The Best Hotels in The Meadows, Key West - 2026 Updated Prices

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Our top choices for The Meadows hotels

1. The Palms Hotel

The Meadows

Marcus

4.419.004 ₫ total

includes taxes & fees

24 Aug - 25 Aug

2. Authors of Key West Guest House

The Meadows

Kasi

3.168.668 ₫ total

includes taxes & fees

10 Aug - 11 Aug

3. Paradise Inn Key West - Adults Only

Downtown Key West, 1 km from The Meadows

Marcia

4.997.449 ₫ total

includes taxes & fees

4 Aug - 5 Aug

Cigar House King Suite w/ Poolside porch | Balcony view

4. Island City House Hotel

Historic Seaport, 0.9 km from The Meadows

Sean

5.069.934 ₫ total

includes taxes & fees

4 Aug - 5 Aug

5. Fitch Lodge - Key West Historic Inns

Historic Seaport, 0.7 km from The Meadows

amelia

5.990.689 ₫ total

includes taxes & fees

16 Aug - 17 Aug

6. Winslow's Bungalows - Key West Historic Inns

Old Town Key West, 0.8 km from The Meadows

Julia

6.523.183 ₫ total

includes taxes & fees

16 Aug - 17 Aug

7. Eden House

Historic Seaport, 0.6 km from The Meadows

Cheynea

4.618.470 ₫ total

includes taxes & fees

31 Aug - 1 Sept

8. The Independent Inn - Formerly Heron House Court

Historic Seaport, 0.6 km from The Meadows

Kelly

3.747.587 ₫ total

includes taxes & fees

10 Aug - 11 Aug

9. The Grand Guesthouse

Old Town Key West, 0.6 km from The Meadows

Dan

4.912.256 ₫ total

includes taxes & fees

6 Aug - 7 Aug

10. Silver Palms Inn & Historic Homes

Old Town Key West, 0.7 km from The Meadows

Alex

4.135.835 ₫ total

includes taxes & fees

17 Aug - 18 Aug

Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

11. Almond Tree Inn Hotel - Adults Only

Downtown Key West, 1.1 km from The Meadows

Jonathan

5.672.541 ₫ total

includes taxes & fees

9 Aug - 10 Aug

12. Westwinds Inn

Historic Seaport, 0.8 km from The Meadows

Nicole

4.679.291 ₫ total

includes taxes & fees

4 Aug - 5 Aug

Outdoor pool, open 7:00 AM to 10:00 PM, free pool cabanas, pool loungers

13. Fairfield Inn and Suites by Marriott Key West

New Town, 1.5 km from The Meadows

Kendall

4.703.828 ₫ total

includes taxes & fees

11 Aug - 12 Aug

14. The Marquesa Hotel

Old Town Key West, 1.1 km from The Meadows

Darrell

8.163.856 ₫ total

includes taxes & fees

18 Aug - 19 Aug

15. Santa Maria Suites

Uptown - Upper Duval, 1.3 km from The Meadows

Veronica

9.436.977 ₫ total

includes taxes & fees

30 Aug - 31 Aug

16. The Southernmost Inn - Adults Only

Uptown - Upper Duval, 1.2 km from The Meadows

Robert

4.588.592 ₫ total

includes taxes & fees

4 Aug - 5 Aug

Superior Studio Suite, 1 King Bed with Sofa bed, Accessible, Refrigerator & Microwave | Free WiFi, bed sheets

17. Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Old Town Key West, 0.5 km from The Meadows

Jaime

6.897.441 ₫ total

includes taxes & fees

4 Aug - 5 Aug

Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

18. Lighthouse Hotel - Key West Historic Inns

Bahama Village, 1.4 km from The Meadows

Dennis

6.789.428 ₫ total

includes taxes & fees

16 Aug - 17 Aug

Couples treatment room(s), facials, massages

19. Southernmost Beach Resort and Guesthouses

Uptown - Upper Duval, 1.3 km from The Meadows

Robert

6.004.592 ₫ total

includes taxes & fees

1 Sept - 2 Sept

20. The Cabana Inn Key West - Adults Only

Downtown Key West, 1.3 km from The Meadows

Kyle

4.617.644 ₫ total

includes taxes & fees

4 Aug - 5 Aug

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Where to stay in The Meadows

Find the best The Meadows areas for the activities you enjoy most.

