Madeira Beach
79 properties available
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: * Beachfront Property with Direct Access to the Beach* New and Beautiful Updates!* Watch Stunning Sunsets from your Private Balcony* Onsite Heat Pool and Hot Tub
Arie Dam 202
Condo
2
bedrooms
2
Full
6
guests
4.9
(95 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 Condo: * Beachfront Condo with direct views of the Gulf of Mexico* Heated Pool and Hot Tub on Grounds* Private Balcony Facing the Beach* Spacious and Upda
Sea Breeze 503
Condo
2
bedrooms
2
Full
6
guests
4.9
(15 Reviews)
**Please note that due to damage from the recent hurricanes the elevators may be in and out of service. **Top Reasons to Book:• Stunning Views of the Gulf of Mexico from the moment you enter the condo. • Enjoy the fabulous complex amenities such as the shared outdoor pool, lounge chairs and beach access. • Washer/Dryer in unit Welcome to Ocean Sand
Ocean Sands 1-708
Condo
2
bedrooms
2
Full
6
guests
5
(5 Reviews)
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 visit. • Located minutes from Florida's main attractions, just North of John's Pass Village. If you can vacation for a minimum of 1-month, this beautiful condo is t
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.
Villa Madeira 208
Condo
2
bedrooms
2
Full
5
guests
5
(8 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 visi
Villa Madeira 404 - Premier
Condo
3
bedrooms
2
Full
6
guests
4.9
(68 Reviews)
**Please note that due to damage from the recent hurricanes the elevators may be in and out of service. **Top Reasons To Book Ocean Sands I-808: * Beautiful Beachfront Condo on 8th Floor* Direct Beach Access on Grounds * Large Deck with Heated Pool, Lounge Chairs and Hot Tub* Private Balcony with Seating* Professional ManagedWelcome to Ocean
Ocean Sands 1-808
Condo
2
bedrooms
2
Full
4
guests
5
(11 Reviews)
***POOL CLOSURE - THE POOL WILL BE CLOSED BEGINNING MAY 1ST, 2026 FOR APPROX. 1 MONTH FOR MAINTENANCE - DATES MAY VARY ****Top Reasons To Book This Condo:* Prime Location Directly across from John’s Pass Village and Boardwalk with Shops, Dining, and Entertainment Just Steps Away* Beach Access On Grounds —Walk from the Condo to the Sand in Minutes
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
2
bedrooms
1
Full, 1 Half
6
guests
New Property!
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: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you enter, you'll be greeted by floor to ceiling sliding glass doors and
Trillium 5B - Premier
Condo
2
bedrooms
2
Full
6
guests
4.9
(77 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 NEW Townhome: * Just Built and Everything is New! - 2025* Easy Walk to Madeira Beach, Approx. 300ft* Private Rooftop Deck with Seating - Great Hangout Spot!
Azul Townhomes A3 - Sunrise
Madeira Beach
5
bedrooms
4
Full
12
guests
5
(14 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: • Direct waterfront views from your private dock! • The location- Walking distance to the sugary white sands of Madeira Beach. • Plenty of comfortable outdoor furn
Coconut Paradise
House
3
bedrooms
1
Full
8
guests
4.9
(57 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:• Unobstructed view of the gulf from the private balcony• Beach access directly across the street (with crossing light for safety!) About 200 steps to the sand!• Gy
Madeira Bay Resort I 1504
Condo
2
bedrooms
2
Full
6
guests
4.9
(56 Reviews)
Top Reasons to Book This Home: * Quick and Easy Walk to Beach Access - Only 200ft Away!* Single Family Home to Yourself* Backyard Area with Gas Grill and Outdoor Dining Table* Spacious Open-Concept Living* Professionally ManagedWelcome to Sunset Paradise Home, your perfect beach getaway in Madeira Beach! Enjoy the entire single-family home to your
Sunset Paradise
House
2
bedrooms
1
Full, 1 Half
5
guests
New Property!
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