Stock Island Rentals
- From $296 per night (USD)
VRBO
Welcome to a Sun-Soaked Paradise! Discover the History and Soul of 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 $296 per night (USD)VRBO
- From $281 per night (USD)
VRBO
Standard Two Queen Beds at The Gates Hotel Key West, Onsite Pool, Bike Rental!
- 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 $281 per night (USD)VRBO
- From $267 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 $267 per night (USD)VRBO
- From $837 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 $837 per night (USD)VRBO
- From $534 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 $534 per night (USD)VRBO
- From $161 per night (USD)
Expedia
**SUNSET POINT @ SUNSET MARINA** Condo \/ Pool & Spa + LAST KEY SERVICES...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! SUNSET POINT ...
From $161 per night (USD)Expedia
- From $164 per night (USD)
VRBO
**SUNSET DREAMS @ SUNSET MARINA** Condo \/ Pool & Spa + LAST KEY SERVICES...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! SUNSET DREAMS ...
From $164 per night (USD)VRBO
- From $151 per night (USD)
Expedia
**SUNDRENCHED REFLECTIONS @ SUNSET MARINA** Bayfront Condo + LAST KEY SERVICES..
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! SUNDRENCHED R ...
From $151 per night (USD)Expedia
- From $184 per night (USD)
VRBO
Dog-Friendly Sunrise Suites Condo with Pool, Hot Tub & Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Suites - Cayo Coco Suite 208 Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $184 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Cozy Dog-Friendly Suite with WiFi, Balcony, Hot Tub, Pool, & Private Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Suites - Jamaica Suite 102 Our calendar is updated in real-time & our nightly rates are accurately displayed. S ...
From $270 per night (USD)Expedia
- From $191 per night (USD)
VRBO
Tropical Getaway with Private Balcony, Shared Pool & Hot Tub - Dogs OK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Suites - Antigua Suite 312 Our calendar is updated in real-time & our nightly rates are accurately displayed. S ...
From $191 per night (USD)VRBO
- From $266 per night (USD)
Expedia
Sunny Dog-Friendly Condo with WiFi, Hot Tub, Pool & Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sunrise Suites - Big Kahuna Suite 202 Our calendar is updated in real-time & our nightly rates are accurately displayed ...
From $266 per night (USD)Expedia
- From $192 per night (USD)
VRBO
Dog-friendly condo with pool, hot tub, balcony, central AC, W\/D, & fitness room
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Suites - Saint Lucia Suite 201 Our calendar is updated in real-time & our nightly rates are accurately displaye ...
From $192 per night (USD)VRBO
- From $266 per night (USD)
Expedia
Updated Corner Condo with Pool, Hot Tub, WiFi, Covered Parking - Dogs OK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Suites - Sea Breeze Suite 101 Our calendar is updated in real-time & our nightly rates are accurately displayed ...
From $266 per night (USD)Expedia
- From $266 per night (USD)
VRBO
Sunrise Suites Condo w\/ Balcony, Pool & Hot Tub, Tennis & Covered Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Suites - Tahiti Suite 104 Our calendar is updated in real-time & our nightly rates are accurately displayed. Si ...
From $266 per night (USD)VRBO
- From $221 per night (USD)
Expedia
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Suites - Barbados Suite 204 Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $221 per night (USD)Expedia
- From $180 per night (USD)
VRBO
Watch Sunsets from Your Deck, Shared Pool\/Hot Tub - Perfect for the Whole Family
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Suites - Panama Suite 310 Our calendar is updated in real-time & our nightly rates are accurately displayed. Si ...
From $180 per night (USD)VRBO
- From $192 per night (USD)
Expedia
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Suites - Cozumel Suite 112 Our calendar is updated in real-time & our nightly rates are accurately displayed. S ...
From $192 per night (USD)Expedia
- From $75 per night (USD)
VRBO
Cozy Dog-Friendly Condo w\/ Shared Pool, Hot Tub, Private Deck & Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Suites - Catalina Suite 311 Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $75 per night (USD)VRBO
- From $241 per night (USD)
Expedia
Pool View & Pvt Balcony | Samana Cay Suite
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: - Welcome to the quiet Sunrise Suites community located on the southeast side of Key West. - Just 1 mile from t ...
