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:
2
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 $374 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 $374 per night (USD)
Expedia
From $381 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 $381 per night (USD)
VRBO
From $687 per night (USD)
Expedia
Hyatt Windward Pointe 2 Bedroom
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Hyatt Windward Pointe in Key West is a tranquil resort offering a luxurious escape on the island’s serene southeast coas ...
From $687 per night (USD)
Expedia
From $613 per night (USD)
VRBO
Hyatt Windward Pointe 2 Bedroom
Bedrooms:
2
Bathrooms:
2
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)
VRBO
From $544 per night (USD)
Expedia
Balcony, Pool, & Pet Friendly - Tortuga Suite
Bedrooms:
2
Bathrooms:
2
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 $544 per night (USD)
Expedia
From $479 per night (USD)
VRBO
TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking
Bedrooms:
2
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 $479 per night (USD)
VRBO
From $380 per night (USD)
Expedia
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 $380 per night (USD)
Expedia
From $999 per night (USD)
VRBO
Key West Luxury Houseboat
Bedrooms:
1
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 $999 per night (USD)
VRBO
From $576 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 $576 per night (USD)
VRBO
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VRBO
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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VRBO
From $1193 per night (USD)
Expedia
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
Bedrooms:
2
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 $1193 per night (USD)
Expedia
From $451 per night (USD)
VRBO
Tropical Escape at Sunrise
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This luxurious recently renovated condo features a wonderful contempory interior design. It includes 2 spacious BR's: k ...
From $451 per night (USD)
VRBO
From $611 per night (USD)
Expedia
PET FRIENDLY! SUMMER SPECIALS !! 3 Bedroom 3 bathroom home. Sleeps 8
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
"Flip Flop Inn" is a beautiful 3 Bedroom 3 Bath home, (each bedroom has its own private full bath), and a Queen size ...
From $611 per night (USD)
Expedia
From $382 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 $382 per night (USD)
VRBO
From $218 per night (USD)
Expedia
Upscale Townhome w/ Golf, Garden & Lake Views, Shared Pool, WiFi - Dogs OK
Bedrooms:
2
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 $218 per night (USD)
Expedia
From $458 per night (USD)
VRBO
Peaceful 2 BR Condo with All Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy the comforts of home in the midst of paradise. Comfortable, reasonably priced 2-bedroom condominium in Sunrise ...
From $458 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 $182 per night (USD)
VRBO
Paradise found at the Key West Golf Club!
Bedrooms:
1
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 $182 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
From $478 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 $478 per night (USD)
VRBO
From $247 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 $247 per night (USD)
Expedia
From $457 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 $457 per night (USD)
VRBO
From $609 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
Coral Hammock – 3BR/3BA Home with Pool Views in Coral Hammock 3 Bedrooms | 3 Full Bathrooms | Sleeps up to 8 | Backs to ...
From $609 per night (USD)
Expedia
From $298 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 $298 per night (USD)
VRBO
From $303 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 $303 per night (USD)
Expedia
From $506 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 $506 per night (USD)
VRBO
From $202 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 $202 per night (USD)
Expedia
From $303 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 $303 per night (USD)
VRBO
From $295 per night (USD)
Expedia
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 $295 per night (USD)
Expedia
From $447 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 $447 per night (USD)
VRBO
From $322 per night (USD)
Expedia
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 $322 per night (USD)
Expedia
From $525 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 $525 per night (USD)
VRBO
From $300 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 $300 per night (USD)
Expedia
From $290 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 $290 per night (USD)
VRBO
From $282 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 $282 per night (USD)
Expedia
From $290 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 $290 per night (USD)
VRBO
From $378 per night (USD)
Expedia
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 $378 per night (USD)
Expedia
From $399 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 $399 per night (USD)
VRBO
From $284 per night (USD)
VRBO
Waters Edge-Key Haven 4bedroom 3.5bath canal front home w/jacuzzi, dock space
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
AGE REQUIREMENT: Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their ...
From $284 per night (USD)
VRBO
From $180 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 $180 per night (USD)
VRBO
From $421 per night (USD)
Expedia
Great Family Vacation Rental.
Bedrooms:
2
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 $421 per night (USD)
Expedia
From $660 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 $660 per night (USD)
VRBO
From $282 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 $282 per night (USD)
Expedia
From $275 per night (USD)
VRBO
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 $275 per night (USD)
VRBO
From $339 per night (USD)
Expedia
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 $339 per night (USD)
Expedia
From $283 per night (USD)
VRBO
Key West Vacation Home on Canal
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Beautiful 3 bedroom, 2 bath home with den. Canal-front with included boat dockage, private backyard and a large swim sp ...
