What are the top rated Short Term Stays 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 Short Term Stays in Upper Matecumbe Key: <a href="/property/ocean-view-anglers-reef-pool-dock-beach-walk-or-bike-to-local-food-bars/HA-321899629" class="class="static-page-link"">OCEAN VIEW ANGLERS REEF - POOL, DOCK, BEACH. Walk or Bike to local food + bars</a> <a href="/property/islamorada-anglers-reef-pristine-home-pool-dock-beach-kayaks-paddle-boards/HA-1213970025" class="class="static-page-link"">ISLAMORADA, ANGLERS REEF PRISTINE HOME Pool, Dock, Beach, Kayaks, Paddle Boards</a> <a href="/property/islamorada-home-in-anglers-reef-with-ocean-views-dock-com-pool-private-beach/HA-121326184" class="class="static-page-link"">Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool &amp; Private Beach</a> <a href="/property/oceanside-getaway-renovated-home-with-boat-slip-pool-beach-gated-community/HA-3212280147" class="class="static-page-link"">Oceanside Getaway: Renovated Home with Boat Slip, Pool &amp; Beach - Gated community</a> <a href="/property/the-caribbean-resort/EP-5812696" class="class="static-page-link"">The Caribbean Resort</a> <a href="/property/aquamarine-oceanview-special-rates-ndock-pool-gym-spa-153-5-star-reviews/HA-321750103" class="class="static-page-link"">AQUAMARINE OCEANVIEW+”SPECIAL RATES”+nDOCK+POOL+GYM+SPA+”153”5 STAR REVIEWS!</a> <a href="/property/beautiful-island-home-in-anglers-reef-ocean-front-community-pool-boat-slip/HA-3213117397" class="class="static-page-link"">Beautiful Island Home in Anglers Reef! Ocean front community. Pool &amp; boat slip.</a> <a href="/property/waterfront-fishing-cottage-dockage-walking-distance-to-world-famous-lorelei/HA-321429859" class="class="static-page-link"">WATERFRONT FISHING COTTAGE/DOCKAGE + Walking distance to world famous Lorelei</a> <a href="/property/5-bedroom-deep-dockage-heated-pool-in-islamorada/HA-3211054019" class="class="static-page-link"">5 bedroom - Deep Dockage &amp; Heated Pool in Islamorada.</a> <a href="/property/serenity-by-the-sea-anglers-reef-with-boat-slip-available/HA-1213658716" class="class="static-page-link"">Serenity by the Sea! Anglers Reef with Boat Slip Available!</a>

How much is rent for a furnished short-term stay in Upper Matecumbe Key?

At Bigpineresortcottages short-term furnished accommodation in or near Upper Matecumbe Key ranges from $113 to $16,123 per night.

How many holiday rentals near Upper Matecumbe Key are available?

We have 2 places to stay near Upper Matecumbe Key. Check out the complete list of holiday rentals in Upper Matecumbe Key to find what works for your next trip.

What are the best luxury short-term stays for families near Upper Matecumbe Key?

There are more than 2 luxury temporary places to stay near Upper Matecumbe Key, with other amenities available according to 2025 data from Bigpineresortcottages.

Upper Matecumbe Key Short-Term Rentals

Lush tropical plantings in a gated compound located directly on the Florida Bay

From US $649

New

Cottage

Lush tropical plantings in a gated compound located directly on the Florida Bay

Air Conditioner
Parking
TV

Upper Matecumbe Key Short-Term Vacation Rentals

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