Vacation Rentals in Key West

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Best Vacation Rentals in Key West

Vacation rentals in Key West provide a diverse array of accommodations. Whether you're looking for a cozy cottage or a lavish villa, this destination has something for everyone, all within easy reach of popular sights like Duval Street.

8.3

Good

(1204 Reviews)

+ 97 photos

Hampton Inn Key West Fl

3755 S. Roosevelt Boulevard
Wi-Fi
On-site parking lot
Baggage storage
24-hour reception
Poolside snack bar
Restaurant
Snack bar
Free airport shuttle
Fitness center
Outdoor swimming pool
Heated swimming pool
Laundry
Flat-screen TV
Elevator
Express check-in/ -out
Sun loungers
Cribs
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Hampton Inn Key West features a heated pool with an ocean view and a poolside restaurant serving American cuisine. This inn offers 101 nonsmoking rooms, each equipped with a microwave, refrigerator, and flat-screen TV with HBO(R). Located about 15 minutes from Mallory Square, guests can enjoy the nearby Atlantic Ocean and experience local attractions like the Hemingway House.

Price comparison

Average Price 130 US$

8.2

Good

(159 Reviews)

+ 97 photos

La Concha Key West, Autograph Collection

430 Duval Street
Wi-Fi
24-hour reception
Outdoor swimming pool
Air conditioning
Cribs
Sun loungers
Fitness center
Flat-screen TV
Elevator
Express check-in/ -out
Restaurant
Welcome drink
Coffee shop
Wheelchair access
Baggage storage
Pets allowed (limited amount or weight)
No smoking on site
Show more + Show less -
La Concha Key West is situated along the historic Duval Street and features an outdoor pool, contemporary fitness center, and a restaurant serving local seafood. This 4-star hotel offers 160 stylishly designed rooms equipped with flat-screen TVs and complimentary Wi-Fi. Guests can easily explore nearby attractions and indulge in the vibrant nightlife that Key West has to offer.

Price comparison

Average Price 224 US$

8.2

Good

(376 Reviews)

+ 97 photos

Courtyard By Marriott Key West Waterfront

3031-41 North Roosevelt Boulevard
Wi-Fi
Free parking
Baggage storage
24-hour reception
24-hour security
Poolside snack bar
Restaurant
Welcome drink
Coffee shop
Fitness center
Outdoor swimming pool
Heated swimming pool
Jacuzzi
Laundry
Flat-screen TV
Elevator
Business center
Express check-in/ -out
Golf course
Beach access
Sun loungers
Beach umbrellas
Children's menu
Cribs
Wheelchair access
No pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Courtyard by Marriott Key West Waterfront is located on the Gulf of Mexico. Each room includes coffee facilities and free Wi-Fi, along with easy access to local attractions such as Fort Zachary Taylor and Key West Butterfly and Nature Conservatory. Dining options are available on-site.

Price comparison

Average Price 184 US$

8.2

Good

(567 Reviews)

+ 97 photos

Doubletree By Hilton Grand Key Resort

3990 S. Roosevelt Blvd
24-hour reception
Outdoor swimming pool
Air conditioning
Children's menu
Cribs
Sun loungers
Fitness center
Free airport shuttle
Golf course
Laundry
Flat-screen TV
Elevator
Business center
Express check-in/ -out
VIP check-in/ -out
In-room breakfast
Bar/ Lounge area
Restaurant
Welcome drink
Wheelchair access
Baggage storage
Pets allowed
No smoking on site
Show more + Show less -
The newly renovated DoubleTree by Hilton Grand Key Resort features a large outdoor swimming pool and complimentary shuttle service to Key West's historic Old Town. Each room includes modern amenities including a flat-screen TV and free Wi-Fi, with options for private balconies. Dining at the Palm Haven Restaurant offers fresh seafood in a casual atmosphere, and guests can explore nearby attractions like Smathers Beach.

