Florida Keys National Marine Sanctuary Rentals
- From $562 per night (USD)
VRBO
Ocean Front Lower Keys on Stock Island, 3\/2 luxury condo at the Ocean's Edge!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This ocean front 3/2 condominium is fully equipped with all the amenities you will need for a relaxing stay. The gated c ...
From $562 per night (USD)VRBO
- Click For Pricing
Expedia
2-bedroom villa in fantastic Marathon with WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this serene 2-bedroom villa in Marathon. Relax in the gorgeous living room with a sofa bed, perfect for unwind ...
Click For PricingExpedia
- From $403 per night (USD)
VRBO
*NEW* Sea La Vie-Pool & Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Sea la Vie located on Key Colony Beach. This Brand New Condo is walking distance to some of the very best res ...
From $403 per night (USD)VRBO
- From $321 per night (USD)
Expedia
*NEW* Kokomo Views-Pool\/Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Kokomo Views. This stunning BRAND NEW CONDO has it all! Located in the most beautiful and sought after Key Co ...
From $321 per night (USD)Expedia
- From $599 per night (USD)
VRBO
Minty Manatee-75 Feet of Dock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Minty Manatee, a stunning waterfront duplex that embodies the ultimate coastal retreat. With 3 spacious bedrooms, 4 comf ...
From $599 per night (USD)VRBO
- From $785 per night (USD)
Expedia
*NEW* Casa Coco-Pool\/Tennis\/Ramp
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Casa Coco, a stunning two-story retreat that embodies the perfect blend of comfort and luxury. Casa Coco's sl ...
From $785 per night (USD)Expedia
- From $193 per night (USD)
VRBO
Minty Manatee Side A-35Feet Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the privacy and independence of your own entrance, parking, and kitchen. The master features a King-sized bed and ...
From $193 per night (USD)VRBO
- From $285 per night (USD)
Expedia
Minty Manatee Side B-35Feet Dock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the privacy and independence of your own entrance, parking, and kitchen. The spacious bedroom features a comfortab ...
From $285 per night (USD)Expedia
- From $348 per night (USD)
VRBO
Friends' Retreat 2BR w\/ Ocean View, Pool & Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $348 per night (USD)VRBO
- From $348 per night (USD)
Expedia
Friends' Retreat 2BR w\/ Ocean View, Pool & Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $348 per night (USD)Expedia
- Click For Pricing
VRBO
Upgraded 2-Bedroom Condo-Olympic size Pool- Fitness room-Beach-on Atlantic Ocean
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful upgraded condo features vaulted ceilings and spacious living room, two bedrooms and a office/den for your use. ...
Click For PricingVRBO
- From $217 per night (USD)
VRBO
Beautiful 2-bedroom canal home with peak-a-boo open water views in Cudjoe Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to paradise in our charming Cudjoe Key rental home! This, small dog friendly beautiful property is nestled among ...
From $217 per night (USD)VRBO
- From $224 per night (USD)
VRBO
Welcome to Sol y Sal - your 2 bedroom + den\/ 2 1\/2 bath coastal retreat
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to "Sol y Sal" in Buttonwood Bay. Brand new 2 bedrooms + den/ 2 1/2 bath townhouse. This unit was just redone a ...
From $224 per night (USD)VRBO
- From $343 per night (USD)
Expedia
Keys to Paradise by AvantStay | Balcony, Pool, Golf
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This home is available for stays of 28 nights or longer. Welcome to Keys to Paradise, your Key West sanctuary nestled r ...
From $343 per night (USD)Expedia
- From $413 per night (USD)
VRBO
Duck Key house waterfront with 75 Lf of dock and a pool 3 bedrooms 3 bathrooms
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Located in Duck key, this marvelous house offers 3 bedrooms with a mix of queen, full, and twin beds. The property is fo ...
From $413 per night (USD)VRBO
- From $543 per night (USD)
Expedia
New! Ritaville - Waterfront with Private Pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Summary: Discover the perfect retreat with this expansive two-story, 4-bedroom, 3-bathroom rental. Located in a serene w ...
