An aerial view of a coastal town with dense housing, a clear blue sky, and turquoise waters.

Hotels in The Meadows

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A building with a white exterior, a large red awning, and a gated entrance.

A spacious kitchen with a dining area, large windows, and a view of the outdoors.

A paved pathway lined with various plants and trees, leading to a building with a beige exterior.

A small, enclosed porch with a chair and a table, surrounded by lush greenery and a white lattice fence.

1. Authors of Key West Guest House

The Meadows

Jonathan

$101

$114 total

includes taxes & fees

Oct 4 - Oct 5

A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

A compact kitchen with white cabinets, a microwave, and a small dining area with two wicker chairs.

A pink building with a white door, a balcony with a white railing, and a view of a pool area.

A row of bicycles parked in front of a building with a white balcony and a palm tree.

2. The Palms Hotel

The Meadows

Thomas

$157

$199 total

includes taxes & fees

Oct 1 - Oct 2

A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

A two-story building with a porch, a sign reading "The Grand Guesthouse," and a purple flag.

A row of blue bicycles parked under a tree, with a white fence and a building in the background.

A bedroom with a bed, nightstand, lamp, air conditioning unit, and a no smoking sign.

3. The Grand Guesthouse

Old Town Key West, 0.6 km from The Meadows

Harriett C

$116

$155 total

includes taxes & fees

Sep 30 - Oct 1

A swimming pool with water splashing, surrounded by palm trees and a building in the background.

The exterior of the Silver Palms Inn with a two-story structure, a green awning over the entrance, and a palm tree to the right.

A two-story yellow house with a porch, white railings, and green shutters.

The entrance to Silver Palms Inn with a reception desk, a seating area, and a glass door.

4. Silver Palms Inn & Historic Homes

Old Town Key West, 0.7 km from The Meadows

Dennis

$99

$179 total

includes taxes & fees

Sep 30 - Oct 1

A wooden archway leading to a pool area surrounded by lush tropical vegetation.

A beach with palm trees, a sandy shore, and a calm sea under a clear sky.

A tall palm tree with a white building in the background.

A beach with palm trees, lounge chairs, and umbrellas.

5. Parrot Key Hotel & Villas

Northside Resort, 1.9 km from The Meadows

BradyLyn

$132

$206 total

includes taxes & fees

Oct 5 - Oct 6

A dining table with plates of food, a drink, and a view of a pool and palm trees.

A beach with a palm tree and two chairs.

A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.

A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.

6. Margaritaville Beach House Key West

2 km from The Meadows

$209

$298 total

includes taxes & fees

Sep 30 - Oct 1

A poolside area with lounge chairs, a staircase leading to a balcony, and a pool.

A Southernmost Inn with a porch, a sign indicating vacancy, and a staircase leading to the entrance.

A dining area with round tables and wicker chairs, a ceiling fan, and a bar area in the background.

A beige sofa with two pillows, flanked by two wooden side tables with lamps and potted plants, against a white wall with a framed picture of a tree.

7. The Southernmost Inn - Adults Only

Uptown - Upper Duval, 1.2 km from The Meadows

David

$83

$138 total

includes taxes & fees

Sep 30 - Oct 1

A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

A lush garden with a variety of tropical plants and a paved walkway.

A swimming pool with a mural of a dolphin and a butterfly, surrounded by lounge chairs and palm trees.

A hallway with a white door, a wooden bench, a blue sofa, and a staircase with a white railing.

8. Duval House

Downtown Key West, 1.2 km from The Meadows

Michele

$99

$133 total

includes taxes & fees

Oct 1 - Oct 2

A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

A pool area with blue lounge chairs, a hot tub, and a covered seating area.

A marina with boats docked, a beach resort building, and palm trees.

A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.

9. Ibis Bay Beach Resort

Northside Resort, 2.4 km from The Meadows

Maureen

$101

$146 total

includes taxes & fees

Sep 30 - Oct 1

A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.

A wooden door with glass panels, leading to an interior space with furniture and plants.

A cozy room with a wicker chair, a small table with a bottle and glasses, and a view of a yellow room through an open door.

A pool area with lounge chairs and candles, surrounded by palm trees and a building in the background.

10. Tropical Inn

Downtown Key West, 1.2 km from The Meadows

Robb

$139

$182 total

includes taxes & fees

Oct 1 - Oct 2

A wooden deck with wicker furniture, a white staircase, and a lush garden area.

A bedroom with a large bed, a view of a swimming pool, and an open door leading to an outdoor seating area.

A two-story house with a balcony, surrounded by palm trees and a clear blue sky.

A hotel room with a large bed, a view of a swimming pool, and a balcony with outdoor seating.

