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

$**KESTRAL KOVE @ THE GOLF CLUB** Townhome w\/ Community Pool + LAST KEY SERVICES…$
From $247 per night (USD)
VRBO
**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 $247 per night (USD)
VRBO
From $349 per night (USD)
Expedia
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 $349 per night (USD)
Expedia
From $240 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 $240 per night (USD)
VRBO
From $800 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 $800 per night (USD)
Expedia
From $800 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 $800 per night (USD)
VRBO
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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 ...
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VRBO
From $400 per night (USD)
VRBO
Hyatt Residence Club, Beach House - 2 Bedroom Condo
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 ...
From $400 per night (USD)
VRBO
$Coconut Mallory Resort in Key West - 2 Bedroom Condo\/Marina\/Gumbos Bar & Grill$
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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 ...
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Expedia
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
$Rum Cay\/ 2 bedroom 2 bath Sleeps 6$
From $360 per night (USD)
VRBO
Rum Cay\/ 2 bedroom 2 bath Sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Rum Cay offers a quiet alternative to the downtown area of Key West. Located a short 10-minute ride away from the nightl ...
From $360 per night (USD)
VRBO
From $101 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 $101 per night (USD)
VRBO
From $475 per night (USD)
Expedia
Ocean view 2 bdr-2bath upscale resort in Key West, Florida for July 4th week.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This rental is on the 5th floor of the most beautiful resort in Key West. Hyatt Windward Pointe is right next door to t ...
From $475 per night (USD)
Expedia
From $419 per night (USD)
VRBO
Luxury 62' Yacht! In a Beautiful Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
You and your guests will have exclusive use of this 62 ft yacht all to yourselves. The yacht stays docked, the entire re ...
From $419 per night (USD)
VRBO
$INCOMMUNICADO ~ Waterfront 2 BR\/2 Ba w\/ Dockage and Hot Tub!$
From $352 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 $352 per night (USD)
Expedia
$HAVANA DAYDREAMING ~ Waterfront 1 BR\/1 Ba w\/ Dockage & Hot Tub!$
From $184 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 $184 per night (USD)
VRBO
$ONE PARTICULAR HARBOR ~ Waterfront 2 BR\/1 Ba w\/ Hot Tub!$
From $201 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 $201 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 $287 per night (USD)
Expedia
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 $287 per night (USD)
Expedia
From $258 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 $258 per night (USD)
VRBO
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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 ...
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Expedia
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 $350 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 two level condo with both bedrooms a ...
From $350 per night (USD)
Expedia
$2\/2 Timeshare Rental - Only Available 12\/19 to 12\/22 and 12\/29 to 12\/30\/2024$
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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 ...
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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 $500 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 $500 per night (USD)
VRBO
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VRBO
Waterfront Resort, New Year’s Eve, Hyatt, 2 Nights, Sleeps 6, Pool, Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to the Hyatt Windward Pointe, a Hyatt Residence Club. Set along the Atlantic Ocean, the Hyatt Windward Pointe bl ...
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VRBO
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VRBO
Waterfront Resort, New Year’s Eve, Hyatt, 4 Nights, Sleeps 6, Pool, Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to the Hyatt Beach House, a Hyatt Residence Club, your own private sanctuary amongst the lush landscape of Key W ...
Click For Pricing
VRBO
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VRBO
Waterfront Resort, New Year’s Eve, Hyatt, 3 Nights, Sleeps 6, Pool, Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to the Hyatt Beach House, a Hyatt Residence Club, your own private sanctuary amongst the lush landscape of Key W ...
Click For Pricing
VRBO
$Beautiful 2 Bedroom, 2 Bath Condo Resort on the Ocean in Key West. \n$
From $679 per night (USD)
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 ...
From $679 per night (USD)
VRBO
$Studio with kitchenette, free parking, marina available 3\/12\/22 to 3\/19\/22 only<br>$
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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 Pricing
Expedia
From $299 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 $299 per night (USD)
VRBO
From $400 per night (USD)
VRBO
Hyatt Windward Point, 2 Bedroom
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 $400 per night (USD)
VRBO
From $875 per night (USD)
VRBO
Dream Getaway at the Beach House Resort+Amenities, 2-Bedroom FindingMeili
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to FindingMeili🌴 Experience Key West Paradise at the Beach House Resort Retreat! 🏖️ An Additional Savings fro ...
