Lower Florida Keys holiday rentals

We found 3,066 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Lower Florida Keys

Showing deals for:20 Nov - 27 Nov

Exterior
Room
Room
Property grounds
Very good
(111 reviews)

Private Secluded Ocean View & Pool Near Key West

Summerland Key

5% off
AU$6,091
for 7 nights, 1 home
AU$870 per night
includes taxes & fees
Private Secluded Ocean View & Pool Near Key West
Room
Marina
Beach
Private kitchen
Exceptional
(13 reviews)

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

Key West

8% off
AU$12,897
for 7 nights, 1 houseboat
AU$1,842 per night
includes taxes & fees
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
Living area
Outdoor dining
Boondock's Mini Golf
LA BRISA BEACHFRONT GATED CONDO COMMUNITY
Wonderful
(152 reviews)

GATED OCEANFRONT CONDO AT SMATHER'S BEACH

Key West

8% off
AU$4,877
for 7 nights, 1 apartment
AU$697 per night
includes taxes & fees
GATED OCEANFRONT CONDO AT SMATHER'S BEACH
Interior
Pool
Exterior
Property grounds
Exceptional
(18 reviews)

Funky Chicken Cottage with shared pool, 3 bed 3 bath minutes from Key West

Key West

8% off
AU$8,406
for 7 nights, 1 home
AU$1,201 per night
includes taxes & fees
Funky Chicken Cottage with shared pool, 3 bed 3 bath minutes from Key West
Private kitchen
Marina
Living area
Room
Excellent
(34 reviews)

water at your back door

Summerland Key

8% off
AU$3,566
for 7 nights, 1 cottage
AU$509 per night
includes taxes & fees
water at your back door
Back porch
Back porch with pool view
Beautiful large heated pool
Side view of condo
Exceptional
(208 reviews)

Casa Caribe Beautiful tropical 2 bedroom sleeps 6

Key West

8% off
AU$6,834
for 7 nights, 1 home
AU$976 per night
includes taxes & fees
Casa Caribe Beautiful tropical 2 bedroom sleeps 6
Room
Property grounds
Living area
Property grounds
Exceptional
(6 reviews)

Warm and relax 3-bed 2 bath home in charming Summerland Key minutes from K.West

Summerland Key

6% off
AU$4,996
for 7 nights, 1 home
AU$714 per night
includes taxes & fees
Warm and relax 3-bed 2 bath home in charming Summerland Key minutes from K.West
Living area
Outdoor dining
Dining area with coffee/wine bar
Marina
Exceptional
(7 reviews)

35' dock completely remodeled Home

Summerland Key

8% off
AU$4,255
for 7 nights, 1 home
AU$608 per night
includes taxes & fees
35' dock completely remodeled Home
Exterior
Living area
Private kitchen
Exterior
Exceptional
(6 reviews)

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

Key West

7% off
AU$5,015
for 7 nights, 1 apartment
AU$716 per night
includes taxes & fees
SEASIDE ESCAPE- 2 Bed/2 Bath Condo With Shared Pool & Parking
Property grounds
Pool
Living area
The best deep water marina in Key West, with dry slips & wet slips available.
Exceptional
(154 reviews)

'Oceanside Oasis' Direct Ocean Views & 3 BR'S

Key West

7% off
AU$5,158
for 7 nights, 1 apartment
AU$737 per night
includes taxes & fees
'Oceanside Oasis' Direct Ocean Views & 3 BR'S
Pool
Golf
Living area
Terrace/patio
Exceptional
(45 reviews)

Key West - Stock Island

Key West

11% off
AU$4,253
for 7 nights, 1 home
AU$608 per night
includes taxes & fees
Key West - Stock Island
Outdoor dining
Pool
Marina
Marina
Exceptional
(99 reviews)

3 Bedroom 2 Bath Ocean view Condo with Full Kitchen, Covered Parking

Key West

8% off
AU$9,418
for 7 nights, 1 apartment
AU$1,345 per night
includes taxes & fees
3 Bedroom 2 Bath Ocean view Condo with Full Kitchen, Covered Parking
Dining
Interior
Interior
Private kitchen
Wonderful
(198 reviews)

Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30

Key West

7% off
AU$2,006
for 7 nights, 1 home
AU$287 per night
includes taxes & fees
Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30
Pool
Property grounds
Room
Interior
Wonderful
(9 reviews)

Treehouse Condo 2nd Floor Balcony sleeps 6 free parking

Key West

8% off
AU$4,850
for 7 nights, 1 apartment
AU$693 per night
includes taxes & fees
Treehouse Condo 2nd Floor Balcony sleeps 6 free parking
hang out on your own private full front porch
Varela St Retreat, Historic Old Town Key West
Living area
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

