Madeira Beach


Properties Available 79 properties available
***POOL CLOSURE - THE POOL WILL BE CLOSED BEGINNING MAY 1ST, 2026 - MORE EXTENSIVE REPAIRS ARE REQUIRED AND CURRENTLY THERE IS NOT A SET REOPEN DATE - WE WILL REMOVE THIS NOTICE WHEN THE POOL HAS REOPENED. ****Top Reasons To Book This Condo:* Prime Location Directly across from John’s Pass Village and Boardwalk with Shops, Dining, and Entertainme
Specials Tag Special
Hot Summer Savings Are Here!


Enjoy 10% off your summer escape when you stay between June 2 and September 1, 2026. Book 3 nights or more and make the most of peak season for less.

Use code HOTDEALS at checkout.

*New online bookings only. Minimum stay required. Restrictions apply.



Madeira Norte 406 - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 1 Full, 1 Half
Guests 6 guests
 New Property!
Top Reasons To Book John's Pass-Time #1:* Beachfront Property with Direct Beach Access* Ground Level Cottage, No Stairs Required* Large Private, Covered Deck with Table and Chairs* Shared Beachfront Area with Picnic Table, Hammock and Charcoal Grill* Professionally Managed, 24/7Welcome to John's Pass-Time Beach Cottage #1, a charming and cozy
Specials Tag Special
Hot Summer Savings Are Here!


Enjoy 10% off your summer escape when you stay between June 2 and September 1, 2026. Book 3 nights or more and make the most of peak season for less.

Use code HOTDEALS at checkout.

*New online bookings only. Minimum stay required. Restrictions apply.



John's Pass-Time Beach Cottage #1
House
Bedrooms 2 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 4.8 (5 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to Book this Beautiful Condo:* 2 Private Balconies with Bay and Marina Views* Easy Beach Access Just Across the Street, Approx. 300 ft* Onsite Heated Pool and Hot Tub*
Specials Tag Special
Hot Summer Savings Are Here!


Enjoy 10% off your summer escape when you stay between June 2 and September 1, 2026. Book 3 nights or more and make the most of peak season for less.

Use code HOTDEALS at checkout.

*New online bookings only. Minimum stay required. Restrictions apply.



Madeira Bay Resort II - 606
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (12 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to Book: • Spacious screened balcony featuring breathtaking views of the Gulf of Mexico. • Shared covered lounge chairs and access to the heated swimming pool during your vis
Villa Madeira 202
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (118 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to Book: * Beach access directly across the street as well as on site fishing and charter boats. * Gym Available (Building II) * Short stroll away from many shops and resta
Madeira Bay Resort I 1502
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (51 Reviews)
Top Reasons to Book this AMAZING Townhome: * Brand New Build in 2025* Easy Walk to Madeira Beach, Approx. 300ft* Private Roof Top Deck with Views and Seating - Great Hangout Spot!* Spacious and Comfortable, Great for Families or Larger Groups* Onsite Heated Pool* Professionally Managed Welcome to Azul Townhome B3, a brand-new, four-story town
Azul Townhomes B3
Townhouse
Bedrooms 5 bedrooms
Bathrooms 4 Full
Guests 11 guests
Rating 5 (20 Reviews)
Top Reasons To Book This Beachfront Condo:* Direct Beachfront Condo with Stunning, Unobstructed Views from the 6th Floor* Spacious Pool Deck with Lounge Chairs, Heated Pool, and Hot Tub* Other Onsite Amenities Including Direct Beach Access, Gas Grills, Shuffleboard, and Elevator* Stylish, Fully Updated Condo with Modern Finishes* Professionall
Ocean Sands 2-602
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (1 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to Book: • Spacious screened balcony featuring breathtaking views of the Gulf of Mexico. • Shared covered lounge chairs and access to the heated swimming pool during your vi
Villa Madeira 406
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.8 (46 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. **Please note that due to damage from the recent hurricanes, this property temporarily has no access to onsite amenities. Parking is limited onsite. Elevators are currently out of serv
Madeira Vista 201
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.7 (14 Reviews)
Top Reasons To Book This Condo:* Easy Beach Access - Across the Street from Beach - Just a Quick 2-Minute Walk (about 0.1 mile)* Heated Pool, Gas Grills and Elevator for Guest Use* Beautifully Updated and Well-Maintained 2-bedroom, 2-bathroom Condo with Private Balcony* Central Location on Madeira Beach - Restaurants Nearby! * Professionally
Specials Tag Special
Hot Summer Savings Are Here!


Enjoy 10% off your summer escape when you stay between June 2 and September 1, 2026. Book 3 nights or more and make the most of peak season for less.

Use code HOTDEALS at checkout.

*New online bookings only. Minimum stay required. Restrictions apply.



Madeira Place #201
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (3 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. **Please note that due to damage from the recent hurricanes, this property temporarily has no access to onsite amenities. Parking is limited onsite. Elevators are currently out of serv
Madeira Vista 601
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (20 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to Book: • Spacious screened balcony featuring breathtaking views of the Gulf of Mexico. • Shared covered lounge chairs and access to the heated swimming pool during your vis
Villa Madeira 410
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 5 guests
Rating 5 (24 Reviews)

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