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 $295 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 $295 per night (USD)
VRBO
From $309 per night (USD)
Expedia
The GUAVA DUFF - Beautiful KW home with space to chill & lots of FREE PARKING!!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Total renovation completed in 2020! This 4-bedroom contemporary home is waiting for your arrival! The Guava Duff (named ...
From $309 per night (USD)
Expedia
From $373 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 $373 per night (USD)
VRBO
From $582 per night (USD)
Expedia
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
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 $582 per night (USD)
Expedia
From $478 per night (USD)
VRBO
Ocean views! <br>I didn’t do it too
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Your Ocean front vacation house on water awaits you! Experience Key West staying above it's beautiful clear water. The ...
From $478 per night (USD)
VRBO
From $574 per night (USD)
Expedia
KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Nicest Yacht rental in the keys . Stay on this beautiful, 66 foot, four bedroom, four bathroom yacht and experience luxu ...
From $574 per night (USD)
Expedia
From $474 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 $474 per night (USD)
VRBO
From $159 per night (USD)
Expedia
Monthly Availability beginning May 2025
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 $159 per night (USD)
Expedia
From $493 per night (USD)
VRBO
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 $493 per night (USD)
VRBO
From $766 per night (USD)
Expedia
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 $766 per night (USD)
Expedia
From $410 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 $410 per night (USD)
VRBO
From $322 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 $322 per night (USD)
VRBO
From $178 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 $178 per night (USD)
VRBO
From $228 per night (USD)
Expedia
Key West Tropical Townhome on Golf Course
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Tropical 2-story conch architecture townhome located in the Key West Golf Club Resort with incredible amenities, on the ...
From $228 per night (USD)
Expedia
From $159 per night (USD)
VRBO
Peace and Comfort at the Key West Golf Club Resort -- Monthly Rentals Available
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
** Summer Discounts Available ** A one month is now10% off. Longer stays, including those for traveling nurses and mil ...
From $159 per night (USD)
VRBO
From $599 per night (USD)
Expedia
PET FRIENDLY! JUNE SUMMER SPECIALS !! 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 $599 per night (USD)
Expedia
From $486 per night (USD)
VRBO
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 $486 per night (USD)
VRBO
From $457 per night (USD)
Expedia
Private Parking & Waterfront - Grand Marina Suite
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 $457 per night (USD)
Expedia
From $461 per night (USD)
VRBO
Private Parking & Waterfront - Grand Marina Suite
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 $461 per night (USD)
VRBO
From $462 per night (USD)
Expedia
Private Parking & Waterfront - Grand Marina Suite
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 $462 per night (USD)
Expedia
From $459 per night (USD)
VRBO
A Conch Casita at the Key West Golf Club
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Unique home in Key West Golf Club Club Community coming soon for rental. ***PLEASE NOTE THIS IS A MONTHLY RENTAL ONLY** ...
From $459 per night (USD)
VRBO
Click For Pricing
Expedia
Hyatt Residence Club Key West, Beach House: 2 Bed/2 Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy a luxurious experience when you stay at this special place. Welcome to your own private sanctuary among the lush l ...
Click For Pricing
Expedia
From $207 per night (USD)
VRBO
Coastal Haven | Waterfront 2 bed/2 bath condo in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Coastal Haven at Sunset Marina, a stylish and vibrant waterfront residence. This modern condominium offers a ...
From $207 per night (USD)
VRBO
From $588 per night (USD)
Expedia
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 $588 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Prime Tee Haven | 2 bed/2.5 bath townhouse on golf course with shared pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Indulge in the ultimate getaway experience with our stunning 2 bedroom, 2 1/2 bathroom townhouse nestled on the pictures ...
From $262 per night (USD)
VRBO
From $691 per night (USD)
Expedia
Beautiful Houseboat in Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy this classic floating home all to yourself! This home can accommodate up to four guests and has two bedrooms and o ...