From $543 per night (USD)Expedia
- From $384 per night (USD)
VRBO
SATISFY MY SOUL ~ 3 BR, 3.5 Ba Newly Renovated Mid Town Home w\/ Pool!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
AUTHENTIC KEY WEST AMBIENCE... This fully renovated mid-century jewel pairs modern allure with classic White Street Gall ...
From $384 per night (USD)VRBO
- From $375 per night (USD)
Expedia
Charming 2-bedroom house with WiFi, AC in gorgeous Marathon.\n
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Unwind in Marathon at this welcoming house. With 2 soothing bedrooms - 2 full beds and 1 twin bed, plus a cozy living ro ...
From $375 per night (USD)Expedia
- From $406 per night (USD)
VRBO
Brand New Home on The Ocean, bring your boat and RV!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy our Brand New Home on The Gulf of Mexico, built July 2023. 40’ Boat slip. Plenty of of room for your RV on the ea ...
From $406 per night (USD)VRBO
- From $234 per night (USD)
Expedia
Open Water Access canal home, large kitchen, WIFI, central AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fisherman's Dream Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $234 per night (USD)Expedia
- From $417 per night (USD)
VRBO
Private pool, boat dock, water view, canal front, fully equipped kitchen
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Endless Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $417 per night (USD)VRBO
- From $460 per night (USD)
Expedia
Speakeasy Inn-Room 3B- 2 Queen Beds
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Speakeasy Inn is a quaint guesthouse located in an historic Key West conch style house. It is situated on upper Duva ...
From $460 per night (USD)Expedia
- From $285 per night (USD)
VRBO
Casa Tranquila - Fully-Renovated 2-bedroom Townhome in Old Town Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Casa Tranquila! This 2-bedroom townhome is perfect for your escape to Key West. Located in Old Town just five ...
From $285 per night (USD)VRBO
- From $600 per night (USD)
Expedia
Charming 2-bedroom condo with WiFi and AC in delightful Key Largo
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
This Key Largo condo boasts 2 inviting bedrooms, including 2 twin beds, 1 futon, and 1 king bed. With 3 bathrooms and a ...
From $600 per night (USD)Expedia
- From $540 per night (USD)
VRBO
Room in Tranquil Resort by Ocean Spa w\/ Pool, 4 Restaurants & Fire Pits
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located just off Overseas Highway and mere steps from the Florida coast. Families will appreciate the proximity of Theat ...
From $540 per night (USD)VRBO
- From $540 per night (USD)
VRBO
Room in Elegant Beachfront Resort Ideal for Water Sports & Dolphin Swimming
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located just off Overseas Highway and mere steps from the Florida coast. Families will appreciate the proximity of Theat ...
From $540 per night (USD)VRBO
- From $396 per night (USD)
VRBO
Relaxing Couple Retreat in the Florida Keys | Resort w\/ Scenic Waterfront View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience the ultimate waterfront retreat at Marathon, FL, where sea adventures and breathtaking views await! Dive into ...
From $396 per night (USD)VRBO
- From $1188 per night (USD)
VRBO
Enjoy Breathtaking Water View from Our Outdoor Pool | 3 Family Ready Units
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Experience the ultimate waterfront retreat at Marathon, FL, where sea adventures and breathtaking views await! Dive into ...
From $1188 per night (USD)VRBO
- From $792 per night (USD)
VRBO
Two Units Right tn the Heart of Florida Keys | Water Front Hotel w\/ Scenic View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the ultimate waterfront retreat at Marathon, FL, where sea adventures and breathtaking views await! Dive into ...
From $792 per night (USD)VRBO
- From $396 per night (USD)
VRBO
Florida Keys Water Front Getaway | Near Historic Seven Miles Bridge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience the ultimate waterfront retreat at Marathon, FL, where sea adventures and breathtaking views await! Dive into ...
