Hotels in Midtown

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Tonight
Oct 24 - Oct 25
Tomorrow
Oct 25 - Oct 26
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Where to stay in Midtown?

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 hotel room with a balcony, a bed, a desk, and two chairs.

1. Hampton Inn Key West FL

Hampton Inn Key West FL
3.4 km from Midtown
United States
Chris
$129
$145 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Key West FL
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 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.

2. Margaritaville Beach House Key West

Margaritaville Beach House Key West
1.1 km from Midtown
United States
Paraskevi
$219
$310 total
includes taxes & fees
Oct 25 - Oct 26
Margaritaville Beach House Key West
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A tall palm tree with a white building in the background.
A beach with palm trees, lounge chairs, and umbrellas.
A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.

3. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort, 1.6 km from Midtown
United States
Anna
$119
$191 total
includes taxes & fees
Oct 25 - Oct 26
Parrot Key Hotel & Villas
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.
Sports facility
A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.

4. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town, 3.5 km from Midtown
United States
Mayra
$112
$154 total
includes taxes & fees
Oct 26 - Oct 27
Hilton Garden Inn Key West / The Keys Collection
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.
An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.
A modern office space with a reception desk, computer, and seating area.

5. 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
$110
$151 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A pool area with lounge chairs and gazebos, surrounded by palm trees.
A hotel room with a bed, a desk, a chair, a TV, and a balcony with a view of buildings.
A modern restaurant with a central counter, blue chairs, and ceiling fans.
An outdoor bar area with a poolside view, featuring a bar counter, blue chairs, and a sign reading 'GUMBO LIMBO'.

6. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
3.4 km from Midtown
United States
Stephen
$118
$166 total
includes taxes & fees
Oct 28 - Oct 29
DoubleTree Resort by Hilton Grand Key - Key West
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 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.
A dining area with round tables and wicker chairs, a ceiling fan, and a bar area in the background.

7. The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
Uptown - Upper Duval, 1.5 km from Midtown
United States
David
$109
$168 total
includes taxes & fees
Oct 25 - Oct 26
The Southernmost Inn - Adults Only
A building with a white exterior, a large red awning, and a gated entrance.
A pool area with lounge chairs and a lifebuoy.
A small, enclosed porch with a chair and a table, surrounded by lush greenery and a white lattice fence.
A paved pathway lined with various plants and trees, leading to a building with a beige exterior.

8. Authors of Key West Guest House

Authors of Key West Guest House
The Meadows, 1 km from Midtown
United States
Bryan
$129
$145 total
includes taxes & fees
Oct 27 - Oct 28
Authors of Key West Guest House
A deck with sun loungers and a railing overlooking the sea.
A beach scene with two people relaxing under a white umbrella, a palm tree, and a clear blue sky.
A beachside hotel with rows of blue lounge chairs and white umbrellas, palm trees, and a clear blue sky.
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.

9. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Uptown - Upper Duval, 1.5 km from Midtown
United States
Arlene Catherine
$118
$210 total
includes taxes & fees
Oct 25 - Oct 26
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.
A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.
A modern bar area with a central island, white bar stools, and a view of the ocean.

10. 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
Jiovanni
$179
$269 total
includes taxes & fees
Oct 25 - Oct 26
The Reach Key West, Curio Collection by Hilton
A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.
A pool area with lounge chairs, palm trees, and a building with a tiled roof.
A covered outdoor area with wooden tables and chairs, a view of the water, and a wooden deck with railings.
A modern restaurant with a wooden counter, seating area, and large windows.

11. Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort, 2 km from Midtown
United States
Everton
$159
$179 total
includes taxes & fees
Oct 27 - Oct 28
Courtyard by Marriott Key West Waterfront
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.

12. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Casa Marina, 1 km from Midtown
United States
Gregory
$246
$344 total
includes taxes & fees
Nov 1 - Nov 2
Casa Marina Key West, Curio Collection by Hilton
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 hotel with a pool, bicycles, and lush greenery.
The entrance to Silver Palms Inn with a reception desk, a seating area, and a glass door.

13. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West, 1.2 km from Midtown
United States
Robert
$119
$201 total
includes taxes & fees
Oct 26 - Oct 27
Silver Palms Inn & Historic Homes
A swimming pool with clear water, surrounded by lush greenery and palm trees.
A yellow building with a blue door and shutters, a number '302' on the wall, and a small porch area.
A hotel room with a bed, a nightstand, a lamp, a ceiling fan, a mirror, a TV, a wardrobe, and a small table.
A bathroom with a shower, sink, and toilet.

14. Tranquility Guest House

Tranquility Guest House
Bahama Village, 2.1 km from Midtown
United States
James
$102
$204 total
includes taxes & fees
Oct 25 - Oct 26
Tranquility Guest House
A marina with boats docked, a pool area, and a building with a white facade.
A clear view of turquoise ocean water and a blue sky with clouds.
A covered outdoor seating area with tables and chairs, overlooking a marina with boats.
A marina with numerous boats docked, a swimming pool, and palm trees.

15. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island, 5.6 km from Midtown
United States
Anne
$117
$190 total
includes taxes & fees
Oct 26 - Oct 27
Hilton Key West Resort & Marina
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.
A swimming pool with a mural of a dolphin and a butterfly, surrounded by lounge chairs and palm trees.
A two-story building with a white picket fence, a mailbox, and a small tree in front.
A lush garden with a variety of tropical plants and a paved walkway.

16. Duval House

Duval House
Downtown Key West, 1.7 km from Midtown
United States
Edna
$128
$166 total
includes taxes & fees
Oct 25 - Oct 26
Duval House
A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.
A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.
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.

17. Eden House

Eden House
Historic Seaport, 1.5 km from Midtown
United States
Thomas J
$142
$178 total
includes taxes & fees
Oct 25 - Oct 26
Eden House
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 covered outdoor area with a wooden staircase, seating, and potted plants.
A row of blue bicycles parked under a tree, with a white fence and a building in the background.

18. The Grand Guesthouse

The Grand Guesthouse
Old Town Key West, 0.9 km from Midtown
United States
Phil
$174
$221 total
includes taxes & fees
Oct 27 - Oct 28
The Grand Guesthouse
Pool
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

19. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town, 3.4 km from Midtown
United States
Cher
$116
$187 total
includes taxes & fees
Oct 25 - Oct 26
Blue Flamingo Resort Key West
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 hotel entrance with a sign reading "Heron House Office."
A hotel room with a large bed, a view of a swimming pool, and a balcony with outdoor seating.

20. Heron House - Adult Only

Heron House - Adult Only
Downtown Key West, 1.9 km from Midtown
United States
colleen
$126
$175 total
includes taxes & fees
Oct 25 - Oct 26
Heron House - Adult Only
View all properties

Compare popular hotels in Midtown

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
Hampton Inn Key West FL
9.0
Wonderful
1,570 reviews
View
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
Parrot Key Hotel & Villas
9.0
Wonderful
1,479 reviews
View
A building with a white exterior, a large red awning, and a gated entrance.
Authors of Key West Guest House
9.2
Wonderful
1,077 reviews
View
A dining table with plates of food, a drink, and a view of a pool and palm trees.
Margaritaville Beach House Key West
8.8
Excellent
1,807 reviews
View
A swimming pool with water splashing, surrounded by palm trees and a building in the background.
Silver Palms Inn & Historic Homes
9.4
Exceptional
1,034 reviews
View
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 October
Typical weather for Key West
October
High 28°C / low 27°C. Sunny most days.
View properties in October
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Monthly weather averages (˚C)

Check out reviews of Midtown hotels guests love

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"Room was very comfortable, staff was very helpful and breakfast was good"
Darlene 1-night trip
Posted less than an hour ago
Hilton Garden Inn Key West / The Keys Collection
Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"We had an excellent stay! The room was clean, close to the pool, and even though we were near the action we did not have a noise issue. The staff was so helpful, friendly, and professional. We also appreciated the shuttles , way better than having to pay the other expensive car services. I would definitely book again with them!"
Lorelei 4-night trip
Posted 3 hours ago
Havana Cabana at Key West
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Loved the piers for the sunrise and sunsets! Beautiful beach view but still close to some of the points of attractions and activity!"
Amanda 6-night trip
Posted 7 hours ago
Casa Marina Key West, Curio Collection by Hilton
Margaritaville Beach House Key West

Margaritaville Beach House Key West

8/10 Good
"Checkin was ok, staff were ok. Room was ok . Main bathroom sink was blocked and ensuite door was broken/off the tracks. Said they would look at it. Directly across the road from the beach. Free shuttle to and from Old Town. Very basic hotel for the price"
Belinda 1-night trip
Posted 9 hours ago
Margaritaville Beach House Key West
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

10/10 Excellent
"Quiet room walking distance to Duvall st and the party area. Well maintained. Small but enough for a single or couple."
gary 2-night trip
Posted 11 hours ago
The Southernmost Inn - Adults Only
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Loved this hotel! Hourly shuttle to town, wish it was later then 10 pm though. Staff very nice and they celebrated my son’s birthday with champagne and snacks in our room!"
Melissa 3-night trip
Posted 11 hours ago
Blue Flamingo Resort Key West
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"Proximity to downtown and perfect walking distance to restaurants. Great pool."
Hollie 4-night trip
Posted 12 hours ago
Opal Key Resort & Marina, Key West
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"The resort was amazing. Staff was friendly and went out of their way to make you feel welcomed all week, not just when you checked in. The property was clean and the room was very comfortable. I would definitely go back."
Jennifer 5-night trip
Posted 12 hours ago
Winslow's Bungalows - Key West Historic Inns
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Loved the place. Will definitely be back in the future with the family."
Roberto 8-night trip
Posted 15 hours ago
Beachside Resort & Residences
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