A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

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Check availability on Key West All Inclusive Resorts and Hotels

Tonight
Oct 12 - Oct 13
Tomorrow
Oct 13 - Oct 14
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25
No exact matches found, but these alternatives could be just right

Recommended hotels in Key West

A swimming pool with water splashing, surrounded by palm trees and a building in the background.
A hotel with a pool, bicycles, and lush greenery.
The exterior of the Silver Palms Inn with a two-story structure, a green awning over the entrance, and a palm tree to the right.
A two-story yellow house with a porch, white railings, and green shutters.

1. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
CA $127
CA $239 total
includes taxes & fees
Oct 25 - Oct 26
Silver Palms Inn & Historic Homes
A balcony with a view of a pool area, palm trees, and outdoor seating.
A large conference room with round tables, chairs, and a central carpeted area.
A hotel room with a bed, a desk, a chair, a balcony with a view, and a ceiling fan.
A conference room with a patterned carpet, multiple tables, chairs, and two chandeliers.

2. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
CA $181
CA $252 total
includes taxes & fees
Oct 27 - Oct 28
DoubleTree Resort by Hilton Grand Key - Key West
Pool
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.
A couple holding hands in a tropical setting with palm trees and greenery.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

3. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
CA $166
CA $266 total
includes taxes & fees
Oct 14 - Oct 15
Blue Flamingo Resort Key West
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A bar area with a thatched roof, wooden chairs, and a poolside view.
A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.
A modern kitchen with a marble island, wooden cabinets, and pendant lighting.

4. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
CA $227
CA $255 total
includes taxes & fees
Oct 13 - Oct 14
Hampton Inn Key West FL
A swimming pool with lounge chairs and palm trees.
A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.
Sports facility
A modern living room with a sectional sofa, a small round table, and a potted plant.

5. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
CA $174
CA $236 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Garden Inn Key West / The Keys Collection
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.
A modern office space with a reception desk, computer, and seating area.
A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.

6. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
CA $204
CA $270 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.
A two-story building with a white picket fence, a mailbox, and a small tree in front.
A swimming pool with a mural of a dolphin and a butterfly, surrounded by lounge chairs and palm trees.
A hallway with a white door, a wooden bench, a blue sofa, and a staircase with a white railing.

7. Duval House

Duval House
Old Town Key West
CA $250
CA $312 total
includes taxes & fees
Oct 28 - Oct 29
Duval House
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.
A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.

8. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
CA $158
CA $264 total
includes taxes & fees
Oct 26 - Oct 27
The Perry Hotel & Marina Key West
A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.
A two-story building with a porch, a sign reading "The Grand Guesthouse," and a purple flag.
A bedroom with a bed, nightstand, lamp, air conditioning unit, and a no smoking sign.
A row of blue bicycles parked under a tree, with a white fence and a building in the background.

9. The Grand Guesthouse

The Grand Guesthouse
Old Town Key West
CA $170
CA $227 total
includes taxes & fees
Oct 13 - Oct 14
The Grand Guesthouse
A wooden deck with wicker furniture, a white staircase, and a lush garden area.
A bedroom with a large bed, a view of a swimming pool, and an open door leading to an outdoor seating area.
A hotel room with a large bed, a view of a swimming pool, and a balcony with outdoor seating.
A hotel entrance with a sign reading "Heron House Office."

10. Heron House - Adult Only

Heron House - Adult Only
Old Town Key West
CA $172
CA $241 total
includes taxes & fees
Oct 13 - Oct 14
Heron House - Adult Only
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Choose what matters most at all-inclusive hotels in Key West

