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

Florida Keys National Marine Sanctuary Rentals

From $222 per night (USD)
VRBO
Blackbeard`s Hideaway | Cozy canalfront cottage is an angler's dream on Cudjoe Key
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Blackbeard's Hideaway, your perfect monthly vacation rental nestled in a quiet neighborhood on the oceanside ...
From $222 per night (USD)
VRBO
From $201 per night (USD)
Expedia
Cedar Cottage | Adorable canalfront cottage, lots of dockage on Big Pine Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your perfect slice of paradise in the heart of the Florida Keys! This newly remodeled 2 bed/2 bath home on a ...
From $201 per night (USD)
Expedia
From $268 per night (USD)
VRBO
Foster`s Folly | Gorgeous canalfront pool home close to open water on Cudjoe Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to a slice of paradise on Cudjoe Key, where luxury meets tranquility in this stunning 3-bedroom, 2-bathroom stilt ...
From $268 per night (USD)
VRBO
From $285 per night (USD)
Expedia
OPEN WATER PARADISE 2/2 HALF DUPLEX IN KEY COLONY BEACH MARATHON, FL 34
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Open Water Paradise | Key Colony Beach Modern • Clean • Spacious • Walk-Through Layout Relax in this beautifully remode ...
From $285 per night (USD)
Expedia
From $202 per night (USD)
VRBO
Luxurious Key West Pool Home block from Duval! Pool & Patio Recently Renovated!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Old Town refuge barely a block from world famous Duval Street with glimpse of Key West Light House! Located in the Histo ...
From $202 per night (USD)
VRBO
From $319 per night (USD)
Expedia
3 BR/ 2 BA, Canal Front Home, Private Dock for 40' Boat & 1 mi to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Kickin' Back Reel Time, Your Home Away from Home in Marathon, FL. This beautifully updated, canal front home ...
From $319 per night (USD)
Expedia
From $592 per night (USD)
VRBO
FOREVER YOUNG at The Truman Annex in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This Harbour Place condominium is in Key West's most prestigious community of Truman Annex offering breath taking water ...
From $592 per night (USD)
VRBO
From $265 per night (USD)
Expedia
Spacious Well-Appointed Oceanfront Suite in Tavernier - Snorkel, Scuba, Fishing!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our well-appointed condo provides the perfect home away from home. Step onto your private balcony and soak in the mesmer ...
From $265 per night (USD)
Expedia
From $423 per night (USD)
VRBO
ABOUT TIME at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the ...
From $423 per night (USD)
VRBO
From $434 per night (USD)
Expedia
HAVANA VIEWS at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the ...
From $434 per night (USD)
Expedia
From $363 per night (USD)
VRBO
SAND CRAB CABANA at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the ...
From $363 per night (USD)
VRBO
$Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St. \n$
From $349 per night (USD)
Expedia
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St. \n
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This 2 bedroom (one King and one Queen, plus Queen size pull out couch in the living room), 2 bathroom unit offers all ...
From $349 per night (USD)
Expedia
From $357 per night (USD)
VRBO
Casa Chiquita - 3/2 Pool - Waterfront - 75’ Dock - Ground Level
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Kick back, unplug, and chum up some yellowtail at one of the best locations in the middle keys! Casa Chiquita is a rece ...
From $357 per night (USD)
VRBO
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Expedia
Ocean views, great for fishing and kayaking, the best family experience
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Situated just off the historic Florida Keys Overseas Highway, The Hammocks at Marathon™ lets you and your family experie ...
Click For Pricing
Expedia
From $420 per night (USD)
VRBO
Bayview Villa- Pet-Friendly Waterfront Paradise. A fisherman's dream!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We have recently completed an inside and outside renovation. The Bayview Villa is a private, secluded villa facing Flori ...
From $420 per night (USD)
VRBO
From $256 per night (USD)
Expedia
Ocean Oasis at Ocean Pointe Key Largo Pool Jacuzzi Beach in a Safe Gated Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Photos you are looking at are of our awesome unit. Choose careful because some rentals will assign your unit upon arriva ...
