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

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  6.  Uptown - Upper Duval

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52 Best Resorts in Uptown - Upper Duval (Starting from $196)

H2O Suites- Adults Only
H2O Suites- Adults Only
Resort
Uptown - Upper Duval, Key West, Florida, USA
0.1k from Uptown - Upper Duval center

Luxury, Accommodations, Pools, Resorts, Parking, Romantic, 4-star, Lodgings, Places to stay

9.5

Superb

508 reviews

$1688
Average price / night
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Santa Maria Suites
Santa Maria Suites
Resort
1401 Simonton St, Key West, FL, 33040, United States
0.2k from Uptown - Upper Duval center

AC, Balcony, Bar, Crib, Fitness Equipment, Frontdesk 24 Hour, Housekeeping, Internet, Kitchen

9.6

Exceptional

1000 reviews

$684
Average price / night
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Santa Maria Suites Resort
Santa Maria Suites Resort
Resort
Key West, FL, USA
0.2k from Uptown - Upper Duval center

Accommodations, Pools, Resorts, Parking, Romantic, Boutique, 4-star, Lodgings, Places to stay

9.3

Superb

674 reviews

$432
Average price / night
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The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton
Resort
1435 Simonton Street, Key West, FL, 33040, United States
0.3k from Uptown - Upper Duval center

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

8.6

Fabulous

1003 reviews

$515
Average price / night
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Coconut Beach Resort Timeshare
Coconut Beach Resort Timeshare
Resort
1500 Alberta St, Key West, FL, 33040, United States
0.5k from Uptown - Upper Duval center

Barbecue, Free Parking, Housekeeping, Internet, No Smoking, Outdoor Space

9.0

Fabulous

2 reviews

$1720
Average price / night
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Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton
Resort
Key West, FL, USA
0.7k from Uptown - Upper Duval center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, Pet-friendly, 5-star, Lodgings

7.6

Good

261 reviews

$416
Average price / night
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Coconut Beach Resort
Coconut Beach Resort
Resort
1500 Alberta St, Key West, FL, 33040, United States
0.5k from Uptown - Upper Duval center

AC, Barbecue, Business Services, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave

9.0

Fabulous

172 reviews

$650
Average price / night
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La Concha Key West, Autograph Collection
La Concha Key West, Autograph Collection
Resort
Key West, FL, USA
1.1k from Uptown - Upper Duval center

Accommodations, Pools, Resorts, Parking, Romantic, 4-star, Lodgings, Places to stay, Accessible hotels

8.3

Very Good

54 reviews

$306
Average price / night
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Opal Key Resort & Marina
Opal Key Resort & Marina
Resort
Key West, FL, USA
1.4k from Uptown - Upper Duval center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 4-star, Lodgings, Hot tubs

8.6

Fabulous

1178 reviews

$716
Average price / night
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Hyatt Vacation Club in Key West- Studio
Hyatt Vacation Club in Key West- Studio
Resort
Key West, FL, 33040, United States
1.3k from Uptown - Upper Duval center

Dryer, Laundry, No Smoking, Washer

10.0

Exceptional

2 reviews

$352
Average price / night
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Pier House Resort & Spa
Pier House Resort & Spa
Resort
Key West, FL, USA
1.6k from Uptown - Upper Duval center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, Pet-friendly, 4-star, Lodgings

8.3

Very Good

664 reviews

$534
Average price / night
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Galleon Resort - Waterfront Key West
Galleon Resort - Waterfront Key West
Resort
Key West, FL, 33040, United States
1.3k from Uptown - Upper Duval center

AC, Fitness Equipment, Laundry, No Smoking, Washer

New to Booking
$675
Average price / night
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Galleon Resort and Marina
Galleon Resort and Marina
Resort
Uptown - Upper Duval, Key West, Florida, USA
1.6k from Uptown - Upper Duval center

Accommodations, Pools, Resorts, Parking, 3-star, Lodgings, Beach, Jacuzzis, Places to stay

7.1

Good

111 reviews

$603
Average price / night
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Sunset Harbor Resort+Key West-Hemingway Days 2 BR townhome-July 19-26, 2026
Sunset Harbor Resort+Key West-Hemingway Days 2 BR townhome-July 19-26, 2026
Resort
Key West, FL, 33040, United States
1.4k from Uptown - Upper Duval center

AC, Dryer, Fitness Equipment, Heater, Internet, Living Area, No Smoking, Washer

New to Booking
$675
Average price / night
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Hyatt Centric Key West Resort & Spa
Hyatt Centric Key West Resort & Spa
Resort
Key West, FL, USA
1.6k from Uptown - Upper Duval center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, Pet-friendly, 4-star, Lodgings

8.2

Very Good

545 reviews

$387
Average price / night
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2 Sunset Harbor Resort, Pool, Hot Tub, In Town!
2 Sunset Harbor Resort, Pool, Hot Tub, In Town!
Resort
Key West, FL, 33040, United States
1.4k from Uptown - Upper Duval center

