Upper Matecumbe Key Vacation Rentals

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Our top choices for Upper Matecumbe Key vacation rentals

Aparthotel in Matecumbe

Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (615 reviews)
"Friendly staff, beautiful peaceful beach, great room with a big comfy bed and all that you might need. "
United States
Alexander
$226 nightly
The price is $254
Jan 28 - Jan 29
Total with taxes and fees
Breezy Palms Resort

Villa in Matecumbe

The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (70 reviews)
"Amazing stay, can’t wait to stay there again!"
United States
Anonymous traveler
$602 nightly
The price is $677
Jan 27 - Jan 28
Total with taxes and fees
The Islands of Islamorada
$1,142 nightly
The price is $1,267
Feb 2 - Feb 3
Total with taxes and fees
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
$1,142 nightly
The price is $1,267
Feb 2 - Feb 3
Total with taxes and fees
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
$1,713 nightly
The price is $1,901
Feb 2 - Feb 3
Total with taxes and fees
Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite
$1,849 nightly
The price is $2,051
Feb 2 - Feb 3
Total with taxes and fees
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
$1,860 nightly
The price is $2,064
Feb 2 - Feb 3
Total with taxes and fees
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
$2,169 nightly
The price is $2,406
Feb 2 - Feb 3
Total with taxes and fees
Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite
$2,282 nightly
The price is $2,532
Feb 2 - Feb 3
Total with taxes and fees
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
$2,284 nightly
The price is $2,534
Feb 2 - Feb 3
Total with taxes and fees
Charming Suite @Islamorada With Pool Access - Twilight Suite
$3,426 nightly
The price is $3,801
Feb 2 - Feb 3
Total with taxes and fees
Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite

Houseboat in Islamorada

Treasure Harbor
3.0 star property
9.0 out of 10, Wonderful, (127 reviews)
"Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !"
United States
Nick
$259 nightly
The price is $292
Feb 2 - Feb 3
Total with taxes and fees
Treasure Harbor
3.5 star property
10.0 out of 10, Exceptional, (1 review)
$1,259 nightly
The price is $1,417
Jan 27 - Jan 28
Total with taxes and fees
Premium Floating Bungalow by Stay Ombi

Houseboat in Tavernier

Island Sanctuary Islamorada
9.8 out of 10, Exceptional, (14 reviews)
"It exceeded our expectations, and we are so glad we found this location!"
United States
Jenn H.
$372 nightly
The price is $413
Jan 27 - Jan 28
Total with taxes and fees
Island Sanctuary Islamorada

Mobile Home in Key Largo

Paradise in Key Largo, FL
9.6 out of 10, Exceptional, (63 reviews)
"Everything was perfect. I will be a repeat customer for sure. "
United States
Carlos O.
$262 nightly
The price is $291
Jan 27 - Jan 28
Total with taxes and fees
Paradise in Key Largo, FL
9.8 out of 10, Exceptional, (41 reviews)
"The cleanliness, the availability, the comfort. Everything was perfect in fact. Vz are planning on contacting the owner and tomorrow maybe arrange another rental on that property. It was in the perfect spot walking distance to the pool. Everything was readily available. Everything that they advertised was actually above and beyond. Our expectations can't say enough. Good about it was a perfect vacation. Thank you"
United States
Steve V.
$277 nightly
The price is $308
Jan 27 - Jan 28
Total with taxes and fees
Paradise in Key Largo Florida 2
10.0 out of 10, Exceptional, (108 reviews)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
United States
Les
$432 nightly
The price is $480
Jan 31 - Feb 1
Total with taxes and fees
Serenity In The Sun Condo Fabulous Ocean View

Condo in Tavernier

Amazing Ocean view condo
9.6 out of 10, Exceptional, (43 reviews)
"Exceeded expectations, exceptionally clean, great for kids (they loved the pool), perfect for our Keys trip"
United States
Natalie M.
$352 nightly
The price is $391
Feb 4 - Feb 5
Total with taxes and fees
Amazing Ocean view condo
9.6 out of 10, Exceptional, (20 reviews)
"Everything was just as described in the condo listing. We enjoyed the pool and hot tub. Wonderful location to explore the Keys. "
United States
Michele G.
$389 nightly
The price is $432
Feb 25 - Feb 26
Total with taxes and fees
Florida Keys Getaway - Slps 4 - Ocean View

Vacation Home in Key Largo

Charming Home in Key Largo
9.8 out of 10, Exceptional, (30 reviews)
"Great location. Very clean very nice, stay there again"
United States
Mark B.
$461 nightly
The price is $513
Feb 21 - Feb 22
Total with taxes and fees
Charming Home in Key Largo
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 Upper Matecumbe Key Hotel Reviews

Find out more about Upper Matecumbe Key

Everything you need to know about Upper Matecumbe Key vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Upper Matecumbe Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Upper Matecumbe Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Upper Matecumbe Key vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Upper Matecumbe Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Upper Matecumbe Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $254 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Upper Matecumbe Key rentals

At Expedia, we put the best Upper Matecumbe Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Upper Matecumbe Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Upper Matecumbe Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Upper Matecumbe Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.