What are the top rated Pet Friendly Vacation 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 Pet Friendly Vacation Rentals in Upper Matecumbe Key: <a href="/property/la-siesta-resort-villas/BC-277247" class="class="static-page-link"">La Siesta Resort &amp; Villas</a> <a href="/property/enjoyable-stay-beachfront-location-with-full-kitchen-free-parking-pool/HA-3213605137" class="class="static-page-link"">Enjoyable Stay! Beachfront Location, With Full Kitchen, Free Parking, Pool!</a> <a href="/property/your-luxurious-islamorada-hideaway-swimming-pool-full-kitchen-pets-allowed/HA-3213526422" class="class="static-page-link"">Your Luxurious Islamorada Hideaway! Swimming Pool, Full Kitchen, Pets Allowed!</a> <a href="/property/embrace-nature-by-the-ocean-beach-swimming-pool-full-kitchen/HA-3214220317" class="class="static-page-link"">Embrace Nature by the Ocean! Beach, Swimming Pool, Full Kitchen!</a> <a href="/property/create-memories-w-fun-filled-adventures-at-this-paradise-near-sea-oats-beach/HA-3213422122" class="class="static-page-link"">Create Memories w/Fun-filled Adventures at this Paradise! Near Sea Oats Beach</a> <a href="/property/best-value-quality-stay-with-free-parking-near-islamorada-brewery-distillery/HA-3213422124" class="class="static-page-link"">Best Value, Quality Stay with Free Parking, Near Islamorada Brewery &amp; Distillery</a> <a href="/property/embrace-nature-by-the-ocean-beach-swimming-pool-full-kitchen/HA-3213526417" class="class="static-page-link"">Embrace Nature by the Ocean! Beach, Swimming Pool, Full Kitchen!</a> <a href="/property/ensuring-a-very-comfortable-memorable-stay-pets-are-allowed-with-free-parking/HA-3213422123" class="class="static-page-link"">Ensuring a Very Comfortable &amp; Memorable Stay, Pets are Allowed with Free Parking</a> <a href="/property/your-majestic-view-in-islamorada-swimming-pool-kitchenette-pets-allowed/HA-3213526420" class="class="static-page-link"">Your Majestic View in Islamorada! Swimming Pool, Kitchenette, Pets Allowed!</a> <a href="/property/best-value-quality-stay-with-free-parking-near-islamorada-brewery-distillery/HA-3214220311" class="class="static-page-link"">Best Value, Quality Stay with Free Parking, Near Islamorada Brewery &amp; Distillery</a>

How many pet-friendly vacation rentals are available in Upper Matecumbe Key on Villasinnsbruck?

There are more than 55 pet-friendly rentals available on Villasinnsbruck. Check prices and availability in Upper Matecumbe Key and last updated on December 2025. Check an individual property if they have restrictions on the size or numbers of pets.

Which is the best dog-friendly place to stay in Upper Matecumbe Key?

There are many dog-friendly vacation homes available in Upper Matecumbe Key. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Upper Matecumbe Key: Keys Kottage: Bayside villa W/free onsite boat ramp marina & trailer parking. Bayside Villas by Islander Resort Isla Key Lime: Boutique Resort, FREE Boat Dockage Sept-Oct Only! Beachfront Villa at Islamorada BY THE GLAMHOMES

Do you have any luxury vacation homes that allow pets in or near Upper Matecumbe Key?

Most definitely! There are many luxury places to stay in Upper Matecumbe Key. Use our search filter to discover all of our luxury accommodations where pets are welcome, then choose the one that matches your taste. Sorting by price is another way to find the most expensive dog-friendly home in Upper Matecumbe Key. Though note, more expensive is not always better.