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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 Orchid Key Inn

Havana Cabana at Key West is a Cuban-inspired, family-friendly resort on North Roosevelt Boulevard with Key West’s largest pool and multiple Cuban-themed bars and dining options. Orchid Key Inn is a small, highly rated adults-only boutique inn steps from Duval Street in Old Town—read this if you’re choosing between a bigger resort with pools and family amenities versus a compact, central adults-only stay.

Updated · about 2.9 miles 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 families, groups, and guests who want a large heated pool, poolside bars, and on-site Cuban dining.

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Orchid Key Inn, Key West, Florida

Orchid Key Inn

Adults-only · Boutique · Steps from Duval Street

Best for adults and couples who want a small, quiet boutique property within walking distance of Old Town’s nightlife and attractions.

Quick Verdict: Havana Cabana at Key West vs Orchid Key Inn

When Havana Cabana at Key West wins: pick Havana Cabana if you want more on-site dining and bars, the largest pool in Key West, free self-parking, shuttle service to downtown, and an all-ages, pet-friendly resort layout that suits families and larger groups.

When Orchid Key Inn wins: choose Orchid Key Inn if you prefer an adults-only, small boutique property right on Duval Street with individually furnished rooms, a high guest rating, and easy walking access to Old Town attractions and nightlife.

Bottom line: Havana Cabana is a bigger, activity-focused resort off Old Town that’s geared to families and groups; Orchid Key Inn is a compact, highly rated adults-only option for travelers who want to be in the center of Key West’s Old Town scene.

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Havana Cabana at Key West vs Orchid Key Inn – At a Glance

Side-by-side facts for Havana Cabana at Key West and Orchid Key Inn
CategoryHavana Cabana at Key WestOrchid Key Inn
Overall vibeBigger Cuban-inspired resort with lively pool scene and waterfront loungeQuiet, small adults-only boutique inn focused on Old Town access
LocationNew Town on N. Roosevelt Blvd; shuttle/drive from Duval Street and airportOld Town on Duval Street; steps from nightlife and museums
Size106 rooms24 individually furnished guestrooms
Ages / policyAll ages welcome (primary guest must be 21+ to check in)Adults-only (guests under 18 not permitted)
Pools & hot tubsLargest pool in Key West; heated; poolside bar; heated hot tub nearbyOne outdoor pool and one hot tub (property lists pool + hot tub)
Restaurants & barsMojitos Pool Bar, Floridita Food Truck, Flama Cabana waterfront loungeBar/lounge and a poolside bar; complimentary continental breakfast
Spa / wellnessNo on-site spa; complimentary shuttle to off-site fitness facilityNot published
Known forPool-focused resort with Cuban food and poolside mojitosHighly rated adults-only boutique stay steps from Duval Street
Parking & transportFree self-parking, EV charging station, complimentary downtown shuttleSelf parking available (surcharge reported); walkable to Old Town
Guest rating / starsFour-star resort (property marketing); widely listed as four-star3.5 stars · guest rating 9.8/10

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 resort vs Old Town doorstep

Havana Cabana at Key West – Location

Havana Cabana sits on North Roosevelt Boulevard in the New Town area, a short drive or shuttle ride from Old Town and the airport.

  • About 2.9 miles (roughly an 11-minute drive) from Duval Street and Old Town nightlife.
  • Close to Smathers Beach and Key West International Airport (about a five-minute drive).
  • Complimentary shuttle to Downtown Key West, Mallory Square, and the harbor.

Choose Havana Cabana if you want easier beach and airport access and don’t mind a short shuttle or drive into Old Town.

Orchid Key Inn – Location

Orchid Key Inn is located at 1004 Duval St in Old Town — literally steps from Duval Street and Key West’s main museums and nightlife.

  • Centrally located: steps from Duval Street, Hemingway Home, and nearby attractions.
  • Short walking distances to South Beach and many Old Town restaurants and bars.
  • Closest airport is Key West Intl. (EYW) about a few miles away by car or taxi.

Choose Orchid Key Inn if you want to stay in the middle of Old Town and walk to bars, restaurants, and museums.

Rooms: more options and family layouts vs individually furnished boutique rooms

Havana Cabana at Key West – Rooms

Havana Cabana offers a larger selection of room types and family-friendly configurations.

  • 106 rooms across eight room types, including family-friendly layouts like Superior Studio, Multiple Beds and rooms with sofa beds.
  • Standard Havana Rooms roughly 275 sq ft and can sleep up to 4 guests.
  • Rooms have Cuban-inspired decor, murals, and standard in-room amenities; some Premium Rooms offer balconies.

Go to Havana Cabana for a wider variety of room sizes and family/group-friendly bedding options.

Orchid Key Inn – Rooms

Orchid Key Inn has 24 individually furnished guestrooms with boutique touches and in-room refrigerators and microwaves.

  • Room types include Deluxe Room, Deluxe on Duval, Premium Suite and Junior Spa King Suite.
  • Each room includes conveniences like refrigerators and microwaves; pillowtop beds and 42-inch LED TVs noted.
  • Smaller property means fewer rooms and a more intimate atmosphere.

