Name: Reefhouse Resort & Marina
Price range: $286 total
Rating: 9.2

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.

Broadmore Miami Beach

North Beach

$390

per person

Jan 1 - Jan 8

found 2 days ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

5.6/10 (369 reviews)

Staff was exceptional during our entire stay, there was always someone at the front desk happy to help with any request.

Reviewed on Oct 13, 2025

The Shelborne By Proper, a Member of Design Hotels

South Beach

$627

per person

Jan 8 - Jan 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.8/10 Exceptional! (39 reviews)

Really great stay, big thanks to Crispy and team! Hotel has a great atmosphere and location. I’ll be sure to visit again!

Reviewed on Oct 21, 2025

Bentley Hotel South Beach

South Beach

$1,258

per person

Jan 1 - Jan 8

found 2 days ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (390 reviews)

Clean Room Beach View

Reviewed on Oct 17, 2025

Park Central South Beach

South Beach

$1,174

per person

Jan 1 - Jan 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (217 reviews)

Clean and comfortable rooms. Great location: fantastic access to food, stores, beach. AC was great... kept the room COLD! Pool area was nice too. Staff was friendly for the most part. Some were super awesome, others were pleasant enough. Shower was weird... narrow and no door/curtain so water got all over the floor. No in-room mini/honor bar (not a big deal), elevator acted up quite a bit. Overall enjoyed the stay, and the art deco/70s vibe was fabulous (and so was the music)! Cool place.

Reviewed on Oct 21, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$13,464

per person

Dec 3 - Dec 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

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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

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.

Southernmost Point

4.5/5(3,182 reviews)

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

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.

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

96% 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

$199 nightly

$224 total

Oct 22 - Oct 23

Total with taxes and fees

9/10 Wonderful! (1,232 reviews)

"A perfect getaway for couples — the atmosphere truly feels like something out of an episode of The White Lotus. The staff is exceptionally friendly and attentive, ensuring a comfortable and memorable stay. The property offers a wide range of amenities and experiences, so there's really no need to ..."

Reviewed on Oct 18, 2025

Reefhouse Resort & Marina

103800 Overseas Hwy, Key Largo, FL

Fully refundableReserve now, pay when you stay

$259 nightly

$286 total

Oct 22 - Oct 23

Total with taxes and fees

9.2/10 Wonderful! (1,320 reviews)

"Staff"

Reviewed on Oct 19, 2025

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

97000 Overseas Hwy, Key Largo, FL

Fully refundableReserve now, pay when you stay

$337 nightly

$379 total

Oct 28 - Oct 29

Total with taxes and fees

8.6/10 Excellent! (1,021 reviews)

"We had the absolute best fall break vacation here and will most definitely be back"

Reviewed on Oct 19, 2025

See all 8,390 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.