Title: 10 Best Hotels in Cutthroat Harbor Estates, Summerland Key for 2025 | Expedia.ca

  

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![Beach sunset paradise vacation dream tourist lifestyle woman walking on shore banner panoramic background. Woman relaxing in Lovers key, South west coast of Florida, USA travel.](https://images.trvl-media.com/place/553248635976411945/f397f218-4000-4605-8e8c-4647f900dbee.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Hotels in Cutthroat Harbor Estates, Summerland Key

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## Go beyond your typical stay in Cutthroat Harbor Estates

House­boat

[](https://www.expedia.ca/Hotel-Search?destination=Cutthroat+Harbor+Estates%2C+Cudjoe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976481702&latLong=24.657697%2C-81.477865&adults=2&startDate=2025-11-01&d1=2025-11-01&endDate=2025-11-03&d2=2025-11-03&lodging=HOUSE_BOAT)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Cutthroat+Harbor+Estates%2C+Cudjoe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976481702&latLong=24.657697%2C-81.477865&adults=2&startDate=2025-11-01&d1=2025-11-01&endDate=2025-11-03&d2=2025-11-03&lodging=COTTAGE)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Cutthroat+Harbor+Estates%2C+Cudjoe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976481702&latLong=24.657697%2C-81.477865&adults=2&startDate=2025-11-01&d1=2025-11-01&endDate=2025-11-03&d2=2025-11-03&amenities=PETS)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Cutthroat+Harbor+Estates%2C+Cudjoe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976481702&latLong=24.657697%2C-81.477865&adults=2&startDate=2025-11-01&d1=2025-11-01&endDate=2025-11-03&d2=2025-11-03&travelerType=family_friendly)

Apart hotel

[](https://www.expedia.ca/Hotel-Search?destination=Cutthroat+Harbor+Estates%2C+Cudjoe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976481702&latLong=24.657697%2C-81.477865&adults=2&startDate=2025-11-01&d1=2025-11-01&endDate=2025-11-03&d2=2025-11-03&lodging=APART_HOTEL)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Cutthroat+Harbor+Estates%2C+Cudjoe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976481702&latLong=24.657697%2C-81.477865&adults=2&startDate=2025-11-01&d1=2025-11-01&endDate=2025-11-03&d2=2025-11-03&amenities=HOT_TUB)

Ocean view

[](https://www.expedia.ca/Hotel-Search?destination=Cutthroat+Harbor+Estates%2C+Cudjoe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976481702&latLong=24.657697%2C-81.477865&adults=2&startDate=2025-11-01&d1=2025-11-01&endDate=2025-11-03&d2=2025-11-03&amenities=OCEAN_VIEW)

Condo

[](https://www.expedia.ca/Hotel-Search?destination=Cutthroat+Harbor+Estates%2C+Cudjoe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976481702&latLong=24.657697%2C-81.477865&adults=2&startDate=2025-11-01&d1=2025-11-01&endDate=2025-11-03&d2=2025-11-03&lodging=CONDO)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Cutthroat+Harbor+Estates%2C+Cudjoe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976481702&latLong=24.657697%2C-81.477865&adults=2&startDate=2025-11-01&d1=2025-11-01&endDate=2025-11-03&d2=2025-11-03&lodging=APARTMENT)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Cutthroat+Harbor+Estates%2C+Cudjoe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976481702&latLong=24.657697%2C-81.477865&adults=2&startDate=2025-11-01&d1=2025-11-01&endDate=2025-11-03&d2=2025-11-03&amenities=POOL)

## Check prices for these dates

Tonight

[Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2025-10-18&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2025-10-19&endDate=2025-10-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Cutthroat Harbor Estates hotels and places to stay

![2 outdoor pools, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/d6618f5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/89147e75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/8475e5b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Perry Hotel & Marina Key West

28.4 km from Cutthroat Harbor Estates

9.4/10

Exceptional

(1125)

"Nice stay. "

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

SHAMBRE

CA $123

CA $217 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.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)

![Garden](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/e83716cb.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)

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

29.6 km from Cutthroat Harbor Estates

8.0/10

Very good

(1025)

"Beautiful resort"

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

Victoria

CA $190

CA $261 total

includes taxes & fees

Oct 27 - Oct 28

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

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/1b750a05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/ce6ab55d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; Cuban cuisine, pool views ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/a7282e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Food and drink](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/1e98017f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Havana Cabana at Key West

30.3 km from Cutthroat Harbor Estates

8.8/10

Excellent

(1753)

"Great place to stay!"

