Florida Keys Rentals
From $774 per night (USD)VRBO
NEW!!! UNDER RENOVATION!!! - Beacon Terrace in the Truman Annex Key West
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
"Beacon Terrace" at the Truman Annex is a beautifully renovated town home in the historic Foundry. The living area is th ...
From $774 per night (USD)VRBO
From $675 per night (USD)Expedia
Experience the Ultimate Florida Keys Getaway in Our Stunning Rental!\"
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Embark on the ultimate family retreat at our stunning canal oasis, where vibrant living meets tranquil relaxation. Exper ...
From $675 per night (USD)Expedia
From $220 per night (USD)VRBO
Tropical Tee Time Villa
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to a stunning vacation rental in Key West, nestled on a picturesque golf course within an amazing resort. This pr ...
From $220 per night (USD)VRBO
From $546 per night (USD)Expedia
Latitude Adjustment in Cudjoe Key #264
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in a serene location in the Florida keys, this Oceanfront house offers breathtaking open water views that promis ...
From $546 per night (USD)Expedia
From $248 per night (USD)VRBO
Gallego deluxe rental key largo Florida
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
About this space Welcome to Calusa Campground, located in Key Largo, at the south of Florida. We are located at mile 101 ...
From $248 per night (USD)VRBO
From $263 per night (USD)Expedia
Casa Del Mar in Beautiful Key west. Amazing open water view!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Experience Key West like a local in this charming 4-bedroom house. With 1 king bed, 2 queen beds, and 1 twin bed, guests ...
From $263 per night (USD)Expedia
From $252 per night (USD)VRBO
Charming 3-bedroom house with AC and WiFi in Key Largo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in Key Largo MM100, enjoy what this 3-bedroom house has to offer. With 1 king bed and 2 queen beds, this fabulou ...
From $252 per night (USD)VRBO
From $586 per night (USD)Expedia
Charming 4-bedroom house in fabulous Key Colony Beach with AC, WIFI, Boatlift,
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy a peaceful stay at this 4-bedroom house in Key Colony Beach. Marvel at the 1 king bed, 2 queen beds, and 2 twin be ...
From $586 per night (USD)Expedia
From $4911 per night (USD)VRBO
Brand New! Catchlight House with Private Pool!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 16
Summary: Welcome to your ultimate Key West getaway! This stunning 6-bed, 6.5-bath home perfectly blends comfort, style, ...
From $4911 per night (USD)VRBO
From $251 per night (USD)Expedia
Ocean Oasis at Sunset Marina-2 bed 2 bath oceanfront condo w\/boat slip rental
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
AGE REQUIREMENT: Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their ...
From $251 per night (USD)Expedia
From $321 per night (USD)VRBO
Wonderful, Waterfront Home in Tavernier, Florida Keys, Sunsets for Miles!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This Tavernier bay front property boasts 4 inviting bedrooms, including 2 king beds and 2 queen beds comfortably sleepin ...
From $321 per night (USD)VRBO
From $160 per night (USD)Expedia
Lovely 2-bedroom condo in Key Largo with private beach, WiFi and fitness room
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your Key Largo adventure begins at this welcoming 2-bedroom condo on the water over looking the boat basin. Inside, you' ...
From $160 per night (USD)Expedia
From $295 per night (USD)VRBO
Enchanting 3-bedroom house with AC in Big Pine Key. Only 30 minutes to Key West.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Big Pine Key is waiting for you at this marvelous 3-bedroom house. With 1 king bed, 2 queen beds, and a cozy living room ...
From $295 per night (USD)VRBO
From $230 per night (USD)Expedia
Charming 2-bedroom house in welcoming Islamorada with WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This brilliant house in Islamorada is a wonderful choice for guests seeking a cozy retreat. With 2 bedrooms, 2 bathrooms ...
From $230 per night (USD)Expedia
From $377 per night (USD)VRBO
Unwind with Stunning Sunset Views & Water Sports at Our Relaxing Hotel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to a beachfront oasis in Key Largo, just 1 hour from Miami. Walk to restaurants, bars, and attractions. Go fishi ...
From $377 per night (USD)VRBO
From $597 per night (USD)VRBO
Waterfront Retreat Perfect for Scenic Afternoon | Outdoor Pool and Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to a beachfront oasis in Key Largo, just 1 hour from Miami. Walk to restaurants, bars, and attractions. Go fishi ...
