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  • Key West

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    Property Types

    • Apartment
    • Guesthouse
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    • Inn
    • Motel
    • Resort
    • Villa
    El Patio Motel Thumbnail
    El Patio Motel
    Key West, 800 Washington Street
    Located less than 3 blocks from the beach and Duval Street, this classic-style Key West motel features Cuban tile floors and a beautiful rooftop deck. Free Wi-Fi is available. The relaxing, tropically-themed rooms of El Patio Motel come with cable TV and a refrigerator. A telephone and air conditioning are included. An outdoor pool and lush garden are open to all guests of El Patio. The hotel staff is also happy to help arrange activities or rent bicycles to travel around Key West. El Patio Motel is a 7 minute walk from the Key West Butterfly and Nature Conservatory. The Key West Shipwreck Museum is less than 2 miles away.
    8.1 1249 Reviews | 2-Star Hotel
    $912/person
    $1824
    total

    Incl. hotel + flight

    Southwinds Motel Thumbnail
    Southwinds Motel
    Key West, 1321 Simonton Street
    Offering 2 outdoor pools, this Old Town Key West motel features high-speed WiFi access and a cable TV in each room. Duval Street is 2 minutes' walk away. All rooms include a microwave, refrigerator, hair dryers, and plush eurotop mattresses. Extras include daily continental breakfast, convenient bicycle on-site, beach access, and our Tipsy Rooster Bar and Liquor Store. A concierge desk and luggage storage are available at Southwinds Motel. Parking is available on-site. Laundry facilities is also at the property. The Ernest Hemingway Home and Museum is 12 minutes' walk away. Guests at the property can rent bicycles to explore the area. Fort Zachary Taylor Historic State Park is less than 2 mi away.
    8.3 1273 Reviews | 2-Star Hotel
    $943/person
    $1885
    total

    Incl. hotel + flight

    Blue Marlin Motel Thumbnail
    Blue Marlin Motel
    Key West, 1320 Simonton Street
    This motel is just a 4-minute walk from the southernmost point of the continental US and the Key West Butterfly & Nature Conservatory. It offers a daily continental breakfast, a heated outdoor pool and free WiFi. Guest rooms at Blue Marlin Motel are equipped with cable TV and a work desk. The simply styled rooms also include a microwave, fridge and coffee facilities for convenience. Motel Blue Marlin offers trolley tickets for guests at the reception desk. This motel is a short drive from the popular attractions and restaurants of Duval Street. The Ernest Hemingway Home & Museum is a half-mile away.
    8.9 2042 Reviews | 2-Star Hotel
    $1038/person
    $2075
    total

    Incl. hotel + flight

    The Garden House Thumbnail
    The Garden House
    Key West, 329 Elizabeth St
    The Garden House provides rooms in Key West near Mallory Square and Ernest Hemingway Home and Museum. With a garden, the 2-star guest house has air-conditioned rooms with free Wifi, each with a private bathroom. The property is a 8-minute walk from Simonton Street Beach, and within 0.4 miles of the city center. At the guest house, all units are equipped with a seating area. Guests at the guest house can enjoy a continental breakfast, and breakfast in the room is also available. Guests can also relax on the sun terrace. Popular points of interest near The Garden House include Duval Street, Key West Aquarium, and Mallory Dock. Key West International Airport is 2.5 miles away.
    8.9 249 Reviews | 3-Star Hotel
    $1047/person
    $2093
    total

    Incl. hotel + flight

    The Casablanca Hotel Thumbnail
    The Casablanca Hotel
    Key West, 904 Duval Street
    Less than 2 minutes’ walk from the Ernest Hemingway Home and Museum, this historic Key West property features guest rooms with private balconies and free Wi-Fi. A flat-screen TV with cable channels is provided in each spacious room at The Casablanca Hotel. A private bathroom is also provided in every air-conditioned guest room. Guests can enjoy a swim in the outdoor pool or relax on the sun deck at The Hotel Casablanca. Within walking distance of the beaches, shopping, dining and nightlife of Key West, this property is less than 10 minutes’ drive from Key West International Airport. South Beach and the Southernmost Point are within 1 mile of the hotel.
    8.9 445 Reviews | 3-Star Hotel
    $1062/person
    $2123
    total

