FR Beach Rentals
Increase Direct Bookings Vacation Rental Managers Testimonials Manager Login
Book Direct & Save with a Vacation Rental Manager
Increase Direct Bookings Testimonials

Florida Keys Vacation Rentals

  1. « Browse Florida Vacation Rentals

FLORIDA KEYS

BOOK DIRECT

Avoid Extra Fees and Enjoy Professional Service

FLORIDA KEYS

REGIONS IN FLORIDA KEYS

FLORIDA KEYS DESTINATIONS

FLORIDA DESTINATIONS

IDEA DRIVEN VACATIONS

Search for Travel Guides, News, Events, Special Interests, and More!

  • Activities and Interests

    Uncover fun activities and special interests for your upcoming trip

  • Event Travel

    Plan your trip around concerts, festivals, and special events worth traveling for

  • Attractions

    Explore top landmarks, scenic spots, and can't-miss local highlights

  • Travel Guides

    Navigate each location like a local with our detailed travel guides

  • Travel News

    Stay updated with the latest travel trends and vacation rental tips

  • Trip Ideas

    Find inspiration for your next getaway with curated trip suggestions and themes

  • Travel Newsletter

    Join our newsletter for exclusive travel insights, featured destinations, and trip planning tips

Florida Keys Vacation Rentals

Vacation Rentals in Florida Keys

Property Type
Select one or more
Bedrooms
Select one or more
Guests
Who is staying?
Adults
Ages 18+
Children
Ages 0-17
Daily Rate
Choose a price range per night
Custom Range
Amenities
Select one or more popular amenities
Displaying 385-432 of 488 Rentals
Conch Republic Retreat
$150/night
Conch Republic Retreat
Home in Florida Keys
2 Beds • 2 Full Baths • Sleeps 4
Palm Tree Resort
$543/night
Palm Tree Resort
Home in Florida Keys
3 Beds • 2 Full Baths • Sleeps 8
Marlin Bay Resort & Marina 3825
Marlin Bay Resort & Marina 3825
Home in Florida Keys
3 Beds • 3 Full Baths • Sleeps 8
La Casa Habana
$471/night
La Casa Habana
Home in Florida Keys
3 Beds • 2 Full Baths • Sleeps 8
The Boathouse
$196/night
The Boathouse
Home in Florida Keys
3 Beds • 2 Full Baths • Sleeps 8
Ahhhhh
$314/night
Keys Delight
Home in Florida Keys
2 Beds • 2 Full Baths • Sleeps 6
Windsor Townhome #3
$400/night
Palm Royale @ Windsor Townhomes
Townhouse in Florida Keys
3 Beds • 3 Full Baths • Sleeps 8
[Description here]
$229/night
Cozy Sombrero Cottage
Home in Florida Keys
3 Beds • 2 Full Baths • Sleeps 8
Heated Pool
$18,000/month
Tut's Cay
Home in Florida Keys
4 Beds • 4 Full Baths • Sleeps 10
The Wet Bar Wharf
$350/night
The Wet Bar Wharf
Home in Florida Keys
3 Beds • 2 Full Baths • Sleeps 8
Paradise Place #5 @ Duval Square Key West Entryway Looking In
$250/night
Paradise Place @ Duval Square
Condo in Florida Keys
2 Beds • 2 Full Baths • Sleeps 6
Shared pool, heated 5 feet salt but all salt pools do have some chlorine.
$300/night
Indigo Reef #57 ~ Turtle Cove
Townhouse in Florida Keys
3 Beds • 2 Full Baths • Sleeps 8
Front Door Villa Serena @ Duval Square Key West
$250/night
Villa Serena @ Duval Square
Condo in Florida Keys
2 Beds • 2 Full Baths • Sleeps 4
Luxury inground swimming pool in Marathon, Florida – custom-built for tropical Keys living, perfect for backyard retreats, vacation rentals, and professional pool construction in the Florida Keys
$300/night
One Particular Harbor
Home in Florida Keys
3 Beds • 3 Full Baths • Sleeps 8
Living Room Area
$250/night
Key West Crown Jewel
Condo in Florida Keys
2 Beds • 2 Full Baths • Sleeps 6
Slice of Paradise
Slice Of Paradise
Home in Florida Keys
2 Beds • 2 Full Baths • Sleeps 6
Turtle Nest Estate
$1,429/night
Turtle Nest Estate
Rental in Florida Keys
4 Beds • 5 Full Baths • Sleeps 12
