Florida Keys, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Florida Keys, Florida on RentalSaver.com!

Florida Keys Rentals

From $589 per night (USD)
VRBO
Ocean Paradise Point 12
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Be the first to stay in this brand-new single-family home! While the community's pool, hot tub, and other exciting ameni ...
From $589 per night (USD)
VRBO
From $1099 per night (USD)
Expedia
Atlantis House Suites
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled within the serene enclave of the Atlantis House Compound, the Palm and Banyan Suites offer a tropical oasis for ...
From $1099 per night (USD)
Expedia
From $842 per night (USD)
VRBO
Coco's Poolside Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Coco's Poolside Retreat is a 3-story Key West vacation rental townhouse situated in a one-of-a-kind private tropical poo ...
From $842 per night (USD)
VRBO
From $2319 per night (USD)
Expedia
The Flower Power House - Boho Beautiful
Bedrooms:
4
Bathrooms:
6
Sleeps:
13
Boho beautiful, the free-spirited presence of the Key West Flower Power House vacation rental, has much more in common w ...
From $2319 per night (USD)
Expedia
$Paradise Palms ~ Luxury Coastal Oasis w\/ Private Dock, Heated Pool, and Stunning$
From $806 per night (USD)
VRBO
Paradise Palms ~ Luxury Coastal Oasis w\/ Private Dock, Heated Pool, and Stunning
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Paradise Palms Discover your coastal paradise in this brand-new luxury home with stunning open water views, a private ...
From $806 per night (USD)
VRBO
From $5538 per night (USD)
Expedia
**CASSIE’S PARADISE @ SUGARLOAF SHORES** Waterfront Mansion & Pool + LAST KEY SE
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
The vacation opportunity of a lifetime awaits at CASSIE’S PARADISE. A secluded oceanfront experience, this breathtaking ...
From $5538 per night (USD)
Expedia
$VIRGINIA VISTA - Steps from Duval, 2B\/R, 2 Bath Retreat with Pool & Large Porch$
From $338 per night (USD)
VRBO
VIRGINIA VISTA - Steps from Duval, 2B\/R, 2 Bath Retreat with Pool & Large Porch
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just a few houses off Duval on Virginia Street, VIRGINIA VISTA occupies the upper level of an almost 100-year-old home i ...
From $338 per night (USD)
VRBO
$VIRGINIA VERANDA, Stylish Old Town 2 B\/R, 2Bath, with Pool, Steps from Duval$
From $342 per night (USD)
Expedia
VIRGINIA VERANDA, Stylish Old Town 2 B\/R, 2Bath, with Pool, Steps from Duval
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just a few houses off Duval, this wonderful 2 Bedroom, 2 Bath retreat occupies the ground level of an almost 100-year-ol ...
From $342 per night (USD)
Expedia
From $176 per night (USD)
VRBO
Boater's Paradise. Special rates for repeat customers and extended stays !!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Want to make a special arrangement? If you are a repeat customer, please contact me for special rates ! This tropical g ...
From $176 per night (USD)
VRBO
$A Luxury 5 Bedroom property\/Gorgeous bay views\/ Outdoor living and boat dockage in the heart of Marathon FL$
From $1275 per night (USD)
Expedia
A Luxury 5 Bedroom property\/Gorgeous bay views\/ Outdoor living and boat dockage in the heart of Marathon FL
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
This stunning 5-bedroom, 4.5-bathroom oasis offers the ideal blend of luxury, comfort, and outdoor fun. The main house f ...
From $1275 per night (USD)
Expedia
$4 bed 2 bath\/Canal front\/Dockage\/ Port Largo$
From $392 per night (USD)
VRBO
4 bed 2 bath\/Canal front\/Dockage\/ Port Largo
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to your dream getaway in the heart of Key Largo! This beautifully renovated 4-bedroom, 2-bathroom home offers a ...
From $392 per night (USD)
VRBO
$Big Pine Paradise: Beautiful Updated 4BR Canal Front Home, Pool, Dockage, Easy Gulf\/Atlantic Access$
From $471 per night (USD)
Expedia
Big Pine Paradise: Beautiful Updated 4BR Canal Front Home, Pool, Dockage, Easy Gulf\/Atlantic Access
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Big Pine Paradise, a beautifully updated 4-bedroom canal front home located in the peaceful Doctor's Arm area ...
