Vacation Rentals & House Rentals in Florida Keys

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99 house rentals

BREATHTAKING Ocean views await at Tropical Daze

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Couldn't be better!!!” If you are looking to rest and relax, look no further.

Responds fast! avg. 2 hours 17 minutes

Match: Climbing frame Shared outdoor pool (heated)

All filters match

Price per night from

$286

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: Climbing frame Shared outdoor pool (heated)

All filters match

Price per night from

$207

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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: Climbing frame, 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: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$339

1 of 2 match: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$167

Luxurious Oceanfront Condo

Tavernier apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$299

1 of 2 match: Climbing frame, 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: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$493

The Mermaid House

Key Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 2 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$342

Tranquil Oceanview Penthouse Paradise

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, 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: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$378

Comfy Family Home in a Gorgeous Gated Community

Key West townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, 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: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,142

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: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$345

Sunshine suit (2/2 apartment)

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$524

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: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$687

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: Climbing frame, 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: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$401

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: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$430

Efficiency 8a, located 50 yards from Ocean

Grassy Key studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, 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: Climbing frame, 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: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$230

Paridise Found

Tavernier house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 13

1 of 2 match: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$765

1 of 2 match: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$614

1 of 2 match: Climbing frame, 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: Climbing frame, 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: Climbing frame, 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: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$217

A Change in Latitudes - TRUMAN ANNEX

Key West condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$172

1 of 2 match: Climbing frame, 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: Climbing frame, 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: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$230

Unit 9, Furnished Studio located 50 yards from ocean

Grassy Key apartment

  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$253

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: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$254

Villa Sombrero, Marathon

Marathon house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$656

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: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$353

Reef Resort Getaway 205

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 3

1 of 2 match: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$321

Experience the Florida Keys like never before!!!

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$246

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