Apartments in Upper Matecumbe Key

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Apartments in Upper Matecumbe Key

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

10.0 out of 10, Exceptional, (255)
"This place was just perfect for my husband and I for our first visit to the Keys, and the Everglades."
Ocean front 1/1,AMAZING OCEAN/MARINA VIEWS,Tavernier/Key Largo Fl. Florida Keys

Boho Style Florida Keys Condo Ocean Views

9.8 out of 10, Exceptional, (38)
"Excellent communication and hosts. The unit was the most well stocked rental I have ever stayed in. These hosts really thought of everything. We didn’t utilize everything but it was amazing they had pickle ball equipment if we needed it. We would 10/10 go again and give the hosts a 10/10 for their wonderful property."
Boho Style Florida Keys Condo Ocean Views

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

9.0 out of 10, Wonderful, (81)
"We loved the atmosphere at the pool. The tennis/pickle ball courts were well kept and well lit at night. It was a great family fun enviornment. The drinks and the bartenders were awesome. The dock and beach were beautiful. The views were stunning.The neighborhood was safe and provided for lovely runs. You are 8 approx. miles from Key Largo and 8 approx. miles from Islamorada. The room was clean. The balcony was tiny, but provided lovely views. The second room could use a tv. The whole...
The price is AU$819
includes taxes & fees
20 Feb - 21 Feb
Dazzling Ocean View Suite w/heated pool, beach, marina, tennis/pickleball

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

10.0 out of 10, Exceptional, (127)
"We really enjoyed the condo. The place was really clean, more elec. outlets than most places We stopped for water for coffee but found that the tap water was fine I don't think I remember a condo with good water"
OCEANFRONT 2 BDRM, 2 BATH APT, KEY LARGO, TAVERNIER

Florida Keys "Keys Life Condo" charming 2 Bedroom/2 Bath Condo

2.0 star property
The price is AU$912
includes taxes & fees
11 Feb - 12 Feb
Florida Keys "Keys Life Condo" charming 2 Bedroom/2 Bath Condo

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

10.0 out of 10, Exceptional, (52)
"This might be the cleanest apartment that I’ve rented. The kitchen is nicely furnished and the furniture and bedding is cozy. It’s a little noisy, but it’s a working marina! Good weekend."
Spectacular Open-Water Sunset Views w/Boat Slip & Trailer Parking. Pet Friendly!

Waterfront & snowbird-friendly studio with dock & quick open water access

7.6 out of 10, Good, (8)
"Fishing was great. Nice location"
Waterfront & snowbird-friendly studio with dock & quick open water access

Stunning 2BR/2BA Remodeled by interior designer-Dec 2024 Pool, Beach, Pickleball

10.0 out of 10, Exceptional, (2)
"The apartment was very modern and clean. The neighborhood was very safe, gated. There is a two cafes, one in the pool area and one by the beach. Would stay here again."
Stunning 2BR/2BA Remodeled by interior designer-Dec 2024 Pool, Beach, Pickleball

Amazing Ocean view at Ocean Pointe w/Heated Pool

9.6 out of 10, Exceptional, (28)
"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

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

9.8 out of 10, Exceptional, (18)
"Very nice property and place to stay - VRBO did not send check in details - thankfully the owner was on property. "
The price is AU$714
includes taxes & fees
11 Mar - 12 Mar
Capt Craig's 1 Bedroom /1 Bath Apartment in Islamorada, Florida Keys

Serene Oceanfront Keys Condo

10.0 out of 10, Exceptional, (13)
"This was a beautiful condo that has everything you need. Very comfortable and perfectly decorated. Would 100% recommend staying here! We have stayed at this resort 3 times now and it is the perfect getaway spot. "
Serene Oceanfront Keys Condo

Sunrise Sanctuary - Top Floor Ocean Pointe 2415

9.2 out of 10, Wonderful, (5)
"Fantastic property. Well kept, updated. Fantastico "
Sunrise Sanctuary - Top Floor Ocean Pointe 2415

Sunrise Oasis - Top Floor 2 BR 2 BA Condo 2411

10.0 out of 10, Exceptional, (3)
"Condo was as described. Very clean and beds were comfortable. Beach, pool, and tennis courts are great! Only complaints would be the very, very small balcony and low quantities of toilet paper, trash bags "
Sunrise Oasis - Top Floor 2 BR 2 BA Condo 2411

Waterfront Cabana 3

9.2 out of 10, Wonderful, (7)
"Cute, clean room and property. You won't be disappointed. Recommend to All. "
The price is AU$1,028
includes taxes & fees
25 Feb - 26 Feb
Waterfront Cabana 3

Key Largo Cottages

2.5 star property
9.4 out of 10, Exceptional, (20)
"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."
The price is AU$812
includes taxes & fees
12 Feb - 13 Feb
Key Largo Cottages

Waterfront Cabana 4

9.6 out of 10, Exceptional, (8)
"Fun experience, Safe neighborhood, CLEAN. Loved watching the boats and fish go by. Easy access to US 1. "
Waterfront Cabana 4

Starfish -1 bedroom 1 bath apartment with full kitchen in Islamorada, Florida.

10.0 out of 10, Exceptional, (2)
"This had everything you need in a rental. Roomy and clean! We will definitely stay again!"
The price is AU$712
includes taxes & fees
10 Feb - 11 Feb
Starfish -1 bedroom 1 bath apartment with full kitchen in Islamorada, Florida.

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

9.8 out of 10, Exceptional, (10)
"The place was clean and had most of the things that would need. The second queen bedroom did not have a TV. That was the only downfall. Even though it was above the restaurant you did not hear anything."
The price is AU$822
includes taxes & fees
11 Mar - 12 Mar
Capt Craig's 2 Bedroom/1 bath Apartment in Tavernier, Florida Keys

Boho Chic Ocean Pointe 3214

9.8 out of 10, Exceptional, (9)
"Wonderful unit; all amenities as listed, great location near the pool. Arrival/check in couldn’t be easier, and good communication with the property managers!We will stay here again!"
Boho Chic Ocean Pointe 3214

Largo Lookout, Waterview, MM 99.5, Heart of Key Largo, Pets Welcome, 28 Nt Min

10.0 out of 10, Exceptional, (23)
"Our stay with Renee & Val was an excellent choice for us ... S.O. & I with our mini schnauzer enjoyed a welcoming stay ... The balcony overlooking gqve wonderful sunrises over coffee ... This was the first rental we'd had with no washer / dryer, but a laundry was only 1/2 mile away ... We will definitely return if we go back to the Keys. "
Largo Lookout, Waterview, MM 99.5, Heart of Key Largo, Pets Welcome, 28 Nt Min
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.
Don't see what you're looking for?
See all available properties in Upper Matecumbe Key
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Upper Matecumbe Key

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (403)
"nice warm pool, nice ocean views."
The price is AU$387
includes taxes & fees
10 Mar - 11 Mar
Breezy Palms Resort

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (49)
"Lovely room with friendly staff. "
The price is AU$1,153
includes taxes & fees
2 Mar - 3 Mar
The Islands of Islamorada

Key Largo Cottages

2.5 star property
9.4 out of 10, Exceptional, (20)
"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."
The price is AU$812
includes taxes & fees
12 Feb - 13 Feb
Key Largo Cottages
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.