Key West National Wildlife Refuge, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Key West National Wildlife Refuge, Florida on RentalSaver.com!

Key West National Wildlife Refuge Rentals

From $305 per night (USD)
VRBO
Underwater Cabana at Custom House Inn | Right In The Heart, On Duval!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Underwater Cabana at Custom House Inn | Stay on Duval Street! Experience the heart of Key West with a stay at the Under ...
From $305 per night (USD)
VRBO
From $593 per night (USD)
Expedia
Birds of a Feather at Custom House Inn | Perfect Spot On Duval!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Birds of a Feather at Custom House Inn | Vibrant Stay on Duval Street! Discover the heart of Key West at Birds of a Fea ...
From $593 per night (USD)
Expedia
From $626 per night (USD)
VRBO
Chicken Run at Custom House Inn | Unbeatable Location On Duval!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Chicken Run at Custom House Inn | Stay on Duval Street! Welcome to Chicken Run, a vibrant and uniquely themed studio lo ...
From $626 per night (USD)
VRBO
From $662 per night (USD)
Expedia
Citrus Queen at Custom House Inn | Ideal Location On Duval!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Citrus Queen at Custom House Inn | On Duval St! | Bright & Modern Studio Welcome to Citrus Queen, your vibrant, modern ...
From $662 per night (USD)
Expedia
From $744 per night (USD)
VRBO
Penthouse Near Downtown - The Maloney
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Woven throughout this 2,000+ square foot luxury penthouse is a story that can only be revealed by experience. ...
From $744 per night (USD)
VRBO
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Expedia
Hyatt Sunset Harbor. Relaxing Key West Escape in the heart of town. 2 BR Condo.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
With a coveted location in the heart of Old Town and magnificent views of the Gulf of Mexico, the Hyatt Sunset Harbor i ...
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Expedia
$\An Island Retreat in the Truman Annex, Key West\$
From $785 per night (USD)
VRBO
\"An Island Retreat in the Truman Annex, Key West\"
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This charming two bedroom, two and one half bath town home has recently been updated and added to our rental program! Fr ...
From $785 per night (USD)
VRBO
From $218 per night (USD)
Expedia
Poolside Palms in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Truman Annex Properties are going to Monthly (or longer) rentals beginning January 1, 2026 because of changing licensing ...
From $218 per night (USD)
Expedia
From $574 per night (USD)
VRBO
Dee's Dream Sunset Condo with WiFi and AC in Key West - 2 bdrm - Shipyard #151
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This beautiful 2-bedroom condo in the quiet and private gated Shipyard Community. It has rave reviews & 2 blocks from fa ...
From $574 per night (USD)
VRBO
From $561 per night (USD)
Expedia
Hyatt Sunset Harbor 1-bedroom suite w/AC, WiFi, Pool, Walk to Duval & Mallory
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience Key West in this enchanting 1-bedroom sleep4 suite with kitchen, living area with a queen sofa bed. Perfect f ...
From $561 per night (USD)
Expedia
From $444 per night (USD)
VRBO
Waterfront Resort, Songwriter’s Fest, Old Town, Sleeps 2, Swimming Pool, Hot Tub
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Have I mentioned that this listing is for the Songwriter’s Festival in sunny Key West, FL? You will be staying at the Hy ...
From $444 per night (USD)
VRBO
From $949 per night (USD)
Expedia
~Hibiscus Cottage~ Adults Only cottage near Duval with shared pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
THE PROPERTY: Welcome to your private rocking chair front porch and tropical, Adult Only setting! As you enter your quai ...
From $949 per night (USD)
Expedia
From $274 per night (USD)
VRBO
1-bedroom 2 blocks to Duval, close to beach, parking, and pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located in Key West 2 blocks from Duval and half a mile to Beach, enjoy what this 1-bedroom condo has to offer. This lov ...
From $274 per night (USD)
VRBO
From $317 per night (USD)
Expedia
Cozy on Caroline - Key West Seaport
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Experience the quintessential Key West lifestyle in this charming one-bedroom, two-bathroom apartment that perfectly bal ...
