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

From $242 per night (USD)
VRBO
Lovely 1 bedroom in Stock Island
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our lovely one bedroom apartment located in Stock Island is the perfect place for your Key West getaway. Located only tw ...
From $242 per night (USD)
VRBO
From $183 per night (USD)
VRBO
Sunset Marina | 2 Bed, 2 Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Unit C203 at 5601 College Road, a stylish and Vibrant residence located in the Sunset Marina Complex. This mo ...
From $183 per night (USD)
VRBO
From $399 per night (USD)
VRBO
Gone Coastal
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Relax with the whole family at this peaceful places to stay. Completely renovated 3 bedroom 2.5 bath townhome in Coral ...
From $399 per night (USD)
VRBO
From $203 per night (USD)
VRBO
Cozy Camper in Stock Island
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our lovely cozy camper is located in Stock Island is the perfect place for your Key West getaway. Located only two block ...
From $203 per night (USD)
VRBO
From $459 per night (USD)
VRBO
40'yacht in Paradise Awaits You!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
**** This boat is currently located at Stock Island Yacht Club and Marina at 6000 Peninsular Ave, Key West FL****. We d ...
From $459 per night (USD)
VRBO
From $239 per night (USD)
VRBO
Peaceful 1 bedroom at Leo's
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our lovely one bedroom apartment located in Stock Island is the perfect place for your Key West getaway. Located only tw ...
From $239 per night (USD)
VRBO
From $450 per night (USD)
VRBO
Beautiful Houseboat in Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy this classic floating home all to yourself! This home can accommodate up to four guests and has two bedrooms and o ...
From $450 per night (USD)
VRBO
From $958 per night (USD)
Expedia
New! Altair House by Brightwild | Pool, Pets!
Bedrooms:
7
Bathrooms:
6
Sleeps:
14
Summary: Welcome to Key Haven Estates! The Altair is one of four brand-new homes located on the exclusive island of Key ...
From $958 per night (USD)
Expedia
From $542 per night (USD)
VRBO
Havana Temptations Your Home In Paradise !
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The feeling you get as you walk out this property and see all the palm trees covering your view, definitely show signs t ...
From $542 per night (USD)
VRBO
From $1000 per night (USD)
Expedia
Estate Living in Key Haven, just pure perfection!
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Five Bedrooms with every room with an ensuite bathroom, and one half bathroom. A truly stunning property for all your f ...
From $1000 per night (USD)
Expedia
Click For Pricing
VRBO
Living Life Dockside
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Take it easy at this unique and tranquil getaway located right on the water in a beautifully artistic and tropical lands ...
Click For Pricing
VRBO
From $199 per night (USD)
Expedia
Key West Sailboat Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy below-deck life during a one-of-a-kind stay on Stock Island. Our currently docked sailboat offers a unique twist t ...
From $199 per night (USD)
Expedia
$Prime Tee Haven - 2 bedrooms 2 1\/2 baths$
From $200 per night (USD)
VRBO
Prime Tee Haven - 2 bedrooms 2 1\/2 baths
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Indulge in the ultimate getaway experience with our stunning 2 bedroom, 2 1/2 bathroom townhouse nestled on the pictures ...
From $200 per night (USD)
VRBO
From $480 per night (USD)
Expedia
Key West Vacation Condo! Southernmost Point, Beautiful Sunsets, and more
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This 2 bedroom condo is equipped with a full kitchen and sleeps up to 6 adults. Screened-in balcony is the perfect quie ...
From $480 per night (USD)
Expedia
From $218 per night (USD)
VRBO
Heron House by Brightwild | Luxury Waterfront Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Summary: Beautifully renovated canal home located just outside Key West in an exclusive Key Haven neighborhood. This 28- ...
From $218 per night (USD)
VRBO
From $286 per night (USD)
VRBO
Gulf Course Retreat!
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Welcome to our Key West oasis! This charming 2-bed, 2-and-a-half-bath house boasts stunning views of the golf course lan ...
From $286 per night (USD)
VRBO
From $532 per night (USD)
VRBO
Decorators own Coastal Chic home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
BRAND NEW, Coastal on Coral is located in the beautiful gated community of Coral Hammock on the quiet end of Key West on ...
