This adults-only guesthouse offers free breakfast and a rooftop terrace just a short walk from Duval Street. After exploring nearby Ernest Hemingway Home, unwind in the hot tub or grab a drink at the bar. Guests love the 3 outdoor pools and attentive staff.
This adults-only guesthouse offers free breakfast and a rooftop terrace just a short walk from Duval Street. After exploring nearby Ernest Hemingway Home, unwind in the hot tub or grab a drink at the bar. Guests love the 3 outdoor pools and attentive staff.
"The location is unbeatable. Room was clean and tidy and the amenities are great."
"The location is unbeatable. Room was clean and tidy and the amenities are great."
Waterfront paradise featuring easy access to on-site kayaking and 4 pristine pools. The Grove Kitchen and Bar offers poolside dining, while a fitness centre and beach shuttle add convenience. Just minutes from Duval Street and Smathers Beach.
Waterfront paradise featuring easy access to on-site kayaking and 4 pristine pools. The Grove Kitchen and Bar offers poolside dining, while a fitness centre and beach shuttle add convenience. Just minutes from Duval Street and Smathers Beach.
Located just 5 minutes from Smathers Beach, this hotel offers a refreshing outdoor pool with a poolside bar. Guests enjoy a complimentary breakfast, rooms with refrigerators, and a 24-hour fitness centre. The quiet atmosphere and stunning sunset views create a relaxing island experience.
Located just 5 minutes from Smathers Beach, this hotel offers a refreshing outdoor pool with a poolside bar. Guests enjoy a complimentary breakfast, rooms with refrigerators, and a 24-hour fitness centre. The quiet atmosphere and stunning sunset views create a relaxing island experience.
Discover a luxurious waterfront retreat featuring 6 sparkling outdoor pools and a full-service marina. After a refreshing swim, enjoy drinks at the poolside bar or explore Key West on complimentary bicycles. Duval Street and Smathers Beach are just minutes away.
Discover a luxurious waterfront retreat featuring 6 sparkling outdoor pools and a full-service marina. After a refreshing swim, enjoy drinks at the poolside bar or explore Key West on complimentary bicycles. Duval Street and Smathers Beach are just minutes away.
Dive into paradise at this Key West resort featuring 2 outdoor pools with poolside bars. Enjoy American cuisine at the Toasted Coconut restaurant after a workout in the 24-hour fitness centre. Just a short drive from Duval Street and Smathers Beach with free WiFi.
Dive into paradise at this Key West resort featuring 2 outdoor pools with poolside bars. Enjoy American cuisine at the Toasted Coconut restaurant after a workout in the 24-hour fitness centre. Just a short drive from Duval Street and Smathers Beach with free WiFi.
Waterfront elegance meets Key West charm at this coastal retreat. Just minutes from Duval Street and Smathers Beach, the hotel offers a refreshing indoor pool and 24-hour service. Nearby adventures include kayaking and snorkelling, with Hemingway's home a short drive away.
Waterfront elegance meets Key West charm at this coastal retreat. Just minutes from Duval Street and Smathers Beach, the hotel offers a refreshing indoor pool and 24-hour service. Nearby adventures include kayaking and snorkelling, with Hemingway's home a short drive away.
Victorian elegance meets island paradise at this adults-only retreat near South Beach. Enjoy 2 outdoor pools, a hot tub, and free breakfast before exploring nearby Duval Street. The lush garden and terrace create a tranquil oasis praised by travellers for exceptional service.
Victorian elegance meets island paradise at this adults-only retreat near South Beach. Enjoy 2 outdoor pools, a hot tub, and free breakfast before exploring nearby Duval Street. The lush garden and terrace create a tranquil oasis praised by travellers for exceptional service.
Unwind in this tranquil Key West retreat with a refreshing outdoor pool and poolside bar. Just a 5-minute drive from Duval Street and Florida Keys beaches, guests love the quiet atmosphere, convenient shuttle service, and complimentary breakfast.
Unwind in this tranquil Key West retreat with a refreshing outdoor pool and poolside bar. Just a 5-minute drive from Duval Street and Florida Keys beaches, guests love the quiet atmosphere, convenient shuttle service, and complimentary breakfast.
"Overall good stay! The breakfast was good and always clean. Hotel seemed a little older but was well kept. Pool was relaxing to sit by and enjoy!"
"Overall good stay! The breakfast was good and always clean. Hotel seemed a little older but was well kept. Pool was relaxing to sit by and enjoy!"
Enjoy American cuisine at The Garden Grille after a refreshing swim in the outdoor pool. This hotel offers a poolside bar, fitness centre, and free area shuttle to explore nearby attractions. Guests praise the convenient location and helpful staff.
Enjoy American cuisine at The Garden Grille after a refreshing swim in the outdoor pool. This hotel offers a poolside bar, fitness centre, and free area shuttle to explore nearby attractions. Guests praise the convenient location and helpful staff.
Immerse yourself in Key West's vibrant atmosphere at this B&B with a refreshing pool and lush garden. Just minutes from Duval Street and Hemingway's Museum, enjoy daily housekeeping and a delicious breakfast while adventure awaits with nearby hiking, kayaking, and diving.
