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

Stock Island Rentals

From $266 per night (USD)
VRBO
It's a Salt Life After All at the Golf Club in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This 2 bedroom 2 bath town-home is just what you are looking for. The amenities include two community pools, a gym, and ...
From $266 per night (USD)
VRBO
From $479 per night (USD)
Expedia
TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Tortuga Hammock Townhouse Highlights: Location: Stock Island, within the gated Coral Hammock community, close to Key Wes ...
From $479 per night (USD)
Expedia
From $243 per night (USD)
VRBO
Key West Tropical Townhome on Golf Course
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Tropical 2-story conch architecture townhome located in the Key West Golf Club Resort with incredible amenities, on the ...
From $243 per night (USD)
VRBO
From $996 per night (USD)
VRBO
4 Bed House w/ Heated Pool and Dock - 4 Min. to Key West
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
- 28 Night Minimum Rental - Private Heated Pool - Private 65 Foot Deepwater Dock in Protected Harbor - 10 Minutes b ...
From $996 per night (USD)
VRBO
From $609 per night (USD)
VRBO
PET FRIENDLY! Completely REMODELED! 3 Bedroom 3 bathroom home. Sleeps 8
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
"Flip Flop Inn" is a beautiful 3 Bedroom 3 Bath home, (each bedroom has its own private full bath), and a Queen size ...
From $609 per night (USD)
VRBO
From $497 per night (USD)
Expedia
3 Bedroom 2 Bath Ocean view Condo with Full Kitchen, Covered Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A slice of paradise just for you. Quietly enjoy a quintessential view of the Atlantic Ocean and mangrove estuary that wi ...
From $497 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Paradise found at the Key West Golf Club!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
We selected the best of everything to create paradise in Key West. Enjoy tropical breezes as you sip your morning coffee ...
From $303 per night (USD)
VRBO
From $607 per night (USD)
Expedia
Casa Cove Beautiful Tropical 3 KING SUITES Sleeps 8- 2 miles to beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This house is a 3 bedroom stand alone unit with 2 king bedrooms upstairs with balconies and own bathrooms and the bedroo ...
From $607 per night (USD)
Expedia
From $217 per night (USD)
VRBO
Hidden Paradise-2bed 2bath condo w/ ocean views, dock space, pool
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 $217 per night (USD)
VRBO
From $557 per night (USD)
Expedia
Coral Hammock Poolside Home 3 bdrm 3 bath10 minute drive to Old Town Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Coral Hammock – 3BR/3BA Home with Pool Views in Coral Hammock 3 Bedrooms | 3 Full Bathrooms | Sleeps up to 8 | Backs to ...
From $557 per night (USD)
Expedia
From $537 per night (USD)
VRBO
**OCTOPUS'S GARDEN @ CORAL HAMMOCK** Pool + Last Key White Glove Service...
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! OCTOPUS'S GAR ...
From $537 per night (USD)
VRBO
From $337 per night (USD)
VRBO
Key Haven Retreat-4 bedroom 3 bath canal front home w/private pool, boat dock
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
AGE REQUIREMENT: Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their ...
From $337 per night (USD)
VRBO
From $284 per night (USD)
VRBO
Waters Edge-Key Haven 4bedroom 3.5bath canal front home w/jacuzzi, dock space
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
AGE REQUIREMENT: Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their ...
From $284 per night (USD)
VRBO
From $183 per night (USD)
VRBO
Boater's Dream 2Bed 2Bath Condo, 30 night stay w/ water views, balcony, pool
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 $183 per night (USD)
VRBO
From $499 per night (USD)
VRBO
Great Family Vacation Rental.
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Family friendly vacation rental just outside of Key West with everything you need to enjoy a great getaway just 10 minut ...
From $499 per night (USD)
VRBO
From $310 per night (USD)
VRBO
Key West Vacation Home on Canal
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Beautiful 3 bedroom, 2 bath home with den. Canal-front with included boat dockage, private backyard and a large swim sp ...
From $310 per night (USD)
VRBO
From $393 per night (USD)
VRBO
Fairway Villa w/ Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Fairway Villa — a stunning, spacious 3-bedroom, 3-bathroom townhouse nestled on the beautiful Key West Golf C ...
