Fleming Key Vacation Rentals

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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Fleming Key vacation homes

Terrace/patio

Starlight Serenity - Hideaway with Stunning Views

Starlight Serenity - Hideaway with Stunning Views
Summerland Key
The price is CA $472
CA $1,074 total
includes taxes & fees
Mar 31 - Apr 1
Starlight Serenity - Hideaway with Stunning Views
Pool

Private and Exclusive Florida Keys Getaway

Private and Exclusive Florida Keys Getaway
Upper Sugarloaf Key
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful! Pool was amazing!"
United States
Jennifer B.
The price is CA $1,650
CA $2,769 total
includes taxes & fees
Mar 9 - Mar 10
Private and Exclusive Florida Keys Getaway
TV, offices

Capmar House at Lunara Bay

Capmar House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (29 reviews)
"The property had all the comforts of home. Plus, being able to enjoy the heated pool even through the overcast and windy conditions! The tropical landscaping and the dock on the bay was awesome!Would definitely recommend!!!"
United States
Anonymous traveller
The price is CA $1,090
CA $2,332 total
includes taxes & fees
Mar 9 - Mar 10
Capmar House at Lunara Bay
Pool

The Seagate Estate at Lunara Bay

The Seagate Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (21 reviews)
"The perfect House , everything was good "
United States
CARLOS G.
The price is CA $1,090
CA $2,332 total
includes taxes & fees
Mar 8 - Mar 9
The Seagate Estate at Lunara Bay
Pool

The Lighthouse - Beach Houses Key West

The Lighthouse - Beach Houses Key West
Upper Sugarloaf Key
9.6 out of 10, Exceptional, (11 reviews)
"Thank you for our wonderful stay at this beautiful property - everything was perfect - Peter"
United States
Peter Q.
The price is CA $1,650
CA $2,813 total
includes taxes & fees
Mar 12 - Mar 13
The Lighthouse - Beach Houses Key West
House

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is CA $601
CA $1,162 total
includes taxes & fees
Mar 31 - Apr 1
Starlight Serenity - Hideaway w Stunning Views
Pool

Great Family Vacation Rental.

Great Family Vacation Rental.
Stock Island
8.8 out of 10, Excellent, (15 reviews)
"Enjoyed staying here super clean and well stocked!"
Canada
Kirsty E.
The price is CA $477
CA $856 total
includes taxes & fees
Mar 3 - Mar 4
Great Family Vacation Rental.
Fridge, microwave, oven, stovetop

Altair House at Lunara Bay

Altair House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (13 reviews)
"Great house. Large space, everything you need is there. "
United States
CRIMSON A.
The price is CA $1,226
CA $2,851 total
includes taxes & fees
Mar 4 - Mar 5
Altair House at Lunara Bay
Exterior

Springtide House at Lunara Bay

Springtide House at Lunara Bay
Raccoon Key
9.6 out of 10, Exceptional, (44 reviews)
"It was great. House was amazing"
United States
Ernest H.
The price is CA $1,226
CA $2,504 total
includes taxes & fees
Mar 2 - Mar 3
Springtide House at Lunara Bay
Pool

The Hemingway - Beach Houses Key West

The Hemingway - Beach Houses Key West
Upper Sugarloaf Key
9.6 out of 10, Exceptional, (8 reviews)
"Perfect location way off the path if you like seclusion."
United States
Jonathan L.
The price is CA $1,943
CA $3,231 total
includes taxes & fees
Mar 11 - Mar 12
The Hemingway - Beach Houses Key West
Interior

The Shellstone House at Solaire Lunara Bay

The Shellstone House at Solaire Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home with great outdoor space and we loved the pool and private dock"
United States
Sharon L.
The price is CA $2,176
CA $4,140 total
includes taxes & fees
Mar 4 - Mar 5
The Shellstone House at Solaire Lunara Bay
Outdoor dining