    Incl. hotel + flight

    The Artist House Thumbnail
    The Artist House
    Key West, 534 Eaton Street
    This historical Key West bed and breakfast is 1 mile from the Southernmost Point and 3 minute’s walk from iconic Duval Street. The Artist House guests will enjoy a daily continental breakfast and spa hot tub. All accommodations at The Artist House feature a flat-screen cable TV, small refrigerator, and microwave. In-suite tea and coffee-making facilities are also provided. This bed and breakfast offers a complimentary happy hour and free Wi-Fi. Guests can rent a bicycle and take a relaxing turn around scenic Key West streets. Key West Museum of Art and History is 7 minutes’ walk from the property. Both the Ernest Hemingway Home and Museum and Key West Butterfly and Nature Conservatory are less than 1 mile away.
    9.4 203 Reviews | 3.5-Star Hotel
    $1164/person
    $2328
    total

    Incl. hotel + flight

    Fairfield Inn & Suites by Marriott Key West at The Keys Collection Thumbnail
    Fairfield Inn & Suites by Marriott Key West at The Keys Collection
    Key West, 3852 North Roosevelt Boulevard
    Located off US-1, Fairfield by Marriott Inn & Suites Key West at The Keys Collection features an outdoor pool, Tiki bar, and fitness center. Free WiFi access and a daily free breakfast buffet are also offered. A shuttle service is provided to Old Town. The 24-hour front desk can arrange a scooter or bike hire for a fee at Fairfield by Marriott Inn & Suites Key West at The Keys Collection. Free WiFi, a cable TV, and microwave as well as a refrigerator are standard in every room. Each air-conditioned room also includes a desk. Featuring a bath or shower, private bathrooms also come with free toiletries. The hotel is 1.1 mi from Key West International Airport, 3.2 mi from Duval Street and 3.8 mi from the Hemingway House. Hemingway House, Fort Zachary, and Mallory Square are less than 18 minutes' drive away.
    8.2 1329 Reviews | 3.5-Star Hotel
    $1020/person
    $2524
    $2040
    total

    Incl. hotel + flight

    Seashell Motel Thumbnail
    Seashell Motel
    Key West, 718 South Street
    Located in Key West, Florida, this motel is just 7 minutes’ walk from the Southernmost Point of the United States. It features rooms with free WiFi access. Air conditioning is available in each room at Seashell Motel for hot Florida days. Rooms are simply decorated, and guests can take advantage of a 24-hour shared kitchen. Bicycle rentals are available at the Seashell Motel Key West. Daily maid service and vending machines are provided for added guest convenience. The property offers free parking. Duval Street is a 15 minutes' walk from the Seashell Motel. Higgs Beach is a 10 minutes' walk away. Guests will be just a 3 minutes’ drive from the Ernest Hemingway Home and Museum. Please note, as part of our commitment to enhance our property and services, we are currently in the process of room and property renovations. The construction work will take place from 8:00 AM to 5:00 PM, every day from Monday to Friday, with no construction activity happening on weekends (Saturday and Sunday).
    7.9 538 Reviews | 2-Star Hotel
    $1095/person
    $2190
    total

    Incl. hotel + flight

    Colors on White Thumbnail
    Colors on White
    Key West, 913 Duval Street (Check In Only)
    Located in Key West, this Florida hotel is 1 mi from the shopping, entertainment, and nightlife of Duval Street. Features include a shared outdoor pool with a waterfall and free property-wide WiFi. A kitchenette and a flat-screen cable TV are provided in all of the rooms at Colors on White. Rooms are individually decorated with bright colors and tropical decor. Colors on White guests can relax on the sun terrace surrounded by tropical vegetation or make meals outside at the barbecue facilities. Bicycles are available for hire and free public parking is available nearby. The Key West Historic Seaport and Harbor Walk, a popular dining area, is less than 10 minutes’ walk from the hotel. Fort Zachary Taylor Beach and Smathers Beach are within 2 mi of the hotel.
    7.6 129 Reviews | 3-Star Hotel
    $1089/person
    $2177
    total

