
Stock Island Rentals

- From $520 per night (USD)
VRBO
Ideal Location! Two Relaxing Rooms, Outdoor Pool, Minutes Away from the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $520 per night (USD)VRBO
- From $484 per night (USD)
Expedia
Perfect Staycation! Two Amazing Pool View Units, Close to County Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $484 per night (USD)Expedia
- From $242 per night (USD)
VRBO
Perfect staycation! Close to Smathers Beach, Outdoor Recreation! Onsite Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $242 per night (USD)VRBO
- From $213 per night (USD)
Expedia
Fantastic Land and Sea Vacation! Onsite Pool, Close to Nearest Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $213 per night (USD)Expedia
- From $213 per night (USD)
VRBO
Amazing Stay in the Keywest! Deluxe Pool View Two Queen Beds
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $213 per night (USD)VRBO
- From $726 per night (USD)
Expedia
Fantastic Land and Sea Vacation! 3 Convenient Units, Onsite Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $726 per night (USD)Expedia
- From $532 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 $532 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Perfect Staycation! Close to Local Attractions! Deluxe Room w\/ Pool View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $242 per night (USD)Expedia
- From $798 per night (USD)
VRBO
4x Pool View Two Queen Beds at The Gates Hotel Key West, Onsite Swimming Pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 16
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $798 per night (USD)VRBO
- From $726 per night (USD)
Expedia
Ideal Location! 3 Great Units, Near Beach, Pool and Attractions
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $726 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Excellent Choice! Family-friendly Room, Fantastic View, Outdoor Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $243 per night (USD)VRBO
- From $484 per night (USD)
Expedia
Fantastic Land & Sea Vacation! 2 Convenient Rooms, Close from the Nearest Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $484 per night (USD)Expedia
- From $282 per night (USD)
VRBO
Hidden Gem In Tropical Key West! Stay Just Minutes Away From The Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $282 per night (USD)VRBO
- From $264 per night (USD)
Expedia
Spacious Garden View Suite Perfect for Couples | Breathtaking Surroundings
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $264 per night (USD)Expedia
- From $525 per night (USD)
VRBO
You Found it! Two Amazing Rooms w\/ (2 Queen Beds Each), Outdoor Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $525 per night (USD)VRBO
- From $697 per night (USD)
Expedia
Fantastic Land and Sea Vacation! 3 Relaxing Spaces, Outdoor Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $697 per night (USD)Expedia
- From $520 per night (USD)
VRBO
Fantastic Land and Sea Vacation! 2 Spacious Rooms, Close to Nearest Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $520 per night (USD)VRBO
- From $968 per night (USD)
Expedia
Fantastic Land and Sea Vacation! Four Convenient Spaces, Close to Nearest Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $968 per night (USD)Expedia
- From $779 per night (USD)
VRBO
Beautiful Key West! Close to the Beach! Amazing Ocean View, Outdoor Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $779 per night (USD)VRBO
- From $929 per night (USD)
Expedia
Fantastic Land and Sea Vacation! 4 Relaxing Rooms, Minutes to the Closest Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $929 per night (USD)Expedia
- From $968 per night (USD)
VRBO
Perfect For Family and Friends! Four Spacious Rooms (w\/ 2 Queen Beds Each)
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $968 per night (USD)VRBO
- From $520 per night (USD)
Expedia
Perfect Staycation! Two Convenient Rooms, Onsite Pool, Minutes to Closest Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $520 per night (USD)Expedia
- From $929 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 $929 per night (USD)VRBO
- From $929 per night (USD)
Expedia
Perfect staycation! Four Gorgeous Spaces (w\/ 2 Queen Beds Each), Outdoor Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $929 per night (USD)Expedia
- From $968 per night (USD)
VRBO
Perfect Key West Staycation Perfect For Your Family! Four Relaxing Rooms, Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $968 per night (USD)VRBO
- From $1038 per night (USD)
Expedia
Perfect Beach Getaway! Four Convenient Rooms, Driving Distance to the Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $1038 per night (USD)Expedia
- From $697 per night (USD)
VRBO
Perfect staycation! 3 Convenient Spaces, Close to Amazing Beach, Outdoor Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $697 per night (USD)VRBO
- From $779 per night (USD)
Expedia
Ideal Location! Three Spacious Spaces, Close to Beach, Outdoor Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $779 per night (USD)Expedia
- From $779 per night (USD)
VRBO
Beach Getaway For Family and Friends! 3 Spacious Ocean View Rooms, Outdoor Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $779 per night (USD)VRBO
- From $1038 per night (USD)
Expedia
Amazing Land and Sea Getaway! Four Convenient Rooms, Close to Nearest Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $1038 per night (USD)Expedia
- From $1038 per night (USD)
VRBO
Ideal Location for Family and Friends! Four Spacious Rooms, Outdoor Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $1038 per night (USD)VRBO
- From $260 per night (USD)
Expedia
Looking for Relaxing Location for Your Next Getaway? Premium Ocean View Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $260 per night (USD)Expedia
- From $483 per night (USD)
VRBO
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 $483 per night (USD)VRBO
- From $486 per night (USD)
Expedia
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 $486 per night (USD)Expedia
- From $401 per night (USD)
VRBO
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 $401 per night (USD)VRBO
- From $613 per night (USD)
Expedia
Hyatt Windward Pointe 2 Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hyatt Windward Pointe in Key West is a tranquil resort offering a luxurious escape on the island’s serene southeast coas ...
