Best Vacation Homes in Pinebrook South
House
10.0(1 Review)
6 Bedrooms
3 Baths
13 Guests
3316 ft²
Private Pool
Oceanfront
Fireplace/Heating
Pool
US $1,143/Night
7 Nights - US $8,000
House
10.0(3 Reviews)
4 Bedrooms
2 Baths
12 Guests
8611.13 ft²
- Oceanfront
- Fireplace/Heating
- Pool
Ocean View
US $495/Night
7 Nights - US $3,465
House
9.6(254 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $155/Night
7 Nights - US $1,085
New
House
3 Bedrooms
4 Baths
8 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $527/Night
7 Nights - US $3,691
Apartment
10.0(3 Reviews)
2 Bedrooms
3 Baths
5 Guests
2195.84 ft²
Private Beach- Oceanfront
- Fireplace/Heating
- Pool
US $310/Night
7 Nights - US $2,170
New
House
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
Air Conditioner
Internet
Child Friendly
US $365/Night
7 Nights - US $2,554
New
House
4 Bedrooms
3 Baths
10 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $314/Night
7 Nights - US $2,201
New
Apartment
2 Bedrooms
2 Baths
5 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $253/Night
7 Nights - US $1,772
Pinebrook South Luxury Rentals
House
10.0(3 Reviews)
4 Bedrooms
3 Baths
10 Guests
3300 ft²
- Private Pool
Spa- Fireplace/Heating
- Pool
US $1,196/Night
7 Nights - US $8,371
House
9.6(7 Reviews)
6 Bedrooms
4 Baths
12 Guests
4000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
Balcony/Terrace
US $1,029/Night
7 Nights - US $7,204
House
4 Bedrooms
3 Baths
8 Guests
- Private Pool
Hot Tub- Fireplace/Heating
- Pool
US $882/Night
7 Nights - US $6,177
Condo
9.8(21 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $794/Night
7 Nights - US $5,560
House
5 Bedrooms
4 Baths
10 Guests
1937.5 ft²
- Fireplace/Heating
View- Air Conditioner
- Internet
US $703/Night
7 Nights - US $4,921
House
10.0(2 Reviews)
2 Bedrooms
3 Baths
4 Guests
- Fireplace/Heating
- Pool
Pet Friendly- Air Conditioner
US $691/Night
7 Nights - US $4,840
Condo
9.8(24 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $688/Night
7 Nights - US $4,813
Condo
9.4(29 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $688/Night
7 Nights - US $4,813
Pinebrook South Pet Friendly Vacation Rentals
New
House
3 Bedrooms
2 Baths
6 Guests
1335 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $244/Night
7 Nights - US $1,705
House
10.0(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1377.78 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $262/Night
7 Nights - US $1,836
House
1 Bedroom
1 Bath
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $454/Night
7 Nights - US $3,178
New
House
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $223/Night
7 Nights - US $1,559
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
5 Guests
936.46 ft²
- Private Beach
- Oceanfront
- Fireplace/Heating
- Pool
US $340/Night
7 Nights - US $2,380
Cottage
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
Kitchen
US $209/Night
7 Nights - US $1,460
New
House
1 Bedroom
2 Baths
6 Guests
- Pet Friendly
- Kitchen
Parking- Air Conditioner
US $202/Night
7 Nights - US $1,415
House
10.0(185 Reviews)
2 Bedrooms
2 Baths
6 Guests
1389 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $207/Night
7 Nights - US $1,446
Pinebrook South Large Vacation Homes
Villa
10.0(45 Reviews)
2 Bedrooms
1 Bath
4 Guests
850 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $166/Night
7 Nights - US $1,164
Villa
10.0(1 Review)
3 Bedrooms
3 Baths
6 Guests
2572.57 ft²
- Private Beach
- Oceanfront
- Pool
- Ocean View
US $329/Night
7 Nights - US $2,303
Villa
10.0(20 Reviews)
1 Bedroom
1 Bath
3 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $335/Night
7 Nights - US $2,347
Villa
10.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Balcony/Terrace
- View
- Pet Friendly
- Parking
US $289/Night
7 Nights - US $2,023
Villa
10.0(13 Reviews)
2 Bedrooms
1 Bath
6 Guests
1250 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $219/Night
7 Nights - US $1,531
Villa
10.0(11 Reviews)
2 Bedrooms
2 Baths
4 Guests
1180 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $167/Night
7 Nights - US $1,171
Villa
10.0(9 Reviews)
1 Bedroom
1 Bath
3 Guests
816 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $42/Night
7 Nights - US $297
Villa
10.0(6 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $275/Night
7 Nights - US $1,925
Why Choose Rent By Owner for your Pinebrook South Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Pinebrook South
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here can enhance your experience and ensure you enjoy the region's welcoming climate and vibrant atmosphere, making it an ideal destination for your next vacation rental stay in Venice, Florida.