From $317 per night (USD)
Expedia
From $511 per night (USD)
VRBO
Southern Skies, Stylish Home in Old Town Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Experience the paradise of Southern Skies, an elegant 3 bedroom and 2.5 bath home nestled in the heart of Key West's His ...
From $511 per night (USD)
VRBO
From $220 per night (USD)
Expedia
Charming 1923 2 Bedroom, 1 Bath home with bonus loft.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to The Emma House! A delightful 1923 Key West retreat located in the heart of historic and vibrant Bahama Villa ...
From $220 per night (USD)
Expedia
From $1125 per night (USD)
VRBO
Hyatt Sunset Harbor Resort Timeshare available 2 weeks only Mar22-Apr5, 2026
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Coveted Hyatt Resort unit available for 2 consecutive weeks - located in between Truman Annex, Duval St. and Mallory Sq ...
From $1125 per night (USD)
VRBO
From $559 per night (USD)
Expedia
Zen Villa - A Luxurious 3-bedroom Sanctuary with WiFi & a Pool in Old Key West
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
Zen Villa - A Luxe Retreat in the Heart of Old Key West! Tucked away on a quiet lane just steps from the vibrant heartbe ...
From $559 per night (USD)
Expedia
From $315 per night (USD)
VRBO
Jerry's Escape - Truman @ Duval | Cozy Studio Perfect for Couples
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Truman @ Duval - Unit C | Cozy Studio Perfect for Couples Experience your perfect romantic retreat, offering a charming ...
From $315 per night (USD)
VRBO
From $357 per night (USD)
Expedia
Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Truman @ Duval - Unit D | Two-Bedroom with Full Kitchen & Prime Location Welcome to your perfect family getaway in the ...
From $357 per night (USD)
Expedia
From $695 per night (USD)
VRBO
Charming Hideaway with Pool Access – Walk to Duval St! Free Breakfast!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy vibrant Key West: steps to Duval Street's nightlife, historic sites, and serene beaches. Perfect for culture and s ...
From $695 per night (USD)
VRBO
From $550 per night (USD)
VRBO
Sunny Florida Escape with Pool, Beach Access & Stunning Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Explore, dine, and relax in downtown Key West! We're steps from the Hemingway Home, Duval Street nightlife, and Southern ...
From $550 per night (USD)
VRBO
From $704 per night (USD)
VRBO
**GRENN TURTLE COTTAGE @ THE ANNEX** Stunning Private Home + 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! GREEN TURTLE ...
From $704 per night (USD)
VRBO
From $735 per night (USD)
VRBO
Charming Island Home w/ Pool & Guest Quarters in the Heart of Downtown Key West
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Nestled in the vibrant heart of Key West, this exquisite island home offers a perfect blend of tropical charm and modern ...
From $735 per night (USD)
VRBO
From $186 per night (USD)
VRBO
Shipwreck Suite - Apartment on Duval St, Key West!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Stay like a true Key West local in this one-of-a-kind Duval St apartment! Here you'll wake up in the heart of downtown - ...
From $186 per night (USD)
VRBO
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Expedia
4th of July in Key West at the Hyatt Vacation Club at Sunset Harbor - 2BR Villa!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover the beauty of Key West from this amazing 2-bedroom resort. The bedrooms feature a king bed and a queen bed, ens ...
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Expedia
Click For Pricing
VRBO
Magnificent views of the Gulf, Sunset Harbor is the ultimate island retreat.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in Key West, this delightful resort offers 2 bedrooms with a king and queen bed, 2 bathrooms with luxurious amen ...
Click For Pricing
VRBO
From $409 per night (USD)
Expedia
Pet Friendly / Hot Tub / Close to Everything
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Located in Historic Old Town Monthly Rental La Cala is Situated on a Corner Lot within Walking Distance to Everything yo ...
From $409 per night (USD)
Expedia
From $607 per night (USD)
VRBO
COCONUT COTTAGE- Island Vibes & Cozy Stays W/ Pool & Parking - OLD TOWN KEY WEST
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Coconut Cottage – Your Luxurious Key West Escape in Bahama Village Experience the best of Old Town Key West ...