From $532 per night (USD)
VRBO
From $640 per night (USD)
VRBO
Boater’s Paradise
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Bright, open, and airy Old Florida single story home. Safe, family neighborhood. Deep water canal with quick access to ...
From $640 per night (USD)
VRBO
From $823 per night (USD)
VRBO
VRBO Exclusive Offer! 51' Catamaran Yacht located in a Beautiful Resort!
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
You and your guests will have exclusive use of this 51 ft yacht all to yourselves. The yacht stays docked, the entire re ...
From $823 per night (USD)
VRBO
$Lover's Dream \/ Fisherman's Paradise$
From $334 per night (USD)
Expedia
Lover's Dream \/ Fisherman's Paradise
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This recently remodeled 1490 sq. ft. air conditioned houseboat is located at beautiful Sunset Marina in Key West, Florid ...
From $334 per night (USD)
Expedia
From $695 per night (USD)
VRBO
Southern Bell is a Beautiful Houseboat cozy and relaxing.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Your Ocean front vacation house on water awaits you! Experience Key West staying above it's beautiful clear water. The ...
From $695 per night (USD)
VRBO
From $228 per night (USD)
Expedia
Upscale dog-friendly home on golf course with lush back yard & pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Tropical Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $228 per night (USD)
Expedia
$Key West retreat - gated community, pool, washer\/dryer, central AC - golf nearby$
From $128 per night (USD)
VRBO
Key West retreat - gated community, pool, washer\/dryer, central AC - golf nearby
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Putting In Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $128 per night (USD)
VRBO
From $240 per night (USD)
VRBO
Doc`s Paradise @Key West | 3 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy the ultimate month-long Key West Vacation in the comfort of a gated community of Key West Golf Club. This 3BDR/3BA ...
From $240 per night (USD)
VRBO
From $105 per night (USD)
VRBO
Paradise Point by AvantStay | Golf Course Living
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
*Please note that this home is available for 28+ night stays only.* Paradise Point is a charming retreat sitting right ...
From $105 per night (USD)
VRBO
From $265 per night (USD)
Expedia
Bayfront bungalow with private dock, kayaks, SUPs, tiki hut & pool access
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Sunset Bay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $265 per night (USD)
Expedia
From $506 per night (USD)
VRBO
Great view in private Marina ! <br>No regrets
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Your Ocean front vacation house on water awaits you! Experience Key West staying above it's beautiful clear water. The ...
From $506 per night (USD)
VRBO
From $359 per night (USD)
Expedia
Paradise found
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Located on Stock Island this 3 bedroom home is 8 minutes from Duval street. Walking distance to several great restaurant ...
From $359 per night (USD)
Expedia
$Coral Breeze by AvantStay | Close to Beach w\/ Balcony & Shared Pool!$
From $103 per night (USD)
VRBO
Coral Breeze by AvantStay | Close to Beach w\/ Balcony & Shared Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
*Please note that this home is available for 28+ night stays only.* Coral Breeze is a two-bedroom townhome located in t ...
From $103 per night (USD)
VRBO
$Cottage by the Pool by AvantStay | w\/ Balcony, BBQ & Shared Pool!$
From $100 per night (USD)
Expedia
Cottage by the Pool by AvantStay | w\/ Balcony, BBQ & Shared Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
*Please note that this home is available for 28+ night stays only.* This cozy 2 bedroom home is nestled in the center o ...
From $100 per night (USD)
Expedia
From $459 per night (USD)
VRBO
Coral Palm by AvantStay | Key West Walkable
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Coral Palm is a lovely 3 bedroom, 3 bathroom, 2 story townhome located in the private gated community of Coral Hammock o ...
From $459 per night (USD)
VRBO
From $117 per night (USD)
Expedia
Place to Relax by AvantStay | Shared Pool | 3 Miles to Smather's Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
*Please note that this home is available for 28+ night stays only.* Located in the Sanctuary of the gated community in ...
From $117 per night (USD)
Expedia
$Bogey's Retreat by AvantStay | Golfer's Retreat w\/ Shared Pool! |$
From $99 per night (USD)
VRBO
Bogey's Retreat by AvantStay | Golfer's Retreat w\/ Shared Pool! |
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
*Please note that this home is available for 28+ night stays only.* Welcome to your home away from home in Key West. Th ...