Peak Season Highlights
Winter (December to February)
During the winter months, this destination experiences its peak season as visitors escape colder climates for the warm and sunny weather here. You can enjoy ideal conditions for outdoor activities and leisurely exploring the area's beautiful surroundings.
Average Temperature Daytime: 75°F - Nighttime: 55°F
Spring (March to May)
Springtime attracts many travelers seeking pleasant temperatures and blooming scenery, making it a popular time to visit. Expect lively atmospheres and extended daylight hours that enhance your outdoor adventures in this region.
Average Temperature Daytime: 78°F - Nighttime: 58°F
Off-Season Highlights
Summer (June to August)
While summer brings warm weather, it is considered an off-peak time due to higher humidity and increased rainfall. This period often offers fewer crowds, making it an ideal opportunity for those seeking tranquility or more affordable vacation rentals.
Average Temperature Daytime: 88°F - Nighttime: 72°F
Fall (September to November)
Autumn offers cooler temperatures and fewer visitors, creating a peaceful setting for your getaway. It’s a great time to explore the area comfortably while enjoying lower rates on vacation rentals here.
Average Temperature Daytime: 80°F - Nighttime: 62°F
Weekly Weather Forecast for Pinebrook South
How to Book Your Pinebrook South Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Pinebrook South
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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
- Enjoy outdoor swimming pools that provide a relaxing escape under the Florida sun.
- Benefit from well-maintained outdoor spaces perfect for picnics and outdoor dining experiences.
- Take advantage of private or community tennis courts for active recreation during your stay.
- Relax in shaded patio areas equipped with lounge chairs, ideal for unwinding after exploring the region.
- Use the outdoor grilling stations to prepare delicious meals with family and friends.
- Explore safe, well-lit walking and biking paths that wind through the local community.
- Make the most of nearby lakes or water features for kayaking or other water activities, if available.
Top Attractions Around Pinebrook South
What attractions are nearby?
During your stay here, you can explore a variety of outdoor activities and local attractions that showcase the natural beauty and leisure opportunities unique to this destination in Venice, Florida.
Family Activities
- Venice Beach Community Park: Enjoy a family day outdoors with playgrounds, picnic areas, and scenic walking paths along the Gulf of Mexico here in Venice.
- Local Wildlife Watching: Discovering the region’s native birds and marine life offers an educational and entertaining experience for all ages.
- Community Sports Complex: Engage in friendly matches or casual sports at this nearby facility, perfect for active families looking to stay energized during their stay.
- Shopping and Dining at Venice Island: Explore charming shops and family-friendly restaurants on Venice Island, just minutes from your vacation rental, for a relaxed day out.
Adult Activities
- Golfing at Venice Golf & Country Club: Enjoy a round of golf at this scenic course, offering stunning views and challenging play for enthusiasts visiting this sunny region.
- Exploring Caspersen Beach: Relax on the pristine sands and search for unique shells along the shoreline of one of the area's most popular beaches.
- Boating and Kayaking in the Intercoastal Waterway: Discover the tranquil waterways with rentals available nearby, perfect for exploring local wildlife and enjoying a day on the water.
- Dining at Local Restaurants: Savor fresh seafood and regional cuisine at distinguished eateries nestled within close proximity to your chosen stay here.
Pinebrook South Travel Tips
How Can You Make the Most of Your Stay?
- Explore local dining options: Take advantage of the region’s exceptional eateries to enjoy authentic flavors and fresh seafood during your stay.
- Plan outdoor activities: The area offers beautiful beaches and parks where you can relax, swim, or engage in water sports for a memorable experience.
- Utilize nearby attractions: Make the most of your trip by visiting popular spots within easy reach of your vacation rentals, ensuring you get the best out of this destination.
- Book in advance: Secure your preferred vacation rentals early to enjoy peace of mind and access to the top properties in this region.
Transportation Options
- Personal Vehicle: Renting or using your own car offers the most flexibility for exploring the area and visiting nearby attractions in Venice, Florida.
