Hotels in Uptown - Upper Duval, FL: Compare 10+ Sites & Save

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  5.  Key West
  6.  Uptown - Upper Duval

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254 Best Hotels in Uptown - Upper Duval (Starting from $181)

Southernmost Inn Adult Exclusive
Southernmost Inn Adult Exclusive
Hotel
Key West, FL, USA
0.0k from Uptown - Upper Duval center

B&bs, Accommodations, Pools, Inns, Romantic, 3-star, Lodgings, Hot tubs, Places to stay

7.8

Good

1411 reviews

$546
Average price / night
Check Availability
The Southernmost Inn - Adults Only
The Southernmost Inn - Adults Only
Hotel
525 United Street, Key West, FL, 33040, United States
0.0k from Uptown - Upper Duval center

AC, Breakfast Included, Hot Tub, Housekeeping, Microwave, Outdoor Space, Parking Available, Pool, TV

8.2

Very Good

1299 reviews

$352
Average price / night
Check Availability
La Te Da - Adult Only, 21 or older
La Te Da - Adult Only, 21 or older
Hotel
Uptown - Upper Duval, Key West, Florida, USA
0.1k from Uptown - Upper Duval center

Accommodations, Pools, 3-star, Lodgings, Places to stay, Accessible hotels

9.0

Fabulous

156 reviews

$285
Average price / night
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H2O Suites - Adults Only
H2O Suites - Adults Only
Hotel
1212 Simonton Street, Key West, FL, 33040, United States
0.1k from Uptown - Upper Duval center

AC, Bar, Elevator, Fitness Equipment, Frontdesk 24 Hour, Housekeeping, Internet, Laundry, Living Area

9.8

Exceptional

594 reviews

$630
Average price / night
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Blue Marlin Motel
Blue Marlin Motel
Hotel
Key West, FL, USA
0.1k from Uptown - Upper Duval center

Accommodations, Pools, Motels, Parking, Lodgings, Places to stay, Family, Accessible hotels

8.8

Fabulous

4720 reviews

$181
Average price / night
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Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
Hotel
1319 Duval Street, Key West, FL, 33040, United States
0.1k from Uptown - Upper Duval center

AC, Bar, Breakfast Available, Business Services, Crib, Elevator, Fitness Equipment, Frontdesk 24 Hour, Housekeeping

8.8

Fabulous

3181 reviews

$499
Average price / night
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Papa's Hideaway
Papa's Hideaway
Hotel
Key West, FL, USA
0.2k from Uptown - Upper Duval center

Accommodations, Pools, 3-star, Lodgings, Vacation rentals, Places to stay, Family, Self-catering, Beach rentals

9.2

Superb

30 reviews

$2451
Average price / night
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Southernmost House
Southernmost House
Hotel
1400 Duval Street, Key West, FL, 33040, United States
0.2k from Uptown - Upper Duval center

AC, Bar, Breakfast Included, Housekeeping, Internet, No Smoking, Outdoor Space, Parking Available, Pool

9.4

Superb

1001 reviews

$394
Average price / night
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Southwinds Motel
Southwinds Motel
Hotel
Uptown - Upper Duval, Key West, Florida, USA
0.2k from Uptown - Upper Duval center

Accommodations, Pools, Motels, Parking, Lodgings, Places to stay

8.0

Good

1995 reviews

$445
Average price / night
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Douglas House
Douglas House
Hotel
Key West, FL, USA
0.2k from Uptown - Upper Duval center

B&bs, Accommodations, Pools, Parking, Inns, Romantic, Pet-friendly, 3-star, Lodgings

9.0

Fabulous

2665 reviews

$260
Average price / night
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Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults Only
Hotel
512 Truman Ave, Key West, FL, 33040, United States
0.3k from Uptown - Upper Duval center

AC, Bar, Breakfast Included, Frontdesk 24 Hour, Hot Tub, Housekeeping, Internet, Laundry, Microwave

10.0

Exceptional

1005 reviews

$437
Average price / night
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Almond Tree Inn - Adults Only
Almond Tree Inn - Adults Only
Hotel
Uptown - Upper Duval, Key West, Florida, USA
0.3k from Uptown - Upper Duval center

Accommodations, Pools, Parking, Romantic, Boutique, 3-star, Lodgings, Hot tubs, Places to stay

9.4

Superb

278 reviews

$889
Average price / night
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Orchid Key Inn - Adults Only
Orchid Key Inn - Adults Only
Hotel
1004 Duval St, Key West, FL, 33040, United States
0.3k from Uptown - Upper Duval center

AC, Bar, Breakfast Included, Frontdesk 24 Hour, Hot Tub, Housekeeping, Laundry, Microwave, Outdoor Space

9.8

Exceptional

1002 reviews

$451
Average price / night
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Alexander Palms Court
Alexander Palms Court
Hotel
715 South St, Key West, FL, 33040, United States
0.4k from Uptown - Upper Duval center

AC, Free Parking, Housekeeping, Internet, Pool

9.2

Superb

1002 reviews

$403
Average price / night
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Truman Suite #3
Truman Suite #3
Hotel
Key West, FL, USA
0.4k from Uptown - Upper Duval center

Accommodations, Pet-friendly, Lodgings, Places to stay

1.0

Review score

1 reviews

$249
Average price / night
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Serene Bungalow in Key West: Poolside Refreshers & Free Breakfast!
Serene Bungalow in Key West: Poolside Refreshers & Free Breakfast!
Hotel
Key West, FL, 33040, United States
0.5k from Uptown - Upper Duval center

