
Stock Island Rentals
- 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 $1129 per night (USD)
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 ...
From $1129 per night (USD)Expedia
- 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)
Expedia
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)Expedia
- From $685 per night (USD)
VRBO
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)VRBO
- From $470 per night (USD)
Expedia
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)Expedia
- From $290 per night (USD)
VRBO
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)VRBO
- From $495 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 $495 per night (USD)Expedia
- From $380 per night (USD)
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 ...
From $380 per night (USD)VRBO
- From $1285 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 $1285 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 $1312 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 $1312 per night (USD)Expedia
- From $969 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 $969 per night (USD)VRBO
- From $1194 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 $1194 per night (USD)Expedia
- From $979 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 $979 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 $1124 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 $1124 per night (USD)VRBO
- From $1051 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 $1051 per night (USD)Expedia
- From $1191 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 $1191 per night (USD)VRBO
- From $982 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 $982 per night (USD)Expedia
- From $902 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 $902 per night (USD)VRBO
- From $1129 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 $1129 per night (USD)Expedia
- From $1276 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 $1276 per night (USD)VRBO
- From $973 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 $973 per night (USD)Expedia
- From $711 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 $711 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 $1055 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 $1055 per night (USD)VRBO
- From $1094 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 $1094 per night (USD)Expedia
- From $1068 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 $1068 per night (USD)VRBO
- From $1086 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 $1086 per night (USD)Expedia
- From $955 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 $955 per night (USD)VRBO
- From $740 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 $740 per night (USD)Expedia
- From $561 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 $561 per night (USD)VRBO
- From $746 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 $746 per night (USD)Expedia
- From $565 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 $565 per night (USD)VRBO
- From $546 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 $546 per night (USD)Expedia
- From $755 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 $755 per night (USD)VRBO
- From $553 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 $553 per night (USD)Expedia
- From $804 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 $804 per night (USD)VRBO
- From $1043 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 $1043 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 $1050 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 $1050 per night (USD)Expedia
- From $486 per night (USD)
VRBO
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)VRBO
- From $642 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 $642 per night (USD)Expedia
- 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)
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 $457 per night (USD)Expedia
- From $820 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 $820 per night (USD)VRBO
- From $1119 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 $1119 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
- Click For Pricing
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 ...
Click For PricingExpedia
- 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)
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 $349 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 $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
VRBO
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 PricingVRBO
- From $417 per night (USD)
Expedia
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)Expedia
- From $468 per night (USD)
VRBO
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)VRBO
- 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)
Expedia
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)Expedia
- 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)
Expedia
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)Expedia
- From $212 per night (USD)
VRBO
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)VRBO
- From $1091 per night (USD)
VRBO
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Dream Getaway at the Beach House Resort+Amenities. 2BR
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢🌴 Experience Key West Paradise at the Beach House Resort Retreat! 🏖️ Additional $ ...
From $1091 per night (USD)VRBO
- From $786 per night (USD)
VRBO
Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
You and your guests will have exclusive use of this 40ft yacht all to yourselves. The yacht stays docked, the entire res ...
From $786 per night (USD)VRBO
- From $601 per night (USD)
VRBO
2BR Apt in Oceanview Resort w/ Sunset Cruises & Poolside Relaxation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $601 per night (USD)VRBO
- From $607 per night (USD)
VRBO
2 Suites Oceanview Balcony King at Oceans Edge Key West, Full Service Marina
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $607 per night (USD)VRBO
- From $303 per night (USD)
VRBO
Oceanview Balcony King Suite at Oceans Edge Key West, Sunset Cruises
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 570 sq. ft, equipped with complimentary toiletries, high defi ...
From $303 per night (USD)VRBO
- From $452 per night (USD)
VRBO
Ocean View Balcony King Room at Oceans Edge, Panoramic Water Views, Pets Welcome
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 380 sq. ft, equipped with complimentary toiletries, high defi ...
From $452 per night (USD)VRBO
- From $303 per night (USD)
VRBO
Serene Retreat w/ Waterfront Balcony & Easy Access to Paddleboarding
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 570 sq. ft, equipped with complimentary toiletries, high defi ...
From $303 per night (USD)VRBO
- From $365 per night (USD)
VRBO
Room in Coastal Resort w/ Oceanview - Six Pools & Pvt Oceanview Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This listing is for a room within a hotel. ✦ Your room is 570 sq. ft, equipped with complimentary toiletries, high defi ...
From $365 per night (USD)VRBO
- From $382 per night (USD)
VRBO
Elegant Resort Room w/ Paddleboards, Kayaks & Breathtaking Oceanviews
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 380 sq. ft, equipped with complimentary toiletries, high defi ...
From $382 per night (USD)VRBO
- From $729 per night (USD)
VRBO
2 Suites 2 Queen w/ Oceanview at Oceans Edge Resort, Kayak Rentals, 6 Pools
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 12
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $729 per night (USD)VRBO
- From $382 per night (USD)
VRBO
Oceanview Balcony 2 Queen Room at Oceans Edge Resort, Six Saltwater Pools
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 380 sq. ft, equipped with complimentary toiletries, high defi ...
From $382 per night (USD)VRBO
- From $767 per night (USD)
VRBO
2 Cozy Resort Rooms Perfect for Family Vacations, Enjoy Pools & Water Activities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $767 per night (USD)VRBO
- From $767 per night (USD)
VRBO
Ocean View Balcony 2 Queen at Oceans Edge Key West, Saltwater Pools - 2 Units
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $767 per night (USD)VRBO
- From $729 per night (USD)
VRBO
2 Charming Oceanfront Rooms w/ Full-Service Marina & Bike Rentals - Pets Welcome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 12
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $729 per night (USD)VRBO
- From $452 per night (USD)
VRBO
Comfortable Family Resort Room w/ Ocean Views, Kayak Rentals & Six Pools
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 380 sq. ft, equipped with complimentary toiletries, high defi ...
From $452 per night (USD)VRBO
- From $1367 per night (USD)
VRBO
Skip the Hotel - Stay on the Water aboard a 46 foot Yacht in Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
All aboard this 48 foot motor yacht in Key West. Get ready to live your best life on this yacht, featuring a luxurious p ...
From $1367 per night (USD)VRBO
- From $1900 per night (USD)
Expedia
Catchlight House at Lunara Bay
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
Summary: Welcome to your ultimate Key West getaway! This stunning 6-bed, 6.5-bath home perfectly blends comfort, style, ...
From $1900 per night (USD)Expedia
- From $365 per night (USD)
VRBO
Ocean View Balcony 2 Queen Suite at Oceans Edge Resort, Marina Access, 6 Pools
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This listing is for a room within a hotel. ✦ Your room is 570 sq. ft, equipped with complimentary toiletries, high defi ...
From $365 per night (USD)VRBO
- From $2218 per night (USD)
Expedia
Larkshine House at Lunara Bay
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 18
Summary: Welcome to Larkshine House in Lunara Bay, Key West—a perfect retreat for families and large groups! This 8-bedr ...
From $2218 per night (USD)Expedia
- From $370 per night (USD)
VRBO
2 Bedroom Townhome in the Key West Golf Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
**Beautiful 2-Bedroom Townhome in Key West Golf Club** Welcome to this charming 2-bedroom, 2.5-bathroom townhome locate ...
From $370 per night (USD)VRBO
- From $900 per night (USD)
Expedia
3-bedroom townhome in Key West with fitness room, WiFi
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Your cozy getaway awaits in Key West at this lovely townhome. With 3 bedrooms including 2 king beds and 2 queen beds, th ...
From $900 per night (USD)Expedia




































































































