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 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
(37 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
Townhouse
5
bedrooms
4
Full
12
guests
5
(10 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. Stay more, SAVE more! We offer lower nightly rates on extended stays from
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 301 - Premier
Condo
3
bedrooms
2
Full
6
guests
4.9
(89 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)
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: •Admire incredible sunsets on the private, screened-in balcony, which is also great for outdoor dining! •Arie Dam offers wonderful amenities such as a heated pool
Arie Dam 304
Condo
2
bedrooms
2
Full
6
guests
4.9
(124 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
3
bedrooms
2
Full
5
guests
5
(24 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: * Beachfront Condo with AWESOME Views - Watch Sunset Every Night * Private Balcony Extending off of Living Room and Master Bedroom * Full Condo Water Filtration
Arena De Madeira 103 - Premier
Condo
3
bedrooms
2
Full
8
guests
5
(33 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: * Private Balcony with Gulf Views* Across the Street from the Beach* Onsite Heated Pool* In-Unit Washer/Dryer* 1.5 Miles North of John's Pass Village a
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.
La Coquina 102
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: • 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
3
bedrooms
2
Full
6
guests
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. Top Reasons to Book This Condo:* Location, Location, Location: Next to John's Pass and directly across from the sugar sand beach, with safe access via the pedestrian crosswalk light.*
Madeira Bay Resort I 1505
Condo
2
bedrooms
2
Full
6
guests
4.9
(108 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
(58 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 PLUS the kitchen appliances have been recently replaced with gorgeous stainles
Trillium 1C - Premier
Condo
2
bedrooms
2
Full
6
guests
4.9
(62 Reviews)
Tell us what you're looking for and someone will contact you with available options.
Copyright © 2026 • Resort Rentals
All Rights Reserved.