Title: Book the Best Summerland Key Hotels with Early Check-in in 2026 from CA $194 | Expedia.ca

[Summerland Key Travel Guide](https://expedia.ca/Summerland-Key.dx6177802)[Hotels in Summerland Key](https://expedia.ca/Summerland-Key-Hotels.d6177802.Travel-Guide-Hotels)[Vacation Rentals in Summerland Key](https://expedia.ca/Summerland-Key-Vacation-Rentals.d6177802.Travel-Guide-VacationRentals)[Flights to Summerland Key](https://expedia.ca/Cheap-Flights-To-Summerland-Key.d6177802.Travel-Guide-Flights)[Things to do in Summerland Key](https://expedia.ca/Things-To-Do-In-Summerland-Key.d6177802.Travel-Guide-Activities)[Summerland Key Car Rentals](https://expedia.ca/Car-Rentals-In-Summerland-Key.d6177802.Car-Rental-Guide)[Summerland Key Vacation Packages](https://expedia.ca/Summerland-Key.d6177802.Destination-Travel-Guides)

![Aerial view of road to Key West with turquoise water and small island, Summerland Key, Florida, United States.](https://images.trvl-media.com/place/6177802/f131c6a4-614b-4692-9e06-db0aca0a1329.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Hotels with Early Check-in in Summerland Key, FL from CA $194

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## Check availability on Summerland Key Hotels with Early Check-in

Tonight

[Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=6177802&startDate=2025-12-17&endDate=2025-12-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=6177802&startDate=2025-12-18&endDate=2025-12-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6177802&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6177802&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Summerland Key hotels with express check-in

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

![Double Room, 2 Queen Beds | Terrace/patio](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/13570c88.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

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

Summerland Key

7.4/10

Good

(1003)

"Was nice roo.s and close to my charter boat captain "

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

Nicholas

CA $174

CA $195 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

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

![New Deluxe Duplex Unit, 1 Queen Bed, Unit C | Private kitchen](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/3b24927e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Wooden Bridge Resort and Marina

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

Punta Brisa

8.6/10

Excellent

(278)

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

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

Mark

CA $155

CA $369 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](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)

![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)

![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

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

Old Town Key West

9.4/10

Exceptional

(1011)

"I loved this place the location was absolutely perfect "

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

Frank

CA $164

CA $214 total

includes taxes & fees

Dec 18 - Dec 19

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

![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)

![Exterior](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/6cc1fa14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DoubleTree Resort by Hilton Grand Key - Key West

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

Key West

8.2/10

Very good

(1011)

"Nice property, comfortable stay - cookies and staff are great!"

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

David

CA $226

CA $300 total

includes taxes & fees

Dec 18 - Dec 19

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

![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)

![Ocean Front 3BR Presidential Suite | Living area](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/d01b8b60.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

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

Key West

8.6/10

Excellent

(1789)

"Great stay"

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

james

CA $215

CA $312 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.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/2000000/1160000/1154100/1154002/5713b7e6.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)

![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

[](https://www.expedia.ca/Key-West-Hotels-The-Garden-House.h1154002.Hotel-Information)

Key West Historic District

9.2/10

Wonderful

(668)

"It a small convenient location and walkable to great areas. "

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

Manuel

CA $206

CA $262 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Key-West-Hotels-The-Garden-House.h1154002.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)

![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)

![Barbados](https://images.trvl-media.com/lodging/97000000/96390000/96387000/96386935/8e23af3a.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

[](https://www.expedia.ca/Key-West-Hotels-Caribbean-House.h96386935.Hotel-Information)

Old Town Key West

9.2/10

Wonderful

(285)

"Very nice and would stay again. It was close to a few of our favorite restaurants "

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

Leonard Frisch

CA $181

CA $238 total

includes taxes & fees

Dec 18 - Dec 19

[](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)

![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)

![Queen Suite #2, Full Kitchen, Ground Floor, Pool View, Private Bathroom | Private kitchen](https://images.trvl-media.com/lodging/1000000/980000/975000/974964/d1702b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Alexander Palms Court

[](https://www.expedia.ca/Key-West-Hotels-Alexander-Palms-Court.h974964.Hotel-Information)

Old Town Key West

9.2/10

Wonderful

(1003)

"We had a wonderful stay the room was beautiful a newly updated bathroom with a lovely walk-in shower. The heated pool was so enjoyable upon arrival and the staff is always pleasant and helpful. We always recommend Alexander palm Court to anyone that’s staying in Key West and enjoy staying there ourselves."

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

Lynne

CA $172

CA $194 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Key-West-Hotels-Alexander-Palms-Court.h974964.Hotel-Information)

![Private beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77.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, Multiple Beds, Oceanfront | View from room](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/f51cc383.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

[](https://www.expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information)

Key West Historic District

9.0/10

Wonderful

(1010)

"Clean room, great amenities, very nice staff and close by foot to restaurants and stores."

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

Claudia

CA $329

CA $460 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.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)

![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)

![Pamplona](https://images.trvl-media.com/lodging/20000000/19700000/19690200/19690128/1b999107.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Andrews Inn & Garden Cottages

[](https://www.expedia.ca/Key-West-Hotels-Andrews-Inn-Garden-Cottages.h19690128.Hotel-Information)

Old Town Key West

9.0/10

Wonderful

(265)

"Easy to access and a peaceful place. I’ll definitely come back."

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

Jessica

CA $356

CA $432 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Key-West-Hotels-Andrews-Inn-Garden-Cottages.h19690128.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=2025-12-31&endDate=2026-01-01&regionId=6177802&adults=2&property_amenities_group_explore=express_checkin&sort=RECOMMENDED&openPlayBack=true)

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