From $613 per night (USD)Expedia
- Click For Pricing
VRBO
Luxurious top floor, end unit, within premier resort on the Atlantic Ocean.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Relax in style at the Hyatt Windward Pointe Resort. This is the best location within the resort: Top floor, end unit. Lo ...
Click For PricingVRBO
- From $533 per night (USD)
Expedia
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 $533 per night (USD)Expedia
- From $231 per night (USD)
VRBO
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)VRBO
- From $186 per night (USD)
Expedia
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 $186 per night (USD)Expedia
- From $163 per night (USD)
VRBO
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 $163 per night (USD)VRBO
- From $622 per night (USD)
Expedia
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 $622 per night (USD)Expedia
- From $177 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 $177 per night (USD)VRBO
- From $180 per night (USD)
Expedia
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 $180 per night (USD)Expedia
- From $675 per night (USD)
VRBO
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 $675 per night (USD)VRBO
- From $438 per night (USD)
Expedia
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 $438 per night (USD)Expedia
- From $153 per night (USD)
VRBO
Gated Golf Community w\/ Pool, Prime Location Mins to Old Town | Long-Term Stays
- 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 $153 per night (USD)VRBO
- From $619 per night (USD)
Expedia
Quintessential Key West Resort! Hyatt Windward Pointe two bedroom. Book now!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Concierge Realty is proud to present luxury villas at Hyatt Windward Pointe! **Reservations are available in weekly (7 ...
From $619 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- 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 $931 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 $931 per night (USD)VRBO
- From $732 per night (USD)
Expedia
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 $732 per night (USD)Expedia
- 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 $686 per night (USD)
Expedia
Hyatt Beach House- 2 Bedroom Located On The Gulf With Private White Sand Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Concierge Realty is proud to present luxury villas at Hyatt Beach House! **Reservations are available in weekly (7 nigh ...
From $686 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 PricingVRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $261 per night (USD)
VRBO
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 $261 per night (USD)VRBO
- From $163 per night (USD)
Expedia
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 $163 per night (USD)Expedia
- From $312 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 $312 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 $951 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 $951 per night (USD)VRBO
- From $358 per night (USD)
Expedia
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 $358 per night (USD)Expedia
- From $460 per night (USD)
VRBO
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 $460 per night (USD)VRBO
- From $831 per night (USD)
Expedia
Poseidon's Paradise: Luxury Waterfront Rental in Key West, Stunning Backyard Oasis and Private Pool!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
City of Key West zoning requires a minimum rental period of 30 days, and no exceptions can be made. Please review additi ...
From $831 per night (USD)Expedia
- From $670 per night (USD)
VRBO
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 $670 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Aqua Lodges at Hurricane Hole Marina
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>You'll find snorkeling, ecotours, and more on site at this welcoming houseboat. Thanks to the convenient onsite parki ...
From $300 per night (USD)Expedia
- From $312 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 $312 per night (USD)VRBO
- From $455 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 $455 per night (USD)Expedia
- 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 ...
Click For PricingVRBO
- From $578 per night (USD)
Expedia
2 BR 7 day rental One Week only in March 23- 30 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 $578 per night (USD)Expedia
- From $539 per night (USD)
VRBO
7 day rental Feb 2 -9, 2025 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 $539 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $556 per night (USD)
Expedia
Balcony, Pool, & Pet Friendly - The Grenada Suite
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to Sunrise Suites, a peaceful community on Key West's southeast side. Just 1 mile from the beach and 10 ...