From $471 per night (USD)
Expedia
From $385 per night (USD)
VRBO
Garden of Roses | Private Hot Tub, Prime Key West Location! - Monthly Rental
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Garden of Roses | Private Hot Tub, Prime Key West Location! Experience the essence of Key West living at Garden of Rose ...
From $385 per night (USD)
VRBO
From $873 per night (USD)
Expedia
Casa Cayo: 4 bedroom home with pool and dockage
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to Casa Cayo, a luxurious vacation rental in Coco Plum! The home includes two identical master suites, both wit ...
From $873 per night (USD)
Expedia
From $276 per night (USD)
VRBO
Cabana at the Golf Club-Monthly Rental Charming 2-Bedroom Golf Course Retreat
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Charming 2-Bedroom Retreat with Golf Course Views | Key West Golf Club Community Nestled in the picturesque Key West Go ...
From $276 per night (USD)
VRBO
From $806 per night (USD)
Expedia
Ritaville | New! Waterfront Paradise with Private Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Ritaville | New! Waterfront Paradise with Private Pool Experience a serene retreat at Ritaville, a stunning waterfront ...
From $806 per night (USD)
Expedia
From $263 per night (USD)
VRBO
Key West vibes, 2-bedroom townhome with AC, WiFi in marvelous Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in Key West, this delightful townhome boasts 2 bedrooms with a king bed and a full bed, perfect for a small grou ...
From $263 per night (USD)
VRBO
From $585 per night (USD)
Expedia
Unit 188 - 315 East Ocean Dr.
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Charming 3 bedroom, 3 bathroom duplex with 25 ft of boat dockage. Across the street from the Cabana Club and Havana Jack ...
From $585 per night (USD)
Expedia
From $283 per night (USD)
VRBO
Paradise away from home.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This spacious paradise features a large living area with windows that flood the space with natural light, while the kitc ...
From $283 per night (USD)
VRBO
From $395 per night (USD)
Expedia
Gone Coastal @ Ocean Pointe
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Experience the ultimate island getaway, complete with all the fun and relaxing resort amenities you could ever ...
From $395 per night (USD)
Expedia
From $968 per night (USD)
VRBO
Wander Islamorada Shores
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Wander Islamorada Shores is a stunning coastal escape with 180-degree Atlantic views. This home features four-bedroom en ...
From $968 per night (USD)
VRBO
$Cozy home with water access, private pool, dock, wifi, central a\/c, balcony$
From $614 per night (USD)
Expedia
Cozy home with water access, private pool, dock, wifi, central a\/c, balcony
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Coco Plum Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $614 per night (USD)
Expedia
From $319 per night (USD)
VRBO
Gypsyginny's Hideaway in downtown Key West
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Set in the heart of Key West's vibrant Meadows district, this delightful 3-bedroom vacation rental on iconic White Stree ...
From $319 per night (USD)
VRBO
From $919 per night (USD)
Expedia
Waterfront 5 Bedroom Mansion with Pool&Dock
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Escape to a luxurious waterfront oasis located at Key Haven, just a stone's throw from Key West. Nring your boat up to 4 ...
From $919 per night (USD)
Expedia
From $309 per night (USD)
VRBO
Hyatt Windward Pointe, 2 bedroom Waterfront Condo, 2 Night Stay in December
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Whether you choose to spend your days simply relaxing by the infinity pool or setting off on a dive adventure, Key West ...
From $309 per night (USD)
VRBO
From $360 per night (USD)
Expedia
Charming 2-bedroom house with WiFi, AC in delightful Key Largo
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Located in Key Largo, this charming house features 2 queen bedrooms, each equipped with a hair dryer for your convenienc ...
From $360 per night (USD)
Expedia
From $299 per night (USD)
VRBO
A slice of paradise in the Florida Keys
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
About this space As seen on My Tiny Home (reality tv) this is the pefect getaway for a romantic night in Key West. The s ...
From $299 per night (USD)
VRBO
From $557 per night (USD)
Expedia
Palm Isle: Tropical 2nd-Floor Unit, Shared Pool, Private Spa, Pet-Friendly, Near Duval St & Beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Palm Isle, a tropical 2nd-floor condo in the charming Meadows area of Key West. Relax on your private front p ...
