Find All-inclusive Resorts in Old Town Key West, Key West

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Our top choices for Old Town Key West all inclusive hotels

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (2919)
"Great stay with an actual beach which is rare in Key West. "
United States
Robert
$271 nightly
The price is $305
Dec 17 - Dec 18
Total with taxes and fees
Southernmost Beach Resort and Guesthouses

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1019)
"Our stay was great!"
United States
Richard
$294 nightly
The price is $331
Dec 17 - Dec 18
Total with taxes and fees
Opal Key Resort & Marina, Key West

Southwinds Motel

Southwinds Motel
2.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1238)
"Everyone was so nice, great location. "
United States
Holly
$172 nightly
The price is $194
Dec 14 - Dec 15
Total with taxes and fees
Southwinds Motel

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1071)
"Beautiful property, nice clean bungalows and great staff!"
United States
Robert
$274 nightly
The price is $308
Dec 14 - Dec 15
Total with taxes and fees
Winslow's Bungalows - Key West Historic Inns

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (468)
"beautiful Hotel! "
Mexico
iria
$306 nightly
The price is $345
Dec 14 - Dec 15
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (1002)
"Great view, amazing room and friendly staff"
United States
Kristine
$256 nightly
The price is $288
Dec 14 - Dec 15
Total with taxes and fees
The Reach Key West, Curio Collection by Hilton

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
3.5 star property
Old Town Key West
9.2 out of 10, Wonderful, (1000)
"Clean, close to Duval Street "
United States
Elizabeth
$239 nightly
The price is $269
Dec 15 - Dec 16
Total with taxes and fees
Paradise Inn Key West - Adults Only

Southernmost House

Southernmost House
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1001)
"Great place to stay. Staff was very friendly"
United States
Jacob
$382 nightly
The price is $429
Dec 16 - Dec 17
Total with taxes and fees
Southernmost House

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (1132)
"Loved the setup of the hotel and great location! "
United States
Rachel
$169 nightly
The price is $190
Dec 14 - Dec 15
Total with taxes and fees
Heron House - Adult Only

The Gardens Hotel

The Gardens Hotel
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (1000)
"Amazing hotel, the perfect Key West vibe. Clean rooms, delicious breakfast. We will come back again"
United States
Isis
$361 nightly
The price is $406
Dec 15 - Dec 16
Total with taxes and fees
The Gardens Hotel
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.

Price trends for hotels in Old Town Key West

Less expensive
More expensive
This month
Next month
September
February
$438
$532
Month
Price
January
$532
February
$645
March
$606
April
$496
May
$519
June
$378
July
$361
August
$355
September
$328
October
$460
November
$525
December
$438
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Old Town Key West. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Old Town Key West

Discover top Old Town Key West attractions

Old Town Key West offers a vibrant mix of history, culture, and relaxation that’s perfect for travelers seeking all-inclusive hotel experiences. Start your day exploring the Ernest Hemingway Home and Museum, where you can take a guided tour to learn about the life of the iconic author surrounded by lush gardens and the famous six-toed cats. Afterward, stroll through the lively streets of Duval Street, filled with charming shops, art galleries, and inviting cafés, perfect for a mid-morning coffee and pastry. For a taste of the local scene, visit Mallory Square for the nightly sunset celebration, where street performers and local vendors create a festive atmosphere overlooking the water. Food lovers will appreciate the chance to indulge in fresh seafood at renowned local restaurants, often included in all-inclusive packages, with options ranging from conch fritters to key lime pie. Finally, unwind with some water sports like snorkeling or sunset sailing, often organized by your hotel. Staying in an all-inclusive hotel in this area means you can enjoy high-quality amenities and attentive service, ensuring a straightforward vacation where every detail, from gourmet meals to exciting activities, is taken care of.

Top Old Town Key West Hotel Reviews

Frequently asked questions

Looking for Old Town Key West all-inclusive resorts?
Old Town Key West offers a host of things to see and do such as Duval Street and Ernest Hemingway Home and Museum. View our all-inclusive hotel rooms where you can enjoy a good selection of amenities such as entertainment, kid's clubs, and of course food and beverages all included in the price. Many of our all-inclusive resorts also feature activities such as golf, yoga, water sports, and more, which you can enjoy without any additional cost.
What is there to do near my all-inclusive resort in Old Town Key West?
If you want to explore the area around your all-inclusive resort, visit Duval Street and Ernest Hemingway Home and Museum and see why travelers like Old Town Key West! Other attractions include Key West Lighthouse and Keeper's Quarters Museum, Key West Butterfly and Nature Conservatory, and South Beach.

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