Madeira Beach Vacation Packages

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Your Madeira Beach Vacation

Enjoy unforgettable adventures when you lock in a vacation package to Madeira Beach. Whether you're a foodie, history buff or just a traveler who loves to see new places, there's something for everyone in this awesome city. If a sightseeing tour is on the cards during your trip to Madeira Beach, swing by leading attractions like Johns Pass Village & Boardwalk, Upham Beach and Pass-a-Grille Beach. A few quick clicks is all it takes to craft the ultimate Madeira Beach vacation on Expedia.

Top Madeira Beach Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Fold Hotels Indian Shores

The Fold Hotels Indian Shores

Save 100% on your flight
CA $874
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (1,014 reviews)
Such a nice place! Walking distance to the beach. The staff are very friendly and responsive. Our room was very clean and modern. Great stay!!

Reviewed on Sep 10, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

Save 100% on your flight
CA $1,407
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (591 reviews)
Crystal Palms Beach Resort

Crystal Palms Beach Resort

Sunshine Beach
Save 100% on your flight
CA $941
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8.8/10 Excellent! (2,399 reviews)
Innisbrook Resort

Innisbrook Resort

Save 100% on your flight
CA $918
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8.4/10 Very good! (1,000 reviews)
My stay was disappointing overall due to the condition and maintenance of the property. The room showed significant signs of wear and tear. The bathtub faucet was loose to the point that it seemed as though it could fall off at any moment. The carpeting appeared outdated and heavily worn, giving the room an unclean and neglected appearance. Additionally, there was no refrigerator in the room, which would have been a convenient amenity. I also visited the restaurant at the clubhouse to order takeout. Upon entering, I was immediately met with a strong odor of stale beer and liquor, which was unpleasant and off-putting. The waitress station was in poor condition, with chipped and peeling veneer visible on many of the cabinets and doors, further contributing to an overall impression of inadequate upkeep. The food was one of the highlights of my stay and was truly excellent. Another positive aspect of my experience was the staff. Every team member I encountered was friendly, welcoming, attentive, and highly professional. Unfortunately, the property's maintenance, cleanliness, and overall presentation did not meet expectations and left much to be desired.

Reviewed on Sep 22, 2026

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

Save 100% on your flight
CA $981
per person
Dec 7 - Dec 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8.6/10 Excellent! (2,434 reviews)

Madeira Beach Beach Vacation

Listen to the waves lapping at the shore and gaze out over the shimmering waters during your Madeira Beach vacation. If you need a break from everyday life, a trip to Madeira Beach will do wonders. We have plenty of Madeira Beach packages to pick from. Lock in one near Archibald Beach Park, just 0.64 kilometres from the centre of town, and live out your vacation fantasies without blowing your budget.

Things You Should Know About Madeira Beach

  • Choose one of our Madeira Beach beach hotels to enjoy this destination at its very best. Wander along the shore and watch some stunning sunrises right on your front door.
  • Our condos, including Barefoot Beach Club and Madeira Bay Resort II by Travel Resort Services, are popular with visitors of all types. Consider the facilities and get ready for your stay in Madeira Beach!
  • There are plenty of activities that keep the 4,400 or so residents of Madeira Beach occupied. Browsing our Madeira Beach things to do page will let you in on the best of what this place has to offer.
  • Score great deals with a Madeira Beach vacation package. With that extra money in your wallet, you won't regret indulging in the best this destination has to offer. Hubbards Marina, Archibald Beach Park and Archibald Beach Park are excellent places to start.

Ready to book your vacation to Madeira Beach?

Choose your dates

Madeira Beach Hotel Deals

Barefoot Beach Club

Barefoot Beach Club

13238 Gulf Blvd Madeira Beach FL
Fully refundableReserve now, pay when you stay
CA $168
CA $245 total
Sep 29 - Sep 30
includes taxes & fees
Barefoot Beach Club
Cambria Hotel St Petersburg-Madeira Beach Marina

Cambria Hotel St Petersburg-Madeira Beach Marina

15015 Madeira Way Madeira Beach FL
Fully refundable
CA $176
CA $199 total
Oct 11 - Oct 12
includes taxes & fees
9.2/10 Wonderful! (1,043 reviews)
"I went for an engagement party, we had a great time at the bar and enjoyed our room after the party"

Reviewed on Sep 23, 2026

Cambria Hotel St Petersburg-Madeira Beach Marina
John's Pass Hotel

John's Pass Hotel

12854 Johns Wy Madeira Beach FL
CA $113
CA $150 total
Oct 25 - Oct 26
includes taxes & fees
8.6/10 Excellent! (460 reviews)
"Perfect spot for a few days!!! Clean, spacious room!"

