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Results: 427 Rentals

  • Beautiful 2 Bedroom, 2 Bath Condo Resort on the Ocean in Key West. \n
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    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 ...

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    VRBO

    Details
  • 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

    Details
  • Hyatt Windward Pointe, 2 Bedroom Waterfront Condo
    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

    Details
  • Beach House Resort. Amenities Included Private Beach Area for Guests. 2BR Condo
    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

    Details
  • Newly Renovated  condo with scenic views, pool & hot tub, balcony, & parking
    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

    Details
  • Hyatt Windward Pointe 2 bdrm 2 ba full kitch view\n
    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

    Details
  • Sunrise 308-2BR/2BA condo near beaches with pool, parking, balcony
    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

    Details
  • Hyatt Beach House Resort Key West 1-7 nights
    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

    Details
  • Private Pool, Outdoor Shower, Pet Friendly, in Golf Course- 5 min to Beach
    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

    Details
  • 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beach House Resort + Amenities, 2-Bedroom
    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

    Details
  • Welcome To Poseidon Too - A Newly, Completely Renovated Condo @ Sunrise Suites!
    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

    Details
  • Living Life Dockside
    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

    Details
  • 3 BR 2BA + Private Pool + Waterfront
    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

    Details
  • Castaway Cove: 2/2 Condo near the beach with shared pool and hot tub
    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

    Details
  • Waterfront Property - Marina Access - Spacious - Excellent Key West Condo
    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

    Details
  • Pool View 3BR Residence | Beachside Resort
    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

    Details
  • Pool View 3BR Residence | Beachside Resort
    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

    Details
  • Ocean Front Presidential Suite | Beachside Resort
    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

    Details
  • Ocean Front Presidential Suite | Beachside Resort
    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

    Details
  • Pool View 3BR Residence | Beachside Resort
    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

    Details
  • Pool View 3BR Residence | Beachside Resort
    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

    Details
  • Pool View 3BR Residence | Beachside Resort
    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

    Details
  • Pool View 3BR Residence | Beachside Resort
    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

    Details
  • Ocean Front Presidential Suite | Beachside Resort
    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

    Details
  • Ocean Front Presidential Suite | Beachside Resort
    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

    Details
  • Ocean Front Presidential Suite | Beachside Resort
    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

    Details
  • Pool View 3BR Residence | Beachside Resort
    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

    Details
  • Pool View 3BR Residence | Beachside Resort
    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

    Details
  • Ocean Front Presidential Suite | Beachside Resort
    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

    Details
  • Ocean Front Presidential Suite | Beachside Resort
    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

    Details
  • Pool View 3 Bedroom Townhome
    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

    Details
  • Ocean Front Presidential Suite | Beachside Resort
    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

    Details
  • Pool View 3BR Residence | Beachside Resort
    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

    Details
  • Ocean Front Presidential Suite | Beachside Resort
    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

    Details
  • Pool View 3BR Residence | Beachside Resort
    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

    Details
  • Pool View 3BR Residence | Beachside Resort
    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

    Details
  • Ocean Front Presidential Suite | Beachside Resort
    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

    Details
  • Two Bedroom Residence
    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

    Details
  • Two Bedroom Residence
    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

    Details
  • Two Bedroom Residence
    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

    Details
  • Two Bedroom Residence
    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

    Details
  • Two Bedroom Residence
    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

    Details
  • Two Bedroom Residence
    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

    Details
  • Two Bedroom Residence
    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

    Details
  • Two Bedroom Residence
    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

    Details
  • Pool View 3BR Residence | Beachside Resort
    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

    Details
  • Ocean Front Presidential Suite | Beachside Resort
    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

    Details
  • Ocean Front Presidential Suite | Beachside Resort
    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

    Details
  • Sunrise 307-2BR/2BA condo near beaches with pool, parking, balcony
    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

    Details
  • Triple Crown Villa- Boaters Paradise with Pool
    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

    Details
  • Ready II Play: Luxury Motor Yacht
    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

    Details
  • Gorgeous Waterfront Home - Haven House
    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

    Details
  • Waterfront & Heated Pool - Awai's Floating Villa
    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

    Details
  • Amazing 4 Bdrm, 4 Bath Catamaran - Purpus\n
    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

    Details
  • Last Mango Beach Retreat
    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

    Details
  • Key Haven 3bedroom 2bath canal front home w/boat dock, private pool, parking
    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 Pricing

    Expedia

    Details
  • Escape to \Oasis on 18th\ w/ PRIVATE HEATED Pool in the KW Golf Club Sanctuary!
    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

