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1,000 Rentals In Florida Keys
United States
Florida
Monroe Area
Florida Keys
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Sub Areas
Key West
(103)
Key West
(102)
Marathon
(38)
Key West National Wildlife Refuge
(34)
Fleming Key
(26)
Key Colony Beach
(15)
Curry Hammock State Park
(14)
Key Largo
(8)
Stock Island
(7)
Islamorada
(3)
National Key Deer Refuge
(2)
Summerland Key
(1)
Lake Surprise
(1)
Great White Heron National Wildlife Refuge
(1)
Boca Chica Key
(1)
Big Pine Key
(1)
Guests
Guests
1
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Price
Per Night:
Amenities
Pool
Internet
Washer
Fishing
FirePlace
Wheelchair Access
Non Smoking
Yard
TV
Balcony
Patio
Parking
AC
Microwave
No Pets
Jacuzzi
Pet Allowed
Dishwasher
Kitchen
Sauna
Crib
Smoking Allowed
Grill
Comfortable Home with Private Pool, Central AC, WiFi, and Private Washer\/Dryer
3
2.0
6
Key West Florida Private vacation home
From $235 per night
(USD)
Waterfront Home with 33-Ft. Dock and Cabana Club Membership with Beach and Pool
3
3.0
8
Key Colony Beach Florida Private vacation home
From $237 per night
(USD)
Waterfront home with private dock, canal views, large terrace & modern kitchen
3
2.0
8
Key Largo Florida Private vacation home
From $176 per night
(USD)
Two Master Suites! 35' Boat Dockage! Outdoor Living Space & Summer Kitchen!
3
3.0
6
Marathon Florida Private vacation home
From $600 per night
(USD)
W04 - 209 Sombrero Beach Rd.
4
3.0
8
Marathon Florida Private vacation home
From $467 per night
(USD)
Keys Cottage with Beach and Dockage! Bayfront Property!
2
2.0
6
Key Largo Florida Private vacation home
From $350 per night
(USD)
KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts
1
1.0
4
key colony Beach Florida Private vacation home
From $147 per night
(USD)
Heart of Old Town; 2 Bicycles, Grill, High Speed WiFi, 1st Floor, Pool!
2
1.0
4
Key West fl Condo
From $275 per night
(USD)
Waterfront Cottage - Beach and Dockage! Open Water Views!
2
1.0
6
Key Largo Florida Cottage
From $350 per night
(USD)
\"Your own private resort\" - Mockingbird Pointe - Waterfront, pool and dockage
2
2.0
6
Marathon Florida Private vacation home
From $371 per night
(USD)
Nader's Vacation Home
3
2.0
8
Little Torch Key Florida Private vacation home
From $200 per night
(USD)
P64 - Spacious 3 bedroom duplex in Key Colony with dockage and Cabana Club...
3
2.0
8
Key Colony Beach Florida Private vacation home
From $321 per night
(USD)
Great Rates! Remodeled Cozy Waterfront Mobile Home In Key Largo
2
1.0
4
Key Largo Florida Private vacation home
From $95 per night
(USD)
Waterfront 80' heated pool hottub Gorgeous views 20 mins to Key West & Marathon
2
2.0
6
Cudjoe Key Florida Private vacation home
From $225 per night
(USD)
A Taste Of Vitamin Sea 4bed\/3bath updated single family with pool, dockage &
4
3.0
10
Key Colony Beach Florida Private vacation home
From $634 per night
(USD)
Manatee Bay , Pool table, Jacuzzi, Pool, Kayaks, REDUCED RATES AVAIL NOW<br>
4
5.0
8
Marathon Florida Private vacation home
From $300 per night
(USD)
Elegant Home with Beach & Dockage! Spectacular Sunsets!
