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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 Fairfield

Havana Cabana at Key West is a Cuban‑inspired, all‑ages resort on North Roosevelt Boulevard with Key West’s largest pool and on‑site Cuban dining. Fairfield by Marriott Inn & Suites Key West is a Marriott select‑service option in New Town that appeals to travelers who want predictable brand standards and complimentary weekday breakfast.

Updated · about 1.3 km 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 · family‑friendly

Best for guests who want a pool‑forward stay with Cuban food and a lively pool bar.

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Fairfield, Key West, Florida

Fairfield

Marriott brand · free breakfast · New Town location

Best for travelers who prefer a recognized Marriott experience with complimentary breakfast and straightforward, business‑friendly amenities.

Quick Verdict: Havana Cabana at Key West vs Fairfield

When Havana Cabana wins: choose Havana Cabana if you want a resort feel, the largest pool in Key West, poolside mojitos and Cuban‑style dining steps from your room. It’s the better pick for families, groups, or anyone who plans to spend time poolside and at casual on‑site venues.

When Fairfield wins: pick Fairfield by Marriott if you value brand reliability, a weekday complimentary buffet breakfast, free self‑parking and a simple, practical base for exploring Key West from New Town. It’s a good choice for business travelers or guests who prefer Marriott standards and on‑site business amenities.

Bottom line: Havana Cabana is the more resort‑oriented, food‑and‑drink focused option with a strong social pool scene; Fairfield offers a dependable Marriott select‑service stay with useful practical perks. Your choice depends on whether you prioritize poolside atmosphere and dining (Havana Cabana) or Marriott consistency and complimentary breakfast (Fairfield).

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Havana Cabana at Key West vs Fairfield – At a Glance

Side-by-side facts for Havana Cabana at Key West and Fairfield
CategoryHavana Cabana at Key WestFairfield
Overall vibeResortlike, Cuban‑themed and social (pool bar, waterfront lounge)Select‑service, brand‑standard Marriott with practical amenities
Location (area)New Town, on North Roosevelt Boulevard; shuttle to DowntownIn Key West (New Town), on North Roosevelt Boulevard
Size (rooms)106 rooms133 guestrooms
Ages / audienceAll ages welcomed (not adults‑only)
PoolsLargest pool in Key West; heated; poolside bar; day‑passes availableOutdoor pool, poolside bar (1)
Restaurants & barsFloridita Food Truck, Mojitos Pool Bar, Flama Cabana lounge (Cuban‑inspired)Snack bar/deli, bar/lounge, poolside bar; free buffet breakfast on weekdays
Spa / wellnessNo on‑site spa; off‑site fitness access providedNot published
Parking & EVFree self‑parking; electric vehicle charging station
Shuttle / transfersComplimentary shuttle to Downtown Key West and airport pickup on request
Pet policyPet‑friendly (dogs up to 50 lbs; fee applies)Not published
Airport distance (to Key West Intl.)About 1.1 miles (≈5‑minute drive) to EYWAbout 1.6 km / 2.6 km to EYW (Fairfield's preferred airport is Key West Intl.; listing shows 2.6 km)

A Look Inside Havana Cabana at Key West

Havana Cabana at Key West: rooms & suitesRooms & suitesHavana Cabana at Key West: pools & beachPools & beachHavana Cabana at Key West: diningDiningHavana Cabana at Key West: spa & wellnessSpa & wellness
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Location: New Town convenient to airport vs brand‑standard New Town base

Havana Cabana at Key West – Location

Havana Cabana sits on North Roosevelt Boulevard in New Town with shuttle access to Downtown Key West and Smathers Beach nearby.

  • About 1.1 miles from Key West International Airport; complimentary shuttle to Downtown and airport pickups can be arranged.
  • Smathers Beach and local attractions are a short drive away; a public bus stop is within a few minutes’ walk.
  • Not within walking distance of Duval Street; plan to use the hotel shuttle, a taxi, or your vehicle to reach Old Town.

Good for guests who want easy airport access and a short drive to beaches and downtown without staying in Old Town.

Fairfield – Location

Fairfield by Marriott is also in New Town on North Roosevelt Boulevard, positioned as a practical Marriott option for Key West visits.

  • Centrally located in New Town; highlights note a roughly 4‑minute drive to Key West Golf Club and short drives to Old Town attractions.
  • Preferred airport is Key West Intl. Airport (EYW), about 2.6 km away per the listing.
  • Free self‑parking on site makes it convenient for guests with a car.

A straightforward, reliable base if you want Marriott amenities and don’t need to be in Old Town.

Rooms: Cuban‑styled rooms vs Marriott standard guestrooms

Havana Cabana at Key West – Rooms

Havana Cabana’s rooms are Cuban‑inspired with hand‑painted murals and several room types for families and couples.

  • 106 rooms with multiple room types such as Premium Room, Patio (Lola) and Superior Studio, Multiple Beds.
  • Standard Havana Room is about 275 sq ft and can sleep up to four guests; many rooms have pool or patio access.
  • Amenities include complimentary Wi‑Fi, in‑room coffee, and in‑room bottled water included via resort fee.

Rooms lean toward playful, themed design and options for families and groups.