From $393 per night (USD)
VRBO
From $390 per night (USD)
Expedia
Charming 'Boho Breeze' Retreat w/ Pool Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience crystal clear waters, picturesque beaches, and famous historic sites with a stay at 'Boho Breeze!' This 2-bed ...
From $390 per night (USD)
Expedia
From $607 per night (USD)
VRBO
Casa Calypso- Beautiful Tropical 3 KING Beds, 3 baths - 2 miles to beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This house is a 3 bedroom stand alone unit with 2 king bedrooms upstairs with balconies and own bathrooms and the bedroo ...
From $607 per night (USD)
VRBO
From $607 per night (USD)
Expedia
Casa Cay West Beautiful Tropical 3 bedrooms 2 KING suites - 2 miles to beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This house is a 3 bedroom stand alone unit with 2 king bedrooms upstairs with balconies and own bathrooms and the bedroo ...
From $607 per night (USD)
Expedia
From $607 per night (USD)
VRBO
Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This house is a 3 bedroom stand alone unit with 2 king bedrooms upstairs with balconies and own bathrooms and the b ...
From $607 per night (USD)
VRBO
From $549 per night (USD)
Expedia
Oceanfront Marina Condo With All Luxuries
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your spacious oceanfront balcony will be a front row seat for a panorama of azure blue ocean and sky. There are touches ...
From $549 per night (USD)
Expedia
From $883 per night (USD)
VRBO
Vacation Rental in Coral Hammock
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful gated home located in Coral Hammock just minutes away from Key West. It's a spacious 3 bedroom, 3 bath home wi ...
From $883 per night (USD)
VRBO
From $733 per night (USD)
Expedia
OCEAN MEMORIES CONDO- 2 Bedroom, 2 Bath Oceanfront w/ Pool & Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
*Oceanfront Escape with Breathtaking Views – Steps from the Marina* Awaken each morning to breathtaking sunrises stret ...
From $733 per night (USD)
Expedia
From $237 per night (USD)
VRBO
Poolside Paradise in Key West Golf Club
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to the best of Key West! Poolside Paradise is located in the Key West Golf Club. Our townhome is located direc ...
From $237 per night (USD)
VRBO
From $176 per night (USD)
Expedia
Monthly Availability 2026
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
To provide our guests with a clean and sanitized home, our cleaning service cleans AND disinfects all high-touch surface ...
From $176 per night (USD)
Expedia
From $648 per night (USD)
VRBO
LUXURY WATERFRONT ESTATE SEAWALL DOCKAGE & POOL
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This estate has it all waterfront, large sun-filled pool and seawall dockage for your boat with over 3,800 sf of living ...
From $648 per night (USD)
VRBO
From $425 per night (USD)
VRBO
Key West Resort Condo Available only December7-14, 2024
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 Bedroom, 2 bath Condo/Townhouse in Key West (sleeps 6 ) 2 pools, hot tub, marina, and waterfront tiki hut on grounds. ...
From $425 per night (USD)
VRBO
From $367 per night (USD)
VRBO
Cool Breeze @ the Key West Golf Club in Key West
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Cool Breeze at the Key West Golf Club- This community is located on Stock Island which is five miles from Duval Street a ...
From $367 per night (USD)
VRBO
From $436 per night (USD)
Expedia
Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
'TEE BY THE SEA' vacation rental (we include 7 bikes, FREE PARKING AND WIFI free for our guests!!!) We're less then 1/2 ...
From $436 per night (USD)
Expedia
From $324 per night (USD)
VRBO
**MARINER’S HIDDEN HAVEN** Waterfront & Pool + Last Key White Glove Service...
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! Escape the “c ...
From $324 per night (USD)
VRBO
From $483 per night (USD)
Expedia
Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is paradise! Wake up to a gentle breeze and birds singing just outside your balcony. Watch the sunrise over the oce ...
From $483 per night (USD)
Expedia
From $273 per night (USD)
VRBO
The GUAVA DUFF - Beautiful KW home with space to chill & lots of FREE PARKING!!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Receive 1 FREE night for booking for booking a minimum of 30 nights!! Total renovation completed in 2020! This 4-bedroom ...
From $273 per night (USD)
VRBO
From $1457 per night (USD)
Expedia
Springtide House at Lunara Bay
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Summary: Discover your dream Key West vacation at Lunara Bay - a collection of 26 luxury homes in a gated community!! ...