7% off
AU$2,014
for 7 nights, 1 home
AU$288 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

Choose a holiday rental for your Lower Florida Keys getaway

Learn about the unique charm of Lower Florida Keys with a stay in a holiday home rental. This city has something for everyone. Florida Keys Beaches and Duval Street are just a couple of the must-see attractions. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Lower Florida Keys

Are you looking for things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Lower Florida Keys has to offer. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Key West Golf Club (8.5 mi / 13.7 km)
  • The Kite House (12.2 mi / 19.6 km)
  • MLK Community Pool & Community Center (12.6 mi / 20.3 km)
  • Blue Hole (16.5 mi / 26.5 km)

Exploring the natural features in Lower Florida Keys

Whether you're an active traveller or just want to take in the scenery, Lower Florida Keys is a great place to get outside. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Florida Keys Beaches (5.3 mi / 8.5 km)
  • Upper Sugarloaf Key (6.5 mi / 10.5 km)
  • Key West Tropical Forest and Botanical Garden (9 mi / 14.4 km)
  • Smathers Beach (11.2 mi / 18 km)
  • Clarence S. Higgs Memorial Beach Park (11.9 mi / 19.1 km)
  • Simonton Beach (12.3 mi / 19.8 km)

Transport to and around Lower Florida Keys

The nearest airport is in Key West, FL (EYW-Key West Intl.), located 10.1 mi (16.2 km) from the city centre.

Frequently asked questions

What is the best area to stay in Lower Florida Keys when booking a holiday home?
Key West is among the more popular areas to find a holiday home in Lower Florida Keys. Looking for some top things to explore here? Be sure to check out Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens.
What is the most popular type of holiday home accommodation in Lower Florida Keys?
Based on our data, houses are the most desirable type of property in Lower Florida Keys. But as you'd expect, everyone's idea of the perfect stay can vary. Stayz has holiday homes in a variety of sizes and shapes, so you're sure to discover your perfect match.
How much does it cost to rent a holiday home in Lower Florida Keys?
The average price for a holiday home in Lower Florida Keys depends on a number of factors, including length of stay, property type and season. Whether you're looking for a sprawling villa with space for extended family or a comfy cabin for just you and the kids, just enter your dates of travel to find stays with great value.
How much does it cost to rent a beach house in Lower Florida Keys?
Prices for beach houses in Lower Florida Keys may vary depending on the style and size of the property and time of year you're travelling. Simply enter your travel dates into Stayz and how many guests to see your home options and prices. From there you can use the filters to narrow down your search by ratings, nearby activities, amenities and more.
What are popular home amenities in Lower Florida Keys?
When it comes to home amenities that guests look for in Lower Florida Keys, a fridge, a microwave oven and a washing machine are at the top of the list. With Stayz holiday homes, you'll enjoy choices to fit your taste and style, whether you're holidaying with friends, relatives or even pets.
Are there large group holiday homes in Lower Florida Keys?
Take your pick of 239 holiday homes in Lower Florida Keys that can accommodate 10 or more guests. Whether you're planning time away with extended family or an event like a birthday party, there's ample room to get your group together under one roof.
What are the top attractions for families in Lower Florida Keys?
There are plenty of fun things to see and do with the family in Lower Florida Keys, such as:
  • Duval Street
  • Smathers Beach
  • Mallory Square
Can I find two-bedroom holiday homes in Lower Florida Keys?
Select from 1 ,066 two-bedroom holiday homes in Lower Florida Keys. Put your little ones in the second room or maybe fill it with a couple of your best friends. There's space for whoever's lucky enough to be joining your journey.
Are there holiday homes with WiFi in Lower Florida Keys?
Whether you want to stay in touch with world events, make a video call or surf social networks, there are 833 holiday homes with WiFi in Lower Florida Keys. Check the "WiFi" box when searching on Stayz and stay connected on your getaway.
How old do you have to be to rent a holiday home in Lower Florida Keys?
The minimum age is normally 16, 18 or 21. It can change between properties on Stayz, so look at the rules of your preferred Lower Florida Keys holiday home before booking your trip.
How long can I rent a holiday home in Lower Florida Keys for?
The length of time you can rent a holiday home in Lower Florida Keys is up to the property. Just enter your desired dates to look at a list of options offering extended stays. With loads of creature comforts like washing machines and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to get a perfect place to call your home away from home in Lower Florida Keys.

More holiday ideas