Fleming Key Condo Rentals
Key West
Florida
United States of America
Condo Rentals
Expedia.com.au

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Our top choices for Fleming Key condo rentals

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

A concrete pathway flanked by dense tropical foliage, leading through a lush garden.

A spacious living area with a blue wall, wooden ceiling, and large windows.

A beach with two lounge chairs, palm trees, and a building with balconies overlooking the ocean.

1. Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool

Beachside

10.0 out of 10, Exceptional, (11 reviews)

10/10

Exceptional

(11 reviews)

"Very short stay (3 days), but worth it. Host was very communicative and even met us to show us how to use the locks (they can be trickey) Would recommend this for anyone who wants to vist the Keys!"

Bill W.

The price is AU$1,088

AU$1,088

includes taxes & fees

11 Nov - 12 Nov

Atlantic Parrot | Oceanfront Condo w/ Pool

A spacious kitchen with a large island, a dining area with a view, and a balcony with a view.

A marina with boats docked, a thatched-roof structure, and a view of the water.

A modern kitchen with grey cabinets, a white countertop, and a blender. There is a view of a balcony with a chair and a table.

A modern kitchen with white cabinets, a central island, and a dining area with a wooden table and white chairs.

2. Waterfront Dock Pool Key West Near Duval

Waterfront Dock Pool Key West Near Duval

Meadows

10.0 out of 10, Exceptional, (41 reviews)

10/10

Exceptional

(41 reviews)

"Clean, comfy and had everything we expected."

Chrystalbelle R.

Waterfront Dock Pool Key West Near Duval

A swimming pool surrounded by lush greenery, with lounge chairs and a covered seating area.

A beach with palm trees and a clear sky.

A rustic wooden gate with a sign that reads 'BLUE HEAVEN Showers & Watch $2.00'.

A marina with boats docked, a wooden fence, and a sign reading 'THE DOCKS'.

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

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

Old Town Key West

9.6 out of 10, Exceptional, (122 reviews)

9.6/10

Exceptional

(122 reviews)

"The adorable studio room was very comfortable and nicely decorated. I haven’t slept that well in a long time! Love the communal pool as well. I would definitely return"

Jocelyne M.

The price is AU$720

AU$720

includes taxes & fees

14 Nov - 15 Nov

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

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

A bar area with a wooden bar counter, multiple stools, and a variety of bottles and glasses.

A white building with a balcony, palm trees, and flags.

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

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

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

Old Town Key West

9.6 out of 10, Exceptional, (7 reviews)

9.6/10

Exceptional

(7 reviews)

"Smooth process, clean room and not noisy at all"

Stephen N.

The price is AU$449

AU$449

includes taxes & fees

3 Nov - 4 Nov

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

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!

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

Old Town Key West

9.6 out of 10, Exceptional, (115 reviews)

9.6/10

Exceptional

(115 reviews)

"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: We enjoyed our stay. The pool was nice and the ice and water machine were a great surprise! Location convenient for us. Would stay again!"

Shannon C.

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

A balcony with a table and chairs, overlooking a marina with boats and a clear sky.

A modern kitchen with white cabinetry, a central island, and pendant lighting.

A pool area with lounge chairs and a view of a marina with boats.

A marina with docked boats, a building with multiple balconies, and a clear blue sky.

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

Waterfront Condo | Pool, Dock, Parking, Sleeps 8

Meadows

9.8 out of 10, Exceptional, (41 reviews)

9.8/10

Exceptional

(41 reviews)

"Very comfortable, good location, beds were great! "

Karen N.

The price is AU$564

AU$564

includes taxes & fees

16 Nov - 17 Nov

Waterfront Condo | Pool, Dock, Parking, Sleeps 8

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.

A swimming pool surrounded by palm trees and a white fence, with a clear blue sky in the background.

A spacious living area with a dining table, chairs, a sofa, and a TV. There is a kitchen area with cabinets and a dishwasher.

A modern living room with a grey sofa, two side tables with lamps, a wooden coffee table, and a large window with a view of palm trees.

7. The Grand Cayman | Beautifully Remodeled Key West!

The Grand Cayman | Beautifully Remodeled Key West!

Key West

9.8 out of 10, Exceptional, (22 reviews)

9.8/10

Exceptional

(22 reviews)

"Great facility and loved the location! "

Matt R.