From $597 per night (USD)VRBO
From $133 per night (USD)VRBO
Escape to paradise in this cozy 1\/1 with access to private ramp in Key Largo!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Charming 1-Bedroom Apartment in Key Largo - Perfect Location! Escape to paradise in this cozy 1-bedroom apartment loca ...
From $133 per night (USD)VRBO
From $408 per night (USD)VRBO
Peaceful Getaway with Beautiful Bayside Sunset | Room w\/ Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to a beachfront oasis in Key Largo, just 1 hour from Miami. Walk to restaurants, bars, and attractions. Go fishi ...
From $408 per night (USD)VRBO
From $201 per night (USD)VRBO
Contemporary Hideaway in the Heart of Old Town Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Galveston Porches Stylish one bedroom apartment in the heart of Old Town. Totally renovated and beautifully decorated. E ...
From $201 per night (USD)VRBO
From $316 per night (USD)Expedia
Spacious 4-bedroom Key Largo Villa steps from the pool, pickleball, & marina.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to paradise at 9802 Windward Avenue, nestled in the serene and sought after Landings of Largo community in South ...
From $316 per night (USD)Expedia
From $4006 per night (USD)VRBO
Brand New Build! Larkshine House - Pool
- Bedrooms:
- 9
- Bathrooms:
- 8
- Sleeps:
- 18
Summary: Welcome to Larkshine House in Key Haven Estates, Key West—a perfect retreat for families and large groups! This ...
From $4006 per night (USD)VRBO
From $783 per night (USD)Expedia
Stunning 2BD Oceanfront Escape, Breathtaking Views - pool, hot tub and more
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Côte du Bonheur, your oceanfront retreat located in Key West. This 3rd Floor-level unit in the prestigious 18 ...
From $783 per night (USD)Expedia
From $330 per night (USD)VRBO
Into the Blues- Oceanfront Beach House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the perfect coastal vacation at Into The Blues, a stunning oceanfront rental property with panoramic views of ...
From $330 per night (USD)VRBO
From $228 per night (USD)Expedia
Canal-Front Key Largo Retreat w\/ Community Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Tropical bliss awaits at this Key Largo vacation rental! This 4-bedroom, 2-bath home is situated on a peaceful canal, ma ...
From $228 per night (USD)Expedia
From $282 per night (USD)VRBO
Your Home Away From Home! Comfortable Unit, Free Parking, Pool and Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover the Florida Keys Resort lifestyle with tropical charm on the Gulf Coast. Explore Dolphin Research Center, Flori ...
From $282 per night (USD)VRBO
From $567 per night (USD)Expedia
3-br Luxury home in Key Largo Water Front
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to this enchanting house in picturesque Key Largo. With 3 cozy bedrooms including a king bed, full bed, and bunk ...
From $567 per night (USD)Expedia
From $379 per night (USD)VRBO
Escape to beautiful Islamorada!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Located 90 minutes from Miami and 20 minutes to the world-famous Tiki Bar sandbar (dock to anchor) one of the best in ...
From $379 per night (USD)VRBO
From $561 per night (USD)Expedia
Endless Summer Key Largo House
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This Key Largo 5 bedroom, 3 bathroom home has all the amenities, entertainment, and comforts of a home on the water. Bri ...
From $561 per night (USD)Expedia
From $477 per night (USD)VRBO
Charming 3-bedroom house in Marathon with Pool and Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This charming home offers easy access to the ocean and boasts a delightful 10 X 20 pool with depths ranging from 3 to 5 ...
From $477 per night (USD)VRBO
From $567 per night (USD)Expedia
Atlantis House- beautiful residence close to beaches
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to the Atlantis House, a beautiful vacation rental located in the heart of the charming island town of Key West. ...
From $567 per night (USD)Expedia
From $2272 per night (USD)VRBO
Celebrate History in Key West! 2 Relaxing Units, Outdoor Pools, Pets Allowed!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover the charm of Old Town in our vibrant retreat, steps away from Duval's delights. Dive into history at Hemingway' ...
From $2272 per night (USD)VRBO
From $987 per night (USD)Expedia
Unwind at Your Own Oceanfront Haven - Resort Amenities, Pets Welcome - 2 Units
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover the Florida Keys Resort lifestyle with tropical charm on the Gulf Coast. Explore Dolphin Research Center, Flori ...
