Monroe County All-inclusive Resorts from $208

Top Cities in Monroe County

A sign for the Key West Museum of Art & History at the Custom House.

Check availability on Monroe County All-inclusive Resorts

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Our top choices for Monroe County all inclusive hotels

A beach with thatched umbrellas, palm trees, and blue lounge chairs.

1. Reefhouse Resort & Marina

Key Largo

$259 nightly

Nov 29 - Nov 30

Total with taxes and fees

An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

2. Islander Resort

Matecumbe

$250 nightly

Nov 15 - Nov 16

Total with taxes and fees

An aerial view of a resort with a central pool, multiple buildings, and a beach area with sun loungers.

3. Isla Bella Beach Resort & Spa

Marathon

$343 nightly

Dec 13 - Dec 14

Total with taxes and fees

A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

4. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Islamorada

$272 nightly

Nov 29 - Nov 30

Total with taxes and fees

A wooden deck with a pool and chairs overlooking a beach with palm trees.

5. Grassy Flats Resort & Beach Club

Marathon

$247 nightly

Dec 13 - Dec 14

Total with taxes and fees

A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

6. Amara Cay Resort

Matecumbe

$222 nightly

Nov 29 - Nov 30

Total with taxes and fees

A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

7. La Siesta Resort & Villas

Matecumbe

$237 nightly

Nov 15 - Nov 16

Total with taxes and fees

A marina with boats docked, a pool area, and a building with a white facade.

8. Hilton Key West Resort & Marina

Stock Island

$184 nightly

Nov 15 - Nov 16

Total with taxes and fees

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

9. Cheeca Lodge & Spa

Matecumbe

$238 nightly

Nov 16 - Nov 17

Total with taxes and fees

A beach with lounge chairs and a pier extending into the water.

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

Key Largo

$312 nightly

Nov 29 - Nov 30

Total with taxes and fees

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Top Monroe County Hotel Reviews

Isla Bella Beach Resort & Spa

10/10 Excellent

"Truly a unique resort within the keys. It’s located such that there are many things to do nearby, or you can stay on the property and get anything you need. Staff were very friendly and responded to your questions and requests. The gated property provides seclusion which is sometimes hard to find in Marathon. Food was excellent, everywhere, but especially at Mahinas. Highly recommend if you’re looking for a resort type stay."

Havana Cabana at Key West

10/10 Excellent

"The shuttle service is extremely helpful if you don’t have a car given it is quietly away from the heavy tourist area. The pool was wonderful with an array of floats. Nice temperature! Bar service and breakfast were great. Staff was very nice and informative about places to go and eat. They could use some more pool towels. Would stay here again!"

The Southernmost Inn - Adults Only

8/10 Good

"The rooms were small, but totally usable for our needs. We had one of the better rooms with a back porch next to the pool. We enjoyed coffee there every morning. Our friends' room was across the hall, a little smaller, without the porch. The beds were very comfortable. Location was excellent, everything we wanted was in walking distance. The only disappointment was the breakfast. Although they say it is "included", you can see what they actually charge you. For the price they charge, I expected a little more variety... maybe fresh fruit, some meat choices, some healthier options!"

Room 1

Top Cities in Monroe County

Key West

Key Largo

Islamorada

Marathon

Tavernier

Key Colony Beach

Summerland Key

Big Pine Key

Long Key

Check availability on Monroe County All-inclusive Resorts

Our top choices for Monroe County all inclusive hotels

1. Reefhouse Resort & Marina

2. Islander Resort

3. Isla Bella Beach Resort & Spa

4. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

5. Grassy Flats Resort & Beach Club

6. Amara Cay Resort

7. La Siesta Resort & Villas

8. Hilton Key West Resort & Marina

9. Cheeca Lodge & Spa

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

Top Monroe County Hotel Reviews

Isla Bella Beach Resort & Spa

Chesapeake Beach Resort

Blue Flamingo Resort Key West

Parrot Key Hotel & Villas

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Southernmost Beach Resort and Guesthouses

Ibis Bay Beach Resort

Havana Cabana at Key West

The Southernmost Inn - Adults Only

Explore a world of travel with Expedia

All-inclusive Resorts in Monroe County from $208

Top Cities in Monroe County

Key West

Check availability on Monroe County All-inclusive Resorts

Our top choices for Monroe County all inclusive hotels

1. Reefhouse Resort & Marina

2. Islander Resort

3. Isla Bella Beach Resort & Spa

4. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

5. Grassy Flats Resort & Beach Club

6. Amara Cay Resort

7. La Siesta Resort & Villas

8. Hilton Key West Resort & Marina

9. Cheeca Lodge & Spa

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

Top Monroe County Hotel Reviews

Isla Bella Beach Resort & Spa

Explore a world of travel with Expedia