Vacation Rentals & House Rentals in Florida Keys

/ Home
/ Vacation Rentals
/ United States
/ Florida
Book with confidence.

Updating...

age 0-16
100 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

100 house rentals

Why am I receiving these results?

Bay Front Beauty/ Summer Sea Must See!!!!

Islamorada condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Children's pool Shared outdoor pool (heated)

All filters match

Price per night from

$158

Key Largo Bliss: Sun, Splash, Pickleball!

Key Largo house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Children's pool Shared outdoor pool (heated)

All filters match

Price per night from

$565

Paradise at Moon Bay!

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Children's pool Shared outdoor pool (heated)

All filters match

Price per night from

$229

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

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Children's pool Shared outdoor pool (heated)

All filters match

Price per night from

$314

Tropical Island Getaway-Keys

Key Largo condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Children's pool Shared outdoor pool (heated)

All filters match

Price per night from

$336

These homes match some but not all of your filters. Clear all filters

Executive Bay Club- great unit, great location!,

Islamorada villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 20 minutes

1 of 2 match: Children's pool, 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: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$376

Kawama Tower Unit 512

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$337

Sunshine suit (2/2 apartment)

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$522

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: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$490

1 of 2 match: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$166

1 of 2 match: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$816

Luxurious Oceanfront Condo

Tavernier apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$297

The Mermaid House

Key Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 2 minutes

1 of 2 match: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$340

Tranquil Oceanview Penthouse Paradise

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$371

Comfy Family Home in a Gorgeous Gated Community

Key West townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$341

Bungalows at Sugarloaf Beach - The Lighthouse

Sugarloaf Key house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,135

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: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$343

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: Children's pool, 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: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$430

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: Children's pool, 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: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$687

BEAUTIFUL YATCH IN THE KEYS ONCE IN A LIFETIME EXPERIENCE

Tavernier boathouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Children's pool

1 of 2 filters match

Price per night from

$251

Unit 8b, small efficiency located 50 yards from Ocean

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$206

A Change in Latitudes - TRUMAN ANNEX

Key West condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$172

Unit 10, Furnished Studio located 50 yards from ocean

Grassy Key apartment

  • 1 bathroom
  • sleeps 2

1 of 2 match: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$251

Paridise Found

Tavernier house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 13

1 of 2 match: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$760

1 of 2 match: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$611

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

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$457

1 of 2 match: Children's pool, 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: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$229

Efficiency 8a, located 50 yards from Ocean

Grassy Key studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$229

1 of 2 match: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$371

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: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$216

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: Children's pool, 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: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$229

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: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$253

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: Children's pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$351

Viewing 38 of 100
rentals in Florida Keys

×

Also consider