Madeira Towers
423 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 Sea Oats #101:* Beautiful Beachfront Location* Steps to the Beach* Private Balcony Overlooking the Gulf of Mexico* Large Beachfront Heated Pool* Professionally Mana
Sea Oats 101
Condo
2
bedrooms
2
Full
6
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 this Awesome House: * Huge Outdoor Space with 2 Putt-Putt Pads* Quick and Easy Walk to Beach Access * Outside Dining and Firepit* Open and Spacious Single Famil
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.
Indian Rocks Retreat
House
3
bedrooms
2
Full
6
guests
5
(7 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 : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleybal
Land's End 5-302 Gulf-Bay Front - Premier
Condo
2
bedrooms
2
Full
4
guests
5
(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: • 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
(40 Reviews)
****NOTICE OF ROOF WORK - BUILDING 4. ROOF WORK WILL BEGIN MID JULY 2026 FOR APPROX 6 WEEKS. DATES MAY VARY. *** 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 : • Short proximity to the onsite heated pool.
Land's End 4-406 Bay Front
Condo
2
bedrooms
2
Full
6
guests
4.9
(47 Reviews)
Top Reasons To Book This Condo:* Canal-Front Condo with Peaceful Water Views* Approximate 5-minute Walk (0.2 miles) to Beach Access* Pool, Shared Laundry, and 1 Assigned Parking Space Onsite* Open-Concept Living Area with Sun Room - Bright and Spacious* Professionally Managed, 24/7Welcome to Club Capri #101! This bright and spacious 2-bedroo
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.
Club Capri 101
Condo
2
bedrooms
2
Full
4
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 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)
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! * Short and convenient walk to the sand, only 450 ft!* Spacious Layout, luxurious furnishings, plenty of room for the entire family!* Soarin
Redington Townhouse 16305 - Saltwater Serenity
Townhouse
3
bedrooms
3
Full, 1 Half
10
guests
5
(23 Reviews)
Top Reasons To Book This Beautiful Condo:* Prime Location – Located on the Intracoastal Waterway and Just a Quick 3-Minute Walk (.1 mile) to Beach Access!* Large Pool Deck with Heated Pool, Hot Tub, and Lounge Chairs* Updated Living Space with Private Balcony Overlooking Pool Deck* Comfortable Layout Ideal for Families or Couples Traveling Toge
Golden Shores #210
Condo
2
bedrooms
2
Full
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 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
(107 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)
****NOTICE OF ROOF WORK - BUILDING 6. ROOF WORK WILL BEGIN MARCH 30TH 2026 FOR APPROX 6 WEEKS. *** 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 : • Short proximity to the onsite heated pool. • All the fab
Land's End 6-205 Beach Front - Premier
Condo
2
bedrooms
2
Full
6
guests
5
(62 Reviews)
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