From $875 per night (USD)
VRBO
From $193 per night (USD)
Expedia
Gorgeous condo with scenic views, pool & hot tub, balcony, & parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sunrise Suites - Saint Kitts 412 Our calendar is updated in real-time & our nightly rates are accurately displayed. Sim ...
From $193 per night (USD)
Expedia
$Hyatt Windward Pointe 2 bdrm 2 ba full kitch view\n$
From $900 per night (USD)
VRBO
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 $900 per night (USD)
VRBO
From $552 per night (USD)
Expedia
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 $552 per night (USD)
Expedia
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VRBO
Key West Pleasure! Excellent location! Sleeps 6~ Week 12 only
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This 2 bedroom 2 bath beautifully decorated and recently renovated condo is located on the Hyatt Beach House Resort Prop ...
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VRBO
$Sunrise 308-2bed 2bath condo w\/ lagoon pool, balcony, parking, close to beach$
From $325 per night (USD)
Expedia
Sunrise 308-2bed 2bath condo w\/ lagoon pool, balcony, parking, close to beach
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 $325 per night (USD)
Expedia
$Coconut Cottage Sunset Marina-2bed 2bath oceanfront condo w\/pool, dock space$
From $184 per night (USD)
VRBO
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 $184 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
From $1000 per night (USD)
VRBO
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)
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 $1000 per night (USD)
VRBO
Dream Getaway at the Beach House Resort+Amenities, 2-Bedroom FindingMeili
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
🌴 Experience Key West Paradise at the Beach House Resort Retreat! 🏖️ An Additional Savings from $500-$1000 (approx) c ...
From $1000 per night (USD)
VRBO
From $425 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 $425 per night (USD)
Expedia
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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 ...
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VRBO
From $297 per night (USD)
Expedia
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 $297 per night (USD)
Expedia
$Key Haven Oasis! 3 Bedroom Waterfront Home w\/Pool$
From $504 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 $504 per night (USD)
VRBO
$Castaway Cove: 2\/2 Condo near the beach with shared pool and hot tub$
From $360 per night (USD)
Expedia
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 $360 per night (USD)
Expedia
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VRBO
Hyatt Key West Timeshare rental
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful Hyatt Timeshare on water with pool. Suites come fully equipped with a kitchen, separate dining room, and priva ...
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VRBO
From $725 per night (USD)
Expedia
Hyatt Beach House- 2 BDR 2BTH Located On The Gulf With Private White Sand Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your private sanctuary at Hyatt Beach House Resort in Key West, where old-fashioned screen-enclosed porches, ...
From $725 per night (USD)
Expedia
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Expedia
KEY WEST HIDDEN GEM! This studio is available for Fantasy Fest 2024!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This studio unit is located on Roosevelt Avenue in beautiful Key West Florida. Coconut Mallory Resort and Marina boasts ...
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Expedia
From $284 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 $284 per night (USD)
VRBO
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VRBO
Waterfront Property - Marina Access - Spacious - Excellent Key West Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located just two miles from picturesque Smathers Beach, this well appointed two bedroom, two bath condo is ideally situa ...
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VRBO
$Prime Tee Haven - 2 bedrooms 2 1\/2 baths$
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 $565 per night (USD)
VRBO
Hyatt Club At Windward Pointe
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Hyatt Windward Pointe is located in Key West, 3.5 mi from the Southernmost Point, and features a year-round outdoor ...
From $565 per night (USD)
VRBO
From $1350 per night (USD)
Expedia
Get away in classic Key West style 2 bedroom and 2 full baths Hyatt Beach House
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to a Florida destination renowned for its hospitality and its relaxed atmosphere. Set on the northeastern corner ...