From $241 per night (USD)Expedia
- From $305 per night (USD)
VRBO
The Grand Turk by Brightwild | Sunset View & Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: - Welcome to the fun-filled Sunrise Suites complex located on the quiet side of Key West. - Just 1 mile from th ...
From $305 per night (USD)VRBO
- From $1699 per night (USD)
Expedia
BEAUTIFUL SANTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 20
A Castle on an Island On A Privately Owned Key West Island Private Bridge for Cars and Trucks connected to Key West Fr ...
From $1699 per night (USD)Expedia
- Click For Pricing
VRBO
Close enough to Bike Ride to Mallory Square,far away to sleep during FantasyFest
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Coconut Mallory Resort and marina has multiple amenities including two pools, hot tubs, open air restaurant and bar, mar ...
Click For PricingVRBO
- From $264 per night (USD)
Expedia
The Trinidad by Brightwild | Pool View & Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: - Welcome to the quiet Sunrise Suites community located on the southeast side of Key West. - Just 1 mile from t ...
From $264 per night (USD)Expedia
- From $362 per night (USD)
VRBO
Airy, dog-friendly condo with pool, AC, high-speed WiFi, balcony, & hot tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Suites - Butterfly Nest 107 Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $362 per night (USD)VRBO
- From $272 per night (USD)
Expedia
The Barbados by Brightwild | Balcony & Pool View!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: - Welcome to the quiet Sunrise Suites community located on the southeast side of Key West. - Just 1 mile from t ...
From $272 per night (USD)Expedia
- From $371 per night (USD)
VRBO
Completely Renovated Condo with Pool, Hot Tub, & Private Patio - Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Suites - Saint Barts Suite 303 Our calendar is updated in real-time & our nightly rates are accurately displaye ...
From $371 per night (USD)VRBO
- From $255 per night (USD)
Expedia
Dog-Friendly Retreat with Pool, Hot Tub, Tennis - Balcony with Pool Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Suites - Tierra Bomba Suite 403 Our calendar is updated in real-time & our nightly rates are accurately display ...
From $255 per night (USD)Expedia
- From $371 per night (USD)
VRBO
Amazing condo with pool & hot tub - ideal for exploring Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sunrise Suites - Cat Island Suite 205 Our calendar is updated in real-time & our nightly rates are accurately displayed ...
From $371 per night (USD)VRBO
- From $267 per night (USD)
Expedia
Breezy Condo with Pool & Hot Tub, Private Parking & Great Location - Dog OK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Suites - Bonaire Suite 210 Our calendar is updated in real-time & our nightly rates are accurately displayed. S ...
From $267 per night (USD)Expedia
- From $193 per night (USD)
VRBO
Dog-friendly resort condo with pool & hot tub, private parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Suites - Saint Croix Suite 212 Our calendar is updated in real-time & our nightly rates are accurately displaye ...
From $193 per night (USD)VRBO
- Click For Pricing
Expedia
Cozy Houseboat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is the prefect getaway to enjoy Key West . You'll love this incredible and different experience. Living on the wate ...
Click For PricingExpedia
- Click For Pricing
Expedia
Hyatt Windward Pointe, Key West, Fl. - 2 Bedroom Unit - 1064 sq\/ft
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
3rd floor (top level accessible by elevator or stairs) Balcony faces the Atlantic Ocean and gardens. 2 bedrooms (large m ...
Click For PricingExpedia
- From $321 per night (USD)
Expedia
**COASTLINE COMFORT @ COCONUT MALLORY** Condo + LAST KEY SERVICES…
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! When your vac ...
From $321 per night (USD)Expedia
- From $291 per night (USD)
Expedia
**SET SAIL @ COCONUT MALLORY** Condo + LAST KEY SERVICES…
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! SET SAIL cele ...
From $291 per night (USD)Expedia
- From $933 per night (USD)
Expedia
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome aboard the The Thirsty Lady with 3 bedrooms and 3 baths, your own private Sailboat that also includes your Saili ...
From $933 per night (USD)Expedia
- From $280 per night (USD)
VRBO
Waterfront Property - Marina Access - Spacious - Excellent Key West Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located just two miles from picturesque Smathers Beach, this well appointed two bedroom, two bath condo is ideally situa ...
