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

Find All-inclusive Resorts in Key West, FL

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Check availability on Key West All-inclusive Resorts

Tonight
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
No exact matches found, but these alternatives could be just right

Recommended hotels in Key West

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.

1. Duval House

Duval House
Old Town Key West
$111 nightly
$122 total
Oct 5 - Oct 6
Total with taxes and fees
Duval House
A building with a white exterior, a large red awning, and a gated entrance.
A small, enclosed porch with a chair and a table, surrounded by lush greenery and a white lattice fence.
A spacious kitchen with a dining area, large windows, and a view of the outdoors.
A paved pathway lined with various plants and trees, leading to a building with a beige exterior.

2. Authors of Key West Guest House

Authors of Key West Guest House
Key West Historic District
$101 nightly
$114 total
Oct 5 - Oct 6
Total with taxes and fees
Authors of Key West Guest House
A swimming pool with lounge chairs and palm trees.
Sports facility
A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'
A modern living room with a sectional sofa, a small round table, and a potted plant.

3. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
$134 nightly
$151 total
Oct 27 - Oct 28
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
An outdoor patio with tables and chairs, umbrellas, and palm trees.
A hotel with a central courtyard, palm trees, and a fountain.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.

4. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
$153 nightly
$172 total
Oct 11 - Oct 12
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West
A swimming pool with clear water, surrounded by lush greenery and palm trees.
A yellow building with a blue door and shutters, a number '302' on the wall, and a small porch area.
A bathroom with a white sink, three bottles of body lotion, and a white towel.
A bedroom with a bed, a ceiling fan, an air conditioning unit, a bedside table, a lamp, and a window with blinds.

5. Tranquility Guest House

Tranquility Guest House
Old Town Key West
$167 nightly
$188 total
Oct 8 - Oct 9
Total with taxes and fees
Tranquility Guest House
A swimming pool surrounded by palm trees and a natural rock formation.
A covered outdoor seating area with a pool in the background.
A spacious lobby with a central seating area, two staircases, and multiple potted plants.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

6. Havana Cabana at Key West

Havana Cabana at Key West
New Town
$184 nightly
$207 total
Nov 3 - Nov 4
Total with taxes and fees
Havana Cabana at Key West
Pool
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.
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.

7. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
$168 nightly
$189 total
Oct 5 - Oct 6
Total with taxes and fees
Blue Flamingo Resort Key West
A poolside area with lounge chairs, a staircase leading to a balcony, and a pool.
An outdoor patio with tables and chairs, surrounded by trees and a house.
A beige sofa with two pillows, flanked by two wooden side tables with lamps and potted plants, against a white wall with a framed picture of a tree.
A Southernmost Inn with a porch, a sign indicating vacancy, and a staircase leading to the entrance.

8. The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
Old Town Key West
$133 nightly
$149 total
Oct 7 - Oct 8
Total with taxes and fees
The Southernmost Inn - Adults Only
A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.
A beach volleyball court with a net, surrounded by palm trees and a hotel in the background.
A swimming pool surrounded by palm trees and lounge chairs, with a clear view of the ocean in the background.
A two-story building with a central entrance, surrounded by palm trees and a wooden walkway.

9. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
$232 nightly
$261 total
Oct 26 - Oct 27
Total with taxes and fees
Hyatt Vacation Club at Windward Pointe, Key West
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
$150 nightly
$169 total
Oct 5 - Oct 6
Total with taxes and fees
Heron House - Adult Only
View all properties

Choose what matters most at all-inclusive hotels in Key West

Pool
Adult-only
Family-friendly
Spa
5 stars

Find out more about Key West

Discover top Key West attractions

Key West, Florida, is a vibrant oasis where adventure meets relaxation, perfect for families seeking all-inclusive meal options. Start your day with a visit to the Ernest Hemingway Home and Museum, where you can explore the lush gardens and see the descendants of Hemingway's six-toed cats. Dive into the crystal-clear waters at Dry Tortugas National Park, a stunning spot for snorkeling among colorful coral reefs, where your all-inclusive package might include guided kayak tours. Enjoy a sunset sail on a catamaran, complete with complimentary drinks, as you take in the breathtaking views of the sun dipping below the horizon. For culinary enthusiasts, indulge in fresh seafood dining options at your resort, featuring local specialties like conch fritters and key lime pie, often included in your stay. Staying in the Old Town area offers easy access to lively Duval Street, where you can discover unique shops, art galleries, and lively nightlife, all within walking distance from your luxurious hotel. With attentive service and a variety of activities at your fingertips, Key West is sure to provide a memorable and straightforward family vacation.

Top Key West Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Clear room, great views"
Mary 6-night trip
Posted 18 hours ago
Casa Marina Key West, Curio Collection by Hilton

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 $114 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 Historic District of Key West is the prime area for travellers seeking all-inclusive hotels, combining the island's rich history with modern convenience. This vibrant neighbourhood is home to charming architecture, lively streets, and easy access to stunning beaches. You'll find a variety of all-inclusive resorts that offer everything from gourmet dining to water sports, making it an excellent choice for those who want to indulge without worrying about the details.For couples looking to unwind in paradise, the area around Duval Street is particularly enticing. This bustling thoroughfare is famous for its nightlife, romantic sunset views, and proximity to iconic landmarks like the Ernest Hemingway Home and Museum. Many all-inclusive options here provide intimate settings and personalized services, great for creating lasting memories together.Families will appreciate the family-friendly all-inclusive resorts found near Smathers Beach. With spacious rooms, kid-friendly activities, and direct beach access, these hotels cater to all ages, ensuring everyone has a great time. Parents can relax while children enjoy supervised programs and outdoor adventures.
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 spring months, particularly April. The weather is delightful, with average temperatures hovering around 75°F, providing ideal conditions for lounging by the pool or enjoying the beach. This time of year also marks the end of the winter tourist rush, which means you can enjoy a more relaxed atmosphere while still benefiting from warm sunshine and beautiful views.During April, outdoor activities are in full swing. You can take part in snorkeling excursions, sunset cruises, or simply explore the vibrant streets filled with shops and art galleries. The pleasant weather encourages visitors to spend time outside, making it great for couples looking for a romantic getaway or families wanting to create lasting memories together.If you're considering an alternative to the peak months, late September is a great shoulder-season choice. While the weather may still be warm, averaging around 80°F, you'll find lower rates on accommodations and activities.
Is it cheaper to book a Key West all-inclusive hotel and flight package?
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 travelers 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.

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