Pinecrest vacation rentals

We found 5,198 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Pinecrest to find one that's perfect for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation homes have the amenities you expect for your stay, which might include parking and a fireplace. You'll be able to choose a rental for everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Pinecrest

Showing deals for:Jul 24 - Jul 31

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Find out more about Pinecrest

Why visit Pinecrest

  • Family-Friendly Activities: Pinecrest offers numerous attractions perfect for family vacations, ensuring fun for all ages.
  • Scenic Neighborhoods: Explore charming areas with tall pines and stunning views that create a welcoming atmosphere.
  • Outdoor Adventures: Enjoy urban parks and nearby beaches, perfect for outdoor enthusiasts looking to relax and explore.
  • Diverse Accommodations: Choose from cozy apartments, spacious condos, or private vacation homes to suit your needs.
  • Cultural Experiences: Discover local housing trends and unique neighborhood character that reflects Pinecrest’s rich culture.

Popular types of accommodation in Pinecrest

If you're looking for the perfect getaway, Pinecrest has a variety of vacation rentals to suit your needs. Our most popular accommodations include cozy apartments, spacious condos, and inviting houses. Whether you’re seeking charming homes for rent or rustic cabins for rent, you're sure to find the ideal Pinecrest stay that meets your expectations. Experience transparent and reassuring lodging options in this beautiful destination.

  • Apartments: The top choice for vacation rentals in Pinecrest, offering convenient living spaces for couples and families alike.
  • Condos: A favored option for travelers seeking modern amenities and shared facilities in a vibrant community.
  • Houses: Ideal for larger groups, these homes provide privacy and a home-like atmosphere during your stay.
  • Villas: Luxurious accommodations featuring spacious layouts and often private pools, perfect for a relaxing getaway.
  • Cottages: Charming and cozy, cottages offer a quaint retreat, ideal for romantic getaways or peaceful escapes.**

Top attractions in and around Pinecrest

Pinecrest, Florida, is an ideal destination for family vacations, business trips, and city-themed getaways. Visitors can explore popular attractions, including medical centers, urban parks, and nearby beaches. With a focus on family-friendly activities, cultural experiences, and outdoor adventures, Pinecrest offers a variety of points of interest that cater to diverse travelers looking to enjoy a memorable stay.

  • Pinecrest Gardens: A tranquil botanical garden filled with lush tropical plants, winding pathways, and beautiful water features. Perfect for families and romantic strolls, it offers a serene escape with its vibrant flora and peaceful ambiance.
  • Miracle Mile: A bustling street known for its vibrant city vibes, Miracle Mile features a variety of shops, restaurants, and cafes. It's a great spot for shopping and dining, showcasing the local culture and lifestyle.
  • Vizcaya Museum and Gardens: A stunning historic estate with European-inspired architecture and beautifully manicured gardens. This museum offers a glimpse into Miami's rich history and culture, making it a must-visit for art and history enthusiasts.

Things to do recommended for couples

Pinecrest offers a charming escape for couples. Enjoy a romantic stroll through the lush Pinecrest Gardens, explore the art at the nearby Fairchild Tropical Botanic Garden, or savor a candlelit dinner at a local bistro. Embrace nature’s beauty and create unforgettable memories together.

Things to do recommended for families

Families can explore the lush Pinecrest Gardens, featuring a playground, nature trails, and a petting zoo. Enjoy a picnic or visit the local farmer's market for fresh produce. Don't miss the vibrant community events held throughout the year, perfect for making lasting memories together.

Things to do recommended for groups

Explore the beautiful Pinecrest Gardens, where your group can enjoy a guided tour of the lush botanical landscape. Don't miss the chance to visit the nearby Deering Estate for a glimpse of local history and nature trails perfect for group hikes.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Pinecrest

If you're traveling with a group, family, pets, or planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful booking tips for using Vrbo.

  • Traveling to Pinecrest with a group: Think about how many bedrooms you’ll require, along with features like a complete kitchen or outdoor areas for group get-togethers. Luckily, you can easily filter for these options and many others on Vrbo.
  • Traveling to Pinecrest with young kids: Traveling with young kids can be tough. It’s important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Pinecrest: For many families, a vacation wouldn't be the same without their furry companions. If you can relate, take a look at Vrbo listings that welcome pets. Most pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Pinecrest: If you’re in search of vacation rentals that offer discounts for month-long stays, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Pinecrest

Pinecrest, Florida, offers a delightful blend of urban charm and family-friendly vibes, making it a perfect vacation spot. Explore the picturesque neighborhoods adorned with tall pines and stunning views, where you can experience a warm, welcoming atmosphere. Don't miss the opportunity to discover local housing trends and the unique character of each neighborhood. Whether you're seeking romance or a business retreat, Pinecrest and its surroundings promise memorable experiences for every traveler.

