A beach with palm trees, people relaxing on chairs, and colorful kayaks.

Florida Keys Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Florida Keys vacation rentals

Exterior

1. Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.8 out of 10, Exceptional, (352 reviews)
"Fantastic place! It was super clean and looked just like the photos. We would stay here again!"
United States
Clara
$223 nightly
The price is $251
Sep 1 - Sep 2
Total with taxes and fees
Yacht Haven Marina
BBQ/picnic area

2. Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (232 reviews)
"I never give 5 stars but it was as advertised and good pricing and fun little spot. Keep it up folks.."
Canada
Wesley
$263 nightly
The price is $296
Sep 13 - Sep 14
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay
25-inch flat-screen TV with digital channels, TV

3. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (171 reviews)
"We loved sitting in the deck in the evening and again in the morning."
Canada
Molly
$264 nightly
The price is $297
Aug 24 - Aug 25
Total with taxes and fees
Treasure Harbor
1 Bedroom Aqualodge # 6 Tarpon | Living area | Flat-screen TV

4. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (366 reviews)
"Love being on the water in the houseboat. The dark skies were nice for stargazing"
United States
Lisa
$225 nightly
The price is $253
Sep 1 - Sep 2
Total with taxes and fees
Old Wooden Bridge Resort and Marina
Outdoor pool, sun loungers

5. Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,288 reviews)
"Great spot"
Canada
Justin
$165 nightly
The price is $185
Sep 2 - Sep 3
Total with taxes and fees
Skipjack Resort & Marina
Premium bedding, soundproofing, iron/ironing board, WiFi (free)

6. Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,222 reviews)
"The rooms are always clean, no bugs, and walking distance to Sunset Grill."
United States
Cristina
$90 nightly
The price is $99
Sep 3 - Sep 4
Total with taxes and fees
Knight's Key Suites
Exterior

7. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (730 reviews)
"Great place to stay rooms were really nice nice boat ramp plenty of parking restaurants right down the street to eat at no complaints nice pool everybody was friendly room was ice cold from the air condition full kitchen nice balcony looking out over the ocean great stay"
United States
roger
$139 nightly
The price is $157
Sep 20 - Sep 21
Total with taxes and fees
Breezy Palms Resort
Exterior

8. Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (996 reviews)
"A/c was amazing, clean and beautiful cabins."
Canada
Natasha
$90 nightly
The price is $101
Sep 2 - Sep 3
Total with taxes and fees
Tropical Cottages
Front of property

9. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (195 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
$248 nightly
The price is $279
Aug 24 - Aug 25
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina
Lobby

10. Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.8 out of 10, Excellent, (341 reviews)
"Great place "
United States
Jay
$210 nightly
The price is $236
Aug 24 - Aug 25
Total with taxes and fees
Anchorage Resort & Yacht Club
Beach towels

11. Steps from Duval, Pool on Site & Bikes Included!

Steps from Duval, Pool on Site & Bikes Included!
Old Town Key West
9.6 out of 10, Exceptional, (451 reviews)
"Clean comfortable and close too many attractions."
United States
Mark A.
$204 nightly
The price is $227
Aug 26 - Aug 27
Total with taxes and fees
Steps from Duval, Pool on Site & Bikes Included!
Outdoor pool, pool umbrellas, sun loungers

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, (143 reviews)
"Amazing stay "
United States
Anthony
$158 nightly
The price is $177
Sep 15 - Sep 16
Total with taxes and fees
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
Exterior detail

13. SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (136 reviews)
"Great place to stay"
United States
walter l.
$260 nightly
The price is $289
Aug 24 - Aug 25
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Pool

14. Amazing Ocean view condo

Amazing Ocean view condo
Tavernier
9.6 out of 10, Exceptional, (52 reviews)
"Excellent accommodations. Unit was even nicer than it looked in pictures, everything was clean and in working order. Enjoyed our stay very much and would definitely stay here again!"
United States
Jerad E.
$315 nightly
The price is $349
Aug 24 - Aug 25
Total with taxes and fees
Amazing Ocean view condo
Interior

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

Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30
Old Town Key West
9.0 out of 10, Wonderful, (198 reviews)
"Fantastic location! Close enough to walk to all the things, but very quiet and relaxing to hang out. Loved the back deck. Owner was very responsive and helpful. Neighbors were nice as well."
United States
Jeanine
$255 nightly
The price is $284
Aug 31 - Sep 1
Total with taxes and fees
Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30
A heated pool

16. VanGogh Studio | Updated, Old Town, Heated Pool

VanGogh Studio | Updated, Old Town, Heated Pool
Old Town Key West
8.8 out of 10, Excellent, (56 reviews)
"Nice clean apartment and good walking distance to Old Town restaurants and neighborhood."
United States
Justin R.
$309 nightly
The price is $343
Aug 24 - Aug 25
Total with taxes and fees
VanGogh Studio | Updated, Old Town, Heated Pool
Exterior detail

17. ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Old Town Key West
9.6 out of 10, Exceptional, (110 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The property was just as listed. Very clean, quiet, the pool was very refreshing! Great location, walkable to almost anything. Would highly recommend!"
United States
Chris & Sarah F.
$260 nightly
The price is $289
Aug 24 - Aug 25
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Beach nearby

18. Paradise in Key Largo, FL

Paradise in Key Largo, FL
Key Largo
9.8 out of 10, Exceptional, (76 reviews)
"Convenient, affordable, pet friendly, "
United States
mark e.
$267 nightly
The price is $296
Aug 24 - Aug 25
Total with taxes and fees
Paradise in Key Largo, FL
Beach nearby

19. Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (115 reviews)
"Everything was wonderful! We enjoyed our stay very much. "
United States
Colleen D.
$399 nightly
The price is $443
Aug 31 - Sep 1
Total with taxes and fees
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
1 bedroom, WiFi (free), bed sheets

20. Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Old Town Key West
9.6 out of 10, Exceptional, (52 reviews)
"We had a wonderful stay! Alex and Rick were excellent hosts - very accommodating and personable!!! Would definitely stay in this or any other Colocada property in the future!!!"
United States
Michele K.
$370 nightly
The price is $410
Aug 24 - Aug 25
Total with taxes and fees
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
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 Florida Keys Hotel Reviews

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent
"Amazing place! We love the vibe"
Barbara 1-night trip
Posted 7 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Find out more about Florida Keys

Everything you need to know about Florida 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 Florida 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 Florida Keys vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Florida Keys vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Florida 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 Florida 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 $99 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 Florida Keys rentals

At Expedia, we put the best Florida 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 Florida 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 Florida 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 Florida 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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