From $557 per night (USD)
Expedia
From $841 per night (USD)
VRBO
Ocean Paradise Point 10
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Be the first to stay in this brand-new single-family home! While the community's pool, hot tub, and other exciting ameni ...
From $841 per night (USD)
VRBO
$Magnificent Ocean views at Seagulls w\/Heated pool, beach$
From $209 per night (USD)
Expedia
Magnificent Ocean views at Seagulls w\/Heated pool, beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Beautiful ocean views, spacious interior, and recent renovations of the condo make it the perfect place for a Florida Ke ...
From $209 per night (USD)
Expedia
From $632 per night (USD)
VRBO
Kingfish Keep | Lively Escape on Duval! Balcony!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Kingfish Keep | Lively Escape on Duval! Balcony! Kingfish Keep is the perfect escape in the heart of the historic distr ...
From $632 per night (USD)
VRBO
From $573 per night (USD)
Expedia
Yellowfin Ledge | Inviting Getaway On Duval! Balcony!
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Yellowfin Ledge | Inviting Getaway On Duval! Balcony! Yellowfin Ledge is the ideal choice for your Key West adventure! ...
From $573 per night (USD)
Expedia
$Ultimate Beach Relaxation: Resort w\/ Marina and Outdoor Pool | Free Parking$
From $642 per night (USD)
VRBO
Ultimate Beach Relaxation: Resort w\/ Marina and Outdoor Pool | Free Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover Islamorada's charms: explore the nearby Indian Key Historic Park and don't miss the stunning Theater of the Sea ...
From $642 per night (USD)
VRBO
From $482 per night (USD)
Expedia
Wahoo Way | Charming Hideaway On Duval Street!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Wahoo Way | Charming Hideaway On Duval Street! Escape to Wahoo Way for an unforgettable couple’s retreat in Key West! T ...
From $482 per night (USD)
Expedia
From $1740 per night (USD)
VRBO
Pescado Penthouse | Vibrant Retreat Overlooking Duval Street!
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Pescado Penthouse | Vibrant Retreat Overlooking Duval Street! Pescado Penthouse is the ultimate getaway for families or ...
From $1740 per night (USD)
VRBO
From $710 per night (USD)
VRBO
Beachfront Room with Private Access & Breathtaking Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover Islamorada's charms: explore the nearby Indian Key Historic Park and don't miss the stunning Theater of the Sea ...
From $710 per night (USD)
VRBO
From $710 per night (USD)
VRBO
Waterfront Retreat Perfect Romantic Couple Getaway | Free Parking and Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover Islamorada's charms: explore the nearby Indian Key Historic Park and don't miss the stunning Theater of the Sea ...
From $710 per night (USD)
VRBO
From $894 per night (USD)
Expedia
Waterfront Resort, New Year’s Eve, 7 Nights, Sleeps 6, Pool, Hot Tub, Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Have I mentioned that this listing is for celebrating New Year’s Eve in sunny Key West, FL? You will be staying at the H ...
From $894 per night (USD)
Expedia
$Island Getaway: Relaxing Room w\/ Balcony Steps to Sandy Beach$
From $676 per night (USD)
VRBO
Island Getaway: Relaxing Room w\/ Balcony Steps to Sandy Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover Islamorada's charms: explore the nearby Indian Key Historic Park and don't miss the stunning Theater of the Sea ...
From $676 per night (USD)
VRBO
$4 Family-friendly Rooms w\/ Balcony | Refreshing Outdoor Pool & Free Parking$
From $2555 per night (USD)
VRBO
4 Family-friendly Rooms w\/ Balcony | Refreshing Outdoor Pool & Free Parking
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Discover Islamorada's charms: explore the nearby Indian Key Historic Park and don't miss the stunning Theater of the Sea ...
From $2555 per night (USD)
VRBO
From $1916 per night (USD)
VRBO
Beachside Solace: Room for Your Perfect Vacation | 3 Family Ready Stays
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Discover Islamorada's charms: explore the nearby Indian Key Historic Park and don't miss the stunning Theater of the Sea ...
From $1916 per night (USD)
VRBO
$Beachfront Stay Perfect for Island Couple Retreat | Suite w\/ Balcony$
From $949 per night (USD)
VRBO
Beachfront Stay Perfect for Island Couple Retreat | Suite w\/ Balcony
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Discover Islamorada's charms: explore the nearby Indian Key Historic Park and don't miss the stunning Theater of the Sea ...