From $280 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Tortuga Suite | Heated Pool & Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: - Welcome to the quiet & relaxing Sunrise Suites community located on the southeast side of Key West. - Just 1 ...
From $270 per night (USD)Expedia
- From $202 per night (USD)
VRBO
~FISH CAMP!~ Family friendly, canal front, monthly rental.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
MONTHLY RENTAL: Requires a minimum stay of 28 nights occurring within the same month. Stay a month and live like a local ...
From $202 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful & Relaxing 2 bed 2 bath condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a large 2 bed 2 bath condo with a separate living room, kitchen, and private balcony at the Hyatt Resort. It off ...
Click For PricingExpedia
- Click For Pricing
VRBO
FANTASY WEEK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Set along the Atlantic Ocean, Hyatt Windward Pointe Resort blends the laid-back Key West style with a modern, upscale re ...
Click For PricingVRBO
- From $279 per night (USD)
Expedia
**DOCKSIDE DAYDREAMS @ COCONUT MALLORY** Marina Villa + LAST KEY SERVICES…
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! DOCKSIDE DAYD ...
From $279 per night (USD)Expedia
- From $3250 per night (USD)
VRBO
Sailing Catamaran in Key West with Captain and Mate
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Purpus is a Bali 4.1 catamaran, which are famous for their groundbreaking and spacious design provides a huge amount of ...
From $3250 per night (USD)VRBO
- From $385 per night (USD)
Expedia
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St. \n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 bedroom (one King and one Queen, plus Queen size pull out couch in the living room), 2 bathroom unit offers all ...
From $385 per night (USD)Expedia
- From $559 per night (USD)
VRBO
Sunsplashed Tropical Gem! Two Amazing Rooms with Breathtaking Views in Key West
- 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 $559 per night (USD)VRBO
- From $1007 per night (USD)
VRBO
Your Next Getaway is Here! Three Premium Ocean View (w\/ 2 Queens Each), 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 $1007 per night (USD)VRBO
- From $541 per night (USD)
VRBO
Escape To Paradise in Key West! 2 Relaxing Spaces, 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 $541 per night (USD)VRBO
- From $1343 per night (USD)
VRBO
Close to Nearest Beach! Four Premium Ocean View Rooms (w\/ 2 Queen Beds), 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 $1343 per night (USD)VRBO
- From $643 per night (USD)
VRBO
Amazing Stay in the Keywest! Two Deluxe Pool View Two Queen Beds
- 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 $643 per night (USD)VRBO
- From $1119 per night (USD)
VRBO
Perfect Staycation! Four Fantastic Ocean View 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 $1119 per night (USD)VRBO
- From $922 per night (USD)
VRBO
Delight In The Florida Sun! 3 Gorgeous Spaces In Sun Soaked Key West, 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 $922 per night (USD)VRBO
- From $763 per night (USD)
VRBO
3x Deluxe Pool View Two Queen Beds at 24 North Hotel Key West
- 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 $763 per night (USD)VRBO
- From $671 per night (USD)
VRBO
Your Next Beach Getaway is Here! Two Premium Ocean View Rooms, Close to 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 $671 per night (USD)VRBO
- From $1017 per night (USD)
VRBO
Close to the Nearest Beach! Four Amazing Rooms w\/ Pool View
- 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 $1017 per night (USD)VRBO
- From $771 per night (USD)
VRBO
Perfect Beach Getaway! 3 Amazing Rooms Rooms, Driving Distance to the Beach!
- 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 $771 per night (USD)VRBO
- From $848 per night (USD)
VRBO
Key West Vacation! 3 Comfortable Units, Onsite Pool, Close to Smathers Beach!