From $283 per night (USD)
VRBO
From $221 per night (USD)
Expedia
CLOSE TO PERFECT at Key West Golf Club - 2/2.5 w/ Private Pool
Bedrooms:
2
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 ...
From $221 per night (USD)
Expedia
From $339 per night (USD)
VRBO
Fairway Villa w/ Private Pool
Bedrooms:
2
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 $339 per night (USD)
VRBO
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 $793 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 $793 per night (USD)
VRBO
From $623 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 $623 per night (USD)
VRBO
From $267 per night (USD)
VRBO
Charming 'Boho Breeze' Retreat w/ Pool Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience crystal clear waters, picturesque beaches, and famous historic sites with a stay at 'Boho Breeze!' This 2-bed ...
From $267 per night (USD)
VRBO
From $307 per night (USD)
Expedia
Poolside Cottage #411
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Welcome! This beautiful cottage (sleeps 6) is located in the Coconut Mallory Resort & Marina on the eastern end of Key W ...
From $307 per night (USD)
Expedia
From $440 per night (USD)
VRBO
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 $440 per night (USD)
VRBO
From $292 per night (USD)
Expedia
Poolside Cottage #412
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Welcome! This beautiful cottage (sleeps 6) is located in the Coconut Mallory Resort & Marina on the eastern end of Key W ...
From $292 per night (USD)
Expedia
From $231 per night (USD)
VRBO
2 Bed/2.5 Bath Townhome in KW Golf Club - Backs up to Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Newly updated townhome on the pool in Key West Golf Club! This newly renovated 2 bedroom/2.5 bathroom townhome is nestl ...
From $231 per night (USD)
VRBO
From $455 per night (USD)
Expedia
Parking, Pool & Pet Friendly - The Grand Turk
Bedrooms:
2
Bathrooms:
2
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 $455 per night (USD)
Expedia
From $3199 per night (USD)
VRBO
BEAUTIFUL SANCTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
Bedrooms:
8
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 $3199 per night (USD)
VRBO
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Expedia
Close enough to Bike Ride to Mallory Square,far away to sleep during FantasyFest
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Coconut Mallory Resort and marina has multiple amenities including two pools, hot tubs, open air restaurant and bar, mar ...
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Expedia
From $488 per night (USD)
VRBO
Free Parking, Pool, & Pet Friendly - The Trinidad
Bedrooms:
2
Bathrooms:
2
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 $488 per night (USD)
VRBO
From $523 per night (USD)
Expedia
Pool, Free Parking & Pet Friendly - The Barbados
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 the b ...
From $523 per night (USD)
Expedia
From $706 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 $706 per night (USD)
VRBO
From $361 per night (USD)
Expedia
Last Stop in Paradise
Bedrooms:
2
Bathrooms:
3
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
From $491 per night (USD)
VRBO
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 $491 per night (USD)
VRBO
From $486 per night (USD)
Expedia
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 $486 per night (USD)
Expedia
From $490 per night (USD)
VRBO
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 $490 per night (USD)
VRBO
$Luxurious, Elegant Home, Waterfront\nWith Dockage$
From $916 per night (USD)
Expedia
Luxurious, Elegant Home, Waterfront\nWith Dockage
Bedrooms:
2
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 $916 per night (USD)
Expedia
From $342 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 $342 per night (USD)
VRBO
From $919 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 $919 per night (USD)
Expedia
From $490 per night (USD)
VRBO
Oceanfront Marina Condo With All Luxuries
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your spacious oceanfront balcony will be a front row seat for a panorama of azure blue ocean and sky. There are touches ...
From $490 per night (USD)
VRBO
From $760 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 $760 per night (USD)
Expedia
From $703 per night (USD)
VRBO
OCEAN MEMORIES CONDO- 2 Bedroom, 2 Bath Oceanfront w/ Pool & Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
*Oceanfront Escape with Breathtaking Views – Steps from the Marina* Wake up to unforgettable sunrises over the Atlanti ...
From $703 per night (USD)
VRBO
From $209 per night (USD)
Expedia
Poolside Paradise in Key West Golf Club
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to the best of Key West! Poolside Paradise is located in the Key West Golf Club. Our townhome is located direc ...
From $209 per night (USD)
Expedia
Click For Pricing
VRBO
QUIET KEY WEST RESORT NEXT TO AIRPORT - FANTASY FEST - 2/2 WATERFRONT BALCONY
Bedrooms:
2
Bathrooms:
2
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
VRBO
From $204 per night (USD)
Expedia
Monthly Availability beginning May 2025
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
To provide our guests with a clean and sanitized home, our cleaning service cleans AND disinfects all high-touch surface ...
