Holiday Homes in Upper Matecumbe Key

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
12 Sept - 14 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Featured Holiday Homes in Upper Matecumbe Key

Our top choices for Upper Matecumbe Key holiday homes

Charming 2-bedroom mobile home with WiFi and AC in Key Largo
Pool

Charming 2-bedroom mobile home with WiFi and AC in Key Largo

Charming 2-bedroom mobile home with WiFi and AC in Key Largo
Charming 2-bedroom RV Hideaway campground in Key Largo; Sun & Fun!
Property grounds

Charming 2-bedroom RV Hideaway campground in Key Largo; Sun & Fun!

The price is AU$623
includes taxes & fees
26 Sept - 27 Sept
Charming 2-bedroom RV Hideaway campground in Key Largo; Sun & Fun!
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
Pool

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

The price is AU$3,167
includes taxes & fees
1 Sept - 2 Sept
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
Pool

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

The price is AU$3,219
includes taxes & fees
8 Sept - 9 Sept
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
Pool

Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite

The price is AU$3,949
includes taxes & fees
8 Sept - 9 Sept
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
Beach nearby, sun-loungers, beach towels

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

9.6 out of 10, Exceptional, (36)
"Beautiful place. Our stay was quiet and wonderful. Very clean and comfortable. "
The price is AU$413
includes taxes & fees
27 Aug - 28 Aug
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
Waterfront Tiny House w Pool, Beach, and Boat Dock
Marina

Waterfront Tiny House w Pool, Beach, and Boat Dock

9.6 out of 10, Exceptional, (59)
"My wife and I stayed here for our honeymoon , and we were absolutely thrilled with everything. We loved that the house had a bunch of mini splits to keep it nice and chilly. We also loved that the house was very clean and well kept. The tiki hut on the water with the tv and great lighting at night makes a perfect place to relax at the end of a fun filled day. All around this was a fantastic place to stay!"
The price is AU$592
includes taxes & fees
7 Sept - 8 Sept
Waterfront Tiny House w Pool, Beach, and Boat Dock
Private Room Waterfront Access, sleeps 2
Property grounds

Private Room Waterfront Access, sleeps 2

9.2 out of 10, Wonderful, (7)
"Property was secluded with a gated entrance. The grounds were beautiful and the waterfront area was magical. It had a very relaxing atmosphere and we didn't want to leave! Leslie was a fantastic hostess and we look forward to staying again in the future"
Private Room Waterfront Access, sleeps 2
Ocean View Treehouse Double King Suite 3403
Pool

Ocean View Treehouse Double King Suite 3403

10.0 out of 10, Exceptional, (1)
"Clean, comfortable and cozy! Just what we hoped for!"
Ocean View Treehouse Double King Suite 3403
Waterfront Pool, Beach, Dock, Kayaks, Paddleboards
Outdoor dining

Waterfront Pool, Beach, Dock, Kayaks, Paddleboards

9.8 out of 10, Exceptional, (79)
"Loved our stay!"
The price is AU$691
includes taxes & fees
9 Sept - 10 Sept
Waterfront Pool, Beach, Dock, Kayaks, Paddleboards
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Marina

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

9.6 out of 10, Exceptional, (74)
"The house is great, tidy little spot to start all your Keys adventures from!"
The price is AU$577
includes taxes & fees
16 Sept - 17 Sept
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Snappers - King Room w/ Ocean View Wifi
Terrace/patio

Snappers - King Room w/ Ocean View Wifi

Snappers - King Room w/ Ocean View Wifi
Charming Home in Key Largo
Fridge, microwave, oven, stovetop

Charming Home in Key Largo

9.8 out of 10, Exceptional, (25)
"loved it!!"
The price is AU$694
includes taxes & fees
27 Aug - 28 Aug
Charming Home in Key Largo
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards
Outdoor dining

Waterfront Beach, Pool, Dock, Kayaks, Paddleboards

9.6 out of 10, Exceptional, (119)
"Very clean, good location, easy access to boat ramp/dock"
The price is AU$604
includes taxes & fees
7 Sept - 8 Sept
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards
Kawama L4 - Upscale Oceanside Villa with Marina
Beach

Kawama L4 - Upscale Oceanside Villa with Marina

9.6 out of 10, Exceptional, (136)
"This property was perfect in the heart of key largo with pool and ocean access. Had everything we need and even included two bikes! Great stay overall!"
Kawama L4 - Upscale Oceanside Villa with Marina
Kawama G12 Upscale OceansideVilla with Marina 2/2
Outdoor dining

Kawama G12 Upscale OceansideVilla with Marina 2/2

10.0 out of 10, Exceptional, (8)
"Good property for family vacations. Clean, open space and nice kitchen. "
Kawama G12 Upscale OceansideVilla with Marina 2/2
Sunrise Bungalow w/Plenty of Shade at Largo Resort
1 bedroom, iron/ironing board, travel cot, bed sheets

Sunrise Bungalow w/Plenty of Shade at Largo Resort

2.0 star property
The price is AU$764
includes taxes & fees
8 Sept - 9 Sept
Sunrise Bungalow w/Plenty of Shade at Largo Resort
Beautiful Kawama Townhouse
Beach nearby

Beautiful Kawama Townhouse

9.8 out of 10, Exceptional, (137)
"Great location, well stocked kitchen, bathrooms, etc. Excellent host, had a great time in a beautiful community. The lagoon is a great feature."
Beautiful Kawama Townhouse
Enchanted Paradise Bungalow at Largo Resort
1 bedroom, desk, iron/ironing board, travel cot

Enchanted Paradise Bungalow at Largo Resort

2.0 star property
The price is AU$785
includes taxes & fees
8 Sept - 9 Sept
Enchanted Paradise Bungalow at Largo Resort
The Coral House - Bayside Retreat for 6-8 guests
Property grounds

The Coral House - Bayside Retreat for 6-8 guests

2.0 star property
8.8 out of 10, Excellent, (6)
"The Coral house was very clean and had everything we needed for our girls’ weekend. It wasn’t fancy, but the water access to the crystal clear beautiful water was worth everything we hoped for and more. We floated and snorkeled and watched amazing sunsets right from the property."
The Coral House - Bayside Retreat for 6-8 guests
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Upper Matecumbe Key Hotel Reviews

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

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

10/10 Excellent
"We had an absolutely amazing stay. From pulling into the resort until leaving everything was perfect. Top notch hospitality from every single worker on the property. "
Sara 2-night trip
Posted 1 day ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Find out more about Upper Matecumbe Key

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Holiday Homes information

Number of reviews
1,072
Accommodation
677 Holiday Homes
Lowest Price
AU$577
Highest Price
AU$1,843

Explore a world of travel with Expedia

Explore a world of travel with Expedia