From $691 per night (USD)
Expedia
From $2095 per night (USD)
VRBO
Parking, Heated Pool & Pet Friendly - Altair House
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Summary: This beautifully designed 6-bedroom, 6.5-bath home is your perfect Key West retreat. Relax with a private pool, ...
From $2095 per night (USD)
VRBO
From $472 per night (USD)
Expedia
Living Life Dockside
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Take it easy at this unique and tranquil getaway located right on the water in a beautifully artistic and tropical lands ...
From $472 per night (USD)
Expedia
From $2029 per night (USD)
VRBO
Parking, Heated Pool, Pet Friendly -Floralee House
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Summary: Welcome to your dream Key West escape! This stunning 6-bedroom, 6.5-bath home offers luxury and island charm ju ...
From $2029 per night (USD)
VRBO
From $2338 per night (USD)
Expedia
Gorgeous KW Home w/ Heated Pool - Palmgale Estate
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Summary: Discover your perfect Key West getaway! This luxurious 6-bedroom, 6.5-bath home combines sophistication with is ...
From $2338 per night (USD)
Expedia
From $213 per night (USD)
VRBO
PAINTED SKY~2 BR/2 Ba Waterfront Condo at Sunset Marina w/ Pool & Boat Slip!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
ISLAND MASTERPIECE... In the private gated community of Sunset Marina, this exquisite waterfront condo's view is awash i ...
From $213 per night (USD)
VRBO
From $453 per night (USD)
Expedia
Mermaid's Retreat at Coral Hammock Key West Island living at its best
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Mermaids Retreat Escape to the tropical charm of Mermaids Retreat, where comfort meets convenience in a sere ...
From $453 per night (USD)
Expedia
From $238 per night (USD)
VRBO
Heron House | Canal Front 3-Bedroom Home w/ Private Boat Docking in Key Haven
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Heron House | Canal Front 3-Bedroom Home with Private Boat Docking in Key Haven Located in the serene and sought-after ...
From $238 per night (USD)
VRBO
From $152 per night (USD)
Expedia
2 bedroom Town home in a gated community with a resort sytle pool.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Just a few minutes from Key West, enjoy the peace and tranquility of this 2 story home, located in the Key West Golf Clu ...
From $152 per night (USD)
Expedia
From $613 per night (USD)
VRBO
**OCEANFRONT OASIS @ KEY HAVEN** Private Home & Pool + LAST KEY SERVICES…
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! OCEANFRONT OA ...
From $613 per night (USD)
VRBO
From $506 per night (USD)
Expedia
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Discover the charm of “Old Key West” aboard Vita Felice, a Luxurious Vintage Yacht and a piece of American History. Thi ...
From $506 per night (USD)
Expedia
From $518 per night (USD)
VRBO
Brand new VRBO exclusive offer! 50 foot motor yacht in Key West!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
You and your guests will have exclusive use of this 50 ft yacht all to yourselves. The yacht stays docked, the entire re ...
From $518 per night (USD)
VRBO
From $685 per night (USD)
Expedia
Waterfront Boater's Paradise on deep water canal, boat dock, ocean access
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Tropical waterfront getaway. A Boater's Paradise. This charming 4 bedroom (1 King, 3 Queens), 2 bath bungalow is located ...
From $685 per night (USD)
Expedia
From $589 per night (USD)
VRBO
Coral Oasis – Spacious 3BR Retreat, Shared Pool, Dog Friendly, Parking, Minutes to Downtown Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Coral Oasis, a charming 3-bedroom townhouse nestled in a gated community just over Cow Key Bridge from Key We ...
From $589 per night (USD)
VRBO
Click For Pricing
Expedia
Stunning 2-Bedroom Villa in Key West - Desirable Location - Hyatt Beach House!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Get ready to relax in this 2-bedroom villa in Key West. Hyatt Beach House Resort features over seventy luxurious two-be ...
Click For Pricing
Expedia
From $189 per night (USD)
VRBO
Tropical Tee-Time: 2BR Townhome in Key West Golf Club with Two Shared Pools, Fitness Center, Dogs OK
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $189 per night (USD)
VRBO
From $722 per night (USD)
Expedia
2 Bedrooms, 1 Bath-42' Hatteras in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience the ultimate escape aboard our 42’ Hatteras, docked at the exclusive Perry Marina. This spacious yacht offers ...
