20 Best Places for Staycation in Key West You Should Know!

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Key West is an island city which is part of the Florida archipelago, one of the best destinations you can visit in the state of Florida.

The city is the southernmost point of Florida, lying over 90 miles north of Cuba.

If you're planning to visit Key West, there's plenty of things you can do and see in this city.

Tripboba have wrapped the 20 best places for staycation in Key West for your best travel reference.

Tourist attractions are also available nearby which are worth visiting. Let's check these places out for your best experience staycation in Key West!

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1. FAIRFIELD INN & SUITES BY MARRIOTT KEY WEST AT THE KEYS COLLECTION

Fairfield Inn & Suites by Marriott Key West at The Keys Collection is on the first list of staycation hotels you can visit in Key West. This 2-star hotel offers comfortable rooms in varied types, an outdoor pool, a fitness center, a bar, and free breakfast. This budget hotel can be your best pick for the next holiday season in Florida.

There's plenty of interesting places available nearby the hotel as well. You can consider to visit these places such as Smathers Beach, Duval Street and The Ernest Hemingway Home and Museum. These places are pretty reachable from the hotel that will add some experiences during your stay.

Fairfield Inn & Suites by Marriott Key West at The Keys Collection

Wash your troubles away at this unfussy hotel in Old Town Key West.

Offers a convenient location near beloved hot spots such as Duval Street, Old Town and Mallory Square.

Address : 3852 N Roosevelt Blvd, Key West, FL 33040, USA

2. HILTON GARDEN INN KEY WEST / THE KEYS COLLECTION

Courtyard by Marriott Key West Waterfront is a 3-star waterfront hotel. It features a beach, an outdoor pool, freebies, a shuttle area, and free Wi-Fi access. This hotel can be another option for your less expensive accommodation in Florida.

If you're planning to visit some of its interesting places nearby, you can pretty find many places. The nearby tourist attractions such as the Key West Tropical Forest & Botanical Garden and the Mallory Square. It is an ideal option for your best staycation Key West.

Hilton Garden Inn Key West / The Keys Collection

This relaxed hotel along US-1 is 3 miles from the lively Smathers Beach.

Come with warmly decorated rooms feature free Wi-Fi, flat-screen TVs and desks, as well as minifridges.

Address : 3850 N Roosevelt Blvd, Key West, FL 33040, USA

3. HAMPTON INN KEY WEST

Hampton Inn Key West is another casual 3-star hotel in the downtown. It offers an outdoor pool, a bar, a restaurant, ocean views, and free shuttle. Hampton Inn can be your best pick for a staycation in Key West.

The hotel is also near to many tourist attractions such as the Atlantic Ocean, Key West International Airport and the white-sand Smathers Beach. These places are located nearby the hotel that you can reach within minutes. If you're planning to get the best travel experience in Key West, this hotel is one of our best recommendation.

Hampton Inn Key West

This laid-back hotel is perfect for leisure trip.

Relaxed rooms offer Wi-Fi, flat-screens and sitting areas, plus minifridges, microwaves, and tea and coffeemakers.

Address : 3755 S Roosevelt Blvd, Key West, FL 33040, USA

4. OCEAN KEY RESORT & SPA

Ocean Key Resort & Spa is an island-style resort hotel in Key West. This resort features comfortable rooms with whirlpool tubs, a spa, a restaurant, and a poolside lounge. This hotel is an ideal spot for staycation in Key West.

Its beautiful beach views and the poolside lounge will add such amazing experience. The nearby tourist attractions you can consider to visit such the harbor and Sunset Pier at Duval Street, Sloppy Joe’s bar, the Harry S. Truman Little White House and the Ernest Hemingway Home and Museum. You will be enjoying your staycation at this hotel with various interesting things to explore.

Ocean Key Resort & Spa

Classic island-style hotel provides rooms with bright accents.

Every room comes with the Gulf of Mexico views.

