Apartments in Upper Matecumbe Key

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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Apartments in Upper Matecumbe Key

Key Largo Cottages
Sailboats glide effortlessly across the calm waters.

Key Largo Cottages

2.5 star property
9.4 out of 10, Exceptional, (21)
"The stay was great and the property manager Jenn was amazing. Would stay again"
Key Largo Cottages
Perfect Family Summer Townhome at Club with Amenities!
Relax in this serene bedroom with a large bed, dresser, and nautical-themed decor.

Perfect Family Summer Townhome at Club with Amenities!

Perfect Family Summer Townhome at Club with Amenities!
Dazzling Ocean View Suite w/heated pool, beach, marina, tennis/pickleball
Relax in a sheltered outdoor space with three Adirondack chairs on the deck, overlooking the ocean.

Dazzling Ocean View Suite w/heated pool, beach, marina, tennis/pickleball

8.8 out of 10, Excellent, (87)
"Excellent place, highly recommended, price a tad high"
The price is NZ$562
includes taxes & fees
19 Aug - 20 Aug
Dazzling Ocean View Suite w/heated pool, beach, marina, tennis/pickleball
Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One
Smart TV

Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One

Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One
Re-energize at our spacious condo! Enjoy 10% off stays of 7+ days. Book now!
Boats docked in a serene marina surrounded by lush greenery.

Re-energize at our spacious condo! Enjoy 10% off stays of 7+ days. Book now!

9.6 out of 10, Exceptional, (34)
"The condo was in good condition. The location was excellent for the water and the views off the back porch were incredible. Recommend for anyone visiting Key Largo. "
Re-energize at our spacious condo! Enjoy 10% off stays of 7+ days. Book now!
Stay where you play, On the water w/Boat dock & Trailer parking. Pet friendly!
Guests can enjoy a tranquil waterfront setting with a marina view, featuring a dock with a table and a motorboat.

Stay where you play, On the water w/Boat dock & Trailer parking. Pet friendly!

9.8 out of 10, Exceptional, (69)
"My family and I stayed and had a wonderful time. Lynn is an amazing host!! The sunset views are incredible. Everything you need to have a great time enjoying the keys is available at the marina. Would definitely go back."
Stay where you play, On the water w/Boat dock & Trailer parking. Pet friendly!
Serene Oceanfront Keys Condo
Relax on the deck overlooking the serene water with comfortable Adirondack chairs.

Serene Oceanfront Keys Condo

9.8 out of 10, Exceptional, (20)
"Great stay, amazing pool and property, "
The price is NZ$705
includes taxes & fees
12 Aug - 13 Aug
Serene Oceanfront Keys Condo
Capt Craig's 2 Bedroom/1 bath Apartment in Tavernier, Florida Keys
Enjoy cooking in the well-equipped kitchen with stainless steel appliances, light gray cabinetry, and a white countertop.

Capt Craig's 2 Bedroom/1 bath Apartment in Tavernier, Florida Keys

9.8 out of 10, Exceptional, (18)
"Great stay for a fishing trip. Bob was very helpful and responded quickly when needed. "
Capt Craig's 2 Bedroom/1 bath Apartment in Tavernier, Florida Keys
Capt Craig's 1 Bedroom /1 Bath Apartment in Islamorada, Florida Keys
Fully equipped kitchen with stainless steel appliances, grey cabinetry, and a white countertop.

Capt Craig's 1 Bedroom /1 Bath Apartment in Islamorada, Florida Keys

9.8 out of 10, Exceptional, (22)
"The apartment is super clean and a perfect size for couples. The hosts are very attentive and available for any questions you have. Will highly recommend this place to anyone. "
Capt Craig's 1 Bedroom /1 Bath Apartment in Islamorada, Florida Keys
Amazing Ocean view at Ocean Pointe w/Heated Pool
Relax in a sheltered outdoor space with ocean views, surrounded by Adirondack chairs and a wooden railing.

Amazing Ocean view at Ocean Pointe w/Heated Pool

9.6 out of 10, Exceptional, (37)
"We enjoyed our time together in this condo. It was clean, beds were comfortable and we enjoyed the pool and hot tub. It was easy to find and in a great area for good restaurants. We would love to go there again. "
Amazing Ocean view at Ocean Pointe w/Heated Pool
Port Largo Villas Escape 5A
Relax in a serene waterfront setting with a hammock, sandy area, and marina views.