11. Heron House - Adult Only

Downtown Key West, 1.1 km from The Meadows

colleen

$116

$164 total

includes taxes & fees

Sep 30 - Oct 1

A spacious room with a wooden floor, white furniture, and large windows.

A covered outdoor area with a table and chairs, surrounded by white railings and green foliage.

A white building with a covered porch, potted plants, and a white picket fence.

A modern living room with a sofa, two armchairs, a coffee table, and a small table with a lamp. There is a large window with shutters, an air conditioning unit, and a view of greenery outside.

12. Paradise Inn Key West - Adults Only

Downtown Key West, 1 km from The Meadows

Paul

$160

$230 total

includes taxes & fees

Oct 13 - Oct 14

A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.

A cozy cabin with a wooden interior, a bed, a TV, and a kitchenette.

A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.

A pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.

13. Eden House

Historic Seaport, 0.6 km from The Meadows

Cheynea

$160

$202 total

includes taxes & fees

Sep 30 - Oct 1

A swimming pool with a 4ft depth marker, surrounded by lush tropical plants and a wooden deck with lounge chairs.

A pool area with a clear blue pool, wooden deck, lounge chairs, and tropical plants.

A white building with a staircase leading to a door, surrounded by large tropical plants.

A neatly made bed with blue pillows, a white headboard, and a white nightstand with a lamp.

14. Colors on White

Old Town Key West, 0.2 km from The Meadows

Jamie

$144

$162 total

includes taxes & fees

Sep 30 - Oct 1

An outdoor bar area with wooden tables and blue stools, a bar counter, and a sign that reads "Liqour Store".

A white decorative sculpture in a garden area with a white fence and a building in the background.

A modern kitchen with a coffee station, a television, and a display case with baked goods.

A motel with a porch, white chairs, and a signboard.

15. Southwinds Motel

Uptown - Upper Duval, 1.2 km from The Meadows

Troy

$129

$179 total

includes taxes & fees

Sep 30 - Oct 1

A pool area with lounge chairs and a cabana.

A waterfront hotel with a long pier, multiple balconies, and a view of the ocean.

A balcony with a table set for breakfast, overlooking the sea.

A dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.

16. Ocean Key Resort - A Noble House Resort

Historic Seaport, 1.7 km from The Meadows

Terrie

$246

$354 total

includes taxes & fees

Oct 15 - Oct 16

A swimming pool with clear water, surrounded by lush greenery and palm trees.

A bedroom with a bed, a ceiling fan, an air conditioning unit, a bedside table, a lamp, and a window with blinds.

A bathroom with a white sink, three bottles of body lotion, and a white towel.

A yellow building with a blue door and shutters, a number '302' on the wall, and a small porch area.

17. Tranquility Guest House

Bahama Village, 1.5 km from The Meadows

"We had a great stay. If you're looking for a quiet place of of Duval, I highly recommend this place. It's not a fancy place but the rooms are clean, the beds are comfortable and the pool is lovely. The location is fantastic! Walking distance to several nice restaurants and bars. Stores nearby. The hosts communicate very well. Anything we needed, they were on it right away with a text and let us know when to expect them. We will be booking here for our future stays."

Dianna

$111

$214 total

includes taxes & fees

Oct 14 - Oct 15

A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

A covered outdoor area with wooden tables and chairs, a view of the water, and a wooden deck with railings.

A pool area with lounge chairs, palm trees, and a building with a tiled roof.

A hotel room with a desk, two beds, a TV, a ceiling fan, and a balcony with curtains.

18. Courtyard by Marriott Key West Waterfront

Northside Resort, 2.3 km from The Meadows

Md Y

$179

$201 total

includes taxes & fees

Sep 30 - Oct 1

A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.

A resort with a pool leading to a beach, surrounded by palm trees and white buildings.

A spacious lobby with green sofas, a coffee table, and a dining area.

19. Casa Marina Key West, Curio Collection by Hilton

Casa Marina, 1.2 km from The Meadows

Gregory

$229

$325 total

includes taxes & fees

Oct 6 - Oct 7

A reception area with a curved marble counter, ceiling fans, large windows, and a staircase.

A bedroom with a bed, two bedside lamps, a ceiling fan, and a view of a balcony with plants.

A breakfast table with a variety of food items, including fruits, pastries, and a coffee mug.

A poolside area with lounge chairs and a clear blue pool surrounded by lush tropical vegetation.

20. Westwinds Inn

Historic Seaport, 0.8 km from The Meadows

Vincent

$147

$166 total

includes taxes & fees

Sep 30 - Oct 1

View all properties

Our prices for hotels in The Meadows are cheapest in August

Top landmarks in The Meadows

The Unitarian Universalist Fellowship of Key West

If you're interested in local religious buildings head to Key West Historic District— home to The Unitarian Universalist Fellowship of Key West. Why not take a stroll along the beaches and watch the sunset while you're here?

