Florida Keys Vacation Rentals

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Vacation Rentals in Florida Keys

Skipjack Resort & Marina

Skipjack Resort & Marina

3 out of 5
19 Sombrero Blvd, Marathon, FL
The price is CA $255 per night from Dec 13 to Dec 13
Situated in Marathon, this golf aparthotel is 0.2 mi (0.3 km) from Florida Keys Country Club and 2.1 mi (3.4 km) from Sombrero Beach. Crane Point Museum and ...
4.2/5 Very Good! (767 reviews)
"The staff was very accommodating, friendly, and helpful"

Reviewed on Dec. 1, 2021

Skipjack Resort & Marina
Captain Pip's at Knight's Key Inn

Captain Pip's at Knight's Key Inn

3 out of 5
40 Kyle Way W, Marathon, FL
Situated by the ocean, this aparthotel is 0.1 mi (0.1 km) from Vaca Key and 2.4 mi (3.8 km) from Seven Mile Bridge. Pigeon Key Foundation and The Turtle Hospital ...
4.5/5 Wonderful! (753 reviews)
"Great location. Great staff. Easy check-in. Clean. Comfortable. Great value."

Reviewed on Dec. 1, 2021

Captain Pip's at Knight's Key Inn
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

2.5 out of 5
84801 Overseas Highway, Islamorada, FL
This family-friendly Islamorada aparthotel is located on the Strip, within 2 mi (3 km) of Windley Key Fossil Reef Geological State Park and History of Diving ...
3.3/5 (351 reviews)
"Beautiful relaxing scenery and great pool specially for little ones."

Reviewed on Nov. 28, 2021

Coconut Cove Resort and Marina
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Tropical Cottages

Tropical Cottages

3 out of 5
243 61st Street Gulf, Marathon, FL
The price is CA $154 per night from Dec 12 to Dec 12
Situated in Marathon, this cottage is 0.3 mi (0.5 km) from Crane Point Museum and Nature Center and 2.3 mi (3.7 km) from Sombrero Beach. Florida Keys Country ...
4.1/5 Very Good! (263 reviews)
"The canal view was nice, but on the other sides of the property, it was trashy. Additionally, there’s no thermostat for the room and the stairs needed more lighting."

Reviewed on Nov. 12, 2021

Tropical Cottages
The Islands of Islamorada

The Islands of Islamorada

4 out of 5
82779 Old Hwy, Islamorada, FL
Nestled on the beach, this Islamorada villa is within 2 mi (3 km) of History of Diving Museum, Florida Keys Brewing Co., and Hurricane Monument. Bud n' Mary's ...
4.5/5 Wonderful! (11 reviews)
"Absolutely loved the atmosphere. Our suite was amazing. Everything was clean and well maintained. Everyone was so nice and helpful."

Reviewed on Nov. 18, 2021

The Islands of Islamorada
Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club

3 out of 5
107800 Overseas Hwy, Key Largo, FL
The price is CA $231 per night from Dec 12 to Dec 12
Situated on the waterfront, this aparthotel is 1.7 mi (2.8 km) from John Pennekamp Coral Reef State Park and 4.8 mi (7.8 km) from MarineLab Undersea Laboratory. ...
4.1/5 Very Good! (180 reviews)
"Place is a good stay for the cost!!"

Reviewed on Nov. 24, 2021

Anchorage Resort & Yacht Club
Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina

2 out of 5
38801 Overseas Highway, Big Pine Key, FL
Nestled on the beach, this Big Pine Key campground is within a 10-minute walk of Bahia Honda State Park and Sandspur Beach. Loggerhead Beach is 2.2 mi (3.6 km) ...
4.3/5 Excellent! (94 reviews)
"The location is convenient if you would like to visit Key West for the day or spend some time in Marathon."

Reviewed on Jul. 11, 2021

Sunshine Key RV Resort & Marina
Breezy Palms Resort

Breezy Palms Resort

2.5 out of 5
80015 Overseas Highway, Islamorada, FL
The price is CA $127 per night from Dec 13 to Dec 13
Nestled on the beach, this Islamorada aparthotel is within a 15-minute walk of Bud n' Mary's Dive Center and Indian Key Historic State Park. Hurricane Monument ...
4/5 Very Good! (45 reviews)
getaway
"Cute place, convenient to a lot of restaurants. Right on the water and very quiet. definitely would stay there again."

