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15 Top-Rated Hotels in Downtown Key West Worth Booking

The Americanpatrol Journal

15 Top-Rated Hotels in Downtown Key West Worth Booking

Find the best hotels in Downtown Key West. Compare location, facilities, and booking tips to choose the right stay in Key West's most walkable district.

15 Top-Rated Hotels in Downtown Key West Worth Booking

Downtown Key West - anchored by Duval Street, Mallory Square, and Old Town's historic grid - is the most walkable and concentrated accommodation zone on the island. With Key West International Airport around 4 km from most properties listed here, guests arriving by air reach their hotel in under 15 minutes by taxi or rideshare, making the downtown core genuinely convenient from the moment you land. This guide covers 15 hotels across Downtown Key West, from adult-only inns steps from the Hemingway House to full-service waterfront resorts with private beach access, so you can match your stay to the specific streets, amenities, and experience that actually matter to your trip.

What It's Like Staying in Downtown Key West

Staying in Downtown Key West means nearly every major attraction - Duval Street bars, Mallory Square sunset celebrations, the Ernest Hemingway Home, the Key West Aquarium, and Southernmost Point - sits within a 15-minute walk of your hotel door. The entire Old Town grid is compact enough that most guests never need a car once they arrive. That said, Duval Street generates significant foot traffic and bar noise well past midnight, which directly affects hotels within a block or two of the strip - lighter sleepers should factor that into room selection.

Pros:

  • Walking access to Mallory Square, Duval Street, and the Hemingway House without taxis or rideshare
  • Key West International Airport is around 4 km away - under 15 minutes by taxi from any downtown property
  • High density of dining, bars, and watersports operators within steps of most hotels

Cons:

  • Duval Street noise carries into adjacent hotel rooms, especially on weekends and during Fantasy Fest
  • Downtown parking is limited and often paid - properties with free parking are a genuine advantage here
  • Peak-season hotel rates in this district run significantly higher than comparable rooms further from Old Town

Why Choose a Hotel in Downtown Key West

Hotels in Downtown Key West range from intimate adult-only bed and breakfasts tucked into historic Conch houses to full-service resorts with private beach access and on-site spas - a spread you won't find in any other part of the island. Room rates in the downtown core reflect that demand, typically running higher than properties near the airport or on the New Town side of the island, but the trade-off is direct walkability to the island's entire cultural and nightlife offer. Suites with full kitchens, such as those at Santa Maria Suites Resort, make longer stays more economical and reduce reliance on restaurant dining for every meal.

Pros:

  • Wide category spread - B&Bs, boutique inns, suite resorts, and waterfront properties all within the same walkable zone
  • Several properties include breakfast, happy hour, or poolside snacks, reducing daily food spend noticeably
  • Adult-only options are concentrated in this district, offering quieter pool and common areas compared to family resorts

Cons:

  • Downtown premium pricing means budget travelers may pay around 40% more than at comparable off-strip properties
  • Historic buildings common in Old Town rarely have elevators, making upper-floor rooms inaccessible for some guests
  • Smaller boutique properties often have limited or no on-site parking, a real cost factor if you're renting a car

Practical Booking & Area Strategy for Downtown Key West

For the best micro-location within Downtown Key West, properties along or just off Duval Street between Simonton and Whitehead Streets place you within a 5-minute walk of both Mallory Square to the north and Southernmost Point to the south. Whitehead Street and Fleming Street corridors offer a quieter buffer from the Duval strip while keeping walking distances identical to the main attractions. Key West's Fantasy Fest in late October and New Year's Eve push occupancy to near 100%, so booking at least 8 weeks ahead for those windows is non-negotiable. Outside of those peaks, January through April is high season across the board - spring break weeks in particular drive prices sharply upward - while September and early October represent the softest pricing window, though hurricane season awareness applies. Things to do within walking distance of downtown hotels include the Hemingway Home and Museum on Whitehead Street, the sunset celebration at Mallory Square, snorkeling and glass-bottom boat tours departing from the Historic Seaport, the Key West Butterfly and Nature Conservatory on Duval, and the Key West Lighthouse just off Whitehead. Bicycle rentals are available at several downtown properties and represent the fastest practical way to move between the Historic Seaport waterfront and the Atlantic-side beaches.