From $99 per night (USD)
VRBO
From $360 per night (USD)
Expedia
Coral Villa by AvantStay | Close 2 DT Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beautifully decorated spacious 3 bedroom, 3 bathroom with off-street parking for 2 vehicles -- a rare commodity in Key W ...
From $360 per night (USD)
Expedia
$Coral Garden by AvantStay | Great Location w\/ Balcony & Shared Pool$
From $262 per night (USD)
VRBO
Coral Garden by AvantStay | Great Location w\/ Balcony & Shared Pool
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Coral Garden is a two-bedroom townhome in the quiet gated community of Coral Hammock located on Stock Island. Perfect fo ...
From $262 per night (USD)
VRBO
From $97 per night (USD)
Expedia
A Little Slice Of Paradise by AvantStay | Communal Pool, Screened in Porch
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
*Please note that this home is available for 28+ day stays only.* Located on the main road meandering through the seclu ...
From $97 per night (USD)
Expedia
$Fully Furnished Apt Family Sized W\/ Patio$
Click For Pricing
VRBO
Fully Furnished Apt Family Sized W\/ Patio
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Lovely Fully Furnished Apartment With High Speed Internet Perfect Get Away For Family & Friends. Right Outside Orlando ...
Click For Pricing
VRBO
$Sea-renity: 2bed 2bath condo w\/ boat slip, pool\/jacuzzi, waterfront balcony$
From $227 per night (USD)
Expedia
Sea-renity: 2bed 2bath condo w\/ boat slip, pool\/jacuzzi, waterfront balcony
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 $227 per night (USD)
Expedia
$New Toyhauler in Key West w\/boat dock open water view sleeps 9$
Click For Pricing
VRBO
New Toyhauler in Key West w\/boat dock open water view sleeps 9
Bedrooms:
2
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 ...
Click For Pricing
VRBO
From $144 per night (USD)
Expedia
Captain's Roost, A Tropical Retreat.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Captain’s Roost is a newly remodeled townhouse, freshly furnished to reflect the cozy-coastal vibe of Key West. During t ...
From $144 per night (USD)
Expedia
From $275 per night (USD)
VRBO
A KEY WEST STATE OF MIND at The Key West Golf Club
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This prime four-bedroom, three full baths, fully furnished and fully equipped home is a two-story townhome located on a ...
From $275 per night (USD)
VRBO
$Mulligan's Place - New Listing - Beautiful 3\/2 Golf Course Home$
From $275 per night (USD)
Expedia
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 $275 per night (USD)
Expedia
$2 Bed\/2.5 Bath Townhome in KW Golf Club - Backs up to Pool!$
From $195 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 $195 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 Pricing
Expedia
$Beautiful oceanfront Key West Resort Condo 2.\/2$
From $450 per night (USD)
VRBO
Beautiful oceanfront Key West Resort Condo 2.\/2
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
2 Bedroom, 2 bath Condo/Townhouse in Key West (sleeps 6 ) 2 pools, hot tub, marina, and waterfront tiki hut on grounds. ...
From $450 per night (USD)
VRBO
From $344 per night (USD)
Expedia
**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 30 days prior to your arrival! Escape the “c ...
From $344 per night (USD)
Expedia
Click For Pricing
VRBO
Beautiful Family-Sized Vacation House! 5 minute drive from Most Beautiful Places
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
From the moment you drive into the development, you are greeted at the security station. A clean, maintained community t ...
Click For Pricing
VRBO
From $180 per night (USD)
VRBO
17 Kingfisher Lane | 2 Bed, 2 Bath
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Experience luxury and comfort in our stunning vacation rental property in the heart of Key West Golf Club. This 2-story ...
From $180 per night (USD)
VRBO
From $275 per night (USD)
VRBO
Casa de Playa -New Unit available for winter season at the Key West Golf Club
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Casa de Playa - This is a beautiful, private, two-story open plan townhome in the Sanctuary at Key West Golf Club with p ...