From $556 per night (USD)Expedia
- From $2062 per night (USD)
VRBO
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)VRBO
- From $316 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 $316 per night (USD)VRBO
- From $1245 per night (USD)
VRBO
4 x The Scene 2 Queens at The Gates Hotel Key West, Pool View
- 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 $1245 per night (USD)VRBO
- From $934 per night (USD)
Expedia
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 $934 per night (USD)Expedia
- From $622 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 $622 per night (USD)VRBO
- From $622 per night (USD)
Expedia
2 Double Queens With Terrace 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 $622 per night (USD)Expedia
- From $1181 per night (USD)
VRBO
Enjoy a Hassle-Free and Soothing Stay! 4 Amazing Units w\/ Terrace! Pool, Parking
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $1181 per night (USD)VRBO
- From $885 per night (USD)
Expedia
Make Your Trip More Enjoyable! 3 Perfect Units for Large Group! On-site Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $885 per night (USD)Expedia
- From $1245 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 $1245 per night (USD)VRBO
- From $934 per night (USD)
Expedia
3x Double Queens With Terrace at The Gates Hotel Key West, Pets Allowed
- 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 $934 per night (USD)Expedia
- From $296 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 $296 per night (USD)VRBO
- From $591 per night (USD)
Expedia
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 $591 per night (USD)Expedia
- From $329 per night (USD)
VRBO
Get Ready for Blissful Getaway! Modish Unit, Swimming Pool! Parking & EV Charger
- 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 $329 per night (USD)VRBO
- From $295 per night (USD)
Expedia
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 $295 per night (USD)Expedia
- From $885 per night (USD)
VRBO
3 x King with Pool View & Terrace at The Gates Hotel Key West
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $885 per night (USD)VRBO
- From $591 per night (USD)
Expedia
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 $591 per night (USD)Expedia
- From $351 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 $351 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $619 per night (USD)
VRBO
Beautiful Key West Resort! Hyatt Windward Pointe two bedroom. Book now!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Concierge Realty is proud to present luxury villas at Hyatt Windward Pointe! **Reservations are available in weekly (7 ...
From $619 per night (USD)VRBO
- From $2194 per night (USD)
Expedia
Celebrate New Years Eve in Key West @ Exclusive Hyatt Windward - SLEEPS 6 !
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
IMPORTANT...THIS RENTAL IS AVAILABLE FOR ONE NIGHT CHECKING IN DECEMBER 31, 2024 AND CHECKING OUT JANUARY 1ST, 2025. PLE ...
From $2194 per night (USD)Expedia
- Click For Pricing
VRBO
Hyatt Beach House - 2 bedroom condo - sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Popular springbreak week and availability goes fast! Grab it now before it's gone! Availability: 3/24/2024 (Sun) - 3/31 ...
Click For PricingVRBO
- From $449 per night (USD)
Expedia
Dog-friendly suite with pool, hot tub, tennis & full kitchen
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sunrise Suites - Dominican Suite 110 Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $449 per night (USD)Expedia
- Click For Pricing
VRBO
Hyatt Beach House Key West, Timeshare Available 11\/17-11\/23
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Hyatt Residence Club Beach House on Key West has a private beach, boat dock, and tiki bar. Room includes washer and ...
Click For PricingVRBO
- From $184 per night (USD)
Expedia
Fun & Energetic 2 Bed 1.5 Bath: Booty Caye @ Key West Golf Club - RealKeyWest
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Escape to your private oasis at Booty Caye, nestled within the exclusive enclave of the Key West Golf Club. This beautif ...
From $184 per night (USD)Expedia
- Click For Pricing
VRBO
Stylish 2\/2 pool\/gym\/tennis\/hot tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Comfortable and serene, this fully updated condo offers numerous upscale resort amenities. Explore Old Town Key West, a ...
Click For PricingVRBO
- Click For Pricing
Expedia
Hyatt Residence Club Windward Pointe Key West 2br\/2ba\/6ppl
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fantastic location!!! Sunday to Sunday 7 night rental at HYATT Windward Pointe. Sleeps 6 people. 2 bedrooms (1King/1Quee ...
Click For PricingExpedia