Common Area Entrance
$159/night
Colony Poolside
Cottage in Florida Keys
1 Bed • 1 Full Bath • Sleeps 4
Catherine House Key West
$350/night
Catherine House
Home in Florida Keys
2 Beds • 2 Full Baths • Sleeps 4
Spacious Living Area With Pool Table And Seating
Marlin Bay Resort & Marina 3822
Home in Florida Keys
3 Beds • 3 Full Baths • Sleeps 8
Balcony View Casa Atlantica One Bedroom Key West
$150/night
Casa Atlantica One Bedroom
Condo in Florida Keys
1 Bed • 1 Full Bath • Sleeps 2
Entrance
$171/night
Canal View Hideaway
Home in Florida Keys
2 Beds • 2 Full Baths • Sleeps 4
Newly renovated luxury home with heated/chilled private pool and much more.
$750/night
Villa Franchella
Home in Florida Keys
4 Beds • 3 Full Baths • Sleeps 8
The Reel House on Sombrero
$786/night
The Reel House On Sombrero
Home in Florida Keys
5 Beds • 5 Full Baths • Sleeps 12
Bogie Paradise
$6,000/month
Bogie Paradise
Home in Florida Keys
2 Beds • 2 Full Baths • Sleeps 6
Sea Stone
$480/night
Sea Stone
Home in Florida Keys
4 Beds • 4 Full Baths • Sleeps 8
Pool Deck
$557/night
Brand New Bayfront Beauty
Home in Florida Keys
3 Beds • 3 Full Baths • Sleeps 8
Spectacular Sunsets
$215/night
Spectacular Sunsets
Home in Florida Keys
3 Beds • 2 Full Baths • Sleeps 6
Overview
$260/night
Sunset Paradises
Home in Florida Keys
2 Beds • 2 Full Baths • Sleeps 4
Main Bedroom Balcony View Artist's Condo @ Duval Square Key West
$250/night
Artist Condo @ Duval Square #7
Condo in Florida Keys
2 Beds • 2 Full Baths • Sleeps 6
Aerial View Back of house
$214/night
Oceanside Spacious Ground Level
Home in Florida Keys
3 Beds • 2 Full Baths • Sleeps 8
La Isla Vita
$150/night
La Isla Vita
Home in Florida Keys
2 Beds • 2 Full Baths • Sleeps 5
Aerial views.
$180/night
Marlin Manor
Home in Florida Keys
2 Beds • 2 Full Baths • Sleeps 6
Back of House
$5,800/month
Keys Dream
Home in Florida Keys
2 Beds • 2 Full Baths • Sleeps 4
Seabreeze Cove
$3,200/week
Seabreeze Cove
Home in Florida Keys
3 Beds • 3 Full Baths • Sleeps 8
Back Patio at night
$300/night
Tropical Seclusion Pool Home
Home in Florida Keys
3 Beds • 2 Full Baths • Sleeps 6
[Description here]
$214/night
Treasure Island
Home in Florida Keys
3 Beds • 2 Full Baths • Sleeps 7
Marlin Bay Resort & Marina 3829
Marlin Bay Resort & Marina 3829
Home in Florida Keys
3 Beds • 3 Full Baths • Sleeps 6
House from the waterside
$571/night
Gulf Front Refuge
Home in Florida Keys
3 Beds • 2 Full Baths • Sleeps 8
Marathon Keys Estate
$1,427/night
Marathon Keys Estate
Villa in Florida Keys
4 Beds • 5 Full Baths • Sleeps 10
[Description here]
$400/night
Oceanside Oasis
Home in Florida Keys
4 Beds • 3 Full Baths • Sleeps 10
You have arrived!
$368/night
Serene Setting
Home in Florida Keys
3 Beds • 2 Full Baths • Sleeps 8
[Description here]
$293/night
FantaSea Escape
Duplex in Florida Keys
2 Beds • 2 Full Baths • Sleeps 5
Relax in your own private oceanfront tiki hut, complete with shaded seating and uninterrupted ocean
$850/night
Paradise Point
Home in Florida Keys
3 Beds • 3 Full Baths • Sleeps 8
Private pool at luxury Florida Keys vacation rental with sunset views over the water.
$500/night
Turtle Tides
Home in Florida Keys
4 Beds • 3 Full Baths • Sleeps 10
[Description here]
$336/night
10th Street Charm Pool Home
Home in Florida Keys
3 Beds • 2 Full Baths • Sleeps 8
Enjoy a serene walk along the beach, mere steps from your condo.
$170/night
Coastal Charm: Steps From The Beach, 2BR/2BA Condo, Pool View
Condo in Florida Keys
2 Beds • 2 Full Baths • Sleeps 4
Pool Deck and Marina
$1,599/night
Marlin Bay Resort & Marina 3819
Home in Florida Keys
4 Beds • 4 Full Baths • Sleeps 10