From $949 per night (USD)
VRBO
$Family Beach Getaway | 3 Relaxing Rooms w\/ Balcony | Free Parking$
From $2118 per night (USD)
VRBO
Family Beach Getaway | 3 Relaxing Rooms w\/ Balcony | Free Parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Discover Islamorada's charms: explore the nearby Indian Key Historic Park and don't miss the stunning Theater of the Sea ...
From $2118 per night (USD)
VRBO
$Beachfront Retreat in the Heart of Islamorado | Spacious Room w\/ Balcony$
From $874 per night (USD)
VRBO
Beachfront Retreat in the Heart of Islamorado | Spacious Room w\/ Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover Islamorada's charms: explore the nearby Indian Key Historic Park and don't miss the stunning Theater of the Sea ...
From $874 per night (USD)
VRBO
$4 Scenic Marina View Rooms w\/ Balcony | Refreshing Outdoor Pool & Free Parking$
From $2824 per night (USD)
VRBO
4 Scenic Marina View Rooms w\/ Balcony | Refreshing Outdoor Pool & Free Parking
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Discover Islamorada's charms: explore the nearby Indian Key Historic Park and don't miss the stunning Theater of the Sea ...
From $2824 per night (USD)
VRBO
From $1278 per night (USD)
VRBO
Beach Getaway: Room with Access to Pristine Sands | 2 Relaxing Rooms
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Discover Islamorada's charms: explore the nearby Indian Key Historic Park and don't miss the stunning Theater of the Sea ...
From $1278 per night (USD)
VRBO
$Breathtaking Marina View Room w\/ Balcony | 2 Family Ready Rooms w\/ Pool Access$
From $1412 per night (USD)
VRBO
Breathtaking Marina View Room w\/ Balcony | 2 Family Ready Rooms w\/ Pool Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Discover Islamorada's charms: explore the nearby Indian Key Historic Park and don't miss the stunning Theater of the Sea ...
From $1412 per night (USD)
VRBO
From $744 per night (USD)
VRBO
Marina Room with Direct Beach Access | Islamorado Ultimate Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover Islamorada's charms: explore the nearby Indian Key Historic Park and don't miss the stunning Theater of the Sea ...
From $744 per night (USD)
VRBO
$Duval Hideaway | Dog-Friendly Home w\/ Shared Hot Tub, Patio & Prime Location$
From $749 per night (USD)
VRBO
Duval Hideaway | Dog-Friendly Home w\/ Shared Hot Tub, Patio & Prime Location
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Duval Hideaway | Dog-Friendly Home with Shared Hot Tub, Patio & Prime Location Duval Hideaway is the perfect home base ...
From $749 per night (USD)
VRBO
$Duval Street Retreat | Dog-Friendly Home w\/ Hot Tub, Patio, & Parking$
From $800 per night (USD)
Expedia
Duval Street Retreat | Dog-Friendly Home w\/ Hot Tub, Patio, & Parking
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Duval Street Retreat | Dog-Friendly Home with Hot Tub, WiFi, & Private Parking Duval Street Retreat is your ideal Key W ...
From $800 per night (USD)
Expedia
From $2242 per night (USD)
VRBO
Meadows Manor | Elegant Oasis with Private Pool & Parking! Monthly Rental
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Meadows Manor | Elegant Oasis with Private Pool & Parking Discover the perfect blend of luxury and tranquility at the M ...
From $2242 per night (USD)
VRBO
From $197 per night (USD)
Expedia
Salt Pond Hideaway | Comfortable Condo with Pool, Hot Tub, Close to Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Salt Pond Hideaway | Comfortable Condo with Pool, Hot Tub, and Close to Beach! Salt Pond Hideaway is your ideal retreat ...
From $197 per night (USD)
Expedia
From $1571 per night (USD)
VRBO
Southernmost Retreat | On Duval! With Hot Tub, Patio, & Private Parking
Bedrooms:
2
Bathrooms:
6
Sleeps:
12
Southernmost Retreat | Two Dog-Friendly Homes with Hot Tubs, WiFi, & Private Parking Southernmost Retreat is the perfec ...
From $1571 per night (USD)
VRBO
From $162 per night (USD)
Expedia
Cozy 2BR Retreat with Hot Tub!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your ideal living space! This beautifully furnished upstairs unit boasts a clean and open living area, perfec ...
