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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 ...
Click For PricingVRBO
- From $503 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 $503 per night (USD)Expedia
- From $317 per night (USD)
VRBO
Mulligan's Place - New Listing - Beautiful 3\/2 Golf Course Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this Key West Tropical charmer located only 15 minutes away from Downtown Duval Street. This townhome is loca ...
From $317 per night (USD)VRBO
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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 $539 per night (USD)
VRBO
Hyatt Windward Pointe 2 Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
★Excellent Key West Location - Oceanside Property - 2-Bedroom - 2-Bathroom - Sleeps 6. ★Very Clean - Very Nice Property ...
From $539 per night (USD)VRBO
- From $527 per night (USD)
Expedia
Hyatt Windward Pointe 2 Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
★Excellent Key West Location - Oceanside Property - 2-Bedroom - 2-Bathroom - Sleeps 6. ★Very Clean - Very Nice Property ...
From $527 per night (USD)Expedia
- From $513 per night (USD)
VRBO
Tortuga Suite | Sparkling 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 $513 per night (USD)VRBO
- From $415 per night (USD)
Expedia
Tortuga Hammock - Stock Island 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 $415 per night (USD)Expedia
- From $477 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 $477 per night (USD)VRBO
- From $1151 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 $1151 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
Coastal Getaway\/with boat dock \/DEEP WATER Access to Atlantic & Gulf of Mexico,
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Mpnthly rental PLEASE CONTACT ME FIRST BEFORE YOU MAKE A RESERVATION. THANK YOU !. I advertise on multiple sites. Your b ...
Click For PricingVRBO
- From $218 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 $218 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 ...
Click For PricingExpedia
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VRBO
4 Bed House w\/ Heated Pool and Dock - 4 Min. to Key West
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
- 28 Night Minimum Rental - Private Heated Pool - Private 65 Foot Deepwater Dock in Protected Harbor - 10 Minutes b ...
Click For PricingVRBO
- From $157 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 $157 per night (USD)VRBO
- From $1486 per night (USD)
VRBO
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 $1486 per night (USD)VRBO
- From $476 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 $476 per night (USD)VRBO
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VRBO
Key West Yacht Dream Vacations
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 1
Come aboard for your dream yacht vacation. Docked at one of the most exclusive marinas in the Key West area,. This 66' f ...
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- From $531 per night (USD)
Expedia
NEWLY REMODELED KITCHEN!! PET FRIENDLY! 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 $531 per night (USD)Expedia
- From $453 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 $453 per night (USD)VRBO
- From $260 per night (USD)
Expedia
Upscale Townhouse with Golf and Lake Views, Shared Pool, WiFi, and AC - Dogs OK
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Tipsy Mermaid Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $260 per night (USD)Expedia
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VRBO
2019 Fantasy Fest Week 2 Bedroom 2 Bath Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Rare Find to stay at Highly rated Coconut Mallory Resort and Marina during Fantasy Fest! 2 Bedroom fully equipped unit w ...
Click For PricingVRBO
- From $589 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 $589 per night (USD)VRBO
- From $485 per night (USD)
VRBO
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)VRBO
- From $175 per night (USD)
Expedia
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)Expedia
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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 ...
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- From $624 per night (USD)
Expedia
Casa Cove Beautiful Tropical Decorated 3 KING SUITES Sleeps 8 Pool 2 mi 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 $624 per night (USD)Expedia
- From $1301 per night (USD)
VRBO
Hyatt Residence Club Key West, Beach House - 2 Bedroom Unit - Amazing Property!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Hyatt Residence Club Key West, Beach House. We believe great destinations in Key West should offer more than ...
From $1301 per night (USD)VRBO
- From $407 per night (USD)
Expedia
~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 $407 per night (USD)Expedia
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Expedia
Sunrise Suite 203- 2 bedroom 2 bath with shared pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Suite 203 is a quiet alternative to the bustling noise of downtown Key West. Located just a 10-minute drive from ...
Click For PricingExpedia
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Expedia
Studio Apartment in friendly marina
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
This studio apartment is 625 square feet. Full kitchen with gas stove and microwave/convention oven. Large shower and ...
Click For PricingExpedia
- From $277 per night (USD)
VRBO
Escape to Sunset Marina-2bed 2bath condo w\/ ocean views, dock space, pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their parents and prim ...
From $277 per night (USD)VRBO
- From $141 per night (USD)
Expedia
Joan's Caribbean Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Just a few minutes from Key West, enjoy the peace and tranquility of this 2 story home, located in the Key West Golf Clu ...
From $141 per night (USD)Expedia
- From $486 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 $486 per night (USD)VRBO
- From $535 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 $535 per night (USD)Expedia
- From $289 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 30 days prior to your arrival! SUNSET POINT ...
From $289 per night (USD)VRBO
- From $264 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 30 days prior to your arrival! SUNSET DREAMS ...
From $264 per night (USD)Expedia
- From $567 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 $567 per night (USD)VRBO
- From $335 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 $335 per night (USD)Expedia
- From $328 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 $328 per night (USD)VRBO
- From $499 per night (USD)
Expedia
Cozy Dog-Friendly Suite with WiFi, Balcony, Hot Tub, Pool, & Private Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Sunrise Suites - Jamaica Suite 102 Our calendar is updated in real-time & our nightly rates are accurately displayed. S ...
