Stock Island Rentals
- From $343 per night (USD)
VRBO
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 $343 per night (USD)VRBO
- From $191 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 $191 per night (USD)Expedia
- From $425 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 $425 per night (USD)VRBO
- From $160 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 $160 per night (USD)Expedia
- From $499 per night (USD)
VRBO
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 $499 per night (USD)VRBO
- From $200 per night (USD)
Expedia
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 $200 per night (USD)Expedia
- From $129 per night (USD)
VRBO
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 $129 per night (USD)VRBO
- From $486 per night (USD)
Expedia
**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 $486 per night (USD)Expedia
- From $380 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 $380 per night (USD)VRBO
- From $350 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 $350 per night (USD)Expedia
- From $445 per night (USD)
VRBO
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 $445 per night (USD)VRBO
- From $189 per night (USD)
Expedia
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 $189 per night (USD)Expedia
- From $201 per night (USD)
VRBO
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 $201 per night (USD)VRBO
- From $181 per night (USD)
Expedia
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 $181 per night (USD)Expedia
- From $550 per night (USD)
VRBO
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 $550 per night (USD)VRBO
- From $165 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 $165 per night (USD)Expedia
- From $479 per night (USD)
VRBO
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 $479 per night (USD)VRBO
- From $499 per night (USD)
Expedia
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 $499 per night (USD)Expedia
- From $800 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 $800 per night (USD)VRBO
- From $575 per night (USD)
Expedia
Oceanfront two-bedroom gated condominium adjacent to marina and restaurant
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
**Perfect Getaway for Retirees** Imagine this: from the comfort of your bed, you wake up to a beautiful sun rising ove ...
From $575 per night (USD)Expedia
- From $155 per night (USD)
VRBO
Poolside Paradise in Key West Golf Club
- Bedrooms:
- 2
- 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 $155 per night (USD)VRBO
- Click For Pricing
Expedia
Reduced Rate! 50’ Yacht located in a Beautiful Resort!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
You and your guests will have exclusive use of this 50 ft yacht all to yourselves. The yacht stays docked, the entire re ...
Click For PricingExpedia
- From $300 per night (USD)
VRBO
COOL BREEZE @ the Key West Golf Club
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Cool Breeze at the Key West Golf Club-*****PLEASE NOTE THIS IS A MINIMUM MONTHLY RENTAL ONLY.***** | This community is ...
From $300 per night (USD)VRBO
- From $599 per night (USD)
Expedia
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 condo. Watch the sunrise over the ocean ...
From $599 per night (USD)Expedia
- From $165 per night (USD)
VRBO
**PAINTED SKY @ SUNSET MARINA** Waterfront Condo & Pool + LAST KEY SERVICES…
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! With a backdr ...
From $165 per night (USD)VRBO
- From $800 per night (USD)
Expedia
Springtide House by Brightwild | Waterfront, Pool
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to Key Haven Estates! Located on the exclusive island of Key Haven, not far from the Key West beaches a ...
From $800 per night (USD)Expedia
- From $1015 per night (USD)
VRBO
Suncoast House by Brightwild | Pool & Boat Dock
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
Summary: Welcome to Key Haven Estates! Located on the exclusive island of Key Haven, not far from the Key West beaches a ...
From $1015 per night (USD)VRBO
- From $800 per night (USD)
Expedia
Aquaria House by Brightwild | Pool & Boat Dock
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to Key Haven Estates! Located on the exclusive island of Key Haven, not far from the Key West beaches a ...
From $800 per night (USD)Expedia
- From $800 per night (USD)
VRBO
Capmar House by Brightwild | Huge Home & Pool
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to Key Haven Estates! Located on the exclusive island of Key Haven, not far from the Key West beaches a ...
From $800 per night (USD)VRBO
- From $839 per night (USD)
Expedia
Mirador House by Brightwild | Pool & Dock!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 16
Summary: Welcome to Key Haven Estates! Located on the exclusive island of Key Haven, not far from the Key West beaches a ...
From $839 per night (USD)Expedia
- From $830 per night (USD)
VRBO
Evershore House | Pool, Parking, Dock!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Welcome to Key Haven Estates! Located on the exclusive island of Key Haven, not far from the Key West beaches a ...
From $830 per night (USD)VRBO
- From $784 per night (USD)
Expedia
Seagate House by Brightwild | Waterfront w\/Dock
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to Key Haven Estates! Located on the exclusive island of Key Haven, this gated community presents turqu ...
