
Stock Island Rentals
- From $2814 per night (USD)
VRBO
Altair House at Lunara Bay
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Summary: This beautifully designed 6-bedroom, 6.5-bath home is your perfect Key West retreat. Relax with a private pool, ...
From $2814 per night (USD)VRBO
- Click For Pricing
Expedia
New Listing-Golf Course Charmer!
- Bedrooms:
- 1
- 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 ...
Click For PricingExpedia
- From $367 per night (USD)
VRBO
**THE OSPREY'S NEST @ SUNRISE SUITES** 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! Want to be in ...
From $367 per night (USD)VRBO
- From $2569 per night (USD)
Expedia
The Windrose Estate at Lunara Bay
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Summary: This newly designed 6 bedroom, 6 bath home is perfect for those looking to embrace all that Key West has to off ...
From $2569 per night (USD)Expedia
- From $1900 per night (USD)
VRBO
The Ebberly Estate at Lunara Bay
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Summary: Welcome to your dream escape in Key West! This luxurious 6-bedroom, 6.5-bath home combines elegance and island ...
From $1900 per night (USD)VRBO
- 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 $227 per night (USD)
VRBO
Poolside tropical paradise in Key West! The Salty Conch
- Bedrooms:
- 1
- 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 $227 per night (USD)VRBO
- From $124 per night (USD)
Expedia
Uptown quiet cottage close to beaches, restaurant & shopping.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Quiet cottage in a located in new town. Quick taxi ride or bus ride to downtown. Do your Duval Crawl & then head back to ...
From $124 per night (USD)Expedia
- From $474 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 $474 per night (USD)VRBO
- From $318 per night (USD)
Expedia
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 $318 per night (USD)Expedia
- From $417 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 $417 per night (USD)VRBO
- From $340 per night (USD)
Expedia
Living the Dream Key West Style
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Reconnect with nature at this unforgettable escape. Experience and enjoy what life is like living on a large world cruis ...
From $340 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Craig & Cindy Key West Poolside Coral Hammock Royal Palm House 2 bdrm 2.5 bath
- Bedrooms:
- 2
- 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 $450 per night (USD)VRBO
- From $414 per night (USD)
Expedia
**THE LARK’S LANDING @ SUNRISE SUITES** 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! Looking to la ...
From $414 per night (USD)Expedia
- Click For Pricing
VRBO
LAST MINUTE: 2BR Condo Key West for championship boat races!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
BOAT WEEK - world championship race week!! Situated at the northeast corner of Key West, the lushly landscaped Beach ...
Click For PricingVRBO
- From $394 per night (USD)
Expedia
Spacious Key West Condo at Coconut Mallory Resort & Marina
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come and explore all that Key West has to offer! This unit at Coconut Mallory is a one level condo with both bedrooms a ...
From $394 per night (USD)Expedia
- Click For Pricing
VRBO
2/2 Timeshare Rental - Only Available 12/19 to 12/22 and 12/29 to 12/30/2024
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled on the quieter side of Key West, this water front condo is the perfect spot for your next getaway. This Key Wes ...
Click For PricingVRBO
- From $609 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 $609 per night (USD)VRBO
- Click For Pricing
VRBO
Beautiful 2 Bedroom, 2 Bath Condo Resort on the Ocean in Key West. \n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Partial ocean views and lavish decor welcome you to a two-bedroom villa offering a primary suite with a king bed and adj ...
Click For PricingVRBO
- Click For Pricing
Expedia
Studio with kitchenette, free parking, marina available 3/12/22 to 3/19/22 only<br>
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Renting timeshare: one week 3/12 check-in and 3/19 check-out for 2022. The studio condo (max 2 occupancy) at Coconut M ...
Click For PricingExpedia
- From $416 per night (USD)
VRBO
Hyatt Windward Pointe, 2 Bedroom Waterfront Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Whether you choose to spend your days simply relaxing by the infinity pool or setting off on a dive adventure, Key West ...
From $416 per night (USD)VRBO
- From $1089 per night (USD)
VRBO
Beach House Resort. Amenities Included Private Beach Area for Guests. 2BR Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience Key West Paradise at the Beach House Resort Retreat! Reservations at this property require owners to rent o ...
From $1089 per night (USD)VRBO
- From $399 per night (USD)
VRBO
Newly Renovated condo with scenic views, pool & hot tub, balcony, & parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sunrise Suites - Saint Kitts 412 Our calendar is updated in real-time & our nightly rates are accurately displayed. Sim ...