Price comparison

Average Price 159 US$

8.6

Good

(1132 Reviews)

+ 97 photos

Opal Key Resort & Marina

245 Front Street
Wi-Fi
On-site parking lot
24-hour reception
24-hour security
Outdoor swimming pool
Heated swimming pool
Air conditioning
Children's menu
Cribs
Sun loungers
Fitness center
Jacuzzi
Back massage
Full body massage
Spa center
Cycling
Fishing
Snorkeling
Diving
Flat-screen TV
Elevator
Business center
Poolside snack bar
Restaurant
Baggage storage
Pets allowed
No smoking on site
Show more + Show less -
Opal Key Resort & Marina is centrally located in the old town of Key West and features a waterfront location with an outdoor heated pool and hot tub. The resort is adjoining to Key West Aquarium and just a short walk from Historic Duval Street. Each room is equipped with a modern setup including complimentary Wi-Fi and guest access to on-site dining facilities.

Price comparison

Average Price 302 US$

Pick the type of lodging that suits you.

For example: Holiday home or Apartment.

Each suits a different kind of trip.

Dog-friendly Rentals in Key West

Staying in dog-friendly rentals allows travelers to experience Key West without leaving their pets behind. Many accommodations are located near popular attractions and outdoor spaces where pets are welcome.

8.3

Good

(1507 Reviews)

+ 97 photos

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard
Wi-Fi
Baggage storage
24-hour reception
24-hour security
Poolside snack bar
Restaurant
Welcome drink
Snack bar
Coffee shop
Free shuttle service
Fitness center
Outdoor swimming pool
Heated swimming pool
Jacuzzi
Leisure/ TV room
Elevator
Express check-in/ -out
Cycling
Yoga class
Children's play area
Cribs
Board games
Pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Blue Flamingo Resort Key West serves as a vibrant gateway to the island, showcasing design elements that celebrate its tropical roots. This resort features a lively atmosphere with options for dining poolside. Each room is designed for relaxation, and guests can enjoy a variety of amenities, including karaoke and lawn games, providing entertainment options for both humans and their furry friends.

Price comparison

Average Price 119 US$

8.5

Good

(1248 Reviews)

+ 97 photos

Winslow'S Bungalows - Key West Historic Inns

725 Truman Avenue
Wi-Fi
Baggage storage
24-hour security
Bar/ Lounge area
Picnic area/ Tables
Outdoor heated swimming pool
Cribs
Wheelchair access
Pet amenities available
Air conditioning
Non-smoking rooms
Show more + Show less -
Winslow's Bungalows offers a selection of well-appointed rooms and suites in a picturesque Key West setting. Guests can enjoy amenities like three swimming pools and a complimentary breakfast, while pet-friendly policies make it convenient for travelers with pets. The location is ideal, being close to Southernmost Point and other local attractions.

Price comparison

Average Price 139 US$

8.6

Good

(240 Reviews)

+ 80 photos

Ella'S Cottages - Key West Historic Inns

811 Simonton Street
Wi-Fi
Baggage storage
Picnic area/ Tables
Outdoor swimming pool
Cribs
Wheelchair access
Pets allowed for a fee
Air conditioning
No smoking on site
Show more + Show less -
Ella's Cottages provides a boutique experience with a heated outdoor pool and access to a lush garden. Guests can enjoy a short walk to the vibrant Duval Street, while each cottage features modern amenities, giving travelers comfort along with a touch of privacy. The property welcomes pets in designated units, providing ease to those bringing their furry companions.

Price comparison

Average Price 164 US$

8.4

Good

(611 Reviews)

+ 97 photos

Lighthouse Hotel - Key West Historic Inns

902 Whitehead St
Free Wi-Fi in public areas
Poolside snack bar
Picnic area/ Tables
Outdoor swimming pool
Pets allowed
Air conditioning
Non-smoking rooms
Show more + Show less -
Lighthouse Hotel offers guests comfortable accommodations located near Key West's famous attractions. Each room features a flat-screen TV, and the hotel includes amenities such as a heated pool and an on-site bar. The property is pet-friendly and offers convenient access to explore the island with your furry friends.

