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

$Panoramic Ocean View! Amazing Room w\/ King Bed, Outdoor Swimming Pool$
From $552 per night (USD)
VRBO
Panoramic Ocean View! Amazing Room w\/ King Bed, Outdoor Swimming Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $552 per night (USD)
VRBO
From $460 per night (USD)
VRBO
Key West Getaway! Pool, Restaurant, Bar, Gym, Parking!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $460 per night (USD)
VRBO
From $1214 per night (USD)
VRBO
3 Standard 2 Queens Rooms at The Gates Hotel Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $1214 per night (USD)
VRBO
From $928 per night (USD)
VRBO
Fantastic Land and Sea Vacation! Two Convenient Rooms, Outdoor Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $928 per night (USD)
VRBO
From $920 per night (USD)
VRBO
Key West Dream! 2 Awesome Units, Pool, Restaurant, Bar, Bike Rentals, Parking!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $920 per night (USD)
VRBO
$Perfect Location for Your Staycation! Spacious Deluxe Room w\/ Pool View$
From $456 per night (USD)
VRBO
Perfect Location for Your Staycation! Spacious Deluxe Room w\/ Pool View
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $456 per night (USD)
VRBO
From $932 per night (USD)
VRBO
Perfect Staycation! 2 Spacious Rooms, Close to Local Attractions & Shopping
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $932 per night (USD)
VRBO
From $1055 per night (USD)
VRBO
Ideal Location! Two Relaxing Rooms, Outdoor Pool, Minutes Away from the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $1055 per night (USD)
VRBO
From $939 per night (USD)
VRBO
Perfect Staycation! Two Amazing Pool View Units, Close to County Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $939 per night (USD)
VRBO
From $560 per night (USD)
VRBO
Perfect staycation! Close to Smathers Beach, Outdoor Recreation! Onsite Pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $560 per night (USD)
VRBO
From $449 per night (USD)
VRBO
Fantastic Land and Sea Vacation! Onsite Pool, Close to Nearest Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $449 per night (USD)
VRBO
From $394 per night (USD)
VRBO
Amazing Stay in the Keywest! Deluxe Pool View Two Queen Beds
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $394 per night (USD)
VRBO
From $1410 per night (USD)
VRBO
Fantastic Land and Sea Vacation! 3 Convenient Units, Onsite Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $1410 per night (USD)
VRBO
From $924 per night (USD)
VRBO
Tropical Experience! 2 Gorgeous Units, Restaurant, Bar, Pool, Parking!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $924 per night (USD)
VRBO
$Perfect Staycation! Close to Local Attractions! Deluxe Room w\/ Pool View$
From $495 per night (USD)
VRBO
Perfect Staycation! Close to Local Attractions! Deluxe Room w\/ Pool View
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $495 per night (USD)
VRBO
From $1494 per night (USD)
VRBO
3 Pool View 2 Queens Rooms at The Gates Hotel Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $1494 per night (USD)
VRBO
From $1433 per night (USD)
VRBO
Ideal Location! 3 Great Units, Near Beach, Pool and Attractions
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $1433 per night (USD)
VRBO
From $388 per night (USD)
VRBO
Excellent Choice! Family-friendly Room, Fantastic View, Outdoor Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $388 per night (USD)
VRBO
From $956 per night (USD)
VRBO
Fantastic Land & Sea Vacation! 2 Convenient Rooms, Close from the Nearest Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $956 per night (USD)
VRBO
From $470 per night (USD)
VRBO
Hidden Gem In Tropical Key West! Stay Just Minutes Away From The Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $470 per night (USD)
VRBO
$You Found it! Amazing Room w\/ 2 Queen Beds, Outdoor Swimming Pool$
From $446 per night (USD)
VRBO
You Found it! Amazing Room w\/ 2 Queen Beds, Outdoor Swimming Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $446 per night (USD)
VRBO
$You Found it! Two Amazing Rooms w\/ (2 Queen Beds Each), Outdoor Pool$
From $820 per night (USD)
VRBO
You Found it! Two Amazing Rooms w\/ (2 Queen Beds Each), Outdoor Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $820 per night (USD)
VRBO
From $1338 per night (USD)
VRBO
Fantastic Land and Sea Vacation! 3 Relaxing Spaces, Outdoor Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $1338 per night (USD)
VRBO
From $978 per night (USD)
VRBO
Fantastic Land and Sea Vacation! 2 Spacious Rooms, Close to Nearest Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $978 per night (USD)
VRBO
From $1735 per night (USD)
VRBO
Fantastic Land and Sea Vacation! Four Convenient Spaces, Close to Nearest Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $1735 per night (USD)
VRBO
From $1466 per night (USD)
VRBO
Beautiful Key West! Close to the Beach! Amazing Ocean View, Outdoor Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $1466 per night (USD)
VRBO
From $1866 per night (USD)
VRBO
Fantastic Land and Sea Vacation! 4 Relaxing Rooms, Minutes to the Closest Beach!
