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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 Parrot Key Hotel & Villas

Havana Cabana at Key West is a Cuban-inspired, all-ages North Roosevelt Blvd hotel with the largest pool in Key West and on-site Cuban dining; this guide helps travelers who want a lively pool-and-food focused stay. Parrot Key Hotel & Villas is a tropical waterfront-style resort with villas, multiple outdoor pools, and larger suite options—read this if you want more villa-style space and waterside grounds away from Old Town.

Updated · about 1.1 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 big resort pool, Cuban food and cocktails, and family-friendly on-site fun.

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Parrot Key Hotel & Villas, Key West, Florida

Parrot Key Hotel & Villas

Tropical waterfront · Villas & suites · Multiple pools

Best for travelers who prefer villa-style rooms, waterfront grounds and several pool options.

Quick Verdict: Havana Cabana at Key West vs Parrot Key Hotel & Villas

When Havana Cabana at Key West wins: choose Havana Cabana if your trip centers on pool time, daytime mojitos, compact Cuban dining on-site, easy free parking and a family-friendly vibe. It’s the simpler, food-and-pool-forward choice with the largest pool in Key West and direct shuttle access to downtown.

When Parrot Key Hotel & Villas wins: pick Parrot Key if you want more room layouts (suites and multi-bedroom villas), extensive grounds and multiple pools, and a quieter waterfront resort atmosphere a short drive from Old Town.

Bottom line: both hotels are outside the busiest Old Town core and work well for travelers with cars or who plan to use shuttles; pick Havana Cabana for pool-and-dining energy and Parrot Key for space, waterfront grounds and more pool variety.

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Havana Cabana at Key West vs Parrot Key Hotel & Villas – At a Glance

Side-by-side facts for Havana Cabana at Key West and Parrot Key Hotel & Villas
CategoryHavana Cabana at Key WestParrot Key Hotel & Villas
Overall vibeCuban-inspired, lively pool-and-bar focusTropical waterfront resort with villa-style accommodations
LocationNorth Roosevelt Blvd; about 2.9 miles from Duval Street; shuttle to downtownNorthside Resort area on N Roosevelt Blvd; short drive to Old Town; complimentary beach shuttle
Size (rooms)106 rooms148 individually decorated guestrooms (rooms & villas)
Ages / policyAll ages welcome; main guest must be 21+ to check inAll ages welcome; not adults-only
PoolsSingle very large heated pool (hotel markets it as Key West’s largest) with pool bar and cabanasFour outdoor pools, poolside bar options and pool loungers
Restaurants & barsFloridita Food Truck (Cuban), Mojitos Pool Bar, Flama Cabana loungeThe Grove Food Truck / restaurant, bar/lounge and poolside bar (room service limited hours)
Spa & fitnessNo on-site spa; complimentary shuttle to off-site fitness facility (hotel states no on-site gym)Fitness facilities listed; spa detail Not published
Known forLargest pool in Key West, Cuban-themed dining and poolside mojitosWaterfront grounds, villa-style suites and multiple pools
Parking & transportFree self-parking, free shuttle to Downtown/airport pickup on requestValet parking (surcharge); free beach shuttle; airport is about 3.1 mi away
PetsPet-friendly (dogs up to 50 lbs, fees and rules apply)Pets allowed in specific rooms (surcharges and deposit apply)

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: North Roosevelt convenience vs waterfront grounds

Havana Cabana at Key West – Location

Havana Cabana sits on North Roosevelt Blvd in New Town with shuttle links to Old Town and Smathers Beach a short drive away.

  • Address: 3420 N. Roosevelt Blvd; airport about 1.1 miles away.
  • Complimentary shuttle to Downtown Key West, Mallory Square and airport pickups by arrangement.
  • Close to Smathers Beach and nearby shopping (Searstown/Pubix within easy reach).

Good if you want quick car or shuttle access to Old Town while staying outside the busiest streets.

Parrot Key Hotel & Villas – Location

Parrot Key is on the Northside with waterfront-style grounds a short drive from Old Town and nearby beaches.

  • Address: 2801 N Roosevelt Blvd; Key West Intl. Airport is about 3.1 mi (5.1 km) away per supplier notes.
  • Complimentary beach shuttle and on-site concierge to help arrange local activities.
  • A short drive (a few minutes) to Duval Street and major Key West sights.

A good pick if you prefer a quieter, waterside resort setting while still being close to Old Town.

Rooms: Compact Cuban rooms vs suites and villas

Havana Cabana at Key West – Rooms

Havana Cabana offers 106 hand-painted, Cuban-inspired rooms in a handful of room types focused on hotel-style layouts.

  • Room types include Room (Havana), Room, Poolside (Havana), Premium Room (Lola/Luis), Superior Studio, and options with sofa beds.
  • Standard Havana Room listed at about 275 sq ft and typically sleeps up to 4 guests.
  • Free Wi‑Fi, in-room safes, minibars/refrigerators; some rooms have patios or balconies.

Choose Havana Cabana for colorful, compact rooms with easy pool access and family-friendly configurations.

