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

Search Guest Houses in Upper Matecumbe Key

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
25 Sept - 27 Sept
In two weeks
2 Oct - 4 Oct
In one month
16 Oct - 18 Oct
In two months
13 Nov - 15 Nov

Our top choices for Upper Matecumbe Key guest houses

Terrace/patio

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

Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
Matecumbe
The price is £957
includes taxes & fees
27 Sept - 28 Sept
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
Marina

2. Charming Suite @Islamorada With Pool Access - Twilight Suite

Charming Suite @Islamorada With Pool Access - Twilight Suite
Matecumbe
The price is £1,914
includes taxes & fees
27 Sept - 28 Sept
Charming Suite @Islamorada With Pool Access - Twilight Suite
Property grounds

3. Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite

Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
Matecumbe
The price is £1,912
includes taxes & fees
27 Sept - 28 Sept
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
Marina

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

Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite
Matecumbe
The price is £1,818
includes taxes & fees
27 Sept - 28 Sept
Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite
Exterior

5. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (271 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
The price is £88
includes taxes & fees
21 Sept - 22 Sept
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.
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

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Todo"
Lisandra 3-night trip
Posted 2 hours ago
Chesapeake Beach Resort

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Guest Houses information

Number of reviews
271
Accommodation
6 Guest Houses
Lowest Price
£88
Highest Price
£88

Explore a world of travel with Expedia