The price is AU$690

AU$690

includes taxes & fees

29 Nov - 30 Nov

The Grand Cayman | Beautifully Remodeled Key West!

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

A living room with a grey sofa, wooden chairs, a glass coffee table, and a kitchen in the background.

A modern kitchen with white cabinets, a central island, wooden chairs, and a green side table.

A balcony with a table and chairs, a pool, and palm trees in the background.

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

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

Key West

10.0 out of 10, Exceptional, (35 reviews)

10/10

Exceptional

(35 reviews)

"Very nice clean place. Had a minor problem with the beds after checking in but property manager was quick to respond and correct issue. Would stay here again. "

Teri K.

The price is AU$688

AU$688

includes taxes & fees

2 Dec - 3 Dec

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

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

A marina with boats docked, a clear sky, and a rainbow.

A modern kitchen with wooden cabinets, a built-in dishwasher, and a large window offering a view of the outdoors.

9. Waterfront Condo Dock Pool Near Duval St

Waterfront Condo Dock Pool Near Duval St

Meadows

9.8 out of 10, Exceptional, (30 reviews)

9.8/10

Exceptional

(30 reviews)

"Wonderful condo. Wonderful host. Wonderful location. Great for family of 6. Beautifully decorated and very spacious. Loved the large balcony. Host offered suggestions and responded almost immediately to any questions or needs. Very impressed."

Patsy K.

The price is AU$649

AU$649

includes taxes & fees

2 Nov - 3 Nov

Waterfront Condo Dock Pool Near Duval St

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

A beach with palm trees, a sandy shore, and a calm sea under a partly cloudy sky.

A marina with multiple boats docked, some with flags, and a building with a balcony in the background.

A bedroom with a bed, a ceiling fan, a framed picture, a bedside table with a lamp, and a window with blinds.

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

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

Old Town Key West

9.0 out of 10, Wonderful, (25 reviews)

9.0/10

Wonderful

(25 reviews)

"Super cute place. "

Amanda M.

The price is AU$439

AU$439

includes taxes & fees

3 Nov - 4 Nov

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

A modern kitchen with a central island, bar stools, and pendant lighting.

A kitchen with a marble countertop, a sink, and overhead lighting.

A spacious living area with a ceiling fan, a sofa, wicker chairs, a glass coffee table, and a bed in the adjacent room.

11. The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!

The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!

Key West

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"This condo was perfect for our 2 day stay in the beautiful Key West. About 8 minutes from Duvall on the golf cart! The pool and hot tub was very clean as well!"

Amy Jordan P.

The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!

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

A kitchen with white cabinets, a black countertop, a stove, and a kettle.

A yellow house with a white fence, a stone pathway, and a hanging plant.

A white picket fence with a sign indicating 910 Simonton Street, Audubon House, Monroe Suite, and Truman Suite.

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

Hidden Key West Cottage - Walk to Duval !!!

Old Town Key West

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"Host was great! Fast response and easy to work with. Very, very, very clean! Quiet area A"

Regina E.

The price is AU$364

AU$364

includes taxes & fees

2 Nov - 3 Nov

Hidden Key West Cottage - Walk to Duval !!!

A resort with palm trees, a pool, and a building with multiple floors and balconies.

A sailboat anchors in turquoise waters along a palm-lined sandy resort beach.

A pathway leading to a building with a sign indicating a tropical resort.

The living area features yellow walls, a grey sofa, and views into the adjacent kitchen.

13. 2BR suite | Pool | Hot Tub | Tennis | W/D

2BR suite | Pool | Hot Tub | Tennis | W/D

Key West

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"The service was great. The apartment was very good and clean. Ricky was very attentive and helpful. We had a great time."

Charles

The price is AU$620

AU$620

includes taxes & fees

11 Nov - 12 Nov

2BR suite | Pool | Hot Tub | Tennis | W/D

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

A modern living room with a sofa, a coffee table, and a TV mounted on the wall.

A modern kitchen with a central island, a dining area with a grey sofa, and a living room with a flat-screen TV.

A modern kitchen with a central island, a dining area with a sofa, and a view of the outdoors through large windows.

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

The Cat Island Suite | Charmingly Renovated w/ Pool

Key West

9.8 out of 10, Exceptional, (47 reviews)

9.8/10

Exceptional

(47 reviews)

"I liked that it was pretty centrally located to everything very nice Thank you we had a great time "

Patti E.

