Pinecrest Vacations from $363

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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.
Henrosa Hotel

Henrosa Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was $726, price is now $363 per person
$363
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (818 reviews)
Beach staff was rude.

Reviewed on Sep 8, 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 $27,120, price is now $12,684 per person
$12,684
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
Riverside Hotel

Riverside Hotel

3.5 out of 5
East Fort Lauderdale
Price was $1,127, price is now $533 per person
$533
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9/10 Wonderful! (2,528 reviews)
Great location! Clean rooms

Reviewed on Sep 17, 2025

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
Price was $724, price is now $364 per person
$364
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Great staff. Nice rooms close to beach

Reviewed on Sep 2, 2025

Bentley Hotel South Beach

Bentley Hotel South Beach

4 out of 5
South Beach
Price was $2,459, price is now $1,254 per person
$1,254
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (311 reviews)
It seems people dont speak english . Cleaning was bit issue. Sofa bed didnt work

Reviewed on Sep 15, 2025

Don't see what you're looking for?
See all available trips from Singapore to Pinecrest
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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

$26
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
$392 nightly
The price is $447 total per night from Sep 21 to Sep 22
$447 total
Sep 21 - Sep 22
Total with taxes and fees
8/10 Very Good! (7,043 reviews)
"Nice"

Reviewed on Sep 13, 2025

Fontainebleau Miami Beach
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 Sep 21 to Sep 22
$101 total
Sep 21 - Sep 22
Total with taxes and fees
9.2/10 Wonderful! (5,203 reviews)
"."

Reviewed on Sep 16, 2025

citizenM Miami Worldcenter
La Quinta Inn by Wyndham Miami Airport North

La Quinta Inn by Wyndham Miami Airport North

3 out of 5
7401 Nw 36th St, Miami, FL
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $83 total per night from Sep 21 to Sep 22
$83 total
Sep 21 - Sep 22
Total with taxes and fees
7.6/10 Good! (5,892 reviews)
"The property is an older motel style with exterior outdoor motel room entrance but the rooms are completely rehabbed and refurnished. The rooms are very clean and modern with quality furnishings. This motel offers good value compared to other Miami airport hotels."

Reviewed on Sep 12, 2025

La Quinta Inn by Wyndham Miami Airport North
See all 11,214 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 $363 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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