  • Miami: Miami is a vibrant metropolis known for its rich cultural diversity and stunning coastal beauty. Located near Pinecrest, it offers a plethora of experiences for travelers seeking family-friendly activities, outdoor adventures, and business opportunities. Visitors can explore popular shopping destinations, including bustling malls and unique shops. Miami's attractions are abundant, featuring picturesque beaches, family-friendly beach areas, and lively tourist precincts. Enjoy the vibrant nightlife, delicious cuisine, and year-round sunny weather, making Miami a must-visit destination for any vacation itinerary.
  • Gables By The Sea: Just 2 miles away from Pinecrest, Gables By The Sea is a charming neighborhood that combines tranquility with urban conveniences. This area is perfect for families and business travelers alike, offering access to various educational institutions, shopping centers, and beautiful parks. Visitors can unwind at the nearby beaches or explore lush urban parks and botanical gardens, which provide a serene escape from the bustling city life. Gables By The Sea is an ideal spot for those looking to experience a laid-back yet engaging environment during their stay.
  • Hammocks: Located 3 miles from Pinecrest, Hammocks is a delightful neighborhood that offers a blend of family-friendly activities, educational opportunities, and urban enjoyment. With its proximity to shopping centers and historic college universities, visitors can easily find both leisure and learning experiences. Hammocks features beautiful beaches and inviting urban parks, making it perfect for outdoor enthusiasts. Whether you're enjoying a day at the beach or exploring the local attractions, Hammocks is a great addition to your travel itinerary.

Best time to go to Pinecrest

If you're planning a trip to Pinecrest, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in July and December to January, while off-peak times, like June and October to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January69.3°F (20.7°C)No Rain (Dry)Mostly SunnySlightly HighAverage
February71.4°F (21.9°C)No Rain (Dry)Mostly SunnyAverageAverage
March72.7°F (22.6°C)No Rain (Dry)Mostly SunnyAverageSlightly High
April76.8°F (24.9°C)Light RainMostly SunnyAverageSlightly High
May79.5°F (26.4°C)Light RainMostly SunnyAverageAverage
June82.6°F (28.1°C)Light RainMostly SunnySlightly LowAverage
July84.0°F (28.9°C)Light RainMostly SunnySlightly HighAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageSlightly Low
September82.9°F (28.3°C)Light RainMostly SunnyAverageSlightly Low
October79.9°F (26.6°C)Light RainMostly SunnySlightly LowSlightly Low
November75.2°F (24.0°C)Light RainMostly SunnySlightly LowAverage
December72.1°F (22.3°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Additionally, booking a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, use our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a user-friendly platform for planning your travels. You can easily create new trips, resume planning from where you left off, or review and arrange your existing plans. All your saved or booked properties are organized into categories: Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The exciting area of Pinecrest awaits your stay

The gardens and other outdoor surroundings create an inviting atmosphere in Pinecrest. This city is cosmopolitan and romantic, recognized for its shopping, restaurants and sporting events. Dolphin Mall and Port of Miami are just a couple of the must-sees in the area. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Pinecrest

Do you want to find things to do during your stay? Venture out of your vacation home and experience everything that makes Pinecrest a fun spot to vacation. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Zoo Miami (6.6 mi / 10.7 km)
  • Miami Beach Golf Club (14.3 mi / 23 km)
  • Biltmore Golf Course (5.6 mi / 9.1 km)
  • Miccosukee Golf and Country Club (8.2 mi / 13.2 km)
  • Cuba Tobacco Cigar Co (8.9 mi / 14.4 km)
  • Grapeland Water Park (9.2 mi / 14.8 km)

Exploring the natural features in Pinecrest

Whether you're an active traveler or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Pinecrest. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Pinecrest Gardens (1.4 mi / 2.2 km)
  • Venetian Pool (6.1 mi / 9.9 km)
  • Biscayne Bay (7.8 mi / 12.5 km)
  • Vizcaya Museum and Gardens (8.3 mi / 13.3 km)
  • Crandon Park (9.7 mi / 15.6 km)
  • Key Biscayne Beaches (9.9 mi / 15.9 km)

Transportation to and around Pinecrest

Fly into Miami Intl. Airport (MIA), the closest airport, located 9.3 mi (15 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Miami, FL (MPB-Public Seaplane Base), which is 11.6 mi (18.7 km) away.

Frequently asked questions

What is the best area to stay in Pinecrest, Florida, United States of America when booking a vacation rental?
When considering the best area to stay in Pinecrest, Florida, a few neighborhoods stand out for their charm and proximity to local attractions. One top area is the southern section of Pinecrest, where you'll find a mix of lush landscapes and beautiful homes. This region offers easy access to the Pinecrest Gardens, a stunning botanical garden that features walking paths, a butterfly garden, and a historic house, making it a delightful spot for nature lovers.

