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- Rentals by Owner
Discover Your Ideal Big Pine Key, Florida Rental by Owner for a Seamless Vacation Experience
Discover Your Perfect Big Pine Key Rentals by Owner
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Big Pine Key Rentals by Owner
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Pool
- Security/Safety
- Barbecue/Outdoor Cooking
- Air Conditioner
- Parking
- Pool
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pet Friendly
Why Choose Rent By Owner for your Big Pine Key vacation rental?
What makes our Rentals by Owner special?
Popular Areas for Big Pine Key Rentals by Owner
Where are the best neighborhoods to stay in Big Pine Key?
When planning your stay in Big Pine Key, Florida, choosing the right neighborhood can enhance your entire vacation experience. Whether you prefer quiet, residential areas or scenic waterfront communities, this region offers a variety of neighborhoods that cater to different preferences. Booking a rental by owner through Rent By Owner ensures you find a trustworthy and reliable accommodation that suits your needs. Explore the local charm and natural beauty of Big Pine Key by selecting a neighborhood that provides easy access to the area's breathtaking scenery and relaxing atmosphere, making your trip both memorable and convenient.
Sands
Located along the waterfront, Sands offers a tranquil retreat where you can enjoy easy access to the ocean and peaceful surroundings. It’s an ideal spot for visitors seeking a relaxing stay with proximity to natural beauty in this part of the Keys.
View 318+ Rentals in SandsTropical Bay Estates
This neighborhood provides a serene environment with lush landscapes and waterfront views, making it perfect for those wanting to immerse themselves in the region's tropical charm. Here, you'll find a variety of rental options that cater to your desire for comfort and convenience.
View 317+ Rentals in Tropical Bay EstatesLong Beach Estates
Situated near the coast, Long Beach Estates features spacious properties and direct access to sandy beaches, making it an excellent choice for beach lovers. Staying here ensures you're close to the region’s most scenic shoreline spots.
View 154+ Rentals in Long Beach EstatesPort Pine Heights
Offering elevated views and convenient access to local amenities, Port Pine Heights is perfect for those wanting to explore the area's natural and cultural attractions. It’s a strategic base for enjoying everything this destination has to offer.
View 98+ Rentals in Port Pine HeightsAtlantis Estates
This exclusive neighborhood features luxurious homes with private docks and waterfront access, catering to visitors seeking a premium experience. It’s an ideal enclave for those who want a refined stay close to the region’s serene waters.
View 325+ Rentals in Atlantis EstatesWhispering Pines
Nestled among tall pines and lush greenery, Whispering Pines offers a secluded setting perfect for relaxation. Its peaceful ambiance makes it a popular choice for travelers looking for tranquility in the region.
View 334+ Rentals in Whispering PinesLambert
A charming neighborhood characterized by quiet streets and friendly locals, Lambert provides a comfortable base for exploring the area’s natural surroundings. It’s an excellent choice for those seeking a genuine local experience.
View 247+ Rentals in LambertBest Times to Visit Big Pine Key
When should you plan your Rentals by Owner stay?
To make the most of your stay, consider visiting during the region's quieter months when you can enjoy a more relaxed atmosphere and better rental options in this popular destination.
Peak Season Highlights
Winter (December to February)
During the winter months, this destination experiences its peak season with pleasant weather that attracts visitors seeking a warm escape. You can enjoy ideal conditions for outdoor activities and exploring the area comfortably.
Spring (March to May)
Spring marks another busy period here, as travelers flock to enjoy the region's lush landscapes and blooming scenery. It’s perfect for those looking to book rentals during a vibrant and lively time of year.
Off-Season Highlights
Summer (June to August)
While summer can be hot and humid, it often sees fewer visitors, making it a great time for you to find more affordable rental options and quieter surroundings in this area.
Fall (September to November)
Fall tends to be less crowded, offering a peaceful retreat for your stay. The region remains warm, providing a comfortable climate for enjoying all the natural beauty here has to offer.
Weekly Weather Forecast for Big Pine Key
How to Book Your Big Pine Key vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Big Pine Key
Common Rentals by Owner Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Exclusive access to a private outdoor swimming pool for relaxing after a day of exploring the region.
- Well-maintained outdoor grilling area or barbecue station to enjoy Florida’s warm evenings.
- Spacious patios or decks with comfortable seating to take in the scenic views of the area.
- Beautifully landscaped gardens or yard spaces ideal for outdoor activities or leisurely walks.
- Outdoor showers or rinse stations, perfect for rinsing off after a day at nearby beaches or parks.
- Private docks or waterfront access if your rental is situated near the water, offering opportunities for boat rides or fishing.