From $987 per night (USD)Expedia
From $494 per night (USD)VRBO
Cozy home with private pool, BBQ, central AC, private dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Salty Air Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $494 per night (USD)VRBO
From $1126 per night (USD)Expedia
4 Tropical Beach Oasis - Private Pool, Reef Charter Boating, Pets Welcome!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Discover the Florida Keys Resort lifestyle with tropical charm on the Gulf Coast. Explore Dolphin Research Center, Flori ...
From $1126 per night (USD)Expedia
From $1416 per night (USD)VRBO
Making The Best Memories Along The Way! 3 Comfortable Units, Free Parking, Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Discover the Florida Keys Resort lifestyle with tropical charm on the Gulf Coast. Explore Dolphin Research Center, Flori ...
From $1416 per night (USD)VRBO
From $265 per night (USD)Expedia
Comfort and Convenience! Pets Allowed, Free Parking, Tennis Courts, Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover the Florida Keys Resort lifestyle with tropical charm on the Gulf Coast. Explore Dolphin Research Center, Flori ...
From $265 per night (USD)Expedia
From $1480 per night (USD)VRBO
Your Beach & Marina Getaway - Boating, Pets & Sunsets Included - 3 Units
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Discover the Florida Keys Resort lifestyle with tropical charm on the Gulf Coast. Explore Dolphin Research Center, Flori ...
From $1480 per night (USD)VRBO
From $534 per night (USD)Expedia
Florida Keys Escape! 2 Design Units, Pool, Tennis, Parking, Near Attractions
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover the Florida Keys Resort lifestyle with tropical charm on the Gulf Coast. Explore Dolphin Research Center, Flori ...
From $534 per night (USD)Expedia
From $282 per night (USD)VRBO
Look No Further! Free Parking, Pets Allowed, Onsite Pool, Near Seven Mile Bridge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the Florida Keys Resort lifestyle with tropical charm on the Gulf Coast. Explore Dolphin Research Center, Flori ...
From $282 per night (USD)VRBO
From $267 per night (USD)Expedia
Miles of Beach and Reef Await - Resort Comforts & Amenities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the Florida Keys Resort lifestyle with tropical charm on the Gulf Coast. Explore Dolphin Research Center, Flori ...
From $267 per night (USD)Expedia
From $411 per night (USD)VRBO
Your Relaxing Getaway Awaits! Pets Allowed, Onsite Pool, Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover the Florida Keys Resort lifestyle with tropical charm on the Gulf Coast. Explore Dolphin Research Center, Flori ...
From $411 per night (USD)VRBO
From $1889 per night (USD)Expedia
Florida Keys Group Escape! 4 Classy Units, Free Parking, Outdoor Pool, Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Discover the Florida Keys Resort lifestyle with tropical charm on the Gulf Coast. Explore Dolphin Research Center, Flori ...
From $1889 per night (USD)Expedia
From $581 per night (USD)VRBO
Waterfront Key Colony Beach Home w\/ Golf Cart!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Dip in The Cabana Club's outdoor community pool and spa or walk to the shoreline when you stay at this charming 2-bedroo ...
From $581 per night (USD)VRBO
From $553 per night (USD)Expedia
Coastal Chic Getaway: Modern 2\/2 Condo in Key Largo, Marina, Pool, Pickleball
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Please check out our other properties in Kawama by entering the following property numbers in the section "where do you ...
From $553 per night (USD)Expedia
From $140 per night (USD)VRBO
Cozy 1-bedroom apartment with WiFi, AC in charming Cudjoe Key large outdoor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience Cudjoe Key like a local in this charming 1-bedroom apartment. This nice property offers a cozy living room wi ...
From $140 per night (USD)VRBO
From $322 per night (USD)Expedia
Bimini Breeze - VO 313
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Bimini Breeze - VO 313 Walk to Pool and Marina! Centrally Located Charming 2Bd/1Ba This home is located on a quiet circl ...
From $322 per night (USD)Expedia
From $380 per night (USD)VRBO
Tarpon Alley - Venture Out 509
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tarpon Alley - VO509 Canal Front35' Dockage Casually elegant, beautifully decorated, and fully stocked for your conveni ...
From $380 per night (USD)VRBO
From $2199 per night (USD)VRBO
2 Family-friendly Units, Complimentary Breakfast, Outdoor Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Explore, dine, and relax in downtown Key West! We're steps from the Hemingway Home, Duval Street nightlife, and Southern ...
