Vacation Rentals & House Rentals in Florida Keys

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226 house rentals

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Villa Sombrero, Marathon

Marathon house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Shared outdoor pool (heated) Pets allowed

All filters match

Price per night from

$656

Tiki Too Townhouse, 2 blocks from Duval,Pool, Bikes

Key West townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Shared outdoor pool (heated) Pets allowed

All filters match

Price per night from

$919

Match: Shared outdoor pool (heated) Pets allowed

All filters match

Price per night from

$167

Seaside Condo 2 pools. sunny, quiet, near Old Town

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 48 minutes

Match: Shared outdoor pool (heated) Pets allowed

All filters match

Price per night from

$107

Welcome to Paradise

Long Key townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

Match: Shared outdoor pool (heated) Pets allowed

All filters match

Price per night from

$206

Match: Shared outdoor pool (heated) Pets allowed

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Price per night from

$155

Key Largo Rental Fantastic Views

Key Largo condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 20 minutes

Match: Shared outdoor pool (heated) Pets allowed

All filters match

Price per night from

$402

Diving, Fishing, Snorkeling, Kayaking Paradise

Key Largo townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 20 minutes

Match: Shared outdoor pool (heated) Pets allowed

All filters match

Price per night from

$402

The Mermaid House

Key Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 2 minutes

Match: Shared outdoor pool (heated) Pets allowed

All filters match

Price per night from

$342

Harbor Hideaway 4 Bedrooms-3 Bathrooms Waterfront- Indoor Pool

Marathon Shores house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated) Pets allowed

All filters match

Price per night from

$745

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

Key Colony Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Shared outdoor pool (heated) Pets allowed

All filters match

Price per night from

$217

Bungalows at Sugarloaf Beach - The Lighthouse

Sugarloaf Key house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (heated) Pets allowed

All filters match

Price per night from

$1,142

Noah, Family Ocean Paradise

Key West house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated) Pets allowed

All filters match

Price per night from

$1,337

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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: Pets allowed, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$206

Kawama Tower Unit 512

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$339

Luxurious Oceanfront Condo

Tavernier apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$299

1 of 2 match: Pets allowed, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$821

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

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Pets allowed, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$493

Tranquil Oceanview Penthouse Paradise

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$373

Anglers Reef Islamorada Florida Sleeps 6

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$378

Sunshine suit (2/2 apartment)

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$525

Comfy Family Home in a Gorgeous Gated Community

Key West townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$344

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: Pets allowed, 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: Pets allowed, 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: Pets allowed, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$401

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: Pets allowed, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$430

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: Pets allowed, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$687

Efficiency 8a, located 50 yards from Ocean

Grassy Key studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pets allowed, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$230

Unit 8b, small efficiency located 50 yards from Ocean

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pets allowed, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$207

8c, Efficiency located 50 yards from Ocean

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pets allowed, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$230

A Change in Latitudes - TRUMAN ANNEX

Key West condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pets allowed, 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: Pets allowed, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$765

1 of 2 match: Pets allowed, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$614

1 of 2 match: Pets allowed, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$207

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

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$459

Unit 10, Furnished Studio located 50 yards from ocean

Grassy Key apartment

  • 1 bathroom
  • sleeps 2

1 of 2 match: Pets allowed, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$253

1 of 2 match: Pets allowed, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$373

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: Pets allowed, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,863

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rentals in Florida Keys

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