Photo by Cameron Abbott

Search Upper Matecumbe Key Holiday Resorts

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks
In one month
In two months
No exact matches found, but these alternatives could be just right

Recommended hotels in Upper Matecumbe Key

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1586)
"Great breakfast, great location, friendly staff, nice extras."
United States
Gary
$225 nightly
The price is $254
Dec 15 - Dec 16
Total with taxes and fees
Chesapeake Beach Resort

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (1002)
"Great stay. Friendly staff, great accommodations, very nice complex. "
United States
Shela
$134 nightly
The price is $151
Dec 18 - Dec 19
Total with taxes and fees
La Jolla Resort

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1002)
"This resort is beautiful and the rooms are decorated so tastefully. I highly recommend The Islander Resort for family fun and couples get aways alike. "
United States
Suzanne
$293 nightly
The price is $330
Dec 18 - Dec 19
Total with taxes and fees
Islander Resort

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1267)
"It was awesome, great service, staff members are helpful, clean and tidy room with excellent views!"
United States
Sami
$268 nightly
The price is $302
Dec 15 - Dec 16
Total with taxes and fees
Cheeca Lodge & Spa

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (584)
"we stayed in the beach front cottage kitchen was stocked room was clean and the views were great friendly staff "
United States
Terry
$153 nightly
The price is $172
Dec 17 - Dec 18
Total with taxes and fees
Breezy Palms Resort

Sunset Inn

Sunset Inn
3.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1000)
"Room was clean and staff was helpful"
United States
Robert
$148 nightly
The price is $166
Dec 16 - Dec 17
Total with taxes and fees
Sunset Inn

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1260)
"very nice staff, quiet and comfortable"
United States
Dana
$247 nightly
The price is $278
Dec 17 - Dec 18
Total with taxes and fees
Amara Cay Resort

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1000)
"Great stay and beautiful space"
United States
Amir
$214 nightly
The price is $241
Dec 17 - Dec 18
Total with taxes and fees
La Siesta Resort & Villas

Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1000)
"Comfortable stay. Great location. "
United States
Anand
$178 nightly
The price is $200
Dec 15 - Dec 16
Total with taxes and fees
Hadley Resort and Marina

Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1001)
"Very nice place to stay "
United States
Joan
$288 nightly
The price is $324
Dec 18 - Dec 19
Total with taxes and fees
Pines & Palms Resort

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (69)
"Great for family vacation with kids. love it"
United States
Dixania
$593 nightly
The price is $667
Dec 15 - Dec 16
Total with taxes and fees
The Islands of Islamorada

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
8.8 out of 10, Excellent, (400)
"I loved the property, the staff and all the amenities."
United States
Janeth
$283 nightly
The price is $319
Dec 18 - Dec 19
Total with taxes and fees
Bayside Villas by Islander Resort

Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (412)
"always a pleasant stay."
United States
robert
$444 nightly
The price is $500
Dec 15 - Dec 16
Total with taxes and fees
Casa Morada

Sands of Islamorada

Sands of Islamorada
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (391)
"The rooms were recently remodeled and very nice. People are really nice."
United States
Tammie
$195 nightly
The price is $219
Dec 14 - Dec 15
Total with taxes and fees
Sands of Islamorada

Charming Suite @Islamorada With Pool Access - Twilight Suite

Charming Suite @Islamorada With Pool Access - Twilight Suite
Matecumbe
$2,284 nightly
The price is $2,534
Jan 1 - Jan 2, 2026
Total with taxes and fees
Charming Suite @Islamorada With Pool Access - Twilight Suite

Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite

Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite
Matecumbe
$2,160 nightly
The price is $2,397
Dec 18 - Dec 19
Total with taxes and fees
Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite

Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite

Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
Matecumbe
$1,142 nightly
The price is $1,267
Dec 18 - Dec 19
Total with taxes and fees
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite

Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room

Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
Matecumbe
$1,142 nightly
The price is $1,267
Dec 18 - Dec 19
Total with taxes and fees
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room

Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite

Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite
Matecumbe
$1,706 nightly
The price is $1,894
Dec 18 - Dec 19
Total with taxes and fees
Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite

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

Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
Matecumbe
$1,842 nightly
The price is $2,044
Dec 18 - Dec 19
Total with taxes and fees
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
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

Top Upper Matecumbe Key Hotel Reviews

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Holiday Park Resorts information

Number of reviews
11,970
Accommodation
0 Holiday Park Resorts
Lowest Price
$151
Highest Price
$2,534

Explore a world of travel with Expedia