Top Pensions in Monroe County in 2026

A waterfront promenade with multi-story buildings, palm trees, and a clear blue sky.

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Our top choices for Monroe County pensions

A dining table with plates of food, a drink, and a view of a pool and palm trees.

1. Margaritaville Beach House Key West

Key West

Richard

Rp5.338.250 total

includes taxes & fees

15 Oct - 16 Oct

A swimming pool surrounded by palm trees and a natural rock formation.

2. Havana Cabana at Key West

New Town

Stephanie

Rp4.141.038 total

includes taxes & fees

15 Oct - 16 Oct

A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

3. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Rita

Rp5.555.936 total

includes taxes & fees

25 Oct - 26 Oct

4. Blue Flamingo Resort Key West

New Town

Esteban

Rp3.347.267 total

includes taxes & fees

25 Oct - 26 Oct

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

5. Cheeca Lodge & Spa

Matecumbe

Morgan

Rp5.316.390 total

includes taxes & fees

19 Oct - 20 Oct

A balcony with a view of a pool area, palm trees, and outdoor seating.

6. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Nancy

Rp3.167.915 total

includes taxes & fees

27 Oct - 28 Oct

A swimming pool with lounge chairs and palm trees.

7. Hilton Garden Inn Key West / The Keys Collection

New Town

Eli

Rp2.970.915 total

includes taxes & fees

25 Oct - 26 Oct

A deck with sun loungers and a railing overlooking the sea.

8. Southernmost Beach Resort and Guesthouses

Old Town Key West

Olwen

Rp4.822.494 total

includes taxes & fees

26 Oct - 27 Oct

A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

9. Ibis Bay Beach Resort

Northside Resort

Andre

Rp2.826.851 total

includes taxes & fees

15 Oct - 16 Oct

10. Lime Tree Bay Resort

Long Key

Katie

Rp3.134.502 total

includes taxes & fees

15 Oct - 16 Oct

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

11. The Perry Hotel & Marina Key West

Stock Island

Jade

Rp3.320.454 total

includes taxes & fees

28 Oct - 29 Oct

A wooden archway leading to a pool area surrounded by lush tropical vegetation.

12. Parrot Key Hotel & Villas

Northside Resort

Anthony

Rp4.090.971 total

includes taxes & fees

29 Oct - 30 Oct

A balcony with wicker furniture, a view of the sea, and a spiral staircase.

13. Beachside Resort & Residences

Key West

Brenna

Rp4.067.336 total

includes taxes & fees

27 Oct - 28 Oct

A beach with palm trees, a dock, and a boat named "STYX".

14. The Pelican Key Largo Cottages

Key Largo

Brad

Rp1.962.162 total

includes taxes & fees

26 Oct - 27 Oct

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

15. Isla Bella Beach Resort & Spa

Marathon

Clinton

Rp5.225.088 total

includes taxes & fees

18 Oct - 19 Oct

A beach with palm trees and lounge chairs.

16. Chesapeake Beach Resort

Matecumbe

Phelicia

Rp4.051.585 total

includes taxes & fees

18 Oct - 19 Oct

A bathroom with a white sink, a wooden vanity, a large mirror, and a bathtub.

17. Winslow's Bungalows - Key West Historic Inns

Old Town Key West

Elizabeth

Rp4.534.318 total

includes taxes & fees

15 Oct - 16 Oct

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

18. Hilton Key West Resort & Marina

Stock Island

Eric A

Rp3.674.691 total

includes taxes & fees

28 Oct - 29 Oct

A beach with a wooden pier, palm trees, and beach umbrellas.

19. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Darlene

Rp4.275.274 total

includes taxes & fees

27 Oct - 28 Oct

A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

20. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Tina

Rp5.430.681 total

includes taxes & fees

27 Oct - 28 Oct

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Top Monroe County Hotel Reviews

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"Include in the price the breakfast!"

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"The resort was excellent. It was clean. The staff were very accommodating. The breakfast & dinners we had a The beach side Cafe were very good. The bars closed rather early on the resort by 9pm. We felt that one bar on the resort should open until 11pm to accommodate guests that want stay at the resort in the evening. Also a shuttle to and from the airport should be offered."