Photo by Rick Tuers

Lower Keys holiday rentals

We found 3,498 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Lower Keys

Showing deals for:11 Dec - 18 Dec

Family-style dining space with open concept for effortless entertaining.
Heated waterfront pool with loungers, tropical landscaping, and canal view.
Relaxing porch area with tropical breeze and waterfront backdrop.
Open, fully equipped kitchen perfect for preparing family meals together.
Exceptional
(134 reviews)

Salty Anglers: Waterfront Heated Pool, Dock & Walk to Sombrero Beach in Marathon

Marathon

9% off
AU$5,038
for 7 nights, 1 home
AU$720 per night
includes taxes & fees
Salty Anglers: Waterfront Heated Pool, Dock & Walk to Sombrero Beach in Marathon
Room
Marina
Beach
Interior
Exceptional
(13 reviews)

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

Key West

8% off
AU$12,872
for 7 nights, 1 houseboat
AU$1,839 per night
includes taxes & fees
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
Interior
Marina
Marina
Marina
Exceptional
(62 reviews)

Living the Dream Key West Style

Key West

8% off
AU$4,512
for 7 nights, 1 houseboat
AU$645 per night
includes taxes & fees
Living the Dream Key West Style
Beautiful Kitchen With Every Kitchen Accessory Needed
Light Up The Night With The Pool Areas Accent Lighting!
Hallway Leading To Kitchen
Welcome to Octopus Garden!
Exceptional
(215 reviews)

Perfect Location, Private Heated Pool, Pristine Luxury Home!

Key West

8% off
AU$20,945
for 7 nights, 1 home
AU$2,992 per night
includes taxes & fees
Perfect Location, Private Heated Pool, Pristine Luxury Home!
Room
Marina
Outdoor dining
Living area
Excellent
(34 reviews)

water at your back door

Summerland Key

8% off
AU$3,599
for 7 nights, 1 cottage
AU$514 per night
includes taxes & fees
water at your back door
A little bamboo grove on the way to the canal out back
Pool
Relax poolside with a cold drink and a hot book
The spacious living and dining room makes it easy for everyone to be together
Exceptional
(79 reviews)

Sombrero Beach Home - Heated Pool, Kayaks, Private Road

Marathon

8% off
AU$6,616
for 7 nights, 1 home
AU$945 per night
includes taxes & fees
Sombrero Beach Home - Heated Pool, Kayaks, Private Road
Ariel View of 1800 Atlantic.  We are on the left side street facing 4th floor.
Our pool beside the ocean, lots of sun but plenty of shade as well.
Living Area with Queen Murphy Bed
Dining
Exceptional
(326 reviews)

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

Key West

8% off
AU$5,481
for 7 nights, 1 apartment
AU$783 per night
includes taxes & fees
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Marina
Pool
Exterior
Interior
Exceptional
(19 reviews)

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

Key West

8% off
AU$7,155
for 7 nights, 1 home
AU$1,022 per night
includes taxes & fees
Funky Chicken Cottage with shared pool, 3 bed 3 bath minutes from Key West
Living area
Property grounds
Property grounds
Room
Exceptional
(6 reviews)

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

Summerland Key

6% off
AU$4,997
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
Dining
Outdoor dining
Private kitchen
Exterior
Exceptional
(39 reviews)

Relaxing Home in gated community

Summerland Key

7% off
AU$2,388
for 7 nights, 1 home
AU$341 per night
includes taxes & fees
Relaxing Home in gated community
Room
Pool
Dining
Living area
Exceptional
(117 reviews)

Decorators own Coastal Chic home

Key West

8% off
AU$5,798
for 7 nights, 1 home
AU$828 per night
includes taxes & fees
Decorators own Coastal Chic home
Property grounds
Pool
The best deep water marina in Key West, with dry slips & wet slips available.
Living area
Exceptional
(154 reviews)

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

Key West

8% off
AU$5,167
for 7 nights, 1 apartment
AU$738 per night
includes taxes & fees
'Oceanside Oasis' Direct Ocean Views & 3 BR'S
Upstairs porch
Large heated pool just steps from back porch
Second upstairs king bedroom with adjoining bath
Private kitchen
Exceptional
(215 reviews)

Casa Cove Beautiful Tropical 3 KING SUITES Sleeps 8- 2 miles to beach

Key West

8% off
AU$6,891
for 7 nights, 1 home
AU$984 per night
includes taxes & fees
Casa Cove Beautiful Tropical 3 KING SUITES Sleeps 8- 2 miles to beach
Private kitchen
Property grounds
Room
Interior
Wonderful
(9 reviews)

Treehouse Condo 2nd Floor Balcony sleeps 6 free parking

Key West

8% off
AU$5,528
for 7 nights, 1 apartment
AU$790 per night
includes taxes & fees
Treehouse Condo 2nd Floor Balcony sleeps 6 free parking
Pool
Golf
Living area
Dining
Exceptional
(45 reviews)

Key West - Stock Island

Key West

12% off
AU$4,215
for 7 nights, 1 home
AU$602 per night
includes taxes & fees
Key West - Stock Island
Exterior
Living area
Exterior
Private kitchen
Exceptional
(6 reviews)

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

Key West

7% off
AU$4,434
for 7 nights, 1 apartment
AU$633 per night
includes taxes & fees
SEASIDE ESCAPE- 2 Bed/2 Bath Condo With Shared Pool & Parking
Room
Interior
Interior
Dining
Wonderful
(200 reviews)

Sept Special@119.lodging + With 4 night stay 4th night FREE lodging!

