Compare All-Inclusive Resorts in Key West in 2025

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Top Key West All Inclusive Resorts & Hotels

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

1500 Reynolds Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $419 per night from May 27 to May 28
$419
per night
May 27 - May 28
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off ...
7/10 Good! (1,005 reviews)
"Great"

Reviewed on Apr 25, 2025

Casa Marina Key West, Curio Collection by Hilton
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

The Best hotels in Key West with many Included Amenities

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $165 per night
$165
includes taxes & fees
$147 per night
May 11 - May 12
Stay at this 3-star hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and South Beach are located nearby.
Pool
Hot Tub
The Mansion on the Sea - Southernmost House in the USA

The Mansion on the Sea - Southernmost House in the USA

3 out of 5
1400 Duval Street, Key West, FL
The price is $345 per night
$345
includes taxes & fees
$306 per night
May 4 - May 5
Stay at this 3-star beach hotel in Key West. Enjoy free breakfast, room service, and parking (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Duval Street and South Beach are located nearby.
Pool
Breakfast included
Ambrosia Key West

Ambrosia Key West

3.5 out of 5
622 Fleming St, Key West, FL
The price is $303 per night
$303
includes taxes & fees
$269 per night
May 7 - May 8
Stay at this 3.5-star B&B in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Pool
Breakfast included
L'Habitation Guest House

L'Habitation Guest House

2.5 out of 5
408 Eaton Street, Key West, FL
The price is $230 per night
$230
includes taxes & fees
$205 per night
May 11 - May 12
Stay at this guesthouse in Key West. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Breakfast included
Free WiFi
Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive

3 out of 5
420 Olivia Street, Key West, FL
The price is $297 per night
$297
includes taxes & fees
$264 per night
May 28 - May 29
Stay at this 3-star B&B in Key West. Enjoy a garden, concierge services, and bicycle rentals on site. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Free WiFi
Air conditioning
Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

2.5 out of 5
320 Simonton St, Key West, FL
The price is $298 per night
$298
includes taxes & fees
$265 per night
May 5 - May 6
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and 4 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Pool
Breakfast included
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

The Best hotels in Key West with Free Breakfast

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $267 per night
$267
per night
May 11 - May 12
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Pool
Pet friendly
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $286 per night
$286
per night
May 19 - May 20
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Pool
Pet friendly
The Gates Hotel Key West Newly Renovated

The Gates Hotel Key West Newly Renovated

4 out of 5
3824 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $248 per night
$248
per night
May 12 - May 13
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Pool
Pet friendly
Seashell Motel & Key West Hostel

Seashell Motel & Key West Hostel

1.5 out of 5
718 South Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $160 per night
$160
per night
May 4 - May 5
Stay at this hostel in Key West. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and South Beach are located nearby.
Parking included
Free WiFi
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $419 per night
$419
per night
May 27 - May 28
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach are located nearby.
On private beach
Pool
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

Fairfield Inn & Suites by Marriott Key West at the Keys Collection

3.5 out of 5
3852 North Roosevelt Boulevard, Key West, FL
The price is $216 per night
$216
per night
May 18 - May 19
Book a stay at this eco-certified hotel in Key West. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Pool
Breakfast included
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

The Best hotels in Key West with Free Wi-Fi

The Gates Hotel Key West Newly Renovated

The Gates Hotel Key West Newly Renovated

4 out of 5
3824 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $248 per night
$248
per night
May 12 - May 13
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Pool
Pet friendly
Eden House

Eden House

3.5 out of 5
1015 Fleming St, Key West, FL
The price is $331 per night
$331
per night
May 27 - May 28
Stay at this 3.5-star hotel in Key West. Enjoy free WiFi, in-room massages, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Pool
Hot Tub
Pegasus International Hotel

Pegasus International Hotel

2.5 out of 5
501 Southard Street, Key West, FL
The price is $259 per night
$259
per night
May 26 - May 27
Stay at this hotel in Key West. Enjoy free parking, a rooftop terrace, and concierge services. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Pool
Hot Tub
Duval Inn

Duval Inn

3 out of 5
511 Angela Street, Key West, FL
The price is $259 per night
$259
per night
May 26 - May 27
Stay at this 3-star guesthouse in Key West. Enjoy free WiFi, a garden, and concierge services. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Pool
Free WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Adults Only Hotels in Key West

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

525 United Street, Key West, FL
The price is $165 per night from May 11 to May 12
$165
includes taxes & fees
$147 per night
May 11 - May 12
8/10 Very Good! (1,055 reviews)

Key West Hotel Guide

Family-friendly Key West hotels with a pool
Even though you’re traveling to an island surrounded by the glistening Atlantic, chances are your kids are looking forward to the pool. It’ll be hard to argue when you see these Key West hotels with pools.

