Compare Upper Matecumbe Key Vacation Rentals

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Upper Matecumbe Key Rentals

Breezy Palms Resort

Breezy Palms Resort

2.5 out of 5
80015 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
1.81 mi from city center
Guests staying at Breezy Palms Resort enjoy access to a marina, an outdoor pool, and free WiFi in public areas. Self parking is available for USD 30.00 per day. Helpful staff can provide tour or ticket assistance, luggage storage, and a safe deposit box at the front desk. Other amenities at this beach aparthotel include a terrace, laundry facilities, and barbecue grills.
Pool
Kitchen
The Islands of Islamorada

The Islands of Islamorada

4 out of 5
82779 Old Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
0.94 mi from city center
Guests staying at The Islands of Islamorada enjoy access to 2 outdoor pools, a 24-hour gym, and free WiFi in public areas. There's free parking if you drive. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Other amenities at this beach villa include a hot tub, wedding services, and a garden.
Pool
Hot Tub
Treasure Harbor

Treasure Harbor

2 out of 5
200 Treasure Harbor Dr, Islamorada, FL
4.69 mi from city center
Treasure Harbor features free WiFi in public areas and a vending machine. If you decide to drive, there's free parking. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area.
Parking included
Free WiFi
Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 8.9.25

Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 8.9.25

5.31 mi from city center
Guests staying at this vacation home enjoy access to a water park, an outdoor pool, and a rooftop terrace. Other amenities at this beach vacation home include free WiFi in public areas, laundry facilities, and a garden.
Pool
Kitchen
Island Bay Resort

Island Bay Resort

2.5 out of 5
92530 OVERSEAS HIGHWAY, Key Largo, Tavernier, FL
10.15 mi from city center
Guests staying at Island Bay Resort enjoy a private beach, free WiFi in public areas, and laundry facilities. You can take advantage of free parking if you drive. Front-desk staff can help with locker space, and provide local restaurant recommendations. Other amenities at this beach aparthotel include a vending machine, barbecue grills, and a garden.
Kitchen
Parking included
Condo in the Keys

Condo in the Keys

5 out of 5
500 Burton Dr, 1313, Tavernier, FL
10.69 mi from city center
Guests of this condo resort have access to a private beach, a full-service spa, and an outdoor pool. There's free parking if you drive. Other amenities at this beach condominium resort include an arcade/game room, a terrace, and a garden.
Pool
Kitchen
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

10.79 mi from city center
Guests of this condo enjoy features like an outdoor pool, a hot tub, and laundry facilities.
Pool
Hot Tub
Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina & more....

Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina & more....

10.84 mi from city center
Guests staying at this condo enjoy a hot tub, laundry facilities, and barbecue grills.
Pool
Hot Tub
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool

Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool

16.35 mi from city center
At this vacation home, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free vacation home also has a garden.
Pool
Kitchen
Key Largo Cottages

Key Largo Cottages

2.5 out of 5
99306 Overseas Highway, Key Largo, FL
16.84 mi from city center
Key Largo Cottages offers a private beach, free use of bicycles, and express check-in. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Other amenities at this beach apartment building include a terrace, barbecue grills, and a picnic area.
Kitchen
Pet friendly
Beachfront Retreat w Pool, Boat Ramp & Dock Rental

Beachfront Retreat w Pool, Boat Ramp & Dock Rental

19.15 mi from city center
Guests staying at this cottage enjoy free WiFi in public areas, laundry facilities, and barbecue grills. RV, bus, and truck parking is available.
Pool
Kitchen
Waterfront Tiny House w Pool, Beach, and Boat Dock

Waterfront Tiny House w Pool, Beach, and Boat Dock

19.15 mi from city center
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
Pool
Kitchen
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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.

Upper Matecumbe Key Large Group Rentals

How to Book Vacation Rentals in Upper Matecumbe Key



🏠 What is the best price for Upper Matecumbe Key vacation rentals?

Upper Matecumbe Key vacation rentals range in price, starting at per night.


🏠 What types of vacation rentals in Upper Matecumbe Key can I rent?

Orbitz offers a wide range of Upper Matecumbe Key rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Upper Matecumbe Key condo rentals.


🏠 Is it free to cancel my Upper Matecumbe Key vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Upper Matecumbe Key vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Upper Matecumbe Key. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Upper Matecumbe Key?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Upper Matecumbe Key apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Upper Matecumbe Key?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Upper Matecumbe Key package deals will get you even more savings.

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