Madeira Beach Vacation Rentals

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Make Madeira Beach your next getaway

Madeira Beach pairs relaxed Gulf shoreline time with the lively waterfront hub of John’s Pass Village and Boardwalk. Spend your days between Madeira Beach, Archibald Memorial Beach Park, and marina-side dining, then save St. Pete or Tampa outings for a separate day.

Explore Madeira Beach condo rentals, apartments, house rentals, and more

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Condo rentals

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Apartments

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House rentals

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Madeira Beach vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
1st floor beachfront condo with outdoor pool with views AC and WD
2 Bed | 1 Bath | Sleeps 6

1st floor beachfront condo with outdoor pool with views AC and WD - Madeira Beach, FL

$441 avg / night
(excludes fees and taxes)
4.43 (65)
1st floor beachfront condo with outdoor pool dog friendly
1 Bed | 1 Bath | Sleeps 4

1st floor beachfront condo with outdoor pool dog friendly - Madeira Beach, FL

$380 avg / night
(excludes fees and taxes)
4.34 (59)
Extraordinary Gulf front condo w screened in balcony WD AC heated pool pool spa
2 Bed | 2 Bath | Sleeps 6

Extraordinary Gulf front condo w screened in balcony WD AC heated pool pool spa - Madeira Beach, FL

$525 avg / night
(excludes fees and taxes)
4.62 (71)
Water view condo with balcony heated pool and WD walk to beach
2 Bed | 1.5 Bath | Sleeps 6

Water view condo with balcony heated pool and WD walk to beach - Madeira Beach, FL

$188 avg / night
(excludes fees and taxes)
3.42 (12)
Coastal Getaway 3BR 3BA Condo with Pool Just 2 Blocks from the Beach
3 Bed | 3 Bath | Sleeps 7

Coastal Getaway 3BR 3BA Condo with Pool Just 2 Blocks from the Beach - Madeira Beach, FL

$416 avg / night
(excludes fees and taxes)
4.78 (40)

View 28 more homes

Recent Madeira Beach vacation rental reviews

Loved the convo! The balconies were perfect and the view. We loved the pool and the easy walk to the beach.
Rachel F. | Jun 2026
We had a wonderful stay at this beach condo! The condo was exceptionally clean, beautifully decorated, and had everything we needed for a comfortable vacation. The short walk across the street to the beach was incredibly convenient and one of our favorite parts of the stay. The owners provided everything we could have asked for, and their communication was outstanding from start to finish. They were responsive, helpful, and made the entire process easy and stress-free. We couldn’t have been happier with our experience and would absolutely stay here again. Highly recommend!
Kari H. | May 2026
We enjoyed the location and views of this condo. We have stayed here twice and although the first time the building was still in repair from the last hurricane the 2nd visit was mostly repaired in great shape. We will visit Madeira beach agan.
CHRISTINA T. | Jan 2026
Madeira Beach Frequently Asked Questions

Yes, 7 of our Madeira Beach homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 267 of our Madeira Beach vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Madeira Beach vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Madeira Beach team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Madeira Beach, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Plan your Madeira Beach getaway

Madeira Beach keeps a Gulf Coast trip simple, with beach days, waterfront dining, and John’s Pass all close to the center of the stay. Madeira Beach vacation rentals work well for families, couples, and groups who want easy access to Madeira Beach, Archibald Memorial Beach Park, and John’s Pass Village and Boardwalk, with St. Pete, Tampa, and island day trips nearby.

As you compare homes, think about whether you want to stay near the sand, close to John’s Pass, or in a quieter spot with space to relax after a full day out. Each home is unique, so review listing details for parking, kitchens, pet policies, WiFi, laundry, beach gear, outdoor space, and seasonal access notes before you book.

Things to do in Madeira Beach

Looking for things to do in Madeira Beach, FL? Start with the Gulf shoreline and John’s Pass, then add beach parks, mini golf, and on-the-water activities based on your group’s pace.