From $399 per night (USD)VRBO
- From $1398 per night (USD)
Expedia
Hyatt Windward Pointe 2 bdrm 2 ba full kitch view\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom suites sleep 6. Full kitchen, dining area, washer/dryer, balcony terrace. There are mostly 4 night stays, but ...
From $1398 per night (USD)Expedia
- From $476 per night (USD)
VRBO
Sunrise 308-2BR/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 $476 per night (USD)VRBO
- From $262 per night (USD)
Expedia
Coconut Cottage Sunset Marina-2bed 2bath oceanfront condo w/pool, dock space
- 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 $262 per night (USD)Expedia
- From $1129 per night (USD)
VRBO
Hyatt Beach House Resort Key West 1-7 nights
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
1 night stays, 2 Bedroom 2 Bath Full kitchen w/all essentials Washer/Dryer elevator & free parking. Some 2 night stays c ...
From $1129 per night (USD)VRBO
- From $368 per night (USD)
VRBO
Private Pool, Outdoor Shower, Pet Friendly, in Golf Course- 5 min to Beach
- Bedrooms:
- 2
- 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 $368 per night (USD)VRBO
- From $1317 per night (USD)
VRBO
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beach House Resort + Amenities, 2-Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 🌴 Experience Key West Paradise at the Beach House Resort Retreat! 🏖️ Additional ...
From $1317 per night (USD)VRBO
- From $685 per night (USD)
Expedia
Welcome To Poseidon Too - A Newly, Completely Renovated Condo @ Sunrise Suites!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Poseidon Too! A completely, newly renovated two bedroom two bath condo located at Sunrise Suites. Poseidon To ...
From $685 per night (USD)Expedia
- From $470 per night (USD)
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 ...
From $470 per night (USD)VRBO
- From $290 per night (USD)
Expedia
3 BR 2BA + Private Pool + Waterfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Beach Weekend invites you to experience the ultimate getaway at Key Haven Oasis! Unlock 10% off a pontoon renta ...
From $290 per night (USD)Expedia
- From $495 per night (USD)
VRBO
Castaway Cove: 2/2 Condo near the beach with shared pool and hot tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the tranquil, tucked away community of Sunrise Suites in beautiful Key West, Florida. When you choose to spen ...
From $495 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 $1285 per night (USD)
VRBO
Pool View 3BR Residence | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $1285 per night (USD)VRBO
- From $842 per night (USD)
Expedia
Pool View 3BR Residence | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $842 per night (USD)Expedia
- From $1312 per night (USD)
VRBO
Ocean Front Presidential Suite | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $1312 per night (USD)VRBO
- From $969 per night (USD)
Expedia
Ocean Front Presidential Suite | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $969 per night (USD)Expedia
- From $1194 per night (USD)
VRBO
Pool View 3BR Residence | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $1194 per night (USD)VRBO
- From $979 per night (USD)
Expedia
Pool View 3BR Residence | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $979 per night (USD)Expedia
- From $842 per night (USD)
VRBO
Pool View 3BR Residence | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $842 per night (USD)VRBO
- From $1124 per night (USD)
Expedia
Pool View 3BR Residence | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $1124 per night (USD)Expedia
- From $1051 per night (USD)
VRBO
Ocean Front Presidential Suite | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $1051 per night (USD)VRBO
- From $1191 per night (USD)
Expedia
Ocean Front Presidential Suite | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $1191 per night (USD)Expedia
- From $982 per night (USD)
VRBO
Ocean Front Presidential Suite | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $982 per night (USD)VRBO
- From $902 per night (USD)
Expedia
Pool View 3BR Residence | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $902 per night (USD)Expedia
- From $1129 per night (USD)
VRBO
Pool View 3BR Residence | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $1129 per night (USD)VRBO
- From $1276 per night (USD)
Expedia
Ocean Front Presidential Suite | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $1276 per night (USD)Expedia
- From $973 per night (USD)
VRBO
Ocean Front Presidential Suite | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $973 per night (USD)VRBO
- From $711 per night (USD)
Expedia
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 $711 per night (USD)Expedia
- From $943 per night (USD)
VRBO
Ocean Front Presidential Suite | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $943 per night (USD)VRBO
- From $1055 per night (USD)
Expedia
Pool View 3BR Residence | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $1055 per night (USD)Expedia
- From $1094 per night (USD)
VRBO
Ocean Front Presidential Suite | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $1094 per night (USD)VRBO
- From $1068 per night (USD)
Expedia
Pool View 3BR Residence | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $1068 per night (USD)Expedia
- From $1086 per night (USD)
VRBO
Pool View 3BR Residence | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $1086 per night (USD)VRBO
