Best Vacation Homes in Pinecrest
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
CA $950/Night
For 7 Nights CA $6,652
215.28 ft²
2 Guests
1 Bedroom
1 Bathroom
House
- Pool
- Balcony/Terrace
- Breakfast
CA $104/Night
For 7 Nights CA $726
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $514/Night
For 7 Nights CA $3,597
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $409/Night
For 7 Nights CA $2,864
2443.41 ft²
10 Guests
4 Bedrooms
2 Bathrooms
House
- Pool
- View
- Parking
CA $646/Night
For 7 Nights CA $4,521
900 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $579/Night
For 7 Nights CA $4,053
900 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $426/Night
For 7 Nights CA $2,983
1 Guest
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Hot Tub
- Pool
- Balcony/Terrace
CA $300/Night
For 7 Nights CA $2,100
Pinecrest Luxury Rentals
12 Guests
5 Bedrooms
6 Bathrooms
Group Friendly
Boat Rental
- Balcony/Terrace
- Air Conditioner
- Internet
CA $9,373/Night
For 7 Nights CA $65,612
4628.48 ft²
16 Guests
5 Bedrooms
4 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- View
- Pet Friendly
CA $6,873/Night
For 7 Nights CA $48,108
10 Guests
6 Bedrooms
7 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $5,479/Night
For 7 Nights CA $38,351
10763.91 ft²
10 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
Villa
- Parking
- Child Friendly
- Security/Safety
CA $3,803/Night
For 7 Nights CA $26,622
16 Guests
1 Bedroom
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $3,489/Night
For 7 Nights CA $24,420
10 Guests
4 Bedrooms
3 Bathrooms
Group Friendly
Villa
- Private Pool
- Pool
- Balcony/Terrace
CA $2,053/Night
For 7 Nights CA $14,371
10 Guests
4 Bedrooms
3 Bathrooms
Group Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
CA $1,375/Night
For 7 Nights CA $9,623
3573.62 ft²
10 Guests
5 Bedrooms
4 Bathrooms
House
- Hot Tub
- Pool
- Balcony/Terrace
CA $1,369/Night
For 7 Nights CA $9,580
Pinecrest Pet Friendly Vacation Rentals
684 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $255/Night
For 7 Nights CA $1,783
688.89 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- View
- Pet Friendly
CA $158/Night
For 7 Nights CA $1,103
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Pet Friendly
CA $301/Night
For 7 Nights CA $2,110
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $662/Night
For 7 Nights CA $4,634
1018.98 ft²
36 Guests
80 Bedrooms
10 Bathrooms
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $279/Night
For 7 Nights CA $1,955
900 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $505/Night
For 7 Nights CA $3,538
9688 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $398/Night
For 7 Nights CA $2,788
6 Guests
4 Bedrooms
3 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
CA $471/Night
For 7 Nights CA $3,297
Pinecrest Large Vacation Homes
2446 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Pool
- Balcony/Terrace
CA $953/Night
For 7 Nights CA $6,673
1743.75 ft²
15 Guests
4 Bedrooms
3 Bathrooms
Ocean View
Villa
- Oceanfront
- Pool
- Ocean View
CA $1,046/Night
For 7 Nights CA $7,326
10 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
CA $435/Night
For 7 Nights CA $3,044
2400.35 ft²
12 Guests
4 Bedrooms
3 Bathrooms
Free Cancellation
House
- Hot Tub
- Pool
- Balcony/Terrace
CA $1,051/Night
For 7 Nights CA $7,355
3604 ft²
10 Guests
4 Bedrooms
6 Bathrooms
Family Friendly
House
- Private Pool
- Pool
- Balcony/Terrace
CA $2,696/Night
For 7 Nights CA $18,871
8 Guests
4 Bedrooms
3 Bathrooms
Ocean View
Villa
- Private Pool
- Pool
- Ocean View
CA $892/Night
For 7 Nights CA $6,242
14 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
CA $1,258/Night
For 7 Nights CA $8,804
11 Guests
5 Bedrooms
6 Bathrooms
Family Friendly
Villa
- Private Pool
- Pool
- Balcony/Terrace
CA $1,384/Night
For 7 Nights CA $9,686
Why Choose Rent By Owner for your Pinecrest 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.
Popular Areas for Pinecrest Vacation Rentals
Where are the best neighborhoods to stay in Pinecrest?
