Downtown Dunedin Vacation Packages

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Top Holiday Package Deals in Downtown Dunedin

Price found within the past 48 hours. Click for updated prices.
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Price was CA $1,394, price is now CA $960 per person
CA $960
per person
Jul 23 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,015 reviews)
Thank you to all the staff at the restaurant.

Reviewed on Jun 5, 2026

CW Hotel

CW Hotel

4 out of 5
Price was CA $2,872, price is now CA $1,808 per person
CA $1,808
per person
Jul 31 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
No reviews
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was CA $1,589, price is now CA $1,051 per person
CA $1,051
per person
Sep 9 - Sep 16
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8.6/10 Excellent! (2,333 reviews)
Super bueno y muy cerca de todo

Reviewed on Jun 15, 2026

The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Central Sarasota
Price was CA $3,776, price is now CA $2,551 per person
CA $2,551
per person
Aug 3 - Aug 10
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Tampa (TPA)
8.2/10 Very Good! (556 reviews)
Excelente ubicación y 100% recomendado.

Reviewed on May 30, 2026

The Don CeSar

The Don CeSar

4 out of 5
Price was CA $2,041, price is now CA $1,412 per person
CA $1,412
per person
Aug 21 - Aug 26
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (1,165 reviews)
I have one word, WOW!!! You need to go and experience this amazing place for yourself!!!!!!

Reviewed on Jun 19, 2026

Where to stay in Downtown Dunedin

Find the best Downtown Dunedin areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Dunedin
Pass-a-Grille

Pass-a-Grille

1 out of top 10 points of interest in this area

Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street.

Find hotels in Pass-a-Grille

Downtown Dunedin Hotel Deals

The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
The price is CA $253 per night from Jun 21 to Jun 22
CA $253
CA $287 total
Jun 21 - Jun 22
includes taxes & fees
8.6/10 Excellent! (1,372 reviews)
"Swimming pool was closed for our stay."

Reviewed on Jun 15, 2026

The Westin Tampa Bay
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $367 per night from Jul 8 to Jul 9
CA $367
CA $471 total
Jul 8 - Jul 9
includes taxes & fees
9.4/10 Exceptional! (3,380 reviews)
"Very welcoming place. Staff is pleasant and attentive. Located within walking distance to local attractions."

Reviewed on Jun 18, 2026

Wyndham Grand Clearwater Beach
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $278 per night from Jun 30 to Jul 1
CA $278
CA $370 total
Jun 30 - Jul 1
includes taxes & fees
8.2/10 Very Good! (2,695 reviews)
"Overall the hotel was very nice, the amenities were great, the staff were friendly. Check in was a little rough, but check out was a breeze. Cons: the air conditioner did not work very well, there was mold all over the corner of our room, and everything was incredibly expensive, especially for a ..."

Reviewed on Jun 19, 2026

Hilton Clearwater Beach Resort & Spa
See all 13,502 properties in Downtown Dunedin
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
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Frequently asked questions

How much does a Downtown Dunedin vacation package cost?
Starting from a low CA $960, a vacation package is your ticket to cheaper travel. Create your own Downtown Dunedin trip by picking from our extensive range of flights, hotels and rental cars.
How do I get a cheap travel package to Downtown Dunedin?
Our Downtown Dunedin vacation packages offer plenty of savings for the savvy globetrotter. For the best deal, simply combine your flights, hotels and extras (including tours) into a handy package. But cheap prices are only the start of your next awesome adventure. When you book with Expedia, you'll have more than 550 air carriers and 1,000,000 properties globally to choose from. No matter your budget or style, there's a vacation package with your name on it.
Where should I stay in Downtown Dunedin?
With loads to discover in Downtown Dunedin, we suggest you stay near its attractions. Florida Auto Exchange Stadium - Dunedin Blue Jays, Dunedin Marina and Dunedin Stadium are some top ones to add to your itinerary.
What are the top hotels in Downtown Dunedin?
Lock in a room at Downtown Keylime Cottage 2. It's one of this area's most sought-after hotels. Another highly rated option in Downtown Dunedin is Downtown Dunedin Walking District.
How far in advance should I book my Downtown Dunedin vacation?
Reserving your flight early with Expedia means one less thing to worry about. Most air carriers advertise prices up to a year in advance. This is typically the cheapest time to book. If circumstances have left you booking late, discount flights to Downtown Dunedin occasionally appear a few weeks before departure.
What does an Expedia Downtown Dunedin travel package include?
Expedia has everything you need to arrange your Downtown Dunedin getaway, but how your package is structured is entirely up to you. Select from a combination of hotels, flights and rental cars. After some activities or tours to keep you busy? Once you've made your booking, you can add them on too. Whatever your style or budget, there's a vacation package to suit your needs.
What should I know before booking a Downtown Dunedin travel package?
Locking in all the parts of your escape together is an excellent way to save. Bundle your flights, car rentals and hotels into a tidy package. But hotels aren't your only option. Expedia offers all sorts of properties, including vacation rentals like beachfront villas and short-term homes. You've got choices galore!
Can I choose my airline with a Downtown Dunedin Expedia vacation package?
Definitely. Expedia has more than 550 partner airlines to pick from all over the world. With all that choice at your fingertips, finding the ideal carrier to fly you to Downtown Dunedin shouldn't be hard.
If I'm not able to travel, can I cancel my Downtown Dunedin vacation package?
We totally understand that life can throw you the odd curveball. If you've booked a Downtown Dunedin vacation package and have to cancel or amend it, we can help. We suggest browsing our Customer Service Portal first for information. But generally speaking, if you've taken out your package within 24 hours, you may be able to cancel and rebook free of charge. If it's more than 24 hours, your airline, hotel or car rental company may impose a fee.

Discover the most popular places to visit in Downtown Dunedin

A coastal cityscape with a prominent waterfront, a bridge, and a distinctive building with a red facade.

John's Pass Village & Boardwalk

4.5/5(141 reviews)

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the seaside in this family-friendly area, or check out its lively bars.

John's Pass Village & Boardwalk
Aerial sunset view of Clearwater beach and Sand key in Western Florida on the Mexican Gulf coast with vacation homes, hotels and bridges connecting

Clearwater Beach

4.5/5(5 reviews)

Nothing says vacation like spending a carefree day at Clearwater Beach, a popular beach in Clearwater Beach. Wander the clear-water beaches or discover the area's beautiful sunsets.

Clearwater Beach
Fort De Soto Park

Fort De Soto Park

4.5/5(28 reviews)

Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.

Fort De Soto Park

Things to do

Sunset Celebration Cruise on Tropics Boat Tours

Sunset Celebration Cruise on Tropics Boat Tours

CA $51
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

CA $51
per adult
90% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
2 Hour Sunset Cruise in Clearwater, Florida

2 Hour Sunset Cruise in Clearwater, Florida

CA $55
per adult
90% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
See all activities in St. Petersburg - Clearwater
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.