    Incl. hotel + flight

    Parrot Key Hotel & Villas Thumbnail
    Parrot Key Hotel & Villas
    Key West, 2801 North Roosevelt Boulevard
    Nestled along the Florida Bay, a short drive from historic Old Town Key West, Florida, this property offers an outdoor pool, casual cafe and a variety of activities. Parrot Key Hotel & Villas is surrounded by lush landscaping and gardens. Guests can go for a swim in one of the 4 outdoor pools, then enjoy a snack from the poolside The Grove Kitchen & Bar. The property is completely nonsmoking. Guests at the Parrot Key Hotel & Villas can spend the day kayaking. After a kayaking trip, guests can relax with an on-site massage or take the complimentary shuttle to the historic Key West old town city center. A 55-inch flat-screen TV and small fridge are featured in each accommodations at the Parrot Key Hotel & Villas. Guests can relax on their private terrace and enjoy views of the ocean and tropical landscape. For only $30 + tax per vehicle per night, enjoy 24-hour unlimited in and out valet service. PLEASE NOTE, THIS IS THE ONLY OPTION FOR PARKING (No self-park parking or street parking available in the area)
    8.5 1635 Reviews | 4-Star Hotel
    $1230/person
    $2460
    total

    Incl. hotel + flight

    The Perry Hotel Key West Thumbnail
    The Perry Hotel Key West
    Key West, 7001 Shrimp Road
    Located at the Stock Island Marina, The Perry Hotel & Marina Key West is just one bridge from Key West and features luxury accommodations, waterfront pool, two dockside sea-to-table restaurants and a boutique. Guest accommodations include an oversize private balcony, artisanal bath products and a flat-screen TV. Enjoy on-site amenities including two waterfront pools, direct marina access to water activities, complimentary shuttle service to Old Town, on-site parking and WiFi. The property's three dockside restaurants, Matt's Stock Island Kitchen & Bar and Salty Oyster Dockside Bar & Grill and Sloppy Joe's Dockside, feature happy hour, Sunday Brunch and award-winning cuisine. Lively Duval Street is 5 mi drive from The Perry Hotel & Marina Key West. Key West International Airport is 3 mi drive away.
    8.9 327 Reviews | 4-Star Hotel
    $1318/person
    $2636
    total

    Incl. hotel + flight

    Courtyard by Marriott Key West Waterfront Thumbnail
    Courtyard by Marriott Key West Waterfront
    Key West, 3031-41 North Roosevelt Boulevard
    This Key West hotel is located on the Gulf of Mexico and features an outdoor heated pool with a hot tub. Free WiFi, a cable TV, and coffee facilities are available in every room at this Key West Waterfront Courtyard by Marriott. These spacious rooms also provide an in-room safe. A 24-hour reception area is offered. A 24-hour fitness center, concierge desk, and laundry facilities are on site at Waterfront Courtyard by Marriott Key West as well. Fort Zachary Taylor is 3.3 miles from the hotel. Key West Waterfront is 2.9 miles away.
    8.5 254 Reviews | 3-Star Hotel
    $1260/person
    $2519
    total

    Incl. hotel + flight

    Oceans Edge Key West Thumbnail
    Oceans Edge Key West
    Key West, 5950 Peninsular Ave
    Boasting panoramic water views, Oceans Edge Key West, Preferred Hotels & Resorts Collection offers 6 swimming pools and a waterfront bar and restaurant. Complimentary WiFi is provided for all guests. Duval Street is 19 minutes' drive from Oceans Edge Key West, Preferred Hotels & Resorts Collection. Guest accommodations feature views of the water and include a balcony or patio. The private bathroom comes stocked with free toiletries and a hairdryer. A flat screen TV is provided in all rooms. Suites feature additional living space. Select rooms feature an additional bathroom. The hotel includes a paddle shop, onsite water sports, and a 165-slip marina. Yellowfin Bar and Grills specializes in American-Caribbean creations. Southernmost Point is 5 mi from the property. The nearest airport is Key West International Airport, 1.9 mi from the property.
    8.5 843 Reviews | 4-Star Hotel
    $1290/person
    $2579
    total