When choosing where to stay in Pinecrest, Florida, USA, exploring the distinctive neighborhoods can enhance your vacation experience. Each area offers a unique atmosphere, from quiet residential streets to scenic surroundings that showcase the natural beauty of Pinecrest. Whether you prefer a peaceful retreat close to lush parks or a convenient location near local amenities, selecting the right neighborhood ensures a comfortable and memorable stay. Trust in well-maintained vacation rentals within these neighborhoods to provide a seamless and reliable booking experience, making your visit to Pinecrest both enjoyable and stress-free.
Gables By The Sea
Nestled along the scenic waterways, Gables By The Sea offers a peaceful retreat where you can enjoy privacy and natural beauty, making it an ideal spot for your stay in the region. This neighborhood provides an exclusive atmosphere perfect for those seeking tranquility close to Coral Gables' amenities.
View 30+ Rentals in Gables By The SeaHammocks
Known for its lush landscapes and family-friendly environment, Hammocks is a desirable destination for travelers wanting spacious surroundings and convenient access to local parks and schools. Here, you can find a welcoming community that combines suburban comfort with easy reach of key attractions in the area.
View 234+ Rentals in HammocksBest Times to Visit Pinecrest
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit this destination can enhance your experience, as the weather and local events here vary throughout the year, making it important to plan your trip accordingly for the best stay in the region.
Peak Season Highlights
Spring (March to May)
During spring, the area experiences mild and pleasant weather, making it an ideal time for outdoor activities and exploring. This season attracts visitors seeking comfortable temperatures and vibrant natural scenery.
Average Temperature Daytime: 75°F - Nighttime: 55°F
Fall (September to November)
In fall, the region offers cooler temperatures and fewer crowds, providing a peaceful retreat for your stay. It's perfect for enjoying the scenic beauty and serene atmosphere of this destination.
Average Temperature Daytime: 70°F - Nighttime: 50°F
Off-Season Highlights
Summer (June to August)
Summertime brings hotter weather, which can be less comfortable for some travelers. However, this is still a quieter period for those who prefer avoiding peak tourist times while enjoying the warm climate.
Average Temperature Daytime: 85°F - Nighttime: 65°F
Winter (December to February)
Winter months tend to be cooler and less crowded, making it a good choice for low-season travelers looking for budget-friendly options. The weather remains relatively mild here compared to more northern destinations.
Average Temperature Daytime: 65°F - Nighttime: 45°F
Weekly Weather Forecast for Pinecrest
How to Book Your Pinecrest 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 Pinecrest
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 dining areas perfect for relaxing meals in the sunshine.
- Take advantage of landscaped gardens or private yards to unwind after a day of exploring.
- Experience outdoor fire pits or seating areas ideal for evening gatherings.
- Make the most of shaded patios or verandas for enjoying the fresh air in comfort.
- Discover private pools or hot tubs to cool off or relax under the stars.
- Benefit from ample parking spaces suitable for outdoor activities or excursions.
- Utilize well-maintained pathways or trails for walking, jogging, or biking around the property.
Top Attractions Around Pinecrest
What attractions are nearby?
In the area, you can enjoy a variety of outdoor activities and scenic nature excursions that highlight the natural beauty of this destination, making it an ideal choice for exploring the region's lush landscapes and tranquil surroundings during your stay.
Family Activities
- Coral Castle Museum: Discover the fascinating history of this unique attraction, where you can explore impressive stone sculptures and learn about local artistry in the region.
- Everglades National Park Tours: Experience an exciting airboat adventure that takes you through the iconic Everglades, offering unforgettable wildlife sightings and nature exploration nearby.
- Bird Watching at Blackwater River State Forest: Enjoy peaceful mornings observing diverse bird species in this scenic natural setting close to your Pinecrest area stay.
- Picnic and Recreational Activities at Matheson Hammock Park: Relax with family-friendly picnics and outdoor games while taking in beautiful waterfront views in this popular park here.
Adult Activities
- Exploring the Pinecrest Gardens: Discover lush botanical gardens that offer tranquil walking trails and native Florida flora, perfect for a relaxing day out.
- Fishing at the local lakes: Enjoy a peaceful afternoon casting lines in nearby lakes, where you can unwind amid scenic surroundings unique to this area.
- Hiking in the regional parks: Venture into nearby parks featuring well-maintained trails that showcase the natural beauty of the region's landscape.
- Attending community events: Participate in local festivals and markets held throughout here, providing authentic regional experiences and entertainment for adults.
Other Places to Stay in Pinecrest, FL
Coral Pine Park
Pinecrest Gardens
Pinecrest Travel Tips
How Can You Make the Most of Your Stay?
- Plan your outdoor adventures early: Take advantage of the region’s natural beauty by scheduling activities such as hiking or kayaking during the daylight hours to fully enjoy the area's scenic landscapes.
