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: * 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
2
bedrooms
2
Full
6
guests
4.9
(50 Reviews)
Top Reasons To Book This Beautiful Condo:* Quick and Easy Walk to the Beach - 5 Minutes, Only .2 Miles!* Onsite Heated Pool* Spacious, Beautifully Updated 3 Bedroom/3 Bathroom Condo* Great Location - Walkable to Beach, Grocery Store, Mini Golf and Restaurants* Professionally Managed, 24/7Welcome to Madeira Del Mar 302! This spacious 3-bedroom,
Madeira Del Mar 302
Condo
3
bedrooms
3
Full
8
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: • 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 4A - Premier
Condo
2
bedrooms
2
Full
6
guests
4.9
(98 Reviews)
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
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
2
bedrooms
1
Full
4
guests
4.8
(5 Reviews)
Top Reasons To Book This Condo:* Right Across the Street From the Beach - Easy Access, 300ft!* Great Onsite Amenities: Heated Pool, Hot Tub, Pool Deck with Lounge Chairs, Workout Room* Modern, Updated Condo with Private Balcony* Great Location - Walk to John's Pass Village and Boardwalk* Professionally Managed, 24/7Welcome to Madeira Bay II #3
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 - 314
Condo
2
bedrooms
2
Full
6
guests
5
(5 Reviews)
Top Reasons To Book This Beachfront Condo:* Beautiful and Spacious Condo Directly on Madeira Beach* 3 Balconies - Main Balcony Overlooking the Beach and Gulf of Mexico* Onsite Heated Beachside Pool with Lounge Chairs * Direct Beach Access—Step Off the Pool Deck onto the Sand* Professionally Managed, 24/7Welcome to Trillium 2A, a beautiful and s
Trillium 2A - Premier
Condo
2
bedrooms
2
Full
6
guests
4.9
(91 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
Townhouse
5
bedrooms
4
Full
14
guests
5
(14 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 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
(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 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
(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: • 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 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 the Sunrise and Sunset Townhomes: * 2 Townhomes Side by Side* Each Townhome is 4 Stories with a Private Roof Top Deck* Approx. 300ft to the Beach - Easy Walk!*
Azul Townhomes A3 and A4 - Sunrise/Sunset
Townhouse
10
bedrooms
8
Full
24
guests
5
(1 Reviews)
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