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

Maria

CA $201

CA $316 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information)

![Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/5c83029c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily continental breakfast (USD 18 per person)](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/3484f3ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/ee750f93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/d5aad7de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Key West / The Keys Collection

29.5 km from Cutthroat Harbor Estates

7.8/10

Good

(1110)

"Very nice hotel."

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

Andrew

CA $130

CA $186 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information)

![Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/3158543b.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/28000000/27160000/27156600/27156592/c082f6dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/6abe86ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/165e0b8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Laureate Key West

30.1 km from Cutthroat Harbor Estates

9.0/10

Wonderful

(1003)

"This is our second time staying there. We love the hotel. It close to everything and have a great view "

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

Nini

CA $223

CA $290 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Key-West-Hotels-The-Laureate-Key-West.h27156592.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/5674b96a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/6c62b47d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/1b01f6b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Vacation Club at Beach House, Key West

29.2 km from Cutthroat Harbor Estates

9.4/10

Exceptional

(1012)

"Great stay"

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

Rebecca Lynn

CA $311

CA $413 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information)

![Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dock](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/a69616f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/9585f19f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/0a8ded52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Parmer's Resort

9.2 km from Cutthroat Harbor Estates

9.0/10

Wonderful

(1003)

"Excellent laid back property. Close to a good restaurant "

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

Jane

CA $156

CA $222 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information)

![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/0fcf571b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/85db56ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/d55ace8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceans Edge Key West Resort, Hotel & Marina

27.4 km from Cutthroat Harbor Estates

8.8/10

Excellent

(1737)

"Great hotel"

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

Jonathan

CA $189

CA $294 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/95d2903e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lake](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/a0504154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/a36bdda4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/125c52d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sugar Loaf Lodge

9 km from Cutthroat Harbor Estates

8.2/10

Very good

(1002)

"Nice family owned spot. "

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

Terry

CA $167

CA $188 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.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)

![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/1bf38821.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)

### Old Wooden Bridge Resort and Marina

13.8 km from Cutthroat Harbor Estates

8.6/10

Excellent

(260)

"I love this place!!!"

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

Greg

CA $124

CA $337 total

includes taxes & fees

Oct 19 - Oct 20

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

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/21900/21871/aba770f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/30000/21900/21871/d1657cb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/30000/21900/21871/6d45a629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21900/21871/767460b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites by Marriott Key West at the Keys Collection

29.5 km from Cutthroat Harbor Estates

8.4/10

Very good

(1006)

"Shuttle was great. Hotel staff is very friendly."

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

parrish

CA $133

CA $189 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Key-West-Hotels-Fairfield-Inn-Suites-Key-West-At-The-Keys-Collection.h21871.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)

![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)

![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)

![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)

### Looe Key Reef Resort

7.2 km from Cutthroat Harbor Estates

7.4/10

Good

(1001)

"We enjoyed our three night stay. We dived Looe Key reef every day through their dive shop. Safe shallow diving with excellent storage, easy access and excellent staff. Left the afternoon/evening open to relax or go into town. About 50 minutes from Key West. Recommend car rental for your stay"

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

Timothy

CA $223

CA $250 total

includes taxes & fees

Oct 27 - Oct 28

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

![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)

![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

29.4 km from Cutthroat Harbor Estates

8.6/10

Excellent

(1614)

"Great location with great bars and restaurants. "

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

Pam

CA $174

CA $266 total

includes taxes & fees

Oct 27 - Oct 28

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

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/07ffbf0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/af5a58cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sport court](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/d5483cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Vacation Club at Windward Pointe, Key West

30 km from Cutthroat Harbor Estates

9.6/10

Exceptional

(1019)

"Pool area is spectacular. Everything at this resort is top notch and would highly recommend...."

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

Pamela

CA $346

CA $453 total

includes taxes & fees

Oct 22 - Oct 23

[](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information)

![2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/cb0a4c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bicycling](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/4a54e511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/44728c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poolside bar](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/5792173a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Flamingo Resort Key West

29.6 km from Cutthroat Harbor Estates

8.0/10

Very good

(1626)

"We loved this resort and will be back!"