- Explore local dining options: Discover authentic flavors and cozy eateries nearby, making your stay more memorable without having to venture far from your rental.
- Utilize nearby amenities carefully: Check out what facilities are available locally, like grocery stores and recreational spots, to ensure a convenient and comfortable visit.
- Respect the environment and community: Preserve the natural surroundings by following eco-friendly practices and engaging thoughtfully with the local area during your trip.
Transportation Options
- Miami International Airport: This major airport offers numerous domestic and international flights, making it a convenient gateway for travelers visiting the region.
- Local Bus Services: The area is served by several local bus routes that provide affordable and reliable transit options within Pinecrest and to nearby destinations.
- Car Rentals: Renting a vehicle here allows you to explore the region at your own pace, with many rental agencies available close to key transportation hubs.
- Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft are readily accessible, providing convenient door-to-door transportation throughout this destination.
Local Customs Options
- Respect for Local Nature: Visitors often observe a strong appreciation for the area's natural surroundings, emphasizing conservation and eco-friendly practices during their stay.
- Community Hospitality: Welcoming attitudes are typical here, with residents taking pride in sharing their local customs and traditions with visitors exploring the region.
- Farmers' Market Traditions: Engaging in local farmers' markets is a common custom, providing an authentic taste of regional produce and fostering community connections.
- Sunset Gatherings: Participating in informal sunset viewing events along scenic spots reflects the area's laid-back lifestyle and appreciation for natural beauty.
Frequently Asked Questions About Pinecrest?
1. What are the top vacation rentals in Pinecrest?
There are a lot of options in Pinecrest. If you plan on staying in the Pinecrest area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Pinecrest:
- Tranquil Heirloom Hideaway, Pool in South Miami
- Boho House, Large Yard, Central Miami Location
- New Luxury estate, Pool/Jacuzzi/GYM, Sleeps 16
- Great neighborhood Managed by BNR Vacation Rentals
- Queen's Tropical Garden View Room
- Cumpa's House: Mid-Century Luxury in Miami
- Tranquil Heirloom Hideaway Pool in South Miami
- Pinecrest #1 | 2BR 4 Beds by Miami SoFi Vacation Rentals
- Home with Pool in Upscale Pinecrest Village
- Pinecrest #4 | 2BR 4 Beds by Miami SoFi Vacation Rentals
2. How many vacation rentals have private pools in Pinecrest?
There are 21 vacation rentals with private pools near Pinecrest. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Pinecrest are best for families?
If you are looking for a family-friendly vacation home in Pinecrest, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Pinecrest:
4. How many Rentbyowner vacation rentals are available in Pinecrest?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 150 in the Pinecrest 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 Pinecrest.
5. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary depending on the specific listing. You should review the rental's cancellation terms on the property’s page or contact the owner directly to understand their specific policy.
6. Are there any additional fees I should be aware of when booking in this destination?
Additional fees such as cleaning, service charges, or local taxes are often outlined in the listing details. Be sure to read through all the provided information carefully or reach out to the property owner for clarification.
7. How do I ensure my reservation in this region is secure?
Reservations are protected by a secure booking system that encrypts your personal information. For added confidence, verify the listing’s reviews and communicate directly with the host through the platform’s messaging system.
8. What amenities are typically included in vacation rentals here?
Most properties offer amenities like Wi-Fi, kitchen facilities, and parking. To confirm specific features, review the listing description or contact the owner before booking.
9. Is it possible to modify or cancel my booking if my plans change?
Modifications and cancellations depend on the individual rental’s policies. Check the property's terms on the listing page or contact the owner directly to discuss any changes you need to make.
Pinecrest Top Rated Vacation Rentals
2400.35 ft²
8 Guests
3 Bedrooms
3 Bathrooms
House
- Spa
- Fireplace/Heating
- Pool
CA $430/Night
For 7 Nights CA $3,010
2400 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
CA $745/Night
For 7 Nights CA $5,217
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $243/Night
For 7 Nights CA $1,700
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Breakfast
CA $267/Night
For 7 Nights CA $1,870
952.61 ft²
9 Guests
24 Bedrooms
3 Bathrooms
Apartment
- Oceanfront
- Fireplace/Heating
- Pool
CA $279/Night
For 7 Nights CA $1,955
305.42 ft²
30 Guests
170 Bedrooms
8 Bathrooms
Ocean View
Hotel
- Oceanfront
- Fireplace/Heating
- Pool
CA $183/Night
For 7 Nights CA $1,284
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
CA $223/Night
For 7 Nights CA $1,558
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $312/Night
For 7 Nights CA $2,187