Reviewed on May 29, 2021

Breezy Palms Resort
Key Largo Cottages

Key Largo Cottages

2.5 out of 5
99306 Overseas Highway, Key Largo, FL
Located in Key Largo, this beachfront aparthotel is in a national park, 1.6 mi (2.5 km) from John Pennekamp Coral Reef State Park, and within 6 mi (10 km) of ...
4.6/5 Wonderful! (5 reviews)
Great stay!
"We had an amazing stay at the Key Largo Cottages at Key Lime Sailing Club! We loved our cottage (one bedroom had a cute queen sized loft my 8 year old daughter spent lots of time relaxing in!). It was spotlessly clean and the kitchen had all the cookware and more you could need. The free use of the ..."

Reviewed on Sep. 14, 2021

Key Largo Cottages
Mangrove Marina and Resort Aqualodge Houseboats

Mangrove Marina and Resort Aqualodge Houseboats

3 out of 5
200 Florida Ave, Tavernier, FL
The price is CA $577 per night from Dec 31 to Dec 31
Situated on the waterfront, this houseboat is 2.1 mi (3.4 km) from Harry Harris Park.
4.6/5 Wonderful! (190 reviews)
"It was my first time staying in a houseboat and what a great experience!! I will come back!! The houseboat was very clean and pretty comfortable. The Manager, Michael was friendly and accessible. Overall, five stars!!! Thank you Michael!!"

Reviewed on Nov. 16, 2021

Mangrove Marina and Resort Aqualodge Houseboats
Paddle boards , nice patio, pool, beach, marina

Paddle boards , nice patio, pool, beach, marina

Key Largo, FL
The price is CA $168 per night from Dec 12 to Dec 12
Situated in Key Largo, this vacation home is within 3 mi (5 km) of John Pennekamp Coral Reef State Park, Lower Sound Point, and Key Largo Undersea Park. MarineLab ...
4.5/5 Wonderful! (24 reviews)
Great time.
"We had a great time. Used the paddle boards and kayaks. Convenient location. Clean, relaxing, space."

Reviewed on Nov. 25, 2021

Paddle boards , nice patio, pool, beach, marina
Aqua Lodge Houseboat "Sea Turtle"

Aqua Lodge Houseboat "Sea Turtle"

Tavernier, FL
Situated in Tavernier, this houseboat is 0.5 mi (0.8 km) from Mariners Hospital and within 3 mi (5 km) of Laura Quinn Wild Bird Sanctuary and Harry Harris Park. ...
Aqua Lodge Houseboat "Sea Turtle"
Sea Esta in Cudjoe Key! RV LOT

Sea Esta in Cudjoe Key! RV LOT

Cudjoe Key, FL
Situated in Cudjoe Key, this vacation home is within 9 mi (15 km) of Upper Sugarloaf Key, Upper Sugarloaf Sound, and Lower Sugarloaf Sound. National Key Deer ...
Sea Esta in Cudjoe Key! RV LOT
The Reef at Marathon by Capital Vacations

The Reef at Marathon by Capital Vacations

3 out of 5
6800 Overseas Hwy, Marathon, FL
Located in the heart of Marathon, this condo building is 0.6 mi (1 km) from Crane Point Museum and Nature Center and 2.6 mi (4.2 km) from Sombrero Beach. Florida ...
4.6/5 Wonderful! (104 reviews)
"Landscaping was beautiful, wonderful location to visit other areas of the Florida Keys."

Reviewed on Oct. 10, 2021

The Reef at Marathon by Capital Vacations
Key Largo, Calusa, 2 bedroom 1.5 bath with screened in patio

Key Largo, Calusa, 2 bedroom 1.5 bath with screened in patio

Key Largo, FL
Situated on the waterfront, this campground is within 1 mi (2 km) of Lower Sound Point and John Pennekamp Coral Reef State Park. Key Largo Undersea Park and ...
4.7/5 Exceptional! (32 reviews)
trailer
"Trailer was in Good condition and owner responsive. Had a little trouble getting access code to lock box in order to get into trailer, owner responded quickly. All cooking was on outside grill. There is a additional outside burner, however that tank was out of propane. Could not cook inside as I ..."