Immerse yourself in Key West's vibrant atmosphere at this B&B with a refreshing pool and lush garden. Just minutes from Duval Street and Hemingway's Museum, enjoy daily housekeeping and a delicious breakfast while adventure awaits with nearby hiking, kayaking, and diving.
"I loved this place the location was absolutely perfect "
"I loved this place the location was absolutely perfect "
Located in Key West, this peaceful retreat offers a refreshing outdoor pool with poolside bar. Just 15 minutes from Ernest Hemingway Home and Museum, guests praise the complimentary breakfast and helpful staff at this Victorian haven with lush garden surroundings.
Located in Key West, this peaceful retreat offers a refreshing outdoor pool with poolside bar. Just 15 minutes from Ernest Hemingway Home and Museum, guests praise the complimentary breakfast and helpful staff at this Victorian haven with lush garden surroundings.
"Great place to stay for a couple days. Clean and a great staff. "
"Great place to stay for a couple days. Clean and a great staff. "
Steps away from vibrant Duval Street, this hotel offers a refreshing morning swim and evening hot tub experience. Guests appreciate the helpful staff, free breakfast, and easy access to Ernest Hemingway Home and Mallory Square.
Steps away from vibrant Duval Street, this hotel offers a refreshing morning swim and evening hot tub experience. Guests appreciate the helpful staff, free breakfast, and easy access to Ernest Hemingway Home and Mallory Square.
"Wonderful place to stay right in the heart of Key West. The pool and deck area are nice and cozy for a relaxing time. "
"Wonderful place to stay right in the heart of Key West. The pool and deck area are nice and cozy for a relaxing time. "
This waterfront haven boasts 2 seafood restaurants, 2 poolside bars, and a 24-hour fitness centre. Just a short drive from Smathers Beach and Duval Street, the hotel's marina setting offers a peaceful atmosphere with easy access to Key West's popular attractions.
This waterfront haven boasts 2 seafood restaurants, 2 poolside bars, and a 24-hour fitness centre. Just a short drive from Smathers Beach and Duval Street, the hotel's marina setting offers a peaceful atmosphere with easy access to Key West's popular attractions.
Immerse in oceanfront luxury at this Key West retreat. Sip drinks by 3 pools, unwind with massages at the spa, or practice yoga on the beach. The beachfront café serves American cuisine, while Duval Street's attractions remain moments away.
Immerse in oceanfront luxury at this Key West retreat. Sip drinks by 3 pools, unwind with massages at the spa, or practice yoga on the beach. The beachfront café serves American cuisine, while Duval Street's attractions remain moments away.
This beach hotel offers a refreshing outdoor pool and coastal ambiance just minutes from Smathers Beach and Duval Street. Enjoy a workout in the 24-hour fitness centre, savour meals at the restaurant, or sip drinks at the bar.
This beach hotel offers a refreshing outdoor pool and coastal ambiance just minutes from Smathers Beach and Duval Street. Enjoy a workout in the 24-hour fitness centre, savour meals at the restaurant, or sip drinks at the bar.
Experience island tranquility at this Key West hotel, just minutes from Smathers Beach and Duval Street. The resort offers a refreshing outdoor pool, hot tub, and convenient dining at the restaurant and snack bar. Free WiFi and parking add value to your Florida Keys escape.
Experience island tranquility at this Key West hotel, just minutes from Smathers Beach and Duval Street. The resort offers a refreshing outdoor pool, hot tub, and convenient dining at the restaurant and snack bar. Free WiFi and parking add value to your Florida Keys escape.
Embrace the tranquil atmosphere of this Key West hotel featuring a refreshing outdoor pool with poolside bar. Just minutes from Duval Street and Smathers Beach, guests enjoy convenient room service, free breakfast, and thoughtful courtyard spaces.
Embrace the tranquil atmosphere of this Key West hotel featuring a refreshing outdoor pool with poolside bar. Just minutes from Duval Street and Smathers Beach, guests enjoy convenient room service, free breakfast, and thoughtful courtyard spaces.
"Staff is friendly and knowledgeable in local attractions."
"Staff is friendly and knowledgeable in local attractions."
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
"I stay here almost exclusively on my annual visits to Key West. Staff is always super helpful, courteous & polite. The "Venetian" pool is so impressive with its design & the shell fountains, plus the surrounding outdoor bar & breakfast buffet area is has a super local/island feel. The rooms are always in great condition, very clean & well stocked. I love how the hotel is elevated so there are so many parking spots underneath to provide cover. The continental breakfast is fantastic! I'll be back in 2026 guaranteed! "
"I could not have asked for more. 2 BR and 2 BA with a stunning view.
Even though it is a few minutes from downtown Key West, it was relaxing to be away from the hustle. Went to relax and that is just what we got.
I will stay here again "
If I need to cancel my hotel reservation in Cow Key, will I receive a refund?
Yes! You'll find that most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Cow Key.
How is it staying in Cow Key?
Visitors can enjoy all that Cow Key has to offer, including the restaurants, shopping and beaches. A top sight in the area is Duval Street. There are 3205 hotels and other accommodation options in the surrounding area. Find out more about Cow Key.
The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Cow Key is 956 mm.
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