From $722 per night (USD)
Expedia
From $1016 per night (USD)
VRBO
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the ultimate escape aboard our 40’ yacht, docked at the exclusive Perry Marina. This unique yacht is perfect ...
From $1016 per night (USD)
VRBO
From $201 per night (USD)
Expedia
Super-cozy boat in 5 Star Key West Marina.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape to paradise on a fully renovated 34ft cabin cruiser at a 5-star Key West yacht club FOR JUST $199/NIGHT! This flo ...
From $201 per night (USD)
Expedia
From $2881 per night (USD)
VRBO
New Waterfront Estate - The Sunray Home
Bedrooms:
8
Bathrooms:
8
Sleeps:
16
Summary: Discover a luxurious new build featuring waterfront views, a private dock, eight spacious bedrooms and a privat ...
From $2881 per night (USD)
VRBO
From $2908 per night (USD)
Expedia
Waterfront, Luxury Home - Tidelands House
Bedrooms:
8
Bathrooms:
8
Sleeps:
16
Summary: Discover a luxurious new build featuring waterfront views, boat docking, eight spacious bedrooms and a private ...
From $2908 per night (USD)
Expedia
From $2881 per night (USD)
VRBO
The Shellstone House at Solaire Lunara Bay
Bedrooms:
8
Bathrooms:
8
Sleeps:
16
Summary: Discover an exquisite new build featuring eight spacious bedrooms and a private pool. This remarkable home boas ...
From $2881 per night (USD)
VRBO
From $456 per night (USD)
VRBO
Cozy 1 Bedroom Green Flash Houseboat @ the Perry Marina with WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape to our unique and Cozy houseboat, where tranquility meets adventure! Enjoy a spacious living room and a fully equ ...
From $456 per night (USD)
VRBO
From $866 per night (USD)
VRBO
Your Luxurious Key West Escape Awaits – A Boater’s Dream Retreat!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Your Luxurious Key West Escape Awaits – A Boater’s Dream Retreat... Nestled in the exclusive Key Haven neighborhood, ju ...
From $866 per night (USD)
VRBO
From $213 per night (USD)
VRBO
8th Hole Golf Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Luxury Two-Bedroom Condo with Resort-Style Amenities for Rent in Key West Golf Club Community. ...
From $213 per night (USD)
VRBO
From $532 per night (USD)
VRBO
Funky Chicken Cottage with shared pool, 3 bed 3 bath minutes from Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Discover this 3-bedroom gem in Key West. This tranquil townhome offers a wonderful escape for guests. With 1 king bed an ...
From $532 per night (USD)
VRBO
From $584 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 $584 per night (USD)
VRBO
From $399 per night (USD)
VRBO
Boater’s Paradise
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Bright, open, and airy Old Florida single story home. Safe, family neighborhood. Deep water canal with quick access to ...
From $399 per night (USD)
VRBO
From $168 per night (USD)
Expedia
LA PALMA ~ 2 BR, 1.5 Ba Townhome in Golf Course w/ Community Pool!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
GOLF COURSE CHARMER... Tucked away in the quiet, gated and picturesque Key West Golf Course community, this quaint 2 bed ...
From $168 per night (USD)
Expedia
From $599 per night (USD)
VRBO
VRBO Exclusive Offer! 51' Catamaran Yacht located in a Beautiful Resort!
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
You and your guests will have exclusive use of this 51 ft yacht all to yourselves. The yacht stays docked, the entire re ...
From $599 per night (USD)
VRBO
From $230 per night (USD)
Expedia
Doc`s Paradise @Key West | 3 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy the ultimate month-long Key West Vacation in the comfort of a gated community of Key West Golf Club. This 3BDR/3BA ...
