Port Pine Heights Vacation Rentals

There are a lot of options in Port Pine Heights. If you plan on staying in the Port Pine Heights area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Port Pine Heights:

• Beachside @ Torchview Waterfront Retreat
• SPCL FALL RATES THREE LOTS WITH POOL AND DOCK! SECLUDED LOWER KEYS RETREAT
• Fisherman’s Paradise - Ocean & Gulf Access! Key Deer Preserve. TIME TO FISH!
• "Canal-Front Paradise in Big Pine Key-Relax &Explore the keys"
• Canal Front Paradise! Just a few yards from open water!
• Waterfront Paradise in Florida Keys. Free use of Kayaks, and more!
• Canal Front Home in Big Pine Key with Pool
• Dates available Oct, Nov, Dec 2023
• The Hideaway: Lose Yourself At This Recently Decorated Canal Front Home on Big Torch Key, Dockage!
• Tropical 5BR Paradise, Private Pool, Hot Tub, Canal Access – Sleeps 12

There are 13 vacation rentals with private pools near Port Pine Heights. Top-rated RBO homes that have access to a swimming pool include:

• Secluded Hideaway with private pool and canal
• Waterfront Pool Home! - Heavenly Hideout - Big Pine Key
• The Pineapple Cottage: Live Your Best Keys Life, 3BR Canal Front Home, Dockage & Pet-Friendly Bliss!
• PADGETT PARADISE with Two Boat Slips with Filet Table. POOL

If you are looking for a family-friendly vacation home in Port Pine Heights, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Port Pine Heights:

• Unwind in the Keys! Extended-Stay Big Pine Home
• Amazing Paradise House Canal Front with access to Atlantic and Gulf.
• Charming 46 ft lg canel ft 2-bed in delightful Little Torch Key with RV hook up.

Currently, the total number of properties listed by Rent By Owner in 2026 is over 116 in the Port Pine Heights area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Port Pine Heights. 

Cancellation policies vary depending on the individual property owner. You should review the specific listing details or contact the owner directly to understand the terms and any applicable fees before booking.

Additional fees such as cleaning, service charges, or security deposits are often listed on the property page. It’s recommended to read the detailed description or contact the host for clarification on any extra costs involved.

Availability is updated in real-time on the listing. If your preferred dates are shown as available, you can proceed with the booking; otherwise, you may need to select alternative dates or inquire with the owner for flexibility.

Amenities can vary by property but often include essentials like Wi-Fi, kitchen facilities, air conditioning, and outdoor spaces. For specific features, refer to the listing details or ask the property owner directly.

Each property listing usually mentions any local rules or restrictions. It’s advisable to review these details carefully and communicate with the owner if you have particular concerns or questions about regional regulations.