Port Largo Villas Escape 5A

10.0 out of 10, Exceptional, (7)
"Beautiful, up-to-date accommodations. Prime location, near bars and restaurants, some only a short walk away. Supermarket, within a few miles, was very handy for picking up beverages and snacks. Would definitely come back to the Keys."
Port Largo Villas Escape 5A
Ocean View Two Duplex Penthouses / Retreat amenities: tennis court, heated Pool | Vista Key
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Ocean View Two Duplex Penthouses / Retreat amenities: tennis court, heated Pool | Vista Key

Ocean View Two Duplex Penthouses / Retreat amenities: tennis court, heated Pool | Vista Key
Ocean front 1/1,AMAZING OCEAN/MARINA VIEWS,Tavernier/Key Largo Fl. Florida Keys
Relax in a shaded beachside haven with a comfortable bench and serene ocean views.

Ocean front 1/1,AMAZING OCEAN/MARINA VIEWS,Tavernier/Key Largo Fl. Florida Keys

10.0 out of 10, Exceptional, (270)
"Clean, comfortable and nicely decorated condo with an amazing view! Very much enjoyed our stay!"
Ocean front 1/1,AMAZING OCEAN/MARINA VIEWS,Tavernier/Key Largo Fl. Florida Keys
Spectacular Open-Water Sunset Views w/Boat Slip & Trailer Parking. Pet Friendly!
Enjoy waterfront dining and relaxation at the marina, surrounded by boats and scenic views.

Spectacular Open-Water Sunset Views w/Boat Slip & Trailer Parking. Pet Friendly!

10.0 out of 10, Exceptional, (60)
"Great location. Beautiful views and sunsets! Place was extremely clean. "
Spectacular Open-Water Sunset Views w/Boat Slip & Trailer Parking. Pet Friendly!
OCEANFRONT 2 BDRM, 2 BATH APT, KEY LARGO, TAVERNIER
Relax on the beach with a serene ocean view, surrounded by palm trees and a thatched-roof structure.

OCEANFRONT 2 BDRM, 2 BATH APT, KEY LARGO, TAVERNIER

10.0 out of 10, Exceptional, (132)
"This was our second time staying here and the property is exactly as shown, Marcial is a wonderful and very responsive host. The location of the property is perfect, walking distance to beaches and pools. Will definitely be booking again! "
OCEANFRONT 2 BDRM, 2 BATH APT, KEY LARGO, TAVERNIER
Boho Chic Ocean Pointe 3214
Relax by the resort's inviting pool surrounded by lush greenery and a distant ocean view.

Boho Chic Ocean Pointe 3214

10.0 out of 10, Exceptional, (11)
"It was clean, well organized and communication was great. Had a good time."
The price is NZ$714
includes taxes & fees
10 Aug - 11 Aug
Boho Chic Ocean Pointe 3214
Boho Style Florida Keys Condo Ocean Views
Relax on the deck overlooking the serene water with unobstructed views.

Boho Style Florida Keys Condo Ocean Views

9.8 out of 10, Exceptional, (43)
"Would stay there again."
The price is NZ$729
includes taxes & fees
10 Aug - 11 Aug
Boho Style Florida Keys Condo Ocean Views
Sunrise Sanctuary - Top Floor Ocean Pointe 2415
Overlooking a tranquil waterway, this hotel offers stunning views and boat access.

Sunrise Sanctuary - Top Floor Ocean Pointe 2415

9.6 out of 10, Exceptional, (11)
"Nice place and would definitely recomend."
The price is NZ$688
includes taxes & fees
17 Aug - 18 Aug
Sunrise Sanctuary - Top Floor Ocean Pointe 2415
Condo in the Keys, Peaceful ocean view retreat!
A heated pool

Condo in the Keys, Peaceful ocean view retreat!

9.8 out of 10, Exceptional, (24)
"Beautiful,clean,quiet,amazing location "
Condo in the Keys, Peaceful ocean view retreat!
Florida Keys Getaway w/ Stunning Ocean Views
Enjoy meals and ocean views from this kitchen, which features a microwave and oven, and opens to a balcony with a serene outdoor space.

Florida Keys Getaway w/ Stunning Ocean Views

3.5 star property
Florida Keys Getaway w/ Stunning Ocean Views
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

Islander Resort

Islander Resort

10/10 Excellent
"We had a wonderful time at the Islander. We ate great food, enjoyed drinks, had a wonderful relaxing time. We didn't need to leave the property. Plenty to do right here. "
Gina 2-night trip
Posted 13 hours ago
Islander Resort