Reviewed on Sep 22, 2026

John's Pass Hotel
See all 1,281 properties in Madeira Beach
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.

Stay near popular Madeira Beach attractions

An aerial view of a coastal city with a long sandy beach, a marina, and a bridge connecting the mainland to an island.

John's Pass Village & Boardwalk

9.2/10 (5,191 reviews)
When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the beautiful beaches in this family-friendly area, or check out its top-notch restaurants.
See properties
A lighthouse by a calm waterfront at sunset.

Hubbards Marina

9.2/10 (210 reviews)
Explore the waterfront in Madeira Beach with a trip to Hubbards Marina. Discover the beautiful sunsets and top-notch restaurants in this family-friendly area.
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A person jumping on a beach with a sunset in the background.
Photo by cyclone_trudy

Archibald Beach Park

8.6/10 (85 reviews)
Why not spend a lazy afternoon at Archibald Beach Park during your trip to Madeira Beach? Wander the beautiful beaches and seaside in the area.
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A Veterans Memorial Island Sanctuary pathway with an American flag, benches, and a signboard.

War Veteran Memorial Park

8.0/10 (50 reviews)
After visiting War Veteran Memorial Park, make a plan to see the other sights and activities in Madeira Beach. Amble around this family-friendly area's beautiful beaches or experience its great live music.
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Madeira Beach

Why not spend a lazy afternoon at Madeira Beach during your trip to Madeira Beach? Wander the beautiful beaches and seaside in the area.
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The Church by the Sea

The Church by the Sea is just one of the places to see in Madeira Beach, so why not enjoy the other things to explore during your travels? Wander the beautiful beaches and seaside in the area.
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Remember Our Children Park

Explore the great outdoors at Remember Our Children Park, a lovely green space in Madeira Beach. Wander the beautiful beaches and seaside in the area.
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What to do in Madeira Beach

Starlite Infinity Evening Yacht Cruise Clearwater

Starlite Infinity Evening Yacht Cruise Clearwater

CA $51
per adult
90% of travellers recommend
Starlite Infinity Evening Yacht Cruise Clearwater
Clearwater Beach: Dolphin & Island Sandbar Cruise

Clearwater Beach: Dolphin & Island Sandbar Cruise

CA $39
per adult
94% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
Stunning view of dolphins in St. Petersburg, Florida

Dolphin Racer Speedboat Adventure

CA $50
per adult
94% of travellers recommend
Dolphin Racer Speedboat Adventure
See all activities in Madeira Beach

Frequently asked questions

How much does a Madeira Beach vacation package cost?
Offering excellent value package deals from CA $874 on Expedia, you'll be thrilled with how little a vacation to Madeira Beach costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Madeira Beach?
September, October and November are great times to look for cheap Madeira Beach vacation packages. Choosing to travel in quieter months means you can generally find lower prices on accommodations and flights.
How many days is enough for Madeira Beach?
We suggest planning a Madeira Beach vacation for around 3 days. This will allow you plenty of time to tick off key attractions such as Hubbards Marina and St. Petersburg Municipal Beach, as well as check out neighbourhoods like South Pinellas Community Council and La Vista. You could even slot in one or two day trips outside of Madeira Beach.
Is it worth booking a vacation package to Madeira Beach?
Popular for its coastal beaches, festivals and fishing, a Madeira Beach vacation has something for everyone. Be sure to check out leading sights like John's Pass Village & Boardwalk and Hubbards Marina, and consider renting some wheels for day trips to explore even more.
How to find the best Madeira Beach package deals?
Finding a cheap Madeira Beach package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most economical Madeira Beach package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Madeira Beach vacation as a package?
You can enjoy significant savings on your Madeira Beach break by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to view some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Madeira Beach?
Land incredible bargains by reserving your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Madeira Beach adventure.
How to plan a trip to Madeira Beach?
  1. Pick your dates: What you'd like to do in Madeira Beach and your favourite season can help you decide when to go.
  2. Plan your budget wisely: Besides the price of your stay, you'll need to consider other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Madeira Beach.
  3. Work out your trip length: Consider how much time you'd like to spend exploring Madeira Beach. Plan your itinerary so you can get to all the attractions and activities you're interested in without rushing.
  4. Combine your accommodations and airfare: After you've nailed down your trip dates and duration, book the perfect Madeira Beach vacation package for you.

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.