Florida Keys Vacation Rentals from ￥13,995: Search Short-Term Rentals

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Our top choices for Florida Keys vacation rentals

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

1. Yacht Haven Marina

Marathon

Yamei

￥38,279 total

includes taxes & fees

Sep 28 - Sep 29

A beach with palm trees, thatched-roof huts, and lounge chairs.

2. Breezy Palms Resort

Matecumbe

Debra

￥17,082 total

includes taxes & fees

Oct 1 - Oct 2

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

3. Old Wooden Bridge Resort and Marina

Punta Brisa

abhimanyu

￥38,279 total

includes taxes & fees

Sep 27 - Sep 28

A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

4. Treasure Harbor

Islamorada

Molly

￥41,326 total

includes taxes & fees

Sep 28 - Sep 29

A beach with palm trees, a sandy path, and beach chairs.

5. Aqua Lodge Rentals At Coconut Cay

Marathon

Susan

￥40,190 total

includes taxes & fees

Sep 27 - Sep 28

An outdoor seating area with wicker furniture and cushions, a thatched-roof structure, and lush greenery.

6. Tropical Cottages

Marathon

Natasha

￥13,995 total

includes taxes & fees

Sep 30 - Oct 1

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

7. Knight's Key Suites

Marathon

chantal

￥15,579 total

includes taxes & fees

Sep 28 - Sep 29

A marina with boats docked, a small docked boat with a thatched roof, and a restaurant with outdoor seating overlooking the water.

8. Aqua Lodges at Hurricane Hole Marina

Stock Island

Kagni

￥44,753 total

includes taxes & fees

Sep 28 - Sep 29

A nighttime pool area with a clear view of the pool, surrounding palm trees, and a building with a sign.

9. Skipjack Resort & Marina

Marathon

Justin

￥29,597 total

includes taxes & fees

Sep 30 - Oct 1

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

Key Largo

Jay

￥28,165 total

includes taxes & fees

Sep 30 - Oct 1

11. Aqua Lodges at 47th Street Gulfside

Marathon

Lauren

￥42,863 total

includes taxes & fees

Oct 4 - Oct 5

A beachside lounge with wooden lounge chairs and blue umbrellas, overlooking a calm sea and docked boats.

12. Island Bay Resort

Tavernier

Katie Lyn

￥35,694 total

includes taxes & fees

Sep 29 - Sep 30

A wooden signpost with city names and distances in miles.

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

Old Town Key West

Mark A.

￥41,446 total

includes taxes & fees

Oct 19 - Oct 20

A resort with a pool, lounge chairs, and a view of the ocean.

14. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Marathon

Arianna

￥28,182 total

includes taxes & fees

Sep 30 - Oct 1

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, and a covered pavilion in the background.

15. Amazing Ocean view condo

Tavernier

Jerad E.

￥54,223 total

includes taxes & fees

Sep 25 - Sep 26

A beachfront hotel with two palm trees, a flag, and a pool area with lounge chairs.

16. Florida Keys Getaway - Slps 4 - Ocean View

Tavernier

GJ W.

￥50,830 total

includes taxes & fees

Oct 4 - Oct 5

A beach with clear shallow waters, a row of blue lounge chairs, and palm trees.

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

Tavernier

Colleen D.

￥61,350 total

includes taxes & fees

Sep 27 - Sep 28

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!

Old Town Key West

walter l.

￥49,857 total

includes taxes & fees

Sep 29 - Sep 30

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

Old Town Key West

"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."

Ken L.

￥47,285 total

includes taxes & fees

Sep 27 - Sep 28

A beach with a wooden deck, palm trees, and a clear sky.

20. Paradise in Key Largo, FL

Key Largo

Eddie S.

￥46,146 total

includes taxes & fees

Sep 29 - Sep 30

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Top Florida Keys Hotel Reviews

Amara Cay Resort

10/10 Excellent

"We stayed with a large group of people. Everything about our stay was amazing. The amenities are well kept, grounds are beautiful. The hotel is clean and the staff are friendly."

Hawks Cay Resort

10/10 Excellent

"The resort was beautiful. The food was good but pricey. We loved having the option to have the food/drinks delivered by the pool. The bed was comfortable and the Cabana room was very convenient to have right next to the adult pool area. Our only issue was the AC fluctuated a bit and a few nights it got too cold (one of our neighbors room was way too warm so it could have been worse). And the hot water wasn't really hot enough to take a decent shower. But overall we felt these were minor issues and the staff was so amazing we felt well taken care of otherwise."

Chesapeake Beach Resort

8/10 Good

"Very nice property even though they have some remodeling going on, the place is agreeable. The staff in general was amazing, at least my experience was great. I visited the place few days after an accident with some limitations and my mother, an elderly person, they went an extra step to assist us and make our stay memorable at all times. My villa was spacious, clean and well located."

Rock Reef Resort

10/10 Excellent

"We love this beautiful little hotel on the water! The sunsets here are epic! The rooms are clean and comfortable. The staff is friendly and their communication is great! We’ve been here a couple of times. During our most recent visit, the staff was in constant communication before, during, and after our visit to ensure everything was comfortable. We loved our stay and will be back again, and again, and again! Close to attractions and great restaurants! There are even complimentary kayaks on site for guests to use. The true Key Largo experience!"

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Check prices for these dates

Our top choices for Florida Keys vacation rentals

1. Yacht Haven Marina

2. Breezy Palms Resort

3. Old Wooden Bridge Resort and Marina

4. Treasure Harbor

5. Aqua Lodge Rentals At Coconut Cay

6. Tropical Cottages

7. Knight's Key Suites

8. Aqua Lodges at Hurricane Hole Marina

9. Skipjack Resort & Marina

10. Anchorage Resort & Yacht Club

11. Aqua Lodges at 47th Street Gulfside

12. Island Bay Resort

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

14. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

15. Amazing Ocean view condo

16. Florida Keys Getaway - Slps 4 - Ocean View

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

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

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

20. Paradise in Key Largo, FL

Find vacation rentals that suit your style

Top Florida Keys Hotel Reviews

Amara Cay Resort

Hawks Cay Resort

Reefhouse Resort & Marina

Chesapeake Beach Resort

Bayside Inn Key Largo

The Pelican Key Largo Cottages

Rock Reef Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Hampton Inn Key Largo Manatee Bay

Find out more about Florida Keys

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