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Havana Cabana at Key West Key West, Florida
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Hotel comparison guide

Havana Cabana at Key West vs The Gates Hotel Key West

Havana Cabana at Key West is a Cuban‑inspired, family-friendly resort on North Roosevelt Boulevard known for Key West’s largest pool and shuttle to Old Town. The Gates Hotel Key West is a modern lifestyle hotel at the entrance to Key West (New Town) aimed at travelers who prioritize a contemporary pool scene, value, and shuttle access over Old Town walkability.

Updated · about 0.3 miles apart

Resort pool surrounded by palm trees and lounge chairs at Havana Cabana at Key West

Havana Cabana at Key West

Cuban-inspired · Largest pool in Key West · Complimentary downtown shuttle

Best for travelers who want a lively, family-friendly pool scene with Cuban food and drinks and a complimentary shuttle to Downtown Key West.

The Gates Hotel Key West, Key West, Florida

The Gates Hotel Key West

Modern lifestyle · Newly renovated · Shuttle (surcharge)

Best for travelers who want a contemporary, value-oriented hotel in New Town with a convenient location near the airport and a smaller outdoor pool and shuttle options.

Quick Verdict: Havana Cabana at Key West vs The Gates Hotel Key West

When Havana Cabana at Key West wins: Choose Havana Cabana if a large heated pool, daily poolside cocktails and Cuban-themed dining are central to your trip, or if you want a complimentary shuttle to Old Town and free self-parking.

When The Gates Hotel Key West wins: Choose The Gates if you prefer a more modern, lifestyle hotel at the New Town/airport entrance with straightforward amenities, a recently renovated property, and on-site business services.

Bottom line: Both hotels sit in New Town and serve as practical bases for exploring Key West, but Havana Cabana leans heavily on a distinctive Cuban theme and a large resort pool (better for social pool time and families), while The Gates is a cleaner, modern alternative for travelers who prioritize a contemporary hotel experience and proximity to the airport.

Havana Cabana at Key West vs The Gates Hotel Key West – At a Glance

Side-by-side facts for Havana Cabana at Key West and The Gates Hotel Key West
CategoryHavana Cabana at Key WestThe Gates Hotel Key West
Overall vibeCuban‑themed, lively resort atmosphere focused on poolside activity and social diningModern lifestyle hotel with a clean, contemporary feel
Location (neighborhood)North Roosevelt Blvd (New Town), not within walkable distance to Duval Street
Size (rooms)106 rooms100 rooms
Ages / policyAll ages welcome; primary guest must be 21+ to check inAll ages welcome; primary guest minimum age 21
PoolsLargest pool in Key West (heated), poolside bar, day passes availableOutdoor pool with poolside bar and cabanas (surcharge); pool access hours published
Restaurants & barsFloridita Food Truck (Cuban), Mojitos Pool Bar, Flama Cabana lounge2 restaurants and a coffee shop/cafe; a bar/lounge and poolside bar
Spa & wellnessNo on-site spa; complimentary transport to an off-site fitness facilityNo on-site spa (health/beauty spa listed as nearby)
Accessibility & parkingFree self-parking including accessible spaces and EV charging; no elevatorSelf parking (surcharge), uncovered parking, EV charging station, wheelchair-accessible features
Shuttle / transfersComplimentary shuttle to Downtown Key West and airport pick-up available on requestArea shuttle available (surcharge) that operates within 4 miles
Known forLargest pool in Key West and Cuban-inspired food/drinksNew Town/entrance location and newly renovated modern rooms

Location: Havana Cabana vs The Gates Hotel

Havana Cabana at Key West – Location

Havana Cabana sits on North Roosevelt Boulevard in New Town, a short drive from Old Town and the airport.

  • Address: 3420 N. Roosevelt Blvd, Key West, FL 33040
  • About 1.1 miles from Key West International Airport (roughly a 5‑minute drive)
  • Complimentary shuttle to Downtown Key West (Duval Street/Mallory Square)

Good pick if you want easy airport access plus a shuttle into Old Town without staying inside the Old Town walkable core.

The Gates Hotel Key West – Location

The Gates sits at the entrance to Key West in New Town, close to the airport and local New Town attractions.

  • Address: 3824 N Roosevelt Blvd, Key West, FL 33040
  • A 2‑ to 4‑minute drive to nearby points like Key West Tropical Forest & Botanical Garden
  • Shuttle service is offered but typically for a surcharge

Convenient for arrivals and departures and for travelers who want a modern hotel base outside Old Town.

Rooms: Havana Cabana (106 rooms) vs The Gates Hotel (100 rooms)

Havana Cabana at Key West – Rooms

Havana Cabana’s rooms are Cuban‑inspired with murals and a variety of room types for families and groups.

  • Room types include Premium Room (Lola), Room (Havana), Superior Studio, and options with balconies or sofa beds
  • Standard Havana Room roughly 275 sq ft and fits up to 4 guests
  • Complimentary Wi‑Fi, in‑room coffee, safes, and 24‑hour front desk

Room mix and themed design cater to families, groups, and travelers who want character and flexible bedding.