- Ample parking areas with shaded zones to keep your vehicle protected while you enjoy the outdoors here.
Top Attractions Around Big Pine Key
What attractions are nearby?
While here, you can enjoy a variety of outdoor activities such as kayaking, snorkeling, and wildlife viewing just moments from your rental by owner in Big Pine Key, Florida, offering a perfect blend of adventure and relaxation in this beautiful region.

Family Activities
- Visit the National Key Deer Refuge: Discover the region’s native wildlife, including the adorable Key deer, in this protected area perfect for family nature walks and educational experiences.
- Explore Blue Hole: Enjoy a scenic picnic and birdwatching at this freshwater pond, which offers a peaceful setting to observe local wildlife and learn about the area's natural ecosystem.
- Snorkeling and Beach Days at Bahia Honda State Park: Spend quality time with your loved ones snorkeling along vibrant coral reefs or relaxing on the sandy beaches of this popular destination in the region.
- Kayaking Adventures in the Area: Rent kayaks for an exciting excursion through calm waters, providing an engaging way for families to explore the nearby mangroves and coastal habitats.
Adult Activities
- Snorkeling and Diving Tours: Explore vibrant coral reefs and abundant marine life just off the coast, making it a must-do activity for underwater enthusiasts visiting the area.
- Kayaking and Canoeing Adventures: Glide through pristine waters and mangrove estuaries to discover the peaceful natural beauty unique to this destination’s ecosystem.
- Birdwatching Excursions: Observe diverse bird species in their natural habitat, especially around the many protected wetlands and wildlife refuges here.
- Boat Charters and Eco-Tours: Embark on guided boat trips to explore the surrounding waters, offering opportunities for sightseeing, fishing, or simply relaxing on the water.
Other Places to Stay in Big Pine Key, FL
Big Pine Key Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities in Advance: Take time to research local outdoor adventures and relax in scenic spots to fully enjoy your stay here.
- Choose a Rental Close to Natural Attractions: Opt for properties that offer easy access to the area's wildlife and marine environments for an authentic experience.
- Pack Appropriate Gear: Bring essentials like sunscreen, insect repellent, and snorkeling equipment to enhance your enjoyment of the region’s outdoor offerings.
- Connect with Local Resources: Utilize nearby visitor centers or guides to discover hidden gems and maximize your exploration of this tranquil destination.
Transportation Options
- Rental Cars: Renting a car gives you the flexibility to explore the region at your own pace, with numerous local agencies offering convenient options for visitors here.
- Public Transportation: The area's bus services provide an affordable way to navigate the destination and reach popular spots comfortably.
- Bicycle Rentals: Biking is an eco-friendly and scenic transportation choice that allows you to enjoy the natural beauty of this Caribbean-adjacent destination.
- Taxi Services and Rideshare: Taxis and rideshare apps offer quick and reliable transportation within the region, making short trips around this tropical paradise hassle-free.
Local Customs Options
- Respect for Local Marine Life: You should observe local customs by maintaining a respectful distance from the area's vibrant marine environments, which are integral to the region's natural charm.
- Adherence to Conservation Efforts: It’s important to support conservation practices here by properly disposing of waste and avoiding activities that could harm the delicate ecosystem.
- Appreciation of Island Traditions: Engaging with local history and participating in community events can provide a deeper understanding of this destination’s unique cultural heritage.
- Environmental Responsibility: You are encouraged to minimize your ecological footprint during your stay by using eco-friendly products and respecting protected areas in the region.
Frequently Asked Questions About Big Pine Key Rentals by Owner
1. What are the top vacation rentals in Big Pine Key?
There are a lot of options in Big Pine Key. If you plan on staying in the Big Pine Key area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Big Pine Key:
- Captain D's Hideout - Beautiful waterfront home in the heart of a deer preserve
- Island Sunrise Resort- 3 acre estate with open water sunrises.
- Awesome Open Water View at Blue Heron Estate
- Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise!
- 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!
- Gorgeous Beachfront Home with a pool. Water views from every direction.
- "Canal-Front Paradise in Big Pine Key-Relax &Explore the keys"
- Incredible~Ocean Views~ramp-dock-hot tub. Stay 14 days get up to 14 more FREE!
- Excellent boating location-65 ft frontage on deep canal
2. How many Rentbyowner vacation rentals are available in Big Pine Key?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 266 in the Big Pine Key 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 Big Pine Key.
3. What is the cancellation policy for rental properties in this area?
4. How do I confirm my reservation in this destination?
5. Are there specific requirements or restrictions when booking a vacation rental here?
6. What steps should I follow if I need to modify or cancel my stay?
7. Is there support available if I encounter issues during my stay in this region?
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