

All filters match

Price per night from

$316

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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: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$207

Anglers Reef Islamorada Florida Sleeps 6

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$380

Kawama Tower Unit 512

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$341

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: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$495

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$168

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$825

Luxurious Oceanfront Condo

Tavernier apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$300

The Mermaid House

Key Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 2 minutes

1 of 2 match: Housekeeping Included, 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: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$375

Comfy Family Home in a Gorgeous Gated Community

Key West townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$344

Bungalows at Sugarloaf Beach - The Lighthouse

Sugarloaf Key house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,144

Sunshine suit (2/2 apartment)

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$526

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: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$345

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: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$431

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: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$690

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: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$403

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: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$431

A Change in Latitudes - TRUMAN ANNEX

Key West condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$173

Paridise Found

Tavernier house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 13

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$769

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$618

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

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$462

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$208

Unit 8b, small efficiency located 50 yards from Ocean

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$207

Efficiency 8a, located 50 yards from Ocean

Grassy Key studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$230

8c, Efficiency located 50 yards from Ocean

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$230

Unit 10, Furnished Studio located 50 yards from ocean

Grassy Key apartment

  • 1 bathroom
  • sleeps 2

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$253

New Listing! Gone Coastal-Waterfront Bring Your Boat! Cabana Club Membership

Key Colony Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$218

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$374

Lighthouse Suites Collection Duval St. and Pool

Key West house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

Responds fast! avg. 1 hour 30 minutes

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,873

Newly refinished condo open water views very nice

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$231

Villa Sombrero, Marathon

Marathon house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$659

Reef Resort - Peaceful Getaway 204

Marathon condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“A lovely condo” The condo was nicely appointed and was a great mid location to explore the Florida Keys. The pool was large & refreshing. There were bikes, kayaks & paddle boats to use. We met a few residents who were very friendly. A very nice condo!

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$355

Reef Resort Getaway 205

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 3

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$322

Experience the Florida Keys like never before!!!

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Housekeeping Included, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$247

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rentals in Florida Keys

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