From $204 per night (USD)
Expedia
$Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St. \n$
From $349 per night (USD)
VRBO
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 $349 per night (USD)
VRBO
From $675 per night (USD)
Expedia
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 $675 per night (USD)
Expedia
From $741 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 $741 per night (USD)
VRBO
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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 ...
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Expedia
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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 ...
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VRBO
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
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Expedia
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 ...
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Expedia
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Expedia
Rare on the island of Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
t's rare on the island of Key West but if you are looking for a beautiful completely renovated home, with privacy, water ...
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Expedia
From $478 per night (USD)
VRBO
Ocean views! <br>I didn’t do it too
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Your Ocean front vacation house on water awaits you! Experience Key West staying above it's beautiful clear water. The ...
From $478 per night (USD)
VRBO
From $596 per night (USD)
Expedia
KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Nicest Yacht rental in the keys . Stay on this beautiful, 66 foot, four bedroom, four bathroom yacht and experience luxu ...
From $596 per night (USD)
Expedia
From $412 per night (USD)
VRBO
COOL BREEZE @ the Key West Golf Club
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Cool Breeze at the Key West Golf Club-*****PLEASE NOTE THIS IS A MINIMUM MONTHLY RENTAL ONLY.***** This community is loc ...
From $412 per night (USD)
VRBO
From $539 per night (USD)
Expedia
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
'TEE BY THE SEA' vacation rental (we include 7 bikes, FREE PARKING AND WIFI free for our guests!!!) We're less then 1/2 ...
From $539 per night (USD)
Expedia
From $341 per night (USD)
VRBO
**MARINER’S HIDDEN HAVEN @ KEY HAVEN** Waterfront Home & Pool + LAST KEY SERVICE
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! Escape the “c ...
From $341 per night (USD)
VRBO
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Expedia
Beautiful Family-Sized Vacation House! 5 minute drive from Most Beautiful Places
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
From the moment you drive into the development, you are greeted at the security station. A clean, maintained community t ...
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Expedia
From $684 per night (USD)
VRBO
Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is paradise! Wake up to a gentle breeze and birds singing just outside your balcony. Watch the sunrise over the oce ...
From $684 per night (USD)
VRBO
From $363 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 $363 per night (USD)
Expedia
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VRBO
Trawler 34 Californian Houseboat Fisherman's Cottage and Man Cave
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
36' Californian Cruiser/ MANCAVE NO FRILLS 1979 Portland Oregon 36 Californian Cruiser 1979 34'6" CALIFORNIAN MARSHALL ...
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VRBO
From $325 per night (USD)
Expedia
The GUAVA DUFF - Beautiful KW home with space to chill & lots of FREE PARKING!!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Total renovation completed in 2020! This 4-bedroom contemporary home is waiting for your arrival! The Guava Duff (named ...
From $325 per night (USD)
Expedia
From $374 per night (USD)
VRBO
Sunrise 103-2BR/2BA condo near beaches with pool, parking, balcony
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
AGE REQUIREMENT: Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their ...
From $374 per night (USD)
VRBO
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Expedia
New Toyhauler in Key West w/boat dock open water view sleeps 9
Bedrooms:
1
Bathrooms:
3
Sleeps:
9
2021 5th Wheel RV, 2bdr, 1.5 bth with boat dock on open water, sleeps 9. In El Mar RV Resort The toy hauler/bunkhouse RV ...
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Expedia
From $1817 per night (USD)
VRBO
Parking, Pool & Waterfront - Springtide House
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Summary: This lovely waterfront 4 bedroom, 4.5 bath home is perfect for those wanting to experience everything Key West ...
From $1817 per night (USD)
VRBO
From $2407 per night (USD)
Expedia
Parking, Pet Friendly, Pool, Dock - Suncoast House
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Summary: This waterfront 5 bedroom, 5.5 bath home is perfect for those ready to enjoy all that Key West offers. With a p ...
From $2407 per night (USD)
Expedia
From $1670 per night (USD)
VRBO
Parking, Pet Friendly, Pool & Dock - Aquaria House
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Summary: This stunning waterfront 4 bedroom, 4.5 bath home is perfect for those looking to embrace all that Key West has ...
From $1670 per night (USD)
VRBO
From $1806 per night (USD)
Expedia
Waterfront, Private Heated Pool - Capmar House
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Summary: This beautiful waterfront 4 bedroom, 4 bath home is ideal for those looking to savor all that Key West has to o ...
From $1806 per night (USD)
Expedia

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