From $1457 per night (USD)
Expedia
From $1845 per night (USD)
VRBO
Suncoast House at Lunara Bay
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Summary: Discover your dream Key West vacation at Lunara Bay - a collection of 26 luxury homes in a gated community! Su ...
From $1845 per night (USD)
VRBO
From $1422 per night (USD)
Expedia
Aquaria House at Lunara Bay
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Summary: Experience the Aquaria House at Lunara Bay - a collection of 26 luxury homes in a gated community! This stunni ...
From $1422 per night (USD)
Expedia
From $1457 per night (USD)
VRBO
Capmar House at Lunara Bay
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Summary: Capmar House is a beautiful waterfront 4-bedroom, 4-bath home at Lunara Bay - a collection of 26 luxury homes ...
From $1457 per night (USD)
VRBO
From $1581 per night (USD)
Expedia
Mirador House at Lunara Bay
Bedrooms:
5
Bathrooms:
5
Sleeps:
16
Summary: Mirador House is a gorgeous waterfront 5-bedroom, 5.5-bath home at Lunara Bay - a collection of 26 luxury home ...
From $1581 per night (USD)
Expedia
From $1457 per night (USD)
VRBO
Evershore Estate at Lunara Bay | Wellness Home
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Summary: Evershore Estate is a waterfront 4-bedroom, 4-bath home at Lunara Bay - a collection of 26 luxury homes in a g ...
From $1457 per night (USD)
VRBO
From $1419 per night (USD)
Expedia
The Seagate Estate at Lunara Bay
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Summary: Discover your dream Key West getaway at Lunara Bay - a collection of 26 Luxury homes in a gated community! Sea ...
From $1419 per night (USD)
Expedia
From $1436 per night (USD)
VRBO
Spindrift House at Lunara Bay
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Summary: Spindrift House is a beautiful waterfront 4-bedroom, 4-bath home at Lunara Bay—a collection of 26 luxury homes ...
From $1436 per night (USD)
VRBO
From $1457 per night (USD)
Expedia
Waterlane House at Lunara Bay
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Summary: Waterlane House is an inviting waterfront 4-bedroom, 4.5-bath home at Lunara Bay - a collection of 26 luxury h ...
From $1457 per night (USD)
Expedia
From $1423 per night (USD)
VRBO
Mastway House at Lunara Bay - Wellness Home
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Summary: Mastway House is a waterfront 4-bedroom, 4-bath home at Lunara Bay - a collection of 26 luxury homes in a gate ...
From $1423 per night (USD)
VRBO
From $359 per night (USD)
Expedia
Island Time On the Green at Key West Golf Club
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Island Time on the Green - This is a beautiful, intimate two-story open plan townhome backing to one of two community po ...
From $359 per night (USD)
Expedia
From $395 per night (USD)
VRBO
A Key West State Of Mind at The Key West Golf Club
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This prime four-bedroom, three full baths, thoughtfully furnished and fully equipped home is a two-story townhome locate ...
From $395 per night (USD)
VRBO
From $299 per night (USD)
Expedia
Tailgate Key at the Key West Golf Club in key West
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Welcome to Tailgate Key! This unique vacation property is located in the Key West Golf Club Community set amongst lush t ...
From $299 per night (USD)
Expedia
From $580 per night (USD)
VRBO
'Oceanside Oasis' Direct Ocean Views & 3 BR'S
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Imagine waking up every morning to the sun rising over the Atlantic Ocean. That's what you will experience with this bea ...
From $580 per night (USD)
VRBO
From $331 per night (USD)
Expedia
A Duck on the Green at the Key West Golf Club
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
A Duck on the Green --This lovely, fully furnished, townhouse has two and a half bedrooms that sleeps up to five and two ...
From $331 per night (USD)
Expedia
Click For Pricing
VRBO
Home away from home!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located in the gated community of the Key West Golf Club, enjoy your morning coffee in the enclosed back porch overlooki ...
Click For Pricing
VRBO
From $380 per night (USD)
VRBO
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Its a custom built 43 ft sport fish made for overnight trips with all the comforts of home. Sleeps six and is kept in to ...
