Name: Isla Bella Beach Resort & Spa
Price range: $458 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.

Creekside Inn

$447

per person

Jan 27 - Jan 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

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

Scenic balcony view very quiet

Reviewed on Dec 23, 2025

The Shelborne By Proper, a Member of Design Hotels

South Beach

$1,235

per person

Feb 24 - Feb 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (56 reviews)

Hotel was perfect to service to pool and beach to decor

Reviewed on Dec 24, 2025

Cavalier Hotel South Beach

South Beach

$806

per person

Feb 25 - Mar 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

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

Nice staff, great area

Reviewed on Dec 9, 2025

Solé Miami, A Noble House Resort

Ocean Four

$583

per person

Feb 25 - Mar 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.4/10 Very Good! (1,935 reviews)

Everything was great!

Reviewed on Dec 16, 2025

Flow Miami Hotel

Downtown Miami

$957

per person

Feb 2 - Feb 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (172 reviews)

Staff were really friendly and helpful. The apartment was excellent, it was clean and modern with all the equipment you would expect. Rooftop pool area looked amazing. Would definitely use this hotel brand in the future. Nice job Flow!

Reviewed on Dec 24, 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

4.5/5(3,475 reviews)

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

4.5/5(3,096 reviews)

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

4/5(1,151 reviews)

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

Sunset Dinner Cruise with Unlimited Open Bar

Sunset Dinner Cruise in Key West with Live Music & Unlimited Open Bar!

$81

per adult

88% 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

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

$228 nightly

$257 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

9.2/10 Wonderful! (1,599 reviews)

The breakfasts are great

Reviewed on Dec 19, 2025

Hawks Cay Resort

61 Hawks Cay Blvd Marathon FL

Fully refundableReserve now, pay when you stay

$298 nightly

$335 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

8/10 Very Good! (1,000 reviews)

Outstanding in every wat

Reviewed on Dec 15, 2025

Isla Bella Beach Resort & Spa

1 Knights Key Boulevard Marathon FL

Fully refundableReserve now, pay when you stay

$407 nightly

$458 total

Jan 6 - Jan 7, 2026

Total with taxes and fees

9/10 Wonderful! (1,072 reviews)

Beautiful property, staff are very friendly

Reviewed on Dec 20, 2025

See all 8,414 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.