From $256 per night (USD)
Expedia
From $88 per night (USD)
VRBO
Sep 1-Dec 15 Open, Largo Lookout, Lovely Waterview Unit, MM 99.5, Pets Welcome, 28 Nt Min
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Waterfront 1 Bedroom, 1 Bath Apartment, Located in Heart of Key Largo, Sleeps 4, Pet Friendly Largo Lookout has a minimu ...
From $88 per night (USD)
VRBO
From $135 per night (USD)
VRBO
Oceanfront Luxury Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Seagulls Condominiums Islamorada Tavernier Key Largo New Lazy Boy recliner added to our open concept living room. Uppe ...
From $135 per night (USD)
VRBO
From $602 per night (USD)
VRBO
Islamorada Waterfront Paradise with 5 Bedrooms, Pool and Dock
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Escape to your tropical island paradise in the heart of the Florida Keys! Nestled in cross keys location, to Tavernier C ...
From $602 per night (USD)
VRBO
From $1155 per night (USD)
Expedia
Villa Murano - A Private Retreat in the Florida Keys
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Villa Murano for 14 plus guests, for families, for gatherings, for corporate retreats for celebrations, for a phenomenal ...
From $1155 per night (USD)
Expedia
From $403 per night (USD)
VRBO
A quiet relaxing place that you can disconnect from real life. Comforts of home
Bedrooms:
4
Bathrooms:
3
Sleeps:
12
Clean, Comfortable, Private, Remodeled, full of amenities, new furniture, relaxing and peaceful. 7+ restaurants at walki ...
From $403 per night (USD)
VRBO
From $378 per night (USD)
Expedia
Direct Ocean View from Your Condo-No Contact Check-In
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Modern 2 bedroom/2 bath condo with nice size balcony overlooks the Atlantic Ocean. California king bed in Master Bedroom ...
From $378 per night (USD)
Expedia
From $451 per night (USD)
VRBO
Beautiful Harbor Front Oceanside Home on the Atlantic Ocean
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Oceanside 3/3 located on beautiful 10 acre harbor. Amazing natural surroundings, harbor & ocean views. New furnishings, ...
From $451 per night (USD)
VRBO
From $1272 per night (USD)
Expedia
Opulent waterfront estate with dock, pool, hot tub & rooftop view - dog-friendly
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Waterfront Wonder Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1272 per night (USD)
Expedia
From $340 per night (USD)
VRBO
Conch Republic Consul General's Cottage.-Historic District
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Stay in the Conch Republic Consul General's Cottage. Historic Carriage House is located a few blocks from famous Duval S ...
From $340 per night (USD)
VRBO
From $261 per night (USD)
Expedia
Private Home- Sun-filled Pool- Neighborhood Water Inlet
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This home sits in Key Lime Grove Subdivision which I was born and raised in. It is a neighborhood rich in history and c ...
From $261 per night (USD)
Expedia
From $270 per night (USD)
VRBO
Charming & Tranquil Condo [Ocean Pointe 2208]
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your vacation starts the moment you step foot into this simply brilliant coastal condo that sits next to the Atlantic Oc ...
From $270 per night (USD)
VRBO
From $319 per night (USD)
Expedia
Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay in the Conch Republic Consul General's Cottage. This one bedroom cottage is located in the historic district and o ...
From $319 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Steps To The Beach And The Sunrise-No Contact Check-In
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nature's boutique offer you an exceptional view of key west's native birds right from your private balcony. It is furnis ...
From $300 per night (USD)
VRBO
Click For Pricing
Expedia
1 rm peaceful ocean view retreat in the Florida Keys!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly renovated ocean view condo in beautiful Tavernier, FL! Ideally situated in the Upper Keys, between Miami and Key ...
Click For Pricing
Expedia
From $225 per night (USD)
VRBO
Stone Throw Famous Duval Street Location-No Contact Check-In
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
House is located just steps from famous Dvual Street. Duval Street stretches from the Atlantic Ocean to the Gulf of Mexi ...
From $225 per night (USD)
VRBO
From $741 per night (USD)
VRBO
Hyatt Beach House Resort. Key West. 2 Bedroom. 2 Bathroom WEEK Stay.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sunday to Sunday WEEK available to book. Limited Boat Slip available onsite. Must be reserved in advance after reserva ...