AC, Balcony, Breakfast Included, Free Parking, Heater, Internet, No Smoking, Pool, TV

New to Booking
$457
Average price / night
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Wicker Guesthouse
Wicker Guesthouse
Hotel
Key West, FL, USA
0.4k from Uptown - Upper Duval center

B&bs, Accommodations, Pools, Parking, Inns, Romantic, Pet-friendly, 3-star, Lodgings

8.0

Good

2911 reviews

$242
Average price / night
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Quaint Bungalow w/ Private Outdoor Space Near Duval Street | Free Breakfast
Quaint Bungalow w/ Private Outdoor Space Near Duval Street | Free Breakfast
Hotel
Key West, FL, 33040, United States
0.5k from Uptown - Upper Duval center

AC, Balcony, Breakfast Included, Free Parking, Heater, Internet, No Smoking, Pool, TV

New to Booking
$469
Average price / night
Check Availability
Truman Hotel
Truman Hotel
Hotel
Key West, FL, USA
0.4k from Uptown - Upper Duval center

Accommodations, Pools, Parking, Romantic, Boutique, 3-star, Lodgings, Places to stay, Family

8.9

Fabulous

3248 reviews

$244
Average price / night
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Romantic Getaway with Plush Turkish Robes & Inviting Pools! Free Breakfast
Romantic Getaway with Plush Turkish Robes & Inviting Pools! Free Breakfast
Hotel
Key West, FL, 33040, United States
0.5k from Uptown - Upper Duval center

AC, Balcony, Breakfast Included, Free Parking, Heater, Internet, No Smoking, Pool, TV

New to Booking
$476
Average price / night
Check Availability
El Patio Motel
El Patio Motel
Hotel
Uptown - Upper Duval, Key West, Florida, USA
0.5k from Uptown - Upper Duval center

Accommodations, Pools, Motels, Parking, Lodgings, Places to stay

8.0

Good

2454 reviews

$359
Average price / night
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Paradise Inn - Adult Exclusive
Paradise Inn - Adult Exclusive
Hotel
Key West, FL, USA
0.5k from Uptown - Upper Duval center

B&bs, Accommodations, Pools, Parking, Inns, Romantic, 3-star, Lodgings, Hot tubs

8.4

Very Good

715 reviews

$270
Average price / night
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Lighthouse Hotel - Key West Historic Inns
Lighthouse Hotel - Key West Historic Inns
Hotel
Key West, FL, USA
0.5k from Uptown - Upper Duval center

Accommodations, Pools, Romantic, Pet-friendly, 3-star, Lodgings, Places to stay, Family, Accessible hotels

8.7

Fabulous

604 reviews

$310
Average price / night
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Seascape Tropical Inn
Seascape Tropical Inn
Hotel
Key West, FL, USA
0.5k from Uptown - Upper Duval center

B&bs, Accommodations, Parking, Inns, Romantic, 3-star, Lodgings, Jacuzzis, Places to stay

8.4

Very Good

483 reviews

$958
Average price / night
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Winslow's Bungalows - Key West Historic Inns
Winslow's Bungalows - Key West Historic Inns
Hotel
Key West, FL, USA
0.5k from Uptown - Upper Duval center

B&bs, Accommodations, Pools, Parking, Inns, Romantic, Pet-friendly, 4-star, Lodgings

8.6

Fabulous

1276 reviews

$318
Average price / night
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The Mermaid & The Alligator
The Mermaid & The Alligator
Hotel
Key West, FL, USA
0.5k from Uptown - Upper Duval center

Accommodations, Pools, Lodgings, Hot tubs, Places to stay

9.3

Superb

148 reviews

$2197
Average price / night
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Ella's Cottages - Key West Historic Inns
Ella's Cottages - Key West Historic Inns
Hotel
Key West, FL, USA
0.6k from Uptown - Upper Duval center

Accommodations, Pools, Parking, Romantic, Pet-friendly, 3-star, Lodgings, Places to stay, Accessible hotels

8.5

Very Good

187 reviews

$399
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Hotels in Uptown - Upper Duval.

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Frequently Asked Questions

You can explore 254 verified hotels in Uptown - Upper Duval. These include a range of options from luxury resorts and boutique hotels to budget-friendly accommodations suitable for different travel styles.

Hotel prices in Uptown - Upper Duval vary depending on the season, location, and property type. Rates typically start from around $181 per night, with higher prices for premium hotels, central locations, or peak travel dates.

Most hotels in Uptown - Upper Duval include amenities such as Guest Services, Pool, and Balcony/Terrace. Additional features like breakfast, parking, or resort facilities may vary by property, so it’s helpful to review the details before booking.

You can identify top-rated hotels in Uptown - Upper Duval by sorting listings based on guest ratings and reviews. Looking at recent feedback, overall scores, and review volume can help you find properties that consistently deliver a high-quality experience.

For popular travel periods or busy locations, booking 30 to 60 days in advance is generally recommended to secure preferred options. During quieter periods, you may find more flexibility and availability closer to your travel dates.

Yes, some hotels in Uptown - Upper Duval welcome pets. Currently, 17 listings allow pets, although policies may vary. It’s a good idea to review any pet-related rules before booking.

Many hotels in Uptown - Upper Duval offer flexible or refundable booking options. Checking the cancellation policy before confirming your reservation can help you choose a rate that suits your travel plans.