    Details
  • Key West - Stock Island
    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

    Details
  • Hyatt Windward Pointe 2BR in Key West 6/22/2024 to 6/29/2024 for 7 nights
    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 Pricing

    VRBO

    Details
  • Windward Point Beachfront Resort, Hot Tub, Pool
    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

    Details
  • Windward Point Beachfront Resort, Hot Tub, Pool
    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

    Details
  • Mallory Resort, Beach, Hot Tub, Pool, BBQ, Marina
    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

    Details
  • Oceans Edge Key West Resort, Hotel & Marina!
    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

    Details
  • Hyatt Beach House Residences! Keys, Hot Tub, Pool
    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

    Details
  • Windward Point Beachfront Resort, Hot Tub, Pool
    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

    Details
  • Hyatt Beach House Residences! Keys, Hot Tub, Pool
    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

    Details
  • You Found the One!!! Approx 4 miles from Duval St. 2 BDRM 2BATH CONDO. SLEEPS 6
    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 ...

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    VRBO

    Details
  • Key West Home on Golf Course w/ Patio & Grill!
    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

    Details
  • Key West Escape
    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 Pricing

    VRBO

    Details
  • Stay at SUNRISE SUITES 203!
    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

    Details
  • Retreat to RUM CAY @ Sunrise Suites
    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

    Details
  • Key West King Escape, Fairfield Inn, Outdoor Swimming Pool | Near Mallory Square
    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

    Details
  • Key West Stay Ideal For Couple Close to Mallory Square | Outdoor Swimming Pool
    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

    Details
  • Newly Renovated Hotel w/ Outdoor Pool | Short Drive to Historic Old Town
    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

    Details
  • Relaxing Double Queen, Fairfield Inn, Breakfast Included, Near Downtown Key West
    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

    Details
  • An Island Siesta: 2  BR, 2  BA Townhouse in Key West, Sleeps 6
    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

    Details
  • Ocean Front Lower Keys on Stock Island, 3/2 luxury condo at the Ocean's Edge!
    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

    Details
  • Key West Oasis-1Br/2Ba  Loft Town Home in a Resort
    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

    Details
  • Charming 3-bedroom townhome with WiFi, AC in fantastic Key West Golf Course
    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

    Details
  • 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Dream Getaway at the Beach House Resort+Amenities. 2BR
    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

    Details
  • Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!
    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

    Details
  • 2BR Apt in Oceanview Resort w/ Sunset Cruises & Poolside Relaxation
    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

    Details
  • 2 Suites Oceanview Balcony King at Oceans Edge Key West, Full Service Marina
    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

    Details
  • Oceanview Balcony King Suite at Oceans Edge Key West, Sunset Cruises
    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

    Details
  • Ocean View Balcony King Room at Oceans Edge, Panoramic Water Views, Pets Welcome
    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

    Details
  • Serene Retreat w/ Waterfront Balcony & Easy Access to Paddleboarding
    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

    Details
  • Room in Coastal Resort w/ Oceanview - Six Pools & Pvt Oceanview Balcony
    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

    Details
  • Elegant Resort Room w/ Paddleboards, Kayaks & Breathtaking Oceanviews
    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

    Details
  • 2 Suites 2 Queen w/ Oceanview at Oceans Edge Resort, Kayak Rentals, 6 Pools
    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

    Details
  • Oceanview Balcony 2 Queen Room at Oceans Edge Resort, Six Saltwater Pools
    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

    Details
  • 2 Cozy Resort Rooms Perfect for Family Vacations, Enjoy Pools & Water Activities
    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

    Details
  • Ocean View Balcony 2 Queen at Oceans Edge Key West, Saltwater Pools - 2 Units
    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

    Details
  • 2 Charming Oceanfront Rooms w/ Full-Service Marina & Bike Rentals - Pets Welcome
    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

    Details
  • Comfortable Family Resort Room w/ Ocean Views, Kayak Rentals & Six Pools
    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

    Details
  • Skip the Hotel - Stay on the Water aboard a 46 foot Yacht in Key West
    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

    Details
  • Catchlight House at Lunara Bay
    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

    Details
  • Ocean View Balcony 2 Queen Suite at Oceans Edge Resort, Marina Access, 6 Pools
    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

    Details
  • Larkshine House at Lunara Bay
    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

    Details
  • 2 Bedroom Townhome in the Key West Golf Club
    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

    Details
  • 3-bedroom townhome in Key West with fitness room, WiFi
    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

    Details