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: • 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 405 - Premier
Condo
3
bedrooms
2
Full
6
guests
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: • 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)
Top Reasons to Book Trillium 3A: * Beachfront Condo with Amazing Views of Madeira Beach* Beautifully Updated Throughout - Stunning Condo!* Heated Pool and Pool Deck with Lounge Chairs* Smaller, Quaint Beachfront Building with Only 15 Units Total* Perfectly Situated on Madeira Beach - Close to John's Pass Village and Boardwalk* Professionally
Trillium 3A - Premier
Condo
2
bedrooms
2
Full
6
guests
5
(57 Reviews)
2 mins to beach – beach and intercoastal views – sleeps 14– 5 bed / 4 bath – elevator Top Reasons to Book this Beautiful Townhome: * Newly Built in 2025 with Private Elevator* Rooftop Balcony with Views of Gulf and Intracoastal Waterway* Prime Location Just a Quick Walk to the Beach, About 300 Feet!* Spacious Layout with Plenty of Room for
Azul Townhomes A1
Madeira Beach
5
bedrooms
4
Full
14
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: • 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 207 - Premier
Condo
3
bedrooms
2
Full
6
guests
4.9
(72 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
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
2
bedrooms
2
Full
6
guests
5
(2 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 • Pet Friendly (30lbs Max, Additional Cost Apply) • Gym Available (Building II) • Short stroll away from many shops and r
Madeira Bay Resort I 1408
Condo
2
bedrooms
2
Full
6
guests
4.9
(39 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 balcony featuring breathtaking views of the Gulf of Mexico. • Shared covered lounge chairs and access to the heated swimming pool during your visit. • Loc
Villa Madeira 305
Condo
3
bedrooms
2
Full
6
guests
5
(43 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
2
bedrooms
2
Full
6
guests
4.9
(19 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 Awesome Townhouse:* Newly Built in 2025 - Everything is Brand New!* 4 Story Townhouse with Private Rooftop Deck* Approx. 300ft to the Beach - Easy Walk!* O
Azul Townhomes A4 - Sunset
Madeira Beach
5
bedrooms
4
Full
12
guests
5
(9 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: • 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 5A - 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 Madeira Del Mar 301:* Don’t forget your fur baby! This unit is dog friendly (restrictions and fees apply). * Onsite outdoor resort style pool (heated seasonally) wi
Madeira Del Mar 301
Condo
3
bedrooms
3
Full
8
guests
5
(35 Reviews)
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