Uptown - Upper Duval Travel Guide
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Visit Uptown - Upper Duval
Our pick of the best Uptown - Upper Duval Hotel Deals

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is NZ$630 per night from 25 May to 26 May
NZ$630
per night
25 May - 26 May
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.8/10 Excellent! (3,290 reviews)
Check in was a long line. Front desk gave me wrong information
Reviewed on 7 May 2026

The Southernmost Inn - Adults Only
525 United Street Key West FL
The price is NZ$438 per night from 11 May to 12 May
NZ$438
per night
11 May - 12 May
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools and parking (surcharge). Our guests praise the breakfast and the pool in their reviews. ...
8.4/10 Very Good! (1,355 reviews)
No dressers for clothing, just a shelf unit
Reviewed on 9 May 2026

The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
The price is NZ$509 per night from 26 May to 27 May
NZ$509
per night
26 May - 27 May
Stay at this beach resort in Key West. Enjoy a full-service spa, a private beach and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.6/10 Excellent! (1,010 reviews)
Gute Lage, aber sehr unfreundliches Personal und den Preis absolut nicht Wert. Viel zu teuer für das was man bekommt. Kein Roomservice Zimmer wurde nicht gemacht und wie gesagt sehr sehr unfreundlich.
Reviewed on 6 May 2026

Southwinds Motel
1321 Simonton Street Key West FL
The price is NZ$366 per night from 7 June to 8 June
NZ$366
per night
7 June - 8 June
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools and parking (surcharge). Our guests praise the breakfast and the pool in their reviews. ...
8.6/10 Excellent! (1,334 reviews)
The rooms were simple but cute in that vintage sort of way. Breakfast isn’t really helpful unless you just want breads and yogurt. Room seemed cleaned but definitely saw black hairs on the towels that didn’t belong to us. No ceiling fan in the bedroom so it does get stuffy. Very cold mini fridge ...
Reviewed on 8 May 2026

Douglas House - Adults Only
419 Amelia St Key West FL
The price is NZ$372 per night from 4 June to 5 June
NZ$372
per night
4 June - 5 June
Stay at this guesthouse in Key West. Enjoy free Wi-Fi, daily housekeeping and a garden. Popular attractions Duval Street and Ernest Hemingway Home and Museum ...
9.6/10 Exceptional! (380 reviews)
Stayed in a two bedroom codo stye. Was clean And nice. Balcony was awesome right over duval. Receptionist was super nice.
Reviewed on 7 May 2026

Santa Maria Suites
1401 Simonton St Key West FL
The price is NZ$752 per night from 7 June to 8 June
NZ$752
per night
7 June - 8 June
Stay at this resort in Key West. Enjoy free Wi-Fi, 2 outdoor pools and a fitness centre. Our guests praise the pool and the helpful staff in their reviews. Popular ...
9.6/10 Exceptional! (1,002 reviews)
Nice place - be ready to pay more than you expect with hidden fees not included in Expedia costs. Parking was $50/day and other service fees- ended up being an additional $450 for 4 days (not food/drink- just nonrefundable fees.) Then there’s the $400 refundable they take on top of that. Not ...
Reviewed on 1 May 2026
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.
Uptown - Upper Duval Travel Guide
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- Flights to Key West
- Visit Big Torch Key
- Visit Port Pine Heights
- Visit Key West
- Visit Truman Annex
- Visit Eden Pines
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- Visit Big Pine Key
- Visit Sugarloaf Shores
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- Visit Midtown
- Visit Cow Key
- Visit Melody Key
- Visit Ramrod Key
- Smathers Beach
- Southernmost Point
- Key West Cemetery
- Clarence S. Higgs Memorial Beach Park
- Mel Fisher Maritime Museum
- Mallory Square
- Fort Zachary Taylor Historic State Park
- Key West Holidays
- Key West Butterfly and Nature Conservatory
- Duval Street
- South Beach
