Midtown Travel Guide

Key West

Photo by Graciela Arena
Photo by Graciela Arena
Photo by Graciela Arena
Photo by Graciela Arena
Photo by Ronald Wilson
Photo by Ronald Wilson
Photo by Renee Shipley
Photo by Renee Shipley
Photo by Kevin Pauletti
Photo by Kevin Pauletti

Top hotels in Midtown

Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
The price is ฿5,772 per night from 13 Oct to 14 Oct
฿5,772
฿8,518 total
13 Oct - 14 Oct
includes taxes & fees
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service and a 24-hour fitness centre. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,790 reviews)
"We went during off peak season and it was amazing and quiet, relaxing."

Reviewed on 23 Sept 2025

Margaritaville Beach House Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
The price is ฿6,047 per night from 29 Sept to 30 Sept
฿6,047
฿8,685 total
29 Sept - 30 Sept
includes taxes & fees
Stay at this 4-star luxury hotel in Key West. Enjoy free Wi-Fi, 6 outdoor pools and a marina. Our guests praise the pool and the restaurant in their reviews. ...
8.8/10 Excellent! (1,731 reviews)
"great staff, quiet."

Reviewed on 22 Sept 2025

Oceans Edge Key West Resort, Hotel & Marina
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
The price is ฿5,465 per night from 29 Oct to 30 Oct
฿5,465
฿8,324 total
29 Oct - 30 Oct
includes taxes & fees
Stay at this 4-star beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the bar in their reviews. ...
8.6/10 Excellent! (2,777 reviews)
"Our concierge was amazing! Very attentive and accommodating."

Reviewed on 25 Sept 2025

Southernmost Beach Resort and Guesthouses
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
The price is ฿3,053 per night from 29 Sept to 30 Sept
฿3,053
฿5,067 total
29 Sept - 30 Sept
includes taxes & fees
Stay at this 3.5-star beach hotel in Key West. Enjoy free Wi-Fi, 2 restaurants and a private beach. Our guests praise the pool and the helpful staff in their ...
8.4/10 Very Good! (1,549 reviews)
"This property exceeded all expectations & Tommy Morales at the front desk at as amazing!! We rented a one bedroom Suite and it was incredible! They are set up like Condos. Separate dining area, living room with a large sectional with a sofa bed in it as well and a full kitchen. It was all open concept! ..."

Reviewed on 23 Sept 2025

Beachside Resort & Residences
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd, Key West, FL
The price is ฿4,160 per night from 5 Oct to 6 Oct
฿4,160
฿6,530 total
5 Oct - 6 Oct
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 4 outdoor pools and breakfast (surcharge). Our guests praise the pool and the bar in their reviews. Popular ...
9/10 Wonderful! (1,100 reviews)
"Really liked the 4 pools, the restaurant and the chickens walking around."

Reviewed on 23 Sept 2025

Parrot Key Hotel & Villas
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd, Key West, FL
The price is ฿3,810 per night from 5 Oct to 6 Oct
฿3,810
฿5,193 total
5 Oct - 6 Oct
includes taxes & fees
Stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge) and a free local area shuttle. Our guests praise the pool and the ...
7.8/10 Good! (1,096 reviews)
"Did not like the fact that you are charged for services you dont use and you are charged to park at the hotel you are staying at. Overall stay was nice pool bar and pool are very nice bartender was excellent."

Reviewed on 24 Sept 2025

Hilton Garden Inn Key West / The Keys Collection
See all 2,807 properties in Midtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other neighbourhoods around Midtown

Smathers Beach which includes a bay or harbour, tropical scenes and a sandy beach

Beachside

While there might not be top attractions in Beachside, you can explore the larger area and discover places like Duval Street and Smathers Beach.

Beachside
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White Street Gallery District

If you're looking for some top things to see and do in White Street Gallery District and surrounding area, you can visit Duval Street and Saint Mary Star of the Sea.

White Street Gallery District
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White St. Gallery

If you're looking for some top things to see and do in White St. Gallery and surrounding area, you can visit Duval Street and Saint Mary Star of the Sea.

White St. Gallery
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Casa Marina

While visiting Casa Marina, you might make a stop by sights like Clarence S. Higgs Memorial Beach Park and Key West AIDS Memorial.

Casa Marina
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The Meadows

While The Meadows isn't home to many top sights, Duval Street and Saint Mary Star of the Sea are some notable places to visit nearby.

The Meadows
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Meadows

Meadows might not have many top sights, but Duval Street and Saint Mary Star of the Sea are two attractions nearby that you can check out.

Meadows

Midtown Travel Guide