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Hotels near Jackson Square, Key West

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Featured hotels near Jackson Square

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The Capitana Key West

Key West (1.7 mi from Jackson Square)

Situated in Key West, 2.1 km from Smathers Beach, The Capitana Key West features accommodation with an outdoor swimming pool, free private parking, a fitness centre and a private beach area.

P
Pernille Benita
From
Denmark
Everything is Fresh and new. Everything you expect of a Key West stay. The concierge, Lee who greeted us upon our arrival, was nothing less than amazing. She really made our experience extraordinaire.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2,930 reviews
Price from
US$205
1 night, 2 adults

The Gardens Hotel

Key West (1,200 ft from Jackson Square)

Located in Key West, Florida, this adult-only hotel offers two outdoor pools. Duval Street is a 1-minute walk away, and Key West Butterfly and Nature Conservatory is 3 minutes’ drive from the hotel.

N
Nur C.
From
Italy
The best Hotel I've never been. Loved everything.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 114 reviews
Price from
US$527.63
1 night, 2 adults

Island City House

Key West (2,100 ft from Jackson Square)

Offering an outdoor pool, this historic Key West Island City House hotel is 2 minutes’ walk from the Key West sea port. Features include free WiFi, garden, and rooms with a kitchen.

L
Lydia
From
Germany
Really really cosy and nice. The house is just so pretty and the rooms are really spacious! The staff is outstandingly friendly!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 727 reviews
Price from
US$313.60
1 night, 2 adults

Orchid Key Inn - Adults Only

Key West (2,100 ft from Jackson Square)

This historic Key West Orchid Key Inn - Adults Only is on Duval Street 3 minutes’ walk from the Ernest Hemingway House and Museum.

A
Andreas
From
Norway
Had a great stay in this little gem perfectly located in Key West! Staff (especially Cindy) was the best, and of course the hotelcat Mr. P is a bonus!!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 304 reviews
Price from
US$245.65
1 night, 2 adults

The Mermaid & The Alligator

Key West (2,750 ft from Jackson Square)

Boasting an outdoor swimming pool, a garden as well as a shared lounge, The Mermaid & The Alligator is situated in the centre of Key West, less than 1 km from South Beach.

N
Nathan
From
Canada
A piece of history well located in old town key west Very green and convenient You can rent bike a the property
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 153 reviews
Price from
US$294
1 night, 2 adults

Hyatt Vacation Club at Windward Pointe

Key West (3.3 mi from Jackson Square)

This Hyatt Windward Pointe is situated in Key West, 5.7 km from the Southernmost Point, and boasts a year-round outdoor pool and hot tub. A fully equipped kitchen is provided in every apartment.

R
Ross
From
United Kingdom
Absolutely exceptional stay in Key West! While the location was a bit further from Duval Street, it more than made up for it with stunning beach and sea views—perfect for a peaceful, relaxing getaway. The staff were warm, welcoming, and always helpful. Our room was immaculate and tastefully decorated, offering great comfort and privacy. Although breakfast wasn’t included, there were plenty of great local spots nearby to explore. The overall atmosphere was tranquil and truly felt like a slice of paradise. Highly recommend, and we’re already looking forward to our next visit!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 921 reviews
Price from
US$256.90
1 night, 2 adults
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Most booked hotels near Jackson Square in the past month

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Number 1Booked hotel near Jackson Square

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,958 reviews

Number 2Booked hotel near Jackson Square

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 4,600 reviews

Number 3Booked hotel near Jackson Square

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 3,280 reviews

Number 4Booked hotel near Jackson Square

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2,930 reviews

Number 5Booked hotel near Jackson Square

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 2,360 reviews

Number 6Booked hotel near Jackson Square

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,262 reviews

Number 7Booked hotel near Jackson Square

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 3,517 reviews

Number 8Booked hotel near Jackson Square

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 1,493 reviews

Number 9Booked hotel near Jackson Square

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 3,460 reviews

Number 10Booked hotel near Jackson Square

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 2,887 reviews

Enjoy breakfast at the hotels near Jackson Square

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Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 301 reviews

This Key West inn is 4 minutes’ walk from the Ernest Hemingway House and Museum.

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,262 reviews

Key West’s newest vacation destination is here! Perched at the gateway to Key West, Blue Flamingo Resort is your tropical escape for tiki cocktails, poolside cabanas, and island-inspired bites at Rum...

