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Lower Keys Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Lower Keys vacation rentals

A cozy room with a brown leather sofa, a white table, and a ceiling fan.

1. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (373 reviews)
"Best stop over before going to Key west. We enjoyed here a lot, parking our trailer was never a problem."
United States
Daisybel
$225 nightly
The price is $253
Sep 27 - Sep 28
Total with taxes and fees
Old Wooden Bridge Resort and Marina
A wooden deck with a railing, wicker chairs, and a view of greenery.

2. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
10.0 out of 10, Exceptional, (1 review)
"The host team is amazing and very responsive. The house is very beautiful inside and out. We loved grilling downstairs, so much room down there. We loved our stay here because it was very secluded, unlike Key West, where you are on top of each other. The location is perfect because you can still make it down to Key West in 25 minutes for activities and food."
United States
max
$529 nightly
The price is $595
Oct 5 - Oct 6
Total with taxes and fees
Starlight Serenity - Hideaway w Stunning Views
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.

3. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
7.4 out of 10, Good, (3 reviews)
$925 nightly
The price is $1,041
Oct 3 - Oct 4
Total with taxes and fees
Atlantic View Luxury Villa with Pool
A marina with several docked boats and a row of small, white cabins with blue roofs.

4. Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (362 reviews)
"Clean Friendly staff Recommend for family"
United States
Yamei
$223 nightly
The price is $251
Sep 30 - Oct 1
Total with taxes and fees
Yacht Haven Marina
A beach with palm trees, a sandy path, and beach chairs.

5. Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (235 reviews)
"Never stayed in a houseboat before. It was a novel experience!"
United States
Susan
$246 nightly
The price is $277
Sep 28 - Sep 29
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay
A marina with boats docked, a small docked boat with a thatched roof, and a restaurant with outdoor seating overlooking the water.

6. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (196 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
$243 nightly
The price is $274
Sep 28 - Sep 29
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina
A nighttime pool area with a clear view of the pool, surrounding palm trees, and a building with a sign.

7. Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,290 reviews)
"Great spot"
Canada
Justin
$166 nightly
The price is $187
Sep 27 - Sep 28
Total with taxes and fees
Skipjack Resort & Marina
An outdoor seating area with wicker furniture and cushions, a thatched-roof structure, and lush greenery.

8. Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,001 reviews)
"Cute little cottage perfect for couples had an amazing stay and will definitely be back to tropical cottages again"
United States
Aaron
$79 nightly
The price is $89
Sep 29 - Sep 30
Total with taxes and fees
Tropical Cottages
A hotel room with two beds, each with a wooden headboard, white bedding, and a bedside table with a lamp.

9. Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,235 reviews)
"Clean room with exceptional hospitality"
United States
chantal
$90 nightly
The price is $99
Sep 27 - Sep 28
Total with taxes and fees
Knight's Key Suites
A modern kitchen with dark cabinetry, stainless steel appliances, and a central island.

10. Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
Key West
$286 nightly
The price is $322
Sep 28 - Sep 29
Total with taxes and fees
Ocean Front One Bedroom Residence

11. Aqua Lodges at 47th Street Gulfside

Aqua Lodges at 47th Street Gulfside
3.0 star property
Marathon
8.8 out of 10, Excellent, (58 reviews)
"Loved our stay at the aqua lodges 10/10 would do it again"
United States
Lauren
$238 nightly
The price is $268
Oct 5 - Oct 6
Total with taxes and fees
Aqua Lodges at 47th Street Gulfside
A resort with a pool, lounge chairs, and a view of the ocean.

12. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
2.5 star property
Marathon
9.2 out of 10, Wonderful, (145 reviews)
"It is an excellent place."
United States
Arianna
$174 nightly
The price is $196
Sep 27 - Sep 28
Total with taxes and fees
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
A dining area with a wooden table and teal chairs, a sofa with blue cushions, and a painting of a beach scene.

13. Coconut Mallory Marina and Resort Condo

Coconut Mallory Marina and Resort Condo
3.0 star property
Key West
2.0 out of 10, (1 review)
"They did not have a room for me when i arrived. Said there was nothing they could do. I was left stranded and ended up paying twice the price for a worst room which was all I could find."
United States
Paris
$1,277 nightly
The price is $1,436
Sep 27 - Sep 28
Total with taxes and fees
Coconut Mallory Marina and Resort Condo
A modern house with a swimming pool, a balcony, and a well-maintained garden.

14. Contra House Key West

Contra House Key West
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (1 review)
"Pool and outside was undesirable"
United States
Rosalie
$1,063 nightly
The price is $1,195
Sep 27 - Sep 28
Total with taxes and fees
Contra House Key West

15. Island View 1BR Residence With Balcony

Island View 1BR Residence With Balcony
2.0 star property
Key West
10.0 out of 10, Exceptional, (3 reviews)
"Great place it is a full apartment with everything you could need and very clean "
United States
Luis
$250 nightly
The price is $281
Sep 28 - Sep 29
Total with taxes and fees
Island View 1BR Residence With Balcony
A modern kitchen with a large island, a built-in sink, and a dining area with a blue sofa and chairs.

16. Tortuga Suite Sparkling Pool Hot Tub

Tortuga Suite Sparkling Pool Hot Tub
2.0 star property
Key West
$487 nightly
The price is $548
Oct 4 - Oct 5
Total with taxes and fees
Tortuga Suite Sparkling Pool Hot Tub
A beachside resort with a wooden deck, palm trees, and a sunset view.

17. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
$497 nightly
The price is $559
Sep 27 - Sep 28
Total with taxes and fees
Grand Marina Suite by Brightwild Waterfront
A wooden boardwalk leading to a building with a green roof, surrounded by palm trees and a body of water.

18. The Grenada Suite Pool View Private Balcony

The Grenada Suite Pool View Private Balcony
2.0 star property
Key West
9.0 out of 10, Wonderful, (2 reviews)
"A little dated, but clean and well located."
United States
Luis
$480 nightly
The price is $540
Oct 5 - Oct 6
Total with taxes and fees
The Grenada Suite Pool View Private Balcony
A modern kitchen with white cabinets, stainless steel appliances, and a wooden door.

19. The Bartlum Luxury Studio In Prime Location

The Bartlum Luxury Studio In Prime Location
2.0 star property
Key West Historic District
$382 nightly
The price is $429
Sep 27 - Sep 28
Total with taxes and fees
The Bartlum Luxury Studio In Prime Location
A pool area with a washing machine, chairs, and an umbrella.

20. Poolside Suite by Brightwild Pvt Pool Parking

Poolside Suite by Brightwild Pvt Pool Parking
2.0 star property
Old Town Key West
$572 nightly
The price is $644
Oct 1 - Oct 2
Total with taxes and fees
Poolside Suite by Brightwild Pvt Pool Parking
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 Lower Keys Hotel Reviews

Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Very accommodating! Staff is very friendly! Been coming to Sugarloaf Lodge for many years! Thanks again!"
Richard 2-night trip
Posted 14 hours ago
Sugar Loaf Lodge

Find out more about Lower Keys

Everything you need to know about Lower Keys vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lower Keys vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lower Keys vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lower Keys vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lower Keys. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Lower Keys in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $253 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Lower Keys rentals

At Expedia, we put the best Lower Keys vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Lower Keys rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lower Keys vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lower Keys. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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