Anderson Island Living - Vacation Rentals in Pigeon Key

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ From US $427
         

10.0 (168 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Ocean Pointe Suites at Key Largo From US $169
         

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8.4 (1007 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • TV
Top Floor unit with a ocean view! PRIVATELY OWNED From US $246
         

9.8 (142 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Oceanfront Paradise Awaits You From US $431
         

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New
Apartment
  • Air Conditioner
  • Parking
  • Pool
Views at Ocean Pointe From US $227
         

New
House
  • Parking
  • Child Friendly
  • Internet
Ocean Front, Marina, Pool/Hot Tub, Private Beach, Bar/Cafe From US $195
         

Seaside Escape with Luxe Interior and Ocean Views From US $371
         

9.6 (60 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Sunrise to Sunset Paradise-World-Class Fishing From US $331
         

9.8 (100 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Luxury Top Floor Suite W/Unobstructed Ocean View From US $342
         

9.8 (110 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Condo in the Keys, Peaceful ocean view retreat! From US $179
         

9.8 (24 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Ocean Cove Condo Key Largo Locus Maris From US $260
         

10.0 (93 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Ocean View 2BR Pool, Private Beach From US $267
         

9.0 (19 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Modern and Coastal Ocean Pointe 2307 From US $257
         

10.0 (132 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Sunbeam Dream - Direct Atlantic Ocean Views From US $327
         

10.0 (102 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
BEAUTIFULLY DESIGNED OCEANFRONT CONDO From US $289
         

10.0 (82 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Charming Cabana-Condo in Picturesque Tavernier From US $320
         

10.0 (64 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Two Authentic Conch Houses with Private Beach on FL BAY From US $1,161
         

10.0 (50 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Pro Tip: Andersonislandliving makes it easy to compare the best listings on Andersonislandliving homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Andersonislandliving 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 Pigeon Key.

Weather in Pigeon Key

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

December - February
High 79°F       Low 52°F
March - May
High 91°F       Low 55°F
June - August
High 92°F       Low 73°F
September - November
High 90°F       Low 58°F

Pigeon Key Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Pigeon Key?
How many vacation rentals are available in Pigeon Key?

Currently, the total number of properties listed in 2026 is over 1170 in the Pigeon Key area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Pigeon Key.