A white lighthouse with a small adjacent building, surrounded by lush green trees and a clear blue sky.

Old Town Key West

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.

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A sunset over a coastal landscape with a small island surrounded by water.

Stock Island

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A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

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A two-story house with green shutters and a wooden balcony.

Key West Historic District

Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Florida Keys Beaches.

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A row of pastel-colored houses with white railings and a clear blue sky.

New Town

While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Key West Tropical Forest and Botanical Garden.

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Top The Meadows Hotel Reviews

Parrot Key Hotel & Villas

10/10 Excellent

"The rooms were very comfortable for our family. We liked that our teen could have her own space (we booked the two bed room suite). The resort feels like a little oasis with the grown trees and foliage."

Southernmost Beach Resort and Guesthouses

8/10 Good

"This is s beautiful property with an excellent location. My only complaint is that we requested a ground floor room 8 months before arrival due to my wife not able to climb stairs. I sent a second reminder two weeks before arrival. The room we were given was on the second floor up steep stairs with no lighting. I was told by staff that a request us not a guarantee and the hotel was full. A ground floor room did become available the next morning but it was so small it lacked a closet or dresser and the bathroom required you to sit sideways on the toilet. We won’t be returning."

Beachside Resort & Residences

8/10 Good

"The property was very nice but in need a daily maintenance: Lawn cleaned and mowed to keep up resort type appearance that it should. Probably should hose off the stairs and benches of chicken droppings, also to look resort worthy. All said and done, the room was exceptionally nice (ice maker didn't work) and the amenities were good - though some beach chairs were broken however it is noted, some of the tourist around the pool were nasty and there were kids jumping on those chairs. It is a good location, easy to go anywhere and the restaurant was very nice."

Hyatt Vacation Club at Windward Pointe, Key West

8/10 Good

"Really nice Hotel and pool. Really good bar and food by the pool. Only complaint was the 5 nights I was there house keeping never once came to refresh my room. Good thing i brought detergent and a washer and dryer was in the room. Everything was great but that would've made it spectacular."

Frequently asked questions

What's it like in The Meadows?

You'll be sure to have fun exploring Key West's The Meadows neighbourhood. Are you looking for The Meadows travel tips? Make sure that you visit The Unitarian Universalist Fellowship of Key West and Bayview Park while you're in the neighbourhood.

How many hotels can I expect to find in The Meadows?

If you're searching for places to stay in Key West, Expedia has something to meet your needs with 45 The Meadows hotels and other accommodation options to choose from.

If I need to cancel my hotel reservation in The Meadows, will I receive a refund?

Yes, you'll find most hotel bookings are fully refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you booked a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of booking. Add your dates and click on "Search", then you can filter by "fully refundable" to get the best options available in The Meadows.

What is there to do in this Key West neighbourhood?

A few attractions you might want to check out while you're in The Meadows are The Unitarian Universalist Fellowship of Key West and Bayview Park. While you're out sightseeing, Duval Street and Studios of Key West are a couple of additional sights to visit in Key West.

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Our top choices for The Meadows hotels

1. The Palms Hotel

2. Authors of Key West Guest House

3. Paradise Inn Key West - Adults Only

4. Island City House Hotel

5. Fitch Lodge - Key West Historic Inns

6. Winslow's Bungalows - Key West Historic Inns

7. Eden House

8. The Independent Inn - Formerly Heron House Court

9. The Grand Guesthouse

10. Silver Palms Inn & Historic Homes

11. Almond Tree Inn Hotel - Adults Only

12. Westwinds Inn

13. Fairfield Inn and Suites by Marriott Key West

14. The Marquesa Hotel

15. Santa Maria Suites

16. The Southernmost Inn - Adults Only

17. Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

18. Lighthouse Hotel - Key West Historic Inns

19. Southernmost Beach Resort and Guesthouses

20. The Cabana Inn Key West - Adults Only

Where to stay in The Meadows

Old Town Key West

Stock Island

Downtown Key West

Key West Historic District

New Town

Top The Meadows Hotel Reviews

Parrot Key Hotel & Villas

Frequently asked questions

Explore a world of travel with Expedia