Holiday Rentals in Fleming Key

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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, (105)
"Nice for affordable price "
The price is €357
includes taxes & fees
7 Jan - 8 Jan 2025
Aqua Lodges at Hurricane Hole Marina

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (358)
"very clean, was able to park the car and walk to where we wanted to go. I would stay again."
The price is €311
includes taxes & fees
9 Jan - 10 Jan 2025
Steps from Duval, Pool on Site & Bikes Included!

Poolside Cottage #411

10.0 out of 10, Exceptional, (33)
"Really nice place to stay. We had a pleasant stay and the property was great "
The price is €515
includes taxes & fees
8 Jan - 9 Jan 2025
Poolside Cottage #411

34’ Catamaran Sailboat

9.6 out of 10, Exceptional, (28)
"The property was great and the host was very responsive to communication. "
34’ Catamaran Sailboat

SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!

9.8 out of 10, Exceptional, (16)
"Staying on the Grand Admiral was really awesome for my wife and I. The location at Perry Marina was exceptional. The whole process was very easy, working with Kathy for booking, Stephanie for check-in and Captain John for our charter, everything went smooth. "
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!

Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

8.8 out of 10, Excellent, (203)
"I recently stayed at this property and had a generally pleasant experience. The property itself is nice and well-maintained, with a great location that adds to its appeal. The surrounding area is excellent, making it convenient and enjoyable. However, there were a few downsides to my stay. The internet was not working, which was quite inconvenient. Additionally, while the property is good overall, it could benefit from having a few more amenities. The bathroom, in particular, could use some...
The price is €392
includes taxes & fees
2 Jan - 3 Jan 2025
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

FONTANA ~ Adults Only, Pool Access King Suite at Azul Mansion!

9.4 out of 10, Exceptional, (107)
"Easy location and overall peaceful neighborhood. Surprisingly peaceful for how close it is to main roads"
The price is €283
includes taxes & fees
23 Dec - 24 Dec
FONTANA ~ Adults Only, Pool Access King Suite at Azul Mansion!

ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!

9.0 out of 10, Wonderful, (31)
"Peaceful and paradise!"
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!

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

9.4 out of 10, Exceptional, (114)
"The property was great and as advertised. Overall location was very good in terms of proximity to Duval St, museums etc. Truman st can get very busy but ended up not being an issue. Would recommend the Inn to friends. "
The price is €293
includes taxes & fees
25 Dec - 26 Dec
HAVANA VIEJA ~ Adults Only, Poolside Queen Suite w/ Shared Pool!

RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!

9.6 out of 10, Exceptional, (172)
"We stayed at Riptides this last week. Centrally located, this efficient unit is nestled right into the neighborhood just a few streets off of Duvall. It is still very quiet while close to action. Check in and communication with our host Whitney was great! Comfy bed, little kitchen and easy stay. It lived up to the positive ratings!"
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!

Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK

9.4 out of 10, Exceptional, (214)
"Very clean. Could use some updating such as fresh paint. "
The price is €626
includes taxes & fees
24 Dec - 25 Dec
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK

The Crystalmarine Suite – Rustic Luxury on the Sea

10.0 out of 10, Exceptional, (2)
"This VRBO is a dream for those looking to escape the hustle and bustle of everyday life. With its unique location, it provides a perfect blend of adventure and relaxation. Whether you're looking to reconnect with nature or simply unwind in a beautiful setting, this floating house offers an unparalleled experience."
The price is €865
includes taxes & fees
3 Jan - 4 Jan 2025
The Crystalmarine Suite – Rustic Luxury on the Sea

Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort

9.6 out of 10, Exceptional, (82)
"Great trip with 16 people for a 50th birthday party. Host was very helpful and informative throughout the trip. Great for large groups."
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort

The Caroline Suite | 1 bed, 1 bath condo w/shared pool

9.4 out of 10, Exceptional, (12)
"Place was clear, ready, and in a great area. If your looking for a good place in key west this is it"
The price is €610
includes taxes & fees
11 Jan - 12 Jan 2025
The Caroline Suite | 1 bed, 1 bath condo w/shared pool

Bahama Village studio @ the Galleria!

9.6 out of 10, Exceptional, (10)
"The property was great. It was nice and quiet, close proximity to everything. We enjoyed our stay. The kitchen are came very nicely equipped. "
Bahama Village studio @ the Galleria!

Luxury 62' Yacht! In a Beautiful Resort

10.0 out of 10, Exceptional, (7)
"Excellent boat, excellent stay. Would love to return."
Luxury 62' Yacht! In a Beautiful Resort

Tom's Spectacular OceanFront 3 Bdrm Endless Atlantic view, Key West Amazing

9.8 out of 10, Exceptional, (117)
"This has been our go to place to stay while in the keys. We love the pool, hot tub and beach. My boys can walk right out into the beach and start fishing. It is out of the hustle and bustle but not too far out. Highly recommend!"
Tom's Spectacular OceanFront 3 Bdrm Endless Atlantic view, Key West Amazing

CORONA ~ Adults Only, King Suite with Community Pool at Azul Mansion!

9.8 out of 10, Exceptional, (131)
"I love staying at Azul, Corona fits my lifestyle perfectly. The property is located within walking distance of my interests. The property is always neat and clean. I will choose this property again in the future. "
The price is €554
includes taxes & fees
4 Jan - 5 Jan 2025
CORONA ~ Adults Only, King Suite with Community Pool at Azul Mansion!

Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym

9.8 out of 10, Exceptional, (278)
"Beautiful. Tastefully decorated top floor condo in great location. Close to Smathers beach. Bikeable to Old Town. Included bicycles are a nice touch. Gorgeous pool and grounds. Would definitely return. Fun stay"
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym

Feb 3-10 $245 off the rates close beach full kitchen & patio

9.6 out of 10, Exceptional, (204)
"Cute, older place in good location, with nice front porch. You can walk, but we rented bikes, and glad we did. Because you have to park on street and only in designated areas, it's hard to find a spot. Place did not seem that clean. Floors were really dirty. Walked 10 steps after getting out of shower and our feet were black!"
Feb 3-10 $245 off the rates close beach full kitchen & patio
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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Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1530)
"Great place to stay "
The price is €367
includes taxes & fees
8 Jan - 9 Jan 2025
Oceans Edge Key West Resort, Hotel & Marina

Southernmost Beach Resort

4.0 star property
8.6 out of 10, Excellent, (2202)
"Different types of accommodations, walking distance many things. Right on the beach. Activities daily at the resort. Super friendly staff, very welcoming!"
The price is €450
includes taxes & fees
15 Jan - 16 Jan 2025
Southernmost Beach Resort

Havana Cabana at Key West - Adults Only

4.0 star property
8.8 out of 10, Excellent, (1623)
"The pool area is first class"
The price is €312
includes taxes & fees
23 Dec - 24 Dec
Havana Cabana at Key West - Adults Only
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.