Pick Orchid Key Inn for compact, individually styled rooms and a quieter boutique feel.

Dining & drinks: on-site Cuban dining and lively pool bars vs smaller on-site bar and included breakfast

Havana Cabana at Key West – Dining & drinks

Havana Cabana’s multiple on-site venues give you Cuban food and several drinking options without leaving the resort.

  • Floridita Food Truck serves Cuban breakfast, lunch, and dinner (walk-up seating).
  • Mojitos Pool Bar offers more than 15 mojitos and poolside service; open 10 AM–11 PM.
  • Flama Cabana waterfront lounge serves tapas, rum cocktails, live music, and offers a Sunset Hour.

Havana Cabana is the choice if you want varied Cuban dining and multiple on-site bars tied to the pool scene.

Orchid Key Inn – Dining & drinks

Orchid Key Inn provides a bar/lounge, a poolside bar, and complimentary continental breakfast.

  • Complimentary continental breakfast is served daily from 7:00 AM to 10:00 AM.
  • There’s a bar/lounge and a poolside bar for drinks without needing to leave Old Town.
  • Because the property is small and central, you’re also minutes from many independent restaurants on Duval Street.

Choose Orchid Key Inn if you want a simple on-site bar plus immediate access to Old Town dining.

Pools & beach access: largest resort pool vs small boutique pool

Havana Cabana at Key West – Pools & beach access

Havana Cabana emphasizes its on-site pool as a core attraction.

  • Marketed as the largest pool in Key West, heated and open roughly 10 AM–11 PM.
  • Poolside chaise lounges, poolside service, and a pool bar (Mojitos) with daily service.
  • Non-hotel guests can buy a day pass for full pool access.

If pool time is your top priority—especially for families—Havana Cabana delivers a larger, more active pool experience.

Orchid Key Inn – Pools & beach access

Orchid Key Inn has a single outdoor pool and a hot tub, suitable for a quieter stay.

  • One outdoor pool and one hot tub available to guests.
  • Pool area is smaller, matching the boutique size of the property.
  • Steps from Old Town beaches and waterfront attractions for more beach-focused days.

Orchid Key Inn’s pool is fine for relaxing, but the property’s main appeal is being in Old Town rather than large pool spaces.

Wellness & nightlife: fitness, walks, and evening scenes

Havana Cabana at Key West – Wellness & nightlife

Havana Cabana provides practical wellness links and an on-site nightlife orientation around its bars.

  • No on-site fitness center; complimentary transport to a nearby fitness facility is provided.
  • Flama Cabana and Mojitos Pool Bar offer evening drinking options and live music nights.
  • Complimentary shuttle runs to Downtown Key West so you can access Old Town nightlife without driving.

Havana Cabana mixes on-site evening options with shuttle access to Old Town nightlife; fitness requires an off-site trip arranged by the hotel.

Orchid Key Inn – Wellness & nightlife

Orchid Key Inn’s central Old Town location puts you within walking distance of Key West nightlife and evening attractions.

  • Walk to Duval Street bars, live music venues, and late-night restaurants without transport.
  • The property offers concierge services and tours/ticket assistance to arrange activities.
  • No published on-site fitness center; property is small and oriented to Old Town exploring.

Orchid Key Inn is better if you want to walk out the door and be in the middle of Key West’s evening scene.

Who Wins? Best Pick by Travel Style

Best for families and groups
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: larger room options, family-friendly policies, the biggest pool in Key West, and facilities that welcome kids and pets.

Best for couples and adults-only stays
Orchid Key Inn, Key West, Florida

Orchid Key Inn

Orchid Key Inn: adults-only policy, boutique scale, and a location steps from Duval Street make it ideal for couples and adults.

Best for pool-focused resort days
Guest reading in wicker chair in a sunny lounge at Havana Cabana at Key West

Havana Cabana at Key West

Havana Cabana: marketed as Key West’s largest pool with poolside bars, loungers, and day-pass options.

Best for walking to Old Town attractions
Orchid Key Inn, Key West, Florida

Orchid Key Inn

Orchid Key Inn: situated on Duval Street, within easy walking distance of museums, bars, and beaches in Old Town.

Frequently asked questions

Havana Cabana at Key West vs Orchid Key Inn: FAQs

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Which property is closer to Duval Street?

Orchid Key Inn is on Duval Street in Old Town and is a short walk to shops and nightlife; Havana Cabana is about 2.9 miles away and relies on a shuttle or drive for Old Town access.

Are either of these adults-only?

Orchid Key Inn is adults-only (guests under 18 are not permitted). Havana Cabana is family-friendly and welcomes guests of all ages (primary guest must be 21+ to check in).

Which hotel has better pool facilities?

Havana Cabana emphasizes a very large, heated resort pool with poolside service and bars. Orchid Key Inn has a smaller boutique pool and a hot tub.

Can I park at each property?

Havana Cabana offers free self-parking and an EV charging station. Orchid Key Inn lists self parking onsite 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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