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

Daven

CA $130

CA $225 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/d6422035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Bungalow | Private kitchen](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/920119e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Cabin | Living area](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/c267004f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/3a268cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aqua Lodges at Hurricane Hole Marina

28.9 km from Cutthroat Harbor Estates

8.8/10

Excellent

(164)

"The stay was beautiful "

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

Jennifer

CA $182

CA $440 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information)

![Swim-up bar](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/17e19347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/6f8ffa24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room service - dining](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/5f145d76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Villa, Ocean View | Private kitchenette](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/c0b097db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Atlantic View Luxury Villa with Pool

2.5 km from Cutthroat Harbor Estates

10/10

Exceptional

(1)

"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "

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

Preetam

CA $591

CA $1,156 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89720000/89711600/89711513/50f5ab62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Toaster](https://images.trvl-media.com/lodging/90000000/89720000/89711600/89711513/c9f2ce52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Townhome](https://images.trvl-media.com/lodging/90000000/89720000/89711600/89711513/f6c4f83d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Toaster](https://images.trvl-media.com/lodging/90000000/89720000/89711600/89711513/dfdaae4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Little Torch Cottages

9.2 km from Cutthroat Harbor Estates

9.2/10

Wonderful

(9)

"Felt like home. We'd stay here again!"

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

William

CA $511

CA $890 total

includes taxes & fees

Oct 23 - Oct 24

[](https://www.expedia.ca/Little-Torch-Key-Hotels-Little-Torch-Cottages.h89711513.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/db32ae29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/5018ef84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/w2994h2000x6y0-c109b53e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/6b9536d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Island View 1BR Residence With Balcony

29.3 km from Cutthroat Harbor Estates

10/10

Exceptional

(1)

"The room was excellent, no complaints at all."

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

Tonya

CA $363

CA $528 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Key-West-Hotels-Island-View-1BR-Residence-With-Balcony.h109003146.Hotel-Information)

![Flat-screen TV](https://images.trvl-media.com/lodging/91000000/90990000/90989500/90989471/048a25f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/91000000/90990000/90989500/90989471/w6000h3995x0y5-7c6df35f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90990000/90989500/90989471/71a41b24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/91000000/90990000/90989500/90989471/w6000h3996x0y0-4c092400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Barnacle Resort

13.3 km from Cutthroat Harbor Estates

8.2/10

Very good

(40)

"Perfect place for a quiet getaway."

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

David

CA $283

CA $353 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Big-Pine-Key-Hotels-Barnacle-Bed-And-Breakfast.h90989471.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=2025-11-01&endDate=2025-11-02&regionId=553248635976481702&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## Where to stay in Cutthroat Harbor Estates

Find the best Cutthroat Harbor Estates areas and neighborhoods for the activities you enjoy most.

-   Sugarloaf Shores
-   Bay Point
-   Cudjoe Gardens
-   Breezeswept Beach Estates

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/498000/498222-sugarloaf-key.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/498000/498262-sugarloaf-key.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/498000/498223-sugarloaf-key.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/498000/498264-sugarloaf-key.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/498000/498234-sugarloaf-key.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=6270983)

![Sugarloaf Shores map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:_%7DkuCl%7BzpNme%40_%7C%40fxBcdCfOxSmr%40t_Dsn%40rK&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=o5VLj3IWR55rb-THXTD1mk0-UtY=)

### Sugarloaf Shores

While Sugarloaf Shores isn't home to many top sights, Sugarloaf Beach and Upper Sugarloaf Sound are some notable places to visit nearby.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=6270983)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976383913)

![Bay Point map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:ifguCzp_qNsXeCec%40%7EBoM_Xn%60%40mDn%40kGpE%5BhJtCr%40zGdLx%40zGwBtGfMp%40%60LoI%5C&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=OdToGaWNNEuGuGQ0V_zxLEmfAsg=)

### Bay Point

Bay Point might not have many top sights, but Lower Sugarloaf Sound and Sugarloaf Beach are two attractions nearby that you can check out.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976383913)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976472640)

![Cudjoe Gardens map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:quouCzbopN%7DHc%40_EyTuA%7BRrc%40IxGbBfJ%60LuEtNk%5EfJ&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=U1Zz0lVB-POsURDZzUciGBarLcA=)

### Cudjoe Gardens

When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Venture Out Keys, some noteworthy sights in the nearby area.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976472640)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976468855)

![Breezeswept Beach Estates map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7BtouC%7CzzoN%40wWdNqDtw%40%7CBbNfSDhDgvAX&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=ILAdCymouvsqR2youVD7MgZbE6E=)