4
3.0
12
Key Largo Florida Private vacation home
From $700 per night
(USD)
MAJESTIC PARADISE @ Truman Annex - Heart of Old Town, Key West
2
1.0
5
Key West Florida Condo
From $310 per night
(USD)
~DREAMING ON DUVAL~ Grand 5 bedroom, 4.5 bath home with private pool\/parking
5
5.0
10
Key West Florida Private vacation home
From $1948 per night
(USD)
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach
2
2.0
6
Marathon Florida Private vacation home
From $517 per night
(USD)
3BR\/3BA Sunset Cottage located at The Villages of Hawks Cay
3
3.0
8
Duck Key Florida Cottage
From $527 per night
(USD)
Henry's Penthouse on the Ocean in Key West (weekly \/ nightly rentals)
2
2.0
5
Key West Florida Condo
From $460 per night
(USD)
**OLD TOWN OASIS @ THE ANNEX** Oceanside 2BR\/2BA Condo & Pool + LAST KEY SERVICE
2
2.0
6
Key West Florida Condo
From $590 per night
(USD)
Key Largo! Luxurious 2BR\/2BA! Amazing Pool and Large Pool!
2
2.0
6
Tavernier Florida Condo
From $242 per night
(USD)
Spectacular Open-Water Sunset Views with Boat Slip & Trailer Parking.
2
1.0
6
Layton Florida Apartment
From $311 per night
(USD)
Canal-front home remodeled for HGTV with private swimming pool
3
2.0
6
Marathon Florida Private vacation home
From $321 per night
(USD)
Craig & Cindy Key West Truman Annex Shipyard Condo with a deck at Mile Marker 0!
2
1.0
4
Key West Florida Condo
From $287 per night
(USD)
Craig & Cindy Truman Annex Foundry Townhouse 2 bedrooms 2.5 baths
2
3.0
6
Key West Florida Private vacation home
From $401 per night
(USD)
Waterfront Duck Key Villa
3
3.0
8
Marathon Florida Villa
From $499 per night
(USD)
Vacation like a local
3
2.0
8
Summerland Key Florida Private vacation home
From $210 per night
(USD)
COCONUT Adorable cottage in Old Town
1.0
4
Key West Florida Private vacation home
From $329 per night
(USD)
Ocean Shores Lux-Key Largo
3
2.0
8
Key Largo Florida Private vacation home
From $199 per night
(USD)
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
2
1.0
4
Cudjoe Key Florida Cottage
From $235 per night
(USD)
Tiki Bar,Heated Pool,Pri Spa, kayaks,SUP’s,Bikes,BBQ,Fire ring, outside TV, more
2
1.0
5
Islamorada Florida Private vacation home
From $575 per night
(USD)
Dog-Friendly Canalfront Home with Dock, Central AC, Fast WiFi, & Washer\/Dryer
3
2.0
6
Marathon Florida Private vacation home
From $502 per night
(USD)
Snowbird-Friendly Home with Central AC, High-Speed WiFi, and Washer\/Dryer!
3
2.0
6
Key Largo Florida Private vacation home
From $96 per night
(USD)
**COASTLINE COMFORT @ COCONUT MALLORY** Condo + LAST KEY SERVICES…
2
2.0
6
Key West Florida Condo
From $313 per night
(USD)
**SET SAIL @ COCONUT MALLORY** Condo + LAST KEY SERVICES…
2
2.0
6
Key West Florida Condo
From $291 per night
(USD)
Cozy studio cottage in Old Town Key West
1
1.0
4
Key West Florida Cottage
From $200 per night
(USD)
Sun of a Beach: Luxurious 7-Bedroom Split-Level Home with private pool, hot tub
7
5.0
16
Marathon Florida Private vacation home
From $692 per night
(USD)
Work remote, or not at all, in paradise at this cozy, beachy condo!
2
2.0
6
Tavernier Fl Condo
From $204 per night
(USD)
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
2
1.0
4
Cudjoe Key Florida Cottage
From $246 per night
(USD)
Conspicuous bliss...136 Mariners Club
3
3.0
8
Key Largo Florida Condo
From $760 per night
(USD)
Heart of Key West - 2BR Waterfront at the Galleon Resort
2
2.0
6
Key West Florida Condo
From $709 per night
(USD)
Little Casita: Key West Monthly rental Close to Duval - RealKeyWest
1
1.0
2
Key West Florida Apartment
From $128 per night
(USD)
