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1,000 Rentals In Florida Keys
United States
Florida
Monroe Area
Florida Keys
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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)
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(1)
Great White Heron National Wildlife Refuge
(1)
Boca Chica Key
(1)
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(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
P31 - 11785 5th Ave. Ocean
2
2.0
6
Marathon Florida Private vacation home
From $350 per night
(USD)
Complete Duplex on Gated Bayfront Property
4
4.0
12
Islamorada Florida Apartment
From $858 per night
(USD)
2nd Floor Duplex on Gated Bayfront Property
2
2.0
6
Islamorada Florida Apartment
From $429 per night
(USD)
Entire Compound on Gated Bayfront Property
6
6.0
18
Islamorada Florida Private vacation home
From $1287 per night
(USD)
Gated Estate Duplex on the Bay with dockage
2
2.0
7
Islamorada Florida Apartment
From $429 per night
(USD)
Dive Into Your Dream Vacation! Pool, Pet-friendly, Beachfront Location!
2
2.0
8
Islamorada Florida Villa
From $1021 per night
(USD)
Sunny Vacay! 2 Garden View Units w\/ Kitchenette, Outdoor Pool, Free Parking!
4
2.0
16
Islamorada Florida Villa
From $1595 per night
(USD)
Beach Adventure! Unit w\/ Kitchenette, Outdoor Pool, Free Parking!
2
1.0
8
Islamorada Florida Villa
From $797 per night
(USD)
Enjoyable Stay! Beachfront Location, With Full Kitchen, Free Parking, Pool!
6
2.0
12
Islamorada Florida Villa
From $1838 per night
(USD)
Spacious 3BR Unit w\/ Kitchen Perfect for Groups! w\/ Outdoor Pool, Pets Allowed!
3
1.0
8
Islamorada Florida Villa
From $1496 per night
(USD)
Excellent Choice! Pet-friendly Property, Pool, Free Parking Onsite!
1
1.0
6
Islamorada Florida Villa
From $373 per night
(USD)
Hassle-free Stay! Garden View, w\/ Kitchenette, Steps from the Beach!
1
1.0
4
Islamorada Florida Villa
From $368 per night
(USD)
Best Summer Choice! Unit with Full Kitchen, Beachfront, Outdoor Pool!
2
1.0
4
Islamorada Florida Villa
From $1165 per night
(USD)
Enjoy Relaxing Views! Ocean Front, Pets Allowed, Free Parking Onsite!
1
1.0
4
Islamorada Florida Villa
From $549 per night
(USD)
Excellent Choice for Families! Full Kitchen, Pool, Pet-friendly, Free Parking!
3
2.0
8
Islamorada Florida Villa
From $1406 per night
(USD)
Stunning Ocean View! Beachfront Property, w\/ Pool, Pet-friendly!
2
1.0
6
Islamorada Florida Villa
From $937 per night
(USD)
Shell House Luxury Villa in Key Largo with Resort Privileges
4
3.0
7
Key Largo Florida Private vacation home
From $1651 per night
(USD)
Coastal Oasis Luxury Villa in Key Largo with Resort Privileges
4
5.0
8
Key Largo Florida Private vacation home
From $1616 per night
(USD)
Sea-Esta Luxury Villa in Key Largo with Resort Privileges
3
3.0
7
Key Largo Florida Private vacation home
From $1538 per night
(USD)
Twilight Luxury Villa in Key Largo with Resort Privileges
4
5.0
8
Key Largo Florida Private vacation home
From $1411 per night
(USD)
Latitudes Luxury Villa in Key Largo with Resort Privileges
4
5.0
8
Key Largo Florida Private vacation home
From $1573 per night
(USD)
The Lookout Luxury Villa in Key Largo with Resort Privileges
4
5.0
8
Key Largo Florida Private vacation home
From $1721 per night
(USD)
Sea Haven Luxury Villa in Key Largo with Resort Privileges
4
5.0
8
Key Largo Florida Private vacation home
From $1443 per night
(USD)
Sandcastle Luxury Villa in Key Largo with Resort Privileges
4
5.0
9
Key Largo Florida Private vacation home
From $1562 per night
(USD)
Happy Tingler With Pool Tiki and 100 ft of Dockage Right Next to Sombrero Beach
4
2.0
10
Marathon Florida Private vacation home
From $534 per night
(USD)
Tropical Shores | Sublime resort-style retreat with 3 bed\/3.5 baths
3
4.0
6
Big Pine Key Florida Private vacation home
From $885 per night
(USD)
**MODERN MAJESTY @ THE ANNEX** Oceanside 3BR\/3.5BA Condo & Pool + LAST KEY SERVI
3
4.0
6
Key West Florida Condo
From $391 per night
(USD)
P08 - Beautiful 4 bedroom, 3 bathroom half Duplex in Key Colony with private...