### Breezeswept Beach Estates

While Breezeswept Beach Estates isn't home to many top sights, Venture Out Keys and Newfound Harbor Keys are some notable places to visit nearby.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976468855)

## Top Cutthroat Harbor Estates Hotel Reviews

![Beachside Resort & Residences](//images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg)

### Beachside Resort & Residences

10/10 Excellent

"Great!!! As advertised "

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

![Havana Cabana at Key West ](//images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/1b750a05_y.jpg)

### Havana Cabana at Key West

10/10 Excellent

"Great visit. Staff was friendly, property was outstanding. Best pool I have "

[](https://expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information)

![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

"Nice ambience and good range of activities and food/beverages onsite. Very user friendly shuttle service to old town at convenient and reliable times. Beach view wasn't as wonderful as we were hoping for and the "

[](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information)

![The Perry Hotel & Marina Key West](//images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg)

### The Perry Hotel & Marina Key West

10/10 Excellent

"The best , spotless, professional!!! "

[](https://expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information)

![Oceans Edge Key West Resort, Hotel & Marina](//images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0_y.jpg)

### Oceans Edge Key West Resort, Hotel & Marina

10/10 Excellent

"I love that our room over looked the marina and part of the ocean. The sunset was also beautiful from our room"

[](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information)

![Fairfield Inn & Suites by Marriott Key West at the Keys Collection](//images.trvl-media.com/lodging/1000000/30000/21900/21871/aba770f6_y.jpg)

### Fairfield Inn & Suites by Marriott Key West at the Keys Collection

10/10 Excellent

"Good property with free breakfast and shuttle. The only downside of the entire vacation was roosters which made noise all night and we could not get to sleep normally. Also beds were to soft as to our liking. But overall everything was great!"

[](https://expedia.ca/Key-West-Hotels-Fairfield-Inn-Suites-Key-West-At-The-Keys-Collection.h21871.Hotel-Information)

![Parmer's Resort](//images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a_y.jpg)

### Parmer's Resort

10/10 Excellent

"Everything was sweet! Clean, breakfast good, property organized and boys at front desk very nice and polite! Excellent! Will definitely consider going back"

[](https://expedia.ca/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information)

![DoubleTree Resort by Hilton Grand Key - Key West](//images.trvl-media.com/lodging/1000000/480000/470900/470834/be4147fb_y.jpg)

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

10/10 Excellent

"We really enjoyed staying at this property. It was gorgeous and very clean. The staff was very kind and helpful. Highly recommend the Doubletree Key West!"

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

![Hyatt Vacation Club at Beach House, Key West](//images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e_y.jpg)

### Hyatt Vacation Club at Beach House, Key West

10/10 Excellent

"Beautiful property"

[](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information)

## Frequently asked questions

### Can I cancel my hotel reservation on Expedia?

> You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Cutthroat Harbor Estates.

### How can I save on a Cutthroat Harbor Estates hotel booking with Expedia?

> Members always get our best prices. Find our best Cutthroat Harbor Estates hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.

