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

Search Inns in Upper Matecumbe Key

  • 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
Jul 10 - Jul 12
In two weeks
Jul 17 - Jul 19
In one month
Jul 31 - Aug 2
In two months
Aug 28 - Aug 30
No exact matches found, but these alternatives could be just right

Recommended hotels in Upper Matecumbe Key

Private beach, white sand, sun loungers, beach towels

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,744 reviews)
"Very attentive service great breakfast and beautiful room."
United States
Patrick
$245 nightly
The price is $275
Jul 5 - Jul 6
Total with taxes and fees
Chesapeake Beach Resort
Exterior

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (704 reviews)
"Enjoyed this place."
United States
Christopher
$112 nightly
The price is $126
Jul 1 - Jul 2
Total with taxes and fees
Breezy Palms Resort
Balcony

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,330 reviews)
"Perfect couple stay"
United States
Yiset
$232 nightly
The price is $261
Jul 1 - Jul 2
Total with taxes and fees
Cheeca Lodge & Spa
Room, 1 King Bed with Sofa bed, Oceanfront (Alligator Reef, Lanai) | View from room

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,288 reviews)
"Good place to stay, very friendly staff and great breakfast!"
United Kingdom
Christos
$243 nightly
The price is $273
Jul 16 - Jul 17
Total with taxes and fees
Amara Cay Resort
Exterior

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,067 reviews)
"Beautiful rooms and resort."
United States
Neha
$292 nightly
The price is $329
Jul 19 - Jul 20
Total with taxes and fees
Islander Resort
Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,006 reviews)
"Our families really enjoyed our stay there new favorite"
United States
Marc
$268 nightly
The price is $302
Jul 13 - Jul 14
Total with taxes and fees
La Siesta Resort & Villas
Restaurant

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (447 reviews)
"We loved our stay and can’t wait to go back. You have use of both the Bayside Villas and the Islander Resort amenities."
United States
Sarah
$334 nightly
The price is $376
Jul 16 - Jul 17
Total with taxes and fees
Bayside Villas by Islander Resort
Exterior

Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (444 reviews)
"Clean and relaxing"
United States
Pete
$289 nightly
The price is $325
Jul 6 - Jul 7
Total with taxes and fees
Casa Morada
House, 3 Bedrooms, Ocean View, Oceanfront | Lanai

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (1,002 reviews)
"Good location and great staff"
United States
adrian
$200 nightly
The price is $224
Jul 1 - Jul 2
Total with taxes and fees
La Jolla Resort
Outdoor pool

Sunset Inn

Sunset Inn
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 reviews)
"Very nice place to stay. Quiet, well kept, and located near many things to do."
United States
David
$164 nightly
The price is $185
Jul 22 - Jul 23
Total with taxes and fees
Sunset Inn
Oceanfront Three Bedroom Villa | Premium bedding, individually decorated, individually furnished

Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,000 reviews)
"Wonderful property and friendly staff. Rooms were lovely and beds very comfortable"
Canada
Jonathan
$308 nightly
The price is $347
Jul 15 - Jul 16
Total with taxes and fees
Pines & Palms Resort
Beach umbrellas, beach towels

Sands of Islamorada

Sands of Islamorada
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (414 reviews)
$214 nightly
The price is $241
Jul 13 - Jul 14
Total with taxes and fees
Sands of Islamorada
Balcony view

Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,004 reviews)
"Excellent and great location. Definitely would stay again."
United States
George
$151 nightly
The price is $170
Jul 6 - Jul 7
Total with taxes and fees
Hadley Resort and Marina
Balcony view

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (76 reviews)
"What a wonderful venue for our last 2 nights in the Keys. This place is a hidden gem. The entire staff, especially Edith, the bartender, were fantastic."
United States
Michael
$688 nightly
The price is $774
Jul 6 - Jul 7
Total with taxes and fees
The Islands of Islamorada
Marina

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
Jul 7 - Jul 8
Total with taxes and fees
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
Outdoor dining

Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite

Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
Matecumbe
$1,860 nightly
The price is $2,064
Jul 7 - Jul 8
Total with taxes and fees
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
Property grounds

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

Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite
Matecumbe
$1,701 nightly
The price is $1,889
Jul 7 - Jul 8
Total with taxes and fees
Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite
Property grounds

Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite

Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
Matecumbe
$3,411 nightly
The price is $3,786
Jul 7 - Jul 8
Total with taxes and fees
Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
Terrace/patio

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
Jul 7 - Jul 8
Total with taxes and fees
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
Property grounds

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

Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
Matecumbe
$1,836 nightly
The price is $2,038
Jul 7 - Jul 8
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Upper Matecumbe Key Hotel Reviews

Waterside Suites & Marina

Waterside Suites & Marina

8/10 Good
"The staff texted with updates or answered any questions I had promptly. Very convenient location. Comfortable sleep and 2 story living"
VERONICA 3-night trip
Posted 7 hours ago
Waterside Suites & Marina

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Inns information

Number of reviews
12,528
Accommodation
0 Inns
Lowest Price
$126
Highest Price
$3,786

Explore a world of travel with Expedia