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $1866 per night (USD)
VRBO
$Perfect For Family and Friends! Four Spacious Rooms (w\/ 2 Queen Beds Each)$
From $1880 per night (USD)
VRBO
Perfect For Family and Friends! Four Spacious Rooms (w\/ 2 Queen Beds Each)
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $1880 per night (USD)
VRBO
From $1112 per night (USD)
VRBO
Perfect Staycation! Two Convenient Rooms, Onsite Pool, Minutes to Closest Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $1112 per night (USD)
VRBO
From $1814 per night (USD)
VRBO
Perfect Staycation! Four Spacious Rooms, Outdoor Swimming Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $1814 per night (USD)
VRBO
$Perfect staycation! Four Gorgeous Spaces (w\/ 2 Queen Beds Each), Outdoor Pool$
From $1877 per night (USD)
VRBO
Perfect staycation! Four Gorgeous Spaces (w\/ 2 Queen Beds Each), Outdoor Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $1877 per night (USD)
VRBO
From $1972 per night (USD)
VRBO
Perfect Key West Staycation Perfect For Your Family! Four Relaxing Rooms, Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $1972 per night (USD)
VRBO
From $2113 per night (USD)
VRBO
Perfect Beach Getaway! Four Convenient Rooms, Driving Distance to the Beach!
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $2113 per night (USD)
VRBO
From $1230 per night (USD)
VRBO
Perfect staycation! 3 Convenient Spaces, Close to Amazing Beach, Outdoor Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $1230 per night (USD)
VRBO
From $1667 per night (USD)
VRBO
Ideal Location! Three Spacious Spaces, Close to Beach, Outdoor Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $1667 per night (USD)
VRBO
From $1583 per night (USD)
VRBO
Beach Getaway For Family and Friends! 3 Spacious Ocean View Rooms, Outdoor Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $1583 per night (USD)
VRBO
From $2223 per night (USD)
VRBO
Amazing Land and Sea Getaway! Four Convenient Rooms, Close to Nearest Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $2223 per night (USD)
VRBO
From $1955 per night (USD)
VRBO
Ideal Location for Family and Friends! Four Spacious Rooms, Outdoor Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $1955 per night (USD)
VRBO
From $538 per night (USD)
VRBO
Looking for Relaxing Location for Your Next Getaway? Premium Ocean View Room
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $538 per night (USD)
VRBO
From $863 per night (USD)
Expedia
CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
WELCOME BOATING AND GOLFING ENTHUSIASTS.. Located just off Key West at mile marker 5, the gated community of Coral Hammo ...
From $863 per night (USD)
Expedia
From $750 per night (USD)
VRBO
CASA DE VINO ~ Amazing Price for Charming Townhouse with Pool & Tiki!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
GATED COMMUNITY, CLOSE TO BOATING AND GOLFING.. Located just off Key West at mile marker 5, the picturesque community of ...
From $750 per night (USD)
VRBO
From $536 per night (USD)
Expedia
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
IDEAL LOCATION FOR BOATERS AND GOLFERS... Located just off Key West at mile marker 5, the picturesque community of Coral ...
From $536 per night (USD)
Expedia
From $613 per night (USD)
VRBO
Hyatt Windward Pointe 2 Bedroom
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
★Excellent Key West Location - Oceanside Property - 2-Bedroom - 2-Bathroom - Sleeps 6. ★Very Clean - Very Nice Property ...