From $2199 per night (USD)VRBO
From $2366 per night (USD)VRBO
Perfect for Groups! 2 Pet-friendly Units, Free Breakfast, Outdoor Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Explore, dine, and relax in downtown Key West! We're steps from the Hemingway Home, Duval Street nightlife, and Southern ...
From $2366 per night (USD)VRBO
From $761 per night (USD)Expedia
Florida Keys Getaway w\/ Stunning Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Whatever you imagine when you think of the Florida Keys, you'll find at this Layton vacation rental! Located just steps ...
From $761 per night (USD)Expedia
From $274 per night (USD)VRBO
Charming 2-bedroom apartment with WiFi, AC in serene Islamorada. 75' dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Islamorada is waiting for you at this superb 2-bedroom apartment. With a king bed, a queen bed, and a cozy living room w ...
From $274 per night (USD)VRBO
From $348 per night (USD)Expedia
Discover this cozy retreat in the charm of Old Town Key West at Poorhouse Lane!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This 3-bedroom house is perfect for your escape to Key West. This cozy retreat offers prime location near all the action ...
From $348 per night (USD)Expedia
From $300 per night (USD)VRBO
Island Time Resort Condo, Island Time Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cozy Pool Resort with Tiki and Restaurant centrally located in Marathon, FL. A short drive to Sombrero beach. King maste ...
From $300 per night (USD)VRBO
From $481 per night (USD)Expedia
Changes In Latitude
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to coastal perfection at this upscale waterfront retreat in Key Haven, just minutes from Old Town Key West and Du ...
From $481 per night (USD)Expedia
From $471 per night (USD)VRBO
4 bed 2 bath\/ Hammer Point\/Professionally designed\/Seawall\/ Boat lift
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 8
Canal Front Oasis in Hammer Point - Your Perfect Getaway Welcome to your dream vacation home in Hammer Point! This stun ...
From $471 per night (USD)VRBO
From $196 per night (USD)Expedia
Big Pine Getaway #25
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This retreat is tucked away in a tropical paradise at Big Pine Key. This sea-front home is in one of the most unique pla ...
From $196 per night (USD)Expedia
From $359 per night (USD)VRBO
Renovated waterfront duplex with canal access, deck, water views & central AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bohemian Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $359 per night (USD)VRBO
From $1151 per night (USD)VRBO
Beach Getaway! Outdoor Pool, Free Parking, Near Keys History & Discovery Center
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $1151 per night (USD)VRBO
From $1900 per night (USD)VRBO
Indulge in Home Like Comfort! 4 Pleasant Units, Free Parking, Onsite Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $1900 per night (USD)VRBO
From $583 per night (USD)VRBO
Comfort and Convenience! Free Onsite Parking, Pets Allowed, Free Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our beachfront home offers a picture-perfect vantage point to see the famous Florida Keys sunset. We are conveniently si ...
From $583 per night (USD)VRBO
From $203 per night (USD)VRBO
Charming 1-bedroom apartment with WiFi, AC in delightful Key West Old Town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Your Key West adventure begins at this fabulous 1-bedroom apartment. The cozy bedroom features a queen bed, perfect for ...
From $203 per night (USD)VRBO
From $185 per night (USD)Expedia
Charming water front bungalow 40ft Dock & Tiki in the heart of Key Largo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to the heart of the Florida Keys. Come relax, play, and stay in Key Largo. Our house is perfect for families &am ...
From $185 per night (USD)Expedia
From $302 per night (USD)VRBO
2 Bedroom Canal Home in Little Torch Key - Great Boating Access!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Pirates Quay! This newly remodeled 2 bedroom home in Little Torch Key is one of the nicest, most thought-out ...
From $302 per night (USD)VRBO
From $319 per night (USD)Expedia
2 Bedroom Canal Home in Cudjoe Key, FL w\/ Private Pool & Extra Loft Space
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Gecko House! This canal-front 2 bedroom, 2 bath house is located in a great boating area with easy access to ...
From $319 per night (USD)Expedia
From $415 per night (USD)VRBO
3 Bedroom\/2 Bath Canal Home w\/ Private Pool in Cudjoe Key, FL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Reel Life, a beautiful Cudjoe Gardens Oasis! Located on the ocean side of Cudjoe Key, this home has everythin ...