Best Value Stays in Downtown Key West

These properties deliver strong location and genuine amenities at a lower price point within the downtown area, with several including breakfast or free parking - two costs that add up quickly in Key West.

  • 8.7 Fabulous
    784 reviews
    Alexander Palms Court - No Hidden Resort Fees! Alexander Palms Court - No Hidden Resort Fees! Alexander Palms Court - No Hidden Resort Fees! Alexander Palms Court - No Hidden Resort Fees! Alexander Palms Court - No Hidden Resort Fees!

    That was just a preview — check out all hotel photos.

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    Alexander Palms Court sits less than 1 km from the center of Key West and just 300 metres from South Beach, making it one of the closest value options to the Atlantic shoreline in the downtown area. The explicit no-hidden-resort-fees policy is a concrete financial advantage in a city where resort fees at competing properties can add $40-$50 per night to the final bill. All rooms include air conditioning, cable flat-screen TV, free WiFi, and selected units feature a private patio - useful for a morning coffee without leaving the property. A bicycle rental service is available on-site, giving guests a practical transit option to reach Mallory Square or the Hemingway House without paying for taxis. Key West International Airport is 3 km away, one of the shorter airport-to-hotel distances among downtown properties.

    • Free parking on-site - rare and valuable in downtown Key West
    • 300 metres to South Beach, the closest Atlantic-side beach access among value properties here
    • Bicycle rental available on-site for efficient island navigation

    Just a few rooms left at the best rate! 

    from

    US$ 135

  • 2. Curry House - Room 5

    8.3 Very Good
    3 reviews
    Curry House - Room 5 Curry House - Room 5 Curry House - Room 5 Curry House - Room 5 Curry House - Room 5

    That was just a preview — check out all hotel photos.

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    Curry House - Room 5 is centrally positioned in Key West, 800 metres from Duval Street and 1 km from Simonton Street Beach, placing it within comfortable walking range of the island's main activity corridor without the direct noise exposure of on-strip properties. The unit includes a patio, air conditioning, and free WiFi, and guests have access to an outdoor pool on-site. Mallory Dock and Mallory Square are both listed as nearby points of interest, and the Ernest Hemingway Home and Museum is reachable on foot. Key West International Airport is 4 km from the property. This is a stripped-back option best suited to travelers who want a downtown address with pool access and a private outdoor space without paying for resort-level amenities.

    • Private patio included - uncommon at this price tier in downtown Key West
    • Outdoor pool access without resort pricing
    • Walking distance to Mallory Square and Ernest Hemingway Home

    Just a few rooms left at the best rate! 

    from

    US$ 346

  • 9.0 Superb
    2409 reviews
    Douglas House Adult Only Douglas House Adult Only Douglas House Adult Only Douglas House Adult Only Douglas House Adult Only

    That was just a preview — check out all hotel photos.

    1/1

    Douglas House Adult Only is positioned just 2 minutes' walk from the Ernest Hemingway Home and Museum and 0.5 km from the Key West Lighthouse - two of the island's most visited cultural sites - making it one of the best-located value options for guests with a sightseeing focus. Free parking is included, a significant saving in a downtown area where paid parking is the norm. Each room comes with a microwave, refrigerator, and coffee-making facilities, plus cable TV and access to sun terraces and a tropical garden. The adult-only policy keeps the pool and garden areas quieter than family properties. Note that as a historic property, second-floor rooms are accessed by stairs only - no elevator is available.

    • Free parking on a downtown street where paid parking dominates
    • 2-minute walk to Ernest Hemingway Home - no transit needed
    • In-room microwave and refrigerator reduce reliance on restaurant spending

    Rooms filling fast – secure the best rate! 

    from

    US$ 205

  • 8.9 Fabulous
    768 reviews
    Ambrosia Key West Ambrosia Key West Ambrosia Key West Ambrosia Key West Ambrosia Key West

    That was just a preview — check out all hotel photos.

    1/1

    Ambrosia Key West is a 3-minute walk from Duval Street's art galleries and cafés, and under 1 mile from the Hemingway House and Southernmost Point - a walkable footprint that covers most of the island's key sightseeing without transport costs. The property operates two outdoor pools and a hot tub, with snacks and refreshments served poolside daily in the early afternoon. A full hot breakfast is included each morning, and all rooms feature a mini-refrigerator, microwave, and in-suite Keurig coffee facilities. Pet-friendly rooms are available in designated units, which is uncommon among downtown Key West inns. Mallory Square with its aquarium, shipwreck museum, and sculpture garden is around 1 mile away.