From $380 per night (USD)
VRBO
From $302 per night (USD)
VRBO
A Palm Tree Paradise @ the Key West Golf Club
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A Palm tree Paradise - Stay on the only 18-hole golf club in the Florida Keys and enjoy the lush tropical foliage and re ...
From $302 per night (USD)
VRBO
From $212 per night (USD)
Expedia
A Sanctuary Home at the Key West Golf Club in Key West
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A Sanctuary Home - Stay on the only 18-hole golf club in the Florida Keys and enjoy the lush tropical foliage and resort ...
From $212 per night (USD)
Expedia
From $1770 per night (USD)
VRBO
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
Bedrooms:
5
Bathrooms:
10
Sleeps:
22
This is the original residence used by MTV to film The Real World: Key West. The private oceanfront estate offers 500 fe ...
From $1770 per night (USD)
VRBO
From $387 per night (USD)
Expedia
Sea-renity: 2bed 2bath condo w/ boat slip, pool/jacuzzi, waterfront balcony
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 $387 per night (USD)
Expedia
From $336 per night (USD)
VRBO
Golf Villa - Indulge Without Overpaying - 2BD/2Bath - Large Open Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Golf Villa, your perfect Key West getaway in the highly sought-after Key West Golf Club neighborhood! Immerse ...
From $336 per night (USD)
VRBO
From $405 per night (USD)
Expedia
Tropical Key West out of the way
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Three bedroom (all queens sizes beds) and three full bathroom two story home in a gated community within walking distanc ...
From $405 per night (USD)
Expedia
From $634 per night (USD)
VRBO
Grand Marina Suite - Poolside & Waterfront Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: A beautiful oceanfront suite located at the best marina in the Keys. Situated on the glistening Atlantic Ocean ...
From $634 per night (USD)
VRBO
From $567 per night (USD)
Expedia
Grand Marina Suite - Poolside & Waterfront Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: A beautiful oceanfront suite located at the best marina in the Keys. Situated on the glistening Atlantic Ocean ...
From $567 per night (USD)
Expedia
From $564 per night (USD)
VRBO
Grand Marina Suite - Poolside & Waterfront Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: A beautiful oceanfront suite located at the best marina in the Keys. Situated on the glistening Atlantic Ocean ...
From $564 per night (USD)
VRBO
From $503 per night (USD)
Expedia
CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
WELCOME BOATING AND GOLFING ENTHUSIASTS.. Located just off Key West at mile marker 5, the gated community of Coral Hammo ...
From $503 per night (USD)
Expedia
From $508 per night (USD)
VRBO
CASA DE VINO ~ Amazing Price for Charming Townhouse with Pool & Tiki!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
GATED COMMUNITY, CLOSE TO BOATING AND GOLFING.. Located just off Key West at mile marker 5, the picturesque community of ...
From $508 per night (USD)
VRBO
From $436 per night (USD)
Expedia
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
IDEAL LOCATION FOR BOATERS AND GOLFERS... Located just off Key West at mile marker 5, the picturesque community of Coral ...
From $436 per night (USD)
Expedia
Click For Pricing
VRBO
Poolside townhouse in Key West Golf Club
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful 2 bed/2.5 bath townhome in key west golf club. Pool steps away. Gated community. Enjoy everything beautiful Ke ...
Click For Pricing
VRBO
From $192 per night (USD)
Expedia
Coral Breeze by AvantStay | Close to Beach w/ Balcony & Shared Pool!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
*Please note that this home is available for 28+ night stays only.* Coral Breeze is a two-bedroom townhome located in t ...
From $192 per night (USD)
Expedia
From $161 per night (USD)
VRBO
Cottage by the Pool by AvantStay | w/ Balcony, BBQ & Shared Pool!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
*Please note that this home is available for 28+ night stays only.* This cozy 2 bedroom home is nestled in the center o ...
From $161 per night (USD)
VRBO
From $581 per night (USD)
Expedia
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Coral Palm is a lovely 3 bedroom, 3 bathroom, 2 story townhome located in the private gated community of Coral Hammock o ...
From $581 per night (USD)
Expedia
From $268 per night (USD)
VRBO
Place to Relax by AvantStay | Shared Pool | 3 Miles to Smather's Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
*Please note that this home is available for 28+ night stays only.* Located in the Sanctuary of the gated community in ...
