Title: Book the Best Uptown - Upper Duval Hotels with Early Check-in in 2025 from CA $229 | Expedia.ca [Uptown - Upper Duval Travel Guide](https://expedia.ca/Key-West-Uptown-Upper-Duval.dx553248635976473524)[Flights to Key West](https://expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)[Things to do in Key West](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)[Uptown - Upper Duval Car Rentals](https://expedia.ca/Car-Rentals-In-Uptown-Upper-Duval.d553248635976473524.Car-Rental-Guide)[Uptown - Upper Duval Vacations](https://expedia.ca/Uptown-Upper-Duval.d553248635976473524.Destination-Travel-Guides) ![Southernmost Point showing vehicle touring](https://images.trvl-media.com/place/501380/8e7dd9d1-3e82-49f3-8355-95bd44c65830.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Early Check-in in Uptown - Upper Duval, FL from CA $229 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Uptown - Upper Duval Hotels with Early Check-in Tonight [Nov 9 - Nov 10](https://www.expedia.ca/Hotel-Search?regionId=553248635976473524&startDate=2025-11-09&endDate=2025-11-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 10 - Nov 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976473524&startDate=2025-11-10&endDate=2025-11-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976473524&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976473524&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Uptown - Upper Duval Hotels with Early Check-in ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/c646d9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/ce510800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/c23326fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachside Resort & Residences Key West 8.6/10 Excellent (1671) "Very cool place to vacation " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gabriel CA $187 CA $281 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/be4147fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/d1f6fe2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/b60eaacd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/e228dbcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree Resort by Hilton Grand Key - Key West Key West 8.0/10 Very good (1006) "Very very nice stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chloe CA $195 CA $267 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/d8706fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/586198d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/9013d891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (Adults Only) | Private kitchen](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/4c7ce9b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Duval House Old Town Key West 9.4/10 Exceptional (1005) "Clean room, super nice staff, beautiful atmosphere. Walking distance to everything " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marjorie CA $196 CA $251 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Key-West-Hotels-Duval-House.h900423.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154002/1237df6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154002/b69fa79e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154002/5713b7e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Queen Room](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154002/f11c2855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Garden House Key West Historic District 9.2/10 Wonderful (664) "The property was nice and welcoming. Dog-friendly. Breakfast was delicious " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $177 CA $229 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Key-West-Hotels-The-Garden-House.h1154002.Hotel-Information) ![Studio Suite | Living area](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709243/365028d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709243/df1f6f71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite | Private kitchen](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709243/5700cffa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite | Living area](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709243/7143a78a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eden House Key West Historic District 9.0/10 Wonderful (1001) "The grounds and buildings were very well upkept but had the wonderful old feel. I loved the wooden banisters and all the seating around the property. I will be staying here again on future visits. AMAZING STAY!!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia Foster Moore CA $346 CA $436 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Key-West-Hotels-Eden-House.h1709243.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/20000000/19700000/19690200/19690128/427b9660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/20000000/19700000/19690200/19690128/c8d43f54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pamplona](https://images.trvl-media.com/lodging/20000000/19700000/19690200/19690128/1b999107.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Madrid | Room amenity](https://images.trvl-media.com/lodging/20000000/19700000/19690200/19690128/60225d19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Andrews Inn & Garden Cottages Old Town Key West 9.0/10 Wonderful (265) "Everything about this property was such an unexpected surprise in all the best ways!! It is the most amazing little sanctuary in the heart of all the hustle & bustle of Key West. The most perfect quaint and romantic cottage style rooms with your own little porches or balconies. The outdoor area is a stunning oasis!! Perfect little dipping pool. Bar area with ice water and sodas. Even an outdoor restroom. It’s a huge perk that they offer free bikes on the property for you to take since pretty... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amber CA $346 CA $421 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Key-West-Hotels-Andrews-Inn-Garden-Cottages.h19690128.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/ed076ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/f8df3f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/d639c41f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Dockside) | Living room](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/053d9529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pier House Resort & Spa Key West Historic District 9.0/10 Wonderful (1004) "Great room with ocean view, nice resort" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nickoel CA $504 CA $659 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96390000/96387000/96386935/2cfd2198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96390000/96387000/96386935/4c72d608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Barbados](https://images.trvl-media.com/lodging/97000000/96390000/96387000/96386935/a4ca7041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily local cuisine breakfast](https://images.trvl-media.com/lodging/97000000/96390000/96387000/96386935/2986f824.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Caribbean House Old Town Key West 9.0/10 Wonderful (276) "Another great stay. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Arnold Bernard Joseph CA $264 CA $332 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Key-West-Hotels-Caribbean-House.h96386935.Hotel-Information) ![Queen Suite #6, Full Kitchen, Ground Floor, Pool View, Private Bathroom | Room amenity](https://images.trvl-media.com/lodging/1000000/980000/975000/974964/23dd109e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Queen Studio #5, Full Kitchen, Ground Floor, Pool View, Private Bathroom](https://images.trvl-media.com/lodging/1000000/980000/975000/974964/6e53f964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/980000/975000/974964/b7940407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Queen Studio #4, Full Kitchen, Ground Floor, Pool View, Private Bathroom](https://images.trvl-media.com/lodging/1000000/980000/975000/974964/29bede05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alexander Palms Court Old Town Key West 9.2/10 Wonderful (1000) "Such a quaint little paradise …grounds and pool were immaculate… we were given a room upgrade upon checkin " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Andrea CA $403 CA $454 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Key-West-Hotels-Alexander-Palms-Court.h974964.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24®ionId=553248635976473524&adults=2&property_amenities_group_explore=express_checkin&sort=RECOMMENDED&openPlayBack=true) ## Top Uptown - Upper Duval Hotel Reviews ![Blue Flamingo Resort Key West](//images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/cb0a4c1e_y.jpg) ### Blue Flamingo Resort Key West 10/10 Excellent "The star was outstanding and the experience was overall great. Only caveat is the resort fees and taxes not being very crystal clear with Expedia pricing and what they hold at the resort and charge. 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