From $275 per night (USD)
VRBO
From $800 per night (USD)
Expedia
New! Crestwood House by Brightwild | Huge Pool
Bedrooms:
7
Bathrooms:
6
Sleeps:
14
Summary: Welcome to Key Haven Estates! The Crestwood is one of four newly designed homes on the exclusive island of Key ...
From $800 per night (USD)
Expedia
From $250 per night (USD)
VRBO
A Poolside Cabana at the Key West Golf Club!
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
A Poolside Cabana--Stay on the only 18-hole golf club in the Florida Keys and enjoy the lush tropical foliage and resort ...
From $250 per night (USD)
VRBO
From $350 per night (USD)
VRBO
Hyatt Beach House Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Hyatt Residence Club Beach House on Key West has a private beach, boat dock, and tiki bar. Room includes washer and ...
From $350 per night (USD)
VRBO
From $260 per night (USD)
VRBO
Fun & Energetic 2 Bed 1.5 Bath: Booty Caye @ Key West Golf Club - RealKeyWest
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to your private oasis at Booty Caye, nestled within the exclusive enclave of the Key West Golf Club. This beautif ...
From $260 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Canal Front 3 bedroom home with pool and boat lift.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This canal front single family dream vacation home has a large in-ground pool, an outdoor shower, tiki hut with built-in ...
From $348 per night (USD)
Expedia
From $420 per night (USD)
VRBO
Living the Dream Key West Style
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
Reconnect with nature at this unforgettable escape. Experience and enjoy what life is like living on a large world cruis ...
From $420 per night (USD)
VRBO
From $122 per night (USD)
Expedia
Colorful home in private community with resort pool & hot tub, on-site golf
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Egret House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $122 per night (USD)
Expedia
From $1043 per night (USD)
VRBO
NEW! Ebberly House by Brightwild | Amazing Pool
Bedrooms:
7
Bathrooms:
6
Sleeps:
14
Summary: Welcome to Key Haven Estates! The Ebberly is one of four newly designed homes on the exclusive island of Key Ha ...
From $1043 per night (USD)
VRBO
$Coconut Cottage Sunset Marina-2bed 2bath oceanfront condo w\/pool, dock space$
From $185 per night (USD)
Expedia
Coconut Cottage Sunset Marina-2bed 2bath oceanfront condo w\/pool, dock space
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 $185 per night (USD)
Expedia
From $325 per night (USD)
VRBO
Welcome aboard the Reef Dreamer!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Come aboard the Reef Dreamer and experience The Keys life! She is a 32 ft Marine Trawler that is docked at the exquisite ...
From $325 per night (USD)
VRBO
$Key Haven Oasis! 3 Bedroom Waterfront Home w\/Pool$
From $475 per night (USD)
VRBO
Key Haven Oasis! 3 Bedroom Waterfront Home w\/Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Beach Weekend is THE company you want to host your vacation! When you reserve Key Haven Oasis, you will receive ...
From $475 per night (USD)
VRBO
From $248 per night (USD)
VRBO
KW Retreat-Heated Private Pool, Outdoor Shower, Pet Friendly in KW Golf Course
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Welcome to Livin' On Key West Time Vacation Rental! This 2-bed 2-bath townhome is located in the prestigious Key West Go ...
From $248 per night (USD)
VRBO
From $297 per night (USD)
VRBO
NEW! Key West Island Living-Steps to Resort Pool-WOW! Views-A TROPICAL PARADISE!
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
THE BEST OF THE KEY WEST MONTHLY VACATION LIFE!! All new 2 bath 2.5 bath townhome. Enjoy colorful island living in th ...
From $297 per night (USD)
VRBO
Click For Pricing
VRBO
Beautiful Coral Hammock Key West Condo
Bedrooms:
3
Bathrooms:
2
Sleeps:
7
Two Bedroom and 2 and Half Bath beautiful condo in great private Coral Hammock community, close to Golf Course and short ...
Click For Pricing
VRBO
From $580 per night (USD)
Expedia
Reduced Rate! 46’ Yacht in Beautiful Resort!
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
New Listing on VRBO! You and your guests will have exclusive use of this 46 ft yacht all to yourselves. The yacht stays ...
