Cutthroat Harbor Estates, FL
Summerland Key
Visit Cutthroat Harbor Estates
Cutthroat Harbor Estates Hotel Deals
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cudjoe Key
Stay at this vacation home in Summerland Key. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Our guests praise the property condition ...
8.2/10 Very Good! (107 reviews)
Very Relaxing
"Wonderful lazy days; some fishing and playing in the pool. thank you for sharing!"
Reviewed on Apr 16, 2025
Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
The price is $255 per night from May 5 to May 6
$255
includes taxes & fees
$227 per night
May 5 - May 6
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,011 reviews)
"Very small beach area. Transportation to Duvall Street was nice."
Reviewed on May 1, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is $286 per night from May 18 to May 19
$286
includes taxes & fees
$255 per night
May 18 - May 19
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,644 reviews)
"Great location for a quiet getaway. The resort has plenty of amenities, including restaurant and bar, 6 pools, and a gym. The rooms are clean, spacious, and thoughtfully designed, some including a terrace. There is also complimentary shuttle to Key West, 2hr bike and kayak rental. The only remark ..."
Reviewed on Apr 28, 2025
The Perry Hotel & Marina Key West
7001 Shrimp Road, Key West, FL
The price is $284 per night from May 18 to May 19
$284
includes taxes & fees
$253 per night
May 18 - May 19
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,002 reviews)
"A very nice place to stay. Grounds were lovely"
Reviewed on Apr 30, 2025
Havana Cabana at Key West - Adults Only
3420 N. Roosevelt Blvd, Key West, FL
The price is $268 per night from May 20 to May 21
$268
includes taxes & fees
$239 per night
May 20 - May 21
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in ...
8.8/10 Excellent! (1,713 reviews)
"Awesome vibe"
Reviewed on Apr 30, 2025
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is $190 per night from May 11 to May 12
$190
includes taxes & fees
$169 per night
May 11 - May 12
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
7.6/10 Good! (1,011 reviews)
"Great rooms. Clean, extra large, cool and quiet. Pool area is excellent, plenty of chairs. Lobby was welcoming and staff exceptionally helpful! Nice gym with plenty of equipment for a good workout. An excellent hotel in the Keys! Highly recommend."
Reviewed on May 1, 2025
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.
Other neighborhoods around Cutthroat Harbor Estates
Cudjoe Gardens
When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Florida Keys Beaches, some noteworthy sights in the nearby area.
Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Newfound Harbor Keys are some notable places to visit nearby.
Sugarloaf Shores
While Sugarloaf Shores isn't home to many top sights, Florida Keys Beaches and Sugarloaf Beach are some notable places to visit nearby.
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Lodging
- Cudjoe Key Hotels
- RV Parks in Cudjoe Key
- Cottages in Cudjoe Key
- Resorts in Cudjoe Key
- Beach Hotels in Cudjoe Key
- Hotels with Restaurants in Cudjoe Key
- Villas in Cudjoe Key
- Pet-friendly Hotels in Cudjoe Key
- Cheap Hotels in Cudjoe Key
- Vacation Homes in Cudjoe Key
- 4 Star Hotels in Cudjoe Key
- Hilton Hotels in Cudjoe Key
- Fishing Resorts & Hotels in Cudjoe Key
- Motels in Cudjoe Key
- Condo Rentals in Cudjoe Key
- Houseboats in Cudjoe Key
- Historic Hotels in Cudjoe Key
- Hotels with a Pool in Cudjoe Key
- Summerland Key Hotels
- RV Parks in Summerland Key
- B&B in Summerland Key
- Cottages in Summerland Key
- Condo Rentals in Summerland Key
- Apartments in Summerland Key
- Vacation Homes in Summerland Key
- Villas in Summerland Key
- Resorts in Summerland Key
- Houseboats in Summerland Key
- Motels in Summerland Key
- 4 Star Hotels in Summerland Key
- 5 Star Hotels in Summerland Key
- Lower Keys Hotels
- Fishing Resorts & Hotels in Lower Keys
- Cheap Hotels in Lower Keys
- Pet-friendly Hotels in Lower Keys
- Beach Hotels in Lower Keys
- Cottages in Lower Keys
- 5 Star Hotels in Lower Keys
- Resorts in Lower Keys
- Motels in Lower Keys
- Extended Stay Hotels in Lower Keys
- 4 Star Hotels in Lower Keys
- RV Parks in Lower Keys
- Apartments in Lower Keys
- Hotels with Hot Tubs in Lower Keys
- Ski Hotels in Lower Keys
- Ramrod Key Hotels
- RV Parks in Ramrod Key
- Pet-friendly Hotels in Ramrod Key
- Motels in Ramrod Key
- Hotels with Bars in Ramrod Key
- B&B in Ramrod Key
- Condo Rentals in Ramrod Key
- Historic Hotels in Ramrod Key
- 4 Star Hotels in Ramrod Key
- Vacation Homes in Ramrod Key
- Beach Hotels in Ramrod Key
- Apartments in Ramrod Key
- Luxury Hotels in Ramrod Key
- Cottages in Ramrod Key
- Family Hotels in Ramrod Key
Flights
- Flights to Cudjoe Key
- Flights from Cudjoe Key
- Flights from Minneapolis - St. Paul to Cudjoe Key
- Flights from Boston to Cudjoe Key
- Flights from Orlando to Cudjoe Key
- Flights from Raleigh to Cudjoe Key
- Flights from Tampa to Cudjoe Key
- Flights to Summerland Key
- Flights from Summerland Key
- Flights from Melody Key
- Flights to Lower Keys
- Flights to Ramrod Key
Cars
- Car rentals near Cudjoe Key
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- Alamo Rent A Car Rental Cars in Cudjoe Key
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- Thrifty Car Rental Rental Cars in Cudjoe Key
- Car rentals near Summerland Key
- Enterprise Rental Cars in Summerland Key
- Car rentals near Ramrod Key