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

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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 cottages

Two small, single-story buildings with a red and yellow exterior, each with a door and windows, and surrounded by greenery and trees.

1. 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 NZ$158
includes taxes & fees
4 Oct - 5 Oct
Tropical Cottages
A floating houseboat with a covered deck and seating area, docked at a marina.

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 NZ$636
includes taxes & fees
3 Oct - 4 Oct
Old Wooden Bridge Resort and Marina
A cozy outdoor patio area with a wooden deck, a white table, and a cushioned seating area.

3. OSPREY STUDIO @ The Colony-Sleeps up to 4

OSPREY STUDIO @ The Colony-Sleeps up to 4
Old Town Key West
9.4 out of 10, Exceptional, (63 reviews)
"We had such a great time on our visit. The place was exactly like the only photos and we enjoyed the pool, the area and the other visiters. Beautiful Old Town feel!"
United States
Debra S.
The price is NZ$991
includes taxes & fees
5 Oct - 6 Oct
OSPREY STUDIO @ The Colony-Sleeps up to 4
A two-story building with balconies, surrounded by lush greenery and palm trees.

4. The Dancing Rooster: 2 Blocks from Duval in Old Town.

The Dancing Rooster: 2 Blocks from Duval in Old Town.
Old Town Key West
9.8 out of 10, Exceptional, (151 reviews)
"Perfect for what we needed. Close to Duval and all the action."
United States
Jonnye W.
The price is NZ$1,419
includes taxes & fees
20 Oct - 21 Oct
The Dancing Rooster: 2 Blocks from Duval in Old Town.
A small, single-story building with a white exterior and a metal roof, surrounded by lush greenery and a paved patio area.

5. Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
Old Town Key West
9.2 out of 10, Wonderful, (22 reviews)
"Great location, clean and well equipped."
United States
Richard M.
Find your zen at HIDDEN TREASURE
Interior

6. La Vie Boheme 2, Cozy, Near Coconut Grove

La Vie Boheme 2, Cozy, Near Coconut Grove
3.0 star property
Coral Way
The price is NZ$654
includes taxes & fees
18 Oct - 19 Oct
La Vie Boheme 2, Cozy, Near Coconut Grove
A multi-story hotel with a central courtyard, palm trees, and outdoor seating areas.

7. Unique Coral Gables cottage

Unique Coral Gables cottage
Flagami
9.0 out of 10, Wonderful, (28 reviews)
"Shops close by, very quiet neighborhood."
United States
Walter
The price is NZ$385
includes taxes & fees
5 Oct - 6 Oct
Unique Coral Gables cottage
Exterior

8. Beautiful Red Cottage for a Relaxing Getaway on a Tropical Fruit Farm near Homestead, Florida

Beautiful Red Cottage for a Relaxing Getaway on a Tropical Fruit Farm near Homestead, Florida
Homestead
The price is NZ$306
includes taxes & fees
4 Oct - 5 Oct
Beautiful Red Cottage for a Relaxing Getaway on a Tropical Fruit Farm near Homestead, Florida
An outdoor dining area with tables and chairs, overlooking a body of water with buildings in the background.

9. Private Studio with Free Parking

Private Studio with Free Parking
Little Havana
7.6 out of 10, Good, (11 reviews)
"Great location "
United States
Jeffrey
The price is NZ$247
includes taxes & fees
15 Oct - 16 Oct
Private Studio with Free Parking
A house with a white exterior, surrounded by lush greenery and a hammock in the yard.

10. Charming 1 bed Apartment in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN

Charming 1 bed Apartment in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
Coral Way
9.8 out of 10, Exceptional, (7 reviews)
"Great location and easy check in and checkout. "
United States
Raymond Y.
Charming 1 bed Apartment in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
A theater with a marquee reading 'TOURER' and a sign for 'Corona' on the right.

11. Walk to Restaurants and Shops + Free parking

Walk to Restaurants and Shops + Free parking
Coral Way
8.0 out of 10, Very good, (5 reviews)
"Everything was absolutely perfect. Exactly what you would want with a VRBO. So quaint, clean just everything, not to mention the location. What is special is is in the residential side of little Havana."
United States
Loren G.
The price is NZ$302
includes taxes & fees
26 Oct - 27 Oct
Walk to Restaurants and Shops + Free parking
Living area

12. Cozy Cottage on a Tropical Fruit Farm for a Peaceful Escape near Homestead, Florida

Cozy Cottage on a Tropical Fruit Farm for a Peaceful Escape near Homestead, Florida
Homestead
The price is NZ$419
includes taxes & fees
15 Oct - 16 Oct
Cozy Cottage on a Tropical Fruit Farm for a Peaceful Escape near Homestead, Florida
Interior

13. La Vie Boheme, Cozy, Minutues to Coconut Grove

La Vie Boheme, Cozy, Minutues to Coconut Grove
3.0 star property
Coral Way
The price is NZ$744
includes taxes & fees
3 Oct - 4 Oct
La Vie Boheme, Cozy, Minutues to Coconut Grove
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
"Isla Bella Beach Resort exceeded every single expectation! From the moment we arrived, the property felt like a true island paradise. Our room was spotlessly clean, amazingly comfortable, and provided the perfect sanctuary after a day in the sun. ​Every single person working on the property was wonderfully pleasant and attentive—the kind of warm, genuine hospitality that turns a good vacation into a memorable one. On top of that, the grounds were in immaculate shape; the pristine landscaping, lush palms, and pristine waterfront areas were continuously well-kept and breathtaking to walk through. ​If you are planning a trip to Marathon, do yourself a favor and book a stay here. We are already counting down the days until we can return!"
Chris 4-night trip
Posted 6 hours ago
Isla Bella Beach Resort & Spa

Find out more about Florida Keys

Florida Keys Cottages information

Number of reviews
575
Accommodation
63 Cottages
Lowest Price
NZ$158
Highest Price
NZ$1,419

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between NZ$158 and NZ$1,419 per night for cottages in Florida Keys. No matter your budget, an awesome stay is only a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Florida Keys?
Florida Keys has 63 cottages to choose from. Click on your travel dates, enter your destination and get a head start on planning your dream getaway today.
What is there to do in Florida Keys near my cottage?
You'll discover countless things to keep you on the go in Florida Keys. If you're visiting Key West, swing by Duval Street, Clarence S. Higgs Memorial Beach Park and Nancy Forrester's Secret Garden. Spending your holiday in Key Largo? Jimmy Johnson's Big Chill, Baker's Cay Resort Beach and Bluefin Rock Harbour Marina are among the best sights in this city.