Address : 0 Duval St, Key West, FL 33040, USA

5. THE SOUTHERNMOST HOUSE HOTEL

The Southernmost House Hotel is a 3-star hotel sets in historic Victorian building. It features comfortable rooms in varied types, continental breakfast at a fine restaurant, and a heated pool. You will be enjoying this casual hotel for the staycation in Key West.

There are plenty of things you can also consider to visit nearby the hotel. The nearby tourist attractions such as the Southernmost Point and the Ernest Hemingway Home and Museum. You can consider this hotel as one of your best staycation spots in Key West.

The Southernmost House Hotel

A historic beachfront Key West boutique hotel for family leisure.

It is a paradise in a gorgeous setting to make the best stay experience.

Address : 1400 Duval St, Key West, FL 33040, USA

6. BARBARY BEACH HOUSE KEY WEST

Barbary Beach House Key West is another cool beach resort in town. This hotel provides comfortable rooms in varied types, an outdoor pool, a trendy restaurant, a poolside bar, and amazing beach views. It is an ideal spot for your staycation in Key West.

There's plenty of things you can also do nearby the hotel. These places are interesting you should visit during your free time on the holiday season. The nearby places such as Smathers Beach, the Key West International Airport, and the Key West Butterfly and Nature Conservatory.

Barbary Beach House Key West

Discover alluring suites and guestrooms inspired by the island’s legendary natural landscape and colorful maritime history.

Amenities include a poolside bar and a trendy restaurant with a furnished terrace.

Address : 2001 S Roosevelt Blvd, Key West, FL 33040, USA

7. DOUBLETREE RESORT BY HILTON HOTEL GRAND KEY - KEY WEST

DoubleTree Resort by Hilton Hotel Grand Key - Key West a elegant resort-style hotel. This 3-star hotel features comfortable rooms in varied types with beach views, an outdoor pool, waterfall and tiki bar, beach views, and free airport shuttle. It is an ideal option for your best staycation spot in Key West.

The hotel is also near to the downtown that allows you to get into some of its best shopping centers, eatery spots, and entertainment. The nearby attractions you can also consider to visit such as the Key West airport, the beaches, and the downtown Key West.

DoubleTree Resort by Hilton Hotel Grand Key - Key West

All rooms offer traditional decor and custom-designed beds with a list amenities.

A restaurant specializing in seafood offers a la carte meals all day plus outdoor dining.

Address : 3990 S Roosevelt Blvd, Key West, FL 33040, USA

8. COURTYARD BY MARRIOTT KEY WEST WATERFRONT

Courtyard by Marriott Key West Waterfront is another fun and cool 3-star hotel in town. It offers comfortable rooms in varied types, beach, an outdoor pool, freebies such as parking area, and also a free Wi-Fi access. This hotel can be your ideal pick for an affordable accommodation in Florida.

The hotel is also nearby to many places you should visit. The nearby tourist attractions you can consider such as West Tropical Forest & Botanical Garden and the Mallory Square. This hotel is an ideal spot for the summer holiday season with white sandy beach.

Courtyard by Marriott Key West Waterfront

This waterfront hotel is 1.6 miles from the Key West Tropical Forest & Botanical Garden and 2.9 miles from Mallory Square.

Contemporary rooms offer free WiFi, desks, flat-screen TVs, minifridges and coffeemakers.

Social spaces include a living room-style lobby.

Address : 3031-41 N Roosevelt Blvd, Key West, FL 33040, USA

9. KEY WEST MARRIOTT BEACHSIDE HOTEL

Key West Marriott Beachside Hotel is a fine 4-star hotel featuring American and continental dining. It also offers comfortable rooms and suites in varied types, a pool, a marina, and also free local shuttle. This hotel is a suitable spot for staycation in the summer holiday.

If you want to explore and do outdoor activities, there's plenty of places you can consider to visit. The nearby attractions such as the Ernest Hemingway Home and Museum, and the Key West International Airport. It is a well-packed accommodation to satisfy your holiday in Key West, Florida.

Key West Marriott Beachside Hotel

This hotel offers varied types of comfortable rooms and suites.

