Cottages in Florida Keys, United States

Search among 424 available cottages in Florida Keys from 50+ providers

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4 adults
1 bedroom
1 bed
View on map
This villa, situated in the popular area, includes an outdoor swimming pool along with a bar and a tennis court.
8.2
Great3 reviews
From   US$ 119 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
View on map
Placed just off Duval Street, this self-catering villa features 2 bedrooms and a fully-fitted kitchen with an electric kettle, a dishwasher and a stove.
8.8
Great8 reviews
From   US$ 371 /nightSelect
Not available
4 adults
1 bedroom
2 beds
Set in a shopping area next to Florida Keys Marathon Airport, the venue was built in 1952 and has a private swimming pool.
7.2
Very good174 reviews
From   US$ 135 /nightSelect
Not available
4 adults
1 bedroom
2 beds
Situated 23 km from Islamorada in Key Largo, this property features a year-round outdoor pool, a heated pool and a library.
From   US$ 214 /nightSelect
Not available
6 adults
3 bedrooms
3 beds
Offering an outdoor swimming pool, this family property in Key West features accommodations with a fully-fitted kitchen and a patio.
9.2
Perfect3 reviews
From   US$ 189 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
Set 6 km from Mallory Square, this 2-bedroom property boasts an outdoor swimming pool.
From   US$ 203 /nightSelect
Not available
6 adults
3 bedrooms
3 beds
Situated 9 km from Dolphin Research Center in Marathon, this spectacular venue features an outdoor swimming pool.
9.2
Perfect
From   US$ 439 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
Set 4.9 km from The Ernest Hemingway Home and Museum, this apartment has a kitchen and 2 bathrooms.
From   US$ 304 /nightSelect
Not available
4 adults
1 bedroom
2 beds
Guests of this hotel can relax in the garden bar or lounge at a private swimming pool.
8.4
Great50 reviews
From   US$ 159 /nightSelect
Not available
4 adults
1 bedroom
2 beds
Placed 2 km from the city centre, this self-catering venue includes a patio and a garden available to all guests.
From   US$ 372 /nightSelect
Not available
8 adults
3 bedrooms
3 beds
Monroe County Public Library is 1.3 miles from this villa that offers 3 bedrooms along with a full kitchen.
From   US$ 329 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
Set 4.9 km from Duval Street, this 2-bedroom property boasts an outdoor pool.
From   US$ 143 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
Set 4.7 km from Southernmost Point, this apartment has a kitchen and 2 bathrooms.
From   US$ 121 /nightSelect
Not available
Villa
10 adults
4 bedrooms
4 beds
Set 7 km from Florida Keys Aquarium Encounters, this 4-bedroom property boasts a rooftop swimming pool.
From   US$ 618 /nightSelect
Not available
5 adults
2 bedrooms
3 beds
Offering a kitchen complete with a microwave, coffee/tea making machines and a washing machine, this villa is located close to Long Key State Park.
From   US$ 455 /nightSelect
Not available
30 adults
12 bedrooms
13 beds
This 2-bedroom property includes a private pool, and lies in proximity to Wyland Galleries.
From   US$ 261 /nightSelect
Not available
4 adults
2 bedrooms
2 beds
This 2-bedroom property includes a heated swimming pool, and lies in proximity to Southernmost Point.
From   US$ 745 /nightSelect
Not available
6 adults
2 bedrooms
2 beds
This property near Fort East Martello Museum consists of 2 bedrooms, 2 bathrooms and a full kitchen for up to 6 guests.
From   US$ 140 /nightSelect
Not available
8 adults
3 bedrooms
3 beds
Placed in Duval district near Hemingway House, the venue offers snorkeling, cycling and fishing.
From   US$ 268 /nightSelect
Not available
6 adults
2 bedrooms
2 beds
Just 250 metres from The Ernest Hemingway Home and Museum, the venue is set in Duval district of Key West.
From   US$ 301 /nightSelect
Not available
6 adults
3 bedrooms
3 beds
Placed in Duval district near Mallory Dock, the venue offers snorkeling and fishing.
From   US$ 865 /nightSelect
Not available
4 adults
1 bedroom
2 beds
Located in Duval district steps away from Mallory Square, this historical villa features a garden with views over the tropical gardens.
From   US$ 109 /nightSelect
Not available
4 adults
2 bedrooms
3 beds
The villa features 2 bedrooms, a fully-fitted kitchen and 2 bathrooms and is located near a boat dock.
From   US$ 409 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
Located in Key West, and a short stroll from Fort East Martello Museum, this venue includes a kitchen with a dishwasher, coffee/tea makers and an oven, as well as 2 bathrooms.
From   US$ 312 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
Set only 250 meters away from Key West Butterfly and Nature Conservatory, the villa provides a picnic area and a garden and accommodation with a fully-fitted kitchen in Duval district.
From   US$ 249 /nightSelect
Not available
Villa
4 adults
2 bedrooms
2 beds
Offering a kitchen complete with a microwave oven, a dishwasher and coffee/tea making machines, this villa is located close to Key West Aquarium.
From   US$ 109 /nightSelect
Not available
6 adults