    Incl. hotel + flight

    The Cabana Inn Thumbnail
    The Cabana Inn
    Key West, 413 Appelrouth Lane
    Located in Key West, Florida, The Cabana Inn Key West is an adults only inn that features a swimming pool, hot tub and a daily continental breakfast. Guests can enjoy a daily cheese and wine happy hour as well as free WiFi throughout the property. A flat-screen TV comes standard in each room at The Cabana Inn Key West. Select suites feature a microwave and refrigerator. Parking is available for an additional fee. The Southernmost Point is just 13 minute’s walk from this inn. Guests will be a 1-minute walk from historic Duval Street and 0.3 miles from The Ernest Hemingway Home and Museum.
    8.6 574 Reviews | 3-Star Hotel
    $1325/person
    $2649
    total

    Incl. hotel + flight

    Orchid Key Inn-Adult Only Thumbnail
    Orchid Key Inn-Adult Only
    Key West, 1004 Duval Street
    This historic Key West Orchid Key Inn - Adults Only is on Duval Street 3 minutes’ walk from the Ernest Hemingway House and Museum. Features include a daily continental breakfast, heated pool with a hot tub, and a bar. A 42-inch flat-screen cable TV, microwave, and small refrigerator as well as an iPod dock are standard in each room. Extras include a Keurig® coffee machine, and some suites have a spa bath and a sofa bed. A Complementary single welcome drink voucher upon check in. The Orchid Bar serves specialty cocktails made with fresh herbs and infused spirits from early afternoon to late evening. Guests will receive 1 complimentary beverage per day. The inn is 3 minutes’ walk from the Historic Lighthouse and 7 minutes’ walk from the Southernmost Point. Key West city center is 1 mi away.
    9.5 205 Reviews | 3.5-Star Hotel
    $1498/person
    $2996
    total

    Incl. hotel + flight

    Douglas House Adult Only Thumbnail
    Douglas House Adult Only
    Key West, 419 Amelia Street
    Located just 2 minutes’ walk from the Ernest Hemingway Home and Museum, this adult-only inn features free parking and a shared outdoor swimming pool. Free Wi-Fi is also available. A microwave, refrigerator and coffee-making facilities come standard in each room at Douglas House. Guests rooms also include a cable TV. A tropical garden and access to sun terraces can help guests enjoy the Florida scenery. Luggage storage, vending machines and nonsmoking rooms are also available. As with most historical properties in Key West we do not have elevators, second floor rooms are accessed using stairs. The southernmost point of the United States is just 5 minutes’ walk from Douglas House inn. Guests will also be just 0.3 mi from Key West Lighthouse and Keeper’s Quarters Museum.
    9.0 1522 Reviews | 3-Star Hotel
    $1423/person
    $2846
    total

    Incl. hotel + flight

    Coco Plum Inn Thumbnail
    Coco Plum Inn
    Key West, 615 Whitehead Street
    Coco Plum Inn is located in the heart of Key West, Florida. Guests can start their day with a made-to-order breakfast and then take a dip in the heated outdoor pool. Complimentary WiFi is provided for all guests. Smathers Beach is 2.8 mi away. Rooms feature a TV with cable channels. A refrigerator, coffee maker, and microwave are provided as well. Guests will enjoy the comfort of a furnished seating area. Select rooms feature a balcony and spa bath. This adult-only bed and breakfast includes a garden and concierge service. A packed to-go breakfast and bicycle rentals are available. The bed and breakfast is 1050 feet from Hemingway House and 2100 feet from Key West Aquarium.
    8.9 450 Reviews | 3-Star Hotel
    $1408/person
    $2816
    total

    Incl. hotel + flight

    New Orleans House - Gay Male Adult Guesthouse Thumbnail
    New Orleans House - Gay Male Adult Guesthouse
    Key West, 724 Duval Street
    Located above a nightclub on historic Duval Street in Key West, Florida, this gay male guest house features an outdoor swimming pool, a clothing-optional sundeck, and an on-site restaurant. A daily continental breakfast is available, as is daily complimentary happy hour. A microwave, refrigerator and coffee-making facilities come standard in each room at New Orleans House. A flat-screen cable TV is included. Free Wi-Fi and a fitness center are accessible at the Key West New Orleans House. Other facilities include luggage storage and laundry facilities. The property is located above Bourbon Street Pub. The Southernmost Point is just 10 minutes’ walk from this guest house. Guests will be 4 minutes’ walk from The Ernest Hemingway Home and Museum.
    8.4 329 Reviews | 2-Star Hotel
    $1379/person
    $2758
    total