- Public Transportation: The region is served by local bus services that provide convenient, affordable options to navigate within Venice and connect to surrounding communities.
- Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft operate here, offering quick and reliable transportation for getting around the destination comfortably.
- Bicycle Rentals: Exploring here can be enjoyable via bicycle rentals, allowing you to discover scenic areas at a leisurely pace while enjoying the local warm climate.
Local Customs Options
- Greeting Etiquette: In this region, locals typically greet each other with a friendly nod or wave, reflecting the welcoming atmosphere of Pinebrook South.
- Dining Customs: When dining out, it’s common to leave a gratuity of around 15-20%, showcasing the area's appreciation for good service in Venice's vibrant hospitality scene.
- Local Festivals: Participating in community events and festivals is a cherished tradition here, offering travelers an authentic glimpse into the regional culture.
- Respect for Nature: Respect for the area's natural environment is highly valued, often observed through conservation-minded practices and respectful interaction with local wildlife.
Pinebrook South Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Pinebrook South?
There are a lot of options in Pinebrook South. If you plan on staying in the Pinebrook South area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Pinebrook South:
- Comfy, clean, private home IN Venice, Florida; Heated Pool, Minutes to the Beach
- Circle Drive Venice Island Pool Home a Short Walk To Your Own Private Beach!
- LOCATION! Cute Venice Villa 2 min walk to beach
- Waterfront Home, Fishing, Kayaking, Manatees, Water Access to Gulf
- Tropical vacation house with large, heated pool and spacious, open floor plan
- LOCATION!Lovely Venice Villa 2 min walk to beach
- Contemporary Remodeled, minutes from beach!
- Barefoot Dreams 2 Bed 2 Bath Private Pool Home - Fenced In Yard -10 min to beach
- Bayshore Beach House - Walk to Nokomis Beach! Close to Siesta Key, Venice Beach
- Close to Beaches & Shopping! Clean house with a private backyard Pool
2. How many vacation rentals have private pools in Pinebrook South?
There are 184 vacation rentals with private pools near Pinebrook South. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Pinebrook South are best for families?
If you are looking for a family-friendly vacation home in Pinebrook South, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Pinebrook South:
4. How many Rentbyowner vacation rentals are available in Pinebrook South?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 1135 in the Pinebrook South 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 Pinebrook South.
5. What is the cancellation policy for vacation rentals in this area?
The cancellation policy varies by listing, so it's important to review the specific terms outlined in each property's listing. You can find detailed information about cancellations and potential refunds or fees directly on the listing page or by contacting the property owner.
6. Are pets allowed in vacation rentals near Venice, Florida?
Pet policies differ among properties in the region. To ensure your furry friends are welcome, check the individual listing for pet restrictions or contact the host directly before booking.
7. How do I confirm the availability of a vacation rental in Venice, Florida?
Availability is updated regularly on the listing pages. To confirm dates, simply select your preferred stay period and follow the booking process, or reach out to the property owner for real-time availability.
8. What amenities are typically included in vacation rentals in this destination?
Most properties offer essential amenities such as Wi-Fi, air conditioning, and fully equipped kitchens. For additional features like pools or outdoor spaces, review the specific listing details or contact the owner for clarification.
9. Is there a check-in and check-out process I should know about before staying?
Check-in and check-out procedures can vary between properties. Details are usually provided in the listing or communicated directly by the owner. Be sure to review these instructions prior to your arrival to ensure a smooth experience.
Pinebrook South Top Rated Vacation Rentals
House
10.0(154 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $315/Night
7 Nights - US $2,203
Condo
10.0(144 Reviews)
1 Bedroom
1 Bath
2 Guests
350 ft²
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $172/Night
7 Nights - US $1,202
House
10.0(83 Reviews)
3 Bedrooms
2 Baths
10 Guests
2200 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $215/Night
7 Nights - US $1,508
Apartment
10.0(83 Reviews)
1 Bedroom
1 Bath
2 Guests
500 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $212/Night
7 Nights - US $1,482
House
10.0(72 Reviews)
3 Bedrooms
2 Baths
6 Guests
1633 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $238/Night
7 Nights - US $1,667
House
10.0(68 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $218/Night
7 Nights - US $1,527
House
10.0(57 Reviews)
2 Bedrooms
2 Baths
5 Guests
1400 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $161/Night
7 Nights - US $1,124
House
10.0(56 Reviews)
3 Bedrooms
2 Baths
6 Guests
1994 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $329/Night
7 Nights - US $2,304