Parrot Key Hotel & Villas – Rooms

Parrot Key offers a wide range of guestrooms, suites and multi-bedroom villas for more space and flexibility.

  • Room types include Queen Room with 2 Queen Beds, Garden View King, Waterfront Queen Room, One Bedroom Suite Waterfront King and 2–3 bedroom villas.
  • Many rooms have private balconies or patios and refrigerators; 55-inch TVs and complimentary Wi‑Fi noted.
  • Options span from standard rooms to multi-bedroom villas suitable for families or groups.

Parrot Key is the better choice if you need suites or villa layouts for larger groups or longer stays.

Dining & drinks: Cuban-focused on-site options vs on-site casual restaurant & room service

Havana Cabana at Key West – Dining & drinks

Havana Cabana centers its F&B around Cuban flavors and poolside cocktail service.

  • Floridita Food Truck serves breakfast through dinner (walk-up casual Cuban fare).
  • Mojitos Pool Bar offers more than 15 mojitos and poolside service (open 10 AM–11 PM).
  • Flama Cabana is a waterfront Cuban-themed lounge with tapas, rum cocktails, live music and a humidor.

Pick Havana Cabana if you want Cuban food and rum-focused drinks without leaving the property.

Parrot Key Hotel & Villas – Dining & drinks

Parrot Key has at least one on-site restaurant and bar options plus limited room service hours.

  • The Grove Food Truck / restaurant serves lunch and dinner on property.
  • A bar/lounge and poolside bar provide daytime and evening drink options.
  • Room service is available during limited hours.

Parrot Key provides straightforward on-site dining and poolside options suitable for villa guests and families.

Pools & beach access: Largest single pool vs multiple pools

Havana Cabana at Key West – Pools & beach access

Havana Cabana promotes having Key West’s largest pool with active poolside service and events.

  • Heated pool open daily from 10 AM–11 PM with chaise lounges and poolside service.
  • Pool passes for non-guests are available; poolside bar service begins around 11 AM.
  • Poolside features include a hot tub and cabana/chaise lounge service covered by the resort fee.

Ideal for travelers whose primary plan is to spend long, social days by one large pool.

Parrot Key Hotel & Villas – Pools & beach access

Parrot Key offers multiple outdoor pools across its grounds for guests to spread out.

  • Supplier listing notes four outdoor pools with pool umbrellas and sun loungers.
  • Complimentary beach shuttle helps guests reach nearby public beaches.
  • Poolside bars and pool areas are distributed across the property to suit villa and suite locations.

Better if you prefer choices—multiple pools and quieter corners rather than a single busy pool.

Wellness & nightlife: Off-site fitness access vs on-site recreational options

Havana Cabana at Key West – Wellness & nightlife

Havana Cabana does not operate an on-site fitness center but provides complimentary transportation to a nearby gym.

  • No on-site spa; fitness needs are met by shuttle to a partner facility.
  • Evening nightlife on property centers on Flama Cabana (live music) and pool bar activity.
  • Concierge and tour/ticket assistance help arrange local water activities and excursions.

Choose Havana Cabana if you prioritize lively on-site evening entertainment and don’t need an on-site gym or spa.

Parrot Key Hotel & Villas – Wellness & nightlife

Parrot Key lists fitness facilities and a range of on-site recreational water activities nearby.

  • Fitness facilities are listed by the supplier; spa details are Not published in the supplier listing.
  • On-site concierge can arrange kayaking, snorkeling, boating and other watersports nearby.
  • Evening options include a hotel bar/lounge and quieter waterfront settings for sunset.

Parrot Key is a reasonable fit for guests who want on-site recreation and a quieter evening atmosphere.

Who Wins? Best Pick by Travel Style

Best for pool-focused days
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 property markets Key West’s largest pool plus dedicated pool bars and cabana service.

Best for villa or suite space
Parrot Key Hotel & Villas, Key West, Florida

Parrot Key Hotel & Villas

Parrot Key — offers one- to three-bedroom villa options and many suite layouts for groups and families.

Best for Cuban food & cocktails
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 deliver on-site Cuban flavors and rum cocktails.

Best for quieter waterfront grounds
Parrot Key Hotel & Villas, Key West, Florida

Parrot Key Hotel & Villas

Parrot Key — waterfront-style grounds, multiple pools and villa settings away from the busiest Old Town streets.

Frequently asked questions

Havana Cabana at Key West vs Parrot Key Hotel & Villas: FAQs

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Which property is closer to Duval Street and Old Town?

Both are off Old Town on North Roosevelt Blvd; both require a short drive or shuttle. Neither is in the Old Town core—Duval Street is roughly a 10–15 minute drive from either property.

Which hotel is better for families with kids?

Havana Cabana is clearly family-friendly with its large heated pool and family room options; Parrot Key also welcomes families and offers larger suites and villas for groups.

Do either property’s rates include meals or an all-inclusive plan?

No—neither property is all-inclusive. Both offer on-site dining where breakfast may be available for an extra fee.

Can I park at both hotels?

Havana Cabana offers free self-parking; Parrot Key lists valet parking for a surcharge.

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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