From $784 per night (USD)Expedia
- From $926 per night (USD)
VRBO
Spindrift House by Brightwild | Huge Pool, Dock
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Welcome to Key Haven Estates! Located on the exclusive island of Key Haven, not far from the Key West beaches a ...
From $926 per night (USD)VRBO
- From $800 per night (USD)
Expedia
Waterlane House by Brightwild | Pool & Boat Dock
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to Key Haven Estates! Located on the exclusive island of Key Haven, not far from the Key West beaches a ...
From $800 per night (USD)Expedia
- From $1713 per night (USD)
VRBO
Mastway House by Brightwild | Pool & Dock!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Welcome to Key Haven Estates! Located on the exclusive island of Key Haven, not far from the Key West beaches a ...
From $1713 per night (USD)VRBO
- From $250 per night (USD)
Expedia
ISLAND TIME at Key West Golf Club
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Island Time***PLEASE NOTE THIS IS A MONTHLY RENTAL ONLY***This is a beautiful, private two-story open plan townhome back ...
From $250 per night (USD)Expedia
- From $250 per night (USD)
VRBO
TAILGATE KEY at the Key West Golf Club
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Tailgate Key! This unique vacation property is located in the Key West Golf Club Community set amongst lush t ...
From $250 per night (USD)VRBO
- From $500 per night (USD)
Expedia
'Oceanside Oasis' Direct Ocean Views & 3 BR'S
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Imagine waking up every morning to the sun rising over the Atlantic Ocean. That's what you will experience with this bea ...
From $500 per night (USD)Expedia
- From $260 per night (USD)
VRBO
A DUCK ON THE GREEN at the Key West Golf Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
A Duck on the Green --This lovely, fully furnished, townhouse has two and a half bedrooms that sleeps up to five and two ...
From $260 per night (USD)VRBO
- From $250 per night (USD)
Expedia
SHELLABRATION at the Key West Golf Club
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
*****PLEASE NOTE THIS IS A MINIMUM MONTHLY RENTAL ONLY***** This prime two bedroom, two and a half bath fully furnished ...
From $250 per night (USD)Expedia
- From $200 per night (USD)
VRBO
A PALM TREE PARADISE @ the Key West Golf Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A Palm tree Paradise***PLEASE NOTE THIS IS A MONTHLY RENTAL ONLY***Stay on the only 18-hole golf club in the Florida Key ...
From $200 per night (USD)VRBO
- From $300 per night (USD)
Expedia
A SANCTUARY HOME at the Key West Golf Club
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
A Sanctuary Home*****PLEASE NOTE THIS IS A MONTHLY RENTAL ONLY***** | Stay on the only 18-hole golf club in the Florida ...
From $300 per night (USD)Expedia
- Click For Pricing
VRBO
VILLA ALBA at Key West Golf Club
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Come and enjoy sunny and beautiful Key West at Villa Alba. Start your day watching the sunrise with your first cup of c ...
Click For PricingVRBO
- From $168 per night (USD)
Expedia
GOLF VILLA - Monthly Rental - 2BD\/2BA -Community Pool - RealKeyWest
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Golf Villa, your perfect Key West getaway in the highly sought-after Key West Golf Club neighborhood! Immerse ...
From $168 per night (USD)Expedia
- From $124 per night (USD)
VRBO
Poolside townhouse in Key West Golf Club
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful 2 bed/2.5 bath townhome in key west golf club. Pool steps away. Gated community. Enjoy everything beautiful Ke ...
From $124 per night (USD)VRBO
- From $350 per night (USD)
Expedia
The Flight Deck - 3 Bedroom \/ 3 Bathroom with Shared Pool & Fitness Center!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to “The Flight Deck” located in sunny Key West, Florida on Stock Island. This spacious and accommodating 3 bed ...
From $350 per night (USD)Expedia
- From $279 per night (USD)
VRBO
2 Bedroom Townhome on Key West Golf Club
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to paradise with this spacious 2-bedroom townhome in Key West. Ideal for families and couples alike, this propert ...
From $279 per night (USD)VRBO
- From $475 per night (USD)
Expedia
Key West Home on Deep Water Canal with Pool at Mile Marker 5, Fisherman's Dream
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Keep it simple! This peaceful & centrally-located 3 bedroom 2 bathroom pool home at Mile Marker 5 in Key Haven. One lev ...
