Title: Book the Best Florida Keys Hotels with Early Check-in in 2026 from CA $139 | Expedia.ca

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![Higgs Beach which includes a beach and tropical scenes as well as a large group of people](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Hotels with Early Check-in in Florida Keys from CA $139

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## Check availability on Florida Keys Hotels with Early Check-in

Tonight

[Dec 7 - Dec 8](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-12-07&endDate=2025-12-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 8 - Dec 9](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-12-08&endDate=2025-12-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Florida Keys Hotels with Early Check-in

![Sundeck](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/6ddda999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/9bcc8c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, beach towels, kayaking](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/528adcf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Suite](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/w1485h1001x15y0-19c35a33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rock Reef Resort

Rock Harbor

9.2/10

Wonderful

(1067)

"Everything clean, friendly staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Arlene

CA $144

CA $162 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information)

![Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cefb5fc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/c6252245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/ffbb5429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/e235d199.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

(1005)

"Very very nice stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chloe

CA $165

CA $232 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information)

![Gazebo](https://images.trvl-media.com/lodging/13000000/12240000/12237000/12236906/a1897c45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bicycling](https://images.trvl-media.com/lodging/13000000/12240000/12237000/12236906/65b391ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/13000000/12240000/12237000/12236906/93fa5d57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/13000000/12240000/12237000/12236906/e031f999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bonefish Bay Motel

Marathon

9.2/10

Wonderful

(484)

"Very nice place. Room was clean and staff very nice."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

MARILA

CA $132

CA $158 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Marathon-Hotels-Bonefish-Bay-Motel.h12236906.Hotel-Information)

![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)

![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)

![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)

### Beachside Resort & Residences

Key West

8.6/10

Excellent

(1753)

"Great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

james

CA $219

CA $316 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information)

![2 Bedroom Aqua Lodge # 13 Barracuda | Living area](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 Bedroom Aqualodge # 6 Tarpon | Living area](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/dee083de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 8:30 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/bdbf7145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/1bf38821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Wooden Bridge Resort and Marina

Punta Brisa

8.6/10

Excellent

(274)

"We loved it here. So beautiful and quiet."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Mark

[](https://www.expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.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)

![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)

![Garden](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/d8ea2dc3.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)

### Duval House

Old Town Key West

9.4/10

Exceptional

(1001)

"Had a great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bren Albert

CA $177

CA $229 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Key-West-Hotels-Duval-House.h900423.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/63d12f01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/9eff678c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/2a9d6b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/974f08a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Looe Key Reef Resort

Summerland Key

7.4/10

Good

(1000)

"Room was really clean and receptionist very friendly. Travelling with my son so had a nice big bed each. Balcony was nice and its only 35 mins to Key West which was oerfect"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Clare

CA $174

CA $196 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Ramrod-Key-Hotels-Looe-Key-Reef-Resort.h4759500.Hotel-Information)

![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/489feb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, beach cabanas, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/d9cc2f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, beach cabanas, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/8f8fe319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/92d23e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

8.8/10

Excellent

(1000)

"Beautiful location, great views, very clean property, room was great (great bed), friendly staff."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Scott

CA $363

CA $485 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/3000000/2180000/2172800/2172798/a88151b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Large Efficiency | Private kitchenette](https://images.trvl-media.com/lodging/3000000/2180000/2172800/2172798/e8d6ee2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Spacious Room](https://images.trvl-media.com/lodging/3000000/2180000/2172800/2172798/281355f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/3000000/2180000/2172800/2172798/6e99fcab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Siesta Motel

Marathon

7.4/10

Good

(692)

"Excellent motel for visiting nearby marina. A/C did fine even at 92F outdoors. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maggie

CA $123

CA $139 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Marathon-Hotels-Siesta-Motel.h2172798.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)

![Barbados](https://images.trvl-media.com/lodging/97000000/96390000/96387000/96386935/8e23af3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Virgin Gorda](https://images.trvl-media.com/lodging/97000000/96390000/96387000/96386935/9e299e1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/97000000/96390000/96387000/96386935/74f13994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Caribbean House

Old Town Key West

9.2/10

Wonderful

(281)

"Excellent place to stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas

CA $162

CA $217 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Key-West-Hotels-Caribbean-House.h96386935.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=2025-12-21&endDate=2025-12-22&regionId=6023765&adults=2&property_amenities_group_explore=express_checkin&sort=RECOMMENDED&openPlayBack=true)

## Top Florida Keys Hotel Reviews

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