4
3.0
8
Key Colony Beach Florida Private vacation home
From $413 per night
(USD)
Brand New '23 Canal Home - 3BR\/3BA, Sleeps 8, with Pool, 50' Dock, & Cabana Club
3
3.0
8
Key Colony Beach Florida Apartment
From $300 per night
(USD)
Bayside Condo with Pool and Dock
2
2.0
6
Key Largo Florida Condo
From $270 per night
(USD)
Impressive 4\/4 waterfront family\/pet friendly home in beautiful Duck Key FL.
4
4.0
10
Duck Key Florida Private vacation home
From $510 per night
(USD)
The Elizabeth #1 Suite | 1 Bed, 1 Bath
1
1.0
4
Key West Florida Condo
From $200 per night
(USD)
The Fleming #3 Suite | 1 Bed, 1 Bath
1
1.0
4
Key West Florida Condo
From $275 per night
(USD)
New Listing-Golf Course Charmer!
2
2.0
4
Key West Florida Private vacation home
From $235 per night
(USD)
Beautiful spacious completely remodeled townhouse in Key Largo
3
3.0
6
Key Largo Florida Private vacation home
From $250 per night
(USD)
Tropical Paradise in Marathon Key-minutes from Sombrero beach!
1
1.0
4
Marathon Florida Condo
From $200 per night
(USD)
Private & Haven-ly pool home on boating canal
3
3.0
9
Key West Florida Private vacation home
From $300 per night
(USD)
Southern Skies, Stylish Home in Old Town Key West
3
3.0
6
Key West Florida Private vacation home
From $315 per night
(USD)
4 Bed 5 Bath 75ftDock DeepWater Canal Private SaltWater Heated Pool Kayaks Bikes
4
5.0
10
Marathon Florida Private vacation home
From $881 per night
(USD)
Speakeasy Inn -Room 1B-1 Queen Bed
1
1.0
2
Key West Florida Apartment
From $289 per night
(USD)
Large Estate Modern Home on The Water with Great Views
4
3.0
8
Key Largo Florida Private vacation home
From $400 per night
(USD)
Largo Sound Casita Su
2
1.0
7
Key Largo Florida Private vacation home
From $367 per night
(USD)
Large Estate Modern Home on The Water with Great Views
4
3.0
8
Key Largo Florida Private vacation home
From $400 per night
(USD)
Starr's Suite - 2 person K Suite w\/Private Spa!
1
1.0
2
Key West Florida Apartment
From $459 per night
(USD)
**KESTRAL KOVE @ THE GOLF CLUB** Townhome w\/ Community Pool + LAST KEY SERVICES…
2
2.0
7
Key West Florida Private vacation home
From $175 per night
(USD)
Bumpa's Big House - Bring the Grandkids!