From $396 per night (USD)VRBO
- From $212 per night (USD)
VRBO
Exec Bay 3 Bedroom townhouse w\/heated pool, marina, tennis & more
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Come and experience the beauty and tranquility of the Florida Keys at Executive Bay Club! Enjoy gorgeous sunsets from th ...
From $212 per night (USD)VRBO
- From $161 per night (USD)
Expedia
Cozy-Steps from Pool-1st Floor, Key Largo Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to paradise in this inviting 2-bedroom, 2-bathroom Key Largo condo. Enjoy breathtaking pool views from your first ...
From $161 per night (USD)Expedia
- From $459 per night (USD)
VRBO
Enchanting dog-friendly waterfront retreat with pool, hot tub, & amazing views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Ocean Oasis I Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $459 per night (USD)VRBO
- From $394 per night (USD)
Expedia
Close to Key West Canal-front retreat w\/ kayaks located on Little Torch Island
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Introducing Aj’s Hideout – Welcome to your idyllic retreat in Little Torch Key, nestled in the heart of a charming fishi ...
From $394 per night (USD)Expedia
- From $170 per night (USD)
VRBO
Cozy keys getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Your home away from home in Ramrod Key with 1 bedroom. This wonderful house is equipped with all the essentials for a co ...
From $170 per night (USD)VRBO
- From $1129 per night (USD)
Expedia
Spacious 6-bedroom- 2 kitchen Duplex with Cabana in beautiful Key Colony Beach
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Key Colony Beach is waiting for you at this 6-bedroom house. Upgraded Homes (duplex) on a large canal, each side has a 3 ...
From $1129 per night (USD)Expedia
- From $68 per night (USD)
VRBO
Charming shared 1-bedroom house with AC and WiFi in fabulous Ramrod Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Summerland Beauty located 35 min north of Key West. Many charming restaurants located nearby. Plenty of activities and f ...
From $68 per night (USD)VRBO
- From $307 per night (USD)
Expedia
Ocean View Beautifully Remodeled 2\/2 at Seagulls
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful ocean views, spacious interior, and recent renovations of the condo make it the perfect place for Florida Keys ...
From $307 per night (USD)Expedia
- From $373 per night (USD)
VRBO
HERE COMES THE SUN ~ 2 BR, 2 Ba Casa Marina Home with Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
CLASSIC CHARMER... Some of the best things come in small packages and this conch cutie is no exception. Nestled in the e ...
From $373 per night (USD)VRBO
- From $415 per night (USD)
Expedia
Paradise Palms | Ocean Pointe 1206
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Embrace Florida Keys style living in this wonderfully decorated 2 Bedroom Condo! You and your family will feel ...
From $415 per night (USD)Expedia
- From $642 per night (USD)
VRBO
Oceanfront Home, 4BR, 3Bath, Pool, Dock, Parking, Amazing Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
"Billy Ocean" is more than just an oceanfront home; it's an experience of the ultimate Keys lifestyle with outdoor livin ...
From $642 per night (USD)VRBO
- From $915 per night (USD)
Expedia
An Ocean Serenity in Truman Annex, Key West
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
A luxury, ocean front, 2 bedroom, (king in master, queen in guest bedroom) 2.5 bath condo at Harbour Place in the award ...
From $915 per night (USD)Expedia
- From $1043 per night (USD)
VRBO
Romantic Stay in Historic Key West: 1BR Suite w\/ King Bed & Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy vibrant Key West: steps to Duval Street's nightlife, historic sites, and serene beaches. Perfect for culture and s ...
From $1043 per night (USD)VRBO
- From $853 per night (USD)
VRBO
Key West Paradise: Minimalist King Room w\/ Balcony or Terrace! Enjoy the Breeze
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy vibrant Key West: steps to Duval Street's nightlife, historic sites, and serene beaches. Perfect for culture and s ...
From $853 per night (USD)VRBO
- From $873 per night (USD)
VRBO
Stunning Key West Stay Perfect for a Romantic Escape! Outdoor Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy vibrant Key West: steps to Duval Street's nightlife, historic sites, and serene beaches. Perfect for culture and s ...