From $162 per night (USD)
Expedia
From $578 per night (USD)
VRBO
Endless Sunsets in Key Largo
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Enjoy a peaceful stay at this 4-bedroom house in Key Largo. The property is perfect for guests looking for a welcoming r ...
From $578 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Winter Escape, Modern 3-bedroom plus Loft, Heated Pool, Beach, Fishing Pier
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy a warm winter in the Florida Keys at this beautifully furnished 3-bedroom, 2.5 bathroom townhouse with bonus loft ...
From $234 per night (USD)
Expedia
From $963 per night (USD)
VRBO
Paradise Point 11- Brand new 3 bed 3 bath Oceanfront home with a rooftop balcony
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Be the first to stay in this brand-new single-family home! The community's pool, hot tub, and other exciting amenities a ...
From $963 per night (USD)
VRBO
From $351 per night (USD)
Expedia
Key West Retreat! 3-bedroom house in fabulous Key West with AC, WiFi.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Located in Key West, this gorgeous house boasts 3 bedrooms - one with a king bed, one with a queen bed, and one with a t ...
From $351 per night (USD)
Expedia
$Comfortable Home with Private Pool, Central AC, WiFi, and Private Washer\/Dryer$
From $533 per night (USD)
VRBO
Comfortable Home with Private Pool, Central AC, WiFi, and Private Washer\/Dryer
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Flagler Station Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $533 per night (USD)
VRBO
From $396 per night (USD)
Expedia
Waterfront Home with 33-Ft. Dock and Cabana Club Membership with Beach and Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Ninth Street Cabana Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $396 per night (USD)
Expedia
From $216 per night (USD)
VRBO
Waterfront home with private dock, canal views, large terrace & modern kitchen
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
La Isla Bonita Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $216 per night (USD)
VRBO
From $731 per night (USD)
Expedia
Two Master Suites! 35' Boat Dockage! Outdoor Living Space & Summer Kitchen!
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
At Sombrero Serenity boaters will appreciate the deep water docking out back with room to accommodate up to a 35 ft. boa ...
From $731 per night (USD)
Expedia
From $391 per night (USD)
VRBO
W04 - 209 Sombrero Beach Rd.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Newer built canal front townhouse in the Anglers area of the Sombrero Beach neighborhood. This home features a private h ...
From $391 per night (USD)
VRBO
From $621 per night (USD)
VRBO
Keys Cottage with Beach and Dockage! Bayfront Property!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
"Deckhouse" is the perfect beachy cottage for your Keys vacation! It has a full-size kitchen with granite countertops an ...
From $621 per night (USD)
VRBO
From $222 per night (USD)
VRBO
KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
water front home is located on 100 foot wide canal with your own 30 feet of Free dockage. We are pet friendly. Furnished ...
From $222 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Heart of Old Town; 2 Bicycles, Grill, High Speed WiFi, 1st Floor, Pool!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Here in Key West we believe in One Human Family where everyone is welcome and treated like family. Our condo has always ...
From $424 per night (USD)
Expedia
From $565 per night (USD)
VRBO
Waterfront Cottage - Beach and Dockage! Open Water Views!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
In a world of chain hotels and paved over paradise, experience the Florida Keys the way they used to be! Sitting on a pr ...
From $565 per night (USD)
VRBO
$\Your own private resort\ - Mockingbird Pointe - Waterfront, pool and dockage$
From $474 per night (USD)
Expedia
\"Your own private resort\" - Mockingbird Pointe - Waterfront, pool and dockage
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Mockingbird Pointe is a quiet secluded 1/2 acre tropical waterfront paradise in the heart of the Florida Keys with priva ...
From $474 per night (USD)
Expedia
From $291 per night (USD)
VRBO
Nader's Vacation Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
We have our 3 bedroom 2 bathroom home in Little Torch Key available for anyone looking to take a vacation in the lower ...
From $291 per night (USD)
VRBO
From $309 per night (USD)
Expedia
P64 - Spacious 3 bedroom duplex in Key Colony with dockage and Cabana Club...
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Beautiful duplex home in Key Colony Beach. Key Colony Beach is a small, friendly, walkable island with easy access to lo ...
