Hotels in Upper Matecumbe Key

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Check prices for these dates

Tonight
Jan 17 - Jan 18
Tomorrow
Jan 18 - Jan 19
Next weekend
Jan 23 - Jan 25
In two weeks
Jan 30 - Feb 1

Where to stay in Upper Matecumbe Key?

House, 3 Bedrooms, Ocean View, Oceanfront | Lanai
La Jolla Resort
La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Serene oceanfront escape with a private beach and outdoor pool in Islamorada.
La Jolla Resort
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, (1,633 reviews)
  • cleanliness
    Escape to a peaceful ocean retreat with breathtaking sunset views in Islamorada.
The price is CNY1,317
CNY1,874 total
includes taxes & fees
Jan 26 - Jan 27
Chesapeake Beach Resort
Outdoor pool, free cabanas
Sunset Inn
Sunset Inn
3.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Secluded tropical haven with free bikes for exploring Islamorada's treasures.
The price is CNY1,202
CNY1,431 total
includes taxes & fees
Jan 27 - Jan 28
Sunset Inn
Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | View from room
Amara Cay Resort
Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,263 reviews)
The price is CNY1,500
CNY2,197 total
includes taxes & fees
Jan 21 - Jan 22
Amara Cay Resort
Balcony
Cheeca Lodge & Spa
Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,290 reviews)
The price is CNY2,083
CNY2,853 total
includes taxes & fees
Jan 22 - Jan 23
Cheeca Lodge & Spa
Balcony view
Hadley Resort and Marina
Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,000 reviews)
The price is CNY1,220
CNY1,600 total
includes taxes & fees
Jan 21 - Jan 22
Hadley Resort and Marina
Exterior
Islander Resort
Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 reviews)
The price is CNY2,231
CNY2,980 total
includes taxes & fees
Jan 29 - Jan 30
Islander Resort
Exterior
Breezy Palms Resort
Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (609 reviews)
  • cleanliness
    Coastal hideaway with marina access just steps from Breezy Palms Beach.
The price is CNY1,334
CNY1,862 total
includes taxes & fees
Jan 22 - Jan 23
Breezy Palms Resort
Beach umbrellas, beach towels
Sands of Islamorada
Sands of Islamorada
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (394 reviews)
The price is CNY1,254
CNY1,505 total
includes taxes & fees
Jan 22 - Jan 23
Sands of Islamorada
Exterior
Casa Morada
Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (417 reviews)
  • cleanliness
    Florida Keys retreat with complimentary bikes and bayfront relaxation.
The price is CNY3,245
CNY4,198 total
includes taxes & fees
Jan 25 - Jan 26
Casa Morada
Restaurant
Bayside Villas by Islander Resort
Bayside Villas by Islander Resort
3.5 star property
Matecumbe
8.8 out of 10, Excellent, (405 reviews)
The price is CNY2,468
CNY3,247 total
includes taxes & fees
Feb 4 - Feb 5
Bayside Villas by Islander Resort
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)
  • cleanliness
    Private beachfront escape with a marina and outdoor pool in Islamorada.
Pines & Palms 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, (1,002 reviews)
  • cleanliness
    Spacious keys escape with marina access and attentive staff at your service.
The price is CNY2,159
CNY2,938 total
includes taxes & fees
Jan 22 - Jan 23
La Siesta Resort & Villas
On the beach, sun loungers, beach umbrellas, beach towels
The Islands of Islamorada
The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (70 reviews)
  • cleanliness
    Escape to Islamorada's waterfront villas with dual pools and a rejuvenating hot tub.
The price is CNY4,243
CNY5,157 total
includes taxes & fees
Jan 28 - Jan 29
The Islands of Islamorada
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor
Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Unwind at this oceanfront Art Deco gem with free kayaking and bicycles.
The price is CNY1,095
CNY1,476 total
includes taxes & fees
Jan 21 - Jan 22
Drop Anchor
Exterior
Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1,002 reviews)
  • cleanliness
    Oceanfront retreat in Islamorada boasts art deco charm and complimentary kayaking.
The price is CNY1,190
CNY1,566 total
includes taxes & fees
Jan 19 - Jan 20
Fisher Inn Resort & Marina
Classic Room, Patio, Garden View | Free WiFi
The Ocean View Inn & Pub
The Ocean View Inn & Pub
2.0 star property
Islamorada
8.6 out of 10, Excellent, (14 reviews)
  • cleanliness
    Experience paradise at oceanfront hotel with restaurant in laid-back Islamorada.
The price is CNY1,702
CNY1,914 total
includes taxes & fees
Jan 28 - Jan 29
The Ocean View Inn & Pub
In-room safe, individually decorated, individually furnished
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (132 reviews)
  • cleanliness
    Oceanfront paradise with marina access and 3 outdoor pools to explore.
The price is CNY2,008
CNY2,721 total
includes taxes & fees
Jan 22 - Jan 23
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
25-inch flat-screen TV with digital channels, TV
Treasure Harbor
Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (124 reviews)
  • cleanliness
    Oceanfront Florida Keys escape with on-site dock and pool for tropical getaways.
Treasure Harbor
Exterior
Ragged Edge Resort & Marina
Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (215 reviews)
  • cleanliness
    Waterfront paradise in Islamorada with private marina and outdoor pool.
Ragged Edge Resort & 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.
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Showing deals for:Jan 18 - Jan 19
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,633 reviews)
We have 1 left at
The price is CNY1,318
per night
CNY1,875 total
includes taxes & fees
Chesapeake Beach Resort
Showing deals for:Jan 23 - Jan 25
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,633 reviews)
We have 1 left at
The price is CNY2,377
per night
CNY6,133 total
includes taxes & fees
Chesapeake Beach Resort

Check out pet-friendly hotels in Upper Matecumbe Key

Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1633)
The price is CNY1,317
CNY1,874 total
includes taxes & fees
Jan 26 - Jan 27
Chesapeake Beach Resort
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You can also stay at hotels with an ocean view in Upper Matecumbe Key

Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1633)
The price is CNY1,317
CNY1,874 total
includes taxes & fees
Jan 26 - Jan 27
Chesapeake Beach Resort
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 landmarks in South Florida

Islamorada_BudnMarysDiveCenter_6069243-0004

Bud n' Mary's Dive Center

4.4/5 (265 reviews)
You can stroll along Bud n' Mary's Dive Center for relaxing water views when you're in Matecumbe. Hotels.com travelers also say the area is relaxing and has lots of nice beaches. Islamorada has other activities you might want to enjoy such as Everglades National Park.
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Florida Keys Brewing Co. showing signage

Florida Keys Brewing Co.

4.6/5 (152 reviews)
Matecumbe is home to Florida Keys Brewing Co., so why not stop by during your stay in Islamorada. Islamorada has other activities you might want to enjoy such as Everglades National Park.
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Learn more about Upper Matecumbe Key

Upper Matecumbe Key is applauded for its cultural attractions such as MoradaWay Arts & Cultural District and History of Diving Museum.

See all hotels in Upper Matecumbe Key
Islamorada Florida. Beautiful Beach and Amazing Fishing. What else can you ask for.
Photo by Cameron Abbott
Open Photo by Cameron Abbott

Check out reviews of Upper Matecumbe Key hotels guests love

Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Very quiet and clean! Staff were very friendly and accommodating! Close to great restaurants and dive shops."
David 3-night trip
Posted 2 days ago
Waterside Suites & Marina

Frequently asked questions

Why should I book my Upper Matecumbe Key accommodation with Hotels.com?
There are lots of reasons to book your Upper Matecumbe Key trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.