
Blue Flamingo Resort Key West
Best for families and groups who want active pool programming, evening entertainment, and on-site dining options while staying near the airport.
Prices in other currencies are estimates. You’re charged in USD.
Blue Flamingo Resort Key West is a newly renovated, family-friendly 4-star resort on North Roosevelt Boulevard with two pools and a big poolside social program; this guide is for travelers who want lively pools, activities, and easy Old Town shuttle access. Havana Cabana at Key West is a 4-star, Cuban‑inspired, resort‑style hotel on North Roosevelt Boulevard known for a themed pool scene; this comparison is for travelers considering a colorful, pool-forward alternative outside Old Town.
Updated · about 0.4 miles (≈0.6 km) apart

Best for families and groups who want active pool programming, evening entertainment, and on-site dining options while staying near the airport.

Best for travelers who want a themed, lively pool scene with a clear Cuban-inspired identity and easy parking in New Town.
When Blue Flamingo Resort Key West wins: choose Blue Flamingo if you want more on-site programming (live music, karaoke, lawn games), two pools and cabanas, more rooms and event space, a 24-hour fitness center, and a shuttle into Old Town. It’s the better fit for families and larger groups.
When Havana Cabana at Key West wins: pick Havana Cabana if you prefer a smaller, strongly themed Cuban‑style resort with a single Cuban-inspired pool area, free self parking, and a compact set of rooms with microwaves and fridges—handy for guests seeking a straightforward, pool-focused stay in New Town.
Bottom line: Both are 4-star, all-ages properties on North Roosevelt Boulevard close to the airport; Blue Flamingo leans toward bigger, more programmed resort life and event capacity, while Havana Cabana offers a more focused, themed poolside escape with strong on-site identity.
| Category | Blue Flamingo Resort Key West | Havana Cabana at Key West |
|---|---|---|
| Overall vibe | Lively, social resort with programmed pool events, two pools and family activities | Themed, Cuban‑inspired resort-style hotel centered on a single pool scene |
| Location (area) | North Roosevelt Boulevard (New Town), near Key West Intl. Airport | |
| Size (rooms) | 245 rooms | 106 individually decorated guestrooms |
| Audience / ages | All ages; family-friendly with children’s play area and kid-friendly programming | All ages; not adults-only |
| Pools & water features | Two outdoor pools, hot tub, cabanas for rent and poolside social club | One outdoor pool and one hot tub, poolside bar |
| Restaurants & bars | Rum Row (tiki food truck) + Toasted Coconut (poolside restaurant) + bars/Starbucks | Floridita Food Truck / snack bar and a poolside bar/lounge |
| Wellness & fitness | 24-hour fitness center; hot tub on site; no standalone named spa published | |
| Parking & transport | Self-parking available for a surcharge; resort-fee shuttle to Old Town included | Free self parking on site; resort fee lists shuttle/airport shuttle among inclusions |
| Known for | Backyard Pool & Social Club, live evening entertainment and family activities | Cuban‑inspired pool scene and themed guestroom names |
| Event & meeting space | Large event capabilities (multiple meeting rooms, large outdoor lawn for weddings up to ~1,200–1,500) | One meeting room; limited meeting space compared with Blue Flamingo |
Blue Flamingo sits at the northern gateway to Key West on North Roosevelt Boulevard, close to the airport and main beaches.
Best if you want quick airport access, easy rides into Old Town, and proximity to Smathers Beach.
Havana Cabana is also on North Roosevelt Boulevard in New Town, offering straightforward access to the same neighborhood stops.
Best if you want a conveniently located hotel with free parking and quick access to Old Town without staying in the historic core.
Blue Flamingo offers a wide range of room types including pool and ocean views, plus suites for families.
Choose Blue Flamingo if you need more room categories and family-friendly suite options.
Havana Cabana has about 106 individually decorated guestrooms with practical in-room amenities.
Havana Cabana suits travelers who want practical rooms with in‑room fridges/microwaves and a smaller, boutique scale.
Blue Flamingo centers food and drink around its pool areas with a tiki bar/food truck and a poolside restaurant.
Plenty of poolside dining and multiple bar options make Blue Flamingo easy for families and groups who prefer staying on property.
Havana Cabana keeps dining simple and focused on the pool area.
Havana Cabana is fine for guests who want casual poolside food and drinks without the larger variety found at Blue Flamingo.
Blue Flamingo emphasizes outdoor social life with two pools, cabanas, and a dedicated Backyard Pool & Social Club.
If pool programming and variety of pool spaces matter, Blue Flamingo is the stronger option.
Havana Cabana’s key appeal is a Cuban‑themed pool area and a cohesive poolside atmosphere.
Pick Havana Cabana when you want a single, well-themed pool experience rather than multiple pool zones.
Blue Flamingo provides both basic wellness facilities and nightly entertainment.
Blue Flamingo mixes a basic fitness offering with more active nightlife and evening programming.
Havana Cabana lists wellness basics and a relaxed evening pool scene.
Havana Cabana covers wellness basics and centers nightlife around its pool bar rather than broad programming.

Blue Flamingo — more rooms and suites, two pools, kids’ play area, family programming and larger event spaces.

Havana Cabana — focused Cuban-inspired pool atmosphere and themed guestrooms.

Blue Flamingo — multiple venues (Rum Row, Toasted Coconut, lobby bar, Starbucks) around the pool areas.

Havana Cabana — free self parking and a smaller property footprint for straightforward stays.
Both hotels are very close to Key West International Airport; Blue Flamingo is about 1 mile from the airport and Havana Cabana is a short drive as well.
No — both properties are all-ages and not adults-only.
Blue Flamingo has two outdoor pools plus a hot tub and a dedicated Backyard Pool & Social Club; Havana Cabana has one outdoor pool and one hot tub.
Blue Flamingo includes a shuttle to Old Town as part of its resort‑fee inclusions; Havana Cabana’s published resort‑fee list also mentions shuttle/airport shuttle among included services.
Explore how Blue Flamingo Resort Key West stacks up against other hotels nearby:
vs. sites like Expedia, Hotels.com and other OTAs ·