Name: Isla Bella Beach Resort & Spa
Price range: $369 total
Rating: 9

Your Florida Keys Vacation

When adventure calls, answer it with a tailor-made vacation package to Florida Keys. Wherever it is you're going and whatever you have planned, prepare to discover a destination with plenty to offer. A trip to Florida Keys wouldn't be complete without spending some time in its best cities, starting with Key West. Two of the top attractions here include Smathers Beach and Mallory Square. Key Largo is another favorite city with Florida Keys travelers. Visitors to this destination enjoy John Pennekamp Coral Reef State Park and Jimmy Johnson's Big Chill. Expedia has hotels, flights and whatever else you need to help you put together your very own customized Florida Keys vacation today.

The Latest Florida Keys vacation packages

Price found within the past 48 hours. Click for updated prices.

Cavalier Hotel South Beach

South Beach

$439

per person

Feb 23 - Feb 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.4/10 Very Good! (1,001 reviews)

Perfect location and great bonus with beach towels and two free chairs on the beach.

Reviewed on Dec 27, 2025

Creekside Inn

$663

per person

Feb 8 - Feb 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1,004 reviews)

There was a sign in the bathroom saying not to flush toilet paper down the toilet, the door was glass and was not completely covered, The fridge and the coffee maker could not be plugged in at the same time. Otherwise it was okay

Reviewed on Jan 3, 2026

Miami Downtown Condos

Downtown Miami

$884

per person

Mar 25 - Mar 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (72 reviews)

Amazing customer service! Always there when you need them, no matter the time, or iinquiry! I had an amazing stay, and I’d highly recommend you stay!

Reviewed on Dec 28, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$6,963

per person

Feb 23 - Feb 27

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

Hawks Cay Resort

$764

per person

Feb 8 - Feb 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1,003 reviews)

Overall the resort was great! The only criticism I can add is that the villa showed some wear and tear.

Reviewed on Dec 30, 2025

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Where to stay in Florida Keys

Find the best Florida Keys areas and neighborhoods for the activities you enjoy most. Learn more about Florida Keys

Old Town Key West

2 out of top 10 points of interest in this area

4.5/5(226 area reviews)

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

Audubon House and Tropical Gardens featuring a house

Key West Historic District

2 out of top 10 points of interest in this area

4.5/5(4,033 area reviews)

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

Discover the most popular places to visit in Florida Keys

Duval Street

Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.

Mallory Square

Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.

Smathers Beach

Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.

What to do in Florida Keys

Entertainer in character at the Shipwreck Treasure Museum in Key West

Shipwreck Treasure Museum Tickets

$19

per adult

78% of travellers recommend

Passengers enjoying the shade on the Conch Tour Train in Key West

Key West Conch Tour Train

$45

per adult

88% of travellers recommend

Key West Half-Day Fishing Charter

$102

per adult

90% of travellers recommend

See all activities in Florida Keys

Florida Keys Hotel Deals

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

$230 nightly

$259 total

Jan 4 - Jan 5

Total with taxes and fees

9.2/10 Wonderful! (1,614 reviews)

Good location and a nice resort all in all. However, the rooms are very noisy. You can hear everything being said in the rooms around you.

Reviewed on Jan 2, 2026

Hawks Cay Resort

61 Hawks Cay Blvd Marathon FL

Fully refundableReserve now, pay when you stay

$278 nightly

$312 total

Jan 4 - Jan 5

Total with taxes and fees

8/10 Very Good! (1,013 reviews)

Overall the resort was great! The only criticism I can add is that the villa showed some wear and tear.

Reviewed on Dec 30, 2025

Isla Bella Beach Resort & Spa

1 Knights Key Boulevard Marathon FL

Fully refundableReserve now, pay when you stay

$328 nightly

$369 total

Jan 14 - Jan 15

Total with taxes and fees

9/10 Wonderful! (1,068 reviews)

Beautiful property, staff are very friendly

Reviewed on Dec 20, 2025

See all 8,416 properties in Florida Keys

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.