Poolside Cottage #412

Poolside Cottage #412
Key West
9.2 out of 10, Wonderful, (29 reviews)
"Everything you need for a great stay!!"
United States
Karen D.
The price is CA $349
CA $573 total
includes taxes & fees
Mar 31 - Apr 1
Poolside Cottage #412
Beach

Close to all & beach with your own full front porch ,full kitchen good rates

Close to all & beach with your own full front porch ,full kitchen good rates
Old Town Key West
9.6 out of 10, Exceptional, (243 reviews)
"The condo/room was very clean and put together, the location is a nice neighborhood."
United States
Bonnie R.
The price is CA $355
CA $666 total
includes taxes & fees
Mar 11 - Mar 12
Close to all & beach with your own full front porch ,full kitchen good rates
Property grounds

TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking

TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking
Stock Island
10.0 out of 10, Exceptional, (17 reviews)
"This property was very clean and comfortable. I would definitely stay here again. The pool was very nice "
United States
L G.
The price is CA $614
CA $1,581 total
includes taxes & fees
Mar 2 - Mar 3
TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking
TV, offices

Evershore Estate at Lunara Bay | Wellness Home

Evershore Estate at Lunara Bay | Wellness Home
Raccoon Key
9.8 out of 10, Exceptional, (27 reviews)
"The house is perfect for our family. Access to water, pool and close enough to key west!"
United States
John F.
The price is CA $1,090
CA $2,332 total
includes taxes & fees
Mar 8 - Mar 9
Evershore Estate at Lunara Bay | Wellness Home
House

Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
The price is CA $1,317
CA $2,453 total
includes taxes & fees
Mar 9 - Mar 10
Capmar House by Brightwild Huge Home Pool
Exterior

Spindrift House at Lunara Bay

Spindrift House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (29 reviews)
"The BrightWild team is very professional and responsive. Always a great stay every year!"
United States
Chris S.
The price is CA $1,226
CA $2,504 total
includes taxes & fees
Mar 2 - Mar 3
Spindrift House at Lunara Bay
Exterior detail

Shared Pool & Near Duval - Curry House Room 9

Shared Pool & Near Duval - Curry House Room 9
Old Town Key West
7.4 out of 10, Good, (16 reviews)
"Very clean."
United States
Wendy R.
The price is CA $206
CA $513 total
includes taxes & fees
Mar 2 - Mar 3
Shared Pool & Near Duval - Curry House Room 9
Terrace/patio

Tropical Utopia by RENT KEY WEST VACATIONS -Quiet/Gated/Pool/Balcony/Pet friendl

Tropical Utopia by RENT KEY WEST VACATIONS -Quiet/Gated/Pool/Balcony/Pet friendl
Old Town Key West
8.6 out of 10, Excellent, (12 reviews)
"This place was great!!! Location was walking distance to everything. The pool was amazing , it felt like our own little resort. We enjoyed having coffee on the patio and watching the birds and iguanas in the trees. "
United States
keri c.
The price is CA $417
CA $944 total
includes taxes & fees
Mar 31 - Apr 1
Tropical Utopia by RENT KEY WEST VACATIONS -Quiet/Gated/Pool/Balcony/Pet friendl
Pool

Private and Exclusive Beach Getaway

Private and Exclusive Beach Getaway
Sugarloaf Key
10.0 out of 10, Exceptional, (10 reviews)
"The location of the home is great, beautiful and peaceful.Enjoyed the pool."
United States
Rachel N.
The price is CA $1,125
CA $2,159 total
includes taxes & fees
Mar 9 - Mar 10
Private and Exclusive Beach Getaway
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

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"Has a very nice resort style feel. Pool area is amazing great lighting and ambient sound. "
Donald 3-night trip
Posted 2 days ago
Havana Cabana at Key West

Find out more about Fleming Key

Fleming Key Vacation Homes information

Number of reviews
255
Accommodation
741 Vacation Homes
Lowest Price
CA $513
Highest Price
CA $4,140

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