From $607 per night (USD)
VRBO
From $700 per night (USD)
VRBO
Coral Palms Spacious 1BR Condo, King, Queen, Sofa Bed, Pool, Block to Duval
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape to this charming 1BR, 2nd-floor condo in the heart of Historic Key West. Sleep soundly in a plush king bed with r ...
From $700 per night (USD)
VRBO
From $370 per night (USD)
VRBO
Bohemian Breeze - Shipyard Truman Annex condo in the heart of Old Town Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Bohemian Breeze in lovely Key West is waiting for you at this cozy first floor, 2-bedroom condo. Nestled in the serene, ...
From $370 per night (USD)
VRBO
From $194 per night (USD)
Expedia
**MATECUMBE SUITE @ SEAPORT INN** Guest Suite w/ Pool Access + LAST KEY SERVICES
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! If you’d like ...
From $194 per night (USD)
Expedia
Click For Pricing
VRBO
Large Penthouse suite in the charming Bayan Resort in beautiful Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Banyan Resort Key West, Florida In the heart of historic Old Town Key West, The Banyan Resort boasts a storied hist ...
Click For Pricing
VRBO
From $668 per night (USD)
VRBO
Partial Harbor View King Room at Marker Key West Harbor Resort – Pet-friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $668 per night (USD)
VRBO
From $777 per night (USD)
VRBO
Harbor View King w/ Balcony at Marker Harbor Resort – Your Waterfront Oasis
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $777 per night (USD)
VRBO
From $511 per night (USD)
VRBO
Marker Key West Harbor, Classic Queen Room, 3 Swimming Pools & Pet-friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $511 per night (USD)
VRBO
From $777 per night (USD)
VRBO
Relax by the Water with Stunning Pools and Access to Watersports Activities
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $777 per night (USD)
VRBO
From $668 per night (USD)
VRBO
Waterfront Living with Private Pools, Calm Waters, and Poolside Dining
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $668 per night (USD)
VRBO
From $1095 per night (USD)
VRBO
Marker Key West Harbor, 2 Classic 2 Queens, 3 Onsite Pools & Pets are Welcome
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 $1095 per night (USD)
VRBO
From $531 per night (USD)
VRBO
Classic 2 Queen Room at Marker Key West Harbor - Minutes from the Ocean
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $531 per night (USD)
VRBO
From $523 per night (USD)
VRBO
Pool & Garden View 2 Queen Room at Marker Key West Harbor - Pet-friendly!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $523 per night (USD)
VRBO
From $510 per night (USD)
VRBO
Perfect Key West Hideaway with 3 Pools, Poolside Dining, and a Peaceful Setting
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $510 per night (USD)
VRBO
From $581 per night (USD)
VRBO
Marker Key West Harbor, Pool & Garden View Room, 3 Outdoor Swimming Pools
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $581 per night (USD)
VRBO
From $531 per night (USD)
VRBO
Island Hideaway with Three Pools and Easy Access to Watersports Rentals
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $531 per night (USD)
VRBO
From $1617 per night (USD)
VRBO
3 Classic 2 Queen Rooms at Marker Key West Harbor - Pet-friendly Property
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms. ✦ Each room is ...
From $1617 per night (USD)
VRBO
From $502 per night (USD)
VRBO
Tranquil Island Getaway with Three Pools, Resort Dining, and Watersports
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $502 per night (USD)
VRBO
From $502 per night (USD)
VRBO
Classic King Room at Marker Key West Harbor - 3 Onsite Pools & Pet-Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $502 per night (USD)
VRBO
From $581 per night (USD)
VRBO
Perfect Getaway with Pools, Relaxing Atmosphere, and Resort Amenities
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $581 per night (USD)
VRBO
From $1617 per night (USD)
VRBO
Relaxing Key West Getaway with 3 Onsite Swimming Pools, Minutes to Beaches
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms. ✦ Each room is ...