    Incl. hotel + flight

    Pegasus International Hotel Thumbnail
    Pegasus International Hotel
    Key West, 501 Southard Street
    This Art Deco hotel in downtown Key West has a large pool-side sun terrace and rooms with a flat-screen TV. All guest rooms at Pegasus International Hotel are equipped with free Wi-Fi. A refrigerator and microwave are provided. A year-round heated pool and a hot tub are part of this Key West hotel, and towels are included. The front desk is open 24 hours a day and laundry facilities are available. The Pegasus International Hotel is 6 blocks from the Key West Aquarium. The Ernest Hemingway Home and Museum is 3 blocks away, and Smathers Beach is 3 miles from the hotel.
    7.8 847 Reviews | 2.5-Star Hotel
    $1283/person
    $2565
    total

    Incl. hotel + flight

    Seascape Tropical Inn Thumbnail
    Seascape Tropical Inn
    Key West, 420 Olivia Street
    Located off Duval Street, this bed and breakfast is just 2 minutes' walk from The Ernest Hemingway Home and Museum. A breakfast is served daily. Each room at the Seascape Tropical Inn have a small refrigerator and a flat-screen cable TV. Rooms are also equipped with a ceiling fan, air conditioning, and private bathroom. Guests of the Key West Seascape Tropical Inn can relax on the 2 sun terraces or in the tropical garden. Free WiFi is provided to all guests. The deluxe continental breakfast includes champagne mimosas, waffles and fresh bagels. Guests can enjoy their food on the breakfast sun terrace. Fort Zachary Taylor Beach is less than 1 mile from the property. The SouthernMost Point of Continental USA is 10 minutes' walk away.
    8.6 287 Reviews | 3-Star Hotel
    $1451/person
    $2902
    total

    Incl. hotel + flight

    Key West Harbor Inn - Adults Only Thumbnail
    Key West Harbor Inn - Adults Only
    Key West, 219 Elizabeth Street
    Key West Harbor Inn - Adults Only in Key West provides adults-only accommodations with an indoor pool, an open-air bath, and a garden. Featuring sea and pool views, this bed and breakfast also includes free Wifi. The property is a 6-minute walk from Simonton Street Beach, and within half a mile of the city center. Featuring a terrace, the units offer air conditioning and have a flat-screen TV and a private bathroom with walk-in shower and a hair dryer. A patio with an outdoor dining area and garden views is offered in every unit. At the bed and breakfast, every unit is equipped with bed linen and towels. There is an on-site bar. The area is popular for snorkeling and cycling, and bike rental is available at the bed and breakfast. Popular points of interest near Key West Harbor Inn - Adults Only include Key West Aquarium, Mallory Dock, and Mallory Square. Key West International Airport is 2.5 miles from the property.
    9.3 278 Reviews |
    $1621/person
    $3242
    total

    Incl. hotel + flight

    Hyatt Centric Key West Resort & Spa Thumbnail
    Hyatt Centric Key West Resort & Spa
    Key West, 601 Front Street
    This waterfront resort features an on-site spa and fitness center and is located on Key West Island. Guests can enjoy the nightlife and restaurants of Duval Street, which is only 3 minutes’ walk from the resort. A private balcony and free WiFi are included in every cozy room at the Hyatt Key West Resort and Spa. Additional amenities include a flat-screen cable TV and a small refrigerator. On-site Jala Spa offers a number of services, including body wraps, facials, and deep tissue massages. Nail care and renewal rituals are also available, as is an on-site fitness center. An outdoor pool and hot tub offer the perfect space to rejuvenate while scuba diving, jet boats, and snorkeling are available on site or nearby. A Jet Ski island tour is available for guests looking to explore the surrounding area. Two on-site restaurants are located at Hyatt Key West Resort and Spa. Shor American Seafood Grill offers coastal fares while Blue Mojito Pool Bar and Grill serves cocktails and light bites.
    8.6 360 Reviews | 4-Star Hotel
    $1574/person
    $3148
    total

