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

Florida Keys Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Florida Keys holiday rentals

A marina with several docked boats and a row of small, white cabins with blue roofs.

1. Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (364 reviews)
"Clean Friendly staff Recommend for family"
United States
Yamei
The price is HK$1,193
HK$2,446 total
includes taxes & fees
19 Oct - 20 Oct
Yacht Haven Marina
A cozy room with a brown leather sofa, a white table, and a ceiling fan.

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, (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
The price is HK$1,518
HK$2,811 total
includes taxes & fees
25 Oct - 26 Oct
Old Wooden Bridge Resort and Marina
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

3. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (175 reviews)
"Beautiful unique place"
United States
Laura
The price is HK$840
HK$2,048 total
includes taxes & fees
1 Oct - 2 Oct
Treasure Harbor
A hotel room with two beds, each with a wooden headboard, white bedding, and a bedside table with a lamp.

4. Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,236 reviews)
"Clean room with exceptional hospitality"
United States
chantal
The price is HK$618
HK$864 total
includes taxes & fees
12 Oct - 13 Oct
Knight's Key Suites
A beach with palm trees, thatched-roof huts, and lounge chairs.

5. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (757 reviews)
"We loved our stay! Great location, clean rooms."
United States
Zack
The price is HK$641
HK$847 total
includes taxes & fees
1 Oct - 2 Oct
Breezy Palms Resort
A beach with palm trees, a sandy path, and beach chairs.

6. 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
The price is HK$969
HK$2,303 total
includes taxes & fees
4 Oct - 5 Oct
Aqua Lodge Rentals At Coconut Cay
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
The price is HK$1,123
HK$1,581 total
includes taxes & fees
1 Oct - 2 Oct
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, (1,002 reviews)
"Cute little cottage perfect for couples had an amazing stay and will definitely be back to tropical cottages again"
United States
Aaron
The price is HK$620
HK$697 total
includes taxes & fees
4 Oct - 5 Oct
Tropical Cottages
A marina with boats docked, a small docked boat with a thatched roof, and a restaurant with outdoor seating overlooking the water.

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, (198 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is HK$770
HK$2,207 total
includes taxes & fees
2 Oct - 3 Oct
Aqua Lodges at Hurricane Hole Marina
A spacious living room with a large window, a white sofa, a coffee table, and a painting of a tropical scene.

10. Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.8 out of 10, Excellent, (345 reviews)
"Great place "
United States
Jay
The price is HK$1,247
HK$1,403 total
includes taxes & fees
1 Oct - 2 Oct
Anchorage Resort & Yacht Club
Exterior

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
The price is HK$918
HK$2,136 total
includes taxes & fees
1 Oct - 2 Oct
Aqua Lodges at 47th Street Gulfside
A beachside lounge with wooden lounge chairs and blue umbrellas, overlooking a calm sea and docked boats.

12. Island Bay Resort

Island Bay Resort
2.5 star property
Tavernier
9.8 out of 10, Exceptional, (183 reviews)
"Amazing vacation spot!!"
United States
Katie Lyn
Island Bay Resort
A wooden signpost with city names and distances in miles.

13. 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, (457 reviews)
"Clean comfortable and close too many attractions."
United States
Mark A.
The price is HK$911
HK$2,054 total
includes taxes & fees
19 Oct - 20 Oct
Steps from Duval, Pool on Site & Bikes Included!
A beachfront hotel with two palm trees, a flag, and a pool area with lounge chairs.

14. Florida Keys Getaway - Slps 4 - Ocean View

Florida Keys Getaway - Slps 4 - Ocean View
Tavernier
9.8 out of 10, Exceptional, (39 reviews)
"Great place to stay down on the keys."
United States
GJ W.
The price is HK$679
HK$2,333 total
includes taxes & fees
4 Oct - 5 Oct
Florida Keys Getaway - Slps 4 - Ocean View
A resort with a pool, lounge chairs, and a view of the ocean.

15. 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
The price is HK$1,326
HK$1,712 total
includes taxes & fees
1 Oct - 2 Oct
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
A beach with clear shallow waters, a row of blue lounge chairs, and palm trees.

16. 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.
The price is HK$1,169
HK$3,041 total
includes taxes & fees
1 Oct - 2 Oct
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
A pool area with a wooden deck, a two-story building with balconies, and palm trees.

17. Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool

Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool
Old Town Key West
8.8 out of 10, Excellent, (56 reviews)
"The room was exactly what we expected, clean, cozy and a good place to chill after a day of adventuring in Key West. The pool/hot tub was wonderful and I wish I had one at home we didn’t want to leave and can’t wait to be back!"
United States
Cody S.
The price is HK$846
HK$2,689 total
includes taxes & fees
13 Oct - 14 Oct
Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool
A tropical garden pathway leading to a building with a yellow facade and green shutters.

18. 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, (137 reviews)
"Great place to stay"
United States
walter l.
The price is HK$1,012
HK$2,346 total
includes taxes & fees
1 Oct - 2 Oct
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
A tropical garden pathway leading to a building with a yellow facade and green shutters.

19. 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, (112 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 studio and surroundings matched photos posted and provided a Key West atmosphere and experience. Walking to Key West activities and sites was feasible. Very happy with and positive addition to our Key West visit."
United States
Ken L.
The price is HK$1,216
HK$2,716 total
includes taxes & fees
8 Oct - 9 Oct
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
A beach with clear shallow waters, a row of blue lounge chairs, and palm trees.

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

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (170 reviews)
"Perfect spot to stay in the keys! Great for fishing. The condo had everything you need to make your stay amazing. We will be back! Check in and out was a breeze, guards at gate were super friendly!"
United States
Pam K.
The price is HK$981
HK$2,806 total
includes taxes & fees
1 Oct - 2 Oct
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
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

Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Beautiful location, great amenities, and comfortable rooms"
Michael 7-night trip
Posted 6 hours ago
Lime Tree Bay Resort

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