From $1617 per night (USD)
VRBO
From $1045 per night (USD)
VRBO
2 Queen Rooms at Marker Key West Harbor - 3 Onsite Pools & Pet-friendly
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 $1045 per night (USD)
VRBO
From $1045 per night (USD)
VRBO
Relaxing Key West Retreat with Resort Pool, Minutes to Beaches & Attractions
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 $1045 per night (USD)
VRBO
From $1095 per night (USD)
VRBO
Tropical Key West Retreat with 3 Swimming Pools, Steps from Dining & Shops
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 $1095 per night (USD)
VRBO
From $523 per night (USD)
VRBO
Escape to Paradise with Relaxing Pools and Watersports Right at Your Door
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $523 per night (USD)
VRBO
From $845 per night (USD)
VRBO
Historic Key West Hideaway – Walk to the Seaport! Outdoor Pool, Free Breakfast!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy vibrant Key West: steps to Duval Street's nightlife, historic sites, and serene beaches. Perfect for culture and s ...
From $845 per night (USD)
VRBO
From $4313 per night (USD)
VRBO
Luxe two 4BDR/4BA Suites
Bedrooms:
8
Bathrooms:
8
Sleeps:
20
Welcome to Old Harbor House, an exquisite vacation rental combining two spacious 4-bedroom suites in the heart of Key We ...
From $4313 per night (USD)
VRBO
From $1151 per night (USD)
VRBO
Newport Getaway! Pool, Spa, Onsite Dining, & Easy Access to Attractions!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $1151 per night (USD)
VRBO
From $1518 per night (USD)
VRBO
Pet-Friendly Stay, Pool, Spa, Fitness Center! Historic Sights Nearby
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $1518 per night (USD)
VRBO
From $651 per night (USD)
VRBO
Lux Waterfront Suite w/ Pool, Spa, & Walk to Newport Marina & Attractions
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $651 per night (USD)
VRBO
From $648 per night (USD)
VRBO
Pet-Friendly Waterfront Escape w/ Pool, Near Cliff Walk & Newport Fun
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $648 per night (USD)
VRBO
From $1325 per night (USD)
VRBO
Spacious Oceanfront Stay! Spa, Fitness, & Steps to the Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $1325 per night (USD)
VRBO
From $645 per night (USD)
VRBO
Chic Stay Near Newport Harbor & Cliff Walk! Pool, Spa, Fitness Center!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $645 per night (USD)
VRBO
From $645 per night (USD)
VRBO
Spacious Lanai Suite! Pool, Marina Access, Walk to Dining Spots & Museums
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $645 per night (USD)
VRBO
From $1325 per night (USD)
VRBO
Stylish Suite w/ Oceanfront View, Pool, Spa, & Steps to Historic Newport
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $1325 per night (USD)
VRBO
From $955 per night (USD)
VRBO
Pet-Friendly Ocean View Stay! Pool, Spa, Historic Sights Nearby!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $955 per night (USD)
VRBO
From $1518 per night (USD)
VRBO
Lux Gulf View Suite! Pool, Marina Access, Walk to Dining Spots & Museums!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $1518 per night (USD)
VRBO
From $1649 per night (USD)
Expedia
The Penthouse at Custom House Inn | New! Coastal Escape on Duval Street!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The Penthouse at Custom House Inn | Serene Coastal Escape on Duval Street! Immerse yourself in the calm and comfort of ...
From $1649 per night (USD)
Expedia
Click For Pricing
VRBO
Most Beautiful View on Key West?
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Make yourself at home in this 2-bedroom Key West retreat. This cool condo features a beautiful view from every room. Spa ...
Click For Pricing
VRBO
From $599 per night (USD)
Expedia
Upscale 2-bdrm Lock-off villa in the heart of Old Town. Close to Mallory Square
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to this upscale condo in Key West. This terrific property features a one-bedroom villa with plush queen bed, ful ...
From $599 per night (USD)
Expedia
From $835 per night (USD)
VRBO
Sandbar Suite | 2 bed/2 bath apartment with patio overlooking Front Street
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Sandbar Suite – 2BR/2BA Island Getaway with Front Street views Welcome to The Sandbar Suite, a bright and breezy 2 ...
From $835 per night (USD)
VRBO
From $611 per night (USD)
VRBO
The Conchtail Club a Tropical Oasis in the Heart of Old Town – Shipyard Complex
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Conchtail Club a Tropical Oasis in the Heart of Old Town – Shipyard Condo in Truman Annex Welcome to your sunny esc ...