Fairfield – Rooms

Fairfield offers 133 guestrooms with typical Marriott select‑service room categories and accessible options.

  • Room types include Room, 1 King Bed; Standard Double Queen; Deluxe Room, 2 Queen Beds, Pool View; and several accessible options.
  • Guestrooms include refrigerators and microwaves; pillowtop beds with premium bedding are noted in the listing.
  • Free Wi‑Fi and weekday free buffet breakfast are part of the practical offering.

Expect predictable, functional rooms with accessible options and in‑room conveniences.

Dining & drinks: Cuban menus and lively pool bars vs simple deli and breakfast

Havana Cabana at Key West – Dining & drinks

Havana Cabana’s dining focuses on Cuban cuisine and poolside cocktail culture.

  • Floridita Food Truck serves Cuban breakfast, lunch and dinner (walk‑up service).
  • Mojitos Pool Bar offers more than 15 mojito varieties and poolside service; open 10 AM–11 PM.
  • Flama Cabana is a waterfront lounge with tapas, rum cocktails, live music and a cigar humidor (Tue–Sun evenings).

Best for guests who want Cuban food and a social poolside/drinks program on site.

Fairfield – Dining & drinks

Fairfield’s on‑site options are more limited and geared to convenience and reliable choices.

  • Snack bar/deli for grab‑and‑go items and a bar/lounge with drinks.
  • Complimentary buffet breakfast available weekdays (hours noted in supplier highlights).
  • Poolside bar and an on‑site bar/lounge provide basic beverage options.

Good if you want reliable morning breakfast and simple on‑site dining rather than multiple specialty venues.

Pools & beach access: biggest pool vs a straightforward outdoor pool

Havana Cabana at Key West – Pools & beach access

Havana Cabana markets Key West’s largest pool with heated water and poolside service.

  • Largest pool in Key West; heated and open daily from 10 AM to 11 PM.
  • Poolside service, chaise lounges, poolside bar and day‑pass access for non‑guests.
  • Pool amenities and shuttle make beach and downtown visits easy during a stay.

A primary reason to choose Havana Cabana is spending time at a large, active pool.

Fairfield – Pools & beach access

Fairfield has an outdoor pool and poolside bar as part of its practical amenity set.

  • One outdoor pool with poolside bar service referenced in the supplier listing.
  • Wheelchair‑accessible pool and poolside facilities are listed among amenities.
  • Fairfield’s location is a short drive from local beaches; it does not advertise a large resort pool scene.

Solid option for a simple pool to relax by, but not marketed as a pool destination.

Wellness & nightlife: off‑site fitness and live music vs fitness and business conveniences

Havana Cabana at Key West – Wellness & nightlife

Havana Cabana does not operate an on‑site fitness center but gives complimentary transport to a nearby gym; nightlife is driven by live music at the waterfront lounge.

  • No on‑site gym; complimentary shuttle to an off‑site fitness facility is provided.
  • Flama Cabana offers live music and sunset views several evenings a week.
  • The resort’s pool bar and lounge create an on‑site evening scene without being in Old Town.

Choose Havana Cabana if on‑site evening entertainment and a lively pool vibe matter more than an on‑site gym.

Fairfield – Wellness & nightlife

Fairfield provides fitness and business conveniences listed in the supplier listing and is geared toward practical needs.

  • Wheelchair‑accessible fitness center and a 24‑hour business center are listed among amenities.
  • Meeting rooms and dry‑cleaning/laundry services support business travelers and longer stays.
  • Fairfield’s nightlife options are limited on site; plan to go to Old Town for restaurants and bars.

Fairfield suits travelers who need business amenities or a fitness room and prefer quieter evenings.

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 — the largest pool in Key West with heated water, pool bar and day‑pass access.

Best for reliable brand comforts
Fairfield, Key West, Florida

Fairfield

Fairfield — Marriott standards, practical room features and a complimentary weekday breakfast.

Best for Cuban food & drinks on site
Guest reading in wicker chair in a sunny lounge at Havana Cabana at Key West

Havana Cabana at Key West

Havana Cabana — Floridita Food Truck, Mojitos Pool Bar and Flama Cabana offer Cuban‑style menus and cocktails.

Best for a business or practical stay
Fairfield, Key West, Florida

Fairfield

Fairfield — 24‑hour business center, meeting rooms, laundry/dry cleaning and accessible fitness facilities.

Frequently asked questions

Havana Cabana at Key West vs Fairfield: FAQs

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Which hotel is better for families?

Havana Cabana is more family‑friendly in practice, with family‑suitable room types, a large pool and on‑site casual dining; Fairfield is family‑friendly too but is more of a practical, brand‑standard hotel.

Do either property’s rates include breakfast?

Fairfield lists a complimentary buffet breakfast on weekdays; Havana Cabana offers cooked‑to‑order breakfast for a surcharge (not included in the room rate).

Which property is closer to Key West International Airport?

Havana Cabana is roughly 1.1 miles from EYW (about a 5‑minute drive). Fairfield’s listing shows about 2.6 km to EYW.

Can I use the pool at Havana Cabana without staying there?

Yes — Havana Cabana sells day passes that give non‑guests full access to the pool, bookable at the front desk or via ResortPass.

More Havana Cabana at Key West Comparison Guides

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