- 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 $848 per night (USD)VRBO
- From $1038 per night (USD)
VRBO
Amazing Stay Perfect for the Whole Family! Four Convenient 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 $1038 per night (USD)VRBO
- From $487 per night (USD)
VRBO
Two Amazing Rooms (w\/ 2 Queen Beds), Outdoor Pool, 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 $487 per night (USD)VRBO
- From $1221 per night (USD)
VRBO
You Found it! Amazing Stay w\/ 4 Deluxe Pool View (w\/ Two 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 $1221 per night (USD)VRBO
- From $317 per night (USD)
VRBO
Amazing Stay in the Key West! Premium Ocean View w\/ King Bed, 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 $317 per night (USD)VRBO
- From $241 per night (USD)
VRBO
Perfect Location for Your Next Getaway! Amazing Room w\/ King Bed, 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 $241 per night (USD)VRBO
- From $295 per night (USD)
VRBO
Dream Vacation! Fantastic Panoramic Ocean View Room, Outdoor 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 $295 per night (USD)VRBO
- From $305 per night (USD)
VRBO
Short Drive to the Nearest Beach! Amazing Deluxe Room w\/ Amazing 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 $305 per night (USD)VRBO
- From $254 per night (USD)
VRBO
Fantastic Beach Vacation! Amazing Room, 2 Queen Beds, Pool w\/ Sun Loungers
- 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 $254 per night (USD)VRBO
- From $565 per night (USD)
VRBO
Rare Find! 2 Comfortable Rooms In The Heart Of Key West Minutes 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 $565 per night (USD)VRBO
- From $293 per night (USD)
VRBO
Look No More! Perfect for a Getaway! Close to Nearest Beach, 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 $293 per night (USD)VRBO
- From $289 per night (USD)
VRBO
Perfect Location! Spacious Deluxe Pool View, 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 $289 per night (USD)VRBO
- From $311 per night (USD)
VRBO
Beautiful Key West! Close to the Beach! Amazing Ocean View, Outdoor 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 $311 per night (USD)VRBO
- From $307 per night (USD)
VRBO
Escape To Paradise in Key West! Relaxing Room, 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 $307 per night (USD)VRBO
- From $255 per night (USD)
VRBO
Key West Paradise Getaway! Hidden Key West Gem Minutes From The Beach, 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 $255 per night (USD)VRBO
- Click For Pricing
VRBO
KEY WEST - Weekly Stay Only - 2 Bedroom 2 Bathrooms Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Coconut Mallory Marina and Resort is located in the southernmost city in the continental United States. Key West, Fl ...
Click For PricingVRBO
- From $274 per night (USD)
Expedia
The Andros by Brightwild | 4th Floor Sunset View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: - Welcome to the quiet Sunrise Suites community located on the southeast side of Key West. - Just 1 mile from t ...
From $274 per night (USD)Expedia
- From $296 per night (USD)
VRBO
Dog-friendly condo with pool & hot tub - walk or bike to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Suites - Paradise Escape 407 Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $296 per night (USD)VRBO
- From $800 per night (USD)
Expedia
3 bedroom 2 bath Ocean front condo on marina with opt boat slip.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
3 bedroom 2 bathroom Ocean front condo. Full service marina on site. Restaurant/bar on site. Pool and spa Optional 50 ...
From $800 per night (USD)Expedia
- From $545 per night (USD)
VRBO
Hyatt Beach House Resort. Key West. 2 Bedroom. 2 Bathroom WEEK Stay.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunday to Sunday WEEK available to book. Limited Boat Slip available onsite. Must be reserved in advance after reserva ...
From $545 per night (USD)VRBO
- Click For Pricing
Expedia
2 BR at Hyatt Windward Pointe
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Atlantic Ocean, pool or lush courtyard views and lavish plantation-style decor welcome you to a two-bedroom condominium ...
Click For PricingExpedia
- Click For Pricing
VRBO
Private luxury retreat all included.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
All included in this large home has a huge master bedroom with 2 walking closets, opens to large wrap around balcony ove ...
Click For PricingVRBO
- From $370 per night (USD)
Expedia
Fully renovated Condo with Private Balcony, Shared Pool, Hot Tub and Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
*Brand New Listing* Welcome to Captains Choice The NICEST Unit at Sunrise Suites Resort in Key West- Unit 302. Tropical ...
From $370 per night (USD)Expedia
- From $888 per night (USD)
VRBO
Dream Vacation! 3 Awesome Units, Pool, On-Site Bar, Gym, Parking!