From $741 per night (USD)
VRBO
From $281 per night (USD)
VRBO
Historic District-Pool View-Duval Street-Beach Nearby-No Contact Check-In
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This 2 bedroom, fully furnished condominium with brand new living room furniture and dining room table set is located in ...
From $281 per night (USD)
VRBO
From $290 per night (USD)
Expedia
A PLEASANT STAY at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The c ...
From $290 per night (USD)
Expedia
From $496 per night (USD)
VRBO
ANGEL FISH at The Truman Annex in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Tropically decorated 2 bedroom 2 bathroom townhouse in secluded area of Truman Annex, complete with updated appliances, ...
From $496 per night (USD)
VRBO
From $541 per night (USD)
Expedia
ABSOLUTE TRUMAN ANNEX in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This Private home is located in the historic Truman Annex of old town Key West, where you can get away from it all while ...
From $541 per night (USD)
Expedia
From $677 per night (USD)
VRBO
TROPICAL EXECUTIVE at The Truman Annex in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Harbour Place condominium is in Key West's most prestigious community of Truman Annex offering breath taking water ...
From $677 per night (USD)
VRBO
From $388 per night (USD)
Expedia
Keys Villa - Secluded tropical paradise located on the water!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Private, secluded villa faces Florida Bay in view of the fabulous Everglades. Located in a lush tropical hammock in a q ...
From $388 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Waterfront Cottage at Tavernier, Florida Keys
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our beautiful Waterfront Cottage offers breathtaking views of the ocean, a private deck with a propane grill, and a won ...
From $246 per night (USD)
VRBO
From $345 per night (USD)
Expedia
Gorgeous house, GUARANTEED to beat any price for a 3BR in Marathon
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Three bedrooms and 2 bathrooms in open concept with everything you need in the heart of the Keys. Ample parking spaces ...
From $345 per night (USD)
Expedia
From $629 per night (USD)
VRBO
Paradise Island suite-2 bedroom 1 bath, a block off Duval St w/pool, parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
AGE REQUIREMENT: ALL guests staying at the property MUST be 25 years of age or older at this property- NO EXCEPTIONS P ...
From $629 per night (USD)
VRBO
From $809 per night (USD)
Expedia
Bimini suite-3 bedroom 3 bath, a block off Duval St w/pool, parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
AGE REQUIREMENT: ALL guests staying at the property MUST be 25 years of age or older at this property- NO EXCEPTIONS P ...
From $809 per night (USD)
Expedia
From $946 per night (USD)
VRBO
Marlin House @ Tarpon Point
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: Stunning ocean views from all living levels & a waterfront pool! The Space: Welcome to the captivating Marlin ...
From $946 per night (USD)
VRBO
From $711 per night (USD)
Expedia
Washer & Dryer, Near Downtown - Mesa House, Dos
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Whether you're lounging on the front porch or enjoying a seafood dinner inside, this 2-Bedroom Suite at The Mes ...
From $711 per night (USD)
Expedia
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VRBO
2 BR at Hyatt Windward Pointe
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Atlantic Ocean, pool or lush courtyard views and lavish plantation-style decor welcome you to a two-bedroom condominium ...
Click For Pricing
VRBO
From $808 per night (USD)
Expedia
Grand Bahama suite-3 bedroom 2 bath, a block off Duval St w/pool, parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
AGE REQUIREMENT: ALL guests staying at the property MUST be 25 years of age or older at this property- NO EXCEPTIONS P ...
From $808 per night (USD)
Expedia
From $624 per night (USD)
VRBO
Nassau suite-2 bedroom 2 bath, a block off Duval St w/pool, parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
AGE REQUIREMENT: ALL guests staying at the property MUST be 25 years of age or older at this property- NO EXCEPTIONS P ...
From $624 per night (USD)
VRBO
From $948 per night (USD)
Expedia
Elegant waterfront home with private pools, hot tub, & dock - walk to beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Key Quest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $948 per night (USD)
Expedia
$New listing 3bd/2bt Sleeps 8 \Sunset Paradise Villa\ on canal Big Pine Key$
From $229 per night (USD)
VRBO
New listing 3bd/2bt Sleeps 8 \"Sunset Paradise Villa\" on canal Big Pine Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
*Bridge restriction***BIMINI TOPS or Fold down T-tops boats ONLY DUE TO WATSON ST BRIDGE. Sunset Paradise Villa is a ...