See properties

Check out reviews of The Meadows hotels guests love

The Grand Guesthouse

Old Town Key West

10/10 Exceptional

The Grand Guesthouse is a gem in Key West! The host was outstanding and the facility was lovely. Breakfast was simple but nice, and the Happy Hour was an added bonus. We had a nice suite- a bedroom and a living/kitchen area. The room was nicely appointed and it was straightened by the staff each day. The room was very clean! Overall, my wife and I were impressed! Two small improvements... the mattress was too firm. Also, the wifi was not strong enough in our room to stream anything. ...

Anonymous traveler

Parrot Key Hotel & Villas

Northside Resort

10/10 Exceptional

Great for a relaxing weekend, quiet hotel not too far from the main tourist center. We love the shuttle service provided by the hotel and his driver Gerry who guided us in every short trips. The only advice to the hotel is to provide the housekeeping service everyday without being requested by the guest, we expected this service to be included since the hotel charged an extra 51.00 usd per night!

CARLOS

Heron House - Adult Only

Old Town Key West

10/10 Exceptional

Scott

The Palms Hotel

Old Town Key West

10/10 Exceptional

Rachel

A wooden deck with a hammock, pool, and lounge chairs overlooking a tropical garden.

A pool area with lounge chairs and a wooden building with balconies.

A garden with a pond, rocks, and various plants.

A covered walkway with a wooden ceiling, white railings, and a brick path.

Island City House Hotel

Key West Historic District

10/10 Exceptional

Keith

Westwinds Inn

Key West Historic District

10/10 Exceptional

The grounds of the property are absolutely beautiful. The gardens are well-maintained and we loved perusing them. Both pool areas are wonderful, and the amenities such as the bathhouse, lounge, library, and BBQ area are first rate. The room was to our liking and matched the aesthetic of Key West. Walking distance to nearby attractions was approximately 10 minutes and very easy, and the bakery just down the street was wonderful for breakfast, lunch, or a quick snack. We will absolutely stay again...

Daniel

A room with a bed, a ceiling fan, and a window with blinds.

A cozy outdoor seating area with a wooden bench and a table, surrounded by potted plants and a coffee and tea sign.

A spacious kitchen with wooden cabinets, a granite countertop, and a ceiling fan.

A poolside area with lounge chairs, a covered seating area, and a small pool.

The Mermaid & Alligator

Old Town Key West

10/10 Exceptional

Nannette

Ibis Bay Beach Resort

Northside Resort

10/10 Exceptional

I read some bad reviews.... and I think those people are probably just snobs lol. This is a quirky, unique hotel that feels very "Key West"y. It isn't a 5 star hotel, it's old and cute but clean, funky, and an experience you won't get anywhere else. The vibe of the place is very islandy and different than any chain you'll find. I would definitely stay there again if I was looking for an experience and not just a room. Loved the tortoises, the hammocks everywhere, the natural beach, the trees,...

Amy

A pool area with a brick patio, potted plants, and a covered seating area.

A porch with a white chair, a wooden door, and a small indoor dining area visible through the door.

A view through a glass door with a metal handle, leading to a white fence and a blue car parked outside.

A white picket fence, a palm tree, and a sign reading "Garden House Key West".

The Garden House

Key West Historic District

10/10 Exceptional

Vicky

Courtyard by Marriott Key West Waterfront

Northside Resort

10/10 Exceptional

Ased

A two-story white building with a porch and a sign indicating it is a vacant property named 'Fitch Lodge'.

A waterfront property with a dock, a boat, and a building with a sign reading "Harbor Walk".

A poolside area with a lounge chair, a small table, and a pool.

A bedroom with two beds, a window with blinds, a framed picture on the wall, and a view of the outside balcony.

Fitch Lodge - Key West Historic Inns

Key West Historic District

10/10 Exceptional

Rachael

A modern hotel room with a white sofa, a zebra-patterned rug, and a large mirror above the sofa.

A spacious living room with a sofa, chairs, and a dining table. There are large windows with blinds, a door leading to a patio, and a ceiling with exposed beams.

A pool area with lounge chairs, a pool, and a building with a balcony and outdoor seating.

A narrow room with a bed, a potted plant, and a window with blinds.

Alexander's Guesthouse - Adult Exclusive

Old Town Key West

10/10 Exceptional

Absolutely wonderful destination fir a relaxing stay while in Key West. Can not say enough about the great staff— friendly, helpful, just happy to be working here. They could not be more accommodating!! Add to that complimentary wine in your room, daily happy hours by the pool, and full service cooked breakfasts that easily saves you hundreds of dollars on a 4- day stay. Can not give this place enough praise. We are already planning a return trip.