The Gates Hotel Key West – Rooms

The Gates offers modern, newly renovated room options such as Double Room and ADA King.

  • Room types listed include Double Room, ADA King, single room - king
  • About 100 air‑conditioned rooms with LCD TVs and complimentary Wi‑Fi
  • In‑room conveniences include coffee/tea makers, safes, and designer toiletries

Choose The Gates for straightforward, contemporary rooms and accessible room options.

Dining & drinks: Cuban street food vs multiple on‑site outlets

Havana Cabana at Key West – Dining & drinks

Havana Cabana focuses on Cuban‑inspired dining and a lively pool bar program.

  • Floridita Food Truck serves Cuban breakfast, lunch, and dinner (walk‑up)
  • Mojitos Pool Bar with more than 15 mojito varieties and poolside service
  • Flama Cabana: waterfront lounge with tapas, rum cocktails, live music, and a humidor

Stronger choice if you want a Cuban food-and-drink focus and poolside cocktail culture without leaving the hotel.

The Gates Hotel Key West – Dining & drinks

The Gates has a small selection of on‑site dining options and a pool bar for casual meals and drinks.

  • Two restaurants and a coffee shop/cafe are listed on property
  • A bar/lounge and poolside bar provide evening and poolside drink options
  • Full breakfasts are offered for a fee (approx. USD 10–20)

Good if you want basic on‑site dining and café options in a modern setting; for more variety you’ll head into Old Town.

Pools & beach access: pool-heavy resort vs smaller hotel pool

Havana Cabana at Key West – Pools & beach access

Havana Cabana is built around its large heated resort pool and poolside programming.

  • Advertised as the largest pool in Key West, heated and open daily 10 AM–11 PM
  • Mojitos Pool Bar and poolside service; day passes available for non‑guests
  • Poolside cabanas and chaise lounges included via resort fee

Pick Havana Cabana when the pool is the main focus of your stay.

The Gates Hotel Key West – Pools & beach access

The Gates offers an outdoor pool and poolside bar with cabana options (usually for a surcharge).

  • One outdoor pool and poolside bar; pool cabanas available for a surcharge
  • Pool access hours are published by the property
  • Fence around pool and pool sun loungers provided

The Gates suits travelers who want a quieter pool experience with modern surroundings rather than a resort pool scene.

Wellness & nightlife: fitness and evening options

Havana Cabana at Key West – Wellness & nightlife

Havana Cabana does not operate an on‑site fitness center but provides transport to a nearby gym; nightlife centers on on‑site bars and shuttle trips to Old Town.

  • Complimentary transport to an off‑site fitness facility is provided
  • Flama Cabana hosts live music and evening social hours
  • Complimentary shuttle to Downtown for Old Town nightlife

Good for guests who want on‑site evening socializing and don’t need a hotel gym on site.

The Gates Hotel Key West – Wellness & nightlife

The Gates lists fitness and business amenities via on‑site facilities or nearby services, and some evening entertainment is available.

  • Fitness facilities listed on property
  • Evening entertainment and a bar/lounge for after‑hours socializing
  • Area tours and ticket assistance available through concierge

Choose The Gates if you prefer a modern hotel with basic wellness options and on‑site evening lounge space.

Who Wins? Best Pick by Travel Style

Best for pool time
Lobby entry with large floor-to-ceiling windows and vintage car outside at Havana Cabana at Key West

Havana Cabana at Key West

Havana Cabana — Key West’s largest heated pool with an active pool bar and poolside programming.

Best for a modern, no‑frills stay
The Gates Hotel Key West, Key West, Florida

The Gates Hotel Key West

The Gates — newly renovated, contemporary rooms and a straightforward lifestyle-hotel experience.

Best for Cuban food and cocktails
Guest reading in wicker chair in a sunny lounge at Havana Cabana at Key West

Havana Cabana at Key West

Havana Cabana — on-site Floridita Food Truck, Mojitos Pool Bar, and Flama Cabana lounge focused on Cuban flavors.

Best for airport proximity and quick arrivals
The Gates Hotel Key West, Key West, Florida

The Gates Hotel Key West

The Gates — positioned at the island entrance near Key West International Airport for fast arrivals and departures.

Frequently asked questions

Havana Cabana at Key West vs The Gates Hotel Key West: FAQs

See all FAQs →
Which hotel is closer to Old Town and Duval Street?

Both are in New Town and require a drive to Duval Street; Havana Cabana offers a complimentary shuttle to Downtown Key West while The Gates' shuttle typically runs for a surcharge.

Which hotel has the bigger pool?

Havana Cabana has the larger, heated resort pool and promotes it as the largest pool in Key West; The Gates has a smaller outdoor pool.

Are these hotels family-friendly?

Yes. Both properties welcome guests of all ages; the primary guest checking in must be at least 21.

Do either hotel have on-site spas?

Havana Cabana does not have an on-site spa; The Gates lists a health/beauty spa as nearby rather than on-site.

Sun loungers around circular pool under palm trees at Havana Cabana at Key West
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