Pinecrest Vacations from $342

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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.
Park Central South Beach

Park Central South Beach

4 out of 5
South Beach
Price was $753, price is now $342 per person
$342
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (930 reviews)
I appreciated the close location to the beach. We were literally a walk across the street to the beach. Everything was walkable. The staff were attentive & present. Very helpful and friendly & accommodating. The lobby area always was clean smelling. I liked they provided complimentary bikes to ride, beach chairs & bottled water. What I did not like were the little bit of channels available on the tv. The stations they did have did not have service so it did not work. Would also recommend a full length mirror.

Reviewed on Aug 23, 2025

Riverside Hotel

Riverside Hotel

3.5 out of 5
East Fort Lauderdale
Price was $1,481, price is now $567 per person
$567
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9/10 Wonderful! (2,500 reviews)
Enjoyable stay, close to all amenities, staff very helpful

Reviewed on Aug 23, 2025

Flow Miami Hotel

Flow Miami Hotel

3.5 out of 5
Downtown Miami
Price was $1,573, price is now $709 per person
$709
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9/10 Wonderful! (149 reviews)
Our 2 rooms were large and nicely decorated. Everything was convenient and clean and organized.

Reviewed on Aug 23, 2025

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was $896, price is now $426 per person
$426
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,000 reviews)
Loved the Art Deco look of the rooms, lobby and hallway. Staff was very kind and helpful.

Reviewed on Aug 16, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $15,821, price is now $7,609 per person
$7,609
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
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Discover the most popular places to visit in Pinecrest

Toured the Port of Miami with seven cruisers docked today. Currently the largest in the world, Symphony of Seas was preparing for its next excursion.

Port of Miami

4/5(7,948 reviews)

Explore the waterfront in Miami Beach with a trip to Port of Miami. Amble around this vibrant area's beautiful beaches and enjoy its top-notch restaurants.

Port of Miami
Steelers and Dolphins

Hard Rock Stadium

4/5(2,355 reviews)

Catch an event at Hard Rock Stadium during your trip to Miami Gardens. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Hard Rock Stadium
Ocean Drive

Ocean Drive

4.5/5(8,387 reviews)

Miami’s famous strip is not only a gathering point for partiers but well worth the visit for lovers of 1920s art deco architecture.

Ocean Drive

What to do in Pinecrest

Miami: 1-hour Jetcar Rental

Miami: 1-hour Jetcar Rental

$50
per traveler
Miami: 1-hour Jetcar Rental
Miami Skyline Evening Cruise on Biscayne Bay

Miami Skyline Evening Cruise of Biscayne Bay on luxury yacht

$23
per adult
Miami Skyline Evening Cruise of Biscayne Bay on luxury yacht
12 hours Day at Key West With Boat Tour and Snorkeling

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

$27
per adult
78% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
See all activities in Pinecrest

Pinecrest Hotel Deals

Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
4441 Collins Avenue, Miami Beach, FL
$348 nightly
The price is $397 total per night from Aug 31 to Sep 1
$397 total
Aug 31 - Sep 1
Total with taxes and fees
8/10 Very Good! (6,856 reviews)
"Good"

Reviewed on Aug 22, 2025

Fontainebleau Miami Beach
InterContinental Miami by IHG

InterContinental Miami by IHG

5 out of 5
100 Chopin Plz, Miami, FL
Fully refundable
$224 nightly
The price is $253 total per night from Sep 24 to Sep 25
$253 total
Sep 24 - Sep 25
Total with taxes and fees
9.2/10 Wonderful! (2,100 reviews)
"Excelente servicio"

Reviewed on Aug 21, 2025

InterContinental Miami by IHG
citizenM Miami Worldcenter

citizenM Miami Worldcenter

4 out of 5
700 NE 2ND AVENUE, Miami, FL
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $101 total per night from Aug 25 to Aug 26
$101 total
Aug 25 - Aug 26
Total with taxes and fees
9.2/10 Wonderful! (5,018 reviews)
"Every thing was perfect!"

Reviewed on Aug 22, 2025

citizenM Miami Worldcenter
See all 11,562 properties in Pinecrest
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.

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Frequently asked questions

How much does a Pinecrest vacation package cost?
Offering excellent value package deals from $342 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.