From $229 per night (USD)
VRBO
From $459 per night (USD)
Expedia
LUXURY VIP SUITE - INDOOR PICKLEBALL - STUNNING OCEAN VIEWS - OCEANFRONT RESORT!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Ree ...
From $459 per night (USD)
Expedia
From $288 per night (USD)
VRBO
LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
If you want to experience the true meaning of a Key Largo Island vacation, then look no further than our spacious townho ...
From $288 per night (USD)
VRBO
From $434 per night (USD)
Expedia
SPACIOUS 3/3.5 VILLA - INDOOR PICKLEBALL - MOST UPSCALE OCEANFRONT RESORT IN KL!
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Ree ...
From $434 per night (USD)
Expedia
From $428 per night (USD)
VRBO
MODERN VILLA - INDOOR PICKLEBALL - KL'S MOST UPSCALE OCEANFRONT RESORT & MARINA!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Ree ...
From $428 per night (USD)
VRBO
From $299 per night (USD)
Expedia
LICENSED MGER - MODERN 2/2 OCEANFRONT SUITE! OCEAN & MARINA VIEWS! 2 KING BEDS!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
You have just discovered one of the most unique properties in the heart of Key Largo. This oceanfront condo is located i ...
From $299 per night (USD)
Expedia
From $644 per night (USD)
VRBO
808 Mariners Club | 4 Bed, 3.5 Bath
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Designer upgrades make this luxury, two-story townhouse with over 2600 sq of living space the perfect home-away-from-hom ...
From $644 per night (USD)
VRBO
From $292 per night (USD)
Expedia
Relax in the Keys
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Completely remodeled 1st floor - 90’ TV, recliner, full size bathroom, kitchen 2nd floor, 2 bedrooms, 2 bathrooms, kit ...
From $292 per night (USD)
Expedia
From $292 per night (USD)
VRBO
Palm Villa - Sleeps 6, Boat Slip Available
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Villa has a CALIFORNIA KING BED in the Master Bedroom & a Queen Bed in the guest room plus Queen Sleeper Sofa in Li ...
From $292 per night (USD)
VRBO
From $444 per night (USD)
Expedia
Cozy Coastal Villa. Newly renovated private home w/ HEATED pool.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This newly renovated, 3/2 pet-friendly Key Largo vacation home is spaciously laid out over two levels with chic island-i ...
From $444 per night (USD)
Expedia
From $334 per night (USD)
VRBO
SUN, SEA, AND SKY at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Sun Sea and Sky is blocks from bustling Duval Street, the heart of Old Town Key West, and an easy walk to restaurants, s ...
From $334 per night (USD)
VRBO
From $171 per night (USD)
Expedia
A little slice of Heaven
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Comfortable mobile home, located on the canal with 53 ft of dock space, with 20, 000 lbs lift, so bring your boat, full ...
From $171 per night (USD)
Expedia
From $413 per night (USD)
VRBO
ANGLER'S RETREAT at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A stay in Anglers Retreat is more then just a rental, but will be part of your Key West vacation experience. In addition ...
From $413 per night (USD)
VRBO
From $344 per night (USD)
Expedia
Beautiful, 2100 sq ft 3/2 w/ocean views & easy ocean & gulf access.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This is your home away from home. Beautiful 3 story home with spacious master bedroom and bathroom located on top floor ...
From $344 per night (USD)
Expedia
From $459 per night (USD)
Expedia
Luxury 3 bedroom condo overlooking harbor with ocean view, boat slip, amenities
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
1st I want to thank all our past guests for their great reviews. Bay Harbour Starfish is a luxury condo overlooking a la ...
From $459 per night (USD)
Expedia
From $82 per night (USD)
VRBO
Private Home, in the most beautiful, Florida Keys
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The property is fenced with plenty of car parking. You will book a Family HOME, Our HOUSE is NOT a Trailer or Trailer Pa ...
From $82 per night (USD)
VRBO
From $184 per night (USD)
VRBO
Key Largo-Islamorada area-1 BR, 1 Bath -Privately Owned Condo -Fab Reviews!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You've found it! No need to look any further. Come on down and explore the beautiful Florida Keys! Picture this... en ...