From $268 per night (USD)
VRBO
From $198 per night (USD)
Expedia
Bogey's Retreat by AvantStay | Golfer's Retreat w/ Shared Pool! |
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
*Please note that this home is available for 28+ night stays only.* Welcome to your home away from home in Key West. Th ...
From $198 per night (USD)
Expedia
From $511 per night (USD)
VRBO
Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Coral Villa by AvantStay! Spacious, beautifully decorated, and rare in all the right ways — Coral Villa offe ...
From $511 per night (USD)
VRBO
From $156 per night (USD)
Expedia
Gated Golf Community w/ Pool, Prime Location Mins to Old Town | Long-Term Stays
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
*Please note that this home is available for 28+ day stays only.* Located on the main road meandering through the seclu ...
From $156 per night (USD)
Expedia
From $658 per night (USD)
VRBO
Paradise found
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Located on Stock Island this 3 bedroom home is 8 minutes from Duval street. Walking distance to several great restaurant ...
From $658 per night (USD)
VRBO
From $1331 per night (USD)
Expedia
TRAVEL THE KEYS OR JUST RELAX AT THE DOCK
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
The Free Spirit is a 75' Hatteras that has been meticulously cared for. She is the ideal location for gatherings of fami ...
From $1331 per night (USD)
Expedia
From $304 per night (USD)
VRBO
Doc`s Paradise
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Doc's Paradise @Key West Golf Club The Space: Enjoy the ultimate month-long Key West Vacation in the comfo ...
From $304 per night (USD)
VRBO
From $181 per night (USD)
Expedia
Paradise Point by AvantStay | Golf Course Living
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
*Please note that this home is available for 28+ night stays only.* Paradise Point is a charming retreat sitting right ...
From $181 per night (USD)
Expedia
From $429 per night (USD)
VRBO
Lover's Dream / Fisherman's Paradise
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This recently remodeled 1490 sq. ft. air conditioned houseboat is located at beautiful Sunset Marina in Key West, Florid ...
From $429 per night (USD)
VRBO
From $463 per night (USD)
Expedia
Casa Caribe Beautiful tropical 2 bedroom sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Tropical 2 bedroom, 2.5 bathroom, 2 level Key West townhome to be your home away from home! No detail has been overlooke ...
From $463 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Aqua Lodges at Hurricane Hole Marina
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
<p>You'll find snorkeling, ecotours, and more on site at this welcoming houseboat. Thanks to the convenient onsite parki ...
From $288 per night (USD)
VRBO
From $498 per night (USD)
Expedia
A Conch Casita at the Key West Golf Club
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is a unique home in Key West Golf Club Club Community available for your vacation rental experience. Stay on the o ...
From $498 per night (USD)
Expedia
From $350 per night (USD)
VRBO
Booty Caye - Fun & Energetic - 2BD/1.5Bath - Golf Club Drive
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to your private oasis at Booty Caye, nestled within the exclusive enclave of the Key West Golf Club. This beautif ...
From $350 per night (USD)
VRBO
From $540 per night (USD)
Expedia
3 Bedroom 2 Bath Oceanfront Condo quiet and secluded adjacent to Hotel/Marina
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Living room, Dining room and kitchen all enjoy stunning views of the Atlantic Ocean. Master bedroom and Master bath also ...
From $540 per night (USD)
Expedia
From $483 per night (USD)
VRBO
Beautiful 43 ' sportfish yacht
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Come enjoy a yacht stay at Stock Island Yacht Club! Gorgeous facilities with Beach, pool, bar, and a gym!. The boat does ...
From $483 per night (USD)
VRBO
From $648 per night (USD)
Expedia
The Flight Deck - 3 Bedroom / 3 Bathroom with Shared Pool & Fitness Center!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to “The Flight Deck” — Your Tropical Getaway in Key West Location: Coral Hammock Community, Stock Island – Just ...
From $648 per night (USD)
Expedia
From $391 per night (USD)
VRBO
2 Bedroom Townhome on Key West Golf Club
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Escape to paradise with this spacious 2-bedroom townhome in Key West. Ideal for families and couples alike, this propert ...