From $475 per night (USD)Expedia
- From $260 per night (USD)
VRBO
New Listing-Golf Course Charmer!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
As you make your way into The Sweet Tee, an immediate sense of relaxation and vacation mode envelops you. The carefully ...
From $260 per night (USD)VRBO
- From $175 per night (USD)
Expedia
**KESTRAL KOVE @ THE GOLF CLUB** Townhome w\/ Community Pool + LAST KEY SERVICES…
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Dreaming of va ...
From $175 per night (USD)Expedia
- From $335 per night (USD)
VRBO
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
You and your guests will have exclusive use of this 45 ft yacht all to yourselves. The yacht stays docked, the entire re ...
From $335 per night (USD)VRBO
- From $1066 per night (USD)
Expedia
New! Windrose House by Brightwild | Pool
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Summary: Welcome to Key Haven Estates! The Windrose is one of four newly designed homes on the exclusive island of Key H ...
From $1066 per night (USD)Expedia
- Click For Pricing
VRBO
Hyatt Residence Club, Beach House, Two Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A tropical getaway in classic Key West style Escape to a Florida destination renowned for its hospitality and relaxed ...
Click For PricingVRBO
- Click For Pricing
Expedia
Coconut Mallory Resort in Key West - 2 Bedroom Condo\/Marina\/Gumbos Bar & Grill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Coconut Mallory Resort and Marina in Key West 2 Bedroom 2 Bath Condo partial fantasy fest 10/28/23 - 11/4-23 (Saturday t ...
Click For PricingExpedia
- From $166 per night (USD)
VRBO
Poolside tropical paradise in Key West! The Salty Conch
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The Salty Conch is tucked away in the gated community of The Key West Golf Club with 24/7 security for your peace of min ...
From $166 per night (USD)VRBO
- From $300 per night (USD)
Expedia
NEW! Haven House | Waterfront Home, Amazing Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: The Haven House is truly heavenly on the quiet residential canals in Key Haven. This home boasts a modern water ...
From $300 per night (USD)Expedia
- From $550 per night (USD)
VRBO
Awai's Floating Villa - Luxury Houseboat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience Key West in a new way: aboard a luxury houseboat! From watching sunrise on the dock to watching suns ...
From $550 per night (USD)VRBO
- From $899 per night (USD)
Expedia
Amazing 4 Bdrm, 4 Bath Catamaran - Purpus\n
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy all the comforts of home including 4 luxurious staterooms with queen sized beds each with its own private bathroom ...
From $899 per night (USD)Expedia
- From $325 per night (USD)
VRBO
Beautiful home on the Key West Golf Course! Close to everything!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Stunning views of the golf course! ! We are always told how clean and comfortable the house is. The bedrooms are comfort ...
From $325 per night (USD)VRBO
- From $313 per night (USD)
Expedia
Key Haven 3bedroom 2bath canal front home w\/boat dock, private pool, parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their parents and prim ...
From $313 per night (USD)Expedia
- From $387 per night (USD)
VRBO
Escape to \"Oasis on 18th\" w\/ PRIVATE HEATED Pool in the KW Golf Club Sanctuary
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to your own private paradise at "Oasis on 18th," a luxurious three-bedroom, three-bathroom haven nestled within t ...
From $387 per night (USD)VRBO
- From $407 per night (USD)
Expedia
3 Bedroom 2 Bath Oceanfront Condo quiet and secluded adjacent to Hotel\/Marina
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Living room, Dining room and kitchen all enjoy stunning views of the Atlantic Ocean. Master bedroom and Master bath also ...
From $407 per night (USD)Expedia
- From $441 per night (USD)
VRBO
CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
WELCOME BOATING AND GOLFING ENTHUSIASTS.. Located just off Key West at mile marker 5, the gated community of Coral Hammo ...
From $441 per night (USD)VRBO
- From $444 per night (USD)
Expedia
CASA DE VINO ~ Amazing Price for Charming Townhouse with Pool & Tiki!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
GATED COMMUNITY, CLOSE TO BOATING AND GOLFING.. Located just off Key West at mile marker 5, the picturesque community of ...
From $444 per night (USD)Expedia
- From $340 per night (USD)
VRBO
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
IDEAL LOCATION FOR BOATERS AND GOLFERS... Located just off Key West at mile marker 5, the picturesque community of Coral ...
From $340 per night (USD)VRBO
- From $1250 per night (USD)
VRBO
TRAVEL THE KEYS OR JUST RELAX AT THE DOCK
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The Free Spirit is a 75' Hatteras that has been meticulously cared for. She is the ideal location for gatherings of fami ...