610 Mariners Club - Budget friendly 1-bedroom!
1
1.0
4
Key Largo Florida Condo
From $284 per night
(USD)
Canal-front Keys escape with amazing view, boat access, firepit, gril, AC, & W\/D
2
1.0
6
Little Torch Key Florida Private vacation home
From $162 per night
(USD)
Waterfront escape with dock, furnished deck & patio, grill & central AC
2
2.0
4
Marathon Florida Private vacation home
From $326 per night
(USD)
Welcome to the Shady Palms - Private Pool - RealKeyWest
2
3.0
6
Key West Florida Private vacation home
From $311 per night
(USD)
Ocean view home with pool, hot tub and 40 ft dock for boats
3
3.0
10
Key Colony Beach Florida Private vacation home
From $797 per night
(USD)
Old Town Getaway
1
1.0
4
Key West Florida Private vacation home
From $155 per night
(USD)
Perfect Location to Key West Action! Garden View, Pool, Bike Rental!
1
1.0
2
Key West Florida Guest house
From $583 per night
(USD)
Wonderful Stay, Amazing Location! 3 Pools, Bar, Pets Allowed!
1
1.0
2
Key West Florida Guest house
From $485 per night
(USD)
**ENVY OF THE ISLAND @ OLD TOWN** Pristine Home & Pool + LAST KEY SERVICES...
5
7.0
10
Key West Florida Private vacation home
From $508 per night
(USD)
Amazing Stay, Great Location! Bike Rental, Pools, Onsite Bar
1
1.0
2
Key West Florida Guest house
From $552 per night
(USD)
Luxurious Vacation! Pools, Tiki Bar, Bike Rental
1
1.0
2
Key West Florida Guest house
From $662 per night
(USD)
Doc`s Holiday 2bed\/2bath half duplex with Cabana Club
2
2.0
4
Key Colony Florida Private vacation home
From $223 per night
(USD)
Ground-level getaway with free WiFi, private deck, & shared outdoor pool
1
1.0
2
Key West Florida Condo
From $141 per night
(USD)
Oceanfront! Oceanfront! Oceanfront!
2
2.0
4
Tavernier Florida Condo
From $325 per night
(USD)
Hyatt Windward Pointe, Key West, Fl. - 2 Bedroom Unit - 1064 sq\/ft
2
2.0
6
Key West Florida Condo
Click For Pricing
Play & Stay - Marina Front 2br Condo with Picturesque Views!
2
2.0
6
Tavernier Florida Condo
From $259 per night
(USD)
SOUTHERNMOST SWIM AND SOCIAL CLUB
3
2.0
6
Key West Florida Private vacation home
From $400 per night
(USD)
Angler`s Paradise 2bed\/2bath updated half duplex brand new pool & dockage
2
2.0
6
Marathon Florida Private vacation home
From $446 per night
(USD)
Florida Keys...the island life! 410 Mariners Club Key Largo
3
3.0
6
Key Largo Florida Condo
From $742 per night
(USD)
Fun In The Sun 3 Bedroom House FREE Boat Ramp & Dockage!
3
2.0
6
Key Largo Florida Private vacation home
From $185 per night
(USD)
Treasure Cove- 2BDR\/2.5BA | 2 Bed, 2.5 Bath
2
3.0
6
Key West Florida Private vacation home
From $407 per night
(USD)
Penthouse view - Futura Yacht Club #604
3
2.0
5
Tavernier Florida Condo
From $209 per night
(USD)
Rarely Available! Quiet Lane in the Heart of Old Town, Sleeps 4 + 🐶🐾
2
2.0
6
Key West Florida Private vacation home
From $180 per night
(USD)
Luxury cottage in the heart of paradise
2
1.0
6
Key Largo Florida Cottage
From $264 per night
(USD)
LUXURY VACATION RENTAL CONDO KEY LARGO TOP AMENITIES & VALUE in the FLORIDA KEYS
2
2.0
4
Key Largo Florida Condo
From $217 per night
(USD)
Blue Vacation Home with private heated pool.
4
2.0
8
Cudjoe Key Florida Private vacation home
From $410 per night
(USD)
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
2
2.0
4
key Colony Beach Florida Condo
From $269 per night
(USD)
Waterfront luxury Villa (54) with sunset views and boat slip
3
3.0
8
Marathon Florida Private vacation home
From $460 per night
(USD)
Waterfront luxury Villa (43) with spectacular sunset views and boat slip
3
3.0
8
Marathon Florida Private vacation home
From $317 per night
(USD)
ISLAND TIME - 5 Bed\/3 Bath OldTown Complex - MONTHLY - Private pool
5
3.0
12
Key West Florida Private vacation home
From $669 per night
(USD)
Beautiful Waterfront Gulf of Mexico Great location.
