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Pinecrest Vacations from $728

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Your Pinecrest Vacation

Say farewell to the hassle of planning and hello to a Pinecrest vacation package. With everything organized before you take off, you can focus on discovering this city, starting with Coconut Grove, which is great for cafes, watersports and shopping. Love to explore your surroundings? University of Miami, Dadeland Mall and Santas Enchanted Forest are some of the top-rated places to visit during a trip to Pinecrest. Expedia has what you need to escape the everyday. Tailor your vacation to Pinecrest to suit your style of travel, whatever that may be!

The Latest Pinecrest Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 21 - Jan 25

    Avi Lux Stay + Flight

    East Fort Lauderdale
    4 nights
    4.5 star property
    7.6/10 - Good (10 reviews)
    "If you are looking for a quiet place to stay this suite is NOT recommended. You can hear motorcycles and racing cars at all hours of the night. Valet is $60 per night mandatory payment required upon check in for the entire length of your stay tips not included. This is not stated in the description prior to booking. BEWARE. "
    Reviewed August 28, 2025
    Roundtrip • Boston (BOS) - Miami (MIA)
    BOS - FLL • Nonstop FLL - BOS • 1 stop
    $1,470
    $728
    per traveler
    found 1 day ago
    Avi Lux Stay
  • Jan 3 - Jan 7

    The Retreat Collection at 1 Hotel & Homes South Beach + Flight

    South Beach
    4 nights
    5.0 star property
    8.0/10 - Very good (1 review)
    "Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay...."
    Reviewed June 22, 2016
    Roundtrip • Boston (BOS) - Miami (MIA)
    BOS - FLL • Nonstop FLL - BOS • Nonstop
    $31,509
    $14,848
    per traveler
    found 2 days ago
    The Retreat Collection at 1 Hotel & Homes South Beach
  • Jan 16 - Jan 21

    501 First Studio Balcony by Palermo Home + Flight

    Downtown Miami
    5 nights
    2.0 star property
    Roundtrip • Boston (BOS) - Miami (MIA)
    BOS - MIA • Nonstop FLL - BOS • Nonstop
    $1,494
    $757
    per traveler
    found 1 day ago
    501 First Studio Balcony by Palermo Home
  • Jan 15 - Jan 21

    E11EVEN Lifestyle - Pool, Nightlife & Downtown + Flight

    Downtown Miami
    6 nights
    4.0 star property
    10/10 - Exceptional (1 review)
    "Loved this stay! The place was PERFECT. Could not ask for more!! Will definitely staying here again next time I’m in Miami."
    Reviewed October 20, 2026
    Roundtrip • Boston (BOS) - Miami (MIA)
    BOS - MIA • Nonstop FLL - BOS • Nonstop
    $2,655
    $1,348
    per traveler
    found 23 hours ago
    E11EVEN Lifestyle - Pool, Nightlife & Downtown
  • Jan 12 - Jan 17

    Viscay Hotel + Flight

    South Beach
    5 nights
    2.5 star property
    8.2/10 - Very good (351 reviews)
    "Great stay"
    Reviewed November 4, 2026
    Roundtrip • Boston (BOS) - Miami (MIA)
    BOS - MIA • Nonstop FLL - BOS • Nonstop
    Save 100% on your flight
    $1,440
    $774
    per traveler
    found 1 day ago
    Viscay Hotel

Where to stay in Pinecrest

Explore the vibrant vibes of Pinecrest, a family-friendly city in South Florida. Adventure awaits in nearby South Miami and the cultural richness of Little Havana. Don't miss the charming Pinecrest areas, perfect for outdoor activities and romantic getaways, making it an ideal destination for all travelers.

Miami

Discover Miami, a vibrant metropolis perfect for adventure-seekers and families looking for an unforgettable getaway. With stunning beaches, the lively Ocean Drive precinct, and attractions like the University of Miami and Miami Beach Convention Center, there's no shortage of excitement. Pinecrest, nestled within Miami, offers easy access to these highlights while providing a charming suburban escape. Choosing Miami for your stay ensures a diverse experience that caters to everyone’s tastes and interests.

Gables By The Sea

Enjoy a vibrant getaway in Gables By The Sea, a top choice for travelers seeking a luxurious experience with family or on business. This neighborhood offers easy access to attractions like the University of Miami and the beautiful local beach, perfect for relaxation or exploration. With Gables By The Sea located about 2 miles from Pinecrest, you’ll find it a smart choice for a stay that blends city excitement with serene surroundings.

Hammocks

If you are a family traveler, look no further than Hammocks, a vibrant neighborhood known for its diverse offerings. Enjoy the educational opportunities at the historic University of Miami, relax at the beautiful Bayfront Park, and explore the bustling Miami Airport Convention Center, catering to both leisure and business needs. Located about 3 miles from Pinecrest, Hammocks makes it easy to access these attractions, ensuring a memorable stay that balances city excitement with family-friendly activities.

Kendall

Ideally situated for family travelers and those seeking a vibrant city experience, Kendall offers easy access to attractions like the University of Miami and Florida International University, along with popular shopping centers. Just about 3 miles by car from Pinecrest, this neighborhood provides a perfect base for exploring local beaches and enjoying a weekend getaway. With its diverse amenities and engaging activities, Kendall is a smart choice for your next vacation stay.

Palmetto Bay

Travelers visiting the area often choose Palmetto Bay, especially couples, families, and business travelers seeking a vibrant mix of city life and outdoor experiences. This charming neighborhood offers easy access to a variety of attractions, including the University of Miami, the Miami Airport Convention Center, and Florida International University, all of which provide unique cultural and recreational opportunities. Located about 3 miles from Pinecrest, Palmetto Bay is a smart choice for your stay, ensuring you have everything you need for a memorable vacation.

Discover the most popular places to visit in Pinecrest

Pinecrest Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently Asked Questions

How much does a Pinecrest vacation package cost?

Offering excellent value package deals from $728 on Expedia, you'll be surprised at how little a vacation to Pinecrest costs! Expedia's packages make travel planning easier and your savings go further.

What are the cheapest months to go to Pinecrest?

You can generally find lower rates and better availability in September, October and December. Check out our cheap Pinecrest vacation packages and you could get some great off-season discounts.

How many days is enough for Pinecrest?

Usually, a handful of days is enough to go to the major attractions during your Pinecrest vacation. However, if you'd like to have more time to relax or go on day trips, consider extending your trip.

Is it worth booking a vacation package to Pinecrest?

It's easy to see why a Pinecrest vacation is on the must-do list of many travelers. Major attractions like Pinecrest Gardens are just the start of what you can explore here.

How to find the best Pinecrest package deals?

Use Expedia's filters to help you find some terrific Pinecrest package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Pinecrest package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.

Is it cheaper to book a Pinecrest vacation as a package?

Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component individually. And you'll still get the flexibility to create a tailored Pinecrest vacation by choosing your preferred accommodation type, airline and car class.

When to book a vacation package to Pinecrest?

If you have your Pinecrest travel dates locked in, book as early as you can to grab some fantastic deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are great for setting off on a whim.

Does Expedia offer Book Now, Pay Later Pinecrest vacation packages?

If you're like us, you love discovering new places but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Pinecrest vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.