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

Our top choices for Florida Keys holiday 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
The price is S$305
includes taxes & fees
1 Sept - 2 Sept
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
The price is S$357
includes taxes & fees
13 Sept - 14 Sept
Aqua Lodge Rentals At Coconut Cay
Living area

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
The price is S$345
includes taxes & fees
23 Aug - 24 Aug
Treasure Harbor
Living area

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
The price is S$308
includes taxes & fees
1 Sept - 2 Sept
Old Wooden Bridge Resort and Marina
Pool

5. Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,288 reviews)
"We're very happy & please with the hotel"
United States
Barbara
The price is S$248
includes taxes & fees
1 Sept - 2 Sept
Skipjack Resort & Marina
Room

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
The price is S$126
includes taxes & fees
3 Sept - 4 Sept
Knight's Key Suites
Exterior

7. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (728 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
The price is S$167
includes taxes & fees
2 Sept - 3 Sept
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
The price is S$129
includes taxes & fees
2 Sept - 3 Sept
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
The price is S$352
includes taxes & fees
23 Aug - 24 Aug
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
The price is S$300
includes taxes & fees
23 Aug - 24 Aug
Anchorage Resort & Yacht Club
Outdoor pool

11. 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)
"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
The price is S$253
includes taxes & fees
10 Sept - 11 Sept
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
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
"Great stay - lots of amenities and activities from 2 beaches, hammocks, canoes, platforms, golf into the ocean, adult pool and family pool, pool table, foosball, volley ball net, corn hole and it keeps going. Very convenient and comfortable."
Jeff 1-night trip
Posted less than an hour ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton