Holiday Rentals in Upper Matecumbe Key

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Holiday Rentals in Upper Matecumbe Key

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (513)
"Best kept secret, love staying here,!"
The price is €119
includes taxes & fees
15 Sept - 16 Sept
Breezy Palms Resort

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (66)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is €580
includes taxes & fees
23 Aug - 24 Aug
The Islands of Islamorada

5 bedroom - Deep Dockage & Heated Pool in Islamorada.

10.0 out of 10, Exceptional, (117)
"Love Chausie and her properties! Top notch! "
5 bedroom - Deep Dockage & Heated Pool in Islamorada.

Treasure Harbor

3.0 star property
8.8 out of 10, Excellent, (102)
"Unique House boat experience, friendly staff. "
The price is €208
includes taxes & fees
2 Sept - 3 Sept
Treasure Harbor

Key Largo Cottages

2.5 star property
9.6 out of 10, Exceptional, (24)
"Beautiful and peaceful place "
Key Largo Cottages

Island Bay Resort

2.5 star property
10.0 out of 10, Exceptional, (130)
"Clean, friendly, has its own beach"
Island Bay Resort

Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe

9.8 out of 10, Exceptional, (186)
"Nice place, lots to do, great location, great views"
Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe

Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

9.8 out of 10, Exceptional, (221)
"Condo was clean and quiet. Loved the main suite in the back."
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina and more....

10.0 out of 10, Exceptional, (268)
"We enjoyed our stay! It was a great condo and was exactly as described in the listing. "
Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina and more....

Piece of Paradise located at Hawks Cay in Duck Key

9.4 out of 10, Exceptional, (3)
"Amazing place. "
Piece of Paradise located at Hawks Cay in Duck Key

Premium Floating Bungalow by Stay Ombi

3.5 star property
The price is €774
includes taxes & fees
3 Sept - 4 Sept
Premium Floating Bungalow by Stay Ombi

Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.

9.6 out of 10, Exceptional, (55)
"This condo exceeded our expectations! It was immaculately clean and had a cozy, welcoming feel. The view was spectacular, offering a serene and beautiful backdrop. We had everything we needed, from kitchen essentials to comfy furniture, making our stay seamless and enjoyable. It’s the perfect spot for a relaxing escape. Highly recommend!"
Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.

Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool

9.8 out of 10, Exceptional, (67)
"Such a great, gated location with access to a variety of amenities. "
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool

Charming Home in Key Largo

9.8 out of 10, Exceptional, (25)
"loved it!!"
The price is €392
includes taxes & fees
23 Aug - 24 Aug
Charming Home in Key Largo

Key Largo-Islamorada area-1 BR, 1 Bath -Privately Owned Condo -Fab Reviews!

10.0 out of 10, Exceptional, (173)
"Very nice, close to the pool, nice amenities, close to tons of great food options."
Key Largo-Islamorada area-1 BR, 1 Bath -Privately Owned Condo -Fab Reviews!

Water Front Condo in Duck Key. FREE WIFI! Overlooking the Gulf of Mexico.

9.6 out of 10, Exceptional, (56)
"Lovely location; lovely setting."
Water Front Condo in Duck Key. FREE WIFI! Overlooking the Gulf of Mexico.

Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada

9.6 out of 10, Exceptional, (30)
"Nice property . Well kept. Good management "
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada

Coastal Luxury: Key Largo 2BR Condo w/ Lagoon, Golf Cart, Pools & Amenities

10.0 out of 10, Exceptional, (13)
"We had an amazing stay at this Key Largo condo! The location is ideal—very central to everything in the area. One of the highlights was having access to a golf cart, which made it easy and fun to explore the neighborhood and surrounding areas on local roads.The condo itself was clean, comfortable, and well-equipped. The beds were cozy, there were plenty of fresh towels, and the kitchen had all the essentials we needed. Each room had a smart TV, which was a great bonus for relaxing in the...
Coastal Luxury: Key Largo 2BR Condo w/ Lagoon, Golf Cart, Pools & Amenities

Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7

10.0 out of 10, Exceptional, (84)
"Everything just great except need better vaccum"
Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7

Welcome to Paradise!

9.6 out of 10, Exceptional, (72)
"This one bedroom is in the Tower of Kawama a great central location on Key Largo. We enjoyed the ocean view as well as the pool area. We would certainly stay again. "
Welcome to Paradise!
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