Search Guest Houses in Upper Matecumbe Key

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Compare 2 Guest Houses in Upper Matecumbe Key with updated reviews, rates, and availability.

Private beach, sun loungers, beach umbrellas, beach towels

"Love Cheeca"

￥134,982 total

includes taxes & fees

Apr 6 - Apr 7

Private beach, white sand, sun loungers, beach towels

"Most amazing views "

￥57,826 total

includes taxes & fees

Mar 13 - Mar 14

"The property and room were very clean. All the staff weee friendly and accommodating. Great food and drinks at the bar. They had a free shuttle to take you to restaurants for dinner. I loved that they had sister properties you could use as well."

￥64,604 total

includes taxes & fees

Mar 23 - Mar 24

"It would be nice to have music during the day Coffee availability would be a great idea as well Loved the property, the staff and convenience to other restaurants and shopping Highly recommend!!"

￥70,421 total

includes taxes & fees

Apr 6 - Apr 7

"The property was beautiful and the staff was very friendly. The WiFi was not working very well."

￥59,614 total

includes taxes & fees

Apr 1 - Apr 2

"Very friendly. Easy to walk to bars and restaurants"

￥48,105 total

includes taxes & fees

Mar 13 - Mar 14

"Pool was clean and warm Nice size Friendly helpful staff Large rooms"

￥38,707 total

includes taxes & fees

Apr 6 - Apr 7

"It was great with a view"

￥48,922 total

includes taxes & fees

Mar 24 - Mar 25

"New, clean and comfortable property. Beautiful sunrises from the resort dock!"

Outdoor pool, a heated pool, pool umbrellas, sun loungers

"3/2025 appears new, very clean. "

￥71,219 total

includes taxes & fees

Mar 19 - Mar 20

Suite, 1 King Bed with Sofa bed, Kitchenette, Oceanfront | Terrace/patio

"If you are looking for a hotel on the smaller side, this is a winner. The room was nice and very clean. Small pool, some beachy area to sit, bbq’s, and a parrot enclosure that was entertaining. It’s in a good location for Islamorada restaurants. If you’re looking for a large property and pool with lots of amenities, this isn’t for you. If you’re looking for quiet and clean in a good location, I recommend this hotel."

￥43,098 total

includes taxes & fees

Mar 23 - Mar 24

Outdoor pool, pool umbrellas, sun loungers

"It was ok I suppose. Not really worth the money. "

￥107,144 total

includes taxes & fees

Apr 5 - Apr 6

"A beautiful location. Samantha (manager) was so welcoming and helpful. Fresh breakfast available, soft towels, lovely products provided. We had an amazing stay, wish it could have been for longer."

￥68,749 total

includes taxes & fees

Mar 24 - Mar 25

Standard Room, 2 Bedrooms, Non Smoking, Private Bathroom (Mama Linda Houseboat) | Terrace/patio

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Other property types in Upper Matecumbe Key

"We visited Breezy Palms for our 20th wedding anniversary. We took advantage of the boat rental on site, had a great day on the water. Played cards on our lanai. Used the lovely pool, walked to local restaurants, and had a memorable time. Definitely will be back!"

￥33,546 total

includes taxes & fees

Apr 6 - Apr 7

2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers

"Everything was lovely except I felt rushed on my departure date. A front desk representative knocked around 9am to find out what time I was leaving. If your check out policy is 11am, you should not knock on people’s door to find out what time they are planning on leaving. It doesn’t feel like a luxurious experience when you do. In addition to the early knock, the entire housekeeping staff was waiting by my front door when I checked out at 10:25. What if I wasn’t checking out at 10:25 and was...

￥104,499 total

includes taxes & fees

Apr 6 - Apr 7

"Love this place! Very friendly and secluded. Not your typical resort-look elsewhere if that’s what you want. But if you want a friendly private sailing camp where you hang out with other fun people and like to sail and kayak, this is absolutely it! The use of the sailboat alone more than pays for the room."