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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 Courtyard

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; read this if you want a lively, family-friendly stay with big-pool energy. Courtyard by Marriott Key West Waterfront is a Marriott-branded midscale waterfront hotel with meeting space and a familiar chain experience; read this if you prefer brand consistency, meeting facilities, or a quieter waterfront option.

Updated · about 0.8 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 pool-first families and guests wanting Cuban-flavored food and poolside cocktails.

See rooms & suites
Courtyard, Key West, Florida

Courtyard

Marriott midscale · waterfront · business-friendly

Best for travelers who want a familiar Marriott property with waterfront access and basic meeting/business facilities.

Quick Verdict: Havana Cabana at Key West vs Courtyard

When Havana Cabana wins: choose Havana Cabana if you want the largest pool in Key West, lively pool bars and Cuban dining on site, easy shuttle access to downtown, and family-friendly programming.

When Courtyard wins: choose Courtyard if you prefer a Marriott-branded midscale option, need meeting/business amenities, want a quieter waterfront setting with a hot tub, or value a smaller property footprint and balconies in some rooms.

Bottom line: pick Havana Cabana for a social, resort-style stay focused on pool time and Cuban-themed food and drink; pick Courtyard for a predictable chain experience on the waterfront with basic business services and accessible parking.

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Havana Cabana at Key West vs Courtyard – At a Glance

Side-by-side facts for Havana Cabana at Key West and Courtyard
CategoryHavana Cabana at Key WestCourtyard
Overall vibeCuban-themed resort, lively pool scene and bars, family-friendlyPractical Marriott midscale hotel, business- and family-friendly, quieter waterfront tone
Location (area)North Roosevelt Boulevard (New Town); shuttle to Downtown/Old TownNorthside (North Roosevelt Blvd) waterfront, a short drive from Duval Street
Size (rooms)106 rooms68 individually furnished guestrooms
Ages / policiesAll-ages resort; primary guest must be 21+ to check in
Pools & hot tubsHome to the largest pool in Key West; heated; pool open 10 AM–11 PM; poolside service and pool barOne outdoor pool and one hot tub; pool open times published by property
Restaurants & barsFloridita Food Truck (Cuban fare), Mojitos Pool Bar, Flama Cabana waterfront loungeTiki Bar (poolside bar/lounge), on-site restaurant and coffee shop/cafe
Spa & fitnessNo on-site spa; complimentary transport to off-site fitness facilityNot published
Known for / highlightsLargest pool in Key West, Cuban-themed drinks and dining, event Tiki Hut and beachfront wedding optionsWaterfront location, Marriott brand, business center and meeting space, free self-parking
Accessibility & parkingWheelchair accessible path of travel and parking; property does not have an elevatorMultiple wheelchair-accessible features listed; free self parking and uncovered parking available
Family / pet policiesFamily-friendly; pet-friendly (dogs up to 50 lbs, max 2 per room) with a pet feeFamily-friendly; supplier listing does not publish pet policy

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
See all photos →

Location: Havana Cabana vs Courtyard

Havana Cabana at Key West – Location

Havana Cabana sits on North Roosevelt Boulevard (New Town), about a short drive from Old Town and key beaches.

  • Address: 3420 N. Roosevelt Blvd, Key West, FL 33040.
  • Complimentary shuttle to Downtown Key West, Mallory Square and the harbor.
  • About 1.1 miles from Key West International Airport and roughly 2.9 miles from Duval Street.

Better if you want easy airport access, nearby shopping, and shuttle access into Old Town.

Courtyard – Location

Courtyard by Marriott Key West Waterfront is on North Roosevelt Boulevard with direct waterfront access and a practical Northside location.

  • Address: 3031-41 N Roosevelt Blvd, Key West, Florida 33040.
  • About a 4-minute drive to Florida Keys Beaches and 5 minutes to Duval Street.
  • Walkway to water and waterfront proximity; Key West Intl. Airport about 2.9 miles away.

Better if you want a waterfront site with straightforward driving access to Key West sights.

Rooms: room types & feel

Havana Cabana at Key West – Rooms

Havana Cabana's rooms are Cuban-inspired with murals and casual resort styling across 106 rooms.

  • Room types include Premium Room (Lola), Room (Havana), Superior Studio and rooms with sofa beds and balconies.
  • Standard Havana Rooms are about 275 sq ft and can sleep up to 4 guests.
  • Amenities include complimentary Wi‑Fi, in-room safes and concierge services; property lacks an elevator (ground-level access noted).

Rooms emphasize Cuban design and family/group layouts; expect a resort-style, casual room.

Courtyard – Rooms

Courtyard offers 68 individually furnished guestrooms with options for balconies and suites.