From $309 per night (USD)
Expedia
From $112 per night (USD)
VRBO
Great Rates! Remodeled Cozy Waterfront Mobile Home In Key Largo
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Totally remodeled home located at Eagle Dr in quiet Sexton Cove. 5 minutes away from John Pennekamp State Park, great r ...
From $112 per night (USD)
VRBO
From $305 per night (USD)
Expedia
Manatee Bay , Pool table, Jacuzzi, Pool, Kayaks, REDUCED RATES AVAIL NOW<br>
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
The Manatee Bay has the best of all worlds. It has a large custom fiberglass pool situated next to a 20 ft+ deep and bea ...
From $305 per night (USD)
Expedia
From $284 per night (USD)
VRBO
Waterfront 80' heated pool hottub Gorgeous views 20 mins to Key West & Marathon
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This Lobstering paradise is just 2 houses down from open water on a deep 60 foot wide canal, gorgeous open water views, ...
From $284 per night (USD)
VRBO
$A Taste Of Vitamin Sea 4bed\/3bath updated single family with pool, dockage &$
From $627 per night (USD)
Expedia
A Taste Of Vitamin Sea 4bed\/3bath updated single family with pool, dockage &
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
STR21-000361 Your vacation awaits at A Taste of Vitamin Sea in desirable Key Colony Beach! Vitamin Sea’s canal fronta ...
From $627 per night (USD)
Expedia
$Henry's Penthouse on the Ocean in Key West - weekly \/ nightly rentals$
From $755 per night (USD)
VRBO
Henry's Penthouse on the Ocean in Key West - weekly \/ nightly rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Spectacular ocean views from this condo located on the top floor with 1350 sq ft of fabulous living space and a 45 ft pr ...
From $755 per night (USD)
VRBO
$**OLD TOWN OASIS @ THE ANNEX** Oceanside 2BR\/2BA Condo & Pool + LAST KEY SERVICE$
From $999 per night (USD)
Expedia
**OLD TOWN OASIS @ THE ANNEX** Oceanside 2BR\/2BA Condo & Pool + LAST KEY SERVICE
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! OLD TOWN OASI ...
From $999 per night (USD)
Expedia
From $675 per night (USD)
VRBO
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Anchor House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $675 per night (USD)
VRBO
$3BR\/3BA Sunset Cottage located at The Villages of Hawks Cay$
From $664 per night (USD)
Expedia
3BR\/3BA Sunset Cottage located at The Villages of Hawks Cay
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
In response to COVID-19, our cottage will be disinfected and sanitized professionally prior to all check-ins. Professio ...
From $664 per night (USD)
Expedia
From $1137 per night (USD)
VRBO
Elegant Home with Beach & Dockage! Spectacular Sunsets!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
This elegant home is located on a beautiful 2.5 acre gated beachfront estate with amazing views of our beautiful island ...
From $1137 per night (USD)
VRBO
From $340 per night (USD)
Expedia
MAJESTIC PARADISE @ Truman Annex - Heart of Old Town, Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This wonderful 2 bedroom downstairs unit is owner's second home and has just been beautifully and professionally decorat ...
From $340 per night (USD)
Expedia
$~DREAMING ON DUVAL~ Grand 5 bedroom, 4.5 bath home with private pool\/parking$
From $3499 per night (USD)
VRBO
~DREAMING ON DUVAL~ Grand 5 bedroom, 4.5 bath home with private pool\/parking
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
THE PROPERTY: Dreams do come true in Key West! As you enter the front gate of this luxury property, you arrive in a priv ...
From $3499 per night (USD)
VRBO
$Key Largo! Luxurious 2BR\/2BA! Amazing Pool and Large Pool!$
From $328 per night (USD)
Expedia
Key Largo! Luxurious 2BR\/2BA! Amazing Pool and Large Pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Summary: Stunning Condo with Garden View located in Tavernier, Key Largo, Florida. Escape to paradise in this breathtak ...
From $328 per night (USD)
Expedia
$Spectacular Open-Water Sunset Views w\/Boat Slip & Trailer Parking. Pet Friendly!$
From $337 per night (USD)
VRBO
Spectacular Open-Water Sunset Views w\/Boat Slip & Trailer Parking. Pet Friendly!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This beautiful newly refreshed vacation rental is all about the view. It is upstairs with an unobstructed view of the Fl ...