### How much is the nightly rate at a Cutthroat Harbor Estates hotel?

> Hotel prices in Cutthroat Harbor Estates often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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-   [Luxury Hotels in Lower Keys](https://www.expedia.ca/Lower-Keys-Hotels-Luxury-Hotel.0-0-d553248621593965863-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in Lower Keys](https://www.expedia.ca/Lower-Keys-Hotels-Pet-Friendly-Hotel.0-0-d553248621593965863-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Lower Keys Hotels](https://www.expedia.ca/Lower-Keys-Hotels.d553248621593965863.Travel-Guide-Hotels)
-   [Inns in Lower Keys](https://www.expedia.ca/Lower-Keys-Inns.d553248621593965863-aaInns.Travel-Guide-Accommodation)
-   [Motels in Lower Keys](https://www.expedia.ca/Lower-Keys-Motels.d553248621593965863-aaMotels.Travel-Guide-Accommodation)
-   [Resorts in Lower Keys](https://www.expedia.ca/Lower-Keys-Resort-Hotels.d553248621593965863-aaResortHotels.Travel-Guide-Accommodation)
-   [Lower Sugarloaf Key Hotels](https://www.expedia.ca/Lower-Sugarloaf-Key-Hotels.d553248635976195908.Travel-Guide-Hotels)
-   [Aparthotels in Melody Key](https://www.expedia.ca/Melody-Key-Apart-Hotels.d553248635975749341-aaApartHotels.Travel-Guide-Accommodation)
-   [B&B in Melody Key](https://www.expedia.ca/Melody-Key-Bed-And-Breakfast.d553248635975749341-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Cabin Rentals in Melody Key](https://www.expedia.ca/Melody-Key-Cabins.d553248635975749341-aaCabins.Travel-Guide-Accommodation)
-   [Condo Resorts in Melody Key](https://www.expedia.ca/Melody-Key-Condominium-Resort.d553248635975749341-aaCondominiumResort.Travel-Guide-Accommodation)
-   [Luxury Hotels in Melody Key](https://www.expedia.ca/Melody-Key-Hotels-Luxury-Hotel.0-0-d553248635975749341-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Melody Key Hotels](https://www.expedia.ca/Melody-Key-Hotels.d553248635975749341.Travel-Guide-Hotels)
-   [Resorts in Melody Key](https://www.expedia.ca/Melody-Key-Resort-Hotels.d553248635975749341-aaResortHotels.Travel-Guide-Accommodation)
-   [Villas in Melody Key](https://www.expedia.ca/Melody-Key-Villas.d553248635975749341-aaVillas.Travel-Guide-Accommodation)
-   [Middle Torch Key Hotels](https://www.expedia.ca/Middle-Torch-Key-Hotels.d553248635975870980.Travel-Guide-Hotels)
-   [Hotels near National Key Deer Refuge Visitor Center](https://www.expedia.ca/National-Key-Deer-Refuge-Visitor-Center-Hotels.0-l553248635974766232-0.Travel-Guide-Filter-Hotels)
-   [No Name Key Hotels](https://www.expedia.ca/No-Name-Key-Hotels.d553248635976193734.Travel-Guide-Hotels)
-   [No Name Key Hotels](https://www.expedia.ca/No-Name-Key-Hotels.d862057009059553280.Travel-Guide-Hotels)
-   [Pine Channel Estates Hotels](https://www.expedia.ca/Pine-Channel-Estates-Big-Pine-Key-Hotels.0-n553248635976472143-0.Travel-Guide-Filter-Hotels)
-   [Ramrod Key Hotels](https://www.expedia.ca/Ramrod-Key-Hotels.d6156102.Travel-Guide-Hotels)
-   [Hotels near Saddlebunch Keys](https://www.expedia.ca/Saddlebunch-Keys-Hotels.0-l553248635976195874-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Sugarloaf Beach](https://www.expedia.ca/Sugarloaf-Beach-Hotels.0-l553248635983994028-0.Travel-Guide-Filter-Hotels)
-   [Sugarloaf Key Hotels](https://www.expedia.ca/Sugarloaf-Key-Hotels.d183126.Travel-Guide-Hotels)
-   [Sugarloaf Shores Hotels](https://www.expedia.ca/Sugarloaf-Shores-Summerland-Key-Hotels.0-n6270983-0.Travel-Guide-Filter-Hotels)
-   [Aparthotels in Summerland Key](https://www.expedia.ca/Summerland-Key-Apart-Hotels.d6177802-aaApartHotels.Travel-Guide-Accommodation)
-   [Castles in Summerland Key](https://www.expedia.ca/Summerland-Key-Castles.d6177802-aaCastles.Travel-Guide-Accommodation)
-   [Guest Houses in Summerland Key](https://www.expedia.ca/Summerland-Key-Guest-Houses.d6177802-aaGuestHouses.Travel-Guide-Accommodation)
-   [Adults Only Resorts & in Summerland Key](https://www.expedia.ca/Summerland-Key-Hotels-Adults-Only-Resorts.0-0-d6177802-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
-   [All Inclusive Resorts and in Summerland Key](https://www.expedia.ca/Summerland-Key-Hotels-All-Inclusive-Hotel.0-0-d6177802-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
-   [Beach Hotel Hotels in Summerland Key](https://www.expedia.ca/Summerland-Key-Hotels-Beach-Hotel.0-0-d6177802-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Summerland Key](https://www.expedia.ca/Summerland-Key-Hotels-Cheap-Hotels.0-0-d6177802-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Hotels with a Pool in Summerland Key](https://www.expedia.ca/Summerland-Key-Hotels-Hotel-With-Pool.0-0-d6177802-tHotelwithPool.Travel-Guide-Filter-Hotels)
-   [Hotels with Free Breakfast in Summerland Key](https://www.expedia.ca/Summerland-Key-Hotels-Hotels-With-Free-Breakfast.0-0-d6177802-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels)
-   [Hotels with Kitchenettes in Summerland Key](https://www.expedia.ca/Summerland-Key-Hotels-Hotels-With-Kitchenettes.0-0-d6177802-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Summerland Key](https://www.expedia.ca/Summerland-Key-Hotels-Luxury-Hotel.0-0-d6177802-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Oceanfront Hotels in Summerland Key](https://www.expedia.ca/Summerland-Key-Hotels-Oceanfront-Hotels.0-0-d6177802-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
-   [Waterpark Hotels in Summerland Key](https://www.expedia.ca/Summerland-Key-Hotels-Waterpark-Hotels.0-0-d6177802-tWaterparkHotels.Travel-Guide-Filter-Hotels)
-   [Summerland Key Hotels](https://www.expedia.ca/Summerland-Key-Hotels.d6177802.Travel-Guide-Hotels)
-   [Inns in Summerland Key](https://www.expedia.ca/Summerland-Key-Inns.d6177802-aaInns.Travel-Guide-Accommodation)
-   [Resorts in Summerland Key](https://www.expedia.ca/Summerland-Key-Resort-Hotels.d6177802-aaResortHotels.Travel-Guide-Accommodation)
-   [Townhomes in Summerland Key](https://www.expedia.ca/Summerland-Key-Townhomes.d6177802-aaTownhomes.Travel-Guide-Accommodation)
-   [Villas in Summerland Key](https://www.expedia.ca/Summerland-Key-Villas.d6177802-aaVillas.Travel-Guide-Accommodation)

