A wooden pier extending into a clear blue sea with a sandy beach in the foreground and a cloudy sky above.

Holiday Homes in Upper Matecumbe Key

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Our top choices for Upper Matecumbe Key holiday homes

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
Key Largo
9.6 out of 10, Exceptional, (49 reviews)
"We had a great time. Loved the kayaks!!"
United States
Laurie S.
The price is €329
includes taxes & fees
27 Jul - 28 Jul
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Little Peace of Haven

Little Peace of Haven
Key Largo
Little Peace of Haven

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
Key Largo
9.6 out of 10, Exceptional, (137 reviews)
"Had fun villa was in good condition."
United States
Michelle S.
The price is €639
includes taxes & fees
12 Jul - 13 Jul
Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

Charming Home in Key Largo

Charming Home in Key Largo
Key Largo
9.8 out of 10, Exceptional, (38 reviews)
"The condo is extremely clean and has everything you need for your stay. "
United States
hillary w.
The price is €361
includes taxes & fees
1 Jul - 2 Jul
Charming Home in Key Largo

Cozy Waterfront Apartment in Key Largo!

Cozy Waterfront Apartment in Key Largo!
Key Largo
9.8 out of 10, Exceptional, (12 reviews)
"We loved our stay at the waterfront cabanas! The location is 10/10 with an awesome waterfront bar/restaurant and coffee truck within walking distance. We truly felt like keys locals staying here - highly recommend! "
United States
Brittany M.
The price is €343
includes taxes & fees
6 Jul - 7 Jul
Cozy Waterfront Apartment in Key Largo!

Beautiful bungalow with AC and Hot tub in Tavernier

Beautiful bungalow with AC and Hot tub in Tavernier
florida
Beautiful bungalow with AC and Hot tub in Tavernier

FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
Key Largo
9.4 out of 10, Exceptional, (67 reviews)
"The pool was clean and enjoying "
United States
Aaron G.
FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

Sunrise Escape - Ocean Front Villa - Sleeps 10

Sunrise Escape - Ocean Front Villa - Sleeps 10
Key Largo
9.8 out of 10, Exceptional, (71 reviews)
"Host was very responsive, location safe and wuiet."
United States
Tracey C.
The price is €762
includes taxes & fees
27 Jul - 28 Jul
Sunrise Escape - Ocean Front Villa - Sleeps 10

New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools

New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools
Key Largo
9.4 out of 10, Exceptional, (20 reviews)
"Great location "
United States
jenny p.
New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools

NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.

NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.
Key Largo
10.0 out of 10, Exceptional, (57 reviews)
"Great amenities. Immaculate apartment. Kids loved the lagoon. Super responsive host. Note - beds are memory foam. "
United States
Joshua K.
NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.

Key largo Kawama Villa N2

Key largo Kawama Villa N2
Key Largo
9.6 out of 10, Exceptional, (134 reviews)
"The condo was perfectly appointed with everything we would want or need, including some snorkel masks, beach towels, bikes. Really a wonderful stay. Thanks."
United States
Wendy R.
The price is €592
includes taxes & fees
29 Jun - 30 Jun
Key largo Kawama Villa N2

Waterfront Cottage - Beach and Dockage! Open Water Views!

Waterfront Cottage - Beach and Dockage! Open Water Views!
Key Largo
9.4 out of 10, Exceptional, (46 reviews)
"This was a very cute resort, with perfect views! We were able to stay with our family and even bring our puppies. We had an absolutely amazing time!!"
United States
Shane F.
The price is €511
includes taxes & fees
2 Jul - 3 Jul
Waterfront Cottage - Beach and Dockage! Open Water Views!

Oceanside Kawama Villa R5

Oceanside Kawama Villa R5
Key Largo
9.2 out of 10, Wonderful, (182 reviews)
"Great place in Key Largo. Cool bonus a saltwater lagoon with fish to swim and snorkwl with. "
United States
Kenny C.
The price is €624
includes taxes & fees
12 Jul - 13 Jul
Oceanside Kawama Villa R5

Enchanted Paradise Bungalow at Largo Resort

Enchanted Paradise Bungalow at Largo Resort
Key Largo
The price is €521
includes taxes & fees
6 Jul - 7 Jul
Enchanted Paradise Bungalow at Largo Resort

Waterfront Tiny Home Pool Dock Kayaks Paddleboards

Waterfront Tiny Home Pool Dock Kayaks Paddleboards
Key Largo
9.6 out of 10, Exceptional, (129 reviews)
"The view alone was worth the booking. It was exactly what we were looking for. A place to sit, have coffee and relax. The kitchen was fully stocked with cookware and utensils. I had forgotten there was a 1/2 bath so that was a very pleasant surprise when we got there. Communication with our host was excellent and timely. We would definitely book again! "
United States
Julia S.
Waterfront Tiny Home Pool Dock Kayaks Paddleboards

NEW! CASA LARGO OCEANSIDE - GOLF CART, POOL, 2 KING SUITE, 3 BATH, BEACH, KAYAKS

NEW! CASA LARGO OCEANSIDE - GOLF CART, POOL, 2 KING SUITE, 3 BATH, BEACH, KAYAKS
Key Largo
10.0 out of 10, Exceptional, (16 reviews)
"Pool was nice and kitchen had everything needed"
United States
Sam A.
NEW! CASA LARGO OCEANSIDE - GOLF CART, POOL, 2 KING SUITE, 3 BATH, BEACH, KAYAKS

Waterfront Tiny House w Pool, Beach, and Boat Dock

Waterfront Tiny House w Pool, Beach, and Boat Dock
Key Largo
9.6 out of 10, Exceptional, (66 reviews)
"We were really impressed with the house - it had all the little things that made the stay so comfortable - reclining chairs in the living room, A/C in every room, a great outside deck complete with a big TV and clean, clean, clean."
United States
Ann
Waterfront Tiny House w Pool, Beach, and Boat Dock

Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more

Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more
Rock Harbor
10.0 out of 10, Exceptional, (14 reviews)
"Incredible place to stay !! Hosts were great and it was just as described !! "
United States
Bruce N.
Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more

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

New Tiny Home-Paddle Boards, Kayaks, Pool, Marina
Key Largo
8.0 out of 10, Very good, (1 review)
"Tiny HomeThis tiny home was comfortable, clean, and fully stocked with all you need to vacation in the Keys! At first, I was hesitant on booking a tiny home coming from a 3,200sqft house but we found the layout functional and actually cozy with good amounts of space.I would recommend the place along with the property management team who ensured all communications were answered quickly and thoroughly!Would stay here again!"
United States
Christina R.
New Tiny Home-Paddle Boards, Kayaks, Pool, Marina

Waterfront Tiny Home w/ Pool, Beach, Dock, Kayaks

Waterfront Tiny Home w/ Pool, Beach, Dock, Kayaks
Key Largo
9.6 out of 10, Exceptional, (85 reviews)
"Great little home to stay at!"
United States
Dave B.
Waterfront Tiny Home w/ Pool, Beach, Dock, Kayaks
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

Upper Matecumbe Key Holiday Homes information

Number of reviews
1,124
Accommodation
651 Holiday Homes
Lowest Price
€329
Highest Price
€762

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