Madeira Beach
79 properties available
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. •Newly updated throughout in December 2023!Stay more, SAVE more! We offer
Villa Madeira 408 - Premier
Condo
3
bedrooms
2
Full
6
guests
5
(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: •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: * 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
(34 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:* Easy Beach Access Just Across the Street, Approx. 300 ft* Onsite Heated Pool and Hot Tub* Dog Friendly! (Fees and Restrictions Apply)* Wa
Madeira Bay Resort II - 309
Condo
2
bedrooms
2
Full
6
guests
5
(15 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; access to the heated saltwater swimming pool during yo
Villa Madeira 609
Condo
2
bedrooms
2
Full
6
guests
4.8
(25 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
(59 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 1A - Premier
Condo
2
bedrooms
2
Full
6
guests
4.9
(79 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: • Private and beautifully furnished balcony overlooking the Gulf of Mexico! • Unit includes free Wi-Fi and free parking! • Beautifully decorated throughout to refl
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.
Arena De Madeira 502- Premier
Condo
3
bedrooms
2
Full
8
guests
5
(20 Reviews)
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!* Onsite Heated Pool with Convenient Outdoor Shower* Walking Distance to Shops, Bars, and Restaurants* Professionally ManagedStay more, SAVE more! We offer lower night
Azul Townhomes A4 - Sunset
Townhouse
5
bedrooms
4
Full
12
guests
5
(10 Reviews)
The Harbor At Town Center is a brand new property in Madeira Beach!Top reasons to Book: • Private and beautifully furnished balcony overlooking the marina! • Just a block from beautiful, white sand Madeira Beach! • Wonderful amenities such as a pool and spa as well as free Wi-Fi, secured parking, and an in-unit washer and dryer! • Beautifully decor
The Harbor Condo 503 - Premier
Condo
3
bedrooms
2
Full, 1 Half
7
guests
5
(7 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)
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 "Sol Retreat":* Brand New Townhome Professionally and Tastefully Designed* Easy Beach Across the Street, Just 300ft!* Private Rooftop Deck with Wet Bar and Amazi
Azul Townhomes C1 - Sol Retreat
Townhouse
5
bedrooms
4
Full
12
guests
4.9
(23 Reviews)
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