Beach Haven Vacation Rentals - Vacation Rentals in Upper Matecumbe Key

Anglers Reef Vacation Rental From US $495
         

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9.5 (2 Reviews)
Villa
  • Air Conditioner
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  • Pool
The Islands of Islamorada From US $730
         

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9.8 (69 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Serenity by the Sea! Anglers Reef with Boat Slip Available! From US $393
         

Isla Key Lime: Boutique Resort, FREE Boat Dockage Sept-Oct Only! From US $338
         

Luxury Places to Stay in Upper Matecumbe Key

Over 1345+ Luxury Places to Stay in or Near Upper Matecumbe Key
Little Bay Compound From US $16,123
         

New
House
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  • Pet Friendly
10 Bedroom Private Ocean Front Estate From US $3,458
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Upper Matecumbe Key

Over 989+ Top-Rated Vacation Rentals with a Pool in or Near Upper Matecumbe Key
The Caribbean Resort From US $639
         

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10.0 (158 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Wheelchair Accessible
5 bedroom - Deep Dockage & Heated Pool in Islamorada. From US $1,313
         

Pet-Friendly Vacation Rentals in Upper Matecumbe Key

Over 427+ Pet-Friendly Vacation Rentals in or Near Upper Matecumbe Key
Islander Resort From US $348
         

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8.7 (1439 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
Fisher Inn Resort & Marina From US $126
         

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8.2 (1019 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Oceanfront Private Cottage! From US $269
         

10.0 (110 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Breathtaking ocean views for your Paradise vacations From US $465
         

10.0 (94 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Upper Matecumbe Key

Over 259+ Large Vacation Homes & Villas in or Near Upper Matecumbe Key
EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS From US $180
         

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8.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
ISLAMORADA BEACH HOUSE From US $592
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Islamorada Boaters Paradise with 70' Dock and private beach access. From US $987
         

Wheelchair Accessible Vacation Homes in Upper Matecumbe Key

Over 395+ Wheelchair Accessible Vacation Homes in or Near Upper Matecumbe Key
Bayside Villas by Islander Resort From US $346
         

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8.7 (228 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
Cheeca Lodge & Spa From US $298
         

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9.2 (1279 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Ocean & Bay Views. Welcome To Paradise! From US $327
         

10.0 (35 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Egret House @ Tarpon Point From US $1,316
         

10.0 (19 Reviews)
House
  • Air Conditioner
  • Pool
  • TV

Upper Matecumbe Key Varoom and Airbnb Places to Stay Under $200

Over 107+ Upper Matecumbe Key Varoom and Airbnb Places to Stay Under $200
Exec Bay w/heated Pool, Marina, Beach, Pets ok, Tennis/Pickleball From US $199
         

Islamorada Paradise Overlooking the Fabulous Florida Bay. From US $189
         

Sunset Inn From US $161
         

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9.4 (1008 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Eclectic Easeful Stay At The Keys! From US $195
         

6.0 (2 Reviews)
Condo
  • Air Conditioner
  • Pool
  • Security/Safety

Instantly Bookable Vacation Homes in Upper Matecumbe Key

Over 712+ Instantly Bookable Vacation Homes in or Near Upper Matecumbe Key
Paradise @ Islamorada From US $288
         

9.6 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

About Upper Matecumbe Key Vacation Rentals

With more than 100 Upper Matecumbe Key vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Beachhavenvacationrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Upper Matecumbe Key.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Beachhavenvacationrentals Upper Matecumbe Key, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Upper Matecumbe Key. Places to stay near Upper Matecumbe Key are 1315.8 ft² on average, with prices averaging $966 a night.

Beachhavenvacationrentals makes it easy and safe to find and compare vacation rentals in Upper Matecumbe Key with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Upper Matecumbe Key

Type Count
Villas 97
Hotels with Suites 1
Vacation Homes 1
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Upper Matecumbe Key

Pro Tip: Beachhavenvacationrentals makes it easy to compare the best listings on Beachhavenvacationrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Beachhavenvacationrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Upper Matecumbe Key.

Weather in Upper Matecumbe Key

View the weather forecast for Upper Matecumbe Key before booking your Upper Matecumbe Key Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F