Cutthroat Harbor Estates, FL
Summerland Key
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Cutthroat Harbor Estates Hotel Deals

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is AED 899 per night from Jan 11 to Jan 12
AED 899
AED 1,198 total
11 Jan - 12 Jan
includes taxes & fees
Book a stay at this 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. ...
8.6/10 Excellent! (1,871 reviews)
Very awesome and accommodating place!
Reviewed on 5 January 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is AED 856 per night from Jan 11 to Jan 12
AED 856
AED 1,170 total
11 Jan - 12 Jan
includes taxes & fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (1,831 reviews)
Room was clean. Amenities were great.
Reviewed on 6 January 2026

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is AED 810 per night from Jan 14 to Jan 15
AED 810
AED 1,135 total
14 Jan - 15 Jan
includes taxes & fees
Book a stay at this 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! (1,743 reviews)
Friendly staff
Reviewed on 2 January 2026

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is AED 984 per night from Jan 13 to Jan 14
AED 984
AED 1,231 total
13 Jan - 14 Jan
includes taxes & fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8/10 Very Good! (1,022 reviews)
Clean ok Dripping sink in the kitchenette not ok Tiniest balcony ever, eh. Latin
Reviewed on 4 January 2026

The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
The price is AED 1,185 per night from Jan 26 to Jan 27
AED 1,185
AED 1,562 total
26 Jan - 27 Jan
includes taxes & fees
Book a stay at this 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! (1,182 reviews)
Amazing amazing amazing !
Reviewed on 1 January 2026

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is AED 990 per night from Jan 14 to Jan 15
AED 990
AED 1,217 total
14 Jan - 15 Jan
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! (1,177 reviews)
The 3 rooms were nice and clean. Staff was beyond friendly. WORKING HOT TUB! Pool was warm and large in size.
Reviewed on 6 January 2026
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 Upper Sugarloaf Sound, 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, Upper Sugarloaf Sound and Florida Keys Beaches are some notable places to visit nearby.
Cutthroat Harbor Estates, FL
- Florida Keys Beaches
- Stock Island Yacht Club & Marina
- Boca Chica Nude Beach
- Key West Golf Club
- Key West Tropical Forest and Botanical Garden
- Calusa Beach
- Key West Naval Station
- Boca Chica Beach
- National Key Deer Refuge Visitor Center
- Sugarloaf Beach
- Key West Visitors Center
- Robbie's
- Upper Sugarloaf Sound
- Saddlebunch Keys
- Shark Key
- Fort East Martello Museum and Gallery
- Looe Key National Marine Sanctuary
- Cook Island
- Sandspur Beach
- Upper Sugarloaf Key
- Key West Art and Historical Society
- Big Pine Key Flea Market
- Loggerhead Beach
- Coupon Bight Aquatic Preserve
- Veterans Memorial Park & Beach
- Florida Keys Wilderness
- Lower Sugarloaf Sound