Address : 3841 N Roosevelt Blvd, Key West, FL 33040, USA

10. MARGARITAVILLE KEY WEST RESORT & MARINA

Margaritaville Key West Resort & Marina is a polished 4-star resort. It features comfortable airy rooms and suites in varied types, ocean views rooms, a fine dining, a pool, and a marina. This hotel is a suitable spot for your staycation in Key West, Florida.

The hotel is also nearby many interesting places. The nearby places you can visit such as the Old Town, the Mallory Square, the Key West Bight Marina and Duval Street. It has all of the best resort city you can expect to color your holiday.

Margaritaville Key West Resort & Marina

Experience the extraordinary with 178 spacious guest rooms and suites with a variety of splendid views.

There’s a poolside bar, an open-air bar, and a casual restaurant with water views too.

Address : 245 Front St, Key West, FL 33040, USA

11. HAVANA CABANA AT KEY WEST

Havana Cabana At Key West is a 3-star hotel featuring hip rooms in varied types. This hotel also features an outdoor pool, a hot tub, and a food truck serving Cuban fare. It has an interesting sight you should find out yourself. Definitely one of the best staycation spots in Key West.

There's plenty of other things you can also do nearby the hotel such as the Atlantic Ocean, Highway 1, Smathers Beach and the Ernest Hemingway House. It is indeed the best accommodation with less expensive offer you should try to stay at. It is worth a visit.

Havana Cabana At Key West

There's plenty of other things you can also do nearby the hotel such as the Atlantic Ocean, Highway 1, Smathers Beach and the Ernest Hemingway House.

Address : 3420 N Roosevelt Blvd, Key West, FL 33040, USA

12. SEASHELL MOTEL

Seashell Motel is a bright budget hotel in Key West. This 2-star hotel can be your best pick for budget holiday in Florida. It features simple rooms in varied types, dorms with shared bathroom, and also free Wi-Fi access. It is incredibly one of the finest place to get your holiday well spent.

The hotel is also nearby to some of downtown's attractions and public facilities. The nearby places you can visit such as South Beach and the bustling area of Duval Street. You can consider this hotel as one of your best staycation spots in Key West. It is a worth visit.

Seashell Motel

The hotel is also nearby to some of downtown's attractions and public facilities.

Address : 718 South St, Key West, FL 33040, USA

13. SHERATON SUITES KEY WEST

Sheraton Suites Key West is a 3-star hotel featuring airy suites and terrace dining. It also offering comfortable surroundings, an outdoor pool, and a fitness room. This hotel is one of our best recommendations for your staycation spot in Key West.

If you're planning to get around and explore, there's plenty of things you can visit. The nearby attractions such as the Ernest Hemingway Home & Museum and the Key West Aquarium. It is a nice option that you should consider to visit.

Sheraton Suites Key West

If you're planning to get around and explore, there's plenty of things you can visit.

Address : 2001 S Roosevelt Blvd, Key West, FL 33040, USA

14. CASA MARINA KEY WEST, A WALDORF ASTORIA RESORT

Casa Marina Key West, A Waldorf Astoria Resort is a 4-star hotel offering a private beach. This elegant resort also offers a spa, 2 outdoor pools, a rum bar, and a steakhouse. It has the best offer you should consider to visit.

The hotel is also nearby to many interesting places. You can enjoy and explore the nearby attractions such as the Truman Little White House, The Ernest Hemingway Home and Museum. It is an ideal spot for your best staycation holiday season in Key West.

Casa Marina Key West, A Waldorf Astoria Resort

The hotel is also nearby to many interesting places.

Address : 1500 Reynolds St, Key West, FL 33040, USA

15. THE REACH KEY WEST, A WALDORF ASTORIA RESORT

The Reach Key West, A Waldorf Astoria Resort is a refined 4-star hotel in the best scenic views of the island. It features relaxed rooms and suites in varied types, a private beach, an outdoor pool, and a fine dining restaurant. You can consider this resort as one of your best options for staycation in Key West.