From $611 per night (USD)
VRBO
From $321 per night (USD)
VRBO
Hyatt Sunset Harbor. Oct 19 to 26. Fantasy Fest. Studio unit. 7 night rental.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Tropical Key West welcomes you to a classic Florida studio villa offering a plush king bed, casual living area with TV ...
From $321 per night (USD)
VRBO
From $583 per night (USD)
Expedia
Key West Hyatt Sunset Harbor Villa - Thanksgiving week! 11/23 - 30, 2025
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Key West Sunset Harbor Villa boasts 2 bedrooms, including a beautiful master suite with jacuzzi tub and full shower ...
From $583 per night (USD)
Expedia
Click For Pricing
VRBO
Charming studio in Key West -Close to Duval. Beautiful Pool area.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Tropical Key West welcomes you to a classic Florida studio condominium, offering a plush king-size bed, casual living ar ...
Click For Pricing
VRBO
From $733 per night (USD)
Expedia
**HEMINGWAY'S HAVEN @ OLD TOWN** Home & Pool + LAST KEY SERVICES…
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! Nestled in th ...
From $733 per night (USD)
Expedia
From $1451 per night (USD)
VRBO
Perfect for Families! 2BR Suite with Balconies, Onsite Pool, Private Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $1451 per night (USD)
VRBO
From $1451 per night (USD)
VRBO
Sea Breeze 2 Bedroom Oceanfront Suite at The Pier House Resort & Spa
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $1451 per night (USD)
VRBO
From $1527 per night (USD)
VRBO
Pet-friendly Accommodation with Balcony, Outdoor Pool, Private White Sand Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $1527 per night (USD)
VRBO
From $1527 per night (USD)
VRBO
Havana Heights Two Bedroom Suite at The Pier House Resort & Spa
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $1527 per night (USD)
VRBO
From $1350 per night (USD)
VRBO
Premier resort overlooking the Gulf. Walk to Mallory Square, restaurants, beach.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Imbibe the relaxed Key West lifestyle from a coveted location in the heart of Old Town. Perfectly situated on the wester ...
From $1350 per night (USD)
VRBO
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Expedia
KEY WEST- Amazing 3 rd floor corner unit overlooking Florida Bay and Yacht Club.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Consider this 3rd floor corner condo overlooking the Florida Bay and Yacht Club as your next vacation destination. Enjoy ...
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Expedia
From $371 per night (USD)
VRBO
Casa Mamisa - 2 bedroom home in Old Town
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The two bedroom Casa Mamisa is your home away from home on a quiet lane just off of Duval Street. This peaceful space fe ...
From $371 per night (USD)
VRBO
From $561 per night (USD)
Expedia
Coral Reef Suite | 1 bed, 1 bath monthly rental near Key West's historic waterfront
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience the Heart of Key West from This Charming Monthly Vacation Retreat! Stay just steps from the action in this b ...
From $561 per night (USD)
Expedia
From $141 per night (USD)
VRBO
Apartment in historical hotel/home downtown Key West, one block off Duval St.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A beautiful loft style apartment in a historical hotel/home in the heart of Key West awaits you! There is an 8ft deep pr ...
From $141 per night (USD)
VRBO
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Expedia
Check out Hemmingway's 1st residence in the heart of downtown Key West!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Want to live in paradise on a beautiful island for a month? Check out Hemmingway's 1st residence in the heart of downtow ...
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Expedia
From $393 per night (USD)
VRBO
A SEAGLASS PARADISE. ~ Charming 2 BR/1 Ba Condo in Truman Annex!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
PLEASE BE AWARE... We cannot accept a reservation of less than 28 nights after 12/22/25. You may book less than 28 nigh ...
From $393 per night (USD)
VRBO
From $715 per night (USD)
Expedia
**ANCHOR HOUSE est 1904 @ TRUMAN ANNEX** Villa near Duval & Beach + LAST KEY SER
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! ANCHOR HOUSE ...