From $873 per night (USD)VRBO
- From $433 per night (USD)
Expedia
Luxury Oceanfront Villa with Private Dockage, Stunning Views and Top Amenities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Exquisite 3-bedroom, 3 full bathroom, with 3 balconies, including one off the master bedroom. Every angle offers a stun ...
From $433 per night (USD)Expedia
- From $615 per night (USD)
VRBO
Mystic Waters ~ Luxury Open Ocean Views, Private Pool!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Mystic Waters Welcome to Mystic Waters, your exclusive retreat in Marathon, Florida, where luxury meets the serenity of ...
From $615 per night (USD)VRBO
- From $313 per night (USD)
Expedia
Key West Oasis-1Br\/2Ba Loft Town Home in a Resort
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Experience the perfect balance of excitement and tranquility in this charming loft town home. Minutes from downtown, ye ...
From $313 per night (USD)Expedia
- From $646 per night (USD)
VRBO
Tranquil Tides ~ Luxury Waterfront Pool Home w\/ Expansive Water Views, 75` Boat
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Tranquil Tides Welcome to this stunning new home that captures the irresistible charm of the Keys with a modern and coz ...
From $646 per night (USD)VRBO
- From $441 per night (USD)
Expedia
Indigo Reef #23~ Lionfish Lodge- Waterfront Unit in Gated Resort, 31` Boat Slip!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
#23 Lionfish Lodge at Indigo Reef Experience the serenity of Lionfish Lodge, a stunning Florida Keys vacation rental wh ...
From $441 per night (USD)Expedia
- From $273 per night (USD)
VRBO
Waterfront home in Pirates Cove offers a blend of serenity and adventure
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A vacation bayside home in Key Largo on a canal offers a perfect blend of relaxation and adventure. Nestled along the tr ...
From $273 per night (USD)VRBO
- From $244 per night (USD)
Expedia
Charming 2-bedroom house in Key West with Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Embrace the Enchantment of Old Key West Charm! Escape to the enchanting world of Key West Hideaway, where history meets ...
From $244 per night (USD)Expedia
- From $380 per night (USD)
VRBO
Key Largo Condo - Community Pool, Marina & Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Experience the best of the Florida Keys at this 2-bedroom, 2.5-bath vacation rental in sunny Key Largo. Nestled in Moon ...
From $380 per night (USD)VRBO
- From $317 per night (USD)
Expedia
Ocean Pointe Ocean View w\/heated pool beach marina
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ocean Pointe Suites is an all-suite resort located directly on the Atlantic. Enjoy the many activities our resort has to ...
From $317 per night (USD)Expedia
- From $823 per night (USD)
VRBO
Key Lime Breeze Ocean Retreat
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Key Lime Breeze Retreat! Immerse yourself in the ultimate tropical getaway at our oceanside condo located at ...
From $823 per night (USD)VRBO
- From $1038 per night (USD)
Expedia
Tortugas Harbor-Sombrero Reef Suites: Traveling with a group? Share these 2 condos
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Tortugas Harbor and Sombrero Reef Lighthouse Suites are two separate and NON-Connecting suites on the same level tha ...
From $1038 per night (USD)Expedia
- From $4410 per night (USD)
VRBO
Wander Islamorada Island
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Wander Islamorada Island is an extraordinary private oasis nestled in the Florida Keys. This gated Caribbean-style retre ...
From $4410 per night (USD)VRBO
- From $231 per night (USD)
Expedia
Charming 2-bedroom townhome with WiFi, AC in enjoyable Islamorada
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Your Islamorada adventure begins at this 2-bedroom townhome. Inside, guests will find a delightful mix of comfort and st ...
From $231 per night (USD)Expedia
- From $800 per night (USD)
VRBO
Stylish Boutique Room w\/ 2 Queen Beds - Access Pool & Poolside Bar
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Explore, dine, and relax in downtown Key West! We're steps from the Hemingway Home, Duval Street nightlife, and Southern ...