  • DoubleTree Resort by Hilton Grand Key: Arrive via complimentary airport shuttle or park your rental in the free parking, then hit the pool! Rooms feature complimentary toiletries, cable programming, and internet access.
  • Sunrise Suites Resort: If you are looking to save, this is the hotel for you. You’ll get fantastic freebies like an airport shuttle, Wi-Fi, and parking. Rooms feature a kitchen and private balcony, and you’ll be less than a 10-minute drive from both Smathers Beach and Higgs Beach.

Key West hotels with an ocean view
Is a room with an ocean view really that great and romantic? Yes, yes it is. Luckily, Key West has plenty of hotels that offer just that, such as: 

  • Best Western Key Ambassador Resort Inn: A stay here will give you idyllic views and plenty of free stuff. Guests can take advantage of the complimentary breakfast, free parking, and free Wi-Fi. And when it’s time to head back to reality, hop on the complimentary airport shuttle. 
  • Southernmost Beach Resort: This beach-side hotel has ocean views in spades. Need to be closer? Grab a complimentary beach towel and chair and pull up close to the shore. You’ll also get access to three pools, luxurious bedding, premium TV channels, and an in-room fridge and coffee/tea maker.

Popular All-Inclusive Stays in Key West

All Inclusive stays in Key West with gym

Hotels with Gym

Hotels with Gym
All Inclusive stays in Key West with pool

Hotels with Pool

Hotels with Pool

Key West hotels essential information

Accommodation
2,859 hotels
Lowest Price
$160
Highest Price
$419
Popular hotels
Casa Marina Key West, Curio Collection by Hilton

Seize your some day

Frequently asked questions

What are the top beach hotels and resorts with all-inclusive rates in Key West?
Margaritaville Beach House Key West:
  • Relax at the white sand beach
  • The hotel features a 24-hour gym and scooter/moped rentals
  • A down comforter and designer toiletries available in every room of this beach hotel
  • Nearby activities include snorkeling, scuba diving, and boat tours
Southernmost Beach Resort and Guesthouses:
  • A beach bar is available at the sandy beach
  • The hotel features a full-service spa and a gym
  • Located on the waterfront, this beach hotel offers in-room massages, a pillowtop mattress, and bathrobes in every room
  • Nearby activities include ecotours, snorkeling, and kayaking
Parrot Key Hotel & Villas:
  • The hotel features kayaking and a gym
  • Located on the waterfront, this beach hotel offers a balcony/patio, late-night room service, and in-room massages in every room
  • Nearby activities include ecotours, snorkeling, and fishing
What are the top hotels with all-inclusive family-friendly plans in Key West?
Margaritaville Beach House Key West:
  • Family-friendly all-inclusive hotel, steps from Smathers Beach
  • Restaurant available for dining
  • Free cribs, highchairs, and children’s books for added convenience
  • An outdoor pool and scooter/moped rentals
  • Snorkeling, scuba diving, swimming, and parasailing nearby
The Reach Key West, Curio Collection by Hilton:
  • Family-friendly all-inclusive resort, steps from Florida Keys Beaches
  • Restaurant available for dining
  • Free cribs available
  • An outdoor pool, ecotours, and boat tours, as well as scooter/moped rentals and scuba diving
  • A full-service spa, yoga classes, and kayaking on site
Casa Marina Key West, Curio Collection by Hilton:
  • Family-friendly all-inclusive resort, steps from Florida Keys Beaches
  • Restaurant available for dining
  • Free cribs available for added convenience
  • 2 outdoor pools, snorkeling, and water skiing, as well as scooter/moped rentals and personal motorized watercraft
  • Beach volleyball, a full-service spa, kayaking, and yoga classes on site
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