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

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VRBO
Lush retreat minutes away from both Mallory Square & Duval Street.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
f bedrooms, full kitchen, screened in patio with a relaxing pool, and dock area perfect for sunset over the Gulf of Mexi ...
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VRBO
From $415 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 $415 per night (USD)
Expedia
From $391 per night (USD)
VRBO
**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 $391 per night (USD)
VRBO
From $552 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 $552 per night (USD)
Expedia
From $589 per night (USD)
VRBO
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 $589 per night (USD)
VRBO
From $570 per night (USD)
Expedia
Balcony, Pool, & Pet Friendly - Tortuga 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 $570 per night (USD)
Expedia
$TORTUGA HAMMOCK -2 Bedroom\/ 2.5 Bathroom Townhouse with Shared Pool & Parking$
From $487 per night (USD)
VRBO
TORTUGA HAMMOCK -2 Bedroom\/ 2.5 Bathroom Townhouse with Shared Pool & Parking
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Tortuga Hammock is located on Stock Island in the Coral Hammock private gated community. This 2 bedroom 2.5 bathroom t ...
From $487 per night (USD)
VRBO
From $355 per night (USD)
Expedia
Waterfront Property - Marina Access - Spacious - Excellent Key West Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located just two miles from picturesque Smathers Beach, this well appointed two bedroom, two bath condo is ideally situa ...
From $355 per night (USD)
Expedia
From $1090 per night (USD)
VRBO
Key West Luxury Houseboat
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
2 BDRM 2.5 BATH. SLEEPS 6. OPEN OCEAN VIEW. POOL, PRIVATE BEACH, RESTAURANT, BAR, GYM, TIKI, LAUNDRY ON BOARD. 15 MIN F ...
From $1090 per night (USD)
VRBO
From $548 per night (USD)
VRBO
Waterfront Property - Marina Access - Spacious - Excellent Key West Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Featuring direct marina access and located just 2 miles from picturesque Smathers Beach, this well appointed two bedroom ...
From $548 per night (USD)
VRBO
From $248 per night (USD)
VRBO
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 $248 per night (USD)
VRBO
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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 ...
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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 $1133 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 $1133 per night (USD)
Expedia
From $502 per night (USD)
VRBO
Tropical Escape at Sunrise
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
This luxurious recently renovated condo features a wonderful contempory interior design. It includes 2 spacious BR's: k ...
From $502 per night (USD)
VRBO
From $640 per night (USD)
Expedia
NEWLY REMODELED KITCHEN!! PET FRIENDLY! 3 Bedroom 3 bathroom home. Sleeps 8
Bedrooms:
3
Bathrooms:
4
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 $640 per night (USD)
Expedia
From $543 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 $543 per night (USD)
VRBO
$Upscale Townhome w\/ Golf, Garden & Lake Views, Shared Pool, WiFi - Dogs OK$
From $234 per night (USD)
Expedia
Upscale Townhome w\/ Golf, Garden & Lake Views, Shared Pool, WiFi - Dogs OK
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The Tipsy Mermaid at Key West Golf Club Our calendar is updated in real-time & our nightly rates are accurately display ...
From $234 per night (USD)
Expedia
From $436 per night (USD)
VRBO
Peaceful 2 BR Condo with All Amenities
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy the comforts of home in the midst of paradise. Comfortable, reasonably priced 2-bedroom condominium in Sunrise ...
From $436 per night (USD)
VRBO
From $485 per night (USD)
Expedia
Spotless Fully Renovated Family Home. Free parking WiFi Pool.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to our new fully renovated townhouse hosted by HomeAway Premier Partner Roy Svenningsen. This home is located in ...
From $485 per night (USD)
Expedia
From $175 per night (USD)
VRBO
Paradise found at the Key West Golf Club!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
We selected the best of everything to create paradise in Key West. Enjoy tropical breezes as you sip your morning coffee ...
From $175 per night (USD)
VRBO
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Expedia
FANTASY WEEK
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Set along the Atlantic Ocean, Hyatt Windward Pointe Resort blends the laid-back Key West style with a modern, upscale re ...