2 bedrooms
4 beds
This property is 3.2 km from Mallory Square and welcomes its guests to enjoy snorkeling, cycling and fishing.
From   US$ 276 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
With 2 bedrooms and 2 bathrooms, this beachfront villa is set near Islamorada.
From   US$ 408 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
Featuring 2 bedrooms, a kitchen, and a separate balcony, the property is 4.9 km from The Ernest Hemingway Home and Museum.
From   US$ 299 /nightSelect
Not available
9 adults
3 bedrooms
4 beds
Just 400 metres from The Ernest Hemingway Home and Museum, the venue is set in Duval district of Key West.
From   US$ 125 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
Set 5 km from Duval Street, this 2-bedroom property boasts an outdoor swimming pool.
From   US$ 267 /nightSelect
Not available
4 adults
1 bedroom
2 beds
Situated a 10-minute drive to Key West International Airport, this villa features balcony and a terrace.
From   US$ 120 /nightSelect
Not available
Villa
6 adults
2 bedrooms
3 beds
This is a 2-bedroom villa, set in proximity to Southernmost Point.
From   US$ 300 /nightSelect
Not available
7 adults
3 bedrooms
4 beds
Situated 1.8 miles from Marathon Airport Information, this venue features a patio and a garden.
From   US$ 150 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
Set within 1100 meters of Kayak Adventures Key West, this property provides a kitchen, a nice balcony and an outdoor swimming pool.
From   US$ 210 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
Situated 4.9 km from The Ernest Hemingway Home and Museum, this venue features an outdoor swimming pool.
From   US$ 156 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
Situated 6 km from Mallory Square, this venue features a swimming pool.
From   US$ 257 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
This is a 2-bedroom villa, set in proximity to Mariners Hospital.
From   US$ 275 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
Equipped with a nice balcony and an outdoor swimming pool, this apartment is set less than 1100 meters from Kayak Adventures Key West.
From   US$ 289 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
Featuring a patio and 3 bedrooms, the property is set close to Mallory Dock.
From   US$ 315 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
Located in Key West, and a short stroll from Fort East Martello Museum, this venue includes a kitchen with a microwave oven, a dishwasher and an oven, as well as 2 bathrooms.
From   US$ 201 /nightSelect
Not available
6 adults
2 bedrooms
2 beds
Located 4.9 km from The Ernest Hemingway Home and Museum, this villa features an outdoor pool and is equipped with a full kitchen.
From   US$ 344 /nightSelect
Not available
4 adults
1 bedroom
2 beds
Located in Key West, just less than 1.7 km from Smathers Beach, this villa provides accommodation with an outdoor pool.
From   US$ 144 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
Located 5 km from Duval Street, this villa features an outdoor swimming pool and is equipped with a full kitchen.
From   US$ 358 /nightSelect
Not available
4 adults
1 bedroom
2 beds
Located about 0.5 miles from Jackson Square, the villa offers accommodation for 4 guests.
From   US$ 407 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
This is a 2-bedroom villa, set in proximity to Key West International Airport.
From   US$ 347 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
Set 4.9 km from The Ernest Hemingway Home and Museum, this apartment has a fully equipped kitchen and 2 bathrooms.
From   US$ 306 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
Set 4.6 km from Southernmost Point, this 2-bedroom property boasts an outdoor swimming pool.
From   US$ 234 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
Located only 150 meters from Duval Street, this 2-bedroom villa features a private pool.
From   US$ 676 /nightSelect
Not available
4 adults
1 bedroom
2 beds
Set 1.3 miles from Veterans Memorial Park, this 1-bedroom property boasts an outdoor pool.
From   US$ 209 /nightSelect
Not available
6 adults
2 bedrooms
2 beds
Featuring a patio and 2 bedrooms, the property is set close to Southernmost Point.
From   US$ 183 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
Situated near Saint Mary Star of the Sea, the vacation home has 2 bedrooms and 1 bathrooms.
From   US$ 663 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
This 2-bedroom property includes an outdoor swimming pool, and lies in proximity to The Ernest Hemingway Home and Museum.
From   US$ 146 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
Featuring 2 bedrooms, a kitchen, and a nice balcony, the property is 5 km from Duval Street.
From   US$ 350 /nightSelect
Not available
6 adults
2 bedrooms
2 beds
Located less than 6 km from Mallory Square, this venue features a balcony and a kitchen.
From   US$ 350 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
Composed of 3 bedrooms and 2 bathrooms, this villa is set only 0.4 miles from Classic Harbor Line.
From   US$ 644 /nightSelect
Not available
8 adults
2 bedrooms
5 beds