The price is AU$688

AU$688

includes taxes & fees

2 Dec - 3 Dec

The Cat Island Suite | Charmingly Renovated w/ Pool

A waterfront property with a large building, a dock with boats, and palm trees.

A swimming pool with lounge chairs, a covered area, and a building with multiple balconies.

A modern kitchen with granite countertops, stainless steel appliances, wooden cabinets, and a dining area with a table and chairs.

A dining area with a round table, chairs, potted plants, and a view of a balcony with a railing.

15. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo

Stock Island

9.6 out of 10, Exceptional, (35 reviews)

9.6/10

Exceptional

(35 reviews)

"Pool was great! Just far enough from Duval street to get away and relax if needed or jump in the car and head down for live music! "

Brent H.

The price is AU$891

AU$891

includes taxes & fees

2 Nov - 3 Nov

Grand Marina Suite - Poolside & Waterfront Condo

A two-story building with a blue facade, white balcony railings, and a white picket fence.

A room with a high ceiling, a seating area with a sofa and chairs, a table, a lamp, and a door marked 'Emergency Exit Only'.

A spacious loft-style living area with a high ceiling, a dining table, and seating.

A white wooden staircase with intricate cut-out designs, leading to a covered outdoor area with a view of lush greenery.

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

Sky Loft - Steps from Duval Street & Shared Pool

Old Town Key West

9.6 out of 10, Exceptional, (28 reviews)

9.6/10

Exceptional

(28 reviews)

"Perfect place, close enough to that action in Duval but just far enough to be out of it when you wanted."

Mac J.

The price is AU$691

AU$691

includes taxes & fees

2 Nov - 3 Nov

Sky Loft - Steps from Duval Street & Shared Pool

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

A beach with clear turquoise water, a sandy shore, and a distant ship.

A clear blue swimming pool with lane dividers, a fenced deck area, and a view of the ocean in the background.

A living room with a red sofa, a white armchair, a round coffee table, and a potted plant.

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

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

Old Town Key West

9.8 out of 10, Exceptional, (53 reviews)

9.8/10

Exceptional

(53 reviews)

"Nice location, easy walk to southern side of KW. Very clean and great AC."

Ralph M.

The price is AU$686

AU$686

includes taxes & fees

29 Nov - 30 Nov

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

A covered patio area with lounge chairs, a dining table, and chairs. There are plants and a ceiling fan.

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

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

Old Town Key West

9.8 out of 10, Exceptional, (139 reviews)

9.8/10

Exceptional

(139 reviews)

"Great place to stay"

walter l.

The price is AU$631

AU$631

includes taxes & fees

11 Nov - 12 Nov

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

A two-story building with a white picket fence in front, surrounded by palm trees.

A pool area with lounge chairs and a small table, surrounded by lush greenery and a building with balconies.

A spacious living room with hardwood floors, a ceiling fan, a black sofa, wicker chairs, a glass coffee table, and a television.

A covered porch with a wooden bench and table, white railings, and a view of parked cars and palm trees.

19. Coral Palms Spacious 1BR Condo, King, Queen, Sofa Bed, Pool, Block to Duval

Coral Palms Spacious 1BR Condo, King, Queen, Sofa Bed, Pool, Block to Duval

Old Town Key West

9.6 out of 10, Exceptional, (5 reviews)

9.6/10

Exceptional

(5 reviews)

"Great location to everything we wanted to do. Made it easy to just walk around and not have to drive and figure out where to park."

Mike S.

The price is AU$495

AU$495

includes taxes & fees

2 Nov - 3 Nov

Coral Palms Spacious 1BR Condo, King, Queen, Sofa Bed, Pool, Block to Duval

A compact kitchen with a microwave, refrigerator, and a sink.

A covered porch with white railings and wicker furniture.

A beach with people sunbathing and swimming, a clear blue sky, and a calm sea.

20. OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST

OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST

Old Town Key West

9.6 out of 10, Exceptional, (158 reviews)

9.6/10

Exceptional

(158 reviews)

"Excellent location for a week in the Keys. Was able to walk to all the Duval Street attractions. "

Michael R.

The price is AU$673

AU$673

includes taxes & fees

9 Nov - 10 Nov

OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST

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.

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