4
2.0
10
Marathon Florida Private vacation home
From $736 per night
(USD)
A great place to relax, fish, or even work from. 2\/2 , 66 ft
2
2.0
7
Tavernier Florida Private vacation home
Click For Pricing
White Vacation Home. Private heated pool, and great view of the Atlantic Ocean.
4
4.0
8
Cudjoe Key Florida Private vacation home
From $585 per night
(USD)
TROPICAL PROPERTIES VACATION RENTAL - KEY WEST
3
2.0
8
Key West Florida Private vacation home
From $311 per night
(USD)
Yellow Vacation Home. Private heated pool. Water view.
3
2.0
6
Cudjoe Key Florida Private vacation home
From $300 per night
(USD)
LAMLA's Key Largo's Paradise
1
1.0
5
Key Largo Florida Mobile home
From $223 per night
(USD)
Tropical Jewel: Historic Seaport Oldtown - 2BR\/2BA - Pool - RealKeyWest
2
2.0
6
Key West Florida Cottage
From $228 per night
(USD)
Waterfront luxury Villa (34) with sunset views and boat slip
3
3.0
6
Marathon Florida Private vacation home
From $366 per night
(USD)
Sea-Esta! 2\/2 condo, Beach\/Pool, Key Colony Beach!
2
2.0
4
Key Colony Beach Florida Condo
From $200 per night
(USD)
Lazy Tortuga 2bed\/2bath updated half duplex with Cabana Club & dockage
2
2.0
4
Key Colony Florida Private vacation home
From $244 per night
(USD)
MAJESTIC PARADISE II Luxury living in Truman Annex. Downtown, pool, 2 blks
2
3.0
6
Key West Florida Private vacation home
From $400 per night
(USD)
COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property
2
3.0
6
Marathon Florida Private vacation home
From $221 per night
(USD)
3 BEDROOM 3 BATHROOM ISLAND TOWN HOME (ENTIRE HOME)
3
3.0
6
Layton Florida Private vacation home
From $799 per night
(USD)
2 story condo with panoramic bay views and balconies!
2
3.0
6
Marathon Florida Condo
From $350 per night
(USD)
BRAND NEW! KEYS BEACH RETREAT! CAPTIVATING WATERVIEW VILLA! WIFI! FREE GOLF CART
3
3.0
8
Key Largo Florida Private vacation home
From $505 per night
(USD)
Pirate Point, Stunning 5BR, 5BA Home with pool, tiki, doc
5
5.0
10
Marathon Florida Private vacation home
From $1200 per night
(USD)
Sirena Key Cottage in Venture Out
2
2.0
6
Cudjoe Key Florida Condo
From $255 per night
(USD)
Another Day in Paradise- Best Waterfront\/Pool View. Boat Slip option
2
2.0
5
Key Largo Florida Condo
From $245 per night
(USD)
**JASMINE JEWEL @ THE ANNEX** Lush Private Home & Pool + LAST KEY SERVICES…
2
3.0
6
Key West Florida Private vacation home
From $984 per night
(USD)
Marina Front villa family friendly
3
2.0
6
Marathon Florida Private vacation home
From $400 per night
(USD)
Villa 5087 on Duck Key BOAT SLIP available
2
3.0
6
Duck Key Florida Villa
From $279 per night
(USD)
Kelly's Kabin - Adorable Private Summerland Key Cottage
1
1.0
5
Summerland Key Florida Private vacation home
From $225 per night
(USD)
Key Colony Beach 3\/3 Townhouse - Ocean View
3
3.0
6
Key Colony Beach Florida Private vacation home
Click For Pricing
Paradise in Beautiful Key Largo!! Amazing Views!!
2
2.0
6
Key Largo Florida Private vacation home
From $298 per night
(USD)
Tropical Getaway! 3 Pools, Bike Rental, Pets Allowed!
1
1.0
2
Key West Florida Private vacation home
From $459 per night
(USD)
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