From $184 per night (USD)
VRBO
From $255 per night (USD)
Expedia
Keys Deal w/Cafe & Pool Bar! Up to 20% Off Beachfront 1BD Sleeps 4.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
New Island Grill Pool Bar & Marina Cafe now open. Deluxe, upgraded 1-bedroom 1 full bath (sleeps four with sofabed) loca ...
From $255 per night (USD)
Expedia
From $414 per night (USD)
VRBO
P13 - 3 Bedroom Home with Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A premier home in a premier location! This 3 bedroom, 2 bathroom home is one of a kind. An all ground level home boastin ...
From $414 per night (USD)
VRBO
From $396 per night (USD)
Expedia
A Seaglass Paradise at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The c ...
From $396 per night (USD)
Expedia
From $391 per night (USD)
VRBO
GREEN BAMBOO at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to Paradise! This 2 bedroom townhouse, featuring one bedroom with a king and the second bedroom features twin be ...
From $391 per night (USD)
VRBO
From $287 per night (USD)
Expedia
Key Largo Sunset - Bayside open water - Tropical inspired 3 bed/2 bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
This three bedroom, two bathroom bayside retreat provides ideal coastal living with stunning views of the Florida Bay. T ...
From $287 per night (USD)
Expedia
From $591 per night (USD)
VRBO
Island Time | Luxury Beach Condo w/ Pool & Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: "Island Time" is a newly renovated, 2 bed 2 bath condo located in the gated La Brisa Condominium complex. Situa ...
From $591 per night (USD)
VRBO
From $580 per night (USD)
Expedia
CAPTAINS WHEEL at The Truman Annex in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This very popular getaway in the award-winning Truman Annex is a tropically decorated 2 bedroom, 2.5 bath town home feat ...
From $580 per night (USD)
Expedia
From $710 per night (USD)
VRBO
**WALKING ON SUNSHINE @ THE BEACH** Ocean Condo & Large Pool + LAST KEY SERVICES
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE - There will be concrete restoration happening in this complex through Summer 2026. This constructio ...
From $710 per night (USD)
VRBO
From $230 per night (USD)
Expedia
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Description: Beautiful newer 2 bedroom / 2 bath elevated tropical home near a waterfront common area in Venture Out, an ...
From $230 per night (USD)
Expedia
From $473 per night (USD)
VRBO
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Private community with 2 beaches, boat ramp, heated swimming pool, beach volleyball, children's area with playground, la ...
From $473 per night (USD)
VRBO
From $447 per night (USD)
Expedia
A LOW TIDE at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A Low Tide is a charming first floor end unit in the Shipyard Condominiums in the award winning gated community of the T ...
From $447 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Waterfront Dream Condo with Panoramic Views, Near Vaca Cut
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Turn off of Route 1, leave behind all the hubbub of life, while holding on to the infectious laid back, slower-paced atm ...
From $297 per night (USD)
VRBO
Click For Pricing
Expedia
Private luxury retreat all included.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
All included in this large home has a huge master bedroom with 2 walking closets, opens to large wrap around balcony ove ...
Click For Pricing
Expedia
From $2791 per night (USD)
VRBO
Steps from Duval with Private Pool – Southern Palms
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
Summary: Welcome to Southern Palms, the ultimate home base for your Key West adventure! Perfect for couples, friends, or ...
From $2791 per night (USD)
VRBO
From $334 per night (USD)
VRBO
Beach Vacay Starts Here! Pool, Beach Access, Pet-friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Oceanfront family-friendly property with direct beach access and pool This listing is for a room within a hotel. ✦ You ...
From $334 per night (USD)
VRBO
From $341 per night (USD)
VRBO
Pristine Top Floor Oceanfront Condo 5 min from Top Local Attractions
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Indulge in the peaceful scenery at our impeccably designed oceanfront property, recently renovated, and situated at Ocea ...
From $341 per night (USD)
VRBO
From $1781 per night (USD)
Expedia
Waterfront Beach Houses with Dock & Heated Pool!
Bedrooms:
5
Bathrooms:
8
Sleeps:
20
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront homes with 200 foot dock for your boat. Two exclu ...