From $415 per night (USD)VRBO
From $781 per night (USD)Expedia
The Roost in Summerland Cove Isles
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
The Roost in Summerland Cove Isles affectionately know as 'The Castle' is truly a gem nestled in a highly desirable neig ...
From $781 per night (USD)Expedia
From $253 per night (USD)VRBO
Sombrero Beach Tropical Getaway in the Heart of Marathon
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover the beauty of Marathon from this marvelous 1-bedroom condo. This tranquil retreat features a king bed in the be ...
From $253 per night (USD)VRBO
From $234 per night (USD)Expedia
Very Nice 2-bedroom Canal Home with a Concrete Dock in serene Big Pine Key, FL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Big Pine Breeze! Charming and tastefully decorated 2/2 home with beautiful sunset views from the large walk-a ...
From $234 per night (USD)Expedia
From $253 per night (USD)VRBO
Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This Marathon condo boasts 1 inviting bedroom. The living room features a cozy sofa bed for extra guests. Guests can enj ...
From $253 per night (USD)VRBO
From $227 per night (USD)Expedia
Amazing new 2-bedroom, 2-bathroom apartment in the heart of Islamorada!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Islamorada apartment boasts 2 inviting bedrooms with 2 queen beds. The cozy living room also offers an extra queen ...
From $227 per night (USD)Expedia
From $410 per night (USD)VRBO
Spacious Key Largo Home with Dock with Fast Ocean Access and Golf cart
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your cozy getaway awaits in Key Largo at this gorgeous house. With 3 bedrooms including 1 king bed, 2 queen beds, 1 bunk ...
From $410 per night (USD)VRBO
From $485 per night (USD)Expedia
Cozy home with shared pool, central AC, wifi
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Villa del Sol Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $485 per night (USD)Expedia
From $206 per night (USD)VRBO
The Perfect Getaway is an upscale oasis for you and pets to relax and have fun!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
This stylish home will place you close to everything but provide comfort and relaxation for people and pets alike. Ever ...
From $206 per night (USD)VRBO
From $487 per night (USD)Expedia
Island Time at Ocean Pointe Luxe 2 King Spa BR\/BA, 2 Balcony
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: The excitement of America’s Caribbean, the Florida Keys, awaits you at Island Time! This designer decorated and ...
From $487 per night (USD)Expedia
From $520 per night (USD)VRBO
**A BEACHY VIEW @ THE TRUMAN ANNEX IN KEY WEST**
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Come and relax in this 2-bedroom 1 bath, first floor with 3 flat screen TV's, custom kitchen, backyard tropical paradise ...
From $520 per night (USD)VRBO
From $556 per night (USD)Expedia
Newer 4-bedroom house in Marathon with on the water with dock WiFi, AC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Your cozy getaway awaits in Marathon at this fabulous house. With 4 bedrooms including 3 king beds and 1 twin bed, along ...
From $556 per night (USD)Expedia
From $272 per night (USD)VRBO
Charming canal front with Ocean access 2-bedroom house in peaceful Tavernier
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in Tavernier, enjoy what this 2-bedroom, 2 bathrooms house has to offer. This perfect and peaceful retreat featu ...
From $272 per night (USD)VRBO
From $250 per night (USD)Expedia
Beautiful Home located in Downtown Islamorada
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
PROPERTY NAME: Mango House 81212 Old Highway Islamorada, Florida Location: Ocean side located on the Old Road by Gree ...
From $250 per night (USD)Expedia
From $343 per night (USD)VRBO
Got Stress? You Need KeyBliss - The BEST Bayfront Unit in Buttonwood Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This beautiful end unit is nestled in the most charming area of the best condominium complex in Key Largo. As you walk u ...
From $343 per night (USD)VRBO
From $528 per night (USD)Expedia
2020 built 4-bedroom house in Marathon, with Dock and Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to this beautiful house in picturesque Marathon. With 4 bedrooms including 3 king beds and 1 twin bed, along with ...
From $528 per night (USD)Expedia
From $224 per night (USD)VRBO
Water front 2-bedroom home in Key Largo with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Water front deep water canal 2 bedroom 1 bath comfortable and modern entire home in Key Largo. Parking for boat and trai ...
From $224 per night (USD)VRBO
From $706 per night (USD)Expedia
Walk to Beach: Waterfront Home in Marathon!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Kayaks & Paddleboard | Tropical Hut w/ Grill | Private Pool & Boat Dock | Pet Friendly w/ Fee Feel your worries drift a ...