-   [Flights to Lower Keys](https://www.expedia.ca/Cheap-Flights-To-Lower-Keys.d553248621593965863.Travel-Guide-Flights)
-   [Flights to Melody Key](https://www.expedia.ca/Cheap-Flights-To-Melody-Key.d553248635975749341.Travel-Guide-Flights)
-   [Flights to Summerland Key](https://www.expedia.ca/Cheap-Flights-To-Summerland-Key.d6177802.Travel-Guide-Flights)
-   [Flights from Orlando to Cudjoe Key](https://www.expedia.ca/lp/flights/178294/3000430966/orlando-to-cudjoe-key)
-   [Flights from Paris to Cudjoe Key](https://www.expedia.ca/lp/flights/179898/3000430966/paris-to-cudjoe-key)
-   [Flights from Cudjoe Key](https://www.expedia.ca/lp/flights/3000430966/flights-from-cudjoe-key)
-   [Flights from Melody Key](https://www.expedia.ca/lp/flights/553248635975749341/flights-from-melody-key)
-   [Flights from Summerland Key](https://www.expedia.ca/lp/flights/6177802/flights-from-summerland-key)

-   [Cudjoe Key Vacations](https://www.expedia.ca/Cudjoe-Key.d3000430966.Destination-Travel-Guides)
-   [Visit Cudjoe Key](https://www.expedia.ca/Cudjoe-Key.dx3000430966)
-   [Lower Keys Vacations](https://www.expedia.ca/Lower-Keys.d553248621593965863.Destination-Travel-Guides)
-   [Visit Melody Key](https://www.expedia.ca/Melody-Key.dx553248635975749341)
-   [Visit Ramrod Key](https://www.expedia.ca/Ramrod-Key.dx6156102)
-   [Visit Summerland Key](https://www.expedia.ca/Summerland-Key.dx6177802)

-   [Budget Israel Rental Cars in Melody Key](https://www.expedia.ca/Budget-Israel-Car-Rentals-In-Melody-Key.d553248635975749341-c1012.Car-Rental-Guide-Suppliers)
-   [Car rentals near Cudjoe Key](https://www.expedia.ca/Car-Rentals-In-Cudjoe-Key.d3000430966.Car-Rental-Guide)
-   [Car rental Summerland Key](https://www.expedia.ca/Car-Rentals-In-Summerland-Key.d6177802.Car-Rental-Guide)
-   [Discount Quebec Rental Cars in Melody Key](https://www.expedia.ca/Discount-Quebec-Car-Rentals-In-Melody-Key.d553248635975749341-c1137.Car-Rental-Guide-Suppliers)
-   [Enterprise Rental Cars in Summerland Key](https://www.expedia.ca/Enterprise-Car-Rentals-In-Summerland-Key.d6177802-c15.Car-Rental-Guide-Suppliers)
-   [Pickup Car Rentals in Lower Keys](https://www.expedia.ca/Pickup-Car-Rentals-In-Lower-Keys.d553248621593965863-tPickup.Car-Rental-Guide-Class)
-   [Zezgo Rental Cars in Lower Keys](https://www.expedia.ca/ZezGo-Car-Rentals-In-Lower-Keys.d553248621593965863-c1122.Car-Rental-Guide-Suppliers)