Reviewed on Aug. 10, 2021

Key Largo, Calusa, 2 bedroom 1.5 bath with screened in patio
Turquoise Ocean views! Renovated to perfection!

Turquoise Ocean views! Renovated to perfection!

Tavernier, FL
Situated by the sea, this condo building is 0.7 mi (1.1 km) from Harry Harris Park and within 3 mi (5 km) of Laura Quinn Wild Bird Sanctuary and Mariners Hospital. ...
4/5 Very Good! (1 review)
Enjoyed our boating time!
"The check in made it seem very confusing which caused some frustration, we have vacation rental property and it’s definitely to far into updates to have so much chaos about having to be there by a certain time or else, you’ll have to pay for another night somewhere else, very unprofessional. Also ..."

Reviewed on Sep. 10, 2021

Turquoise Ocean views! Renovated to perfection!
Topsider Resort by Capital Vacations

Topsider Resort by Capital Vacations

3.5 out of 5
75500 Overseas Hwy, Islamorada, FL
Nestled on the beach, this Islamorada condo building is within 1 mi (2 km) of Sunset Drive Beach and San Pedro Underwater Archaeological Preserve State Park. ...
4.4/5 Excellent! (47 reviews)
Topsider was a great little resort
"The Topsider was a great little resort - 20 raised 2 BR octagonal-shaped cottages on the property. Our cottage was clean, eqipped with all the kitchen utensils dishes linens we needed. The furniture was in good condition, but the washing machine didnt work. The beach and dock were fine, there were ..."

Reviewed on Aug. 15, 2021

Topsider Resort by Capital Vacations
Deja Blue Condo @ Ocean Pointe Resort+Pool & Beach

Deja Blue Condo @ Ocean Pointe Resort+Pool & Beach

Tavernier, FL
This family-friendly Tavernier condo building is located on the waterfront, within 2 mi (3 km) of Harry Harris Park, Laura Quinn Wild Bird Sanctuary, and Mariners ...
4.9/5 Exceptional! (50 reviews)
Great condo!
"This condo was by far one of the best I’ve stayed in. The kitchen is well stocked with everything you could imagine plus Tupperware to use. The extra coolers are a plus as well! My family of four had plenty of space and privacy and the condo is super clean. The bed linens and towels are a step up ..."

Reviewed on Oct. 20, 2021

Deja Blue Condo @ Ocean Pointe Resort+Pool & Beach
Boot Key Harbor Comfy Condo 1bed 1bath

Boot Key Harbor Comfy Condo 1bed 1bath

Marathon, FL
Situated in Marathon, this condo building is 0.2 mi (0.4 km) from Florida Keys Country Club and 2.1 mi (3.3 km) from Sombrero Beach. Crane Point Museum and Nature ...
4.7/5 Exceptional! (7 reviews)
Great location and great price
"Was in a great location in Marathon. Had a great time…in the area!"

Reviewed on Nov. 25, 2021

Boot Key Harbor Comfy Condo 1bed 1bath
Oceanfront resort living at it`s best! 1206 Ocean Pointe Suites

Oceanfront resort living at it`s best! 1206 Ocean Pointe Suites

Tavernier, FL
Situated by the sea, this condo building is within 2 mi (3 km) of Harry Harris Park, Laura Quinn Wild Bird Sanctuary, and Mariners Hospital. Bluefin Rock Harbor ...
4.6/5 Wonderful! (26 reviews)
Beautiful Property
"Amazing property, well maintained. Will definitely look to stay here again when we travel back to the keys. Office staff was friendly and efficient."

Reviewed on Nov. 4, 2021

Oceanfront resort living at it`s best! 1206 Ocean Pointe Suites
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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.

Other types of properties in Florida Keys you may be interested in

Amara Cay Resort

Amara Cay Resort

3.5 out of 5
80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is CA $281 per night from Dec 12 to Dec 12
Amara Cay Resort
Postcard Inn Beach Resort & Marina

Postcard Inn Beach Resort & Marina

3 out of 5
84001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is CA $371 per night from Dec 8 to Dec 8
Postcard Inn Beach Resort & Marina
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Florida Keys. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.