Name: Isla Bella Beach Resort & Spa
Price range: $344 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

$812

per person

Dec 3 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

8.4/10 Very Good! (1,000 reviews)

The staff greeted us wonderfully. The room is clean. The VIP perk was pleasant. Would definitely stay here again.

Reviewed on Sep 25, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$12,728

per person

Dec 3 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

President Hotel

South Beach

$896

per person

Dec 3 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

8.4/10 Very Good! (1,825 reviews)

All good! Really enjoyed the area. The only thing is that the picture of the room didn't match the actual room. Is not fair. I went with an idea of a certain room due to the images in here. The room didn't have a good water pressure. Service was great. Friendly staff. Great bartender. Breakfast was very good.

Reviewed on Sep 27, 2025

The Penguin Hotel

South Beach

$827

per person

Dec 3 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

8.2/10 Very Good! (1,440 reviews)

Great location. Just too noisy if looking for a good night sleep.

Reviewed on Sep 27, 2025

Bentley Hotel South Beach

South Beach

$1,248

per person

Dec 3 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (334 reviews)

We had a very pleasant stay at this hotel. The property was clean and comfortable, and everything we needed was easily available. The highlight of our experience was the staff — they were extremely responsive, helpful, and made sure we felt well taken care of throughout our stay. Their attention and professionalism truly added to the overall experience. I would gladly stay here again and recommend it to others.

Reviewed on Sep 28, 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

3 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.

Southernmost Point

Snap a memorable photograph from the edge of North America at this monumental landmark.

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.

What to do in Florida Keys

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

$50

per adult

92% of travellers recommend

Key Largo Coral Reef Glass Bottom Boat Adventure

$45

per adult

98% of travellers recommend

Key West Sunset Sail with Live Music, Drinks and Appetizers!

$80

per adult

92% of travellers recommend

See all activities in Florida Keys

Florida Keys Hotel Deals

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL

Fully refundableReserve now, pay when you stay

$91 nightly

$170 total

Oct 6 - Oct 7

Total with taxes and fees

9/10 Wonderful! (1,210 reviews)

"I love it"

Reviewed on Sep 21, 2025

Baker's Cay Resort Key Largo, Curio Collection by Hilton

97000 Overseas Hwy, Key Largo, FL

Fully refundableReserve now, pay when you stay

$271 nightly

$360 total

Oct 8 - Oct 9

Total with taxes and fees

8.6/10 Excellent! (1,027 reviews)

"Didn’t like the food options and the hotel needs some updates, specially the rooms. The rest was great."

Reviewed on Sep 23, 2025

Isla Bella Beach Resort & Spa

1 Knights Key Boulevard, MM 47, Marathon, FL

Fully refundableReserve now, pay when you stay

$253 nightly

$344 total

Sep 29 - Sep 30

Total with taxes and fees

9/10 Wonderful! (1,069 reviews)

"Extremely welcoming staff"

Reviewed on Sep 25, 2025

See all 8,398 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.