From $706 per night (USD)Expedia
From $240 per night (USD)VRBO
Ocean Side Paradise Awaits!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This gated oceanfront property spans over 7 acres and boasts an Olympic size pool overlooking the mesmerizing Atlantic O ...
From $240 per night (USD)VRBO
From $240 per night (USD)Expedia
Ocean Isles Seaside Oasis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to paradise! This new 1 bed/2 bath is centrally located in Marathon. The condo is steps away from open ocean vie ...
From $240 per night (USD)Expedia
From $328 per night (USD)VRBO
Iconic Faro Blanco Pet Friendly Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Faro Blanco, one of the Middle Keys most iconic locations. This pet friendly 3 bed/2 bath condo has been full ...
From $328 per night (USD)VRBO
From $162 per night (USD)Expedia
Charming 2-bedroom mobile home with WiFi and AC in Summerland Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience Summerland Key like a local in this 2-bedroom mobile home. Nestled in a serene setting, this delightful prope ...
From $162 per night (USD)Expedia
From $1016 per night (USD)VRBO
**SOUTHERN STAR @ THE MEADOWS** Private Home & Pool + LAST KEY SERVICES...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! SOUTHERN STAR ...
From $1016 per night (USD)VRBO
From $628 per night (USD)Expedia
Waterfront pool home with 70' of dock for your boat with lift in Islamorada!!!!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Luxury Waterfront Vacation Home in Islamorada Escape to paradise in this stunning waterfront vacation home located in t ...
From $628 per night (USD)Expedia
From $260 per night (USD)VRBO
Endless Summer Retreat: Dog-Friendly 3BR Canal Front Oasis, Dockage & Easy Atlantic\/Gulf Access
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Endless Summer Retreat, a dog-friendly 3-bedroom, 2-bath canal front home located in the desirable Cudjoe Gar ...
From $260 per night (USD)VRBO
From $433 per night (USD)Expedia
Open Water Modern Home 2\/2
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
RARE FIND OPEN WATER VIEWS FROM ALL ANGLES AND DECK! Located on Little Torch Key 28.5 mm Jolly Roger Estates. Meticulous ...
From $433 per night (USD)Expedia
From $245 per night (USD)VRBO
Florida Keys Marathon #211 Cozy 1-bedrm condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
You’re not in Florida, You’re in Paradise "The Keys", the American Caribbean! We are now accepting reservations for 2024 ...
From $245 per night (USD)VRBO
From $215 per night (USD)VRBO
Florida Keys Marathon #205 Cozy 1-bedrm condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
You’re not in Florida, You’re in Paradise "The Keys", the American Caribbean! We are now accepting reservations for 202 ...
From $215 per night (USD)VRBO
From $125 per night (USD)VRBO
Serene Key West Studio with Poolside Peace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Studio Apartment for Rent in Key West This cozy studio apartment is located in a quiet, gated community on Grinnell Str ...
From $125 per night (USD)VRBO
From $1021 per night (USD)VRBO
2 Spacious Garden Suite w\/ Kitchenette | Outdoor Pool + Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 12
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $1021 per night (USD)VRBO
From $511 per night (USD)VRBO
Steps Away from the Beach | Spacious 1BR Suite w\/
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $511 per night (USD)VRBO
From $535 per night (USD)VRBO
Beachside Retreat in Islamorada - Suite w\/ Pool View Queen | Family Ready
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $535 per night (USD)VRBO
From $1540 per night (USD)VRBO
Scenic Beachfront Suite w\/ Gorgeous Views & Family-Friendly Pool | Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $1540 per night (USD)VRBO
From $1070 per night (USD)VRBO
Two Spacious 1BR Suite w\/ Scenic Pool View | Breathtaking Resort | Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 12
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $1070 per night (USD)VRBO
From $416 per night (USD)VRBO
Ocean View Gem Ocean Pointe 3406 2BA\/2BR King\/Queen
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: Enjoy the ocean breeze from this beautiful top floor condo. This unique model has 2 balconies and is located on ...
From $416 per night (USD)VRBO
From $660 per night (USD)Expedia
3-bedroom townhome in Key West with fitness room, WiFi
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Your cozy getaway awaits in Key West at this lovely townhome. With 3 bedrooms including 2 king beds and 2 queen beds, th ...
From $660 per night (USD)Expedia