From $580 per night (USD)
Expedia
From $597 per night (USD)
VRBO
Triple Crown Villa- Boaters Paradise with Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
If you're looking for a luxurious and unforgettable waterfront vacation experience, look no further than this stunning v ...
From $597 per night (USD)
VRBO
From $600 per night (USD)
VRBO
Pool View 3 Bedroom Townhome
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in Coral Hammock a gated community with pool, clubhouse and workout room. this is a 3 bedroom townhome with 3 fu ...
From $600 per night (USD)
VRBO
From $293 per night (USD)
VRBO
Craig & Cindy Key West 2 Sleeper Coral Hammock Royal Palm House
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Coral Hammock is a gated communities with 55 luxury resort homes with a lavish Clubhouse and Pool and lushly landscaped ...
From $293 per night (USD)
VRBO
$INCOMMUNICADO ~ Waterfront 2 BR\/2 Ba w\/ Dockage and Hot Tub!$
From $342 per night (USD)
VRBO
INCOMMUNICADO ~ Waterfront 2 BR\/2 Ba w\/ Dockage and Hot Tub!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
NESTLED IN THE HEART OF PARADISE… Stunning views of the ocean and nature surround you in this lovely getaway. Your soul ...
From $342 per night (USD)
VRBO
$HAVANA DAYDREAMING ~ Waterfront 1 BR\/1 Ba w\/ Dockage & Hot Tub!$
From $185 per night (USD)
VRBO
HAVANA DAYDREAMING ~ Waterfront 1 BR\/1 Ba w\/ Dockage & Hot Tub!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A SIMPLE GETAWAY… If you are craving a simple yet sensational taste of paradise, look no further. This small but mighty ...
From $185 per night (USD)
VRBO
$ONE PARTICULAR HARBOR ~ Waterfront 2 BR\/1 Ba w\/ Hot Tub!$
From $241 per night (USD)
VRBO
ONE PARTICULAR HARBOR ~ Waterfront 2 BR\/1 Ba w\/ Hot Tub!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A TRANQUIL GETAWAY FOR 6… Welcome to captivating views of the ocean ideal for unwinding and unpluging from reality. You ...
From $241 per night (USD)
VRBO
From $315 per night (USD)
VRBO
Beautiful 43 ' sportfish yacht
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Friendly Key West style marina. Boat is secure, won't notice any movement! Just steps from the famous Hogfish Tiki Bar ...
From $315 per night (USD)
VRBO
Click For Pricing
VRBO
WATER FRONT LOCATION WITH GREAT LOCATION TO KEY WEST.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A BOATER'S DREAM LOCATION! KAYAKER AND PADDLEBOARDER HEAVEN WITH RESORT QUAILTYAMENITIES! Dock your boat in your backya ...
Click For Pricing
VRBO
From $424 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 $424 per night (USD)
VRBO
From $1699 per night (USD)
Expedia
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
Bedrooms:
6
Bathrooms:
10
Sleeps:
22
This isn't just a house, this is your own private mini resort in Key West, Florida. THERE IS NO OTHER PROPERTY THAT COMP ...
From $1699 per night (USD)
Expedia
From $238 per night (USD)
VRBO
YKNOT CHARTERS, ON AND OFF DOCK CHARTERS
Bedrooms:
1
Bathrooms:
0
Sleeps:
6
The Space Y Knot is a 44 foot trawler yacht with 2 staterooms, a full head with walk in shower, a complete galley compli ...
From $238 per night (USD)
VRBO
From $399 per night (USD)
VRBO
Casa Caribe Beautiful tropical 2 bedroom sleeps 6
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Tropical 2 bedroom, 2.5 bathroom, 2 level Key West townhome to be your home away from home! No detail has been overlooke ...
From $399 per night (USD)
VRBO
Click For Pricing
VRBO
Two Bedroom Condo, Key West, Ocean View 3054374
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Hyatt Residence Club Key West – Windward Pointe Two Bedroom Condo – Partial Ocean Views Partial ocean views and lavish ...
Click For Pricing
VRBO
From $700 per night (USD)
Expedia
Oceanfront Condo at Hyatt Windward Pointe
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
You won't find a better steal than a high-season stay in this beautiful and spacious second-floor condo on the Hyatt Win ...
