Florida Keys Vacation Rentals

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Our top choices for Florida Keys vacation rentals

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (308 reviews)
"We love the accommodations and ability to cook with a full kitchen."
United States
Cheryl
The price is CA $179
CA $393 total
includes taxes & fees
May 19 - May 20
Yacht Haven Marina

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,192 reviews)
"Ocean view from room balcony."
United States
Brian
The price is CA $129
CA $174 total
includes taxes & fees
May 19 - May 20
Knight's Key Suites

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (672 reviews)
"Place was nicer inside than out. Great location."
United States
Marcos
The price is CA $176
CA $268 total
includes taxes & fees
May 27 - May 28
Breezy Palms Resort

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (222 reviews)
"We had a wonderful vacation!"
United States
Yuanfen
The price is CA $256
CA $509 total
includes taxes & fees
May 16 - May 17
Aqua Lodge Rentals At Coconut Cay

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (336 reviews)
"I love the place, for the next time I will stay for more days "
United States
Kenia
The price is CA $159
CA $371 total
includes taxes & fees
May 31 - Jun 1
Old Wooden Bridge Resort and Marina

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,262 reviews)
"The staff was very nice, our room was spacious and comfortable, the area has lots to do"
United States
Carol
The price is CA $248
CA $334 total
includes taxes & fees
Jun 2 - Jun 3
Skipjack Resort & Marina

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (153 reviews)
"Amazing stay!"
United States
Amanda
The price is CA $257
CA $482 total
includes taxes & fees
Jun 6 - Jun 7
Treasure Harbor

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (183 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
The price is CA $178
CA $430 total
includes taxes & fees
May 18 - May 19
Aqua Lodges at Hurricane Hole Marina

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (970 reviews)
"Came here for our honeymoon, we absolutely loved it! Clean, the bar and food truck was perfect."
United States
Izabella
The price is CA $176
CA $198 total
includes taxes & fees
May 14 - May 15
Tropical Cottages

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Old Town Key West
9.6 out of 10, Exceptional, (49 reviews)
"Great location, clean space and comfortable beds. Enjoyed our stay!"
United States
Chasity W.
The price is CA $142
CA $528 total
includes taxes & fees
May 26 - May 27
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.8 out of 10, Excellent, (328 reviews)
"The room was clean and the views from our rooms were amazing!!!"
United States
Elizabeth
The price is CA $267
CA $301 total
includes taxes & fees
May 12 - May 13
Anchorage Resort & Yacht Club

Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!

Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!
Old Town Key West
9.8 out of 10, Exceptional, (33 reviews)
"The property was cozy and a great location for walking."
United States
Elizabeth E.
The price is CA $142
CA $475 total
includes taxes & fees
May 12 - May 13
Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!

Amazing Ocean view condo

Amazing Ocean view condo
Tavernier
9.6 out of 10, Exceptional, (48 reviews)
"Exceeded expectations, exceptionally clean, great for kids (they loved the pool), perfect for our Keys trip"
United States
Natalie M.
The price is CA $226
CA $528 total
includes taxes & fees
May 12 - May 13
Amazing Ocean view condo

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (131 reviews)
"Amazing place to stay, excellent experience!!!"
United States
Brad
The price is CA $247
CA $520 total
includes taxes & fees
May 25 - May 26
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

Ricky's Retreat - Truman @ Duval | Ideal Getaway!

Ricky's Retreat - Truman @ Duval | Ideal Getaway!
Old Town Key West
9.8 out of 10, Exceptional, (36 reviews)
"Great location!!"
United States
Julie
The price is CA $142
CA $475 total
includes taxes & fees
May 14 - May 15
Ricky's Retreat - Truman @ Duval | Ideal Getaway!

Island Bay Resort

Island Bay Resort
2.5 star property
Tavernier
10.0 out of 10, Exceptional, (168 reviews)
"Very nice small resort."
United States
Dan
The price is CA $392
CA $441 total
includes taxes & fees
Jun 7 - Jun 8
Island Bay Resort

Paradise in Key Largo, FL

Paradise in Key Largo, FL
Key Largo
9.6 out of 10, Exceptional, (69 reviews)
"We really enjoyed our stay here .. the place was clean — had everything we needed… thanks for sharing your place.."
United States
brenda b.
The price is CA $154
CA $404 total
includes taxes & fees
May 12 - May 13
Paradise in Key Largo, FL

Steps from Duval, Pool on Site & Bikes Included!

Steps from Duval, Pool on Site & Bikes Included!
Old Town Key West
9.6 out of 10, Exceptional, (431 reviews)
"Clean room, laundry and great location. Owner/operator was very responsive. "
United States
Ashley
The price is CA $220
CA $436 total
includes taxes & fees
May 12 - May 13
Steps from Duval, Pool on Site & Bikes Included!

Lazy Daze Double King Suite Ocean Pointe 2310

Lazy Daze Double King Suite Ocean Pointe 2310
Tavernier
9.8 out of 10, Exceptional, (31 reviews)
"Everything was exceptionally nice. Would definitely book again."
United States
Sharon
The price is CA $215
CA $591 total
includes taxes & fees
May 12 - May 13
Lazy Daze Double King Suite Ocean Pointe 2310

VanGogh Studio | Updated, Old Town, Heated Pool

VanGogh Studio | Updated, Old Town, Heated Pool
Old Town Key West
8.6 out of 10, Excellent, (45 reviews)
"Room had everything we needed!Owners and staff were very responsive and offered free shuttle to/from the airport!"
United States
Timothy P.
The price is CA $142
CA $458 total
includes taxes & fees
May 19 - May 20
VanGogh Studio | Updated, Old Town, Heated Pool
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

Find out more about Florida Keys

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.

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