From $613 per night (USD)
VRBO
Click For Pricing
Expedia
Luxurious Keywest resort condominium unit on the Atlantic.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Relax in style at the Hyatt Windward Pointe Resort. Located on the Atlantic Ocean. Enjoy beautiful sunrises from your ow ...
Click For Pricing
Expedia
From $524 per night (USD)
VRBO
Bayfront bungalow with private dock, kayaks, SUPs, tiki hut & pool access
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Sunset Bay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $524 per night (USD)
VRBO
From $231 per night (USD)
Expedia
Poolside townhouse in Key West Golf Club
Bedrooms:
3
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 ...
From $231 per night (USD)
Expedia
$Coral Breeze by AvantStay | Close to Beach w\/ Balcony & Shared Pool!$
From $177 per night (USD)
VRBO
Coral Breeze by AvantStay | Close to Beach w\/ Balcony & Shared Pool!
Bedrooms:
2
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 $177 per night (USD)
VRBO
$Cottage by the Pool by AvantStay | w\/ Balcony, BBQ & Shared Pool!$
From $165 per night (USD)
Expedia
Cottage by the Pool by AvantStay | w\/ Balcony, BBQ & Shared Pool!
Bedrooms:
2
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 $165 per night (USD)
Expedia
From $853 per night (USD)
VRBO
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
Bedrooms:
3
Bathrooms:
4
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 $853 per night (USD)
VRBO
From $203 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 $203 per night (USD)
Expedia
$Bogey's Retreat by AvantStay | Golfer's Retreat w\/ Shared Pool! |$
From $177 per night (USD)
VRBO
Bogey's Retreat by AvantStay | Golfer's Retreat w\/ Shared Pool! |
Bedrooms:
2
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 $177 per night (USD)
VRBO
From $871 per night (USD)
Expedia
Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautifully decorated spacious 3 bedroom, 3 bathroom with off-street parking for 2 vehicles -- a rare commodity in Key W ...
From $871 per night (USD)
Expedia
$Coral Garden by AvantStay | Great Location w\/ Balcony & Shared Pool$
From $568 per night (USD)
VRBO
Coral Garden by AvantStay | Great Location w\/ Balcony & Shared Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Coral Garden is a two-bedroom townhome in the quiet gated community of Coral Hammock located on Stock Island. Perfect fo ...
From $568 per night (USD)
VRBO
From $162 per night (USD)
Expedia
A Little Slice Of Paradise by AvantStay | Communal Pool, Screened in Porch
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
*Please note that this home is available for 28+ day stays only.* Located on the main road meandering through the seclu ...
From $162 per night (USD)
Expedia
From $758 per night (USD)
VRBO
Quintessential Key West Resort! Hyatt Windward Pointe two bedroom. Best rates!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
<p>You'll find bicycles, golfing, and more on site at this smoke-free condo. Fort East Martello Museum and Gallery is wi ...
From $758 per night (USD)
VRBO
Click For Pricing
Expedia
Oceanfront Condo at Hyatt Windward Pointe
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
You won't find a better steal than a high-season stay in this beautiful and spacious second-floor condo on the Hyatt Win ...
Click For Pricing
Expedia
From $638 per night (USD)
VRBO
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)
VRBO
From $1011 per night (USD)
VRBO
Hyatt Residence Club - Key West, FL - 2 Bedroom Unit - Beach House Location!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience a tropical getaway designed in classic Key West style, o ering manicured gardens and panoramic views of the G ...
From $1011 per night (USD)
VRBO
From $510 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 $510 per night (USD)
VRBO
From $1736 per night (USD)
VRBO
TRAVEL THE KEYS OR JUST RELAX AT THE DOCK
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
The Free Spirit is a 75' Hatteras that has been meticulously cared for. She is the ideal location for gatherings of fami ...
From $1736 per night (USD)
VRBO
From $742 per night (USD)
VRBO
Hyatt Beach House- 2 Bedroom Located On The Gulf With Private White Sand Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
<p>A short distance from sailing, scuba diving, and more, this smoke-free condo lets you experience it all. Key West Tro ...