Price comparison

Average Price 159 US$

8.2

Good

(416 Reviews)

+ 56 photos

Fitch Lodge - Key West Historic Inns

1030 Eaton Street
Free Wi-Fi
Baggage storage
Outdoor heated swimming pool
Beach towels
Cribs
Wheelchair access
Pets allowed for a fee
Air conditioning
Non-smoking property
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Fitch Lodge is nestled in a vibrant Key West setting, providing a serene atmosphere near local attractions. This property features comfortable rooms with unique designs and includes amenities such as a colorful pool. The lodge's pet-friendly policies invite guests to explore the island with their furry friends. Guests will also enjoy healthy breakfast options to start their day.

Price comparison

Average Price 355 US$

Oceanfront Rentals in Key West

Oceanfront rentals provide stunning views and easy access to water activities. Many properties are located close to popular attractions and offer various amenities for travelers seeking a seaside getaway.

8.4

Good

(514 Reviews)

+ 97 photos

Hyatt Centric Key West Resort & Spa

601 Front Street
Wi-Fi
24-hour reception
24-hour security
Outdoor swimming pool
Air conditioning
Toys
Children's menu
Cribs
Beach access
Private beach
Sun loungers
Beach umbrellas
Fitness center
Pedicure
Manicure
Jacuzzi
Facial
Body wraps
Waxing
Back massage
Head massage
Full body massage
Beauty treatment
Spa & wellness center
Canoeing
Fishing
Snorkeling
Diving
Yoga class
Laundry
Flat-screen TV
Elevator
Business center
Express check-in/ -out
VIP check-in/ -out
In-room breakfast
Bar/ Lounge area
Restaurant
Welcome drink
Snack bar
Coffee shop
Baggage storage
Pets allowed
No smoking on site
Show more + Show less -
Hyatt Centric Key West Resort & Spa offers a true waterfront experience with an outdoor pool and full access to various water activities. The resort showcases rooms equipped with private balconies, allowing guests to enjoy scenic views over the ocean. With proximity to Duval Street, multiple dining options, and a variety of spa services, guests have everything they need to unwind in comfort.

Price comparison

Average Price 255 US$

8.4

Good

(513 Reviews)

+ 97 photos

Pier House Resort & Spa

One Duval Street
Free Wi-Fi in rooms
24-hour reception
Outdoor swimming pool
Air conditioning
Children's menu
Cribs
Beach access
Private beach
Sun loungers
Beach umbrellas
Fitness center
Pedicure
Manicure
Jacuzzi
Facial
Body wraps
Waxing
Massage
Beauty treatment
Spa & wellness center
Cycling
Canoeing
Fishing
Snorkeling
Diving
Golf course
Flat-screen TV
Elevator
Business center
Express check-in/ -out
Bar/ Lounge area
Restaurant
Welcome drink
Snack bar
Wheelchair access
Baggage storage
Pets allowed
No smoking on site
Show more + Show less -
Pier House Resort & Spa is ideally positioned on a private beach. The resort features a full-service spa, multiple restaurants serving fresh seafood, and a heated outdoor pool. Located just steps from Duval Street, guests can easily explore the lively attractions of Key West while still enjoying beachfront comfort.

Price comparison

Average Price 319 US$

7.8

Good

(1990 Reviews)

+ 97 photos

Beachside Resort & Residences

3841 North Roosevelt Boulevard
Wi-Fi
24-hour reception
24-hour security
Outdoor swimming pool
Heated swimming pool
Air conditioning
Children's menu
Beach access
Private beach
Sun loungers
Beach umbrellas
Fitness center
Free shuttle service
Jacuzzi
Cycling
Fishing
Snorkeling
Golf course
Flat-screen TV
Elevator
Dryer
Cookware/ Kitchen utensils
Express check-in/ -out
Poolside snack bar
Restaurant
Welcome drink
Wheelchair access
No pets allowed
No smoking on site
Show more + Show less -
Beachside Resort & Residences features a private sun beach with views of the Gulf of Mexico. The property offers a variety of accommodations, including options with full kitchens for guests who enjoy cooking. With a casual dining atmosphere and on-site fitness center overlooking the water, there are plenty of ways to relax during your stay.

