
Stock Island Rentals

- From $910 per night (USD)
VRBO
Tropical Paradise set along the Atlantic Ocean minutes to Old Town Key West.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gorgeous views of the tropical grounds and the Atlantic Ocean from your balcony. A full kitchen and modern decor through ...
From $910 per night (USD)VRBO
- From $448 per night (USD)
Expedia
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 ...
From $448 per night (USD)Expedia
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VRBO
Hyatt Beach House Resort, Key West, Florida - FANTASY FEST WEEK 2023
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
October 22-29 2023 Includes $35.00 Hyatt guest pass fee. All other resort fee's are the responsibility of the renter. ...
Click For PricingVRBO
- From $325 per night (USD)
Expedia
A Poolside Cabana at 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 $325 per night (USD)Expedia
- From $550 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 $550 per night (USD)VRBO
- From $462 per night (USD)
Expedia
Gone Coastal
- Bedrooms:
- 2
- 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 $462 per night (USD)Expedia
- Click For Pricing
VRBO
KEY WEST PARADISE- YOUR HAPPY PLACE
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Coconut Mallory Resort and Marina is located on Roosevelt Blvd, just off of Route 1. Features two pools, a jacuzzi and a ...
Click For PricingVRBO
- From $285 per night (USD)
Expedia
Dog-friendly, Gulf-front condo with pool, hot tub & gorgeous sunset views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Tarpon Watch Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $285 per night (USD)Expedia
- From $2506 per night (USD)
VRBO
Parking, Pet Friendly, Pool - Crestwood House
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Summary: This stunning 6-bedroom, 6.5-bath home offers the perfect Key West getaway with a private pool, fire pit, parki ...
From $2506 per night (USD)VRBO
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Expedia
Fantasy Fest Week!! Spacious 2-Bedroom Suite Hyatt Windward Point
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This unit is available 10/22/23-10/28/23 for 6 nights! Set along the Atlantic Ocean, Hyatt Windward Pointe Resort blend ...
Click For PricingExpedia
- From $166 per night (USD)
VRBO
Colorful home in private community with resort pool & hot tub, on-site golf
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Egret House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $166 per night (USD)VRBO
- From $311 per night (USD)
Expedia
Hyatt Vacation Club Windward Pointe Key West. Spectacular Key West Ocean Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hyatt Vacation Club Windward Pointe Key West 2br/2ba/6ppl Fantastic location!!! Saturday to Saturday 7 night rental at H ...
From $311 per night (USD)Expedia
- From $2440 per night (USD)
VRBO
Parking, Heated Pool & Pet Friendly - Altair House
- 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 $2440 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
- Click For Pricing
VRBO
Private & Haven-ly pool home on boating canal
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
About this space This Haven-ly Marina home is a picture perfect Keys escape. The 2 bed/2 bath main home and 1/1 casita i ...
Click For PricingVRBO
- Click For Pricing
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 60 days prior to your arrival! Dreaming of va ...
Click For PricingExpedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $363 per night (USD)
Expedia
**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 $363 per night (USD)Expedia
- From $2408 per night (USD)
VRBO
Luxury Home w/ Heated Pool - The Windrose Estate
- 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 $2408 per night (USD)VRBO
- From $2422 per night (USD)
Expedia
Luxury Home with Heated Pool - The Ebberly Estate
- 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 $2422 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $227 per night (USD)
Expedia
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)Expedia
- From $120 per night (USD)
VRBO
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 $120 per night (USD)VRBO
- From $451 per night (USD)
Expedia
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 $451 per night (USD)Expedia
- From $313 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 $313 per night (USD)VRBO
- From $372 per night (USD)
Expedia
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 $372 per night (USD)Expedia
- From $336 per night (USD)
VRBO
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 $336 per night (USD)VRBO
- From $369 per night (USD)
Expedia
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 $369 per night (USD)Expedia
- From $353 per night (USD)
VRBO
**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 $353 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $745 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 $745 per night (USD)VRBO
- 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 $546 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 $546 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 $919 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 $919 per night (USD)VRBO
- From $348 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 $348 per night (USD)VRBO
- From $753 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 $753 per night (USD)Expedia
- From $395 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 $395 per night (USD)VRBO
- From $252 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 $252 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 $410 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 $410 per night (USD)VRBO
- From $1192 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 $1192 per night (USD)VRBO
- From $575 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 $575 per night (USD)Expedia
- From $472 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 $472 per night (USD)VRBO
- From $710 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 $710 per night (USD)Expedia
- From $484 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 $484 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 $262 per night (USD)
VRBO
Prime Tee Haven | 2 bed/2.5 bath townhouse on golf course with shared pool
- Bedrooms:
- 2
- 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 $262 per night (USD)VRBO
- From $782 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 $782 per night (USD)Expedia
- From $729 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 $729 per night (USD)VRBO
- From $1002 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 $1002 per night (USD)Expedia
- From $997 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 $997 per night (USD)VRBO
- From $784 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 $784 per night (USD)Expedia
- From $749 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 $749 per night (USD)VRBO
- From $905 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 $905 per night (USD)Expedia
- From $808 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 $808 per night (USD)VRBO
- From $865 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 $865 per night (USD)Expedia
- From $929 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 $929 per night (USD)VRBO
- From $923 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 $923 per night (USD)Expedia
- From $808 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 $808 per night (USD)VRBO
- From $905 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 $905 per night (USD)Expedia
- From $1006 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 $1006 per night (USD)VRBO
- From $876 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 $876 per night (USD)Expedia
- From $1006 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 $1006 per night (USD)VRBO
- From $826 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 $826 per night (USD)Expedia
- From $866 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 $866 per night (USD)VRBO
- From $803 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 $803 per night (USD)Expedia
- From $805 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 $805 per night (USD)VRBO
- From $875 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 $875 per night (USD)Expedia
- From $601 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 $601 per night (USD)VRBO
- From $594 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 $594 per night (USD)Expedia
- From $567 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 $567 per night (USD)VRBO
- From $678 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 $678 per night (USD)Expedia
- From $592 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 $592 per night (USD)VRBO
- From $604 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 $604 per night (USD)Expedia
- From $590 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 $590 per night (USD)VRBO
- From $589 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 $589 per night (USD)Expedia
- From $764 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 $764 per night (USD)VRBO
- From $868 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 $868 per night (USD)Expedia
- From $1006 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 $1006 per night (USD)VRBO
- From $418 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 $418 per night (USD)Expedia
- Click For Pricing
VRBO
Reduced Rate! 46’ Yacht in Beautiful Resort!
- Bedrooms:
- 2
- 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 ...
Click For PricingVRBO
- From $616 per night (USD)
Expedia
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 $616 per night (USD)Expedia
- From $1770 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 $1770 per night (USD)VRBO
- From $353 per night (USD)
Expedia
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 $353 per night (USD)Expedia
- From $818 per night (USD)
VRBO
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 $818 per night (USD)VRBO
- From $1122 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 $1122 per night (USD)Expedia
- 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
- From $299 per night (USD)
Expedia
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 ...
From $299 per night (USD)Expedia
- From $354 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 $354 per night (USD)VRBO
- From $352 per night (USD)
Expedia
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 $352 per night (USD)Expedia
- From $236 per night (USD)
VRBO
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)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- 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 $1262 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 $1262 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 $1424 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 $1424 per night (USD)VRBO