Fleming Key Holiday Rentals

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Check prices for these dates

Tonight
10 Nov - 11 Nov
Tomorrow
11 Nov - 12 Nov
This weekend
14 Nov - 16 Nov
Next weekend
21 Nov - 23 Nov

Holiday Rentals in Fleming Key

Restaurant
Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

2.0 star property
Stock Island
8.8 out of 10, Excellent, (165)
"The stay was beautiful "
United States
Jennifer
The price is HK$903
HK$2,320 total
includes taxes & fees
13 Nov - 14 Nov
Aqua Lodges at Hurricane Hole Marina
Exterior
Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
Old Town Key West
8.4 out of 10, Very good, (315)
"Good location "
United States
Paula
The price is HK$1,809
HK$2,298 total
includes taxes & fees
17 Nov - 18 Nov
Hyatt Vacation Club at Sunset Harbor, Key West
Terrace/patio
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Old Town Key West
9.6 out of 10, Exceptional, (29)
"Loved listening to live music right across the street. Very convenient location. Booze, food, coffee and beach within blocks. "
United States
Dianna F.
The price is HK$817
HK$2,677 total
includes taxes & fees
24 Nov - 25 Nov
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Pool
Palm - Beach Houses Key West

Palm - Beach Houses Key West

Upper Sugarloaf Key
10.0 out of 10, Exceptional, (14)
"Excellent place to stay if you are seeking a getaway off the beaten path. Well landscaped to give privacy to each bungalow. 2 amazing piers to fish/jet ski from. The pool and grill area is a PERFECT place to cool off and escape the heat with the swim up bar. The staff even gave us coconuts to enjoy fresh from their trees. Each day we saw amazing wildlife and even had key deer visit us. We are considering booking the whole place for a family reunion. Would also make for a great corporate...
United States
Robert K.
The price is HK$5,988
HK$11,899 total
includes taxes & fees
19 Nov - 20 Nov
Palm - Beach Houses Key West
8 bedrooms, Internet
Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House

2.0 star property
Raccoon Key
The price is HK$14,194
HK$23,528 total
includes taxes & fees
18 Nov - 19 Nov
Waterfront Luxury Home - Tidelands House
Outdoor pool
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Stock Island
7.8 out of 10, Good, (24)
"The resort was amazing- we really enjoyed the house boat and Marina life- thank you for sharing and your great communication"
United States
Maureen M.
The price is HK$1,944
HK$3,920 total
includes taxes & fees
12 Nov - 13 Nov
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Pool
Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock

Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock

Meadows
10.0 out of 10, Exceptional, (24)
"My husband and I stayed at this property for our anniversary week. "
United States
Claudia S.
The price is HK$902
HK$3,130 total
includes taxes & fees
1 Dec - 2 Dec
Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock
Marina
Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK

Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK

Meadows
10.0 out of 10, Exceptional, (15)
"We stayed for 3 nights. The place was super clean and has a great balcony with water view! Kim was very helpful and answered all our questions!"
United States
Renea S.
The price is HK$902
HK$3,146 total
includes taxes & fees
18 Nov - 19 Nov
Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK
Marina
Living the Dream Key West Style

Living the Dream Key West Style

Stock Island
10.0 out of 10, Exceptional, (31)
"Clean rooms pet friendly great view! Exactly as advertised "
United States
Todd
The price is HK$2,093
HK$2,642 total
includes taxes & fees
11 Nov - 12 Nov
Living the Dream Key West Style
Outdoor dining
Poolside Cottage #411

Poolside Cottage #411

Key West
9.8 out of 10, Exceptional, (53)
"Clean and as advertised "
United States
John H.
The price is HK$1,295
HK$2,300 total
includes taxes & fees
16 Nov - 17 Nov
Poolside Cottage #411
Beach nearby
Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK

Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK

Old Town Key West
9.0 out of 10, Wonderful, (100)
"Walk to everything. Had a great stay in this cute key west cottage. Beds were very comfortable and needed after a long day of fun. Would stay here again."
United States
Trista P.
The price is HK$1,104
HK$3,067 total
includes taxes & fees
13 Nov - 14 Nov
Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK
Pool
Comfortable Condo with Pool, Private Balcony, & Beach Access