Price comparison

Average Price 155 US$

7.8

Good

(344 Reviews)

+ 97 photos

Casa Marina Key West, Curio Collection By Hilton

1500 Reynolds Street
Free Wi-Fi
24-hour reception
24-hour security
Babysitting/Child services
Outdoor swimming pool
Air conditioning
Children's menu
Cribs
Beach access
Private beach
Sun loungers
Beach umbrellas
Fitness center
Massage
Spa & wellness center
Fishing
Snorkeling
Diving
Golf course
Laundry
Flat-screen TV
Elevator
Business center
Express check-in/ -out
Paid breakfast
Bar/ Lounge area
Restaurant
Snack bar
Coffee shop
Wheelchair access
Baggage storage
Pets allowed (limited amount or weight)
Non-smoking property
Show more + Show less -
Casa Marina Key West is set on a private beach and features two oceanfront pools for guests to enjoy. Known for its historic ambiance, the resort offers modern amenities and easy access to local attractions. With various dining options available onsite, guests can savor local flavors while enjoying the property's spectacular ocean views.

Price comparison

Average Price 296 US$

7.4

Good

(227 Reviews)

+ 97 photos

The Reach Key West, Curio Collection By Hilton

1435 Simonton Street
Wi-Fi
24-hour reception
24-hour security
Outdoor swimming pool
Air conditioning
Children's menu
Cribs
Board games
Beach access
Private beach
Sun loungers
Beach umbrellas
Fitness center
Massage
Spa center
Table tennis
Fishing
Snorkeling
Diving
Golf course
Yoga class
Laundry
Elevator
Express check-in/ -out
Bar/ Lounge area
Restaurant
Welcome drink
Coffee shop
Wheelchair access
Baggage storage
Pets allowed
No smoking on site
Show more + Show less -
The Reach Key West offers guests an exceptional beachfront experience with direct access to its private beach. Featuring an outdoor pool and views of the Atlantic Ocean from select rooms, this resort is perfect for those looking to relax by the sea. The location allows easy access to the vibrant historic district while offering a range of activities such as snorkeling right at your doorstep.

Price comparison

Average Price 188 US$

Rentals with Private Pools in Key West

Rentals with private pools offer guests a unique level of comfort and privacy. Ideal for families or groups, these accommodations often come equipped with necessary amenities for an enjoyable stay.

9.5

Good

(83 Reviews)

+ 97 photos

The Marquesa Hotel

600 Fleming Street
Free Wi-Fi
Paid parking
24-hour reception
Bar/ Lounge area
Restaurant
Outdoor swimming pool
Laundry
Elevator
Business center
Show more + Show less -
The Marquesa Hotel features three outdoor swimming pools surrounded by lush tropical gardens, providing a lovely retreat in the center of historic Key West. Each room is elegantly designed. Just 11 minutes from Key West Historic Seaport, the property is close to local shopping and dining options.

Price comparison

Average Price 440 US$

8.8

Good

(139 Reviews)

+ 97 photos

Amsterdam'S Curry Mansion Inn

511 Caroline St
Free Wi-Fi in rooms
Paid parking
24-hour security
Bar/ Lounge area
Outdoor dining area
Fitness center
Outdoor swimming pool
Laundry
Flat-screen TV
Elevator
Dryer
Business center
Cribs
Show more + Show less -
Amsterdam's Curry Mansion Inn offers a historic experience with beautiful grounds and a swimming pool for guests to enjoy. The inn's location provides easy access to Duval Street, allowing guests to explore the heart of Key West. Each room is uniquely decorated and includes modern amenities.

Price comparison

Average Price 754 US$

Rentals Near Duval Street in Key West

Staying near Duval Street places guests in the heart of Key West's vibrant culture and nightlife. Numerous dining, shopping, and entertainment options are within walking distance, providing an ideal location for visitors.

