Fleming Key Condo Rentals

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Our top choices for Fleming Key condo rentals

1. ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

Old Town Key West

"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The property was just as listed. Very clean, quiet, the pool was very refreshing! Great location, walkable to almost anything. Would highly recommend!"

Chris & Sarah F.

HK$2,291 total

includes taxes & fees

7 Sept - 8 Sept

2. Waterfront Dock Pool Condo Near Duval St Pet OK

Meadows

Amber G.

3. SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

Old Town Key West

walter l.

4. Waterfront Condo Dock Pool Near Duval St

Meadows

Haley P.

5. La Casa de Luna - 1 Bd/1B condo just off upper Duval

Old Town Key West

Debbie H.

6. Waterfront Dock Pool Key West Near Duval

Meadows

Jesse B.

7. Turtle Nest Condo + Pool / 2nd Floor

Key West Historic District

HK$2,357 total

includes taxes & fees

8 Sept - 9 Sept

8. Hidden Key West Cottage - Walk to Duval !!!

Old Town Key West

Regina E.

9. Sea Breeze - One Block from Duval Street

Old Town Key West

Alan K.

10. Duval Street Suites on Duval Free Parking and heated Pool

Old Town Key West

David C.

11. Escape to the wonderful Cuban Paradise!

Old Town Key West

jessica l.

12. The Cat Island Suite | Charmingly Renovated w/ Pool

Key West

Patti E.

13. Sky Loft - Steps from Duval Street & Shared Pool

Old Town Key West

Andrew C.

HK$3,837 total

includes taxes & fees

14 Sept - 15 Sept

14. Heated Rooftop Pool, Gated Parking - Casa Caribe

Old Town Key West

Theresa N.

15. The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

Key West

Teri K.

16. COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!

Old Town Key West

Dr. Christopher S.

17. Pool View Suite | Beachside Resort

Key West

"It was a holiday weekend. Key West in general all lodging was expensive. The room was very comfortable and clean. More than enough room. I was on the water which was amazing. The pool area was very awesome. Love that they have a bar and restaurant available. All the available excursions. I took advantage of the Sunset Tour. Property manager was available for any questions. Beachside staff was also very helpful. Would definitely visit again. Great Experience!! Thank you."

Christie Y.

18. Atlantic Parrot | Oceanfront Condo w/ Pool

Beachside

Misty C.

HK$5,836 total

includes taxes & fees

9 Sept - 10 Sept

19. The Barbados | Private Balcony, Pool View!

Key West

Doug P.

HK$3,676 total

includes taxes & fees

7 Sept - 8 Sept

20. Waterfront Condo | Pool, Dock, Parking, Sleeps 8

Meadows

Lorie C.

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Top Fleming Key Hotel Reviews

Southwinds Motel

10/10 Excellent

"Southwinds Motel has to be the absolute best spot I’ve stayed at when it comes to conveniences on site along with an awesome location and proximity to sites and activities. Perfectly located around the Southernmost part of Key West, Southwinds gives you fully stocked bar WITH a built-in liquor store. Super convenient off rip. Bar has live music in the afternoon and evening, a pretty nice pool and deck area and, what I really found most convenient, access to rentals for any means of transportation you need for Key West from bicycles to scooters to full sized golf carts. Rentals are provided by Bone Island rentals who also deliver your mode of moving around to the property and picks it up from the property. A totally ‘Key West’ luxury in my mind. So you’re not staying in the fanciest of shindigs, but you rented a motel because you probably plan to be out and about in beautiful Key West and not cooped up, so you most definitely shouldn’t have grand expectations, but you definitely won’t be disappointed with the digs either. Another thing I really appreciated was after check-in, we were also gifted 2 vouchers for free specialty cocktails from their bar. It was small drinks and only their specialty drinks but still complimentary, so we say thank you and enjoy. They let us combine both tickets for one full sized rum runner my wife enjoyed. Overall 10/10 for comfort, convenience, location and it’s vibe. Will absolutely be going back and 100 percent recommend to all staying in KW"

Beachside Resort & Residences

8/10 Good

"Hot tub wasn’t working. It was just warm water. Gym was very hot. Beach wasn’t great. Elevator in my building wasn’t working g but you can use the one from the building next to it and walk over. So not that bad. Pool was great. Never crowded. Room was excellent. We had a suite with pool access. There was plenty of parking at the hotel and no charge to park We would still go back again."

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