Pinecrest Vacation Packages

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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!

Top Pinecrest Vacation Deals

Price found within the past 48 hours. Click for updated prices.
President Hotel Villa

President Hotel Villa

3.5 out of 5
South Beach
Price was CA $2,303, price is now CA $1,257 per person
CA $1,257
per person
Jan 11 - Jan 18
found 3 hours ago
Roundtrip flight included
Ottawa (YOW) to Miami (MIA)
8.2/10 Very good! (1,000 reviews)
My stay at the president Villa was absolutely phenomenal. I walked into a clean, well-kept room. The staff were incredibly helpful upgrading my room with a balcony to celebrate my birthday and it was such an incredible opportunity for me to sit at the bar with my welcome drinks. The breakfast was okay. I'm very grateful for the dry items as I do not consume pork. There were other options for me to enjoy breakfast. Plenty of shopping nearby, with the beach just a short 3 minute walk. I was in town for a conference and my walking time was just under 20 minutes to the convention center. I WILL BE BACK 😊

Reviewed on Oct 30, 2026

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 CA $49,795, price is now CA $24,859 per person
CA $24,859
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8/10 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 on Jun 22, 2016

Avi Lux Stay

Avi Lux Stay

4.5 out of 5
East Fort Lauderdale
Save 100% on your flight
Price was CA $2,399, price is now CA $1,286 per person
CA $1,286
per person
Jan 22 - Jan 27
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
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 on Aug 28, 2025

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
Price was CA $2,435, price is now CA $1,343 per person
CA $1,343
per person
Jan 19 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8.6/10 Excellent! (1,002 reviews)
Good stay overall would stay again!

Reviewed on Oct 31, 2026

The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was CA $2,537, price is now CA $1,401 per person
CA $1,401
per person
Jan 19 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8.4/10 Very good! (2,021 reviews)
Location was great, just across the road to the beach. It was a shame that the family room (2 queen beds) was definitely not big enough for 4 people. The bathroom was not big enough neither, had to fully open/close the door just to get in/out. The staff were very helpful and the pool and breakfast was in the sister hotel (The President) which I didn’t realise. All in all it was ok

Reviewed on Oct 31, 2026

Ready to book your vacation to Pinecrest?

 

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Pinecrest Hotel Deals

Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
4441 Collins Avenue Miami Beach FL
The price is CA $351 per night from Nov 15 to Nov 16
CA $351
CA $494 total
Nov 15 - Nov 16
includes taxes & fees
Fontainebleau Miami Beach
Hyatt Regency Miami

Hyatt Regency Miami

4 out of 5
400 Se 2nd Ave Miami FL
Fully refundableReserve now, pay when you stay
The price is CA $306 per night from Nov 23 to Nov 24
CA $306
CA $346 total
Nov 23 - Nov 24
includes taxes & fees
Hyatt Regency Miami
Kompose Boutique Hotel Miami Airport

Kompose Boutique Hotel Miami Airport

3 out of 5
3401 NW 25th St Miami FL
The price is CA $96 per night from Nov 3 to Nov 4
CA $96
CA $125 total
Nov 3 - Nov 4
includes taxes & fees
Kompose Boutique Hotel Miami Airport
See all 13,123 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
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Stay near popular Pinecrest attractions

Pinecrest Gardens

8.0/10 (5 reviews)
Explore the great outdoors at Pinecrest Gardens, a lovely green space in Pinecrest. Amble around this vibrant area's beautiful beaches and enjoy its top-notch restaurants.
See properties

What to do in Pinecrest

12 hours Day at Key West With Boat Tour and Snorkeling

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

CA $46
per adult
82% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
spectacular views only from the water

Miami Sunset and City Lights Cocktail Cruise with Open Bar

CA $98
per adult
94% of travellers recommend
Miami Sunset and City Lights Cocktail Cruise with Open Bar
Thriller Speedboat Ride

Thrilling Speedboat + Sightseeing Tour of Miami

CA $74
per adult
94% of travellers recommend
Thrilling Speedboat + Sightseeing Tour of Miami
See all activities in Pinecrest

Frequently asked questions

How much does a Pinecrest vacation package cost?
Offering great value package deals from CA $1,257 on Expedia, you'll be thrilled with how little a vacation to Pinecrest costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Pinecrest?
To pick up cheap Pinecrest vacation packages, plan your getaway outside of peak times like public holidays and major festivals. You'll typically find better availability and lower prices when it's less busy.
How many days is enough for Pinecrest?
Pinecrest vacations can be as short or long as you like, but to get a real feel for this place, we reckon 6 days is about right. In this timeframe, you can visit top attractions like Fairchild Tropical Botanic Garden and The Palms at Town & Country and seek out some lesser-known gems. Don't skip neighbourhoods such as Coconut Grove and Glenvar Heights either. If you're clever with your time, you can even take a day trip or two from Pinecrest too.
Is it worth booking a vacation package to Pinecrest?
Pinecrest offers everything you need for an unforgettable trip. Begin your Pinecrest vacation on a high note by exploring popular attractions like Coral Pine Park.
How to find the best Pinecrest package deals?
Start your search for a Pinecrest package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Pinecrest package deal right away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Pinecrest getaway off to a flying start.
Is it cheaper to book a Pinecrest vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Pinecrest vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Pinecrest?
If you've got your Pinecrest vacation dates confirmed, book as early as you can to bag some outstanding deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Pinecrest?

  1. Choose when to get away: Check your diary and pack your bags. Your favourite time of year and the type of activities on offer will also help you decide when to escape to Pinecrest.
  2. Work out your budget: Ensure you have enough money to pay for everything from dining out and transportation to airfares and activities. Your accommodations will likely be the largest expense during your trip to Pinecrest.
  3. Decide how many days away: Start by compiling a list of the attractions you'd like to experience in Pinecrest. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your airfare and accommodations: After you've nailed down your trip dates and duration, book the right Pinecrest vacation package for you.

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