Key West

8% off
AU$4,449
for 7 nights, 1 home
AU$636 per night
includes taxes & fees
Sept Special@119.lodging + With 4 night stay 4th night FREE lodging!
  • 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 relaxing area of Lower Keys awaits your stay

The parks and other outdoor surroundings create an inviting atmosphere in Lower Keys. Revered for its bars, boating and fishing, this city is both relaxing and welcoming. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Lower Keys

Do you want to find things to do while you're in the area? You'll be sure to enjoy Lower Keys for its boating and fishing. Venture out of your cosy holiday rental and check out everything that makes Lower Keys a fun place to get away to. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Key West Golf Club (17.2 mi / 27.6 km)
  • Florida Keys Country Club (26 mi / 41.8 km)
  • Blue Hole (7.6 mi / 12.3 km)
  • The Kite House (20.9 mi / 33.6 km)

Exploring the natural landscape of Lower Keys

Travellers enjoy Lower Keys for its parks and sunrises. Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Lower Keys is a great place to get outside. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Florida Keys Beaches (6.1 mi / 9.8 km)
  • Upper Sugarloaf Key (2.6 mi / 4.1 km)
  • Calusa Beach (13.6 mi / 21.9 km)
  • Key West Tropical Forest and Botanical Garden (17.6 mi / 28.3 km)
  • Smathers Beach (19.8 mi / 31.8 km)
  • Clarence S. Higgs Memorial Beach Park (20.5 mi / 32.9 km)

Frequently asked questions

What is the best area to stay in Lower Keys when booking a holiday home?
One of the more sought-after neighbourhoods to find a Lower Keys holiday home is Bay Point. When you book your stay with Stayz, you'll have the whole place to yourself. So you don't have to share it with anyone apart from your group.
What is the most popular type of holiday home accommodation in Lower Keys?
Houses are the most popular type of holiday home in Lower Keys, according to our data. Even if you've got a different idea about what you'd like, Stayz has holiday homes in all shapes and sizes. Browse our many options to find your perfect pad.
How much does it cost to rent a holiday home in Lower Keys?
Different things can determine what you'll pay for your holiday home in Lower Keys, like the season, type of property and length of stay. But, all our holiday homes have one thing in common — incredible value. Just add your travel dates to find your dream escape.
How much does it cost to rent a beach house in Lower Keys?
When you travel and the size and style of the property will influence how much you'll pay for your beachside holiday home. Type in your Lower Keys travel dates to view your available options on Stayz. Can't live without a hot tub? Use the filters to select the features and amenities you want in your holiday home.
What are popular home amenities in Lower Keys?
When it comes to home amenities that people search for in Lower Keys, a microwave oven, a washing machine and a fridge are the most popular. With Stayz holiday homes, there are choices to fit your style and taste, whether you're taking a trip with relatives, friends or even pets.
Are there large group holiday homes in Lower Keys?
Lower Keys has 54 holiday properties that can host 10 or more guests. These properties come with all the space you need to share good times with your nearest and dearest.
What are the top attractions for families in Lower Keys?
There's a ton of amazing things to see and do with the family in Lower Keys, such as:
  • Florida Keys Beaches
  • Bahia Honda State Park
  • Boca Chica Nude Beach
Can I find two-bedroom holiday homes in Lower Keys?
You can pick from 209 two-bedroom holiday properties in Lower Keys. Give the kids the second room or fill it with a couple of your favourite people. There's a comfy spot for whoever's fortunate enough to be coming along.
Are there holiday homes with WiFi in Lower Keys?
Lower Keys has 226 holiday homes with WiFi, so you can stay connected during your holiday. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming Hollywood blockbusters to scrolling social media, these Stayz homes make it a breeze to go online.
How old do you have to be to rent a holiday home in Lower Keys?
The minimum age is generally 16, 18 or 21. It can change from one property to another on Stayz, so check the rules of your chosen Lower Keys stay before booking your escape.
How long can I rent a holiday home in Lower Keys for?
The amount of time you can rent a Lower Keys holiday home for is up to the property. Simply put in your dates of travel to view available options that offer extended stays. They come with all you need to make your extended getaway more enjoyable and convenient, such as kitchens and laundries. Some holiday homes might also offer discounted weekly or monthly prices, so you can stay even longer for less.

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