There's plenty of things you can also consider besides staying at the hotel. The nearby tourist attractions you can visit such as he Atlantic Ocean, this elegant hotel is a 12-minute walk from the Key West Lighthouse and the shopping and nightlife along Duval Street. It is an ideal option for your well-packed accommodation in the Key West.

The Reach Key West, A Waldorf Astoria Resort

There's plenty of things you can also consider besides staying at the hotel.

Address : 1435 Simonton St, Key West, FL 33040, USA

16. THE MERMAID & THE ALLIGATOR

The Mermaid & The Alligator is a fine hotel sets in Queen Anne-style building. It features comfortable rooms and suites in varied types, a plunge pool, and many more. It is one of the finest spot you can consider for your staycation hotel in Key West.

If you're looking for the outdoor activities or the bustling area to find eatery spots and shopping center, you can get around nearby. The nearby attractions such as the Ernest Hemingway Home and Museum. It has the calm and charm atmosphere to escape from the bustling area of the city.

The Mermaid & The Alligator

If you're looking for the outdoor activities or the bustling area to find eatery spots and shopping center, you can get around nearby.

Address : 729 Truman Ave, Key West, FL 33040, USA

17. DUVAL INN

Duval Inn is another 3-star hotel offering refined accommodation. It also features refined hotel rooms in varied types, an outdoor pool, a tiki-style bar, happy hours, and also free breakfast. You can consider this hotel as your another best option for staycation spot in Key West.

There's plenty of interesting places you can also consider to visit such as Duval Street's shops and restaurants, Key West Aquarium, and Key West Butterfly and Nature Conservatory. It is a cozy spot you should try to visit with complete amenities and facilities nearby.

Duval Inn

There's plenty of interesting places you can also consider to visit such as Duval Street's shops and restaurants, Key West Aquarium, and Key West Butterfly and Nature Conservatory.

Address : 511 Angela St, Key West, FL 33040, USA

18. HYATT CENTRIC KEY WEST RESORT & SPA

Hyatt Centric Key West Resort & Spa is another fine 4-star resort hotel in Key West. It features comfortable rooms and suites in varied types, seafood dining in a fine restaurant, a spa, an outdoor pool, and free Wi-Fi access. If you're looking for a resort for staycation, this place is recommended.

There's plenty of interesting places you can also consider to visit such as the Gulf of Mexico, Mallory Square and the Southernmost point buoy. You will be enjoying the amazing and scenic surroundings nearby the hotel. It is worth a visit.

Hyatt Centric Key West Resort & Spa

There's plenty of interesting places you can also consider to visit such as the Gulf of Mexico, Mallory Square and the Southernmost point buoy.

Address : 601 Front St, Key West, FL 33040, USA

19. THE SAINT HOTEL KEY WEST, AUTOGRAPH COLLECTION

The Saint Hotel Key West, Autograph Collection is an elegant 4-star hotel. It features modern rooms and suites in varied types, an outdoor pool, and a Creole restaurant. This is one of the best lists of staycation spot in Key West.

If you're planning to spend your holiday in Key West, this one is recommended. There's various activities you can do nearby the hotel. If you love exploring, the nearby attractions you can visit such as boutiques and art galleries on Duval Street, the Ernest Hemingway House and the lively area of Smathers Beach.

The Saint Hotel Key West, Autograph Collection

If you're planning to spend your holiday in Key West, this one is recommended.

Address : 417 Eaton St, Key West, FL 33040, USA

20. SANTA MARIA SUITES RESORT

Santa Maria Suites Resort is a sophisticated 4-star resort hotel in Key West. The hotel offers airy suites in varied types, garden views, 2 outdoor pools, and a Japanese restaurant. It can be your another options for beach resort as well as the green garden atmosphere.

This hotel is one of the best places for staycation in Key West. There's plenty of things you can also do to experience the lively vibes of the city. The nearby attractions such as Duval Street's bars and restaurants, and minutes walking from the beach.

Santa Maria Suites Resort

This hotel is one of the best places for staycation in Key West.

Address : 1401 Simonton St, Key West, FL 33040, USA