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Expedia
From $618 per night (USD)
VRBO
Casa Cove Beautiful Tropical 3 KING SUITES Sleeps 8- 2 miles to beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This house is a 3 bedroom stand alone unit with 2 king bedrooms upstairs with balconies and own bathrooms and the bedroo ...
From $618 per night (USD)
VRBO
$Hidden Paradise-2bed 2bath condo w\/ ocean views, dock space, pool$
From $222 per night (USD)
Expedia
Hidden Paradise-2bed 2bath condo w\/ ocean views, dock space, pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
AGE REQUIREMENT: Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their ...
From $222 per night (USD)
Expedia
From $451 per night (USD)
VRBO
Peaceful community area - close to everything.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful townhome in the gated community of Coral Hammock. Located across the street from the Key West Golf Club, and o ...
From $451 per night (USD)
VRBO
From $648 per night (USD)
Expedia
Coral Hammock Poolside Home 3 bdrm 3 bath10 minute drive to Old Town Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
3 Bedrooms, 3 Full Bathrooms, Backs to Community Pool, Sleeps up to 6 This home was built in 2004. It has been well ma ...
From $648 per night (USD)
Expedia
$**SUNSET POINT @ SUNSET MARINA** Condo \/ Pool & Spa + LAST KEY SERVICES...$
From $276 per night (USD)
VRBO
**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 60 days prior to your arrival! SUNSET POINT ...
From $276 per night (USD)
VRBO
$**SUNSET DREAMS @ SUNSET MARINA** Condo \/ Pool & Spa + LAST KEY SERVICES...$
From $285 per night (USD)
Expedia
**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 60 days prior to your arrival! SUNSET DREAMS ...
From $285 per night (USD)
Expedia
From $626 per night (USD)
VRBO
**OCTOPUS'S GARDEN @ CORAL HAMMOCK** Spacious Home & Pool + LAST KEY SERVICES...
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! OCTOPUS'S GAR ...
From $626 per night (USD)
VRBO
From $274 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 60 days prior to your arrival! SUNDRENCHED R ...
From $274 per night (USD)
Expedia
From $685 per night (USD)
VRBO
Dog-Friendly Sunrise Suites Condo with Pool, Hot Tub & Free Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunrise Suites - Cayo Coco Suite 208 Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $685 per night (USD)
VRBO
From $586 per night (USD)
Expedia
Tropical Getaway with Private Balcony, Shared Pool & Hot Tub - Dogs OK
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunrise Suites - Antigua Suite 312 Our calendar is updated in real-time & our nightly rates are accurately displayed. S ...
From $586 per night (USD)
Expedia
From $609 per night (USD)
VRBO
Sunny 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 $609 per night (USD)
VRBO
$Dog-friendly condo with pool, hot tub, balcony, central AC, W\/D, & fitness room$
From $469 per night (USD)
Expedia
Dog-friendly condo with pool, hot tub, balcony, central AC, W\/D, & fitness room
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunrise Suites - Saint Lucia Suite 201 Our calendar is updated in real-time & our nightly rates are accurately displaye ...
From $469 per night (USD)
Expedia
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VRBO
Updated Corner Condo with Pool, Hot Tub, WiFi, Covered Parking - Dogs OK
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunrise Suites - Sea Breeze Suite 101 Our calendar is updated in real-time & our nightly rates are accurately displayed ...
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VRBO
$Sunrise Suites Condo w\/ Balcony, Pool & Hot Tub, Tennis & Covered Parking$
From $530 per night (USD)
Expedia
Sunrise Suites Condo w\/ Balcony, Pool & Hot Tub, Tennis & Covered Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunrise Suites - Tahiti Suite 104 Our calendar is updated in real-time & our nightly rates are accurately displayed. Si ...
From $530 per night (USD)
Expedia
From $574 per night (USD)
VRBO
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunrise Suites - Barbados Suite 204 Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $574 per night (USD)
VRBO
$Watch Sunsets from Your Deck, Shared Pool\/Hot Tub - Perfect for the Whole Family$
From $424 per night (USD)
Expedia
Watch Sunsets from Your Deck, Shared Pool\/Hot Tub - Perfect for the Whole Family
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunrise Suites - Panama Suite 310 Our calendar is updated in real-time & our nightly rates are accurately displayed. Si ...