    • Full hot breakfast included daily - reduces morning dining costs
    • Two outdoor pools plus a hot tub on the same property
    • Pet-friendly designated rooms available - rare for downtown Key West inns

    Just a few rooms left at the best rate! 

    from

    US$ 299

  • 5. La Pensione Inn - Adult Exclusive

    La Pensione Inn - Adult Exclusive La Pensione Inn - Adult Exclusive La Pensione Inn - Adult Exclusive La Pensione Inn - Adult Exclusive La Pensione Inn - Adult Exclusive

    That was just a preview — check out all hotel photos.

    1/1

    La Pensione Inn - Adult Exclusive sits within 600 metres of the Key West city centre and 800 metres from the Ernest Hemingway Home, with free private parking and an outdoor swimming pool on-site - a combination that's difficult to find at this price point in downtown Key West. All rooms include a coffee machine, iPod docking station, flat-screen TV, air conditioning, and a fridge; select rooms add a private balcony. A buffet or continental breakfast is served daily, and bicycle hire is available at the property for efficient movement across the Old Town grid. Duval Street, Southernmost Point, and the Key West Aquarium are all listed as nearby points of interest, and the airport is 3 km away - one of the shorter transfer distances among downtown properties.

    • Free private parking included - substantial daily saving in this zone
    • Breakfast served daily with buffet or continental options
    • Bike hire on-site for quick access to Southernmost Point and the Historic Seaport

    Just a few rooms left at the best rate! 

    from

    US$ 139

  • 8.9 Fabulous
    1052 reviews
    Old Town Manor Old Town Manor Old Town Manor Old Town Manor Old Town Manor

    That was just a preview — check out all hotel photos.

    1/1

    Old Town Manor is positioned directly adjacent to Duval Street's nightlife corridor and 11 minutes' walk from the Ernest Hemingway Home - a location that puts guests at the center of Key West's evening activity without a transit cost. The property serves a daily breakfast rated as fabulous by guests, which includes pastries, organic fruit, and dessert cakes. Select rooms feature a private balcony or patio, and a minibar is available in some units. The adult-only, pet-friendly, smoke-free policy sets a specific atmosphere for the common areas. Note that this property does not offer accessibility features in guest rooms - guests requiring assistance should contact the front desk directly. Southernmost Point is under 1.6 km away on foot.

    • Daily breakfast with pastries, organic fruit, and dessert cakes - among the stronger B&B breakfasts in the area
    • Directly adjacent to Duval Street - zero walking required to access the main nightlife strip
    • Sun terrace and courtyard garden for outdoor relaxation without leaving the property
    from

    US$ 154

Best Premium Stays in Downtown Key West

These properties offer resort-level amenities, full-service facilities, and in several cases waterfront or beachfront positioning - the defining tier for guests who want the full Key West experience anchored in downtown's most coveted locations.

  • 8.6 Fabulous
    747 reviews
    Paradise Inn - Adult Exclusive Paradise Inn - Adult Exclusive Paradise Inn - Adult Exclusive Paradise Inn - Adult Exclusive Paradise Inn - Adult Exclusive

    That was just a preview — check out all hotel photos.

    1/1

    Paradise Inn - Adult Exclusive stands apart from standard downtown inns through its landscaped grounds with brick paths, a lotus pond with koi and tropical turtles, and an outdoor pool with a fountain - a genuine garden environment rare in Key West's compact Old Town. A complimentary continental breakfast is served each morning in the lobby, and a complimentary wine and cheese hour is hosted on-site daily, reducing out-of-pocket food and drink costs. All suites include a sitting area, cable TV, microwave, refrigerator, and coffee facilities. Higgs Beach and the Key West Aquarium are 5 minutes by car, and the Key West Museum of Art & History is a 15-minute walk. The property also arranges sightseeing tours, useful for guests who want structured access to the island's watersports and excursion operators.