From $742 per night (USD)
VRBO
$Key West retreat - gated community, pool, washer\/dryer, central AC - golf nearby$
From $241 per night (USD)
Expedia
Key West retreat - gated community, pool, washer\/dryer, central AC - golf nearby
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Putting In Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $241 per night (USD)
Expedia
Click For Pricing
VRBO
2br-2ba Hyatt Key West Florida • Sleeps 6
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Celebrate New Years at this beautiful waterfront Hyatt resort in Key West. Enjoy 7 Nights at this beautiful Hyatt Resort ...
Click For Pricing
VRBO
From $278 per night (USD)
VRBO
YKNOT CHARTERS, ON AND OFF DOCK CHARTERS
Bedrooms:
1
Bathrooms:
0
Sleeps:
6
The Space Y Knot is a 44 foot trawler yacht with 2 staterooms, a full head with walk in shower, a complete galley compli ...
From $278 per night (USD)
VRBO
Click For Pricing
VRBO
Two Bedroom Condo, Key West, Ocean View 3054374
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hyatt Residence Club Key West – Windward Pointe Two Bedroom Condo – Partial Ocean Views Partial ocean views and lavish ...
Click For Pricing
VRBO
From $306 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 $306 per night (USD)
Expedia
From $183 per night (USD)
VRBO
Paradise Point by AvantStay | Golf Course Living
Bedrooms:
2
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 $183 per night (USD)
VRBO
$Two Queen Beds w\/ Pool View & Terrace at The Gates Hotel Key West, Pet-Friendly!$
From $784 per night (USD)
VRBO
Two Queen Beds w\/ Pool View & Terrace at The Gates Hotel Key West, Pet-Friendly!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $784 per night (USD)
VRBO
$Lover's Dream \/ Fisherman's Paradise$
From $398 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 $398 per night (USD)
VRBO
From $941 per night (USD)
Expedia
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)
Expedia
From $343 per night (USD)
VRBO
Upscale dog-friendly home on golf course with lush back yard & pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Tropical Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $343 per night (USD)
VRBO
From $578 per night (USD)
Expedia
Casa Caribe Beautiful tropical 2 bedroom sleeps 6
Bedrooms:
3
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 $578 per night (USD)
Expedia
From $623 per night (USD)
VRBO
Poseidon's Paradise: Luxury Waterfront Rental in Key West, Stunning Backyard Oasis and Private Pool!
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
Welcome to Poseidon's Paradise, your ultimate luxurious waterfront escape in Key West! Nestled on the picturesque Rivier ...
From $623 per night (USD)
VRBO
From $1100 per night (USD)
Expedia
VRBO Exclusive Offer! 51' Catamaran Yacht located in a Beautiful Resort!
Bedrooms:
4
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 $1100 per night (USD)
Expedia
From $690 per night (USD)
VRBO
Paradise Found! Outdoor Pool, Pets Allowed, Minutes From Smathers Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $690 per night (USD)
VRBO
From $453 per night (USD)
Expedia
A Conch Casita at the Key West Golf Club
Bedrooms:
3
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 $453 per night (USD)
Expedia
$Hyatt Residence Club Key West, Beach House: 2 Bed\/2 Bath$
Click For Pricing
VRBO
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 ...
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VRBO
From $591 per night (USD)
VRBO
Willie Nelson Week- 2 BR rental Feb 11-18, 2024 Hyatt Beach House on the Water
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Top notch quality Hyatt resort on the water with wade-in pool and screened-in porch. This is a 7 day minimum-7 day maxim ...
From $591 per night (USD)
VRBO
From $401 per night (USD)
VRBO
Beautiful Key West Townhome
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Come on in, relax and enjoy our wonderful slice of paradise. Over 2,000 square feet of luxurious living space. Our two b ...
From $401 per night (USD)
VRBO
From $561 per night (USD)
VRBO
7 day rental March 31, 2024 Hyatt Condo. Waterfront-Two BR. Sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Top notch quality Hyatt resort on the water with wade-in pool and screened-in porch. This is a 7 day minimum-7 day maxim ...