Dominick

A wooden deck with wicker furniture and a white railing, surrounded by lush tropical vegetation.

A breakfast tray with croissants, orange juice, and coffee on a table by a window with a view of a pool and greenery.

A swimming pool with a white picket fence, surrounded by lounge chairs and potted plants.

A two-story building with a white picket fence, palm trees, and a clear blue sky.

Weatherstation Inn

Old Town Key West

10/10 Exceptional

Tucked into the very quiet Truman Annex, the Weatherstation Inn was a great find. It is an old house, built in 1911. If you enjoy old, quiet inns with reconfigured spaces, then this is the place for you. If you are looking for uniform, sleek and modern, then head on down the road. The continental breakfast was just right with delicious pastries from local bakery and the bed was comfy. Perhaps the most perfect aspect of the inn is the parking space where we parked our vehicle upon arrival and did...

GaGirlWalking

A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

A waterfront property with a white facade, palm trees, and a street view.

A bedroom with a large bed, wooden headboard, two bedside lamps, and a floral wall art piece.

A garden with a statue of two figures, lush greenery, and a building in the background.

Duval Inn

Old Town Key West

10/10 Exceptional

Lisa

A swimming pool with lounge chairs and palm trees.

A modern living room with a sectional sofa, a small round table, and a potted plant.

A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.

A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'

Hilton Garden Inn Key West / The Keys Collection

New Town

10/10 Exceptional

Charity

A balcony with two rocking chairs facing a beach with palm trees and a pier.

A pool area with palm trees, lounge chairs, and umbrellas.

A beach with clear skies, calm water, and a wooden pier with umbrellas.

A spacious living room with hardwood flooring, a wooden sofa set, a coffee table, and a ceiling fan.

Coconut Beach Resort

Old Town Key West

10/10 Exceptional

Tiffany

A waterfront building with a flat roof, large windows, and a balcony.

A reception area with a wooden sculpture, a reception desk, a computer, and a television.

A swimming pool with a surrounding deck, palm trees, and lounge chairs.

A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.

Sugar Loaf Lodge

Summerland Key

10/10 Exceptional

Upon our arrival, the sight of 2 iguanas on the lounging on the bridge by the pristine water at the back of the property had my entire family out of the minivan at lightning speed. They followed one, which lead them to trees full of these beautiful lizards. The front desk personnel, a very amiable gentleman, was very friendly and welcoming. Our room was in the middle of the 2nd floor, and had a fantastic view of the bay. And yes, there were more iguanas looking at us from the first floor, some...

Momi

Hotels in The Meadows

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in The Meadows?

1. Authors of Key West Guest House

2. The Palms Hotel

3. The Grand Guesthouse

4. Silver Palms Inn & Historic Homes

5. Parrot Key Hotel & Villas

6. Margaritaville Beach House Key West

7. The Southernmost Inn - Adults Only

8. Duval House

9. Ibis Bay Beach Resort

10. Tropical Inn

11. Heron House - Adult Only

12. Paradise Inn Key West - Adults Only

13. Eden House

14. Colors on White

15. Southwinds Motel

16. Ocean Key Resort - A Noble House Resort

17. Tranquility Guest House

18. Courtyard by Marriott Key West Waterfront

19. Casa Marina Key West, Curio Collection by Hilton

20. Westwinds Inn

Price trends for hotels in The Meadows

September

Top landmarks in The Meadows

The Unitarian Universalist Fellowship of Key West

Check out reviews of The Meadows hotels guests love

The Grand Guesthouse

10/10 Exceptional

Parrot Key Hotel & Villas

10/10 Exceptional

Heron House - Adult Only

10/10 Exceptional

The Palms Hotel

10/10 Exceptional

Island City House Hotel

10/10 Exceptional

Westwinds Inn

10/10 Exceptional

The Mermaid & Alligator

10/10 Exceptional

Ibis Bay Beach Resort

10/10 Exceptional

The Garden House

10/10 Exceptional

Courtyard by Marriott Key West Waterfront

10/10 Exceptional

Fitch Lodge - Key West Historic Inns

10/10 Exceptional

Alexander's Guesthouse - Adult Exclusive

10/10 Exceptional

Weatherstation Inn

10/10 Exceptional

Duval Inn

10/10 Exceptional

Hilton Garden Inn Key West / The Keys Collection

10/10 Exceptional

Coconut Beach Resort

10/10 Exceptional

Sugar Loaf Lodge

10/10 Exceptional