Situated 8 km from Something Catchy Charters, this venue features a private pool.
From   US$ 319 /nightSelect
Not available
10 adults
4 bedrooms
5 beds
Offering a kitchen equipped with a dishwasher, coffee/tea making facilities and a washing machine, this villa is set near Southernmost Point.
From   US$ 738 /nightSelect
Not available
8 adults
1 bedroom
2 beds
Composed of 1 bedrooms and 1 bathrooms, this vacation home is set only 0.5 miles from San Carlos Institute.
From   US$ 393 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
Set in Duval district, the property features a private swimming pool and snorkeling, cycling and fishing.
From   US$ 1 359 /nightSelect
Not available
2 adults
1 bedroom
2 beds
Located about 1.6 miles from B&B Tavernier Cinema 5, the vacation home offers accommodation for 2 guests.
Select
Not available
4 adults
2 bedrooms
2 beds
The apartment is composed of 2 bedrooms, a private bathroom and a kitchen, within 15 minutes' walk away from Statue Of Bishop Albert Kee.
From   US$ 236 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
Located 4.9 km from The Ernest Hemingway Home and Museum, this villa features an outdoor swimming pool and is equipped with a kitchen.
From   US$ 310 /nightSelect
Not available
6 adults
3 bedrooms
3 beds
Offering a kitchen complete with a dishwasher, a fridge and an oven, this villa is located close to DNA Sportfishing.
From   US$ 628 /nightSelect
Not available
6 adults
1 bedroom
2 beds
Set in Duval district and 0.5 miles from Jackson Square, this villa provides a kitchen with a microwave, kitchenware and a washing machine.
From   US$ 572 /nightSelect
Not available
4 adults
2 bedrooms
3 beds
Placed 5 km from Duval Street, the property consists of 2 bedrooms, 2 bathrooms and a kitchen.
From   US$ 205 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
Marathon Seventh Day Adventist Church is 1.3 miles from this villa that offers 3 bedrooms along with a kitchen.
From   US$ 387 /nightSelect
Not available
10 adults
4 bedrooms
5 beds
This 4-bedroom property includes a heated pool, and lies in proximity to Florida Keys Marathon Airport.
From   US$ 688 /nightSelect
Not available
7 adults
3 bedrooms
3 beds
Situated in proximity to Florida Keys Aquarium Encounters, the villa has a private swimming pool and a nice balcony with views of the bridge.
From   US$ 285 /nightSelect
Not available
2 adults
1 bedroom
2 beds
Offering a kitchenette complete with a dishwasher, a refrigerator and a stove, this villa is located close to Key West Aquarium.
From   US$ 360 /nightSelect
Not available
4 adults
2 bedrooms
2 beds
Featuring a patio along with 2 bedrooms, this villa is set 6 km from Key West International Airport.
From   US$ 437 /nightSelect
Not available
5 adults
2 bedrooms
3 beds
Offering a kitchen equipped with a microwave oven, a dishwasher and a fridge, this villa is set near Marathon's Tropical Island Outlet.
From   US$ 86 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
This is a 3-bedroom villa, set in proximity to San Pablo Parish Hall.
From   US$ 400 /nightSelect
Not available
8 adults
4 bedrooms
4 beds
Situated a 10-minute drive to Florida Keys Marathon Airport, this villa features balcony and a patio.
From   US$ 882 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
Offering a kitchen complete with a dishwasher, coffee/tea making equipment and glassware, this villa is located close to Wakezone Watersports South Inc.
From   US$ 455 /nightSelect
Not available
10 adults
2 bedrooms
4 beds
Placed 1.3 miles from Higgs Beach, the property consists of 3 bedrooms, 2 bathrooms and a fully equipped kitchen.
From   US$ 1 270 /nightSelect
Not available
10 adults
4 bedrooms
5 beds
This is a 4-bedroom villa, set in proximity to Stephen Frink Photographic.
From   US$ 1 211 /nightSelect
Not available
9 adults
3 bedrooms
3 beds
The property is located in a beach area of the city within walking distance of True Value and offers windsurfing, snorkeling and fishing.
From   US$ 202 /nightSelect
Not available
Villa
12 adults
4 bedrooms
6 beds
Offering a kitchen complete with a dishwasher, coffee/tea making facilities and a fridge, this villa is located close to Key West International Airport.
From   US$ 747 /nightSelect
Not available
4 adults
2 bedrooms
2 beds
Featuring a sunny patio and 2 bedrooms, the property is set close to Mallory Dock.
From   US$ 247 /nightSelect
Not available
8 adults
3 bedrooms
3 beds
This is a 3-bedroom villa, set in proximity to Duval Street.
From   US$ 350 /nightSelect
Not available
9 adults
3 bedrooms
5 beds
Offering a kitchen equipped with a microwave oven, a dishwasher and coffee/tea making equipment, this villa is set near Angling Adventures with Captain Rich Smith.
From   US$ 287 /nightSelect
Not available
4 adults
2 bedrooms
2 beds
Offering a kitchen equipped with a microwave, coffee/tea making facilities and a cooktop, this villa is set near Jeni-Lyn Fishing Charters.
From   US$ 151 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
Featuring a sunny patio and 2 bedrooms, the property is set close to Florida Keys Marathon Airport.
From   US$ 297 /nightSelect
Not available