From $800 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Renovated Waterfront 3-bedroom House in Key Largo with Pool and Dockage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience Key Largo like a local in this newly renovated waterfront home located on the oceanside at MM 96. The home fe ...
From $400 per night (USD)Expedia
- From $1038 per night (USD)
VRBO
Alligator Reef & American Shoal Suites: Traveling with a group? Share these 2 condos
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 12
The Alligator Reef and American Shoal Lighthouse Suites are two separate and NON-Connecting suites on the same level tha ...
From $1038 per night (USD)VRBO
- From $543 per night (USD)
Expedia
New Build Paradise Vacation Home in Key Largo
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
NEW Paradise Vacation Home! Relaxation awaits you the minute you enter this new build Key Largo vacation home with a can ...
From $543 per night (USD)Expedia
- From $668 per night (USD)
VRBO
Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
You and your guests will have exclusive use of this 40ft yacht all to yourselves. The yacht stays docked, the entire res ...
From $668 per night (USD)VRBO
- From $1390 per night (USD)
VRBO
2BR Apt in Oceanview Resort w\/ Sunset Cruises & Poolside Relaxation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $1390 per night (USD)VRBO
- From $1158 per night (USD)
VRBO
2 Suites Oceanview Balcony King at Oceans Edge Key West, Full Service Marina
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $1158 per night (USD)VRBO
- From $567 per night (USD)
VRBO
Oceanview Balcony King Suite at Oceans Edge Key West, Sunset Cruises
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $567 per night (USD)VRBO
- From $532 per night (USD)
VRBO
Ocean View Balcony King Room at Oceans Edge, Panoramic Water Views, Pets Welcome
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $532 per night (USD)VRBO
- From $678 per night (USD)
VRBO
Serene Retreat w\/ Waterfront Balcony & Easy Access to Paddleboarding
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $678 per night (USD)VRBO
- From $255 per night (USD)
VRBO
Waterfront Paradise w\/Kayaks, Private Dock & BBQ
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Imagine yourself "Paradise Living" at this Modern Tiki Stay! Enjoy the beautiful Florida Keys in the relaxing community ...
From $255 per night (USD)VRBO
- From $570 per night (USD)
VRBO
Room in Coastal Resort w\/ Oceanview - Six Pools & Pvt Oceanview Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $570 per night (USD)VRBO
- From $539 per night (USD)
VRBO
Elegant Resort Room w\/ Paddleboards, Kayaks & Breathtaking Oceanviews
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $539 per night (USD)VRBO
- From $1141 per night (USD)
VRBO
2 Suites 2 Queen w\/ Oceanview at Oceans Edge Resort, Kayak Rentals, 6 Pools
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 12
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $1141 per night (USD)VRBO
- From $514 per night (USD)
VRBO
Oceanview Balcony 2 Queen Room at Oceans Edge Resort, Six Saltwater Pools
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $514 per night (USD)VRBO
- From $1077 per night (USD)
VRBO
2 Cozy Resort Rooms Perfect for Family Vacations, Enjoy Pools & Water Activities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $1077 per night (USD)VRBO
- From $1041 per night (USD)
VRBO
Ocean View Balcony 2 Queen at Oceans Edge Key West, Saltwater Pools - 2 Units
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $1041 per night (USD)VRBO
- From $1369 per night (USD)
VRBO
2 Charming Oceanfront Rooms w\/ Full-Service Marina & Bike Rentals - Pets Welcome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 12
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $1369 per night (USD)VRBO
- From $562 per night (USD)
VRBO
Comfortable Family Resort Room w\/ Ocean Views, Kayak Rentals & Six Pools
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $562 per night (USD)VRBO
- From $916 per night (USD)
Expedia
Spacious 6-bedroom waterfront pool estate in awesome Key Largo
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
This stunning 6-bedroom, 4-bathroom home is the perfect sanctuary for those seeking a blend of elegance, comfort, and t ...
