- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Find vacation rentals that suit your style
Learn more about Upper Matecumbe Key
Check out the local area in Upper Matecumbe Key—home to attractions like Bud n' Mary's Dive Center and Florida Keys Brewing Co..

Top reviews in Upper Matecumbe Key




Islander Resort
Islander ResortMatecumbe
10/10 Excellent
Thoroughly enjoyed our stay! H-keeping was reliable in regards to linens/towels but a bit inconsistent when refreshing room amenities (coffee cups, etc).
Thoroughly enjoyed our stay! H-keeping was reliable in regards to linens/towels but a bit inconsistent when refreshing room amenities (coffee cups, etc).
Patrick




Chesapeake Beach Resort
Chesapeake Beach ResortMatecumbe
10/10 Excellent
Great staff friendly as hell. Had a great time relaxed and the place is A1 highly recommend it. I’ll probably be going next week again.
Great staff friendly as hell. Had a great time relaxed and the place is A1 highly recommend it. I’ll probably be going next week again.
Paco




Cheeca Lodge & Spa
Cheeca Lodge & SpaMatecumbe
10/10 Excellent
Great place to stay!!
Great place to stay!!
David




La Jolla Resort
La Jolla ResortMatecumbe
10/10 Excellent
Loved it! Olga at front desk was great, so accommodating and friendly. Great views. Take out the kayaks and go for a spin.. so beautiful. Saw dolphin and manatee. Live music out by bay for sunset was a nice touch! Only con was pool small and out by overseas Highway.
Loved it! Olga at front desk was great, so accommodating and friendly. Great views. Take out the kayaks and go for a spin.. so beautiful. Saw dolphin and manatee. Live music out by bay for sunset was a nice touch! Only con was pool small and out by overseas Highway.
Kathleen




Casa Morada
Casa MoradaMatecumbe
10/10 Excellent
This is a beautiful, quaint boutique hotel. We stayed in the Jungles room. It was beautiful. We only stayed one night on our way to Key West. Wish we had stayed more. It was so lovely.
This is a beautiful, quaint boutique hotel. We stayed in the Jungles room. It was beautiful. We only stayed one night on our way to Key West. Wish we had stayed more. It was so lovely.
Peggy




Pines & Palms Resort
Pines & Palms ResortMatecumbe
10/10 Excellent
Room was nice a roomy. Staff was friendly and attentive. Grounds well kept daily.
Room was nice a roomy. Staff was friendly and attentive. Grounds well kept daily.
Ralph




Bayside Villas by Islander Resort
Bayside Villas by Islander ResortMatecumbe
10/10 Excellent
Very nice and relaxing! These are cute townhouses next to the bay. We rented a Kayak for a few days and it was great exercise. The pool was nice and warm really clean. The beds were super comfortable and there were enough TV for everyone in the house. Once in each bedroom and one in the living room. The sleeping sofa was confortable. The kitchen was fully furnished.
Very nice and relaxing! These are cute townhouses next to the bay. We rented a Kayak for a few days and it was great exercise. The pool was nice and warm really clean. The beds were super comfortable and there were enough TV for everyone in the house. Once in each bedroom and one in the living room. The sleeping sofa was confortable. The kitchen was fully furnished.
Miami Resident




Amara Cay Resort
Amara Cay ResortMatecumbe
10/10 Excellent
This resort was amazing!! And not to mention gorgeous! Can't wait to come back. The staff were attentive to our needs and very friendly. It was close enough to restaurants, shopping, and activities in the area.
This resort was amazing!! And not to mention gorgeous! Can't wait to come back. The staff were attentive to our needs and very friendly. It was close enough to restaurants, shopping, and activities in the area.
Kasha




Sands of Islamorada
Sands of IslamoradaMatecumbe
10/10 Excellent
We loved the Sands and plan to return. The rooms are nicely decorated and are cozy. Our room had a mini dining set, full size fridge, microwave, toaster, glassware, TV with cable. There was even a sitting area for the front porch. Pool and hot tub were across from the room and were perfect as well. The Sands has a hammock for lounging and a grill.
The people are so nice that you feel like family. I've already recommended it to friends and can't wait to go back - it was the highlight of our...
We loved the Sands and plan to return. The rooms are nicely decorated and are cozy. Our room had a mini dining set, full size fridge, microwave, toaster, glassware, TV with cable. There was even a sitting area for the front porch. Pool and hot tub were across from the room and were perfect as well. The Sands has a hammock for lounging and a grill.
The people are so nice that you feel like family. I've already recommended it to friends and can't wait to go back - it was the highlight of our...
Sherry




