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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Florida Keys vacation rentals

A hotel room with two beds, each with a wooden headboard, white bedding, and a bedside table with a lamp.

1. Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,239 reviews)
"Clean, easy check in and check out, nice supplies in the kitchen"
United States
Mengqiao
The price is ￥13,454
￥18,547 total
includes taxes & fees
Oct 27 - Oct 28
Knight's Key Suites
A beach with palm trees, thatched-roof huts, and lounge chairs.

2. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (767 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is ￥15,563
￥20,040 total
includes taxes & fees
Oct 18 - Oct 19
Breezy Palms Resort
An outdoor seating area with wicker furniture and cushions, a thatched-roof structure, and lush greenery.

3. Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,005 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 ￥12,506
￥14,070 total
includes taxes & fees
Oct 18 - Oct 19
Tropical Cottages
A cozy room with a brown leather sofa, a white table, and a ceiling fan.

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, (374 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 ￥14,125
￥38,200 total
includes taxes & fees
Oct 26 - Oct 27
Old Wooden Bridge Resort and 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, (237 reviews)
"Never stayed in a houseboat before. It was a novel experience!"
United States
Susan
The price is ￥13,234
￥38,687 total
includes taxes & fees
Oct 15 - Oct 16
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, (199 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is ￥15,801
￥44,902 total
includes taxes & fees
Oct 15 - Oct 16
Aqua Lodges at Hurricane Hole Marina
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

7. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (178 reviews)
"Beautiful unique place"
United States
Laura
The price is ￥16,990
￥41,423 total
includes taxes & fees
Oct 15 - Oct 16
Treasure Harbor
A nighttime pool area with a clear view of the pool, surrounding palm trees, and a building with a sign.

8. Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,293 reviews)
"Great spot"
Canada
Justin
The price is ￥21,671
￥30,792 total
includes taxes & fees
Oct 20 - Oct 21
Skipjack Resort & Marina
A marina with several docked boats and a row of small, white cabins with blue roofs.

9. Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (370 reviews)
"Loved staying in the aqua lodges, such a relaxing place."
United States
Lauren
The price is ￥16,955
￥41,336 total
includes taxes & fees
Oct 19 - Oct 20
Yacht Haven 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, (346 reviews)
"Great place "
United States
Jay
The price is ￥21,621
￥24,323 total
includes taxes & fees
Nov 9 - Nov 10
Anchorage Resort & Yacht Club
A wooden signpost with city names and distances in miles.

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, (458 reviews)
"This studio is in a wonderful location and comes with bikes and a pool spa. It is a fabulous place to stay for a relaxing get-away island-style."
United States
Laura D.
The price is ￥15,563
￥37,855 total
includes taxes & fees
Oct 19 - Oct 20
Steps from Duval, Pool on Site & Bikes Included!
Exterior

12. Aqua Lodges at 47th Street Gulfside

Aqua Lodges at 47th Street Gulfside
3.0 star property
Marathon
8.8 out of 10, Excellent, (59 reviews)
"Loved our stay at the aqua lodges 10/10 would do it again"
United States
Lauren
The price is ￥16,955
￥41,336 total
includes taxes & fees
Oct 19 - Oct 20
Aqua Lodges at 47th Street Gulfside
A resort with a pool, lounge chairs, and a view of the ocean.

13. 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, (147 reviews)
"It is an excellent place."
United States
Arianna
The price is ￥26,985
￥34,822 total
includes taxes & fees
Oct 14 - Oct 15
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
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, (41 reviews)
"great stay and value! glad we went with this place for our trip, everyone loved it! beautiful, clean and the pool was great too!"
Canada
Nick
The price is ￥16,654
￥52,684 total
includes taxes & fees
Nov 3 - Nov 4
Florida Keys Getaway - Slps 4 - Ocean View
A tropical garden pathway leading to a building with a yellow facade and green shutters.

15. 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, (138 reviews)
"Great place to stay"
United States
walter l.
The price is ￥18,878
￥47,871 total
includes taxes & fees
Oct 14 - Oct 15
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
A pool area with a wooden deck, a two-story building with balconies, and palm trees.

16. 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, (57 reviews)
"The room was functional. We loved the location and ease of getting everywhere. The pool was really nice. The only complaint is that the entire bathroom floods when you take a shower. We ended up using our flip flops to squeegee the water to the drain, because the drain is higher than the rest of the floor. Highly recommend providing a squeegee to help with flooding."
United States
Shawn
The price is ￥17,276
￥54,596 total
includes taxes & fees
Oct 14 - Oct 15
Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool
A poolside area with a wooden deck, lounge chairs, and a staircase leading to a balcony.

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

VanGogh Studio | Updated, Old Town, Heated Pool
Old Town Key West
8.8 out of 10, Excellent, (57 reviews)
"Great crew here. From the airport shuttle to constant communication to make sure we were happy. Would highly recommend for a great getaway! Very convenient to lots of places to have fun."
United States
Jesse M.
The price is ￥17,240
￥55,116 total
includes taxes & fees
Nov 2 - Nov 3
VanGogh Studio | Updated, Old Town, Heated Pool
A beach with clear shallow waters, a row of blue lounge chairs, and palm trees.

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

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (115 reviews)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
United States
Les
The price is ￥21,372
￥59,189 total
includes taxes & fees
Oct 19 - Oct 20
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
A beach with a wooden deck, palm trees, and a clear sky.

19. Paradise in Key Largo, FL

Paradise in Key Largo, FL
Key Largo
9.8 out of 10, Exceptional, (77 reviews)
"The property was as described and very comfortable. I would definitely stay again."
United States
Eddie S.
The price is ￥19,989
￥48,980 total
includes taxes & fees
Oct 26 - Oct 27
Paradise in Key Largo, FL
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, (171 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 ￥19,789
￥56,617 total
includes taxes & fees
Oct 14 - Oct 15
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

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

8/10 Good
"The hotel’s location is fantastic, right on the Gulf side with its own private beach, lounge chairs, and even a small pier. The sunsets were absolutely stunning, and waking up by the water was a real treat. Just a heads up: we booked the economy double room and it was really small; barely enough space for two people and luggage. Still, the outdoor areas more than made up for it."
Betul 1-night trip
Posted 14 hours ago
The Pelican Key Largo Cottages

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