    Incl. hotel + flight

    Rose Lane Villas Thumbnail
    Rose Lane Villas
    Key West, 511 Eaton Street (Check-In Location)
    Located in Key West, Florida, these villas feature a heated outdoor swimming pool. They are adjacent to dining and shopping on Duval Street. and 1.1 mi from the Southernmost Point. A fully equipped kitchen is available in each villa at Rose Lane Villas. A flat-screen TV and DVD player are included. The private bathrooms offer a hairdryer and free toiletries. Select villas have a balcony or porch as well. Free Wi-Fi is available, and the property offers parking Key West Aquarium is 5 minutes’ walk from these villas. Guests will be 0.9 mi from the Ernest Hemingway Home and Museum.
    8.8 240 Reviews |
    $1620/person
    $3240
    total

    Incl. hotel + flight

    Ella's Cottages-Key West Historic Inns Thumbnail
    Ella's Cottages-Key West Historic Inns
    Key West, 811 Simonton Street
    Offering a heated outdoor pool, this boutique Ella's Cottages is located in Old Town Key West 2 minutes' walk from Duval Street. Free WiFi and a poolside continental breakfast are provided. A flat-screen cable TV, an en suite, and hardwood floors and furnishings are standard in all rooms and suites. All rooms have a mini fridge. Both rooms and suites include access to a tropical garden. The guest house is 1476 feet from Ernest Hemingway Home and Museum and 15 minutes' walk from the Sunset Pier. Higgs Beach is 1.2 mi away.
    8.5 213 Reviews | 3.5-Star Hotel
    $1599/person
    $3198
    total

    Incl. hotel + flight

    The Reach Key West, Curio Collection by Hilton Thumbnail
    The Reach Key West, Curio Collection by Hilton
    Key West, 1435 Simonton Street
    Located in Key West's Old Town, this beachfront The Reach Key West, Curio Collection by Hilton features a 137-yard private beach and rooms with a private balcony. Duvall Street is 15 minutes' walk away. A refrigerator and flat-screen TV are standard in each room. The Reach Key West, Curio Collection by Hilton also includes an en suite and bathrobes. Some suites and studios have a sofa bed. An outdoor pool is on site and the full-service Spa al Mare at an adjacent sister property, Casa Marina, is available to guests. The Key West Golf Club is 5 mi away. On-site activities, including scuba diving, snorkeling, deep-sea fishing and kayaking. Earnest Hemingway Museum is just 10 minutes' walk from the The Reach Key West, Curio Collection by Hilton.
    7.7 209 Reviews | 4-Star Hotel
    $1492/person
    $2983
    total

    Incl. hotel + flight

    Lighthouse Hotel - Key West Historic Inns Thumbnail
    Lighthouse Hotel - Key West Historic Inns
    Key West, 902 Whitehead Street
    Lighthouse Hotel is located in the heart of iconic Key West, opposite the Ernest Hemingway Home and Museum and the Keeper's Quarters Museum. Guests can enjoy an outdoor heated pool, complimentary continental breakfast, and on-site bar. Isabel's Poolside Bar serves island favorites and specialty drinks. Guests can explore the area by renting one of the bicycles from a specialized company. Free WiFi and a flat-screen cable TV are included in all accommodations at Lighthouse Hotel. A private bathroom is also provided in each guestroom. Duval Street is 5 minutes' walk from the hotel, and the Southernmost Point is 7 minutes’ walk away. Guests will also be 8 minutes' walk from Key West Butterfly and Nature Conservatory.
    8.3 445 Reviews | 3.5-Star Hotel
    $1722/person
    $3443
    total

    Incl. hotel + flight

    Santa Maria Suites Resort Thumbnail
    Santa Maria Suites Resort
    Key West, 1401 Simonton Street
    This all-suite hotel in Key West is only 1 block from the Atlantic Ocean and Duval Street. Each suite is equipped with a full kitchen and 48-inch flat-screen cable TVs. Two outdoor heated pools are surrounded by gardens at Santa Maria Suites Resort. A full-service concierge. Smoothies and fresh fruit are served poolside and guests can also enjoy a complimentary daily happy hour featuring wine and hummus. Free WiFi is available in each suite at the Santa Maria Resort. Washers and dryers are included. The Clinton Market Square shopping area is a 5-minute drive from the resort. The Ernest Hemingway House is an 11-minute walk away and Fort Zachery Taylor Historic State Park is 1.3 miles away. All rooms receive fresh baked muffins, Dove ice cream mini bars and chocolate sweet treats delivered daily to your suite.
    9.3 468 Reviews | 4-Star Hotel
    $1938/person
    $3876
    total

