Hotels in Midtown

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Where to stay in Midtown?

A dining table with plates of food, a drink, and a view of a pool and palm trees.
A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.
A person standing by a window overlooking a beach with palm trees and the ocean.
A beach with a palm tree and two chairs.

1. Margaritaville Beach House Key West

Margaritaville Beach House Key West
1.1 km from Midtown
United States
Destry
$178
$263 total
includes taxes & fees
Sep 14 - Sep 15
Margaritaville Beach House Key West
A swimming pool with water splashing, surrounded by palm trees and a building in the background.
The entrance to Silver Palms Inn with a reception desk, a seating area, and a glass door.
A hotel with a pool, bicycles, and lush greenery.
A two-story yellow house with a porch, white railings, and green shutters.

2. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West, 1.2 km from Midtown
United States
Jennifer
$74
$151 total
includes taxes & fees
Sep 2 - Sep 3
Silver Palms Inn & Historic Homes
A hotel room with a bed, a view of the beach, a hammock, and beach chairs.
A marina with boats docked, a beach resort building, and palm trees.
A pool area with blue lounge chairs, a hot tub, and a covered seating area.
A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.

3. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort, 2.1 km from Midtown
United States
Kim
$107
$153 total
includes taxes & fees
Sep 2 - Sep 3
Ibis Bay Beach Resort
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A resort with a pool leading to a beach, surrounded by palm trees and white buildings.
A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.
A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.

4. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Casa Marina, 1 km from Midtown
United States
Dave
$211
$305 total
includes taxes & fees
Sep 14 - Sep 15
Casa Marina Key West, Curio Collection by Hilton
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.
A beach with palm trees, lounge chairs, and umbrellas.
A beach with palm trees, a sandy shore, and a calm sea under a clear sky.

5. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort, 1.6 km from Midtown
United States
Cindy
$163
$241 total
includes taxes & fees
Sep 14 - Sep 15
Parrot Key Hotel & Villas
A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.
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.
A covered outdoor area with a wooden staircase, seating, and potted plants.

6. The Grand Guesthouse

The Grand Guesthouse
Old Town Key West, 0.9 km from Midtown
United States
Carrie
$165
$210 total
includes taxes & fees
Sep 10 - Sep 11
The Grand Guesthouse
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.
A two-story building with a white picket fence, a mailbox, and a small tree in front.
A swimming pool with a mural of a dolphin and a butterfly, surrounded by lounge chairs and palm trees.
A lush garden with a variety of tropical plants and a paved walkway.

7. Duval House

Duval House
Downtown Key West, 1.7 km from Midtown
United States
gerald
$99
$133 total
includes taxes & fees
Sep 16 - Sep 17
Duval House
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.
A bar area with a thatched roof, wooden chairs, and a poolside view.
A modern kitchen with a marble island, wooden cabinets, and pendant lighting.

8. Hampton Inn Key West FL

Hampton Inn Key West FL
3.4 km from Midtown
Australia
Ran
$139
$157 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn Key West FL
A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.
A hotel with a white facade, multiple balconies, and lush tropical landscaping.
A row of bicycles parked in front of a building with a white balcony and a palm tree.
A pink building with a white door, a balcony with a white railing, and a view of a pool area.

9. The Palms Hotel

The Palms Hotel
The Meadows, 1 km from Midtown
United States
Thomas
$102
$137 total
includes taxes & fees
Sep 16 - Sep 17
The Palms Hotel
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 wooden staircase, a ceiling fan, a TV, and a view of the beach through an open door.
A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.

10. Eden House

Eden House
Historic Seaport, 1.5 km from Midtown
United States
Cheynea
$75
$95 total
includes taxes & fees
Sep 27 - Sep 28
Eden House
A building with a white exterior, a large red awning, and a gated entrance.
A small, enclosed porch with a chair and a table, surrounded by lush greenery and a white lattice fence.
A pool area with lounge chairs and a lifebuoy.
A spacious kitchen with a dining area, large windows, and a view of the outdoors.

11. Authors of Key West Guest House

Authors of Key West Guest House
The Meadows, 1 km from Midtown
United States
Christopher
$99
$111 total
includes taxes & fees
Sep 3 - Sep 4
Authors of Key West Guest House
A room with a view of the beach and ocean, a bed with a white and blue blanket, and a small table with a potted plant.
A poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.
A beachside lounge with chairs and umbrellas, overlooking the ocean.
A beach scene with two people relaxing under a white umbrella, a palm tree, and a clear blue sky.

12. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Uptown - Upper Duval, 1.5 km from Midtown
United States
Vladimir
$145
$237 total
includes taxes & fees
Sep 8 - Sep 9
Southernmost Beach Resort and Guesthouses
A beach with a wooden pier, palm trees, and beach umbrellas.
An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.
An outdoor dining area with tables and chairs, overlooking the ocean.
A modern bar area with a central island, white bar stools, and a view of the ocean.

13. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Uptown - Upper Duval, 1.4 km from Midtown
United States
Jaime
$184
$275 total
includes taxes & fees
Sep 29 - Sep 30
The Reach Key West, Curio Collection by Hilton
A poolside area with lounge chairs, a staircase leading to a balcony, and a pool.
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.
An outdoor patio with tables and chairs, surrounded by trees and a house.

