Madeira Beach Vacation Packages 2025/2026 from $451

Madeira Beach flight + hotel vacation packages

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

Clearwater Suites

Save 100% on your flight

$451

per person

Dec 5 - Dec 10

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

An outdoor pool, self parking, and laundry facilities are featured at this hotel. Staff at the 24-hour front desk can provide around-the-clock assistance.

voco Sarasota by IHG

Central Sarasota

Save 100% on your flight

$607

per person

Oct 17 - Oct 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 3 conference rooms, express check-out, and laundry service. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.

Ocean Club Treasure Island Hotel

Save 100% on your flight

$1,206

per person

Dec 5 - Dec 10

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

This hotel features an outdoor pool and a hot tub. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A garden, luggage storage, and concierge services are also on offer.

The Westin Sarasota

Central Sarasota

Save 100% on your flight

$825

per person

Oct 17 - Oct 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like a free beach shuttle. You'll appreciate the a rooftop terrace, bar/lounge, and laundry facilities.

Wyndham Grand Clearwater Beach

Save 100% on your flight

$776

per person

Dec 5 - Dec 10

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

A full-service spa, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, express check-out, and valet parking. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.

Top Madeira Beach hotels deals

Barefoot Beach Club

13238 Gulf Blvd, Madeira Beach, FL

Free Cancellation

Reserve now, pay when you stay

$109 nightly

$124 total

Sep 16 - Sep 17

Total with taxes and fees

2 outdoor pools, a hot tub, and a gym are all featured at this smoke-free hotel. A terrace, a library, and a picnic area are also on offer.

Pool

Hot Tub

John's Pass Hotel

12854 Johns Wy, Madeira Beach, FL

$105 nightly

$118 total

Sep 21 - Sep 22

Total with taxes and fees

This aparthotel features a marina and a virtual front desk. Take advantage of the self parking.

Free WiFi

Air conditioning

Cambria Hotel St Petersburg-Madeira Beach Marina

15015 Madeira Way, Madeira Beach, FL

Free Cancellation

Reserve now, pay when you stay

$132 nightly

$149 total

Sep 28 - Sep 29

Total with taxes and fees

This Mediterranean hotel features a nightclub, a marina, and 3 restaurants. Relax with beach cabanas and beach umbrellas, and enjoy a drink at one of the 20 beachside bars. Families will appreciate the mini golf and onsite laundry facilities.

Pool

Hot Tub

Shoreline Island Resort - Exclusively Adult

14200 Gulf Boulevard, Madeira Beach, FL

Get rates

This aparthotel features an outdoor pool and a gym. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a terrace, and a garden are also on offer.

Pool

Kitchen

Courtyard St. Petersburg Clearwater/Madeira Beach

601 American Legion Dr, Madeira Beach, FL

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$144 total

Sep 21 - Sep 22

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Pool

Hot Tub

Holiday Isles Resort

14711 Gulf Blvd., Madeira Beach, FL

Free Cancellation

Reserve now, pay when you stay

$95 nightly

$107 total

Sep 14 - Sep 15

Total with taxes and fees

An outdoor pool, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.

Pool

Pet friendly

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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.

Popular places to visit

John's Pass Village & Boardwalk

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

The sunset behind the lifeguard tower in combination with a bit of filtering made this image quite unique. #LifeAtExpedia

Clearwater Beach

Why not spend a lazy afternoon at Clearwater Beach during your trip to Clearwater Beach? Wander the clear-water beaches or discover the area's beautiful sunsets.

St. Petersburg - Clearwater Beaches

Why not spend a lazy afternoon at St. Petersburg - Clearwater Beaches during your trip to St. Petersburg - Clearwater?

Frequently asked questions

How much are vacation packages to Madeira Beach?

You'll find an excellent hotel and flight bundle for as little as $451. With one of our Travelocity vacation packages, a trip to Madeira Beach has never looked so enticing! Save both time and money and then start packing that suitcase.

How long should my Madeira Beach vacation be?

Typically, people spend 4 nights in Madeira Beach. However, that might not be nearly long enough for you. If you hope to see some of the region's hidden gems, how about adding another night or two to your itinerary?

Where can I get the best vacation package deals for Madeira Beach?

Book your dream vacation with Travelocity. With access to 400 airline partners and a whopping 1,000,000 properties around the world, finding the perfect Madeira Beach package deal couldn't be easier.

Why should I book my Madeira Beach vacation bundle via Travelocity?

By booking your flights, hotel, car rental and activities all in one place, you'll save big bucks as well as precious time. We offer a professional customer service support team available round-the-clock, and you'll know that you'll always score the lowest price possible with our Price Match Guarantee. So, what's stopping you? Book the vacation of your dreams today and start packing!

Can I save money on my Madeira Beach car rental if I combine it with a hotel or flight?

Bundling your hotel, flight and car into a Madeira Beach vacation package is an excellent way to score better prices. Plus, having your own rental car gives you the freedom to get to all the landmarks you're itching to see. Located 95 mi from Madeira Beach, Universal Studios Florida is one place that should be on your must-do list. Fill up the tank and make a day trip of it.

Which airport is best for Madeira Beach?

Chances are you'll touch down at Tampa Intl. Airport (TPA), situated 20 mi northeast of downtown Madeira Beach. Sarasota-Bradenton Intl. Airport (SRQ) (30 mi away from central Madeira Beach) and St. Petersburg-Clearwater Intl. Airport (PIE) (10 mi away from central Madeira Beach) are other options.

What is there to do in Madeira Beach?

There's an undeniable magic as you wander the streets of Madeira Beach. John's Pass Village & Boardwalk and Hubbards Marina are just two famous attractions that entice visitors to this wonderful city, so put them on your list of places to see.

Where should I stay when visiting Madeira Beach?

If you're looking for somewhere to lay your head, take a look at the Barefoot Beach Club. It's the top pick for many travelers.