From $1781 per night (USD)
Expedia
From $291 per night (USD)
VRBO
3/3 DirectBayAccess CanalHome w/Lift Dock Fenced Pet-Friendly HotTub Grill WIFI
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Immaculately kept Remodeled 2 Story Home in Tavernier with attention to details to make you feel home away from home. Pr ...
From $291 per night (USD)
VRBO
From $386 per night (USD)
Expedia
Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool & Private Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come stay at the Tipsy Turtle in Angler's Reef! This magnificent home with ocean views from all 4 balconies is located ...
From $386 per night (USD)
Expedia
From $462 per night (USD)
VRBO
PELICAN'S PERCH at The Truman Annex in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s Old Town neighborhood ...
From $462 per night (USD)
VRBO
From $743 per night (USD)
Expedia
A SUNSET AND A HARBOUR VIEW at The Truman Annex in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Exceptional accommodations, spectacular location and first class amenities await you and your group! This two bedroom, ...
From $743 per night (USD)
Expedia
From $437 per night (USD)
VRBO
ANNIE'S HIDEAWAY at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This charming one bedroom, one bath 2nd floor property features an Olympic queen in the master bedroom and a large cover ...
From $437 per night (USD)
VRBO
From $373 per night (USD)
Expedia
Villa 5020 on Duck Key BOAT SLIP available
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy a nicely renovated Villa on Duck Key. Boat slip available for additional $100 a night. Largest boat that can fit ...
From $373 per night (USD)
Expedia
From $256 per night (USD)
VRBO
Paradise Moon Bay!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
JUST RENOVATED, Paradise at Moon Bay! A spacious 2 Bedroom, 1.5 Bathroom located on the third flood overlooking the bay. ...
From $256 per night (USD)
VRBO
Click For Pricing
Expedia
Aqua Villa Starfish @ Mangrove Marina Resort on the waterfront
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
The Starfish houseboat has 1 Queen bed, 2 Twin Beds . Each houseboat has flat-screen TVs with cable and complimentary Wi ...
Click For Pricing
Expedia
From $243 per night (USD)
VRBO
Canal Front Gem W/ Private Dock, PS4, Free WiFi, & Expansive Balcony W/ Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Saratoga Sunshine Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $243 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Second Floor Condo with Shared Pool, Shared Dock, Central AC, WiFi, and W/D
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Gold Starfish Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $302 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Beautiful 2 Bedroom Condo with Dock Slip and Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This centrally located boater's paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill do ...
From $410 per night (USD)
VRBO
From $821 per night (USD)
Expedia
W07 - New Luxury Property! Breathtaking Canal Front Pool Home - Sleeps 14
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Welcome to paradise! Escape to this luxurious 6 bedroom/6.5 bathroom home designed for VIP guests. Each bedroom i ...
From $821 per night (USD)
Expedia
From $168 per night (USD)
VRBO
Canal-front home with WiFi, parking, and easy access to open water
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Burgundy Breeze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $168 per night (USD)
VRBO
From $456 per night (USD)
Expedia
Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Captain’s Quarters located on the beautiful Cudjoe Bay. This waterfront estate checks all the boxes and is ...
From $456 per night (USD)
Expedia
From $167 per night (USD)
VRBO
Tranquil Oasis Beach Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Newly renovated 2 bedroom /2 bath home. Fully furnished for you and your family. Sleeps 4, 2 queen size beds. Just added ...
From $167 per night (USD)
VRBO
From $588 per night (USD)
VRBO
Spectacular Views of Ocean with Pool and Boat Slip.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Cozy Ocean Front Retreat with heated pool and boat slip up to 30’. Corner unit with panoramic views. Oversized patio for ...
From $588 per night (USD)
VRBO
From $237 per night (USD)
VRBO
Waterfront Cottage: 60-ft. dock, Fish Station, free WiFI, 3 TVs & washer/dryer
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Hook Line & Sunset Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $237 per night (USD)
VRBO
Click For Pricing
Expedia
Coastal Beach Home in the heart of Key Largo.
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Beautifully inspired coastal home is located in heart of Key Largo on the oceanside. Offering pristine open Atlantic vi ...
Click For Pricing
Expedia

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