- From $955 per night (USD)
Expedia
Ocean Front Presidential Suite | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $955 per night (USD)Expedia
- From $740 per night (USD)
VRBO
Two Bedroom Residence
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $740 per night (USD)VRBO
- From $561 per night (USD)
Expedia
Two Bedroom Residence
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $561 per night (USD)Expedia
- From $746 per night (USD)
VRBO
Two Bedroom Residence
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $746 per night (USD)VRBO
- From $565 per night (USD)
Expedia
Two Bedroom Residence
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $565 per night (USD)Expedia
- From $546 per night (USD)
VRBO
Two Bedroom Residence
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $546 per night (USD)VRBO
- From $755 per night (USD)
Expedia
Two Bedroom Residence
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $755 per night (USD)Expedia
- From $553 per night (USD)
VRBO
Two Bedroom Residence
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $553 per night (USD)VRBO
- From $804 per night (USD)
Expedia
Two Bedroom Residence
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $804 per night (USD)Expedia
- From $1043 per night (USD)
VRBO
Pool View 3BR Residence | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $1043 per night (USD)VRBO
- From $943 per night (USD)
Expedia
Ocean Front Presidential Suite | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $943 per night (USD)Expedia
- From $1050 per night (USD)
VRBO
Ocean Front Presidential Suite | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $1050 per night (USD)VRBO
- From $486 per night (USD)
Expedia
Sunrise 307-2BR/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 $486 per night (USD)Expedia
- From $642 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 $642 per night (USD)VRBO
- From $1823 per night (USD)
VRBO
Ready II Play: Luxury Motor Yacht
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome aboard Motor Yacht Ready II Play, a 115-foot luxury vessel offering a unique and unforgettable vacation experien ...
From $1823 per night (USD)VRBO
- From $457 per night (USD)
VRBO
Gorgeous Waterfront Home - Haven House
- 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 $457 per night (USD)VRBO
- From $820 per night (USD)
Expedia
Waterfront & Heated Pool - Awai's Floating Villa
- 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 $820 per night (USD)Expedia
- From $1119 per night (USD)
VRBO
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 $1119 per night (USD)VRBO
- From $404 per night (USD)
VRBO
Last Mango Beach Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the allure of La Brisa Penthouse! Step into this captivating two-bedroom, two-bathroom condo nestled within t ...
From $404 per night (USD)VRBO
- Click For Pricing
VRBO
Key Haven 3bedroom 2bath canal front home w/boat dock, private pool, parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
AGE REQUIREMENT: Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their ...
Click For PricingVRBO
- From $361 per night (USD)
VRBO
Escape to \"Oasis on 18th\" w/ PRIVATE HEATED Pool in the KW Golf Club Sanctuary!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to your own private paradise at "Oasis on 18th," a luxurious three-bedroom, three-bathroom haven nestled within t ...
From $361 per night (USD)VRBO
- From $349 per night (USD)
VRBO
Key West - Stock Island
- Bedrooms:
- 2
- 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 ...
From $349 per night (USD)VRBO
- From $236 per night (USD)
Expedia
Seaside Serenity-2BD 2BA condo w/ pool, parking, tennis courts, near beaches
- 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 $236 per night (USD)Expedia
- Click For Pricing
VRBO
Hyatt Windward Pointe 2BR in Key West 6/22/2024 to 6/29/2024 for 7 nights
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This listing is for 7 nights from Saturday 6/22/2024 to Saturday 6/29/2024 only (Dates cannot be changed.). Hyatt Wind ...
Click For PricingVRBO
- From $1664 per night (USD)
VRBO
Windward Point Beachfront Resort, Hot Tub, Pool
- 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 ...
From $1664 per night (USD)VRBO
- From $1338 per night (USD)
VRBO
Windward Point Beachfront Resort, Hot Tub, Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the glamour of this stylish, upscale place. Set along the Atlantic Ocean, Hyatt Windward Pointe Resort blends the ...
From $1338 per night (USD)VRBO
- From $1545 per night (USD)
VRBO
Mallory Resort, Beach, Hot Tub, Pool, BBQ, Marina
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Let your spirit rejuvenate and your soul relax in lush tropical surroundings at the Coconut Mallory Marina & Resort! Loc ...
From $1545 per night (USD)VRBO
- From $1391 per night (USD)
VRBO
Oceans Edge Key West Resort, Hotel & Marina!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay in an upscale place that's near everything you want to visit. Located in Key West, Oceans Edge Key West Resort, Hot ...
From $1391 per night (USD)VRBO
- From $1257 per night (USD)
VRBO
Hyatt Beach House Residences! Keys, Hot Tub, Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your own private sanctuary among the lush landscape of Key West - envision old-fashioned screen-enclosed porc ...