AC, Balcony, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

New to Booking
$2137
Average price / night
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Ocean Key Resort & Spa, a Noble House Resort
Ocean Key Resort & Spa, a Noble House Resort
Resort
Key West, FL, USA
1.6k from Uptown - Upper Duval center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, 4-star, Lodgings, Jacuzzis

8.7

Fabulous

116 reviews

$578
Average price / night
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2 Sunset Harbor Resort Key West, Hot Tub, Pool!
2 Sunset Harbor Resort Key West, Hot Tub, Pool!
Resort
Key West, FL, 33040, United States
1.4k from Uptown - Upper Duval center

AC, Balcony, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

New to Booking
$2025
Average price / night
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Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
Resort
Key West, FL, USA
3.0k from Uptown - Upper Duval center

Accommodations, Pools, Resorts, Parking, Romantic, Boutique, 4-star, Lodgings, Places to stay

8.4

Very Good

3303 reviews

$255
Average price / night
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2 Sunset Harbor Resort Key West Florida
2 Sunset Harbor Resort Key West Florida
Resort
Key West, FL, 33040, United States
1.4k from Uptown - Upper Duval center

AC, Balcony, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

New to Booking
$11248
Average price / night
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Ibis Bay Resort
Ibis Bay Resort
Resort
Uptown - Upper Duval, Key West, Florida, USA
3.5k from Uptown - Upper Duval center

Accommodations, Pools, Resorts, Parking, Romantic, 3-star, Lodgings, Beach, Places to stay

7.4

Good

2257 reviews

$427
Average price / night
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Hyatt Sunset Harbour Resort-Prime location on Key West!!
Hyatt Sunset Harbour Resort-Prime location on Key West!!
Resort
Key West, FL, 33040, United States
1.4k from Uptown - Upper Duval center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Dryer, Elevator, Extra Bed, Fitness Equipment

8.0

Good

1 reviews

$740
Average price / night
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DoubleTree by Hilton Grand Key Resort
DoubleTree by Hilton Grand Key Resort
Resort
Key West, FL, USA
4.8k from Uptown - Upper Duval center

Accommodations, Pools, Resorts, Parking, Pet-friendly, 4-star, Lodgings, Places to stay, Family

7.3

Good

652 reviews

$196
Average price / night
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Two-bedroom townhouse overlooking the harbor.\n  \nONLY AVAILABLE Nov. 8 - Nov 15
Two-bedroom townhouse overlooking the harbor.\n \nONLY AVAILABLE Nov. 8 - Nov 15
Resort
Key West, FL, 33040, United States
1.4k from Uptown - Upper Duval center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet

New to Booking
$900
Average price / night
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Beachside Resort & Residences
Beachside Resort & Residences
Resort
Key West, FL, USA
5.1k from Uptown - Upper Duval center

Accommodations, Pools, Resorts, Parking, Romantic, 4-star, Lodgings, Beach, Hot tubs

8.0

Good

1075 reviews

$224
Average price / night
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2 Galleon Resort, Hot Tub, Pool, Marina, Gym!
2 Galleon Resort, Hot Tub, Pool, Marina, Gym!
Resort
Key West, FL, 33040, United States
1.6k from Uptown - Upper Duval center

AC, Balcony, Barbecue, Crib, Fitness Equipment, Heater, Hot Tub, Internet, Kitchen

New to Booking
$1800
Average price / night
Check Availability
Hyatt Vacation Club at Beach House
Hyatt Vacation Club at Beach House
Resort
Key West, FL, USA
5.3k from Uptown - Upper Duval center

Accommodations, Pools, Resorts, Parking, Romantic, 4-star, Lodgings, Hot tubs, Places to stay

8.8

Fabulous

445 reviews

$388
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 Resorts in Uptown - Upper Duval.

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Uptown - Upper Duval Resorts on the Map

Frequently Asked Questions

You can explore 52 verified resorts in Uptown - Upper Duval. These include a range of options such as beachfront resorts, mountain retreats, and all-inclusive stays designed for a more immersive vacation experience.

Resort prices in Uptown - Upper Duval vary depending on the season, property type, and included experiences. Rates typically start from around $196 per night, with higher prices for all-inclusive packages or premium resort properties.

Many resorts in Uptown - Upper Duval offer on-site activities such as Laundry, Pool, and Guest Services. These features allow guests to enjoy dining, entertainment, and recreation without needing to leave the property.

Yes, some resorts in Uptown - Upper Duval offer all-inclusive packages where meals, drinks, and select activities are included in the rate. This option can simplify planning and provide a more predictable overall cost for your stay.

For popular travel periods such as holidays or peak seasons, booking 90 to 120 days in advance is recommended to secure the best options. During quieter periods, you may find more availability closer to your travel dates.

Yes, some resorts in Uptown - Upper Duval welcome pets. Currently, 8 listings allow pets, although policies may vary. It’s helpful to review property details to understand any restrictions or additional fees.

A hotel typically focuses on accommodation, while a resort offers a wider range of on-site amenities such as dining, entertainment, and recreational activities. Resorts are often designed to provide a more complete, stay-on-property experience.