Fleming Key holiday homes

We found 2,274 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Fleming Key

Showing deals for:13 Nov - 20 Nov

Living area
Room
Interior
Terrace/patio
Wonderful
(12 reviews)

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

Key West

6% off
NZ$3,023
for 7 nights, 1 houseboat
NZ$432 per night
includes taxes & fees
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Room
Pool
Private kitchen
Interior
Exceptional
(62 reviews)

Living the Dream Key West Style

Key West

8% off
NZ$5,588
for 7 nights, 1 houseboat
NZ$798 per night
includes taxes & fees
Living the Dream Key West Style
Private kitchen
Marina
Room
Interior
Exceptional
(13 reviews)

All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6

Key West

8% off
NZ$15,565
for 7 nights, 1 houseboat
NZ$2,224 per night
includes taxes & fees
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
Private kitchen
Living area
Exterior
Exterior
Exceptional
(5 reviews)

SEASIDE ESCAPE- 2 Bed/2 Bath Condo With Shared Pool & Parking

Key West

7% off
NZ$6,118
for 7 nights, 1 apartment
NZ$874 per night
includes taxes & fees
SEASIDE ESCAPE- 2 Bed/2 Bath Condo With Shared Pool & Parking
Interior
Interior
Private kitchen
Room
Wonderful
(198 reviews)

Aug.-Sept. Special@125.lodging Only 129. + extras. From.8-17 to 9-30

Key West

8% off
NZ$2,420
for 7 nights, 1 home
NZ$346 per night
includes taxes & fees
Aug.-Sept. Special@125.lodging Only 129. + extras. From.8-17 to 9-30
Living area
Golf
Dining
Pool
Exceptional
(45 reviews)

Key West - Stock Island

Key West

11% off
NZ$5,219
for 7 nights, 1 home
NZ$746 per night
includes taxes & fees
Key West - Stock Island
Private kitchen
Property grounds
Pool
Room
Wonderful
(9 reviews)

Treehouse Condo 2nd Floor Balcony sleeps 6 free parking

Key West

8% off
NZ$8,302
for 7 nights, 1 apartment
NZ$1,186 per night
includes taxes & fees
Treehouse Condo 2nd Floor Balcony sleeps 6 free parking
Living area
Varela St Retreat, Historic Old Town Key West
hang out on your own private full front porch
view from living room looking into the kitchen area
Exceptional
(256 reviews)

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

Key West

8% off
NZ$2,430
for 7 nights, 1 home
NZ$347 per night
includes taxes & fees
Feb 3-10 $245 off the rates close beach full kitchen & patio
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

The beachside setting of Fleming Key is ready to explore

The beaches and other outdoor surroundings create an inviting atmosphere in Fleming Key. This romantic city is known for its restaurants, shopping and sporting events. Duval Street and Florida Keys Beaches are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Fleming Key

Do you want to discover attractions to see in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Fleming Key a fun spot to go on holiday. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Key West Golf Club (3.4 mi / 5.5 km)
  • The Kite House (1.6 mi / 2.6 km)
  • MLK Community Pool & Community Center (2.3 mi / 3.6 km)

Exploring the natural features in Fleming Key

Whether you're looking for adventure or just want to take in the scenery, Fleming Key is a great place to get out in nature. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Florida Keys Beaches (15.3 mi / 24.7 km)
  • Key West Butterfly and Nature Conservatory (2.3 mi / 3.6 km)
  • Simonton Beach (2.3 mi / 3.7 km)
  • South Beach (2.3 mi / 3.7 km)
  • Southernmost Point (2.3 mi / 3.8 km)
  • Clarence S. Higgs Memorial Beach Park (2.4 mi / 3.8 km)

Frequently asked questions

How much does it cost to rent a holiday home in Fleming Key?
Property type, season and length of stay are some of the conditions that can influence the price of a holiday home. Simply click on your travel dates to find your perfect match. From cosy cabins to plush villas, all Bookabach holiday homes offer terrific value.
How much does it cost to rent a beach house in Fleming Key?
When you travel and the style and size of the property will influence the cost of your beachside escape. Put in your Fleming Key travel dates to view your available options on Bookabach. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to select the amenities and features you want in your holiday home.
What are the top attractions for families in Fleming Key?
Keeping the kids entertained during your holiday in Fleming Key is child's play with these leading family-friendly attractions:
  • Smathers Beach
  • South Beach
  • Higgs Beach
How old do you have to be to rent a holiday home in Fleming Key?
The minimum age requirements can differ across properties on Bookabach, so be sure to check the rules of the holiday home in Fleming Key you're interested in. But typically, it's 16, 18 or 21.
How long can I rent a holiday home in Fleming Key for?
The amount of time you can rent a Fleming Key holiday home for varies depending on the property. Just tap in your dates of travel to see options offering extended stays. They feature all you need to make your extended holiday more enjoyable such as kitchens and yards. Some properties may also offer weekly or monthly discounted prices, so you can have a longer stay for less.

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