Find Beach Hotels in Upper Matecumbe Key, FL

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Top Upper Matecumbe Key Beach Hotels

La Jolla Resort

2.5 star property
Matecumbe
  • On private beach
  • Outdoor pool
9.0 out of 10, Wonderful, (1001)
La Jolla Resort

Chesapeake Beach Resort

3.5 star property
Matecumbe
  • On private beach
  • Beach loungers
  • 2 outdoor pools
9.2 out of 10, Wonderful, (1552)
This coastal retreat offers marina views plus two refreshing outdoor pools. Beach towels and loungers await, while kayaking, fishing, and boat tours create endless adventures. Nearby snorkeling and jet skiing provide additional thrills on turquoise waters.
The price is NT$4,379
NT$6,667 total
includes taxes & fees
Nov 9 - Nov 10
Chesapeake Beach Resort

Pines & Palms Resort

3.0 star property
Matecumbe
  • On private beach
  • Beach bar
  • Beach loungers
  • Outdoor pool
9.2 out of 10, Wonderful, (1009)
This waterfront resort boasts a sandy private beach with complimentary loungers and towels. Adventurous spirits can enjoy snorkeling, kayaking, and parasailing, while those seeking tranquility find solace in beach yoga sessions or refreshing cocktails at the shoreline bar.
Pines & Palms Resort

Islander Resort

4.0 star property
Matecumbe
  • On private beach
  • Beach bar
  • Beach cabanas
  • Beach loungers
  • 2 outdoor pools
9.2 out of 10, Wonderful, (1002)
This oceanfront hideaway delights with beach volleyball, kayaking, and paddleboarding right at your doorstep. After exploring turquoise waters, savor beachfront dining, sip refreshing cocktails at the shore bar, then retreat to spacious rooms amid tropical gardens.
The price is NT$7,177
NT$10,163 total
includes taxes & fees
Nov 16 - Nov 17
Islander Resort

Breezy Palms Resort

2.5 star property
Matecumbe
  • On the beach
  • Beach towels
  • Outdoor pool
8.8 out of 10, Excellent, (558)
The oceanfront location provides direct beach access with complimentary towels for sun-seekers. Spotlessly clean apartments feature fully equipped kitchens and private balconies. A refreshing pool, marina, and peaceful atmosphere complete this Florida Keys escape.
The price is NT$2,141
NT$3,519 total
includes taxes & fees
Nov 11 - Nov 12
Breezy Palms Resort

Amara Cay Resort

4.0 star property
Matecumbe
  • On private beach
  • Beachfront dining
  • Beach towels
  • Outdoor pool
8.8 out of 10, Excellent, (1243)
The turquoise waters of a private beach beckon at this coastal haven. Adventure seekers can grab kayaks or snorkeling gear before retreating to the outdoor pool with its lively bar. A shuttle whisks guests to nearby excursions while on-site restaurants offer spectacular ocean views.
The price is NT$4,782
NT$7,433 total
includes taxes & fees
Nov 30 - Dec 1
Amara Cay Resort

La Siesta Resort & Villas

4.0 star property
Matecumbe
  • On private beach
  • Beach towels
  • Outdoor pool
8.8 out of 10, Excellent, (1001)
A coastal haven where sandy shores meet adventure. This resort delivers tranquility with beach access, complimentary towels, and water activities from fishing to kayaking. After exploring nearby hiking trails, unwind by the outdoor pool with a refreshing drink from the pool bar.
The price is NT$4,573
NT$7,199 total
includes taxes & fees
Nov 30 - Dec 1
La Siesta Resort & Villas

Bayside Villas by Islander Resort

3.5 star property
Matecumbe
  • Near the beach
  • Outdoor pool
8.8 out of 10, Excellent, (392)
This Florida Keys waterfront retreat offers more than just spectacular sunsets. Kayaking, sailing, and motorboating await at the doorstep, while three restaurants satisfy after a day of adventure. A quick 11-minute drive connects guests to pristine beaches.
The price is NT$6,682
NT$9,606 total
includes taxes & fees
Nov 20 - Nov 21
Bayside Villas by Islander Resort

Cheeca Lodge & Spa

5.0 star property
Matecumbe
  • On private beach
  • Beachfront dining
  • Beach loungers
  • 3 outdoor pools
9.2 out of 10, Wonderful, (1252)
This beachside haven offers a complete coastal experience with umbrellas and loungers dotting the private shoreline. Adventurers can enjoy snorkeling, sailing and parasailing, while those seeking tranquility indulge in beach massages and yoga classes.
The price is NT$6,156
NT$9,014 total
includes taxes & fees
Nov 20 - Nov 21
Cheeca Lodge & Spa

Sands of Islamorada

2.5 star property
Matecumbe
  • Beach umbrellas
  • Outdoor pool
8.8 out of 10, Excellent, (389)
The morning sun creates a spectacular display over the water at this peaceful Keys retreat. Spacious, well-equipped rooms provide comfort after days spent at the clean outdoor pool or nearby beaches. Guests appreciate the quiet atmosphere and convenient amenities.
The price is NT$4,610
NT$5,604 total
includes taxes & fees
Nov 9 - Nov 10
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.

Top Upper Matecumbe Key Hotel Reviews

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