-   [Cudjoe Key Vacation Rentals](https://www.expedia.ca/Cudjoe-Key-Vacation-Rentals.d3000430966.Travel-Guide-VacationRentals)
-   [Summerland Key Vacation Rentals](https://www.expedia.ca/Summerland-Key-Vacation-Rentals.d6177802.Travel-Guide-VacationRentals)

-   [Things to do in Cudjoe Key](https://www.expedia.ca/Things-To-Do-In-Cudjoe-Key.d3000430966.Travel-Guide-Activities)
-   [Things to do in Lower Keys](https://www.expedia.ca/Things-To-Do-In-Lower-Keys.d553248621593965863.Travel-Guide-Activities)
-   [Things to do in Summerland Key](https://www.expedia.ca/Things-To-Do-In-Summerland-Key.d6177802.Travel-Guide-Activities)

-   [Book Hotels in Cutthroat Harbor Estates on Expedia.com](https://www.expedia.com/Cutthroat-Harbor-Estates-Summerland-Key-Hotels.0-n553248635976481702-0.Travel-Guide-Filter-Hotels)

-   Explore a world of travel with Expedia

### Hotels in top Summerland Key neighborhoods

-   [Hotels in Cutthroat Harbor Estates](https://expedia.ca/Cutthroat-Harbor-Estates-Summerland-Key-Hotels.0-n553248635976481702-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Sugarloaf Shores](https://expedia.ca/Sugarloaf-Shores-Summerland-Key-Hotels.0-n6270983-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Bay Point](https://expedia.ca/Bay-Point-Key-West-Hotels.0-n553248635976383913-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Cudjoe Gardens](https://expedia.ca/Cudjoe-Gardens-Summerland-Key-Hotels.0-n553248635976472640-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Breezeswept Beach Estates](https://expedia.ca/Breezeswept-Beach-Estates-Summerland-Key-Hotels.0-n553248635976468855-0.Travel-Guide-Filter-Hotels)

### Hotels near popular Summerland Key Attractions

-   [Hotels near Florida Keys Beaches](https://expedia.ca/Florida-Keys-Beaches-Hotels.0-l553248635976496782-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Stock Island Yacht Club & Marina](https://expedia.ca/Stock-Island-Yacht-Club-Marina-Hotels.0-l6184527-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Key West Golf Club](https://expedia.ca/Key-West-Golf-Club-Hotels.0-l6163814-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Boca Chica Nude Beach](https://expedia.ca/Boca-Chica-Nude-Beach-Hotels.0-l553248635983994034-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Calusa Beach](https://expedia.ca/Calusa-Beach-Hotels.0-l553248635983993598-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Key West Tropical Forest and Botanical Garden](https://expedia.ca/Key-West-Tropical-Forest-And-Botanical-Garden-Hotels.0-l553248621532652302-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Key West Naval Station](https://expedia.ca/Key-West-Naval-Station-Hotels.0-l553248635976430755-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Boca Chica Beach](https://expedia.ca/Boca-Chica-Beach-Hotels.0-l553248635983994029-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Sugarloaf Beach](https://expedia.ca/Sugarloaf-Beach-Hotels.0-l553248635983994028-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Robbie's](https://expedia.ca/Robbies-Hotels.0-l6068603-0.Travel-Guide-Filter-Hotels)

### More Accommodation Types in Cutthroat Harbor Estates

-   [Vacation Homes in Summerland Key](https://expedia.ca/Summerland-Key-Private-Vacation-Homes.d6177802-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Cottages in Summerland Key](https://expedia.ca/Summerland-Key-Cottages.d6177802-aaCottages.Travel-Guide-Accommodation)
-   [RV Parks in Summerland Key](https://expedia.ca/Summerland-Key-RV-Parks.d6177802-aaRVParks.Travel-Guide-Accommodation)
-   [Resorts in Summerland Key](https://expedia.ca/Summerland-Key-Resort-Hotels.d6177802-aaResortHotels.Travel-Guide-Accommodation)
-   [Villas in Summerland Key](https://expedia.ca/Summerland-Key-Villas.d6177802-aaVillas.Travel-Guide-Accommodation)
-   [Apartments in Summerland Key](https://expedia.ca/Summerland-Key-Apartments.d6177802-aaApartments.Travel-Guide-Accommodation)
-   [Condo Rentals in Summerland Key](https://expedia.ca/Summerland-Key-Condos.d6177802-aaCondos.Travel-Guide-Accommodation)
-   [Motels in Summerland Key](https://expedia.ca/Summerland-Key-Motels.d6177802-aaMotels.Travel-Guide-Accommodation)

