
Havana Cabana at Key West
Best for pool‑focused families and groups who want a large resort pool, lively pool bars, and Cuban‑style dining.
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Havana Cabana at Key West is a Cuban‑inspired, all-ages resort on North Roosevelt Boulevard with Key West’s largest pool and poolside Cuban dining—best for travelers who want lively pool time and convenient shuttle access to Old Town. The Marker Key West Harbor Resort is an upscale, harbor‑area resort in the Historic Seaport with multiple pools and a harbor location—best for travelers who want a modern harbor stay near Duval Street and marina activities.
Updated · about 3 km apart

Best for pool‑focused families and groups who want a large resort pool, lively pool bars, and Cuban‑style dining.

Best for travelers who prefer a modern harbor resort within walking distance of the Historic Seaport, marina activities, and multiple pool options.
When Havana Cabana at Key West wins: Choose Havana Cabana if you want the biggest pool in Key West, a Cuban‑themed pool bar and food truck, free self‑parking and a complimentary shuttle to downtown. It’s set up for families, groups, and guests who prioritize daytime pool time and informal Cuban dining.
When The Marker Key West Harbor Resort wins: Pick The Marker for a more central harbor/Old Town location, multiple outdoor pools (three), private balconies in many rooms, and upscale harbor‑area amenities that suit travelers wanting to be near the Historic Seaport and marina activities.
Bottom line: For a social, pool‑centric stay with Cuban flavor and easy free parking, Havana Cabana is a strong, family‑friendly choice. For a more centrally located, upscale harbor experience with several pool options and closer access to the seaport and Duval Street, The Marker is the better pick.
| Category | Havana Cabana at Key West | The Marker Key West Harbor Resort |
|---|---|---|
| Overall vibe | Casual, Cuban‑inspired, pool‑focused resort | Upscale, modern harbor resort near the Historic Seaport |
| Location | North Roosevelt Blvd (New Town); shuttle to Old Town | Historic Seaport/Harbor area, close to Duval Street |
| Size (rooms) | 106 rooms | 96 rooms |
| Ages / atmosphere | All‑ages, family‑friendly (not adults‑only) | |
| Pools | Key West’s largest single pool; heated; day‑pass available | Three outdoor pools; poolside bar(s) |
| Restaurants & bars | Mojitos Pool Bar, Floridita Food Truck, Flama Cabana lounge | Starboard (poolside restaurant) and a poolside bar; room service (limited hours) |
| Spa / wellness | No on‑site spa; complimentary shuttle to off‑site fitness facility | Not published |
| Known for | Largest pool in Key West and Cuban‑themed pool culture | Harbor location, multiple pools, proximity to marina and seaport |
| Parking & transport | Free self‑parking and complimentary shuttle to Downtown Key West | Parking (limited spaces, self parking surcharge) and near Key West Bight Marina |
| Accessibility notes | Wheelchair accessible parking and path but no elevator; some accessible rooms | Wheelchair accessible features and rooms; elevators and accessible paths listed |
Havana Cabana sits on North Roosevelt Boulevard in New Town, a short drive from Old Town and Smathers Beach.
Good if you want easier parking, quick beach access, and don’t mind a short shuttle or drive to Old Town.
The Marker sits in the Key West Historic District close to the seaport and marina.
Better if you prefer to stay inside the Historic Seaport/Old Town area so you can walk to attractions and boat tours.
Havana Cabana offers Cuban‑inspired rooms with painted murals and a mix of room types for families and groups.
A practical choice for families and groups who want room options sized for multiple guests and pool access.
The Marker has a range of room types, many with balconies and harbor or garden/pool views.
Good for travelers who value private balconies and contemporary harbor or pool views in a Historic Seaport setting.
Havana Cabana centers on Cuban flavors with poolside cocktails, a food truck, and a waterfront lounge.
Choose Havana Cabana for a consistent Cuban theme across pool bars, casual dining, and evening lounge music.
The Marker offers poolside dining and a signature pool restaurant with room service during limited hours.
The Marker is a solid pick if you want hotel dining that fits an upscale harbor resort rather than a single themed culinary concept.
Havana Cabana is built around its pool program—advertised as Key West’s largest pool with full poolside service.
Best for guests who prioritize a single large pool and a lively pool scene with Cuban cocktails.
The Marker emphasizes multiple outdoor pools and a harbor‑adjacent setting as its main recreational draw.
Better for guests who like options—several pools and a harbor setting rather than one central resort pool.
Havana Cabana focuses nightlife around its Flama Cabana lounge and pool bar; wellness features are limited on site.
Pick Havana Cabana for lively, themed nightlife by the pool and lounge; not for an on‑site spa experience.
The Marker provides fitness and pool recreation on site and easy access to Old Town nightlife.
The Marker is a better base if you want on‑site fitness and walkable access to Old Town nightlife; spa availability is not published.

Havana Cabana — largest pool in Key West, Mojitos Pool Bar, and Flama Cabana nightlife.

The Marker — located in the seaport/harbor area, steps from marina activities and near Duval Street.

Havana Cabana — free self‑parking, family‑friendly rooms, and a large heated pool.

The Marker — multiple pools, private balconies in many rooms, and upscale harbor‑area positioning.
The Marker Key West Harbor Resort is in the Historic Seaport near Duval Street; Havana Cabana is in New Town and uses a complimentary shuttle to reach Old Town.
Havana Cabana centers on a single very large heated pool and active poolside programming; The Marker has three outdoor pools if you prefer multiple pool options.
No. Both properties welcome all ages; the primary guest must be at least 21 to check in.
Neither property publishes an all‑inclusive meal plan. Havana Cabana has on‑site Cuban dining for fees; The Marker offers cooked‑to‑order breakfast for a fee. Havana Cabana has no on‑site spa; The Marker’s spa details are not published in the supplied listing.
Explore how Havana Cabana at Key West stacks up against other hotels nearby:
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