Fleming Key, FL Condo Rentals from AED 490

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Our top choices for Fleming Key condo rentals

A covered balcony with wicker chairs, a view of palm trees, and multiple flags.

1. AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

Old Town Key West

Amanda G.

A modern kitchen with a black countertop, stainless steel sink, and white cabinetry.

2. Waterfront Condo Dock Pool Downtown Near Duval

Meadows

John L.

AED 1,485 total

includes taxes & fees

3 Dec - 4 Dec

A swimming pool area with multiple pools, palm trees, lounge chairs, and a clear blue sky.

3. Atlantic Parrot | Oceanfront Condo w/ Pool

Beachside

Bill W.

AED 2,674 total

includes taxes & fees

18 Nov - 19 Nov

A modern living room with a sofa, coffee table, and a dining area with a table and chairs. There is a kitchen area with cabinets and appliances.

4. The Grand Cayman | Beautifully Remodeled Key West!

Key West

Matt R.

A tropical garden pathway leading to a building with a yellow facade and green shutters.

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

Old Town Key West

Justin D.

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

Old Town Key West

walter l.

A pool area with a wooden deck, a staircase leading to a balcony, and a yellow building with white railings.

7. Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool

Old Town Key West

Amanda M.

A room with a sofa, a television, a table, and a balcony with a view.

8. The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views

Key West

A wooden boardwalk leading to a hotel with a green roof, surrounded by palm trees and a water feature.

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

Key West

Teri K.

AED 1,794 total

includes taxes & fees

10 Nov - 11 Nov

A wooden bridge leading to a house with a sign indicating no swimming or diving.

10. The Tortuga at Sunrise Suites - Balcony & Pool

Key West

Margaret G.

AED 1,842 total

includes taxes & fees

1 Dec - 2 Dec

A narrow stone pathway flanked by a yellow building with a white fence and a wall-mounted electrical box.

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

Old Town Key West

Regina E.

A wooden boardwalk leading to a building with a green roof, surrounded by lush greenery and palm trees.

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

Key West

Patti E.

AED 1,794 total

includes taxes & fees

10 Nov - 11 Nov

A bedroom with a bed, a nightstand, a lamp, a TV, and a window with curtains.

13. QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!

Old Town Key West

A guest from Kendall Park, NJ

A wooden deck with a thatched roof structure, a pool, lounge chairs, and a bar area.

14. Waterfront Condo Dock Pool Near Duval St

Meadows

Patsy K.

A modern kitchen with white cabinetry, a granite countertop, and a central island.

15. Waterfront Condo + Pool Downtown + Boat Slip

Meadows

Michelle A.

A narrow pathway flanked by white picket fences and a tree with pink flowers.

16. STEPS TO DUVAL, OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLKS TO STH BCH

Old Town Key West

Janet C.

AED 1,795 total

includes taxes & fees

29 Nov - 30 Nov

A coastal hotel with multiple-story buildings, palm trees, and a well-maintained garden.

17. Gated Parking, Heated Pool - Villa Positano

Old Town Key West

Andrea N.

A brick pathway leading to a white staircase with a covered area above.

18. SMUGGLER'S COVE ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!

Old Town Key West

Russell B.

A two-story building with a covered outdoor area, a hot tub, and a staircase leading to the upper level.

19. Turtle Nest Condo + Pool / 2nd Floor

Key West Historic District

Jamie

20. COCONUT PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen and Community Pool!

Old Town Key West

Tracy S.

AED 1,650 total

includes taxes & fees

1 Dec - 2 Dec

View all properties

Top reviews in Fleming Key

A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.

Opal Key Resort & Marina, Key West

Old Town Key West

10/10 Excellent

Jose

A breakfast table with various food items and drinks, a pool in the background, and a tiled wall.

Almond Tree Inn Hotel - Adults Only

Old Town Key West

10/10 Excellent

william

A hotel with a swimming pool, balconies, and a view of the sea.

Hyatt Centric Key West Resort and Spa

Key West Historic District

10/10 Excellent

Lisa

A two-story house with a covered porch, a brick pathway, and a large tree.

The Marquesa Hotel

Old Town Key West

10/10 Excellent

David

A modern interior with a staircase, a sofa set, a wooden table, and a television.

Simonton Court Historic Inn & Cottages

Key West Historic District

10/10 Excellent

RADANA

A front door with purple shutters, a small porch, and a doormat with 'The Artist House Circa 1890' text.

Artist House Key West

Key West Historic District

10/10 Excellent

Anonymous traveler

A room with two wicker chairs with cushions, a floor lamp, a small table, and a large window offering a view of a building and palm trees.