From $391 per night (USD)
VRBO
From $352 per night (USD)
Expedia
A Poolside Cabana at the Key West Golf Club!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A Poolside Cabana - Stay at the only 18-hole golf club in the Florida Keys and enjoy the lush tropical foliage and resor ...
From $352 per night (USD)
Expedia
From $609 per night (USD)
VRBO
Gone Coastal
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax with the whole family at this peaceful places to stay. Completely renovated 3 bedroom 2.5 bath townhome in Coral ...
From $609 per night (USD)
VRBO
From $1947 per night (USD)
Expedia
Crestwood House at Lunara Bay
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Summary: The Crestwood House is a stunning 6-bedroom, 6.5-bath home offers the perfect Key West getaway at Lunara Bay - ...
From $1947 per night (USD)
Expedia
From $1963 per night (USD)
VRBO
Altair House at Lunara Bay
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Summary: Discover your dream Key West vacation at Lunara Bay - a collection of 26 Luxury homes in a gated community!! A ...
From $1963 per night (USD)
VRBO
From $1904 per night (USD)
Expedia
The Windrose Estate at Lunara Bay
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
<p>Close to fishing, the sea, and more, this pet-friendly vacation home brings it all within reach. With the property's ...
From $1904 per night (USD)
Expedia
From $1963 per night (USD)
VRBO
The Ebberly Estate at Lunara Bay
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Summary: Discover your dream Key West getaway at Lunara Bay - a collection of 26 Luxury homes in a gated community! Ebb ...
From $1963 per night (USD)
VRBO
From $469 per night (USD)
Expedia
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
NESTLED IN THE HEART OF PARADISE… Stunning views of the ocean and nature surround you in this lovely and newly furnished ...
From $469 per night (USD)
Expedia
From $478 per night (USD)
VRBO
HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & Hot Tub!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A SIMPLE GETAWAY… If you are craving a simple yet sensational taste of paradise, look no further. This small but mighty ...
From $478 per night (USD)
VRBO
From $481 per night (USD)
Expedia
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A TRANQUIL GETAWAY FOR 6… Welcome to captivating views of the ocean ideal for unwinding and unplugging from reality. You ...
From $481 per night (USD)
Expedia
From $528 per night (USD)
VRBO
Living the Dream Key West Style
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Reconnect with nature at this unforgettable escape. Experience and enjoy what life is like living on a large world cruis ...
From $528 per night (USD)
VRBO
From $380 per night (USD)
Expedia
Craig & Cindy Key West Poolside Coral Hammock Royal Palm House 2 bdrm 2.5 bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Coral Hammock is a gated communities with 55 luxury resort homes with a lavish Clubhouse and Pool and lushly landscaped ...
From $380 per night (USD)
Expedia
From $676 per night (USD)
VRBO
Decorators own Coastal Chic home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
BRAND NEW, Coastal on Coral is located in the beautiful gated community of Coral Hammock on the quiet end of Key West on ...
From $676 per night (USD)
VRBO
From $495 per night (USD)
VRBO
Private Pool, Outdoor Shower, Pet Friendly, in Golf Course- 5 min to Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Livin' On Key West Time Vacation Rental! This 2-bed 2-bath townhome is located in the prestigious Key West Go ...
From $495 per night (USD)
VRBO
From $1093 per night (USD)
VRBO
Key West House🌴Private Pool👙Waterfront🛥️
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Escape to Key Haven Oasis, a stunning waterfront canal home in Key West designed for relaxation and adventure. ...
From $1093 per night (USD)
VRBO
From $297 per night (USD)
VRBO
Prime Tee Haven | Townhouse on golf course
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: 2 bed/2.5 bath townhouse on golf course with shared pool minutes away from downtown Key West, local beaches ...
From $297 per night (USD)
VRBO
From $486 per night (USD)
VRBO
Triple Crown Villa- Boaters paradise with Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: Luxury 4bdr/4ba house with pool&dock The Space: If you're looking for a luxurious and unforgettable waterf ...
From $486 per night (USD)
VRBO
From $719 per night (USD)
Expedia
Waterfront & Heated Pool - Away Awai Floating Villa
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Experience Key West in a new way: aboard a luxury houseboat! From watching sunrise on the dock to watching su ...
From $719 per night (USD)
Expedia

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Results: 184 Rentals