From $561 per night (USD)
VRBO
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VRBO
Hyatt Windward Point Resort - Top Floor Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
One of 93 exclusive units in a resort-style complex with lush landscape, large free flowing pool, sauna, beach volleybal ...
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VRBO
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Expedia
AVAILABLE Jan 28 - Feb 11, 2023! Hyatt Windward Point Resort, Key West FL
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Hyatt Windward Pointe is an exclusive 93 unit residential-style resort with ocean views, free-form pool and lush landsca ...
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Expedia
From $564 per night (USD)
VRBO
The Grenada Suite | Pool View & Private Balcony
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: - Welcome to the quiet Sunrise Suites community located on the southeast side of Key West. - Just 1 mile from t ...
From $564 per night (USD)
VRBO
From $2062 per night (USD)
Expedia
Yacht Hatteras 60'
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Listing description You won’t forget your time aboard this romantic 60' Hatteras yacht, including 30" Catamaran tender w ...
From $2062 per night (USD)
Expedia
From $413 per night (USD)
VRBO
Lovely 1 bedroom in Stock Island
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our lovely one bedroom apartment located in Stock Island is the perfect place for your Key West getaway. Located only tw ...
From $413 per night (USD)
VRBO
From $436 per night (USD)
VRBO
The Standard Double Queen Hearing Accessible at The Gates Hotel Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $436 per night (USD)
VRBO
From $2466 per night (USD)
VRBO
4 x The Scene 2 Queens at The Gates Hotel Key West
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $2466 per night (USD)
VRBO
From $1982 per night (USD)
VRBO
Enjoy a Hassle-Free Stay! 3 Awesome Units, Pet-friendly! Pool & Shuttle Service
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $1982 per night (USD)
VRBO
From $1523 per night (USD)
VRBO
Paradise Found! 2 Comfortable & Modern Units! Onsite Pool, Private Parking!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $1523 per night (USD)
VRBO
From $1340 per night (USD)
VRBO
2 x The Scene 2 Queens at The Gates Hotel Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $1340 per night (USD)
VRBO
From $2805 per night (USD)
VRBO
Best Place to Stay in Key West! 4 Stylish Units, Pool! Parking & EV Charger
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $2805 per night (USD)
VRBO
From $2253 per night (USD)
VRBO
3 x The Scene 2 Queens at The Gates Hotel Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $2253 per night (USD)
VRBO
$Standard King Accessible w\/ Roll In Shower at The Gates Hotel Key West$
From $433 per night (USD)
VRBO
Standard King Accessible w\/ Roll In Shower at The Gates Hotel Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $433 per night (USD)
VRBO
From $1071 per night (USD)
VRBO
Paradise Found! 2 Comfortable and Modern Units, Swimming Pool, Parking!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $1071 per night (USD)
VRBO
From $606 per night (USD)
VRBO
King with Pool View & Terrace at The Gates Hotel Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $606 per night (USD)
VRBO
From $1217 per night (USD)
VRBO
2 x King with Pool View & Terrace at The Gates Hotel Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $1217 per night (USD)
VRBO
$Explore Fort East Martello Museum! Modern Unit w\/ Outdoor Pool! Pets Allowed$
From $496 per night (USD)
VRBO
Explore Fort East Martello Museum! Modern Unit w\/ Outdoor Pool! Pets Allowed
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $496 per night (USD)
VRBO
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Expedia
Key West - President’s Week!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Beautiful condo located at Hyatt Windward Pointe in Key West. Close to airport, Smather’s Beach, East Martello Museum; 3 ...
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Expedia
From $744 per night (USD)
VRBO
Beautiful Key West Resort! Hyatt Windward Pointe two bedroom. Book now!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
<p>You'll find bicycles, golfing, and more on site at this smoke-free condo. There's convenient onsite parking, so you c ...
From $744 per night (USD)
VRBO
From $294 per night (USD)
Expedia
Conch Camper in Stock Island
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our lovely cozy camper is located in Stock Island is the perfect place for your Key West getaway. Located only two block ...
From $294 per night (USD)
Expedia

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