Big Pine Key featuring a coastal town, a river or creek and general coastal views

Lower Keys holiday rentals

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July 2025

August 2025

Holiday rentals with weekly discounts - Lower Keys

Showing deals for:3 Oct - 10 Oct

Stretch out in the comfy living room space-appointed with new pull out sectional

Exceptional

(9 reviews)

WATERFRONT Seaside Sanctuary in the Keys with 35' SEAWALL FOR YOUR BOAT!

Summerland Key, FL

8% off

AU$959 per night

includes taxes & fees

Exceptional

(235 reviews)

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes, Boat Dock

Summerland Key, FL

8% off

AU$742 per night

includes taxes & fees

Exceptional

(6 reviews)

Brand New 5-Bedroom Luxury Oceanfront Home w/ Pool, 38' Slip, Gourmet Kitchen

Marathon, FL

11% off

AU$1,152 per night

includes taxes & fees

Exceptional

(62 reviews)

Beautiful 4 Bedroom/3 Bath Home w/Private Pool,40 ft. Dock near Sombrero Beach!

Marathon, FL

8% off

AU$933 per night

includes taxes & fees

View of Atlantic Ocean, pool tiki hut, and docks from one of our porches.

Exceptional

(191 reviews)

July 19-25 special only 299! Luxurious Oceanfront, Pool, Dock, Kayaks, Views!

Summerland Key, FL

8% off

AU$741 per night

includes taxes & fees

Exceptional

(38 reviews)

Waterfront, dock, easy ocean access, heated pool, walk to beach! Great location!

Marathon, FL

7% off

AU$603 per night

includes taxes & fees

Wonderful

(27 reviews)

2 Bedroom 2 Bathroom Home with Private Pool Walking Distance to a Water View

Summerland Key, FL

8% off

AU$694 per night

includes taxes & fees

Ahhh - The Pool (Heated) with Ocean in Background

Exceptional

(97 reviews)

Henry's Piece of Paradise on the Ocean in Key West - Weekly / Nightly

Key West, FL

8% off

AU$783 per night

includes taxes & fees

Exceptional

(97 reviews)

Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals

Key West, FL

8% off

AU$866 per night

includes taxes & fees

View from from the sky our unit is to the right side view of mangrove/ocean.

Exceptional

(35 reviews)

Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!

Key West, FL

13% off

AU$997 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Lower Keys

Bahia Honda State Park

Find the best place to stay - Lower Keys

Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel

Sleeps 6 · 3 bedrooms · 2 bathrooms

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes, Boat Dock

Sleeps 6 · 2 bedrooms · 3 bathrooms

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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)
MLK Community Pool & Community Center (21.3 mi / 34.2 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)
Calusa Beach (13.6 mi / 21.9 km)
Boca Chica Beach (14.1 mi / 22.6 km)
Boca Chica Nude Beach (14.4 mi / 23.1 km)
Key West Tropical Forest and Botanical Garden (17.6 mi / 28.3 km)
Smathers Beach (19.8 mi / 31.8 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.