From $230 per night (USD)
Expedia
From $168 per night (USD)
VRBO
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 $168 per night (USD)
VRBO
From $398 per night (USD)
Expedia
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 $398 per night (USD)
Expedia
From $941 per night (USD)
VRBO
Southern Bell is a Beautiful Houseboat cozy and relaxing.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Your Ocean front vacation house on water awaits you! Experience Key West staying above it's beautiful clear water. The ...
From $941 per night (USD)
VRBO
From $313 per night (USD)
Expedia
Upscale dog-friendly home on golf course with lush back yard & pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tropical Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $313 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Bayfront bungalow with private dock, kayaks, SUPs, tiki hut & pool access
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Sunset Bay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $378 per night (USD)
VRBO
From $638 per night (USD)
Expedia
Ocean views! <br>No regrets
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Your Ocean front vacation house on water awaits you! Experience Key West staying above it's beautiful clear water. The ...
From $638 per night (USD)
Expedia
From $485 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 $485 per night (USD)
VRBO
From $136 per night (USD)
Expedia
Fun & Energetic 2 Bed 1.5 Bath: Booty Caye @ Key West Golf Club - RealKeyWest
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 $136 per night (USD)
Expedia
From $307 per night (USD)
VRBO
A Poolside Cabana at the Key West Golf Club!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A Palm tree Paradise***PLEASE NOTE THIS IS A MONTHLY RENTAL ONLY***Stay on the only 18-hole golf club in the Florida Key ...
From $307 per night (USD)
VRBO
From $2180 per night (USD)
Expedia
Parking, Pet Friendly, Pool - Crestwood House
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Summary: This stunning 6-bedroom, 6.5-bath home offers the perfect Key West getaway with a private pool, fire pit, parki ...
From $2180 per night (USD)
Expedia
From $225 per night (USD)
VRBO
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 $225 per night (USD)
VRBO
Click For Pricing
Expedia
Fully Furnished Apt Family Sized W/ Patio
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Lovely Fully Furnished Apartment With High Speed Internet Perfect Get Away For Family & Friends. Right Outside Orlando ...
Click For Pricing
Expedia
From $170 per night (USD)
VRBO
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 $170 per night (USD)
VRBO
From $161 per night (USD)
Expedia
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)
Expedia
From $567 per night (USD)
VRBO
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 $567 per night (USD)
VRBO
From $186 per night (USD)
Expedia
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 $186 per night (USD)
Expedia
From $163 per night (USD)
VRBO
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 $163 per night (USD)
VRBO
From $581 per night (USD)
Expedia
Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beautifully decorated spacious 3 bedroom, 3 bathroom with off-street parking for 2 vehicles -- a rare commodity in Key W ...
From $581 per night (USD)
Expedia
From $365 per night (USD)
VRBO
Coral Garden by AvantStay | Great Location w/ Balcony & Shared Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Coral Garden is a two-bedroom townhome in the quiet gated community of Coral Hammock located on Stock Island. Perfect fo ...
From $365 per night (USD)
VRBO
From $157 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 $157 per night (USD)
Expedia
From $231 per night (USD)
VRBO
2 Bed/2.5 Bath Townhome in KW Golf Club - Backs up to Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Newly updated townhome on the pool in Key West Golf Club! This newly renovated 2 bedroom/2.5 bathroom townhome is nestl ...
From $231 per night (USD)
VRBO
From $288 per night (USD)
Expedia
**MARINER’S HIDDEN HAVEN @ KEY HAVEN** Waterfront Home & Pool + LAST KEY 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 $288 per night (USD)
Expedia
Click For Pricing
VRBO
Beautiful Family-Sized Vacation House! 5 minute drive from Most Beautiful Places
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
From the moment you drive into the development, you are greeted at the security station. A clean, maintained community t ...
Click For Pricing
VRBO
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Expedia
New Toyhauler in Key West w/boat dock open water view sleeps 9
Bedrooms:
1
Bathrooms:
3
Sleeps:
9
2021 5th Wheel RV, 2bdr, 1.5 bth with boat dock on open water, sleeps 9. In El Mar RV Resort The toy hauler/bunkhouse RV ...