From US$696.38 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 2,360 reviews

Located just 1 mile from historic Duval Street, this Key West hotel features a heated swimming pool and a daily continental breakfast. Free WiFi is available throughout the property.

From US$522.57 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 3,460 reviews

Silver Palms Inn, located in historic Key West, has an outdoor pool and is a 9-minute walk from the Ernest Hemingway Museum. Guest rooms offer private balconies and 40-inch flat-screen TVs.

From US$741.38 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 1,377 reviews

Hampton Inn Key West boasts a heated pool with an ocean view. Guests can grab a bite to eat at the poolside restaurant. A free buffet breakfast is offered daily. Complimentary WiFi is provided.

From US$636.86 per night
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,958 reviews

Located off US-1, Fairfield by Marriott Inn & Suites Key West at The Keys Collection features an outdoor pool, Tiki bar, and fitness centre.

From US$623.25 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 223 reviews

Offering a heated outdoor pool, this boutique Ella's Cottages is located in Old Town Key West 2 minutes' walk from Duval Street. Free WiFi and a poolside continental breakfast are provided.

From US$1,005.75 per night
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 679 reviews

Set in Key West, less than 1 km from South Beach, La Pensione Inn - Adult Exclusive offers accommodation with an outdoor swimming pool, free private parking, a shared lounge and a terrace.

From US$617.63 per night

Budget hotels near Jackson Square

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Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 157 reviews

Located on Duval Street in Key West, La Te Da welcomes adult guests with a restaurant and bar. Every room has a flat-screen TV with cable channels. Extras include free toiletries and a hairdryer.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 727 reviews

Offering an outdoor pool, this historic Key West Island City House hotel is 2 minutes’ walk from the Key West sea port. Features include free WiFi, garden, and rooms with a kitchen.

From US$635.63 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 153 reviews

Boasting an outdoor swimming pool, a garden as well as a shared lounge, The Mermaid & The Alligator is situated in the centre of Key West, less than 1 km from South Beach.

From US$511.88 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 921 reviews

This Hyatt Windward Pointe is situated in Key West, 5.7 km from the Southernmost Point, and boasts a year-round outdoor pool and hot tub. A fully equipped kitchen is provided in every apartment.

From US$724.50 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 114 reviews

Located in Key West, Florida, this adult-only hotel offers two outdoor pools. Duval Street is a 1-minute walk away, and Key West Butterfly and Nature Conservatory is 3 minutes’ drive from the hotel.

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 28 reviews

Featuring 3-star accommodation, Papa's Hideaway is situated in Key West, 1.8 km from Key West Aquarium and 1.9 km from Mallory Dock.

From US$562.78 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 3,517 reviews

This trendy Key West boutique hotel features an outdoor pool and modern rooms equipped with iPod docking stations and flat-screen TVs. South Beach - Key West is 0.5 miles away from the property.

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 620 reviews

Set 7 km from Ernest Hemingway Home and Museum, Aqua Lodges At Hurricane Hole Marina offers 3-star accommodation in Key West and has a terrace, a restaurant and a bar.

Hotels with great access to Jackson Square!

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Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 304 reviews

This historic Key West Orchid Key Inn - Adults Only is on Duval Street 3 minutes’ walk from the Ernest Hemingway House and Museum.

From US$771.75 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2,930 reviews

Situated in Key West, 2.1 km from Smathers Beach, The Capitana Key West features accommodation with an outdoor swimming pool, free private parking, a fitness centre and a private beach area.

From US$634.50 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 1,951 reviews

Set in Key West, 5.2 km from Ernest Hemingway Home and Museum, The Laureate Key West features views of the pool. This 3-star hotel offers a business centre and a concierge service.

From US$544.50 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 46 reviews

Located in Key West, less than 1 km from Simonton Street Beach, The Saint Hotel Key West, Autograph Collection, Adult Only provides accommodation with free bikes, private parking, an outdoor swimming...

From US$740.25 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 637 reviews

Lighthouse Hotel is located in the heart of iconic Key West, opposite the Ernest Hemingway Home and Museum and the Keeper's Quarters Museum.

From US$1,005.75 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 329 reviews

This Key West hotel is located on the Gulf of Mexico and features an outdoor heated pool with a hot tub.

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 189 reviews

This Key West resort is 2 miles from historic Duval Street and 1 mile from the Key West International Airport.

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 804 reviews

Margaritaville Beach House Key West features a restaurant, outdoor swimming pool, a fitness centre and bar in Key West.

From US$664.10 per night