Find Beach Hotels in Upper Matecumbe Key, FL

Start date: Check-in selected.
To Date
End date: Check-out
    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 availability on Upper Matecumbe Key Beach Hotels

Tonight
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 3 - Oct 5
Next weekend
Oct 10 - Oct 12

Top Upper Matecumbe Key Beach Hotels

La Jolla Resort
Private beach, fishing

La Jolla Resort

2.5 star property
9.0 out of 10, Wonderful, (1008)
"The location is great..nice beach and dock area..room was very nice.. will definitely plan to return for a longer stay"
La Jolla Resort
Chesapeake Beach Resort
Private beach, white sand, sun loungers, beach towels

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1543)
"Wonderful property, breakfast was awesome "
The price is ￥17,770
￥28,401 total
includes taxes & fees
Sep 30 - Oct 1
Chesapeake Beach Resort
Pines & Palms Resort
Exterior

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (1006)
"Very nice place to stay "
Pines & Palms Resort
Islander Resort
Exterior

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1024)
"Stunning resort with great amenities and excellent service! "
The price is ￥27,955
￥41,541 total
includes taxes & fees
Oct 2 - Oct 3
Islander Resort
Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (541)
"Spacious rooms and location was great for what we needed. "
The price is ￥10,937
￥20,053 total
includes taxes & fees
Oct 2 - Oct 3
Breezy Palms Resort
Amara Cay Resort
Alligator Reef Oceanfront Accessible Room King Bed | View from room

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1262)
"Great hotel with a perfect location and friendly staff."
The price is ￥24,875
￥37,907 total
includes taxes & fees
Oct 1 - Oct 2
Amara Cay Resort
La Siesta Resort & Villas
Outdoor pool, sun loungers

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1006)
"Great rooms"
The price is ￥20,553
￥33,045 total
includes taxes & fees
Oct 1 - Oct 2
La Siesta Resort & Villas
Bayside Villas by Islander Resort
Restaurant

Bayside Villas by Islander Resort

3.5 star property
8.8 out of 10, Excellent, (390)
"Great place to stay"
The price is ￥35,744
￥50,303 total
includes taxes & fees
Sep 30 - Oct 1
Bayside Villas by Islander Resort
Cheeca Lodge & Spa
Private beach, sun loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.2 out of 10, Wonderful, (1221)
"Beautiful and relaxing hotel!!"
The price is ￥12,137
￥23,745 total
includes taxes & fees
Sep 30 - Oct 1
Cheeca Lodge & Spa
Sands of Islamorada
Suite, 1 King Bed with Sofa bed, Kitchenette, Oceanfront | Terrace/patio

Sands of Islamorada

2.5 star property
8.8 out of 10, Excellent, (389)
"The hotel was reasonably priced and while a little dated, the rooms were large and clean. The staff was SUPER nice. All in all, a great place to stay a couple nights in the keys at a reasonable price. Would definitely recommend!"
The price is ￥24,068
￥29,095 total
includes taxes & fees
Sep 30 - Oct 1
Sands of Islamorada
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.
View all properties

Top Upper Matecumbe Key Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Great resort for vacation.I liked everything about This place except for parking lots for beach bungalows rooms "
Tomasz 4-night trip
Posted 20 hours ago
Cheeca Lodge & Spa

Explore a world of travel with Expedia

Explore a world of travel with Expedia