### Hotels Close to Nearby Airports

-   [Hotels near Key West Intl. Airport](https://expedia.ca/Key-West-Intl-Airport-Hotels.0-aEYW-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Florida Keys Marathon Airport](https://expedia.ca/Florida-Keys-Marathon-Airport-Hotels.0-aMTH-0.Travel-Guide-Filter-Hotels)

### Cutthroat Harbor Estates Hotels by Star Rating

-   [2 Star Hotels in Cutthroat Harbor Estates](https://expedia.ca/2Star-Cutthroat-Harbor-Estates-Summerland-Key-Hotels.s20-n553248635976481702-0.Travel-Guide-Filter-Hotels)
-   [3 Star Hotels in Cutthroat Harbor Estates](https://expedia.ca/3Star-Cutthroat-Harbor-Estates-Summerland-Key-Hotels.s30-n553248635976481702-0.Travel-Guide-Filter-Hotels)
-   [4 Star Hotels in Cutthroat Harbor Estates](https://expedia.ca/4Star-Cutthroat-Harbor-Estates-Summerland-Key-Hotels.s40-n553248635976481702-0.Travel-Guide-Filter-Hotels)

### Cutthroat Harbor Estates Hotels by Brand

-   [Highgate Independent Hotels](https://expedia.ca/Cutthroat-Harbor-Estates-Summerland-Key-Hotels-Highgate-Independent.0-n553248635976481702-0--bHighgateIndependent.Travel-Guide-Filter-Hotels)
-   [Independent Hotels](https://expedia.ca/Cutthroat-Harbor-Estates-Summerland-Key-Hotels-Independent.0-n553248635976481702-0--bIndependent.Travel-Guide-Filter-Hotels)

### Explore more hotels

-   [Hyatt Vacation Club at Beach House, Key West](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information)
-   [Havana Cabana at Key West](https://expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information)
-   [Fairfield Inn & Suites by Marriott Key West at the Keys Collection](https://expedia.ca/Key-West-Hotels-Fairfield-Inn-Suites-Key-West-At-The-Keys-Collection.h21871.Hotel-Information)
-   [Old Wooden Bridge Resort and Marina](https://expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information)
-   [Parmer's Resort](https://expedia.ca/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information)
-   [Aqua Lodges at Hurricane Hole Marina](https://expedia.ca/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information)
-   [Sugar Loaf Lodge](https://expedia.ca/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information)
-   [Sugarloaf Key Hotel at KOA Resort](https://expedia.ca/Sugarloaf-Key-Hotels-Sugarloaf-Key-Hotel.h101135765.Hotel-Information)
-   [Looe Key Reef Resort](https://expedia.ca/Ramrod-Key-Hotels-Looe-Key-Reef-Resort.h4759500.Hotel-Information)
-   [Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West](https://expedia.ca/Key-West-Hotels-Charming-4-Bedroom-Yacht-With-AC.h111019535.Hotel-Information)
-   [Coconut Mallory Resort And Marina By Kees Vacations](https://expedia.ca/Key-West-Hotels-Coconut-Mallory-Resort-And-Marina-By-Kees-Vacations.h120544.Hotel-Information)
-   [Island View 1BR Residence With Balcony](https://expedia.ca/Key-West-Hotels-Island-View-1BR-Residence-With-Balcony.h109003146.Hotel-Information)

[See a list of all hotels in Summerland Key](https://expedia.ca/All-Summerland-Key-Hotels.d6177802.Travel-Guide-City-All-Hotels)

### More ways to book

-   [Book Hotels in Cutthroat Harbor Estates on Expedia.com](https://www.expedia.com/Cutthroat-Harbor-Estates-Summerland-Key-Hotels.0-n553248635976481702-0.Travel-Guide-Filter-Hotels)

### Expedia's Latest Trends

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