From $424 per night (USD)
Expedia
From $384 per night (USD)
VRBO
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunrise Suites - Cozumel Suite 112 Our calendar is updated in real-time & our nightly rates are accurately displayed. S ...
From $384 per night (USD)
VRBO
$Cozy Dog-Friendly Condo w\/ Shared Pool, Hot Tub, Private Deck & Parking$
From $438 per night (USD)
Expedia
Cozy Dog-Friendly Condo w\/ Shared Pool, Hot Tub, Private Deck & Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunrise Suites - Catalina Suite 311 Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $438 per night (USD)
Expedia
$Family home in gated community w\/great amenities, shared pool, fitness center$
From $624 per night (USD)
VRBO
Family home in gated community w\/great amenities, shared pool, fitness center
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Hemingway Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $624 per night (USD)
VRBO
$Key Haven Retreat-4 bedroom 3 bath canal front home w\/private pool, boat dock$
From $300 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 $300 per night (USD)
VRBO
$Waters Edge-Key Haven 4bedroom 3.5bath canal front home w\/jacuzzi, dock space$
From $337 per night (USD)
VRBO
Waters Edge-Key Haven 4bedroom 3.5bath canal front home w\/jacuzzi, dock space
Bedrooms:
4
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 $337 per night (USD)
VRBO
$Boater's Dream 2Bed 2Bath Condo, 30 night stay w\/ water views, balcony, pool$
From $170 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 $170 per night (USD)
VRBO
From $426 per night (USD)
VRBO
Great Family Vacation Rental.
Bedrooms:
3
Bathrooms:
2
Sleeps:
7
Family friendly vacation rental just outside of Key West with everything you need to enjoy a great getaway just 10 minut ...
From $426 per night (USD)
VRBO
From $681 per night (USD)
Expedia
Completely Renovated Condo with Pool, Hot Tub, & Private Patio - Free Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunrise Suites - Saint Barts Suite 303 Our calendar is updated in real-time & our nightly rates are accurately displaye ...
From $681 per night (USD)
Expedia
From $424 per night (USD)
VRBO
Dog-Friendly Retreat with Pool, Hot Tub, Tennis - Balcony with Pool Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunrise Suites - Tierra Bomba Suite 403 Our calendar is updated in real-time & our nightly rates are accurately display ...
From $424 per night (USD)
VRBO
From $442 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 $442 per night (USD)
Expedia
From $536 per night (USD)
VRBO
Dog-friendly resort condo with pool & hot tub, private parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunrise Suites - Saint Croix Suite 212 Our calendar is updated in real-time & our nightly rates are accurately displaye ...
From $536 per night (USD)
VRBO
From $283 per night (USD)
Expedia
Key West Vacation Home on Canal
Bedrooms:
2
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 $283 per night (USD)
Expedia
$CLOSE TO PERFECT at Key West Golf Club - 2\/2.5 w\/ Private Pool$
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VRBO
CLOSE TO PERFECT at Key West Golf Club - 2\/2.5 w\/ Private Pool
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
CLOSE TO PERFECT, far from normal! This stunning 2 bedroom, 2.5 bathroom townhouse with private pool will check all the ...
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VRBO
$Fairway Villa w\/ Private Pool$
From $351 per night (USD)
Expedia
Fairway Villa w\/ Private Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Fairway Villa a beautiful large 3 bedroom, 3 bathroom townhouse on the Key West Golf Course. This one of a ...
From $351 per night (USD)
Expedia
From $220 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 $220 per night (USD)
VRBO
From $538 per night (USD)
VRBO
2-Bedroom Villa at Hyatt Beach House! Quiet Beachfront Location! Sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located on a private beach, this quiet piece of Key West is an excellent choice for relaxation while also situated only ...
From $538 per night (USD)
VRBO
$Luxury Private Home w\/ Heated Pool in Key West$
From $865 per night (USD)
VRBO
Luxury Private Home w\/ Heated Pool in Key West
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
28 DAY MINIMUM. This gated property includes a 3 bedroom 2 bathroom main house (main level) PLUS a 1 bedroom 1 bathroom ...
From $865 per night (USD)
VRBO
$Charming 'Boho Breeze' Retreat w\/ Pool Access$
From $217 per night (USD)
Expedia
Charming 'Boho Breeze' Retreat w\/ Pool Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Experience crystal clear waters, picturesque beaches, and famous historic sites with a stay at 'Boho Breeze!' This 2-bed ...