14. The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
Uptown - Upper Duval, 1.5 km from Midtown
United States
Elias
$103
$161 total
includes taxes & fees
Sep 2 - Sep 3
The Southernmost Inn - Adults Only
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 motel with a porch, white chairs, and a signboard.
A modern kitchen with a granite countertop, white cabinetry, and a coffee machine.

15. Southwinds Motel

Southwinds Motel
Uptown - Upper Duval, 1.4 km from Midtown
United States
Daniel
$122
$171 total
includes taxes & fees
Sep 7 - Sep 8
Southwinds Motel
A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.
A hotel room with a desk, two beds, a TV, a ceiling fan, and a balcony with curtains.
A pool area with lounge chairs, palm trees, and a building with a tiled roof.
A modern restaurant with a wooden counter, seating area, and large windows.

16. Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort, 2 km from Midtown
United States
Md Y
$174
$195 total
includes taxes & fees
Sep 13 - Sep 14
Courtyard by Marriott Key West Waterfront
A modern hotel room with a white sofa, a zebra-patterned rug, and a large mirror above the sofa.
A narrow room with a bed, a potted plant, and a window with blinds.
A pool area with lounge chairs, a pool, and a building with a balcony and outdoor seating.
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.

17. Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Old Town Key West, 1.4 km from Midtown
United States
Paul
$109
$161 total
includes taxes & fees
Sep 8 - Sep 9
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
A swimming pool surrounded by palm trees and a natural rock formation.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
An outdoor dining area with round tables and chairs, surrounded by greenery and a mural.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

18. Havana Cabana at Key West

Havana Cabana at Key West
New Town, 2.8 km from Midtown
United States
Michael
$110
$187 total
includes taxes & fees
Sep 15 - Sep 16
Havana Cabana at Key West
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.
A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.
A modern office space with a reception desk, computer, and seating area.

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town, 3.5 km from Midtown
United States
yung
$116
$159 total
includes taxes & fees
Sep 7 - Sep 8
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A large, ornate hotel with a pool, palm trees, and a view of the ocean.
A balcony with white railings and a table, overlooking a beach with palm trees and a clear blue sky.
A large, two-story house with a prominent tower and a covered porch.
A grand staircase with ornate railings and a chandelier.

20. Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
Uptown - Upper Duval, 1.6 km from Midtown
United States
Mary Anne
$149
$294 total
includes taxes & fees
Sep 20 - Sep 21
Southernmost House - Adult Exclusive
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Our prices for hotels in Key West are cheapest in September
Price trends for hotels in Key West
Pricing is based on two traveler single night rates
View properties in September
Typical weather for Key West
September
High 29°C / low 28°C. Sunny most days.
View properties in September
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Check out reviews of Midtown hotels guests love

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Staff was very helpful and the location is great plus the free shuttle service is great 👍 and there are very helpful"
Doris 3-night trip
Posted 3 hours ago
Blue Flamingo Resort Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

8/10 Good
"We had a good stay at the Hilton Garden Inn Key West. The hotel is clean, comfortable, and practical. It’s not a luxury-style property, and the rooms have more of the straightforward, convenient feel you might find at a good value-oriented hotel in Orlando, including the large individual AC unit in the room. Nothing wrong with that—it just helps set expectations about the style of the property. One very convenient feature for us was the EV charging. There are several chargers available on a first-come, first-served basis. They are relatively slow chargers, but I left my Tesla charging for about six hours and had a full battery, so they work very well for overnight charging. We didn’t use the pool, but the pool area looked nice, comfortable, and inviting. The hotel is a little away from Duval Street and downtown, but that also means you come back to a quieter area after spending the day or evening in the busier part of Key West. Overall, a comfortable and convenient stay, especially if you have a car or EV and don’t need to be directly in the middle of downtown."
Marcelo 2-night trip
Posted 4 hours ago
Hilton Garden Inn Key West / The Keys Collection
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"This was my first time at an Hyatt and it was great.. loved the stay all around. No complaints about anything. Looking forward to next time."
Amy 5-night trip
Posted 5 hours ago
Hyatt Vacation Club at Windward Pointe, Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Nice clean"
Jagjit 2-night trip
Posted 11 hours ago
Hampton Inn Key West FL
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good
"My husband and I joined the hotel. I would definitely recommend this place. I felt like I was in a mini resort."
Quantona 3-night trip
Posted 15 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Best Hotel in the Key West. Room was very clean, best staff services. Beautiful beach view and breakfast was delicious. My husband and I love this place. 💯 recommend."
Vivian 1-night trip
Posted 1 day ago
Pier House Resort & Spa
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Had an issue with the door on the last day, but they rectified the problem. Stay was quite pleasant. Enjoyed immensely will be back in January."
Clay 4-night trip
Posted 2 days ago
The Reach Key West, Curio Collection by Hilton
Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent
"This hotel is beautiful, and the service is outstanding. From the moment you approach the front desk, they offer you a drink. I've been encouraging all my friends to visit. I can't wait to return and stay for a few days longer!"
Karen 1-night trip
Posted 4 days ago
Margaritaville Beach House Key West
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