From $1250 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Tropical Key West out of the way
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Three bedroom (all queens sizes beds) and three full bathroom two story home in a gated community within walking distanc ...
From $375 per night (USD)VRBO
- From $179 per night (USD)
Expedia
Home away from home!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the gated community of the Key West Golf Club, enjoy your morning coffee in the enclosed back porch overlooki ...
From $179 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Its a custom built 43 ft sport fish made for overnight trips with all the comforts of home. Sleeps six and is kept in to ...
From $250 per night (USD)VRBO
- From $675 per night (USD)
VRBO
Clean and Relaxing!! 3 King Suites!! Home with everything you need
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful home in Key West has been fully updated with new furnishings. It is located in the upscale Coral Hammoc ...
From $675 per night (USD)VRBO
- From $181 per night (USD)
VRBO
A “whole” in one vacation home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Amazing two bedroom townhouse with two decks, two bathrooms and a open kitchen in the famous Key West Golf Course resort ...
From $181 per night (USD)VRBO
- From $253 per night (USD)
VRBO
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 $253 per night (USD)VRBO
- From $332 per night (USD)
VRBO
Luxury 2\/2 1\/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
- Bedrooms:
- 3
- 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 $332 per night (USD)VRBO
- From $536 per night (USD)
Expedia
Great View in a private marina!<br>I didn’t do it too
- Bedrooms:
- 2
- 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 $536 per night (USD)Expedia
- From $650 per night (USD)
VRBO
KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.
- Bedrooms:
- 4
- 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 $650 per night (USD)VRBO
- From $159 per night (USD)
VRBO
Monthly Availability beginning April 2024
- 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 $159 per night (USD)VRBO
- From $381 per night (USD)
VRBO
WINTER SPECIAL-PET FRIENDLY-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 $381 per night (USD)VRBO
- From $500 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 $500 per night (USD)VRBO
- From $604 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 $604 per night (USD)VRBO
- From $257 per night (USD)
VRBO
Sail Boat Catamaran \/ House Boat\/ Key West
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
As you starting reading about my boat, I would like to tell you what we doing to protect traveling public from Covid-1 ...
From $257 per night (USD)VRBO
- From $650 per night (USD)
VRBO
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 $650 per night (USD)VRBO
- From $245 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 $245 per night (USD)Expedia
- From $335 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 $335 per night (USD)VRBO
- From $311 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 $311 per night (USD)VRBO
- From $183 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 $183 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Ocean front, located on large canal that leads to the Gulf of Mexico.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Newer home, 4 bedroom, 3 full baths. Oceanfront property with sea wall, with swim ladder so you can enjoy a swim in the ...
From $400 per night (USD)VRBO
- Click For Pricing
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 $188 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 $188 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- From $499 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 $499 per night (USD)Expedia
- From $446 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 $446 per night (USD)VRBO
- Click For Pricing
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 $125 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 $125 per night (USD)VRBO
- Click For Pricing
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 $305 per night (USD)
VRBO
Grand Marina Suite by Brightwild | Waterfront
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: A beautiful oceanfront suite located at the best marina in the Keys. Situated on the glistening Atlantic Ocean, ...
From $305 per night (USD)VRBO
- From $305 per night (USD)
Expedia
Grand Marina Suite by Brightwild | Waterfront
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: A beautiful oceanfront suite located at the best marina in the Keys. Situated on the glistening Atlantic Ocean, ...
From $305 per night (USD)Expedia
- From $300 per night (USD)
VRBO
Grand Marina Suite by Brightwild | Waterfront
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: A beautiful oceanfront suite located at the best marina in the Keys. Situated on the glistening Atlantic Ocean, ...
From $300 per night (USD)VRBO
- From $385 per night (USD)
Expedia
A Conch Casita at the Key West Golf Club
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Unique home in Key West Golf Club Club Community coming soon for rental. ***PLEASE NOTE THIS IS A MONTHLY RENTAL ONLY** ...
From $385 per night (USD)Expedia
- Click For Pricing
Expedia
Your Key West Private Poolside Paradise
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
This gorgeous Key Haven waterfront home has maximized outdoor living space to make the most of Keys living. Picturesque ...
Click For PricingExpedia
- Click For Pricing
Expedia
Hyatt Residence Club Key West, Beach House: 2 Bed\/2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a luxurious experience when you stay at this special place. Welcome to your own private sanctuary among the lush l ...
Click For PricingExpedia