  • Room types listed include Room, 2 Queen Beds; Room, 1 King Bed (some with balconies); and several suite options.
  • Many rooms include microwaves and LCD TVs; complimentary wired and wireless internet is available.
  • Accessible rooms are offered, including hearing-accessible and roll-in shower options.

Rooms are standard midscale chain accommodations with practical amenities and some balcony options.

Dining & drinks: Cuban flavors vs chain options

Havana Cabana at Key West – Dining & drinks

Havana Cabana centers its food and drink offering on Cuban cuisine and poolside cocktail culture.

  • Floridita Food Truck offers Cuban breakfast, lunch and dinner all day (walk-up service).
  • Mojitos Pool Bar serves over 15 mojito varieties and poolside service daily.
  • Flama Cabana is a waterfront lounge with rum-focused cocktails, live music and a cigar humidor.

Choose Havana Cabana for Cuban-focused menus, lively pool bars and a waterfront lounge with sunset views.

Courtyard – Dining & drinks

Courtyard provides a Tiki Bar poolside and an on-site restaurant and coffee shop for casual meals.

  • Tiki Bar is the poolside bar/lounge and the property lists one restaurant and a coffee shop/cafe.
  • Cooked-to-order breakfasts are available for a surcharge during morning hours.
  • Poolside bar and snack options are on-site for easy access from rooms and meetings.

Choose Courtyard for dependable, straightforward food-and-drink outlets tied to a midscale hotel experience.

Pools & beach access: pool size and features

Havana Cabana at Key West – Pools & beach access

Havana Cabana advertises Key West’s largest pool with poolside service and a heated hot tub nearby.

  • Largest pool in Key West according to the property; heated and open daily 10 AM–11 PM.
  • Poolside loungers, chaise service, and a dedicated pool bar with happy hours.
  • Non-guests can buy day passes for full pool access.

If pool time is the main priority, Havana Cabana is designed around that experience.

Courtyard – Pools & beach access

Courtyard offers an outdoor pool plus a hot tub and poolside bar in a quieter waterfront setting.

  • One outdoor pool and one hot tub are listed among property amenities.
  • Pool sun loungers, umbrellas and a poolside bar are available.
  • Pool access and hours are managed by the property; pool area is wheelchair-accessible.

Courtyard suits guests who want a pool and hot tub as part of a calmer, waterfront hotel stay.

Wellness, meetings & nightlife

Havana Cabana at Key West – Wellness, meetings & nightlife

Havana Cabana supports events and weddings with multiple venues and off-site fitness transportation.

  • Event spaces include a 2,500 sq ft Tiki Hut (up to 150 standing) and Smathers Beach ceremony options.
  • No on-site spa; complimentary transport to a nearby fitness facility is provided.
  • Concierge and tours/ticket assistance available for local excursions and water activities.

Good for social events, weddings and shoreline receptions; not a full-service spa destination.

Courtyard – Wellness, meetings & nightlife

Courtyard provides basic business amenities, a business center and one meeting/banquet space.

  • Featured amenities include a business center, one meeting room and express check-out.
  • Concierge services, luggage storage and tours/ticket assistance are offered.
  • Property lists an outdoor rooftop garden and rooftop spaces among amenities.

Better suited for meetings, small conferences and travelers who want chain-brand meeting support.

Who Wins? Best Pick by Travel Style

Best for pool-focused stays
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 — largest pool in Key West with poolside bars and active pool programming.

Best for waterfront, chain consistency
Courtyard, Key West, Florida

Courtyard

Courtyard — Marriott-branded option with waterfront access, business center and meeting space.

Best for Cuban food & nightlife
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 waterfront lounge.

Best for meetings & business travelers
Courtyard, Key West, Florida

Courtyard

Courtyard — business center, meeting room, and predictable chain-service standards.

Frequently asked questions

Havana Cabana at Key West vs Courtyard: FAQs

See all FAQs →
Which hotel is better for families with kids?

Havana Cabana is more family-focused with a very large pool and family-friendly dining; both hotels welcome all ages but Havana emphasizes pool activities.

Is either property adults-only?

No. Both properties welcome guests of all ages; the primary guest checking in must be at least 21 years old at each property.

Which hotel is closer to Old Town/Duval Street?

Both are on North Roosevelt Boulevard and require a short drive to Old Town; both properties operate or publish shuttle/transport options into Downtown Key West.

Does either hotel have an on-site spa or fitness center?

Havana Cabana does not have an on-site fitness center or a spa but provides complimentary transport to a nearby fitness facility; Courtyard: spa details are not published in the supplier listing.

More Havana Cabana at Key West Comparison Guides

Explore how Havana Cabana at Key West stacks up against other hotels nearby:

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