Madeira Beach

Madeira Beach is the main Gulf shoreline experience, with soft sand, sunset views, and easy access to the town’s waterfront restaurants and shops. It’s the natural first beach-day anchor for visitors who want to settle into the area before choosing more specific parks or activities.

Best for:

Archibald Memorial Beach Park

Archibald Memorial Beach Park gives travelers a named Madeira Beach access point when they want a straightforward Gulf-front stop. It works well for families, couples, and groups who prefer a defined park setting instead of planning around a vague stretch of sand.

Best for:

John’s Pass Village and Boardwalk

John’s Pass Village and Boardwalk is Madeira Beach’s most recognizable visitor hub, with waterfront shops, casual seafood spots, boat tours, and marina views. It’s a practical all-in-one outing for groups who want dining, strolling, souvenir shopping, and water activities in the same place.

Best for:

Smugglers Cove Adventure Golf

Smugglers Cove Adventure Golf is a pirate-themed mini golf course with an easy beach-vacation feel. It works well as an after-beach activity for families or groups who want something casual without planning a full-day outing.

Gators Parasail

Gators Parasail is a John’s Pass parasailing operator for travelers who want a bigger Gulf-view experience than a standard beach day. It’s a good add-on for adventure-minded visitors already planning time around the marina and boardwalk.

Where to eat in Madeira Beach

Madeira Beach dining is easiest to plan around John’s Pass and the Gulf Boulevard corridor. John’s Pass offers the most concentrated waterfront dining cluster, with casual seafood, marina-view bars, ice cream, and easy pairing with boat tours or shopping.

Along Madeira Beach and Gulf Boulevard, expect casual seafood, grouper sandwiches, and laid-back post-beach meals rather than a formal dining scene. If you prefer easy meals at home, check each rental listing for kitchen setup, dining space, outdoor seating, grill details, and parking, since features vary by home.

Dockside Dave’s

Dockside Dave’s is a casual Madeira Beach seafood grill closely associated with grouper sandwiches. It’s a fitting pick when you want a classic, low-key Gulf Coast meal that feels tied to the beach-town setting.

Madeira Beach local tips

Madeira Beach events and seasonal highlights

Madeira Beach events are best handled as seasonal planning ideas, since dates and details change throughout the year. Before building a stay around a festival, concert, or major event, check the official venue or organizer calendar.

John’s Pass Seafood Festival can be a strong Madeira Beach event anchor when current dates are available. Larger Tampa venues, including Raymond James Stadium and Benchmark International Arena, are better treated as regional event add-ons rather than in-town Madeira Beach attractions.

Day trips from Madeira Beach

Madeira Beach makes a practical Gulf Coast base for St. Pete, Tampa, island, and park outings when you want a change of pace from beach and boardwalk time. Plan these as separate half-day or full-day trips, and check current hours, tickets, ferry or boat access, parking, and weather before you go.

Fort De Soto Park

Fort De Soto Park is an expansive Pinellas County park with beaches, trails, paddling access, and historic fort areas. It works well as a bigger outdoor day for travelers who want a more spread-out coastal experience than Madeira Beach’s in-town shoreline.

Egmont Key State Park

Egmont Key State Park is an island state park at the mouth of Tampa Bay with beach, wildlife, and historic lighthouse context. Treat it as a separate island excursion rather than a casual add-on to a Madeira Beach beach day.

De Soto National Memorial

De Soto National Memorial in Bradenton combines Tampa Bay shoreline, trails, and regional history tied to the 1539 Hernando de Soto expedition. It’s a quieter history-and-nature stop for travelers who want a day beyond the beach towns.

The Dalí Museum

The Dalí Museum in St. Petersburg is dedicated to Salvador Dalí and gives beach travelers a high-profile arts option nearby. It’s a strong culture-focused day trip when your group wants a break from sand, water, and boardwalk plans.

Busch Gardens Tampa Bay

Busch Gardens Tampa Bay is a larger-scale theme park with roller coasters, animal habitats, and full-day family entertainment. Plan it as a separate Tampa day trip for families or groups who want a theme-park day during a beach vacation.