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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

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, (349 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
1 Bedroom Aqualodge # 6 Tarpon | Living area | Flat-screen TV

2. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (364 reviews)
"We stayed in the 2 bedroom condo. It was spacious and clean. We enjoyed our time there."
United States
Kathy
$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

3. Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,286 reviews)
"We're very happy & please with the hotel"
United States
Barbara
$165 nightly
The price is $185
Sep 2 - Sep 3
Total with taxes and fees
Skipjack Resort & Marina
25-inch flat-screen TV with digital channels, TV

4. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (168 reviews)
"The houseboat were a great experience not only for the kid's but the adults also. Seeing the manatees swim around the cove was awesome! It was a great place to meet your neighbors as the porches are very close. The swimming pool is a great addition to the property! If going back to the area, I would definitely go there again! We really enjoyed our visit there!"
United States
Kelly
$264 nightly
The price is $297
Aug 12 - Aug 13
Total with taxes and fees
Treasure Harbor
BBQ/picnic area

5. 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
$284 nightly
The price is $320
Aug 23 - Aug 24
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay
Exterior

6. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (723 reviews)
"my 2nd time staying here and i will be back for a 3rd"
United States
Tristan
$113 nightly
The price is $127
Sep 9 - Sep 10
Total with taxes and fees
Breezy Palms Resort
Premium bedding, soundproofing, iron/ironing board, WiFi (free)

7. Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,220 reviews)
"The rooms are always clean, no bugs, and walking distance to Sunset Grill."
United States
Cristina
$92 nightly
The price is $101
Sep 3 - Sep 4
Total with taxes and fees
Knight's Key Suites
Exterior

8. Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (990 reviews)
"Very well kept-nice cottage! Would book again!"
United States
Susan
$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, (194 reviews)
"The bathroom smelled a bit, but we loved the loft and the vibes of the houseboat. It’s hard to find 3 bedrooms at that reasonable price and we have 3 kids that do not want to sleep together so this was perfect. We ate at the bar and really enjoyed watching the jellyfish. It was a cool!"
United States
Emily
$255 nightly
The price is $287
Aug 16 - Aug 17
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 12 - Aug 13
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, (448 reviews)
"Great location! Close to everything! We biked everywhere and accommodations had everything we needed. "
United States
Richard A.
$204 nightly
The price is $227
Aug 12 - Aug 13
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
9.0 out of 10, Wonderful, (141 reviews)
"This was the perfect place, right on the ocean and a full kitchen so you can cook your own meals. The room was very clean, I loved that they had a laundry basket and laundry detergent in the room for you, came in handy seeing as we stayed for 7 days. Amazing place to watch the sunset from a hammock and we got lucky enough to see some nurse sharks at the docks right outside of our hotel."
United States
Andrew Jackson
$177 nightly
The price is $199
Sep 7 - Sep 8
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, (135 reviews)
"Great place to stay"
United States
walter l.
$275 nightly
The price is $305
Aug 13 - Aug 14
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.
$314 nightly
The price is $348
Aug 12 - Aug 13
Total with taxes and fees
Amazing Ocean view condo
Exterior detail

15. 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, (109 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.
$273 nightly
The price is $303
Aug 12 - Aug 13
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Private beach, sun loungers, beach umbrellas, beach towels

16. Island Bay Resort

Island Bay Resort
2.5 star property
Tavernier
10.0 out of 10, Exceptional, (179 reviews)
"Very pleased with our stay"
United States
Vernon Micheal
$253 nightly
The price is $285
Aug 16 - Aug 17
Total with taxes and fees
Island Bay Resort
Exterior

17. Florida Keys Getaway - Slps 4 - Ocean View

Florida Keys Getaway - Slps 4 - Ocean View
Tavernier
9.8 out of 10, Exceptional, (35 reviews)
"A comfortable little condo, conveniently located for exploring the Keys. There’s a nice pool and small beach area with a bar/restaurant that are well maintained."
United States
Stephen
$279 nightly
The price is $310
Aug 30 - Aug 31
Total with taxes and fees
Florida Keys Getaway - Slps 4 - Ocean View
Interior

18. Aug.-Sept. Special@125.lodging Only 129. + extras. From.8-17 to 9-30

Aug.-Sept. Special@125.lodging Only 129. + 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
$283 nightly
The price is $314
Aug 31 - Sep 1
Total with taxes and fees
Aug.-Sept. Special@125.lodging Only 129. + extras. From.8-17 to 9-30
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
A heated pool

20. 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 12 - Aug 13
Total with taxes and fees
VanGogh Studio | Updated, Old Town, Heated Pool
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

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

10/10 Excellent
"It’s a real shame that a resort like this can’t add sand and find a solution for the muddy little beach it actually has…because is a great installation with a wonderful staff in general sense…"
Jorge 4-night trip
Posted 4 hours ago
Isla Bella Beach Resort & Spa

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 $100 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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