From $916 per night (USD)Expedia
- From $728 per night (USD)
VRBO
Relax in Romantic Lodge w\/ Pool Minutes from Vibrant Duval Street
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Discover Old Town charm, plunge into vibrant Duval Street life, and dive deep into Key West's treasures. We're footsteps ...
From $728 per night (USD)VRBO
- From $494 per night (USD)
VRBO
Modern Lodge w\/ Outdoor Pool Near Attractions Ideal for Family Fun
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover Old Town charm, plunge into vibrant Duval Street life, and dive deep into Key West's treasures. We're footsteps ...
From $494 per night (USD)VRBO
- From $990 per night (USD)
VRBO
2 Rooms for the whole family w\/ Pool access! Near Duval St. and Museums
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover Old Town charm, plunge into vibrant Duval Street life, and dive deep into Key West's treasures. We're footsteps ...
From $990 per night (USD)VRBO
- From $886 per night (USD)
VRBO
2 Bedroom Suite w\/ Outdoor Pool in Old Town Key West
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Discover Old Town charm, plunge into vibrant Duval Street life, and dive deep into Key West's treasures. We're footsteps ...
From $886 per night (USD)VRBO
- From $494 per night (USD)
VRBO
Beautiful Room w\/ Outdoor Pool & Close to Duval St. Restaurants
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover Old Town charm, plunge into vibrant Duval Street life, and dive deep into Key West's treasures. We're footsteps ...
From $494 per night (USD)VRBO
- From $245 per night (USD)
Expedia
Mermaid Hideaway: Charming 2BR Canal Front Home with Pool, Tiki, Dockage, and Dog-Friendly Amenities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Mermaid Hideaway, an updated 2BR canal front home on Big Coppitt Key, offering an ideal retreat for your Flor ...
From $245 per night (USD)Expedia
- From $341 per night (USD)
VRBO
Castaway Cove: Charming 2BR Townhome in New Town, Key West with Shared Pool, Private Patio & Kayaks!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Castaway Cove! Nestled in the vibrant New Town area of Key West, Castaway Cove is your perfect home away from ...
From $341 per night (USD)VRBO
- From $587 per night (USD)
Expedia
Heron Hideaway - Charming 1st-Floor Unit, Shared Pool, Spa, Pet-Friendly, Near Duval St & Beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Heron Hideaway, a charming 1st-floor condo nestled in the desirable Meadows area of Key West. Just six blocks ...
From $587 per night (USD)Expedia
- From $325 per night (USD)
VRBO
Yacht Primary Guest Quarters - Key West Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This 1-bedroom Primary Guest Suite in Key West is perfect for your escape. The bright bedroom features a nice queen bed, ...
From $325 per night (USD)VRBO
- From $2424 per night (USD)
Expedia
NEW! The Rigby House - Pvt Pool, Amazing Location!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Summary: Escape to paradise with this stunning 6-bedroom, 6.5 bathroom home nestled in the heart of historic Key West. W ...
From $2424 per night (USD)Expedia
- 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 $219 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 $219 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 $259 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 $259 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 $2587 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 $2587 per night (USD)VRBO
- From $311 per night (USD)
Expedia
Spacious 4-bedroom house with AC, WiFi in wonderful Key Largo
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Make yourself at home in this 4-bedroom Key Largo retreat. This wonderful house boasts 1 king bed, 2 queen beds, and 2 b ...
From $311 per night (USD)Expedia
- From $734 per night (USD)
VRBO
Charming 2-bedroom guest house with Pool, A\/C, & WiFi in Key West, near Duval St
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Key West is waiting for you at this clean and spacious 2-bedroom guest house. With 2 queen beds and 3 bathrooms equippe ...
From $734 per night (USD)VRBO
- From $2800 per night (USD)
VRBO
Spacious 5-bdrm 5 bathroom house in charming Key West with AC, WiFi, Plunge Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Located in Key West and about 6 blocks away from Duval Street, enjoy what this 5-bedroom house has to offer. This beauti ...
From $2800 per night (USD)VRBO