From $217 per night (USD)
Expedia
From $377 per night (USD)
VRBO
Poolside Cottage #411
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome! This beautiful cottage is located in the Coconut Mallory Resort & Marina on the eastern end of Key West. This s ...
From $377 per night (USD)
VRBO
From $655 per night (USD)
Expedia
Casa Calypso- Beautiful Tropical 3 KING Beds, 3 baths - 2 miles to beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This house is a 3 bedroom stand alone unit with 2 king bedrooms upstairs with balconies and own bathrooms and the bedroo ...
From $655 per night (USD)
Expedia
From $377 per night (USD)
VRBO
Poolside Cottage #412
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome! This beautiful cottage is located in the Coconut Mallory Resort & Marina on the eastern end of Key West. This s ...
From $377 per night (USD)
VRBO
$2 Bed\/2.5 Bath Townhome in KW Golf Club - Backs up to Pool!$
From $231 per night (USD)
VRBO
2 Bed\/2.5 Bath Townhome in KW Golf Club - Backs up to Pool!
Bedrooms:
3
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
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VRBO
Balcony, Pool, & Pet Friendly - Samana Cay Suite
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Summary: Welcome to Sunrise Suites, a peaceful community on Key West's southeast side. Just 1 mile from the beach and 10 ...
Click For Pricing
VRBO
From $605 per night (USD)
Expedia
Balcony, Pool, & Pet Friendly - The Grand Turk
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 $605 per night (USD)
Expedia
From $3407 per night (USD)
VRBO
BEAUTIFUL SANCTUARY 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 $3407 per night (USD)
VRBO
Click For Pricing
Expedia
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 Pricing
Expedia
From $530 per night (USD)
VRBO
Balcony, Pool, & Pet Friendly - The Trinidad
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 $530 per night (USD)
VRBO
From $586 per night (USD)
Expedia
Balcony, Pool, & Pet Friendly - The Barbados
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 the b ...
From $586 per night (USD)
Expedia
$Oceanfront Property - 2BR\/2BA - Near Smather's Beach - Poolside Bar and Grill$
From $540 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 $540 per night (USD)
VRBO
From $361 per night (USD)
Expedia
Last Stop in Paradise
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
This historic Key West home is a local favorite and loved for its charm - you will find the inside and outside is just s ...
From $361 per night (USD)
Expedia
Click For Pricing
VRBO
Balcony, Pool, & Pet Friendly - The Andros
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 ...
Click For Pricing
VRBO
From $618 per night (USD)
Expedia
Casa Cay West Beautiful Tropical 3 bedrooms 2 KING suites - 2 miles to beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This house is a 3 bedroom stand alone unit with 2 king bedrooms upstairs with balconies and own bathrooms and the bedroo ...
From $618 per night (USD)
Expedia
From $655 per night (USD)
VRBO
Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This house is a 3 bedroom stand alone unit with 2 king bedrooms upstairs with balconies and own bathrooms and the b ...
From $655 per night (USD)
VRBO
From $708 per night (USD)
Expedia
Fully renovated Condo with Private Balcony, Shared Pool, Hot Tub and Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
*Brand New Listing* Welcome to Captains Choice The NICEST Unit at Sunrise Suites Resort in Key West- Unit 302. Tropical ...
From $708 per night (USD)
Expedia
From $898 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 $898 per night (USD)
VRBO
From $296 per night (USD)
VRBO
King Bed Accommodation 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 $334 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 $334 per night (USD)
VRBO
From $276 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 $276 per night (USD)
VRBO
$Luxurious, Elegant Home, Waterfront\nWith Dockage$
From $1001 per night (USD)
VRBO
Luxurious, Elegant Home, Waterfront\nWith Dockage
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Oasis getaway, 3 bedroom, 3 bath, including chefs kitchen. This home has all the amenities on the water, located in a q ...
From $1001 per night (USD)
VRBO
From $484 per night (USD)
Expedia
Dog-friendly condo with pool & hot tub - walk or bike to beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunrise Suites - Paradise Escape 407 Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $484 per night (USD)
Expedia
From $830 per night (USD)
VRBO
3 bedroom 2 bath Ocean front condo on marina with opt boat slip.
