Upper Matecumbe Key Villa Rentals & Homes
Find villas near Upper Matecumbe Key - We found 102 exact matches
About Upper Matecumbe Key Luxury Rental on Surfside Vacation Rental
Surfside Vacation Rental has more than 102 villas near Upper Matecumbe Key. These rentals have all the luxury accoutrements to give you comfort, including amenities such as - private swimming pools, WIFI, spas, hot tubs, and more.
Surfside Vacation Rental has a wide range of villa rentals near Upper Matecumbe Key, and there are different options for families, friends, or even couples. These rentals come in unique styles or sizes that would definitely suit your needs.
Surfside Vacation Rental offers expectational rental villas that are out of the ordinary and not found elsewhere, whether you are traveling on a beachfront, seaside, mountain, or any destination. Surfside Vacation Rental is an all-in-one travel platform that matches you with the perfect rental villa in Upper Matecumbe Key for your dream vacation, including top travel locations in the USA & the Rest of the World. Many have private pools, luxury bedrooms, and even features like tennis courts, beach volleyball, spas, fitness clubs & more.
Surfside Vacation Rental Villas are available for last-minute bookings and may include special offers for Airbnb, VRBO & Surfside Vacation Rental-style villas. So find your last-minute getaway today with Surfside Vacation Rental in Upper Matecumbe Key, and get ready to enjoy maximum comfort on your next holiday.
Frequently Asked Questions About Upper Matecumbe Key Villa Rentals
What are the top rated Villa Rentals in Upper Matecumbe Key?
There are a lot of options in Upper Matecumbe Key. If you plan on staying in the Upper Matecumbe Key area, consider making a reservation for a few nights at one of these properties as these have been rated the top Villa Rentals in Upper Matecumbe Key:
- The Nest Villa & Marina with boat ramp, sun terrace, water views. Pet friendly!
- Oversized Islamorada Villa 110 in Gated Anglers Reef: Pool, Kayaks, Bikes, Beach
- 10 Bedroom Private Ocean Front Estate
- OPEN -Endless Bay Views. Sues Promise private villas, beach, dock, Islamorada
- Luxury Waterfront Home with Sandy Beach, Hot Tub and Theater
- La Siesta Resort & Villas
- Luxe Beachfront Villa
- Deactivated due to Bad Review and Low Productivity compared to other listings.
- Ocean Front Villa, 3/4's acre of private beach! Serenity, Retreat, Island Life!
- Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location
What is the rate per night for renting a villa near Upper Matecumbe Key?
At Surfsidevacationrental, the average rental fee for standard villas in Upper Matecumbe Key is $1,063 per night. Surfsidevacationrental has a large database of quality villas near Upper Matecumbe Key that are suitable for families, a romantic getaway, or a solo trip with single or multiple bedrooms.
Do you have a villa in Upper Matecumbe Key that allows pets?
Yes, here are the top villas rentals in Upper Matecumbe Key that are pet friendly:
- Keys Kottage: Bayside villa W/free onsite boat ramp marina & trailer parking.
- Anglers Reef Vacation Rental
- The Islands of Islamorada
- Serenity by the Sea! Anglers Reef with Boat Slip Available!
Are there any rental villas in Upper Matecumbe Key that are suitable for families?
Most of our listed villas are suitable for families. The number of rooms varies, and you can check out the complete list of villas in Upper Matecumbe Key to find what works for you.
Do your rental villas in Upper Matecumbe Key have indoor swimming pools?
Based on the 2026 data from our Surfsidevacationrental site, there are more than 102 private swimming pools or villas with indoor pools in or near Upper Matecumbe Key.