From $700 per night (USD)
Expedia
From $335 per night (USD)
VRBO
Looking for Relaxing Location for Your Next Getaway? Premium Ocean View Room
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 $335 per night (USD)
VRBO
From $593 per night (USD)
VRBO
Tropical Experience! 2 Gorgeous Units, Restaurant, Bar, Pool, Parking!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $593 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Luxurious Keywest resort condominium unit on the Atlantic.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Relax in style at the Hyatt Windward Pointe Resort. Located on the Atlantic Ocean. Enjoy beautiful sunrises from your ow ...
Click For Pricing
Expedia
From $1285 per night (USD)
VRBO
Perfect Key West Staycation Perfect For Your Family! Four Relaxing Rooms, 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 $1285 per night (USD)
VRBO
From $844 per night (USD)
VRBO
3 Pool View 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 $844 per night (USD)
VRBO
From $506 per night (USD)
VRBO
Great view in private Marina!<br>Luxury suites
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Your Ocean front vacation house on water awaits you! Experience Key West staying above it's beautiful clear water. The ...
From $506 per night (USD)
VRBO
From $720 per night (USD)
Expedia
LAST MINUTE DISCOUNT! 48' Yacht located in a Beautiful Resort!
Bedrooms:
5
Bathrooms:
4
Sleeps:
11
You and your guests will have exclusive use of this 48 ft yacht all to yourselves. The yacht stays docked, the entire re ...
From $720 per night (USD)
Expedia
From $184 per night (USD)
VRBO
Beautiful Marina location. Gated community. Quite and secure. SUNSETS !!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sunset Marina Condominium Complex is a gated community that has a community pool and spa, and clubhouse. All of the two ...
From $184 per night (USD)
VRBO
$Salt Pond Hideaway | Cute Condo w\/ Pool, Hot Tub$
From $236 per night (USD)
Expedia
Salt Pond Hideaway | Cute Condo w\/ Pool, Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: - Recently updated this spacious, airy rental is the perfect location for your next Key West getaway! - If you ...
From $236 per night (USD)
Expedia
From $487 per night (USD)
VRBO
Hyatt Beach House! Quiet Key West 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 $487 per night (USD)
VRBO
From $323 per night (USD)
Expedia
The Salt Cay by Brightwild | Sunset Views, Balcony
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 $323 per night (USD)
Expedia
$Amazing Stay w\/ Fantastic View in Key West! 3 Convenient Rooms, Outdoor Pool$
From $877 per night (USD)
VRBO
Amazing Stay w\/ Fantastic View in Key West! 3 Convenient Rooms, Outdoor 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 $877 per night (USD)
VRBO
From $283 per night (USD)
VRBO
Your Next Getaway is Here! Deluxe Fantastic View Two Queen Beds, 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 $283 per night (USD)
VRBO
From $340 per night (USD)
VRBO
St. Martin Suite | Beautifully Updated, Pool View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: - Welcome to the tropical & relaxing Sunrise Suites Resort, located on the quiet side of Key West! - Just 1 mil ...
From $340 per night (USD)
VRBO
From $415 per night (USD)
Expedia
The Exuma Cay 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 $415 per night (USD)
Expedia
From $1129 per night (USD)
VRBO
4x Pool View Two Queen Beds at The Gates Hotel Key West, Onsite Swimming Pool!
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $1129 per night (USD)
VRBO
From $284 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 $284 per night (USD)
VRBO
From $1116 per night (USD)
VRBO
Key West Dream! 4 Serene Units, Pool, Restaurant, Parking, Gym!
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $1116 per night (USD)
VRBO
From $1187 per night (USD)
VRBO
Escape to the Keys! 4 Amazing Units, Pool, Restaurant, On-Site Bar, Parking!
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $1187 per night (USD)
VRBO
From $563 per night (USD)
VRBO
2x Pool View Two Queen Beds Rooms at The Gates Hotel Key West!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $563 per night (USD)
VRBO
From $1060 per night (USD)
VRBO
4 Standard 2 Queens Rooms at The Gates Hotel Key West
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $1060 per night (USD)
VRBO

Search Your Destination Now!

Stock Island Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 511 Rentals