From $337 per night (USD)
VRBO
From $476 per night (USD)
Expedia
Canal-front home remodeled for HGTV with private swimming pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
La Pirata Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $476 per night (USD)
Expedia
From $390 per night (USD)
VRBO
Craig & Cindy Key West Truman Annex Shipyard Condo with a deck at Mile Marker 0!
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Partial list of rental amenities at Craig & Cindy's Truman Annex Shipyard Condos include: 2 bedrooms 1 bath {queen and ...
From $390 per night (USD)
VRBO
From $508 per night (USD)
Expedia
Craig & Cindy Truman Annex Foundry Townhouse 2 bedrooms 2.5 baths
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Craig & Cindy Truman Annex Foundry Townhouse is a 2 bedroom 2 1/2 bath townhouse in the best location in all of Key West ...
From $508 per night (USD)
Expedia
From $843 per night (USD)
VRBO
Waterfront Duck Key Villa
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Come and enjoy Duck Key in the Florida Keys, known as America's Caribbean, a lush shangri-la with tropical vegetation an ...
From $843 per night (USD)
VRBO
From $248 per night (USD)
Expedia
Vacation like a local
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Newly renovated 3 bedroom/ 2 bathroom + loft, corner canal lot. Fully equipped home. Plenty of room for boat and great ...
From $248 per night (USD)
Expedia
From $819 per night (USD)
VRBO
TikiBar,HeatedPool,PriSpa,kayaks,SUP’s,Bikes,BBQ,Fire ring, outside TV, and more
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Experience the ultimate tropical getaway in our enchanting bungalow, boasting 78 consecutive 10/10 guest reviews! Our ho ...
From $819 per night (USD)
VRBO
From $341 per night (USD)
Expedia
COCONUT Adorable cottage in Old Town
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The 'Coconut' as it's so lovingly referred to is the perfect Pied A Terre for your vacation in the Florida Keys. Open l ...
From $341 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Ocean Shores Home Key Largo
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Oceanside single family home in one of Key largo most desirable neighborhoods with waterview and private pool. Large lot ...
From $221 per night (USD)
VRBO
From $319 per night (USD)
Expedia
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cottage #11 - Quaint, clean, comfortable cottage just 20 miles from Key West. Bring the family. Located on a compound wi ...
From $319 per night (USD)
Expedia
$Dog-Friendly Canalfront Home with Dock, Central AC, Fast WiFi, & Washer\/Dryer$
From $527 per night (USD)
VRBO
Dog-Friendly Canalfront Home with Dock, Central AC, Fast WiFi, & Washer\/Dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax Inn Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $527 per night (USD)
VRBO
$Snowbird-Friendly Home with Central AC, High-Speed WiFi, and Washer\/Dryer$
From $149 per night (USD)
Expedia
Snowbird-Friendly Home with Central AC, High-Speed WiFi, and Washer\/Dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
White Palm Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $149 per night (USD)
Expedia
From $862 per night (USD)
VRBO
**COASTLINE COMFORT @ COCONUT MALLORY** Condo + LAST KEY SERVICES…
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! When your vac ...
From $862 per night (USD)
VRBO
From $691 per night (USD)
Expedia
**SET SAIL @ COCONUT MALLORY** Condo + LAST KEY SERVICES…
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! SET SAIL cele ...
From $691 per night (USD)
Expedia
From $231 per night (USD)
VRBO
Cozy studio cottage in Old Town Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cute Studio cottage with additional sleeping loft. Nicely landscaped shared pool and outside area. Walking distance to ...
From $231 per night (USD)
VRBO
From $1104 per night (USD)
Expedia
Sun of a Beach: Luxurious 7-Bedroom Split-Level Home with private pool, hot tub
Bedrooms:
5
Bathrooms:
8
Sleeps:
16
Indulge in the charm of this splendid split-level residence nestled in the heart of the captivating Florida Keys. This d ...
From $1104 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Work remote, or not at all, in paradise at this cozy, beachy condo!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Flexible cancellation policy. Futura Yacht Club is an exclusive private, gated resort community. Not like a hotel, FYC ...
From $288 per night (USD)
VRBO
From $307 per night (USD)
Expedia
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cottage #15 - Quaint, clean, comfortable cottage just 20 miles from Key West. Bring the family. Located on a compound wi ...
From $307 per night (USD)
Expedia

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