La Siesta Resort & Villas
La Siesta Resort & VillasMatecumbe
10/10 Excellent
Great place
Great place
Norma




Hadley Resort and Marina
Hadley Resort and MarinaMatecumbe
10/10 Excellent
Location
Location
Anonymous traveler




Kona Kai Resort and Gallery - Adults Only
Kona Kai Resort and Gallery - Adults OnlyRock Harbor
10/10 Excellent
Best getaway in the Keys. Quiet, good vibes and friendly staff. Highly recommended.
Best getaway in the Keys. Quiet, good vibes and friendly staff. Highly recommended.
Audrey




Ragged Edge Resort & Marina
Ragged Edge Resort & MarinaIslamorada
10/10 Excellent
From start to finish, this was way more than we expected. Property has been refreshed and looks great. Pool is amazing with views of the ocean. Boat docking and ramp access was easy. Super nice staff and overall great service quiet and beautiful for the family. I mean we are definitely coming back. I want to thank April for a superb help.
From start to finish, this was way more than we expected. Property has been refreshed and looks great. Pool is amazing with views of the ocean. Boat docking and ramp access was easy. Super nice staff and overall great service quiet and beautiful for the family. I mean we are definitely coming back. I want to thank April for a superb help.
Alejandro




Coconut Palm Inn
Coconut Palm InnTavernier
10/10 Excellent
A beautiful, hidden gem right on the water. They have kayaks and paddleboards to use with no cost. Complimentary breakfast, smores and wine. Everything was cleaned well. All the staff was friendly and helpful, especially Ashley. We were beyond impressed with the communication and helpfulness.
We spoke to the gentleman who was renovating the rooms (even when he worked it was a quiet and peaceful place), and learned there will soon be a houseboat as a room to rent.
A beautiful, hidden gem right on the water. They have kayaks and paddleboards to use with no cost. Complimentary breakfast, smores and wine. Everything was cleaned well. All the staff was friendly and helpful, especially Ashley. We were beyond impressed with the communication and helpfulness.
We spoke to the gentleman who was renovating the rooms (even when he worked it was a quiet and peaceful place), and learned there will soon be a houseboat as a room to rent.
K




Dolphin Point Villas
Dolphin Point VillasKey Largo
10/10 Excellent
We stayed here on our way back from key west to lighten trip to FLL airport. We were in love with this place! Every thing about it, location, the high ceilings, the incredibly comfortable beds-the brand new smell of all dwellings. I also was in love with the toiletries that were provided!!! Never have I love a hotel toiletry before. All staff was very professional and friendly. The sunset on the pier was incredible, and our suite was overlooking the pool and it was amazing for a late night swim,...
We stayed here on our way back from key west to lighten trip to FLL airport. We were in love with this place! Every thing about it, location, the high ceilings, the incredibly comfortable beds-the brand new smell of all dwellings. I also was in love with the toiletries that were provided!!! Never have I love a hotel toiletry before. All staff was very professional and friendly. The sunset on the pier was incredible, and our suite was overlooking the pool and it was amazing for a late night swim,...
Sherrie L.




Atlantic Bay Resort
Atlantic Bay ResortTavernier
10/10 Excellent
Classic keys hotel. Room was very clean and bed was very comfortable. Area was very quiet, but close to other things. I would stay again and would recommend to others
Classic keys hotel. Room was very clean and bed was very comfortable. Area was very quiet, but close to other things. I would stay again and would recommend to others
Emily




Lime Tree Bay Resort
Lime Tree Bay ResortLong Key
10/10 Excellent
Staff was extremely helpful and friendly. Property was very clean. Kayaks, bikes, ping pong table, cornhole, hammocks, picnic tables, 2 heated pools, lounge chairs, beach towels, coffee, all at our disposal, and free of charge. Restaurant on premises.
Staff was extremely helpful and friendly. Property was very clean. Kayaks, bikes, ping pong table, cornhole, hammocks, picnic tables, 2 heated pools, lounge chairs, beach towels, coffee, all at our disposal, and free of charge. Restaurant on premises.
Jack




The Ocean View Inn & Pub
The Ocean View Inn & PubIslamorada
10/10 Excellent
Great clean room. Staff was great. Ive wanted to stay there for years and wasn't disappointed
Great clean room. Staff was great. Ive wanted to stay there for years and wasn't disappointed
Elaine



