Search Condominium Resorts in Upper Matecumbe Key

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Check prices for these dates

Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul
In one month
25 Jul - 27 Jul
In two months
22 Aug - 24 Aug

Browse Select Upper Matecumbe Key Condo Resorts

We don't have any properties that match your exact search

Recommended hotels in Upper Matecumbe Key

Chesapeake Beach Resort
Private beach, white sand, sun-loungers, beach towels

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1474)
"This was a great place to stay. "
The price is £170
includes taxes & fees
30 Jun - 1 Jul
Chesapeake Beach Resort
Islander Resort
Exterior

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1005)
"This is amazing property! "
The price is £225
includes taxes & fees
6 Jul - 7 Jul
Islander Resort
Sunset Inn
Outdoor pool, free pool cabanas

Sunset Inn

3.0 star property
9.4 out of 10, Exceptional, (1002)
"Favorite place to stay in Islamorda "
The price is £125
includes taxes & fees
1 Jul - 2 Jul
Sunset Inn
Cheeca Lodge & Spa
Private beach, sun-loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1116)
"Great place "
The price is £164
includes taxes & fees
8 Jul - 9 Jul
Cheeca Lodge & Spa
La Jolla Resort
View from property

La Jolla Resort

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Beautiful waterfront hotel. Large rooms and great area. "
La Jolla Resort
Amara Cay Resort
Exterior

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1217)
"Beautiful resort, relaxing, & friendly staff!"
The price is £195
includes taxes & fees
6 Jul - 7 Jul
Amara Cay Resort
La Siesta Resort & Villas
Outdoor pool, pool loungers

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1002)
"Pool and bar area very nice and fun for our family "
The price is £184
includes taxes & fees
30 Jul - 31 Jul
La Siesta Resort & Villas
Hadley Resort and Marina
Dock

Hadley Resort and Marina

3.5 star property
7.8 out of 10, Good, (1002)
"Front desk had everything ready for me and it was quick and easy check in."
The price is £124
includes taxes & fees
30 Jun - 1 Jul
Hadley Resort and Marina
Islander Bayside Villas and Boatslips
Outdoor pool, pool umbrellas, pool loungers

Islander Bayside Villas and Boatslips

3.5 star property
8.8 out of 10, Excellent, (367)
"Had another amazing stay in a gorgeous waterfront unit! The sunset was breathtaking! Beds super comfy. Love this place"
The price is £279
includes taxes & fees
7 Jul - 8 Jul
Islander Bayside Villas and Boatslips
Pines & Palms Resort
Outdoor pool, a heated pool, pool umbrellas, pool loungers

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (1002)
"Great quiet spot!"
Pines & Palms Resort
Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (488)
"Laid back atmosphere with renovated rooms."
The price is £122
includes taxes & fees
8 Jul - 9 Jul
Breezy Palms Resort
Sands of Islamorada
Suite, 1 King Bed with Sofa bed, Kitchenette, Oceanfront | Terrace/patio

Sands of Islamorada

2.5 star property
8.8 out of 10, Excellent, (382)
"Rooms updated and modern"
The price is £166
includes taxes & fees
10 Jul - 11 Jul
Sands of Islamorada
The Islands of Islamorada
2 outdoor pools, open 8:00 AM to 6:00 PM, pool loungers

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (61)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is £491
includes taxes & fees
30 Jun - 1 Jul
The Islands of Islamorada
Casa Morada
Outdoor pool, pool umbrellas, pool loungers

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (399)
"Phenomenal staff, property and amenities! We will recommend to all of our friends and will definitely go back! Thank you for a wonderful stay, Casa Morada!"
The price is £210
includes taxes & fees
2 Jul - 3 Jul
Casa Morada
Hidden Gem Islamorada | 1st Floor
Pool

Hidden Gem Islamorada | 1st Floor

10.0 out of 10, Exceptional, (41)
"Perfect location in islamorada. Definitely recommend and will stay there again. "
The price is £415
includes taxes & fees
7 Jul - 8 Jul
Hidden Gem Islamorada | 1st Floor
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Marina

New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

9.4 out of 10, Exceptional, (68)
"Great tiny house, enjoyed our stay"
The price is £296
includes taxes & fees
30 Jun - 1 Jul
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
The place to go when you want to get away!
Outdoor dining

The place to go when you want to get away!

10.0 out of 10, Exceptional, (72)
"Quiet and relaxing. Great stay"
The price is £254
includes taxes & fees
8 Jul - 9 Jul
The place to go when you want to get away!
Hampton Inn Key Largo Manatee Bay
Room, 1 King Bed, Bay View | Beach/ocean view

Hampton Inn Key Largo Manatee Bay

2.5 star property
8.8 out of 10, Excellent, (1012)
"Stayed at this hotel many times now Great hotel in a great location for discovering the beautiful Florida Keys "
The price is £112
includes taxes & fees
16 Jul - 17 Jul
Hampton Inn Key Largo Manatee Bay
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
Fridge, microwave, oven, stovetop

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

9.6 out of 10, Exceptional, (32)
"Beautiful place. Our stay was quiet and wonderful. Very clean and comfortable. "
The price is £229
includes taxes & fees
1 Jul - 2 Jul
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
Waterfront Tiny House w Pool, Beach, and Boat Dock
Interior

Waterfront Tiny House w Pool, Beach, and Boat Dock

9.6 out of 10, Exceptional, (55)
"We stayed here in April 2025 - perfect location with a great patio overlooking the waterfront harbor, perfect for us. Everything you need is a short drive - grocery Publix is close enough to walk to. The tiny house is adorable and clean, well stocked kitchen - We found great place to hike /Hamock State Park and Rowell’s was a great place to swim "
The price is £310
includes taxes & fees
30 Jun - 1 Jul
Waterfront Tiny House w Pool, Beach, and Boat Dock
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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