8.0

Good

(131 Reviews)

+ 59 photos

Hyatt Vacation Club At Sunset Harbor

200 Sunset Lane
Wi-Fi
Flat-screen TV
Cookware/ Kitchen utensils
Cribs
Wheelchair access
No pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Hyatt Vacation Club At Sunset Harbor features spacious air-conditioned units within walking distance to Mallory Square and major attractions. The hotel includes a spa center and laundromat facilities for guest convenience. The prime location allows visitors to easily explore the local area on foot.

Price comparison

Average Price 326 US$

7.4

Good

(963 Reviews)

+ 97 photos

Pegasus International Hotel

501 Southard Street
Free Wi-Fi in public areas
Free parking
Outdoor swimming pool
Jacuzzi
Flat-screen TV
Elevator
Dryer
Golf course
Cribs
No pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Pegasus International Hotel is an Art Deco-inspired property situated just a short distance from iconic Key West attractions. It features a large poolside sun terrace where guests can relax and enjoy the sun. This hotel offers complimentary Wi-Fi.

Price comparison

Average Price 114 US$

8.9

Good

(756 Reviews)

+ 97 photos

Ambrosia Key West

622 Fleming Street
Free Wi-Fi in public areas
Baggage storage
Outdoor swimming pool
Heated swimming pool
Spa lounge
Flat-screen TV
Cycling
Fishing
Snorkeling
Diving
In-room breakfast
Sun loungers
Beach umbrellas
Board games
No pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Ambrosia Key West is a charming bed and breakfast offering easy access to Duval Street. The property features two outdoor pools and provides a complimentary breakfast served poolside. Pet-friendly options are available, adding convenience for travelers with dogs.

Price comparison

Average Price 189 US$

9.2

Good

(90 Reviews)

+ 97 photos

The Gardens Hotel

526 Angela Street
Wi-Fi
Baggage storage
Outdoor dining area
Poolside snack bar
Welcome drink
Fitness club
Outdoor swimming pool
Heated swimming pool
Massage
Spa & wellness center
Laundry
Flat-screen TV
Adults only
Dryer
Cookware/ Kitchen utensils
Business center
VIP check-in/ -out
Cycling
Fishing
Snorkeling
Diving
Wind surfing
Golf course
Yoga class
Sun loungers
Beach umbrellas
Board games
Pets allowed
Air conditioning
Non-smoking rooms
Show more + Show less -
The Gardens Hotel offers an exclusive adult-only atmosphere with a beautiful backdrop of gardens and two outdoor pools. Guests can immerse themselves in local culture as the venue hosts live jazz music every Sunday. Located just off Duval Street, it allows easy access to dining and entertainment options while providing a relaxing retreat.

Price comparison

Average Price 309 US$

8.6

Good

(590 Reviews)

+ 97 photos

Westwinds Inn

914 Eaton Street
Wi-Fi
Outdoor dining area
Picnic area/ Tables
Outdoor swimming pool
Heated swimming pool
Laundry
Flat-screen TV
Cookware/ Kitchen utensils
Fishing
Snorkeling
Diving
No pets allowed
Air conditioning
Non-smoking rooms
Show more + Show less -
Westwinds Inn is a charming property with uniquely decorated accommodations just a short walk from Duval Street and local beaches. Guests can enjoy relaxing by the swimming pool, surrounded by tropical gardens. An extended continental breakfast is provided.

Price comparison

Average Price 210 US$

The southernmost point of the contiguous United States, Key West is renowned for its tropical climate and vibrant history. With over 200 years of cultural influences, the island hosts a variety of attractions from Mallory Square's sunset celebrations to the Ernest Hemingway Home and Museum. Accommodations in Key West offer convenient access to local landmarks and activities. With around 70 hotels and rentals available, options like luxury villas and cozy retreats make it a suitable destination for families, couples, and solo travelers alike.

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