10
13.0
22
Marathon Florida Private vacation home
From $2036 per night
(USD)
FISHERMANS DREAM HOUSE
3
2.0
8
Big Pine Key Florida Private vacation home
From $300 per night
(USD)
Dolphin Retreat-3 bedroom 2 Bath Marathon Home w Private Pool & 60 foot Dock
3
2.0
8
Marathon Florida Private vacation home
From $300 per night
(USD)
Bimini Breeze in Cudjoe Key
2
1.0
6
Cudjoe Key Florida Private vacation home
From $275 per night
(USD)
The Speakeasy Inn - Room 1A (1 Queen Bed & 1 Single Bed)
1
1.0
3
Key West Florida Apartment
From $299 per night
(USD)
Room 2 (1 Queen Bed & Single Sleeper Sofa)
1
1.0
3
Key West Florida Apartment
From $299 per night
(USD)
Breezy Key West 1st-Floor Condo w\/ Community Pool!
2
2.0
4
Key West Florida Condo
From $155 per night
(USD)
HotTub Hideaway! PoolTable& More
2
1.0
6
Marathon Florida Private vacation home
Click For Pricing
Our Florida Keys \"Sea-Cove\"! Canal front, Boat dockage, Pool, Private!!
2
2.0
6
Summerland Key Florida Private vacation home
From $285 per night
(USD)
Paradise Palace 3\/3 Waterfront Pool Kayak 70' Dock
3
3.0
6
Key Largo Florida Private vacation home
Click For Pricing
Islamorada Townhome w\/ Pool & Beach Access!
2
2.0
7
Islamorada Florida Private vacation home
From $195 per night
(USD)
Sandy Beach Cove🏝️🏖️ Private Beach compound with dock and boat space to 28’feet
4
4.0
8
Islamorada Florida Private vacation home
From $821 per night
(USD)
Keys To The Kingdom! Private Oceanfront Retreat with Beach and Pool
3
3.0
6
Big Pine Key Florida Private vacation home
From $367 per night
(USD)
Radiant waterfront retreat with remarkable views, patio, tennis court, & grill
2
2.0
6
Islamorada Florida Private vacation home
From $164 per night
(USD)
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
2
2.0
6
Stock Island Florida House boat
From $299 per night
(USD)
Islamorada waterfront villa
2
2.0
6
Islamorada Florida Private vacation home
From $305 per night
(USD)
Waterfront Captain House with Boat Basin & Ramp!
3
2.0
8
Summerland Key Florida Private vacation home
From $690 per night
(USD)
Your Happy Place - gorgeous 2 bed 2 bath oceanfront suite with full kitchen
2
2.0
7
Tavernier Florida Condo
From $225 per night
(USD)
Seeking Paradise in the Keys? Dock for 35’ boat and pool & beach access included
3
2.0
7
Key Colony Beach Florida Private vacation home
From $350 per night
(USD)
**THE OSPREY'S NEST @ SUNRISE SUITES** Condo & Pool + LAST KEY SERVICES…
2
2.0
6
Key West Florida Condo
From $222 per night
(USD)
Brand New Luxury 5 Bedroom Oceanfront Home w\/Pool, 38' Boat Slip, Prime Location
5
5.0
12
Marathon Florida Private vacation home
From $637 per night
(USD)
Sunny Key Largo Home w\/ Golf Cart & Kayaks
4
4.0
8
Key Largo Florida Private vacation home
From $242 per night
(USD)
3BR Oasis, Key Largo - Central Paradise Location
3
3.0
10
Key Largo Florida Private vacation home
From $300 per night
(USD)
Lower Keys Home getaway
2
2.0
30
Ramrod Key Florida Private vacation home
From $250 per night
(USD)
P76 - 33 Kyle Way in Marathon
2
2.0
4
Marathon Florida Private vacation home
From $368 per night
(USD)
Islamorada Home on Canal with Private Beach Access\n\/ 4 bedroom 3 bath
4
3.0
11
Islamorada Florida Private vacation home
From $350 per night
(USD)
Cozy Corner 2A
2
2.0
4
Ramrod Key Florida Private vacation home
From $280 per night
(USD)
New! Windrose House by Brightwild | Pool
6
6.0
14
Key West Florida Private vacation home
From $955 per night
(USD)
RV by the Sea - Glamping in the Keys - Sleeps 6
2
1.0
4
Key Largo Florida Mobile home
From $103 per night
(USD)
Steps to the Ocean & Heated Pool
1
2.0
4
Marathon Florida Apartment
From $211 per night
(USD)
Gated Oceanfront Heated Pool
1
2.0
4
Marathon Florida Apartment
From $223 per night
(USD)
Oceanfront Getaway in Marathon!