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Expedia
From $349 per night (USD)
VRBO
A KEY WEST STATE OF MIND at The Key West Golf Club
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This prime four-bedroom, three full baths, thoughtfully furnished and fully equipped home is a two-story townhome locate ...
From $349 per night (USD)
VRBO
From $710 per night (USD)
Expedia
3 BR 2BA + Private Pool + Waterfront
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Beach Weekend invites you to experience the ultimate getaway at Key Haven Oasis! Unlock 10% off a pontoon renta ...
From $710 per night (USD)
Expedia
From $218 per night (USD)
VRBO
Coconut Cottage Sunset Marina-2bed 2bath oceanfront condo w/pool, dock space
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 $218 per night (USD)
VRBO
From $342 per night (USD)
Expedia
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 $342 per night (USD)
Expedia
From $2127 per night (USD)
VRBO
Luxury Home with Heated Pool - The Ebberly Estate
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Summary: Welcome to your dream escape in Key West! This luxurious 6-bedroom, 6.5-bath home combines elegance and island ...
From $2127 per night (USD)
VRBO
From $180 per night (USD)
Expedia
Colorful home in private community with resort pool & hot tub, on-site golf
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Egret House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $180 per night (USD)
Expedia
From $453 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 $453 per night (USD)
VRBO
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Expedia
Reduced Rate! 46’ Yacht in Beautiful Resort!
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
New Listing on VRBO! You and your guests will have exclusive use of this 46 ft yacht all to yourselves. The yacht stays ...
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Expedia
From $610 per night (USD)
VRBO
Triple Crown Villa- Boaters Paradise with Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
If you're looking for a luxurious and unforgettable waterfront vacation experience, look no further than this stunning v ...
From $610 per night (USD)
VRBO
From $291 per night (USD)
Expedia
Charming 3-bedroom townhome with WiFi, AC in fantastic Key West Golf Course
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Your home away from home in Key West with 3 bedrooms. This adorable townhome features a cozy sofa bed, a comfortable que ...
From $291 per night (USD)
Expedia
From $291 per night (USD)
VRBO
Key West - Stock Island
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Two Bedroom and 2 and Half Bath beautiful condo in great private Coral Hammock community, close to Golf Course and short ...
From $291 per night (USD)
VRBO
From $202 per night (USD)
Expedia
Key West Happy Hideaway! 2 BDR/1.5 BA, GOLF POOL, GYM
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Key West Happy Hideaway is exactly that! Your perfect little hideaway nestled in the beautiful and lush landscaping of t ...
From $202 per night (USD)
Expedia
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VRBO
Just a few minutes from Key West, enjoy the peace and tranquility of this charming Townhome
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Just a few minutes from Key West, enjoy the peace and tranquility of this 2 story home, located in the Key West Golf Clu ...
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VRBO
$\nHyatt Vacation Club at Beach House, Key West$
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Expedia
\nHyatt Vacation Club at Beach House, Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Lush tropical beauty welcomes you to a spacious residential-style villa featuring a primary bedroom with a king-size bed ...
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Expedia
From $1516 per night (USD)
VRBO
Hyatt Beach House Residences! Keys, Hot Tub, Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy the glamour of this stylish, upscale place. Welcome to your own private sanctuary among the lush landscape of Key ...
From $1516 per night (USD)
VRBO
From $323 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 $323 per night (USD)
Expedia
From $337 per night (USD)
VRBO
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 getaway. Your soul ...
From $337 per night (USD)
VRBO
From $288 per night (USD)
Expedia
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 $288 per night (USD)
Expedia
From $332 per night (USD)
VRBO
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 unpluging from reality. You ...
From $332 per night (USD)
VRBO
From $3058 per night (USD)
Expedia
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
Bedrooms:
5
Bathrooms:
10
Sleeps:
22
This isn't just a house, this is your own private mini resort in Key West, Florida. THERE IS NO OTHER PROPERTY THAT COMP ...
From $3058 per night (USD)
Expedia

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