    • Complimentary wine and cheese hour daily - adds genuine hospitality value
    • Outdoor hot tub in addition to the main pool
    • Sightseeing tour arrangement service on-site

    Hurry – almost gone at this price! 

    from

    US$ 152

  • 9.5 Exceptional
    29 reviews
    The Conch House Heritage Inn The Conch House Heritage Inn The Conch House Heritage Inn The Conch House Heritage Inn The Conch House Heritage Inn

    That was just a preview — check out all hotel photos.

    1/1

    The Conch House Heritage Inn is an adult-only bed and breakfast just 400 metres from the Ernest Hemingway Home and 500 metres from Duval Street - a micro-location that keeps the island's two most visited landmarks within a 6-minute walk. Breakfast and complimentary mimosas are included in the rate, which is a differentiating hospitality touch among downtown Key West B&Bs. All rooms are air conditioned with flat-screen TV, private en suite bathroom with shower, and bathrobes and free toiletries are provided. Room service is available, and daily housekeeping is included. Private parking is on-site, which combined with the included breakfast represents meaningful added value against nearby properties at similar rates.

    • Complimentary mimosas with breakfast - distinctive among Key West inns at this tier
    • 400 metres to Hemingway Home - the closest positioned inn to this attraction in this guide
    • Private parking on-site with daily housekeeping included

    Hurry – almost gone at this price! 

    from

    US$ 273

  • 3. Simonton Court Historic Inn & Cottages

    9.1 Superb
    1014 reviews
    Simonton Court Historic Inn & Cottages Simonton Court Historic Inn & Cottages Simonton Court Historic Inn & Cottages Simonton Court Historic Inn & Cottages Simonton Court Historic Inn & Cottages

    That was just a preview — check out all hotel photos.

    1/1

    Simonton Court Historic Inn & Cottages is the only property in this guide offering access to four on-site outdoor pools - a significant amenity differentiator in a city where pool space is at a premium. Mallory Square is 2 minutes by car and Duval Street is the same, while the Southernmost Point is 5 minutes away. The adult-only inn includes complimentary light continental breakfast, free WiFi, daily maid service, and a concierge. All rooms include a TV, telephone, refrigerator, and a balcony or patio. Bicycle hire is available on-site. Note that private parking is limited and must be requested in advance - plan accordingly if you're arriving by rental car. Smathers Beach is 4.2 km from the property.

    • Four outdoor pools on-site - the highest pool count of any property in this guide
    • Balcony or patio in every room - outdoor private space included as standard
    • Bicycle hire available on-site for easy access to beaches and waterfront areas

    Rooms filling fast – secure the best rate! 

    from

    US$ 175

  • 9.2 Superb
    167 reviews
    La Te Da - Adult Only, 21 Or Older La Te Da - Adult Only, 21 Or Older La Te Da - Adult Only, 21 Or Older La Te Da - Adult Only, 21 Or Older La Te Da - Adult Only, 21 Or Older

    That was just a preview — check out all hotel photos.

    1/1

    La Te Da - Adult Only occupies a direct Duval Street address, placing guests at the geographic center of Key West's entertainment and cultural axis. Both the Ernest Hemingway Home and the Southernmost Point are just 300 metres from the property - the most immediate access to these two landmarks of any hotel in this guide. The property includes a restaurant, bar, outdoor swimming pool, and a terrace, with daily housekeeping and a concierge service. A breakfast rated as very good is available. The 21-or-older policy is stricter than most adult-only properties, which keeps the atmosphere distinctly adult-oriented across all shared spaces.

    • Direct Duval Street address - the most central position in this entire guide
    • 300 metres to both Hemingway House and Southernmost Point simultaneously
    • On-site restaurant and bar - no need to leave the property for evening dining

    Rooms filling fast – secure the best rate! 

    from

    US$ 360

  • 5. Santa Maria Suites Resort

    9.1 Superb
    658 reviews
    Santa Maria Suites Resort Santa Maria Suites Resort Santa Maria Suites Resort Santa Maria Suites Resort Santa Maria Suites Resort

    That was just a preview — check out all hotel photos.