Another appealing neighborhood is near the Pinecrest Community Center, which often hosts events and activities for visitors. This area is also conveniently located near shopping and dining options, providing a well-rounded experience during your stay. Overall, Pinecrest boasts a variety of vacation rental properties, with options ranging from cozy condos to spacious family homes, ensuring that visitors can find the great place to enjoy their getaway.
How much does it cost to rent a vacation home in Pinecrest?
Prices for vacation rentals in Pinecrest vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Pinecrest to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Pinecrest vacation house rentals?
You can find great discounts on house rentals in Pinecrest on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Pinecrest?
In Pinecrest, vacation houses are a popular choice, with several available throughout the area. These properties typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and inviting living areas, making them ideal for families and groups. Many houses also come with outdoor spaces, such as patios or gardens, allowing guests to enjoy the warm Florida weather. Additionally, villas and cottages are also offered in the community, providing travelers with a range of options that emphasize comfort and a cozy feel.
Are there any family house rentals in Pinecrest?
In Pinecrest, Florida, there are several family-friendly house rentals available. This charming suburb is known for its beautiful parks and lush greenery, making it an ideal spot for families. Many of these properties feature spacious living areas, full kitchens for preparing meals, and outdoor spaces for children to play and explore.

Visitors will benefit from amenities like Wi-Fi and air conditioning, ensuring a comfortable stay. The area is close to local parks such as Pinecrest Gardens, where families can enjoy playgrounds, picnic spots, and beautiful walking paths. Additionally, the nearby Coral Gables area offers a variety of dining options and cultural attractions, enhancing the overall experience for those looking to immerse themselves in the local community.
Can I rent a vacation home with a pool or hot tub in Pinecrest?
In Pinecrest, there are several vacation homes available for rent that feature pools and hot tubs, making it a great choice for travelers seeking relaxation and leisure. This suburban neighborhood in Florida is known for its lush greenery and family-friendly atmosphere. Many of the available rentals come equipped with private pools, spacious outdoor areas for sunbathing or barbecues, and hot tubs for unwinding after a long day. Inside, travelers can expect amenities such as fully equipped kitchens, comfortable living spaces, and often multiple bedrooms, accommodating families or groups.
Can I find long-stay vacation rentals in Pinecrest?
A long-stay vacation rental in Pinecrest is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Pinecrest?
In Pinecrest, travelers can find several pet-friendly house rentals that cater to families and groups. Many of these homes are equipped with modern amenities such as spacious kitchens, private pools, and outdoor patios, making them ideal for a comfortable and enjoyable stay with pets. The area is known for its beautiful residential neighborhoods, offering a tranquil atmosphere while being conveniently located near parks and recreational spaces.

Nearby, the Pinecrest Gardens provides a lovely outdoor environment for walks and playtime with pets, featuring walking trails, gardens, and picnic areas. This park is a great spot for pet owners to relax and enjoy nature, making it an appealing choice for those looking to combine comfort and outdoor activities during their stay.
Are there any remote work vacation rentals in Pinecrest?
In Pinecrest, Florida, there are several vacation rentals suitable for remote work. These accommodations often come equipped with essential amenities such as free Wi-Fi, dedicated desk spaces, and comfortable chair options, ensuring a conducive work environment. Additionally, many properties feature inviting living areas and fully equipped kitchens, allowing for a pleasant balance of work and relaxation during your stay. The charming neighborhood offers a peaceful atmosphere, with nearby parks and local shops, providing an ideal backdrop for both productivity and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Pinecrest vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Pinecrest with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Pinecrest?
In Pinecrest, popular rental amenities cater to travelers seeking comfort and convenience. Most vacation rentals feature well-equipped kitchens, allowing guests to prepare their own meals. Additionally, many properties offer private pools, providing a refreshing escape from the Florida heat. Outdoor spaces such as patios and decks are common, superb for enjoying al fresco dining or relaxing in the sun. For those who appreciate a morning boost, coffee and tea makers are also standard in these rentals, ensuring a cozy start to the day.
When is the best time to visit Pinecrest for a vacation rental?
The best time to visit Pinecrest for a vacation rental is during the peak season from July to September. This period invites families and outdoor enthusiasts to enjoy the vibrant community events and lush greenery that Florida has to offer. With warm temperatures averaging in the mid-80s to low 90s Fahrenheit, visitors can comfortably explore local parks, engage in water activities, and partake in outdoor dining experiences.

July stands out as the most popular month, buzzing with life and excitement. It's an ideal time to take advantage of the beautiful weather, making it superb for enjoying family outings at nearby attractions or relaxing by the poolside of your rental. The sense of community is palpable, with various festivals and events that showcase the charm of Pinecrest.

If you are considering a more budget-friendly option, October can be a wonderful time to visit as well. The transition into fall brings milder temperatures and a quieter atmosphere, allowing for peaceful exploration of the area's natural beauty without the hustle and bustle of peak season.
How early should I book a Pinecrest vacation rental?
Book your Pinecrest vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Pinecrest home rental booking on Vrbo?
To find Pinecrest vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Pinecrest vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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