    Incl. hotel + flight

    Pier House Resort & Spa Thumbnail
    Pier House Resort & Spa
    Key West, One Duval Street
    Ideally set on a private beach in Key West's Old Town, Pier House Resort & Spa offers a full-service spa, instant beach access, and on-site dining. It is 1 minutes’ walk from Duval Street entertainment district. WiFi is complimentary, and every guest room features a small refrigerator, rain-style showers, and coffee and tea-making facilities. A flat-screen TV comes standard. Experience waterfront views from the outdoor pool or stay indoors and relax with massages and body rituals at the on-site spa. For added wellness, visit the on-site fitness center. Savor fresh seafood and classic dishes for breakfast, lunch and dinner at the One Duval or sample cocktails near the seaside at Beach Bar. Two additional restaurants are on-site, including quirky Chart Room Bar. Nearby, adventure awaits via boat, parasailing, or Jet Ski. Hemingway Home and Museum is 5 minutes’ drive from Pier House Resort & Spa.
    8.4 519 Reviews | 4-Star Hotel
    $2076/person
    $4152
    total

    Incl. hotel + flight

    La Concha Key West, Autograph Collection Thumbnail
    La Concha Key West, Autograph Collection
    Key West, 430 Duval Street
    Located along Duval Street in Old Town Key West, Florida, this historic hotel offers modern amenities such as free wireless high-speed internet access and an on-site restaurant. La Concha Key West, Autograph Collection features an outdoor pool, Pool Bar, and contemporary fitness center. Mater sports (within 2 miles) and same day Dry Cleaning available. The guestrooms at the La Concha Key West, Autograph Collection boast unique services for a memorable stay. Guests can enjoy a 55-inch flat-screen TV. After a busy day, the pillow-top mattress offers a restful night's sleep. The restaurant at La Concha, Perla, offers unique, island-inspired small plates and fresh local seafood. The historic Duval Street is also home to a variety of fine dining, nightclubs, and more.
    7.5 249 Reviews | 4-Star Hotel
    $1913/person
    $5205
    $3825
    total

    Incl. hotel + flight

    The Grand Guesthouse Thumbnail
    The Grand Guesthouse
    Key West, 1116 Grinnell Street
    This adults-only bed and breakfast is within a 10-minute walk of Duval Street and the Atlantic Ocean. The environmentally-friendly inn provides in-room refrigerators, bike rentals and a continental breakfast. Every room at The Grand features local Caribbean artwork and private entrances. In-room media includes an iPod docking station, free Wi-Fi and flat screen cable TVs. The Ernest Hemingway Museum is a 15-minute walk from the Guesthouse. The Butterfly and Nature Conservatory is a 10-minute walk from the hotel. Parking is free and available, both on site and on the street.
    8.8 377 Reviews | 2.5-Star Hotel
    $2330/person
    $4660
    total

    Incl. hotel + flight

    How Far in Advance Customers Book

    Peak bookings align with discounts and seasonal demand.

    Booking patterns for trips from Denver to Key West show a peak in bookings six weeks ahead (21%) with a 26% discount, while the weakest months may be those booked two to four weeks out, possibly indicating last-minute travel preferences and seasonal demand around holidays.

    Customer Preference by Hotel Category

    Key West: 4* hotels lead with 84% bookings.

    In Key West, the 4* hotel category dominates bookings at 84% with a package discount of 17%, while 3* hotels follow with 16% and a 19% discount. The gap between these categories is large, suggesting a preference for higher quality stays.

    Average Length of Stay

    4-day trips dominate Key West package bookings

    The most common trip duration for package bookings to Key West is 4 days, comprising 37% of bookings. This suggests a preference for medium-length stays suited for city-break travel, possibly influenced by moderate discounts and the region's vacation appeal.

    Most Popular Travel Months

    May peak; January and September low.

    In Key West, May shows peak bookings (32%) possibly due to favorable weather, while January and September are weakest (5%) likely reflecting lower travel interest. Discounts in December and June may boost off-peak travel interest.