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424 hotels found

FAQs about hotels in Florida Keys

We created these 8 answers to questions about places to stay in Florida Keys to make your planning easier.

What are the top Florida Keys cottage rentals?

To stay at the top accommodation in Florida Keys, there are 15 options on Booked.net. We recommend Key West Villas at the costs 294US$ per night. Located 600 feet from Key West Lighthouse and Keeper's Quarters Museum. This great cottage offers a tennis court, a golf course and concierge service on site. Another great property is Tropical Cottages at the price of 211US$ per one night. Other upscale accommodations are Rose Lane Villas, Sunrise Suites Panama Suite #310 and Sunshine Key King Travel Trailer 1.

What are the top budget cottages in Florida Keys?

For a budget-conscious traveler to Florida Keys there are 6 options for consideration on Booked.net. One of the coolest accommodation is Key West Villas rated 8.8/10, which is located 10 minutes' walk from Southernmost Point of the Continental US and provides a tennis court, an outdoor swimming pool and a golf course on site. Alternatively, try Sunrise Suites Cristobal Suite #411 at the cost 333US$ per night. It features a tennis court, an outdoor swimming pool and a Jacuzzi. Check more budget properties: Sunrise Suites Barbados Suite #204, Tropical Cottages and Sunrise Suites Cozumel Suite #112.

What are the top luxury cottages in Florida Keys?

If you're interested in a deluxe getaway, there are 434 posh accommodations in Florida Keys. You may like Old Town Garden Villas, which is set 5 minutes' walk from The Ernest Hemingway Home and Museum and costs 425US$ per night. Another nice luxury option is Truman'S Hideaway, which offers a golf course, grocery shopping service and ironing. Check these upscale properties: The Zane Grey, Last Minute and Casa Bonita @ Duval Square R1.

What are the most favored Florida Keys cottages near Smathers Beach?

To enjoy some sights of Florida Keys, choose one of the 11 cottages near Smathers Beach. Consider staying at Coconut Palms, which is a quick 10-minute walk to Smathers Beach. Customers can enjoy snorkeling, cycling and fishing on site. Another nice private cottage for rent is Luxury Key West Vacation Rental, which costs 445US$ per night provides a tennis court, an outdoor swimming pool and windsurfing on site.

What are the top dog-friendly cottages in Florida Keys?

For customers searching for pet-friendly accommodations in Florida Keys, Booked.net offers more than 160 cottage rentals. We recommend Key Quest, a good pet-friendly cottage, where customers can enjoy an outdoor swimming pool, snorkeling and cycling on site. Another top cottage is A Key Escape with an outdoor swimming pool, snorkeling and diving on site for 1404US$ per night.

What are the best cottages with a swimming pool in Florida Keys?

If you want to relax by the pool, Booked.net offers 9 cottages to rent. One of the coolest pool cottage is Key West Villas, located 10 minutes' walk from Southernmost Point. It costs 294US$ per night and offers a tennis court, a golf course and concierge service. As an alternative, book Sugarloaf Lodge for 260US$ per night, featuring a tennis court, an outdoor swimming pool and snorkeling on site. Other cool properties with a pool include Rose Lane Villas, Sunrise Suites-Sea Breeze Suite 101 and Key Quest.

What are the best beachfront cottages in Florida Keys?

You may check Bay Harbor Lodge, a perfect vacation cottage offering an outdoor swimming pool, concierge service and canoeing on site. It costs 268US$ per night. Check Dove Creek Lodge,An Ascend Hotel Collection Member at the cost of 341US$ per night with an outdoor swimming pool, a golf course and shopping service on site.

What are the most popular romantic cottages in Florida Keys?

According to Booked.net travel data, there are 15 deals for your romantic getaway. We recommend Sugarloaf Lodge with a tennis court, an outdoor swimming pool and snorkeling on site. It costs 260US$ per night. As an alternative, you may book Tropical Cottages for 211US$ per night.