From $715 per night (USD)
Expedia
From $251 per night (USD)
VRBO
Southard Quarter at Truman Annex | Walk to Duval
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to one of the most sought-after neighborhoods in Key West—Truman Annex. This quiet, gated community is known for ...
From $251 per night (USD)
VRBO
From $445 per night (USD)
Expedia
Hyatt Sunset Harbor Key West Studio Room w/Kitchenette
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Hyatt Residence Club Sunset Harbor has the best location in the heart of Key West’s famed Old Town. Walk to Mallory Squa ...
From $445 per night (USD)
Expedia
From $558 per night (USD)
VRBO
Hyatt Sunset Harbor Key West 1 Bedroom
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Hyatt Residence Club Sunset Harbor has the best location in the heart of Key West’s famed Old Town. Walk to Mallory Squa ...
From $558 per night (USD)
VRBO
From $755 per night (USD)
Expedia
Hyatt Sunset Harbor Key West 2 Bedroom
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Hyatt Residence Club Sunset Harbor has the best location in the heart of Key West’s famed Old Town. Walk to Mallory Squa ...
From $755 per night (USD)
Expedia
From $204 per night (USD)
VRBO
Rooftop Renaissance - Upscale Condo in Old Town Key West. Perfect for Couples.
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Rooftop Renaissance vacation rental falls into a distinctive design category of Heritage Victorian - Meets Modern Luxury ...
From $204 per night (USD)
VRBO
From $949 per night (USD)
Expedia
**BLUE HERON'S HIDEOUT @ OLD TOWN** Newly Renovated Home & Pool + LAST KEY SERVI
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! Nestled in th ...
From $949 per night (USD)
Expedia
From $1856 per night (USD)
VRBO
Hyatt Sunset Harbor Resort- 2 Bedroom Villa- Old Town Key West- Walk Everywhere
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a great OCEANFRONT villa with a large balcony to watch sunsets! Hyatt Sunset Harbor is perfectly located in down ...
From $1856 per night (USD)
VRBO
From $1236 per night (USD)
VRBO
Villa Porta del Sole - 3BR Sunset Key Villa with Private Pool, Direct Beach Access and Sunset Ocean View!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Staying on Sunset Key is always magical—but even more so when you’re in one of the few homes with a completely unobstruc ...
From $1236 per night (USD)
VRBO
From $983 per night (USD)
VRBO
OCEAN BREEZE BUNGALOW-Stunning 2 Bedroom / 2.5 Bathroom in Truman Annex
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Welcome to Ocean Breeze Bungalow – Your Luxurious Key West Retreat Escape to paradise in this stunning 2-bedroom, 2.5-b ...
From $983 per night (USD)
VRBO
From $472 per night (USD)
VRBO
Hyatt Sunset Harbor - ground-floor Studio steps from Duval & Mallory Square
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Hyatt Sunset Harbor Resort is located right on the water in the heart of Key West. Steps away is the famous Mallory Squa ...
From $472 per night (USD)
VRBO
From $1350 per night (USD)
VRBO
Escape to Luxe 2BR Hyatt Sunset Harbor Villa! Dec 21-26, 3-Night Min Stay
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your Key West Paradise at Hyatt Vacation Club at Sunset Harbor. All fees included! Discover an unforgettable escape in ...
From $1350 per night (USD)
VRBO
From $695 per night (USD)
VRBO
Hyatt Sunset Harbor - 1 bedroom sleep 4 condo steps from Duval & Mallory Square
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Hyatt Sunset Harbor Resort is located right on the water in the heart of Key West. Steps away is the famous Mallory Squa ...
From $695 per night (USD)
VRBO
From $432 per night (USD)
VRBO
Charming bed & breakfast in lovely Key West with private balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to this bed & breakfast in picturesque Key West. This nice property offers a cozy bedroom with essential amenitie ...
From $432 per night (USD)
VRBO
Click For Pricing
Expedia
Bahari House | Key West Home w/ Balcony, & Steps to Ocean & Bars
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Top reasons to book: - Downtown Location - 3 Minute Walk to the beach - Grocery Store Nearby - Close to Bars & Rest ...
Click For Pricing
Expedia

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