Upper Matecumbe Key Holiday Rentals

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Holiday Rentals in Upper Matecumbe Key

Breezy Palms Resort

2.5 star property
Matecumbe
8.8 out of 10, Excellent, (575)
"Best hotel for the price"
United States
luzdari
The price is AU$245
includes taxes & fees
1 Dec - 2 Dec
Breezy Palms Resort

The Islands of Islamorada

4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (69)
"Great for family vacation with kids. love it"
United States
Dixania
The price is AU$1,289
includes taxes & fees
30 Nov - 1 Dec
The Islands of Islamorada

Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite

Matecumbe
The price is AU$1,960
includes taxes & fees
5 Dec - 6 Dec
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite

Hidden Gem Islamorada | 1st Floor

Matecumbe
10.0 out of 10, Exceptional, (44)
"Perfect location in islamorada. Definitely recommend and will stay there again. "
United States
neil s.
The price is AU$867
includes taxes & fees
2 Dec - 3 Dec
Hidden Gem Islamorada | 1st Floor

Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room

Matecumbe
The price is AU$1,960
includes taxes & fees
10 Dec - 11 Dec
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room

Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite

Matecumbe
The price is AU$2,929
includes taxes & fees
10 Dec - 11 Dec
Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite

Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite

Matecumbe
The price is AU$3,160
includes taxes & fees
5 Dec - 6 Dec
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite

Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite

Matecumbe
The price is AU$3,193
includes taxes & fees
10 Dec - 11 Dec
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite

Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite

Matecumbe
The price is AU$3,900
includes taxes & fees
10 Dec - 11 Dec
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite

Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite

Matecumbe
The price is AU$5,850
includes taxes & fees
5 Dec - 6 Dec
Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite

Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite

Matecumbe
The price is AU$3,708
includes taxes & fees
5 Dec - 6 Dec
Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite

Treasure Harbor

3.0 star property
Islamorada
9.0 out of 10, Wonderful, (114)
"The houseboat was so cute! The staff was very friendly and helpful. We really enjoyed out stay. The pool was new and clean. We would definitely come back."
United States
Tracie
Treasure Harbor

Premium Floating Bungalow by Stay Ombi

3.5 star property
Key Largo
The price is AU$1,772
includes taxes & fees
30 Nov - 1 Dec
Premium Floating Bungalow by Stay Ombi

Florida Keys Luxury Houseboat, Unique living on the Water WiFi

Tavernier
9.8 out of 10, Exceptional, (210)
"Heidi has a little bit of paradise on her houseboat! You must plan on staying!!"
United States
Toni M.
The price is AU$872
includes taxes & fees
9 Dec - 10 Dec
Florida Keys Luxury Houseboat, Unique living on the Water WiFi

Island Bay Resort

2.5 star property
Tavernier
10.0 out of 10, Exceptional, (138)
"Buutifull and cozy place "
United States
DILIA
The price is AU$437
includes taxes & fees
4 Dec - 5 Dec
Island Bay Resort

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Key Largo
9.6 out of 10, Exceptional, (45)
"We had fun.we will be back next year."
United States
Thomas A.
The price is AU$449
includes taxes & fees
2 Dec - 3 Dec
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Beachfront Retreat w Pool, Boat Ramp & Dock Rental

2.0 star property
Key Largo
The price is AU$459
includes taxes & fees
2 Dec - 3 Dec
Beachfront Retreat w Pool, Boat Ramp & Dock Rental

Beautiful Kawama Townhouse

Key Largo
9.8 out of 10, Exceptional, (138)
"The property is absolutely stunning, not a detail un touched !! The property owner was very kind and accommodating, very knowledgeable and helpful with suggestions. My girls trip turned out perfectly! So thankful… I highly recommend.."
United States
Shane D.
The price is AU$1,066
includes taxes & fees
29 Nov - 30 Nov
Beautiful Kawama Townhouse

Paradise in Key Largo, FL

Key Largo
9.6 out of 10, Exceptional, (60)
"Beautiful property. We uh, I very much enjoyed our stay highly recommend we will stay here again"
United States
George D.
Paradise in Key Largo, FL

New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Key Largo
9.6 out of 10, Exceptional, (81)
"The place was clean and nice, no problems at all. Plenty of room for my family. Wish we could have stayed longer!"
United States
Brad W.
The price is AU$562
includes taxes & fees
1 Dec - 2 Dec
New Tiny Home- Paddle Boards, Kayaks, Pool, 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.

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Find out more about Upper Matecumbe Key

Everything you need to know about Upper Matecumbe Key holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Upper Matecumbe Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Upper Matecumbe Key holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Upper Matecumbe Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Upper Matecumbe Key holiday rentals we have selected for you start as low as AU$245 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Upper Matecumbe Key rentals

At Expedia, we put the best Upper Matecumbe Key holiday 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 holiday.

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.