Pool
4 stars
5 stars
Adult-only
Family-friendly

Find out more about Key West

Discover top Key West attractions

Key West, Florida, is a paradise of activities and experiences that perfectly cater to the discerning all-inclusive traveller. Start your adventure at the iconic Ernest Hemingway Home and Museum, where you can explore the lush gardens and learn about the life of the renowned author—it's a cultural experience that appeals to both adults and children alike. For a taste of the ocean, indulge in water sports at Fort Zachary Taylor State Park, where you can snorkel in clear waters filled with marine life or simply relax on the beach. Don't miss the chance to enjoy a sunset sail; many all-inclusive resorts offer this as part of their package, allowing you to sip cocktails while soaking in the breathtaking views. As for dining, expect delicious seafood and Caribbean-inspired dishes at your hotel, with options varying from casual beachside bites to gourmet dining. Staying in the Old Town area is particularly advantageous; here, you are within walking distance of vibrant nightlife, boutique shops, and the lively atmosphere of Duval Street. All-inclusive properties in this region often feature family-friendly amenities and attentive service, ensuring a pampered experience. With these features, you can focus on creating unforgettable memories without the stress of constant planning.

Top Key West Hotel Reviews

Frequently asked questions

How much does an all-inclusive hotel in Key West cost?
Enjoy staying in an all-inclusive hotel in Key West, with hotels from CA $215 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
What area of Key West is best for all-inclusive hotels?
The heart of Key West, particularly the area around Duval Street, stands out as the best choice for travellers seeking all-inclusive hotels. This lively strip is famous for its vibrant nightlife, eclectic shops, and an abundance of dining options, ensuring that everything you need is within easy reach. The stunning beaches nearby, such as Smathers Beach, offer a superb spot to relax and soak up the sun, while the rich history of the area can be explored at landmarks like the Ernest Hemingway Home and Museum.For couples planning a romantic escape, the Southernmost Point area is a delightful option. Here, you'll find several exquisite all-inclusive resorts that cater to couples looking for intimacy and luxury. Picture enjoying sunset cocktails on a private balcony or unwinding together at a serene spa, all just a stone's throw from the iconic buoy marking the southernmost point in the continental USA.Families will appreciate the family-friendly resorts located near the beach. These hotels often provide activities for kids, ensuring that everyone is entertained, while also offering convenient access to attractions like the Key West Aquarium and the Butterfly and Nature Conservatory. With spacious rooms and numerous dining options, families can enjoy a stress-free vacation together.
What is the best time to stay at an all-inclusive hotel in Key West?
The best time to stay at an all-inclusive hotel in Key West is during the winter months, particularly from December to February. During this period, temperatures typically range from 18°C to 25°C, providing a pleasant escape from the colder weather many experience elsewhere. It's the ideal time for lounging on the beach, taking part in water sports, or simply enjoying the beautiful sunsets.While this is the peak tourist season, the vibrant setting and variety of activities available make it a worthwhile choice. With many events, including the famous Key West Fantasy Fest in late October and various holiday celebrations, visitors can enjoy both relaxation and entertainment.For those looking for a great alternative, consider visiting in April. The weather is still warm, averaging around 24°C, but you'll find fewer crowds, which often translates to better rates on accommodations and services.
Is it cheaper to book an all-inclusive hotel and flight package in Key West?
Booking an all-inclusive hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect all-inclusive travel package.
What all-inclusive amenities should we expect at hotels in Key West?
All-inclusive hotels are perfect for travellers who want a relaxing, top-value vacation. Most packages include your room, all meals, snacks, unlimited drinks including alcohol and non-alcoholic drinks. Entertainment, kids' clubs, access to pools and fitness facilities are often included in the all-inclusive package as well. Some even cover airport transfers, while extras like spa treatments or premium alcohol may cost more. Knowing most of your expenses are already covered makes for a truly relaxing getaway. For more information, refer to the property details on Expedia.
Can I cancel my all-inclusive hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right all-inclusive hotel in Key West for you.
How can I save on an all-inclusive hotel in Key West with Expedia?
There are plenty of ways to save on an all-inclusive hotel in Key West. Join One Key™, our free travel rewards program, to unlock instant discounts with Member Prices across a range of premium hotels. Typically, booking in advance will help you save on your hotel. If you're feeling spontaneous, be sure to check for last-minute deals.

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