
Upper Matecumbe Key Holidays from £934
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Top Upper Matecumbe Key Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.

Nobu Hotel Miami Beach
Mid Beach
Price was £1,363, price is now £934 per person
£934
per person
24 Jul - 28 Jul
found 1 day ago
Return direct flight included
London (LHR) to Miami (MIA)
8.6/10 Excellent! (1,388 reviews)
I stayed at the nobu the staff was absolutely amazing and definitely took care of us every step of the way I got a complimentary upgrade for my birthday, which was really nice. The one thing I will say is that the cleanliness of the resort was immaculate however, when it came to my room, there was a few problems that I didn’t notice. There was hair in the shower all over the walls, which was not the best thing to walk into when showering upon arrival there was also hair on my bed head which definitely grossed me out. The room was very nice although it did need some minor maintenance and upgrades such as the peeling on the faucets and just the areas of looking very worn such as the chairs overall, my time was great, but I do think that they need to do a better job with cleaning.
Reviewed on 17 Jun 2026


Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Price was £1,715, price is now £1,181 per person
£1,181
per person
10 Aug - 17 Aug
found 18 hours ago
Return direct flight included
London (LON) to Miami (MIA)
9/10 Wonderful! (205 reviews)
Overall our stay was nice. We loved the shores pool, and paid extra for ocean view and balcony, which was ruined by the sargassum(out of resorts control of course). Also the balcony was not a private balcony attached to our room, it was just an extension off the walk way open to anyone really, so that part is kind of deceiving.
Also, not like a huge deal, but we are huge sports fans and we were trying to watch the FiFa and basketball championships game, and there was no cable.
Called to try and have it fixed, and they came and fixed it, but there was no directory and there were only 10 channels available, not nba championship game channel. And you had to shuffle through the 100 channels to find random channel that worked. (Again, not a huge deal breaker, but for price, should function)
There was also, black mold in the bathroom. I called and alerted front desk twice, they did not seem to care.
I had a “vip package” and was supposed to have a late checkout @1pm, and they told me no, that even though that was apart of my package I still was supposed to to call and request it.
I did like how close the resort was too a lot of things, and walking distance to good breakfast place frenchies cafe(great coffee)!
Reviewed on 16 Jun 2026

The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was £2,439, price is now £1,716 per person
£1,716
per person
10 Aug - 17 Aug
found 18 hours ago
Return direct flight included
London (LON) to Key West (EYW)
9.2/10 Wonderful! (558 reviews)
We loved staying here and highly recommended it. Only thing that people might not like is the solo musicians play till 11pm every night. We didn’t mind it since we are not early birds.
Reviewed on 7 Jun 2026

Amara Cay Resort
Matecumbe
Price was £1,630, price is now £1,165 per person
£1,165
per person
10 Aug - 17 Aug
found 18 hours ago
Return direct flight included
London (LON) to Miami (MIA)
8.8/10 Excellent! (1,300 reviews)
We had a wonderful stay at Amara Cay and recommend it for an unforgettable vacation. We were treated with great kindness, and the place is beautiful.
Reviewed on 15 Jun 2026
Upper Matecumbe Key Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
Top hotels in Upper Matecumbe Key

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is £203 per night from 7 Jul to 8 Jul
£203
7 Jul - 8 Jul
includes taxes & fees
9.2/10 Wonderful! (1,762 reviews)
"Breakfast selection each day was excellent. Room was clean, just a little noisy from upstairs kids footsteps in the morning. 2 pools were great although main pool in need of resurfacing and a bit too warm, understandable due to 90+ temps. Love the free kayaks and paddle boards. Staff was very friendly ..."
Reviewed on 16 Jun 2026

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
The price is £229 per night from 16 Jul to 17 Jul
£229
16 Jul - 17 Jul
includes taxes & fees
9.2/10 Wonderful! (1,333 reviews)
"We had a wonderful stay and really loved the resort. The room and balcony were absolutely perfect. My one suggestion would be to consider making one of the two beachfront pools adults-only. There is already an adults-only pool on the property, which is a nice option, but it’s located in the middle ..."
Reviewed on 15 Jun 2026

Islander Resort
82100 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
The price is £265 per night from 9 Jul to 10 Jul
£265
9 Jul - 10 Jul
includes taxes & fees
9.4/10 Exceptional! (1,061 reviews)
"Everything was great, we had a nice & relaxing time."
Reviewed on 16 Jun 2026
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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