Fleming Key Holiday Rentals

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Holiday Rentals in Fleming Key

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (151)
"I love the area and the restaurant, it’s quite and relaxing "
The price is AU$362
includes taxes & fees
30 June - 1 July
Aqua Lodges at Hurricane Hole Marina

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very good, (304)
"We had a nice stay. The property was in a great location."
The price is AU$466
includes taxes & fees
22 July - 23 July
Hyatt Vacation Club at Sunset Harbor, Key West

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (129)
"Perfect spot for small group or couple to stay one block over from Duval St. Highly recommend staying here!"
Heart of Downtown Key West Cottage With Off-Street Parking

VanGogh Studio | Updated, Old Town, Heated Pool

8.4 out of 10, Very good, (22)
"We loved our stay. The room was great, small but all we needed. "
The price is AU$410
includes taxes & fees
15 July - 16 July
VanGogh Studio | Updated, Old Town, Heated Pool

Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

8.0 out of 10, Very good, (9)
"Kevin and Capt. Phil were great hosts. Would definitely stay there again. "
The price is AU$852
includes taxes & fees
7 July - 8 July
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

10.0 out of 10, Exceptional, (7)
"The ideal getaway, I brought a grill and a pan and did all the cooking outside on the deck. Took paddle boards through mangrove tunnels and saw tons of fish. Had a baby sea turtle swim up to the boat. "
The price is AU$417
includes taxes & fees
3 July - 4 July
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very good, (814)
"Great place really nice rooms"
Coconut Mallory Resort And Marina By Kees Vacations

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

9.2 out of 10, Wonderful, (177)
"We would definitely stay here again! Great location, exactly as described, overall great place."
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

9.6 out of 10, Exceptional, (136)
"The property was exactly as listed. Great location, well kept, clean, and easy to check into. I don’t even know how I’d improve upon the experience, it was great. Parking on site was great as well! "
The price is AU$387
includes taxes & fees
2 July - 3 July
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

9.6 out of 10, Exceptional, (137)
"We loved everything about it, the place was spotless and although the Havana room is quite small, we didn't spend much time there. Walkable to Duval Street and just a very pleasant property."
The price is AU$379
includes taxes & fees
29 June - 30 June
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool

9.0 out of 10, Wonderful, (10)
"Great time staying there "
The price is AU$432
includes taxes & fees
23 July - 24 July
WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (390)
"Beautiful place and weather "
The price is AU$358
includes taxes & fees
3 July - 4 July
Steps from Duval, Pool on Site & Bikes Included!

Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!

8.8 out of 10, Excellent, (18)
"Property as described in listing, enjoyed our stay! Would def stay again! "
The price is AU$410
includes taxes & fees
2 July - 3 July
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!

CLASSIC HATTERAS MOTOR YACHT LOCATED AT THE PERRY MARINA, A 5-STAR RESORT.

The price is AU$795
includes taxes & fees
6 July - 7 July
CLASSIC HATTERAS MOTOR YACHT LOCATED AT THE PERRY MARINA, A 5-STAR RESORT.

THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool

8.8 out of 10, Excellent, (16)
"Great location and a lovely restored home. The common area was fabulous, with a full kitchen, eating/gathering area, and a small plunge pool. Room was nice but needed a few repairs. Bathroom vanity was worn and needs replacing. The appearance of some small bugs was disturbing but quickly addressed. Overall a nice place to stay. "
The price is AU$381
includes taxes & fees
29 June - 30 June
THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

9.8 out of 10, Exceptional, (115)
"Excellent location, walkable to Duval Street. We were able to park on-site and walk to everything. We would definitely stay here again."
The price is AU$386
includes taxes & fees
1 July - 2 July
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!

9.8 out of 10, Exceptional, (205)
"The place is beautiful and every convenience thought of. Would definitely stay here Asian! "
ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!

Coming Soon July 1! The Jolly Rooster New! 2BR/2BA - Walk to Duval

The price is AU$900
includes taxes & fees
5 July - 6 July
Coming Soon July 1! The Jolly Rooster New! 2BR/2BA - Walk to Duval

IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!

9.4 out of 10, Exceptional, (174)
"Really enjoyed the place, very clean and comfortable, great balcony overlooking the ocean. The amenities like the pool and hot tub were very nice and it's a short bike / drive / Lyft from everything in Key West. "
IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!

EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!

9.8 out of 10, Exceptional, (101)
"Excellent property and location! Really enjoyed the property!"
EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!
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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