Vacation Rentals & House Rentals in Key West

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101 house rentals

Luxury Vacation Rental Oceanfront in Key Largo, nr, Islamorada, Florida Keys

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Great place to stay” We stayed at Sally and andrew´s place for a week. When we looked for a place to stay, we wanted a place not to far of Key West and Miami, and this place was just great! There were lots of places to eat out, things to see, and Key West and Miami was not to far away. The apartment was great, Andrew was too! Everthing regarding the stay were done in a professionel way. Both before the stay and after. The way of paying could have been easier though, but that is not a big problem We had a great time, all four of us visiting from Norway. If anyone should ask me where to stay in that erea, I have absolutely no problem telling them about Sally and andrew´s place! Ps: Make shure to have the time to eat at Mrs Mac´s Kitchen...

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$206

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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: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$205

Anglers Reef Islamorada Florida Sleeps 6

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Cot available, 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: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$338

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: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$491

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$166

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$818

Luxurious Oceanfront Condo

Tavernier apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$298

The Mermaid House

Key Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 2 minutes

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$341

Tranquil Oceanview Penthouse Paradise

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$372

Sunshine suit (2/2 apartment)

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$523

Comfy Family Home in a Gorgeous Gated Community

Key West townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$342

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: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$343

Bungalows at Sugarloaf Beach - The Lighthouse

Sugarloaf Key house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,138

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: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$687

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: Cot available, 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: Cot available, 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: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$430

A Change in Latitudes - TRUMAN ANNEX

Key West condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$172

Paridise Found

Tavernier house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 13

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$762

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$612

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

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$458

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$206

Efficiency 8a, located 50 yards from Ocean

Grassy Key studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Cot available, 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: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$206

8c, Efficiency located 50 yards from Ocean

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$229

Unit 10, Furnished Studio located 50 yards from ocean

Grassy Key apartment

  • 1 bathroom
  • sleeps 2

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$252

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: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$217

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$372

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: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,863

Newly refinished condo open water views very nice

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$229

Villa Sombrero, Marathon

Marathon house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$653

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: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$351

Reef Resort Getaway 205

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 3

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$319

Bayside Condo, marina, pool and beach

Islamorada condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Phenomenal keys experience!” This bay front condo is the perfect destination for the entire family! The fishing ranks up with the best in the world, there are plenty of other activities, and Key West is just a short trip down the beautiful HWY 1. I've had the pleasure of staying at this condo several times and have honestly never had a bad time (even during a cat 5 Trop Storm). There is too much to do, the condo is comfy, and the weather is always beautiful. Definitely recommend this condo!

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$253

BEACHFRONT PARADISE

Sunset Point house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,516

Rent a Piece of Paradise in Key Largo

Key Largo caravan/mobile home

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$228

Unit 9, Furnished Studio located 50 yards from ocean

Grassy Key apartment

  • 1 bathroom
  • sleeps 2

1 of 2 match: Cot available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$252

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