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Our top choices for Upper Matecumbe Key condo rentals

Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay
3.0 star property
Matecumbe
9.8 out of 10, Exceptional, (6 reviews)
"Easy check in if you come After business hours. Kayaks and sport equipment available. Has a small beach which is unique to the Keys. Pool pretty much vacant at all times. Great views. Highly recommend."
United States
Dana
The price is AED 600
AED 799 total
includes taxes & fees
23 Jun - 24 Jun
Caloosa Cove Resort by CoolVacay

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (115 reviews)
"Everything was wonderful! We enjoyed our stay very much. "
United States
Colleen D.
The price is AED 694
AED 1,607 total
includes taxes & fees
23 Jun - 24 Jun
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Florida Keys Getaway - Slps 4 - Ocean View

Florida Keys Getaway - Slps 4 - Ocean View
Tavernier
9.8 out of 10, Exceptional, (32 reviews)
"A comfortable little condo, conveniently located for exploring the Keys. There’s a nice pool and small beach area with a bar/restaurant that are well maintained."
United States
Stephen
The price is AED 399
AED 1,227 total
includes taxes & fees
16 Jul - 17 Jul
Florida Keys Getaway - Slps 4 - Ocean View

Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo

Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo
Tavernier
9.6 out of 10, Exceptional, (227 reviews)
"Great location, lovely pool area, and the owner was very easy to communicate with answering our questions!"
United States
Cathy M.
The price is AED 735
AED 1,612 total
includes taxes & fees
23 Jul - 24 Jul
Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo

Flip-Flops & Sunshine: Islamorada Studio Escape

Flip-Flops & Sunshine: Islamorada Studio Escape
Matecumbe
10.0 out of 10, Exceptional, (6 reviews)
"Very nice clean place. Pool amazing with great views of ocean"
United States
Dawn S.
The price is AED 621
AED 896 total
includes taxes & fees
25 Jun - 26 Jun
Flip-Flops & Sunshine: Islamorada Studio Escape

Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen

Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen
Tavernier
10.0 out of 10, Exceptional, (21 reviews)
"Cute place! Plenty of room for our family with beautiful view from the balcony. The pool and beach were perfect. We’d stay again! "
United States
Erin G.
The price is AED 738
AED 1,754 total
includes taxes & fees
22 Jul - 23 Jul
Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen

Ocean View Overlooking Marina Ocean Pointe 5305

Ocean View Overlooking Marina Ocean Pointe 5305
Tavernier
10.0 out of 10, Exceptional, (27 reviews)
"Great place with a wonderful view. It has everything you need in the kitchen. We would definitely stay there again. "
United States
Edwina S.
Ocean View Overlooking Marina Ocean Pointe 5305

Modern and Coastal Ocean Pointe 2307

Modern and Coastal Ocean Pointe 2307
Tavernier
10.0 out of 10, Exceptional, (133 reviews)
"There’s plenty to do for families of all ages at Ocean Pointe, and the condo was an extremely comfortable place to do it from. The hosts made us feel welcome, and we appreciated their care. "
United States
Sherry G.
The price is AED 727
AED 1,790 total
includes taxes & fees
15 Jul - 16 Jul
Modern and Coastal Ocean Pointe 2307

Captains Quarters Ocean Pointe 4405

Captains Quarters Ocean Pointe 4405
Tavernier
10.0 out of 10, Exceptional, (14 reviews)
"We had a very pleasant weekend away with all the comforts of home, yet even better with the amazing view! Great communication with the host with quick pleasant responses. The property is conveniently located and easy to get around. "
United States
Debbie W.
The price is AED 984
AED 2,107 total
includes taxes & fees
27 Jun - 28 Jun
Captains Quarters Ocean Pointe 4405

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (169 reviews)
"Condo was beautiful would definitely stay here again."
United States
Dan M.
The price is AED 661
AED 1,567 total
includes taxes & fees
23 Jun - 24 Jun
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

OP-2 Ocean View w/heated pool beach marina

OP-2 Ocean View w/heated pool beach marina
Tavernier
8.6 out of 10, Excellent, (12 reviews)
"Great location, thoughtful set-up. "
United States
Michelle J.
The price is AED 716
AED 1,219 total
includes taxes & fees
24 Jun - 25 Jun
OP-2 Ocean View w/heated pool beach marina

Lazy Daze Double King Suite Ocean Pointe 2310

Lazy Daze Double King Suite Ocean Pointe 2310
Tavernier
9.8 out of 10, Exceptional, (34 reviews)
"Loved the beach and pool."
United States
Haley P.
Lazy Daze Double King Suite Ocean Pointe 2310