Comfortable Condo with Pool, Private Balcony, & Beach Access

Beachside
8.6 out of 10, Excellent, (137)
"I would like to give overall at least 4.5, but nothing available between 4 and 5. The condo could use a little TLC here and there, but was clean and had what we need for our trip, including beach chairs, towels. Smathers Beach not too far a walk if you want the sand, and very nice pool / spa (when working) downstairs. Location was sort of in 1 corner of Key West. We rented bikes for week from Sunshine Scooters (nice folks) and also walked, taxied and ubered places. I read a review that mentioned...
United States
Todd M.
The price is HK$1,143
HK$4,475 total
includes taxes & fees
11 Nov - 12 Nov
Comfortable Condo with Pool, Private Balcony, & Beach Access
Terrace/patio
The Seagate Estate at Lunara Bay

The Seagate Estate at Lunara Bay

Raccoon Key
10.0 out of 10, Exceptional, (17)
"The perfect House , everything was good "
United States
CARLOS G.
The price is HK$5,436
HK$12,312 total
includes taxes & fees
11 Nov - 12 Nov
The Seagate Estate at Lunara Bay
TV, offices
Shared Pool & Parking - The Cottage at James House

Shared Pool & Parking - The Cottage at James House

Key West Historic District
9.6 out of 10, Exceptional, (4)
"This cottage is just as pictured, really cute. It could use more storage in the bathroom, there is no counter space and nowhere to put shampoo in the shower. Also the tv is internet, no cable. The music from Duvall at night and trash trucks and street cleaning in the morning can be loud, but the AC blocks most of it.The host was very responsive and helpful on txt, and we had onsite off street parking which was great.We mostly loved this place and would be very happy to return "
United States
Lorraine C.
The price is HK$1,361
HK$2,678 total
includes taxes & fees
12 Nov - 13 Nov
Shared Pool & Parking - The Cottage at James House
8 bedrooms, Internet
New Waterfront Home - Dreamside House

New Waterfront Home - Dreamside House

2.0 star property
Raccoon Key
The price is HK$14,194
HK$23,528 total
includes taxes & fees
18 Nov - 19 Nov
New Waterfront Home - Dreamside House
Pool
Floralee House at Lunara Bay

Floralee House at Lunara Bay

2.0 star property
Raccoon Key
9.8 out of 10, Exceptional, (7)
"Claro, aquí tienes la traducción al inglés:⸻The property is truly beautiful, tastefully decorated with great attention to detail. It’s very spacious—perfect for comfortably accommodating up to six couples. The location is excellent, and everything feels brand new.The only thing I would mention is that the pool was very cold at first, and we had to call several times for a technician to come. However, aside from that, everything else was wonderful.I highly recommend this property with complete...
United States
Yinnie R.
The price is HK$7,769
HK$17,239 total
includes taxes & fees
11 Nov - 12 Nov
Floralee House at Lunara Bay
A heated pool
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis

Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis

Beachside
9.0 out of 10, Wonderful, (103)
"Everything was even better than in the pictures"
United States
john c.
The price is HK$1,664
HK$5,197 total
includes taxes & fees
14 Nov - 15 Nov
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis
Fridge, microwave, oven, stovetop
Mirador House at Lunara Bay

Mirador House at Lunara Bay

Raccoon Key
9.6 out of 10, Exceptional, (33)
"Owner was very humble and flexible, Lovely home"
United States
Prem D.
The price is HK$7,738
HK$16,557 total
includes taxes & fees
8 Dec - 9 Dec
Mirador House at Lunara Bay
Outdoor dining
Paradise found

Paradise found

Stock Island
9.8 out of 10, Exceptional, (31)
"Nice stay and budget friendly. Hard to find a place to house 5 guys but this an accomplished that easily. Conveniently located to the airport and the restaurants in the area were great. If your trip in Key West involves the marina, the marina is just behind the hogfish grill. "
United States
Mike Q.
The price is HK$3,103
HK$5,592 total
includes taxes & fees
18 Nov - 19 Nov
Paradise found
Beach nearby
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

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

Old Town Key West
9.6 out of 10, Exceptional, (149)
"Very clean, great location and wonderful amenities!"
United States
Andrea B.
The price is HK$832
HK$2,036 total
includes taxes & fees
17 Nov - 18 Nov
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
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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Top Fleming Key Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Clain for one of the nicest places in Key West"
luis 1-night trip
Posted 2 days ago
Beachside Resort & Residences

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