- 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 $888 per night (USD)VRBO
- From $285 per night (USD)
VRBO
King Bed Accommodation at The Gates Hotel Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $285 per night (USD)VRBO
- From $562 per night (USD)
VRBO
2x Standard Two Queen Beds at The Gates Hotel Key West, Swimming 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 $562 per night (USD)VRBO
- From $281 per night (USD)
VRBO
Pool View Two Queen Beds at The Gates Hotel Key West, Swimming Pool!
- 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 $281 per night (USD)VRBO
- From $296 per night (USD)
VRBO
Pool View King at The Gates Hotel Key West, Onsite Swimming Pool!
- 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 $450 per night (USD)
Expedia
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 ...
From $450 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $417 per night (USD)
Expedia
Luxury 62' Yacht! In a Beautiful Resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
You and your guests will have exclusive use of this 62 ft yacht all to yourselves. The yacht stays docked, the entire re ...
From $417 per night (USD)Expedia
- From $255 per night (USD)
VRBO
**THE OSPREY'S NEST @ SUNRISE SUITES** Condo & Pool + LAST KEY SERVICES…
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Want to be in ...
From $255 per night (USD)VRBO
- From $360 per night (USD)
VRBO
Rum Cay\/ 2 bedroom 2 bath Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Rum Cay offers a quiet alternative to the downtown area of Key West. Located a short 10-minute ride away from the nightl ...
From $360 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Private & Haven-ly pool home on boating canal
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
About this space This Haven-ly Marina home is a picture perfect Keys escape. The 2 bed/2 bath main home and 1/1 casita i ...
From $300 per night (USD)VRBO
- From $332 per night (USD)
VRBO
Escape to the Keys! Modern Pet-friendly Unit! EV Charger and Parking! Pool
- 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 $332 per night (USD)VRBO
- From $282 per night (USD)
VRBO
Tropical Dream! Pool, Restaurant, Bar, Gym, Bike Rental, Parking!
- 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 $282 per night (USD)VRBO
- From $935 per night (USD)
VRBO
VRBO Elite 72' Luxury Motor Yacht
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
New VRBO listing! Be one of the first guests aboard this beautiful, one of kind yacht. You and your guests will have exc ...
From $935 per night (USD)VRBO
- From $379 per night (USD)
VRBO
Memories of a Lifetime! A one of a Kind Sailboat!\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Based in the incredible Perry Marina and Resort, your vacation aboard this stunning historical sailboat will be a treasu ...
From $379 per night (USD)VRBO
- From $264 per night (USD)
VRBO
Last Mango Beach Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Experience the allure of La Brisa Penthouse! Step into this captivating two-bedroom, two-bathroom condo nestled within t ...
From $264 per night (USD)VRBO
- Click For Pricing
VRBO
Waterfront Resort, New Year’s Eve, Hyatt, 2 Nights, Sleeps 6, Pool, Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the Hyatt Beach House, a Hyatt Residence Club, your own private sanctuary amongst the lush landscape of Key W ...
Click For PricingVRBO
- Click For Pricing
VRBO
Beautiful Key West Hyatt Tropical Resort on the Ocean
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience an incomparable resort setting on the southeastern tip of Florida’s southernmost point. Overlooking the sooth ...
Click For PricingVRBO
- Click For Pricing
VRBO
Yacht in Paradise: 5-Star Marina Resort<br>*3 Month Minumum Rental*<br>
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
*Our boat is being cleaned according to CDC guidelines in order to ensure your safety and comfort throughout your v ...
Click For PricingVRBO
- From $572 per night (USD)
VRBO
Oceanfront Property - 2BR\/2BA - Near Smather's Beach - Poolside Bar and Grill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
★Excellent Key West Location - Oceanside Resort - Two Bedroom - Two Bath - Sleeps 6 ★Very Clean - Very Nice Property. T ...
From $572 per night (USD)VRBO
- From $257 per night (USD)
VRBO
Ocean View! Private Elevator! Private Pool! Great Location!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
This stylish place to stay is perfect for group trips. We welcome families and friends who want to get together for a r ...
From $257 per night (USD)VRBO
- From $180 per night (USD)
VRBO
Single Family Home, 3 Bedroom, 2 Baths, Pool. Great Value!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Private home located in New Town available for 4 week minimum rental. Beautifully landscaped yard with secure private b ...
From $180 per night (USD)VRBO