From $499 per night (USD)Expedia
- From $412 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 $412 per night (USD)VRBO
- From $636 per night (USD)
Expedia
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 $636 per night (USD)Expedia
- From $464 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 $464 per night (USD)VRBO
- From $532 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 $532 per night (USD)Expedia
- From $562 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 $562 per night (USD)VRBO
- From $385 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 $385 per night (USD)Expedia
- From $428 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 $428 per night (USD)VRBO
- From $412 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 $412 per night (USD)Expedia
- From $408 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 $408 per night (USD)VRBO
- From $415 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 $415 per night (USD)Expedia
- From $349 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
Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their parents and prim ...
From $349 per night (USD)VRBO
- From $320 per night (USD)
VRBO
Waters Edge-Key Haven 4bedroom 3.5bath canal front home w\/jacuzzi, dock space
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their parents and prim ...
From $320 per night (USD)VRBO
- From $202 per night (USD)
VRBO
Boater's Dream 2Bed 2Bath Condo, 30 night stay w\/ water views, balcony, pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their parents and prim ...
From $202 per night (USD)VRBO
- From $417 per night (USD)
Expedia
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 $417 per night (USD)Expedia
- From $708 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 $708 per night (USD)VRBO
- From $345 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 $345 per night (USD)Expedia
- From $708 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 $708 per night (USD)VRBO
- From $274 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 $274 per night (USD)Expedia
- From $404 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 $404 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
- From $410 per night (USD)
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 ...
From $410 per night (USD)VRBO
- From $247 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 $247 per night (USD)Expedia
- From $215 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 $215 per night (USD)VRBO
- From $448 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 $448 per night (USD)VRBO
- From $863 per night (USD)
VRBO
Kee House - Trautman STR
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Breathtaking 4 bedroom, 5 bathroom estate located on the Riviera Canal, featuring a heated pool, 3 master suits, and amp ...
From $863 per night (USD)VRBO
- From $543 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 $543 per night (USD)VRBO
- From $168 per night (USD)
VRBO
Charming 'Boho Breeze' Retreat w\/ Pool Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience crystal clear waters, picturesque beaches, and famous historic sites with a stay at 'Boho Breeze!' This 2-bed ...
From $168 per night (USD)VRBO
- From $357 per night (USD)
Expedia
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 $357 per night (USD)Expedia
- From $317 per night (USD)
VRBO
Poolside Cottage #411
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome! This beautiful cottage is located in the Coconut Mallory Resort & Marina on the eastern end of Key West. This s ...
From $317 per night (USD)VRBO
- From $547 per night (USD)
Expedia
Casa Calypso- Beautiful Tropical Style House 3 KING Beds POOL 2 mi 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 $547 per night (USD)Expedia
- From $321 per night (USD)
VRBO
Poolside Cottage #412
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome! This beautiful cottage is located in the Coconut Mallory Resort & Marina on the eastern end of Key West. This s ...
From $321 per night (USD)VRBO
- Click For Pricing
Expedia
Quaint Townhome Nestled on Golf Course Near Water
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Surrounded by grand tropical landscapes and white fences. Sliding glass doors from the den lead to back porch and pave ...
Click For PricingExpedia
- From $533 per night (USD)
VRBO
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 $533 per night (USD)VRBO
- From $550 per night (USD)
Expedia
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 $550 per night (USD)Expedia
- From $2464 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 $2464 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 PricingExpedia
- From $529 per night (USD)
VRBO
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 $529 per night (USD)VRBO
- From $477 per night (USD)
Expedia
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 $477 per night (USD)Expedia
- From $599 per night (USD)
VRBO
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 $599 per night (USD)VRBO
- From $261 per night (USD)
Expedia
**FAIRWAY TO HEAVEN @ THE GOLF CLUB** Lavish Home + 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! ‘There’s a fe ...
From $261 per night (USD)Expedia
- From $520 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 $520 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 $533 per night (USD)
VRBO
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 $533 per night (USD)VRBO
- From $597 per night (USD)
Expedia
Casa Cay West Beautiful Tropical House 3 bedrooms 2 KING suites POOL 2 mi 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 $597 per night (USD)Expedia
- From $552 per night (USD)
VRBO
Casa Capri Beautiful Tropical style house with 3 King Suites POOL 2 mi 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 $552 per night (USD)VRBO
- From $529 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 $529 per night (USD)Expedia
- From $735 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 $735 per night (USD)VRBO
- From $244 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 $244 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 $212 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 $212 per night (USD)VRBO
- From $231 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 $231 per night (USD)VRBO
- 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
- From $135 per night (USD)
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 ...
From $135 per night (USD)VRBO
- From $900 per night (USD)
Expedia
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 $900 per night (USD)Expedia
- From $416 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 $416 per night (USD)VRBO
- From $837 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 $837 per night (USD)Expedia
- From $611 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 $611 per night (USD)VRBO
- From $809 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 $809 per night (USD)VRBO