    1/1

    Santa Maria Suites Resort is positioned 1 block from both the Atlantic Ocean and Duval Street, with every unit configured as a full suite featuring a complete kitchen, in-suite washer and dryer, and 48-inch flat-screen cable TV - a setup that makes multi-night and week-long stays financially efficient compared to hotels without kitchen facilities. Two outdoor heated pools are surrounded by gardens, and poolside smoothies and fresh fruit are served daily alongside a complimentary happy hour featuring wine and hummus. Guests also receive fresh baked muffins, Dove ice cream, and chocolate treats delivered to the suite daily. The Ernest Hemingway House is an 11-minute walk, and Fort Zachary Taylor Historic State Park is 1.3 miles away. A full-service concierge is available for excursion and activity bookings.

    • Full kitchen with washer/dryer in every suite - the most self-sufficient accommodation option in this guide
    • Complimentary daily happy hour plus daily in-suite treat deliveries included
    • Two heated outdoor pools with daily poolside food and drink service

    Rooms filling fast – secure the best rate! 

    from

    US$ 190

  • 6. The Saint Hotel Key West, Autograph Collection, Adult Only

    8.1 Very Good
    42 reviews
    The Saint Hotel Key West, Autograph Collection, Adult Only The Saint Hotel Key West, Autograph Collection, Adult Only The Saint Hotel Key West, Autograph Collection, Adult Only The Saint Hotel Key West, Autograph Collection, Adult Only The Saint Hotel Key West, Autograph Collection, Adult Only

    That was just a preview — check out all hotel photos.

    1/1

    The Saint Hotel Key West, Autograph Collection is part of Marriott's Autograph Collection and sits 600 metres from Duval Street and within 500 metres of the city centre - close enough to walk everywhere, far enough to avoid direct street-level noise. The property includes a restaurant, bar, outdoor swimming pool, fitness centre, and terrace, with room service and a 24-hour front desk. Free bikes are provided to guests, removing any need for a rental to access Mallory Dock, the Key West Aquarium, or the Historic Seaport, all listed as nearby points of interest. Breakfast is available on-site, and the property accommodates guests with disabilities. Key West International Airport is 4 km away.

    • Free bikes provided to all guests - direct access to the full Old Town circuit without rental cost
    • Marriott Autograph Collection standards with on-site restaurant, bar, and fitness centre
    • 500 metres to the city centre with 24-hour front desk and room service
    from

    US$ 258

  • 7. Hyatt Vacation Club At Sunset Harbor

    8.0 Very Good
    145 reviews
    Hyatt Vacation Club At Sunset Harbor Hyatt Vacation Club At Sunset Harbor Hyatt Vacation Club At Sunset Harbor Hyatt Vacation Club At Sunset Harbor Hyatt Vacation Club At Sunset Harbor

    That was just a preview — check out all hotel photos.

    1/1

    Hyatt Vacation Club At Sunset Harbor sits 700 metres from Mallory Square and 800 metres from the Key West Aquarium, positioning it in the northwestern corridor of downtown - closer to the Historic Seaport and the Gulf-side waterfront than to the Atlantic beaches. Select units feature a seating area, private balcony, and a full kitchen with oven - practical for stays where self-catering reduces daily costs. On-site laundry, a spa centre, and free WiFi are available. The property is accessible for guests with disabilities and includes private parking. At 6 km from Key West International Airport, it sits at the farther end of the downtown airport-to-hotel transfer range, though still well under 20 minutes by taxi.

    • Select units include full kitchen with oven - suitable for extended stays
    • On-site spa centre - one of few Hyatt-branded wellness options in downtown Key West
    • Private parking available - a meaningful practical advantage in this district
    from

    US$ 490

  • 8. The Marker Key West Harbor Resort

    The Marker Key West Harbor Resort The Marker Key West Harbor Resort The Marker Key West Harbor Resort The Marker Key West Harbor Resort The Marker Key West Harbor Resort

    That was just a preview — check out all hotel photos.

    1/1

    The Marker Key West Harbor Resort is a 4-star property within less than 1 km of the Key West city centre, featuring both an indoor and outdoor pool - the only property in this guide with indoor pool access, useful during weather disruptions or for early morning lap swimming. The resort includes a restaurant, bar, fitness centre, room service, and a 24-hour front desk, with daily housekeeping and on-site parking. Mallory Dock, Mallory Square, and the Key West Aquarium are all nearby. Accessibility facilities for guests with disabilities are available. Key West International Airport is 4 km from the property.

