Photo by Cameron Abbott

Upper Matecumbe Key Hotels

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Upper Matecumbe Key hotels

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1625)
"The entire resort was wonderful."
Canada
Mat
The price is P11,174
P15,896 total
includes taxes & fees
Jan 28 - Jan 29
Chesapeake Beach Resort

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (1000)
"Great stay. Friendly staff, great accommodations, very nice complex. "
United States
Shela
La Jolla Resort

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1008)
"The resort was perfect Everyone from checking in and during our stay could not have been nicer and helpful"
United States
Theresa
The price is P18,790
P25,129 total
includes taxes & fees
Jan 12 - Jan 13
Islander Resort

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1273)
"Rooms were clean, restaurant food was excellent, and service was friendly."
United States
Jose
The price is P13,924
P19,987 total
includes taxes & fees
Jan 8 - Jan 9
Amara Cay Resort

Sunset Inn

Sunset Inn
3.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1004)
"Good beds, clean room close to Loreleis for sunset dinner. Easy location for Islamorada activities"
United States
Celeste
The price is P8,691
P10,442 total
includes taxes & fees
Jan 8 - Jan 9
Sunset Inn

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (605)
"Property was nice and easy to navigate, ocean view room was extra nice to have!"
United States
Lisa
The price is P8,850
P13,020 total
includes taxes & fees
Jan 14 - Jan 15
Breezy Palms Resort

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1287)
"Fabulous waterfront, activities, and dining as well as the staff. "
Canada
David
The price is P16,030
P22,356 total
includes taxes & fees
Jan 29 - Jan 30
Cheeca Lodge & Spa

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1006)
"Great accommodations, very peaceful setting "
United States
Susan
The price is P12,328
P18,192 total
includes taxes & fees
Jan 8 - Jan 9
La Siesta Resort & Villas

Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1000)
"Patio nice , pool area good , good walk to things to do ,dive museum , brewery, shopping. "
United States
John
The price is P9,587
P12,717 total
includes taxes & fees
Jan 11 - Jan 12
Hadley Resort and Marina

Sands of Islamorada

Sands of Islamorada
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (394)
"The rooms were recently remodeled and very nice. People are really nice."
United States
Tammie
The price is P10,894
P13,055 total
includes taxes & fees
Jan 12 - Jan 13
Sands of Islamorada

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
8.8 out of 10, Excellent, (404)
"Beautiful stay!!!"
United States
Lakyne
The price is P19,151
P25,534 total
includes taxes & fees
Jan 13 - Jan 14
Bayside Villas by Islander Resort

Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1005)
"Staff are excellent, resort has been recently upgraded. Best describe his quaint, comfortable and cozy."
Canada
scott
Pines & Palms Resort

Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (417)
"always a pleasant stay."
United States
robert
The price is P21,412
P27,701 total
includes taxes & fees
Jan 11 - Jan 12
Casa Morada

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (70)
"Amazing stay, can’t wait to stay there again!"
United States
Anonymous traveler
The price is P35,996
P43,754 total
includes taxes & fees
Jan 8 - Jan 9
The Islands of Islamorada

Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (1182)
"Clean room and staff was great"
United States
Jim
The price is P8,928
P11,706 total
includes taxes & fees
Jan 8 - Jan 9
Waterside Suites & Marina

Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1000)
"Yes my family had a great stay and will absolutely be returning in the future. "
United States
Sarah
Drift Hotel

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
Key Largo
8.8 out of 10, Excellent, (1019)
"Great hotel"
United States
Elior
The price is P9,290
P10,452 total
includes taxes & fees
Jan 15 - Jan 16
Hampton Inn Key Largo Manatee Bay

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1081)
"Would stay here again!"
United States
James
Rock Reef Resort

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1012)
"Very clean room, friendly staff!"
United States
Lani
The Pelican Key Largo Cottages

Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina
2.5 star property
Key Largo
8.4 out of 10, Very Good, (1685)
"Wonderful place to stay!"
United States
Tempie
The price is P6,983
P9,519 total
includes taxes & fees
Jan 8 - Jan 9
Marina Del Mar Resort and 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.
Showing deals for:Jan 16 - Jan 18
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Southeastern United States attractions

Learn more about Upper Matecumbe Key

Check out the local area in Upper Matecumbe Key—home to attractions like Florida Keys Brewing Co. and Bud n' Mary's Dive Center.

Islamorada Florida. Beautiful Beach and Amazing Fishing. What else can you ask for.
Photo by Cameron Abbott
Open Photo by Cameron Abbott

Top Upper Matecumbe Key Hotel Reviews

More cheap stays in Upper Matecumbe Key

Explore a world of travel with Expedia