Florida Keys, FL Cottages: $110 Florida Keys Cottage Rentals

Featured Florida Keys Cottages

Price for 1 night 2 adults*

Kelly's Kabin Private Cottage on Summerland Key

Summerland Key, FL

$175

Per night/room

Jun 1 - Jun 2

This cottage is a smoke-free cottage.

Waterfront Cozy Cottage With Boat Ramp & Dock!

Little Torch Key, FL

This cottage is a smoke-free cottage.

Oceanfront, Private Beach, Charming 2 Bed 2 Bath Beach Cottage - Kayaks Included

Islamorada, FL

Guests staying at this cottage have access to a garden and barbecue grills.

Cudjoe Key- Experience the Keys Like a Local in our Cozy 2/2 Beach Cottage!

Cudjoe Key, FL

Guests staying at this cottage enjoy a spa tub, an outdoor tennis court, and barbecue grills.

Charming Canal Front Cottage 35 foot dock just minutes to Key West

Cudjoe Key, FL

Guests staying at this cottage enjoy a spa tub, an outdoor tennis court, and barbecue grills.

Relax in Your Private Oceanfront Cottage!

Islamorada, FL

This cottage is a smoke-free cottage.

Resort Waterfront Home

Cudjoe Key, FL

At this cottage, guests have access to a spa tub, an outdoor tennis court, and an arcade/game room.

Vaca Villa, 1/1 Grd Floor, Quaint Road Gulf Side. Renovated

Marathon, FL

At this cottage, guests have access to a garden.

Beautiful Sunsets- Waterfront Paradise

Big Pine Key, FL

This cottage features a spa tub and barbecue grills.

See all 2,370 Properties in Florida Keys

Florida Keys Beach Accommodation

Price for 1 night 2 adults*

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4.0 out of 5.0 97000 Overseas Hwy, Key Largo, FL

$270

Per night/room

Jun 14 - Jun 15

4.7/5 (15 reviews)

Beautiful property. Very relaxing vacation for my family. Staff was very friendly and accommodating! The resort was very clean. Room was beautiful! I can't say enough great things about this place.

Reviewed on Sep 24, 2019

Guests of Baker's Cay Resort Key Largo, Curio Collection by Hilton have access to a private beach, 2 outdoor pools, and a 24-hour fitness center. Free self parking ...

Ocean Key Resort - A Noble House Resort

4.0 out of 5.0 Zero Duval St., Key West, FL

$349

Per night/room

Jun 1 - Jun 2

4.5/5 (197 reviews)

Great location. Beautiful property and friendly staff.

Reviewed on Feb 28, 2020

Guests staying at Ocean Key Resort - A Noble House Resort enjoy access to a full-service spa, an outdoor pool, and free WiFi in public areas. Valet parking is ...

Oceans Edge Key West Resort, Hotel & Marina

4.0 out of 5.0 5950 Peninsular Avenue, Key West, FL

$143

Per night/room

Jun 4 - Jun 5

4.4/5 (116 reviews)

Good amd friendly service. They were welcoming also

Reviewed on Jan 20, 2020

Guests of Oceans Edge Key West Resort, Hotel & Marina have access to a marina, 6 outdoor pools, and a 24-hour fitness center. If you drive, self parking is USD ...

Southernmost Beach Resort

4.0 out of 5.0 1319 Duval Street, Key West, FL

$309

Per night/room

Jun 7 - Jun 8

4.4/5 (352 reviews)

The property is huge. The grounds are well kept. Plenty of chairs available at the pools. Employees polite and helpful. Room was comfortable. The Tranquility Pool needed some love. Lounge chairs comfortable, but needed cleaning. The area needed to be maintained btter - swept, hosed down.

Reviewed on Feb 22, 2020

Guests of Southernmost Beach Resort have access to a full-service spa, 3 outdoor pools, and a fitness center. Self parking is offered for USD 31.50 per day. ...

Islander Resort

3.0 out of 5.0 82100 Overseas Highway, Islamorada, FL

$249

Per night/room

Jun 1 - Jun 2

4.2/5 (100 reviews)

staff was friendly I arrived in the dark and it was confusing when you turn left to find the property add a description of how you enter the property

Reviewed on Mar 25, 2020

Guests of Islander Resort have access to a private beach, 3 outdoor pools, and a children's pool. Free parking is available if you drive. The front desk has ...

Hampton Inn Key West FL

2.5 out of 5.0 3755 S Roosevelt Blvd, Key West, FL

$169

Per night/room

May 30 - May 31

4.1/5 (93 reviews)

Very close to the airport and shuttle service to the town.

Reviewed on Mar 7, 2020

Built in 2019, the brand new Hampton Inn Key West FL offers an outdoor pool, a 24-hour fitness center, and free WiFi in public areas. There's free parking, as ...

24 North Hotel Key West

4.0 out of 5.0 3820 North Roosevelt Boulevard, Key West, FL

$110

Per night/room

Jun 14 - Jun 15

4.1/5 (112 reviews)

No breakfast. 😭😭😭😭😭😭😭😭😭😭😭😭😭😭😭😭😭😭😭😭😎😎😎😎😭😭😭😭😭😭😭😭😭😭😭😭😭😭😭😭😭😭😭😭😭😭😭😭😭

Reviewed on Jan 23, 2020

Built in 2015, the brand new 24 North Hotel Key West features a marina, an outdoor pool, and a fitness center. There's free parking and an area shuttle. Front-desk ...

Ocean Pointe Suites at Key Largo

3.5 out of 5.0 500 Burton Dr, Tavernier, FL

$166

Per night/room

Jun 24 - Jun 25

3.8/5 (171 reviews)

The property is beautiful with a great pool, gorgeous docks, mangroves and a cute, it not “beach day” kind of manmade beach. The keys aren’t known for beaches, so even the attempt is nice. The unit we stayed in was two bedroom and two bath. Perfect layout for a family! Clearly they are in the midst ...

Reviewed on Mar 1, 2020

Guests of Ocean Pointe Suites at Key Largo have access to a private beach, a marina, and an outdoor pool. You'll find limited parking. The 24-hour front desk ...

The Reach Key West, Curio Collection by Hilton

3.5 out of 5.0 1435 SIMONTON STREET,1435, Key West, FL

$285

Per night/room

Jun 1 - Jun 2

Guests of The Reach Key West, Curio Collection by Hilton have access to a private beach, a full-service spa, and an outdoor pool. Valet parking is available ...

See all 2,370 Properties in Florida Keys

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Cottages

Book a cottage in Florida Keys
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Florida Keys. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Florida Keys better.

Cottage apartments in Florida Keys range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Florida Keys
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Florida Keys and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Florida Keys cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Florida Keys. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.