Family 1BR w/ Ocean View, Pool & Beach Access

Family 1BR w/ Ocean View, Pool & Beach Access
Tavernier
10.0 out of 10, Exceptional, (1 review)
"It wasn’t exactly the photos that they showed online, but they do tell you that in advance. They were working on some updates when we were there, which was nice to see."
United States
Jodi M.
The price is AED 453
AED 1,040 total
includes taxes & fees
6 Jul - 7 Jul
Family 1BR w/ Ocean View, Pool & Beach Access

Ocean view condo with balcony/marina view

Ocean view condo with balcony/marina view
Tavernier
8.6 out of 10, Excellent, (45 reviews)
"Rooms were spacious and a short drive to most of the attractions we wanted to do. Rooms and bathrooms were gorgeous!"
United States
Cindy
The price is AED 747
AED 1,599 total
includes taxes & fees
29 Jun - 30 Jun
Ocean view condo with balcony/marina view

Ocean Pointe - Pool, Hot Tub, View, Beach, Parking

Ocean Pointe - Pool, Hot Tub, View, Beach, Parking
Tavernier
10.0 out of 10, Exceptional, (3 reviews)
"Nelson was very responsive and a wonderful host. The unit was excellent! The best we have ever stayed in. We will most certainly be back "
United States
barbara m.
The price is AED 719
AED 1,658 total
includes taxes & fees
6 Jul - 7 Jul
Ocean Pointe - Pool, Hot Tub, View, Beach, Parking

Salty Mermaid Ocean Pointe 4406

Salty Mermaid Ocean Pointe 4406
Tavernier
10.0 out of 10, Exceptional, (2 reviews)
"We had an amazing stay at the Salty Mermaid. We enjoyed gorgeous sunrises every morning! The condo was beautiful, comfortable, and clean. We would definitely stay here again."
United States
Nicole W.
The price is AED 904
AED 2,024 total
includes taxes & fees
30 Jun - 1 Jul
Salty Mermaid Ocean Pointe 4406

Saltair Loft Ocean Pointe 2 BR 2 BA 1411

Saltair Loft Ocean Pointe 2 BR 2 BA 1411
Tavernier
10.0 out of 10, Exceptional, (5 reviews)
"Everything was perfect and the hosts were super helpful with recommendations for places to eat"
United States
Tricia L.
Saltair Loft Ocean Pointe 2 BR 2 BA 1411

Marina and Ocean View, 2 Bed, 2 Bath End Unit 4201

Marina and Ocean View, 2 Bed, 2 Bath End Unit 4201
Tavernier
10.0 out of 10, Exceptional, (1 review)
"This was a great unit for our purpose. Felt newly remodeled. Beds were comfy. Nice extras provided, like a cooler, pool noodles, pickleball, tennis rackets and some fishing gear. Check in & out was one of the easiest, so far. The pool was a HUGE hit. Location was good. Close to the park and good food. Husband only wished we were a bit closer to fishing, but we just didn’t know. Only critiques; wish the couch was a bit bigger. It isn’t bad, just a note. And the patio is small and the furniture...
United States
Cara B.
The price is AED 801
AED 1,885 total
includes taxes & fees
2 Jul - 3 Jul
Marina and Ocean View, 2 Bed, 2 Bath End Unit 4201

Blue Haven Key Largo | Ocean Pointe 1315

Blue Haven Key Largo | Ocean Pointe 1315
Tavernier
9.8 out of 10, Exceptional, (16 reviews)
"The unit was clean. The bed was comfortable. Everything worked well."
United States
William G.
The price is AED 657
AED 1,678 total
includes taxes & fees
5 Jul - 6 Jul
Blue Haven Key Largo | Ocean Pointe 1315

Island Time at Ocean Pointe Luxe 2 King Spa BR/BA, 2 Balcony

Island Time at Ocean Pointe Luxe 2 King Spa BR/BA, 2 Balcony
Blue Waters
10.0 out of 10, Exceptional, (4 reviews)
"This unit was outstanding, clean, very well appointed, beautiful furnishings, significant amounts of supplies, and everything needed for a great stay. Furnishings were all new, the beds and pillows comfortable and the amenities excellent. Would definitely stay here again and recommend it to all.Thanks for a great time. Wish we could’ve stayed longer!"
United States
Mike B.
The price is AED 757
AED 1,799 total
includes taxes & fees
14 Jul - 15 Jul
Island Time at Ocean Pointe Luxe 2 King Spa BR/BA, 2 Balcony
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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Top Upper Matecumbe Key Hotel Reviews