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
3 bedroom 2 bathroom Ocean front condo. Full service marina on site. Restaurant/bar on site. Pool and spa Optional 50 ...
From $830 per night (USD)
VRBO
From $508 per night (USD)
Expedia
Oceanfront Marina Condo With All Luxuries
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your spacious oceanfront balcony will be a front row seat for a panorama of azure blue ocean and sky. There are touches ...
From $508 per night (USD)
Expedia
$Lifetime memories\/Private pool\/WiFi\/Dog OK\/Self check-in-out\/High Cleanliness!$
From $866 per night (USD)
VRBO
Lifetime memories\/Private pool\/WiFi\/Dog OK\/Self check-in-out\/High Cleanliness!
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
This elegant home has been constructed to the highest standards and is located within minutes of downtown Key West (vi ...
From $866 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 $703 per night (USD)
VRBO
Oceanfront 2-bdrm Condo next to 5-star Restaurant & Marina
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
*Ocean Memories is the perfect Key West Escape* Wake Up to Amazing Ocean Views Start your day in tranquility, waking u ...
From $703 per night (USD)
VRBO
$QUIET KEY WEST RESORT NEXT TO AIRPORT - FANTASY FEST - 2\/2 WATERFRONT BALCONY$
Click For Pricing
Expedia
QUIET KEY WEST RESORT NEXT TO AIRPORT - FANTASY FEST - 2\/2 WATERFRONT BALCONY
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Key West, FL. Available Sat. Oct.19 - Sat. 26, 2024. Located in the Southeast end of Key West at the Hyatt Windward Poin ...
Click For Pricing
Expedia
From $180 per night (USD)
VRBO
Monthly Availability beginning April 2025
Bedrooms:
2
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 $180 per night (USD)
VRBO
$Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St. \n$
From $570 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 $570 per night (USD)
Expedia
From $527 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 $527 per night (USD)
VRBO
From $803 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 $803 per night (USD)
VRBO
Click For Pricing
VRBO
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 Pricing
VRBO
Click For Pricing
Expedia
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 Pricing
Expedia
From $781 per night (USD)
VRBO
2BR Condo - Hyatt Beach House Resort - Private Beach - Resort Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located 2.7 miles from Smathers Beach and 3.8 miles from the Ernest Hemingway Home & Museum, this quiet piece of Key Wes ...
From $781 per night (USD)
VRBO
From $723 per night (USD)
VRBO
Sunsplashed Tropical Gem! Two Amazing Rooms with Breathtaking Views in Key West
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 $723 per night (USD)
VRBO
$Your Next Getaway is Here! Three Premium Ocean View (w\/ 2 Queens Each), Pool$
From $1008 per night (USD)
VRBO
Your Next Getaway is Here! Three Premium Ocean View (w\/ 2 Queens Each), 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 $1008 per night (USD)
VRBO
From $545 per night (USD)
VRBO
Escape To Paradise in Key West! 2 Relaxing Spaces, 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 $545 per night (USD)
VRBO
$Close to Nearest Beach! Four Premium Ocean View Rooms (w\/ 2 Queen Beds), Pool$
From $1413 per night (USD)
VRBO
Close to Nearest Beach! Four Premium Ocean View Rooms (w\/ 2 Queen Beds), 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 $1413 per night (USD)
VRBO
From $649 per night (USD)
VRBO
Amazing Stay in the Keywest! Two Deluxe Pool View Two Queen Beds
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 $649 per night (USD)
VRBO
From $1344 per night (USD)
VRBO
Perfect Staycation! Four Fantastic Ocean View 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 $1344 per night (USD)
VRBO
From $929 per night (USD)
VRBO
Delight In The Florida Sun! 3 Gorgeous Units In Sun Soaked Key West, 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 $929 per night (USD)
VRBO
From $998 per night (USD)
VRBO
3x Deluxe Pool View Two Queen Beds at 24 North Hotel Key West
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 $998 per night (USD)
VRBO
From $672 per night (USD)
VRBO
Your Next Beach Getaway is Here! Two Premium Ocean View Rooms, Close to 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 $672 per night (USD)
VRBO

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