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 laundry facilities, patios, and cable/satellite TV service. Our guests praise the property condition in our ...
8.2/10 Very Good! (114 reviews)
"Great place to get away. House and property were nice. If your bring a boat, you have to watch the tides. Flats or a smaller bay boat will be fine. Had a 21 foot center console. Low tide you just have to take it slow out to the channel. Great options for docking your boat. A lot of space for boat ..."
Reviewed on 1 June 2025

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
The price is SAR 469 per night from Aug 25 to Aug 26
SAR 469
SAR 718 total
25 Aug - 26 Aug
includes taxes & fees
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! (1,471 reviews)
"I decided to go with this property despite some negative reviews and I am so glad i did. The entire stay was perfect. Staff was so nice and helpful. Special shout out to Ro for making sure we were taken care of. Definitely book again!"
Reviewed on 20 August 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is SAR 380 per night from Aug 26 to Aug 27
SAR 380
SAR 533 total
26 Aug - 27 Aug
includes taxes & fees
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 ...
7.8/10 Good! (1,069 reviews)
"Most excellent facility with very accommodating staff."
Reviewed on 18 August 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
The price is SAR 445 per night from Sep 21 to Sep 22
SAR 445
SAR 712 total
21 Sep - 22 Sep
includes taxes & fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.6/10 Good! (1,553 reviews)
"Super clean quiet friendly staff and great atmosphere all around"
Reviewed on 18 August 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is SAR 629 per night from Sep 2 to Sep 3
SAR 629
SAR 926 total
2 Sep - 3 Sep
includes taxes & fees
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! (1,716 reviews)
"I loved everything about this resort. So clean and easy to navigate our way around. Transportation offered worked well for us."
Reviewed on 18 August 2025

Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard, Key West, FL
The price is SAR 784 per night from Sep 1 to Sep 2
SAR 784
SAR 1,051 total
1 Sep - 2 Sep
includes taxes & fees
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,014 reviews)
A great weekend trip
"We found the room well appointed and clean, plenty of space for relaxing and spreading out. We really appreciated the large balcony/deck with table and ocean views. The decor/design was a little dated but it is clean and in good shape overall. The pool/bar area is excellent and has good views of ..."
Reviewed on 19 August 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.
Check Cutthroat Harbor Estates hotel availability
Other neighborhoods around Cutthroat Harbor Estates

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.

Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Newfound Harbor Keys and Cook Island 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.
- Florida Keys Beaches
- Stock Island Yacht Club & Marina
- Key West Golf Club
- Boca Chica Nude Beach
- Calusa Beach
- Key West Tropical Forest and Botanical Garden
- Key West Naval Station
- Boca Chica Beach
- Sugarloaf Beach
- Robbie's
- Key West Visitors Center
- National Key Deer Refuge Visitor Center
- Fort East Martello Museum and Gallery
- Upper Sugarloaf Key
- Saddlebunch Keys
- Looe Key National Marine Sanctuary
- Key West Art and Historical Society
- Shark Key
- Loggerhead Beach
- Big Pine Key Flea Market
- Upper Sugarloaf Sound
- Sandspur Beach
- Cook Island
- Coupon Bight Aquatic Preserve
- Lower Sugarloaf Sound
- Blue Hole
- Veterans Memorial Park & Beach
- Florida Keys Wilderness