    • Indoor swimming pool - the only property in this guide with that option
    • 4-star full-service resort with on-site restaurant, bar, and 24-hour front desk
    • Fitness centre and room service included in the resort facility set

    Hurry – almost gone at this price! 

    from

    US$ 928

  • 8.4 Very Good
    554 reviews
    Pier House Resort & Spa Pier House Resort & Spa Pier House Resort & Spa Pier House Resort & Spa Pier House Resort & Spa

    That was just a preview — check out all hotel photos.

    1/1

    Pier House Resort & Spa is the only property in this guide with a private beach, set directly on Key West's Old Town waterfront with instant beach access and a full-service spa offering massages and body rituals. The resort sits 1 minute's walk from Duval Street - the most immediate Duval access of any full-service resort in this selection. Four dining options are on-site, including One Duval restaurant for breakfast, lunch, and dinner, Beach Bar for cocktails at the water's edge, and the historic Chart Room Bar. Every guest room includes a small refrigerator, rain-style shower, coffee and tea facilities, and flat-screen TV. Complimentary WiFi is available throughout. The Hemingway Home is 5 minutes by car, and watersports including parasailing and Jet Ski are accessible via the on-site waterfront.

    • Private beach - the only downtown Key West hotel in this guide with direct beachfront access
    • Four on-site dining and bar venues including the waterfront Beach Bar
    • Full-service spa with massages and body rituals on-site

    Hurry – almost gone at this price! 

    from

    US$ 319

Smart Timing and Booking Advice for Downtown Key West

Key West's tourism calendar is sharply defined: January through April is peak season, driven by northerners escaping winter and spring break crowds that fill downtown hotels to capacity. Fantasy Fest in late October is the single most disruptive booking window of the year - downtown properties sell out months in advance and rates spike dramatically, so travelers who aren't attending the event are better served by avoiding that week entirely. The quietest and most affordable window falls in September and early October, when occupancy drops and rates soften noticeably, though Atlantic hurricane activity remains a genuine consideration for travel insurance purposes. For the best rate-to-location balance, target late November through early December or the first two weeks of January before the main winter surge. Most downtown Key West attractions require no more than 3 nights to cover thoroughly on foot - Mallory Square sunsets, the Hemingway House, Southernmost Point, the Key West Butterfly Conservatory, and the Historic Seaport all sit within the same walkable zone. For guests arriving by air, booking early is especially important for properties near Key West International Airport's 4 km radius, as the limited hotel stock means downtown options fill faster than in larger cities.

  • What It's Like Staying in Downtown Key West
  • Why Choose a Hotel in Downtown Key West
  • Practical Booking & Area Strategy for Downtown Key West
  • Best Value Stays in Downtown Key West

    • 1. Alexander Palms Court - No Hidden Resort Fees!
    • 2. Curry House - Room 5
    • 3. Douglas House Adult Only
    • 4. Ambrosia Key West
    • 5. La Pensione Inn - Adult Exclusive
    • 6. Old Town Manor
  • Best Premium Stays in Downtown Key West

    • 7. Paradise Inn - Adult Exclusive
    • 8. The Conch House Heritage Inn
    • 9. Simonton Court Historic Inn & Cottages
    • 10. La Te Da - Adult Only, 21 Or Older
    • 11. Santa Maria Suites Resort
    • 12. The Saint Hotel Key West, Autograph Collection, Adult Only
    • 13. Hyatt Vacation Club At Sunset Harbor
    • 14. The Marker Key West Harbor Resort
    • 15. Pier House Resort & Spa
  • Smart Timing and Booking Advice for Downtown Key West
Hotels featured in this article
1. Alexander Palms Court - No Hidden Resort Fees!
2. Curry House - Room 5
3. Douglas House Adult Only
4. Ambrosia Key West
5. La Pensione Inn - Adult Exclusive
6. Old Town Manor
7. Paradise Inn - Adult Exclusive
8. The Conch House Heritage Inn
9. Simonton Court Historic Inn & Cottages
10. La Te Da - Adult Only, 21 Or Older
11. Santa Maria Suites Resort
12. The Saint Hotel Key West, Autograph Collection, Adult Only
13. Hyatt Vacation Club At Sunset Harbor
14. The Marker Key West Harbor Resort
15. Pier House Resort & Spa
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