1
2.0
4
Marathon Florida Apartment
From $199 per night
(USD)
Keys paradise
3
2.0
6
Islamorada Florida Private vacation home
From $225 per night
(USD)
Vista Del Mar ~ Private Pool Home with Open Ocean Views
3
3.0
8
Marathon Florida Private vacation home
From $530 per night
(USD)
Sunset Serenade - Sunset Key
2
3.0
6
Key West Key West Private vacation home
From $410 per night
(USD)
Coastal house in the Florida Keys with pool in a private area.
3
2.0
9
Key Largo Florida Private vacation home
From $339 per night
(USD)
BE AS YOU ARE - 3 Bedroom \/ 3 Bathroom - Mid Town KEY WEST w\/ POOL
3
3.0
6
Key West Florida Private vacation home
From $500 per night
(USD)
Discover Your Bliss. Your Tropical Waterfront Paradise Awaits!\"
2
2.0
4
Marathon Florida Private vacation home
From $200 per night
(USD)
Sunny FL keys home on a canal! Boaters paradise
2
2.0
8
Tavernier Florida Cottage
From $135 per night
(USD)
Waterfront charmer with plunge pool, covered patio, and bikes - dog-friendly
2
2.0
6
Key Largo Florida Private vacation home
From $153 per night
(USD)
Coconut Mallory Resort in Key West - 2 Bedroom Condo\/Marina\/Gumbos Bar & Grill
2
2.0
6
Key West Florida Condo
Click For Pricing
Fully updated Keys home with pool
4
4.0
10
Key Largo Florida Private vacation home
From $155 per night
(USD)
Exec Bay townhouse w\/heated pool, marina, beach
3
2.0
8
Islamorada Florida Private vacation home
From $163 per night
(USD)
Grand waterfront estate with 220’ dock, heated pool, & outdoor kitchen
5
5.0
10
Islamorada Florida Private vacation home
From $552 per night
(USD)
Canal-front home with private dock, hot tub, water views, kayaks, & deck
2
2.0
6
Key Largo Florida Private vacation home
From $350 per night
(USD)
Bayfront Paradise! Home right on the bay with EPIC unobstructed sunset views!
2
1.0
6
Key Largo Florida Mobile home
From $180 per night
(USD)
Islamorada Keys Waterfront .Pool Luxury Home
4
3.0
8
Tavernier Florida Private vacation home
From $773 per night
(USD)
Poolside tropical paradise in Key West! The Salty Conch
2
2.0
5
Key West Florida Private vacation home
From $166 per night
(USD)
Craig & Cindy Key West Truman Annex Shipyard Condo with balcony at Mile Marker 0
2
1.0
4
Key West Florida Condo
From $294 per night
(USD)
Barefoot Key - Key Largo, Florida
8
7.0
14
Key Largo Florida Private vacation home
From $3750 per night
(USD)
The Villa by the Bay Unit #2
4
4.0
9
Islamorada Florida Private vacation home
From $934 per night
(USD)
Kampground Paradise w\/ Kayaks, Heated Pool, Marina!
1
1.0
4
Key Largo Florida Cottage
From $183 per night
(USD)
Beautiful vacation home by the ocean to have fun with family and friends.
4
3.0
8
Key Largo Florida Private vacation home
From $295 per night
(USD)
Our Piece of Paradise-
3
3.0
6
Key West Florida Private vacation home
From $375 per night
(USD)
P36 - Charming and immaculate 2 Bedroom, 2 bathroom stilted, half duplex with...
2
2.0
6
Key Colony Beach Florida Private vacation home
From $250 per night
(USD)
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