Luxury Vacation Rentals in Madeira Beach

Luxury Vacation Rentals in Madeira Beach

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 7 vacation rentals – enter your dates for availability.

Top-rated vacation rentals in Madeira Beach

Home in Redington Beach property photo 1

Home in Redington Beach

3 bedrooms•2 baths
Home in Redington Beach property photo 1

Home in Redington Beach

4 bedrooms•2 baths
965 US dollars for 2 nights•

~$85 less than other sites

Home in Madeira Beach property photo 1

Home in Madeira Beach

2 bedrooms•2 baths
788 US dollars for 4 nights•

~$65 less than other sites

Home in Madeira Beach property photo 1

Home in Madeira Beach

3 bedrooms•1 bath
Home in Madeira Beach property photo 1

Home in Madeira Beach

3 bedrooms•2 baths
19,530 US dollars for 89 nights•

~$1,735 less than other sites

Home in Seminole property photo 1

Home in Seminole

4 bedrooms•2 baths
1,051 US dollars for 2 nights•
New

~$90 less than other sites

Home in Madeira Beach property photo 1

Home in Madeira Beach

1 bedroom•2 baths
356 US dollars for 1 night•

~$25 less than other sites

Welcome to Madeira Beach

Welcome to Madeira Beach

Explore our collection of luxury vacation rentals in Madeira Beach, where Gulf-front living meets the certainty of a five-star stay. Each home is stunning and expertly operated, so what you see is exactly what you get.
Enjoy bright coastal interiors, panoramic water views, private pools or hot tubs, expansive terraces for sunsets, chef-ready kitchens, plush linens, and smart tech throughout. Ultra fast WiFi, dedicated workspaces, and hotel-grade amenities make it easy to blend work and leisure.
Choose beachfront or Intracoastal settings, then arrive to pristine cleaning and 24/7 concierge support. This is Madeira Beach, perfected by Wander.

Destinations near Madeira Beach

Redington Beach
Redington Shores
Indian Shores
St. Pete Beach
Indian Rocks Beach
Clearwater
Clearwater Beach
Anna Maria
Palmetto
Anna Maria Island
Cortez
Bradenton Beach
South Bradenton
Bradenton
Longboat Key
Siesta Key

Available soon in Madeira Beach

Home in Seminole property photo 1

Home in Seminole

4 bedrooms•2 baths
1,051 US dollars for 2 nights•
New

~$90 less than other sites

Home in Madeira Beach property photo 1

Home in Madeira Beach

1 bedroom•2 baths
356 US dollars for 1 night•

~$25 less than other sites

All homes in Madeira Beach

Home in Redington Beach property photo 1

Home in Redington Beach

3 bedrooms•2 baths
Home in Redington Beach property photo 1

Home in Redington Beach

4 bedrooms•2 baths
965 US dollars for 2 nights•

~$85 less than other sites

Home in Madeira Beach property photo 1

Home in Madeira Beach

2 bedrooms•2 baths
788 US dollars for 4 nights•

~$65 less than other sites

Home in Madeira Beach property photo 1

Home in Madeira Beach

3 bedrooms•1 bath
Home in Madeira Beach property photo 1

Home in Madeira Beach

3 bedrooms•2 baths
19,530 US dollars for 89 nights•

~$1,735 less than other sites

Home in Seminole property photo 1

Home in Seminole

4 bedrooms•2 baths
1,051 US dollars for 2 nights•
New

~$90 less than other sites

Home in Madeira Beach property photo 1

Home in Madeira Beach

1 bedroom•2 baths
356 US dollars for 1 night•

~$25 less than other sites

View all homes

Highlights in Madeira Beach

Discover a classic Florida beach escape filled with sandy shores, lively boardwalk shopping, and endless waterfront adventures.
John's Pass Village & Boardwalk
Archibald Beach Park
Alligator & Wildlife Discovery Center
Hubbard's Marina
Smugglers Cove Adventure Golf
R.O.C. Park

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

Most popular amenities for vacation rentals in Madeira Beach

Outdoor pool (6)
Boat dock (1)
Hot tub (1)
Heated pool (1)
Gym (1)
Waterfront (1)
Beach access (5)
Beach essentials (5)
Bicycle (2)
Balcony (5)
Garden (5)
Patio (4)
Pool table (1)
Dryer (7)
Washer (7)
Oven (7)

Other popular amenities & vacation types in Madeira Beach

Family vacation rentals in Madeira Beach
Pet-friendly vacation rentals in Madeira Beach
Hot tub vacation rentals in Madeira Beach
Private pool vacation rentals in Madeira Beach
Discover more of Madeira Beach

Discover more of Madeira Beach

Set on a barrier island along Florida's Gulf Coast, Madeira Beach pairs sugar-soft sand with calm, clear water and spectacular sunsets. The vibe is relaxed yet lively, with a walkable waterfront and year-round sunshine that invites long days by the shore.
John's Pass Village adds breezy boardwalk energy, dolphin sightings are frequent, and the Intracoastal Waterway is ideal for gentle boating and paddleboarding.
All of this makes Madeira Beach an easy-to-love Gulfside escape, which is why Wander's luxury vacation rentals in Madeira Beach are the perfect choice, whether you're traveling for work or leisure.

FAQs: Vacation Rentals in Madeira Beach

Why should I book a Wander in Madeira Beach over other vacation rentals?

Wander offers a level of consistency and quality you won’t find with most vacation rentals.
Every home in Madeira Beach delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular vacation rentals in Madeira Beach?

Some of our most popular vacation rentals in Madeira Beach include Beautiful Waterfront House with Pool & Dock Access! Close to Beach & Restaurants!, Sonnenhaus! 2 Blocks from Beach Access!, and Summer Special! Waived Resort Fee! Your Family Vacation Awaits at Madeira Beach Yacht Club!. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different vacation rentals does Wander have available in Madeira Beach?

Wander offers 7 vacation rentals in Madeira Beach, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s vacation rentals in Madeira Beach?

You can check-in to Wander vacation rentals in Madeira Beach after 4.00pm and check-out before 10.00am.

Do Wander’s vacation rentals in Madeira Beach have WiFi access?

Yes. Every Wander home in Madeira Beach has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.
For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.
For some homes, a 30-day deadline applies; this will be clearly shown before you book.