From $1350 per night (USD)
Expedia
From $499 per night (USD)
VRBO
Premium Pool View Residence with Private Balcony
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 $499 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Premium Pool View Residence with Private Balcony
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $499 per night (USD)
Expedia
From $1423 per night (USD)
VRBO
Presidential Ocean View Suite with Beach Access
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 $1423 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Presidential Oceanfront Suite with Rooftop Balcony
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $499 per night (USD)
Expedia
From $526 per night (USD)
VRBO
Premium Pool View Residence with Private Balcony
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 $526 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Top Floor Pool View Suite with Private Balcony
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 $499 per night (USD)
Expedia
From $499 per night (USD)
VRBO
Top Floor Pool View Suite with Private Balcony
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 $499 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Premium Pool View Residence with Private Entrance
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 $499 per night (USD)
Expedia
From $499 per night (USD)
VRBO
Presidential Ocean View Suite with Beach Access
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 $499 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Presidential Oceanfront Suite with Rooftop Balcony
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 $499 per night (USD)
Expedia
From $499 per night (USD)
VRBO
Presidential Oceanfront Suite
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 $499 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Premium Pool View Residence with Private Entrance
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 $499 per night (USD)
Expedia
From $499 per night (USD)
VRBO
Premium Pool View Residence with Private Balcony
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 $499 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Presidential Oceanfront Suite with Rooftop Balcony
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 $499 per night (USD)
Expedia
From $1350 per night (USD)
VRBO
Get away in classic Key West style 2 bedroom and 2 full baths Hyatt Beach House
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Escape to a Florida destination renowned for its hospitality and its relaxed atmosphere. Set on the northeastern corner ...
From $1350 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Presidential Oceanfront Suite with Rooftop Balcony
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $499 per night (USD)
Expedia
From $99 per night (USD)
VRBO
Sailboat Getaway in Key West
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 $99 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 $499 per night (USD)
VRBO
Presidential Oceanfront Suite
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 $499 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Premium Pool View Residence with Private Entrance
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $499 per night (USD)
Expedia
From $499 per night (USD)
VRBO
Presidential Oceanfront Suite
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 $499 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Premium Pool View Residence with Private Entrance
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 $499 per night (USD)
Expedia
From $499 per night (USD)
VRBO
Top Floor Pool View Suite with Private Balcony
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $499 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Presidential Ocean View Suite with Beach Access
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $499 per night (USD)
Expedia
From $349 per night (USD)
VRBO
Expansive Suite with Rooftop Balcony
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 $349 per night (USD)
VRBO
From $349 per night (USD)
Expedia
Comfort Residence - Steps to the Marina!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $349 per night (USD)
Expedia
From $349 per night (USD)
VRBO
Comfort Residence - Steps to the Marina!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $349 per night (USD)
VRBO
From $326 per night (USD)
Expedia
Expansive Island View 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 $326 per night (USD)
Expedia
From $326 per night (USD)
VRBO
Expansive Island View 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 $326 per night (USD)
VRBO
From $326 per night (USD)
Expedia
Expansive Island View 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 $326 per night (USD)
Expedia
From $349 per night (USD)
VRBO
Expansive Suite with Rooftop Balcony
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 $349 per night (USD)
VRBO
From $349 per night (USD)
Expedia
Comfort Residence - Steps to the Marina!
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 $349 per night (USD)
Expedia
From $499 per night (USD)
VRBO
Top Floor Pool View Suite with Private Balcony
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 $499 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Presidential Ocean View Suite with Beach Access
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 $499 per night (USD)
Expedia
From $499 per night (USD)
VRBO
Presidential Oceanfront Suite
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 $499 per night (USD)
VRBO
$Sunrise 307-2bed 2bath condo w\/ lagoon pool, balcony, parking, close to beach$
From $337 per night (USD)
Expedia
Sunrise 307-2bed 2bath condo w\/ lagoon pool, balcony, parking, close to beach
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 $337 per night (USD)
Expedia
From $570 per night (USD)
VRBO
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 $570 per night (USD)
VRBO
From $597 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 $597 per night (USD)
Expedia
From $480 per night (USD)
VRBO
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)
VRBO
From $2300 per night (USD)
Expedia
Spacious luxury super yacht
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Take your vacation to the next level by staying on this115 foot luxury private yacht. Hot Tub, hammocks, & BBQ on sundec ...
From $2300 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 $296 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 $296 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
$Memories of a Lifetime! A one of a Kind Sailboat!\n$
From $331 per night (USD)
Expedia
Memories of a Lifetime! A one of a Kind Sailboat!\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Based in the incredible Perry Marina and Resort, your vacation aboard this stunning historical sailboat will be a treasu ...
From $331 per night (USD)
Expedia

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