Cutthroat Harbor Estates Travel Guide

Tourist Guide

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Our pick of the best Cutthroat Harbor Estates Hotel Deals

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is NZ$618 per night from 19 Apr to 20 Apr
NZ$618
19 Apr - 20 Apr
includes taxes & fees
Stay at this family-friendly hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...
8.2/10 Very Good! (2,009 reviews)
The staff was super helpful and very friendly. The shuttle downtown was a huge plus. My complaints are extra hidden charges, broken elevator (only one working during peak time) and employees using same elevator, also gratuity included (which was never mentioned) so if you aren’t paying attention, ...

Reviewed on 26 Mar 2026

Blue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is NZ$701 per night from 13 Apr to 14 Apr
NZ$701
13 Apr - 14 Apr
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 2 restaurants and a private beach. Our guests praise the pool and the helpful staff in their reviews. ...
8.6/10 Excellent! (2,089 reviews)
Check in person was polite with me he advised elevator was not working and did suggest helping with my luggage. Room looked clean but screaming GERMS SHEETS AND BLANKET dingy felt like sand was in it. I caught an allergic reaction. I had to take Benadryl that next morning. To clam the hives and break ...

Reviewed on 26 Mar 2026

Beachside Resort & Residences
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
The price is NZ$848 per night from 26 Apr to 27 Apr
NZ$848
26 Apr - 27 Apr
includes taxes & fees
Stay at this luxury hotel in Key West. Enjoy free Wi-Fi, 6 outdoor pools and a marina. Our guests praise the pool and the restaurant in their reviews. Popular ...
9/10 Wonderful! (1,838 reviews)
Lots of activities. The daily shuttle was a life saver. Beautiful views.

Reviewed on 26 Mar 2026

Oceans Edge Key West Resort, Hotel & Marina
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
The price is NZ$657 per night from 12 Apr to 13 Apr
NZ$657
12 Apr - 13 Apr
includes taxes & fees
Stay at this business-friendly hotel in Key West. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (1,716 reviews)
The staff was wonderful, the free offers like smoothies and churros, and free alcoholic beverages were all so delicious. The shuttle service was also great, and the drivers were super friendly, giving reccommendations for great local places to eat, and talking about city history. Not to mention both ...

Reviewed on 26 Mar 2026

Havana Cabana at Key West
The Laureate Key West

The Laureate Key West

3.5 out of 5
3444 N Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is NZ$543 per night from 20 Apr to 21 Apr
NZ$543
20 Apr - 21 Apr
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy a 24-hour front desk, a 24-hour business centre and daily housekeeping. Our guests praise the pool and the helpful ...
9.2/10 Wonderful! (1,002 reviews)
It’s great to have a spacious suite with a large balcony. However, the location right on the main road does not lend itself to a peaceful stay. My balcony was very close to the road and right above the parking lot. In addition, there were ghost ants in the kitchen screwing around every time we turned ...

Reviewed on 26 Mar 2026

The Laureate Key West
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road Key West FL
The price is NZ$794 per night from 26 Apr to 27 Apr
NZ$794
26 Apr - 27 Apr
includes taxes & fees
Stay at this business-friendly hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...
9.4/10 Exceptional! (1,229 reviews)
Wonderful! Would return for sure. Great rooms, property, location, amenities! With shuttle to key west marina every hour, this has everything you need!

Reviewed on 26 Mar 2026

The Perry Hotel & Marina Key West
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 neighbourhoods around Cutthroat Harbor Estates

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Cudjoe Gardens

While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Upper Sugarloaf Sound.

Cudjoe Gardens
Bahia Honda State Park - Calusa Beach, Florida Keys - tropical beach - USA.

Breezeswept Beach Estates

While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Cook Island and Munson Island.

Breezeswept Beach Estates
Sugarloaf Shores

Sugarloaf Shores

Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Florida Keys Beaches and Sugarloaf Beach.

Sugarloaf Shores


Cutthroat Harbor Estates Travel Guide

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