Silver Palms Inn & Historic Homes

Old Town Key West

10/10 Excellent

Janice

A pool area with lounge chairs and a cabana.

Ocean Key Resort - A Noble House Resort

Key West Historic District

10/10 Excellent

The staff was extremely friendly and courteous. Everyone was wonderful. The property was immaculate. The hotel was a perfect location. The only negative would be that the Disney cruise ship passengers were able to use the amenities such as the pool restroom. The restroom was located by the pool so we had to wait in line at least 15 minutes. Would have been faster going back to our room but that would be annoying.

Anonymous traveler

A pool area with lounge chairs and a table, surrounded by palm trees.

Orchid Key Inn - Adults Only

Old Town Key West

10/10 Excellent

Absolutely loved our 5 night stay this past week at Orchid Key!! What a fabulous adult only boutique hotel located just steps off of Duval! We stayed in a Deluxe King the first night because we added on a night at the front end of our trip and it was just off of the pool area and very cozy. Loved the large shower and the room was so clean! Lots of fluffy towels and little extras like free waters and cookies and peppermints were left in the room. The rest of our stay was in a Deluxe King...

Courtney

An outdoor seating area with a modern fire feature, surrounded by lush greenery and palm trees.

H2O Suites - Adults Only

Old Town Key West

10/10 Excellent

My husband and I recently stayed at H2O Suites for 3 nights. The property was immaculate, the staff was extremely friendly and helpful, and our room was large and comfortable. We had a suite that had a plunge pool - this was amazing!! We used it several times daily. The location is perfect - one block from Duval, so everything is easily accessed, but it’s very quiet. We rented bikes from the hotel (easy parking right out back) and truly enjoyed our getaway. Cannot day enough good things about...

Erin

A hotel room with two beds, a wooden floor, a desk, a chair, and a TV.

Hampton Inn Key West FL

Key West

10/10 Excellent

Karen

A wooden deck with a hammock, pool, and lounge chairs overlooking a tropical garden.

Island City House Hotel

Key West Historic District

10/10 Excellent

Keith

A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.

The Gardens Hotel

Old Town Key West

10/10 Excellent

Anonymous traveler

A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

The Marker Key West Harbor Resort

Key West Historic District

10/10 Excellent

John

A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

Duval House

Old Town Key West

10/10 Excellent

The Duval House was absolutely precious. The garden courtyard was beautifully taken care of with plenty of nooks to sit in. The pool is mostly shaded for the hottest part of the day, which seemed especially valuable in comparison to other BnBs. Our room was very comfortable with probably the best bed I’ve been in at a hotel or BnB. And all of the staff was very responsive, friendly, and helpful. Even KissKiss, the property cat, made the rounds to our room to make sure everything was in perfect...

Sarah

A poolside lounge area with a wicker chair, a straw hat, and a beach bag.

Hyatt Vacation Club at Beach House, Key West

Key West

10/10 Excellent

Sonia

A poolside area with lounge chairs and a clear blue pool surrounded by lush tropical vegetation.

Westwinds Inn

Key West Historic District

10/10 Excellent

The grounds of the property are absolutely beautiful. The gardens are well-maintained and we loved perusing them. Both pool areas are wonderful, and the amenities such as the bathhouse, lounge, library, and BBQ area are first rate. The room was to our liking and matched the aesthetic of Key West. Walking distance to nearby attractions was approximately 10 minutes and very easy, and the bakery just down the street was wonderful for breakfast, lunch, or a quick snack. We will absolutely stay again...

Daniel

Frequently Asked Questions

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Search Condo Rentals in Fleming Key

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Fleming Key condo rentals

1. AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

2. Waterfront Condo Dock Pool Downtown Near Duval

3. Atlantic Parrot | Oceanfront Condo w/ Pool

4. The Grand Cayman | Beautifully Remodeled Key West!

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

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

7. Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool

8. The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views

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

10. The Tortuga at Sunrise Suites - Balcony & Pool

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

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

13. QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!

14. Waterfront Condo Dock Pool Near Duval St

15. Waterfront Condo + Pool Downtown + Boat Slip

16. STEPS TO DUVAL, OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLKS TO STH BCH

17. Gated Parking, Heated Pool - Villa Positano

18. SMUGGLER'S COVE ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!

19. Turtle Nest Condo + Pool / 2nd Floor

20. COCONUT PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen and Community Pool!

Top reviews in Fleming Key

Opal Key Resort & Marina, Key West

10/10 Excellent

Frequently Asked Questions

Why book your condo in Fleming Key with Expedia?

How can I find cheap condos in Fleming Key?

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