From $1257 per night (USD)VRBO
- From $1380 per night (USD)
VRBO
Windward Point Beachfront Resort, Hot Tub, Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the glamour of this stylish, upscale place. Set along the Atlantic Ocean, Hyatt Windward Pointe Resort blends the ...
From $1380 per night (USD)VRBO
- From $1422 per night (USD)
VRBO
Hyatt Beach House Residences! Keys, Hot Tub, Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the glamour of this stylish, upscale place. Welcome to your own private sanctuary among the lush landscape of Key ...
From $1422 per night (USD)VRBO
- Click For Pricing
VRBO
You Found the One!!! Approx 4 miles from Duval St. 2 BDRM 2BATH CONDO. SLEEPS 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sleeps up to 6 guests Lush tropical beauty welcomes you to a spacious residential-style condominium featuring a primary ...
Click For PricingVRBO
- From $439 per night (USD)
Expedia
Cozy Houseboat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Perched on the shimmering waters, this 1 bedroom, 1 bath houseboat epitomizes cozy waterfront living. Step inside and y ...
From $439 per night (USD)Expedia
- From $207 per night (USD)
VRBO
Key West Home on Golf Course w/ Patio & Grill!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Play a round of golf, snorkel the crystal-clear waters, and explore Key West’s bustling downtown when you stay at this l ...
From $207 per night (USD)VRBO
- Click For Pricing
Expedia
Key West Escape
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Luxurious accommodations, recreational amenities include an outdoor pool, a spa tub, and bicycles to rent. This hotel a ...
Click For PricingExpedia
- From $417 per night (USD)
VRBO
Stay at SUNRISE SUITES 203!
- 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 ...
From $417 per night (USD)VRBO
- From $468 per night (USD)
Expedia
Retreat to RUM CAY @ Sunrise Suites
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Rum Cay offers a quiet alternative to the downtown area of Key West. This modern condo is located a short 10-minute ride ...
From $468 per night (USD)Expedia
- From $234 per night (USD)
VRBO
Key West King Escape, Fairfield Inn, Outdoor Swimming Pool | Near Mallory Square
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore Key West with us! Enjoy proximity to Historic Old Town, known for its rich history, vibrant culture, and stunnin ...
From $234 per night (USD)VRBO
- From $234 per night (USD)
VRBO
Key West Stay Ideal For Couple Close to Mallory Square | Outdoor Swimming Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore Key West with us! Enjoy proximity to Historic Old Town, known for its rich history, vibrant culture, and stunnin ...
From $234 per night (USD)VRBO
- From $192 per night (USD)
VRBO
Newly Renovated Hotel w/ Outdoor Pool | Short Drive to Historic Old Town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore Key West with us! Enjoy proximity to Historic Old Town, known for its rich history, vibrant culture, and stunnin ...
From $192 per night (USD)VRBO
- From $183 per night (USD)
VRBO
Relaxing Double Queen, Fairfield Inn, Breakfast Included, Near Downtown Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore Key West with us! Enjoy proximity to Historic Old Town, known for its rich history, vibrant culture, and stunnin ...
From $183 per night (USD)VRBO
- From $351 per night (USD)
VRBO
An Island Siesta: 2 BR, 2 BA Townhouse in Key West, Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This lovely, fully furnished, townhouse has two bedrooms that sleeps up to 6 and two full baths . The spacious upstairs ...
From $351 per night (USD)VRBO
- From $573 per night (USD)
VRBO
Ocean Front Lower Keys on Stock Island, 3/2 luxury condo at the Ocean's Edge!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This ocean front 3/2 condominium is fully equipped with all the amenities you will need for a relaxing stay. The gated c ...
From $573 per night (USD)VRBO
- From $376 per night (USD)
VRBO
Key West Oasis-1Br/2Ba Loft Town Home in a Resort
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Experience the perfect balance of excitement and tranquility in this charming loft town home. Minutes from downtown, ye ...
From $376 per night (USD)VRBO
- From $212 per night (USD)
Expedia
Charming 3-bedroom townhome with WiFi, AC in fantastic Key West Golf Course
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Your home away from home in Key West with 3 bedrooms. This adorable townhome features a cozy sofa bed, a comfortable que ...
From $212 per night (USD)Expedia




































































































