Cottages at Madeira Beach
417 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: • Walking distance to a wide variety of local restaurants and entertainment. • Located just a block from the easy beach access. • Includes access to a shared dock
Amadeus 10
Condo
2
bedrooms
2
Full
5
guests
4.9
(61 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 9-202 Beach Front
Condo
2
bedrooms
2
Full
4
guests
5
(50 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 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
(6 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 Fabulous Beachfront Slice of Paradise • All the Amenities! Large Heated Pool, Kiddie Pool, Hot Tub, Fitness Center, Bicycles, Beach Tiki Bar and Café all in o
Sunset Vistas 407S
Condo
2
bedrooms
2
Full
6
guests
4.9
(67 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 Home:* Easy Walk to Gulfport Beach, approx. 375 feet! * Walk to Restaurants and Shopping * Awesome Deck Space with Seating and Water Views* Spacious Livin
Comfort Cove
House
4
bedrooms
2
Full
8
guests
5
(12 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: • Beach access is a short distance from the property, just across the street for your convenience. • Property includes an on-site pool (heated seasonally) • On th
Sea Shell 14 - Premier
House
2
bedrooms
2
Full, 1 Half
6
guests
5
(74 Reviews)
****NOTICE: The building is currently undergoing a major exterior renovation project beginning December 1, 2025 and is expected to continue for approximately 10-12 months, length could vary. Construction activity typically takes place Monday–Friday from 8:00 AM to 4:30 PM, and guests may experience noise during these hours. Please note: Access to
Bayshore Yacht & Tennis 806
Condo
3
bedrooms
2
Full
7
guests
5
(13 Reviews)
*** NOTICE OF POOL CLOSURE - PLEASE NOTE THAT THE POOL WILL BE TEMPORARILY CLOSED May 18–20, 2026. DATES COULD VARY BASED ON WEATHER ***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
Madeira Del Mar 301
Condo
3
bedrooms
3
Full
8
guests
5
(32 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 visi
Villa Madeira 301 - Premier
Condo
3
bedrooms
2
Full
6
guests
4.9
(89 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 visi
Villa Madeira 404 - Premier
Condo
3
bedrooms
2
Full
6
guests
4.9
(67 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 AMAZING Townhome: * Brand New Build in 2025* Easy Walk to Madeira Beach, Approx. 300ft* Private Roof Top Deck with Views and Seating - Great Hangout Spot!*
Azul Townhomes B3
Madeira Beach
5
bedrooms
4
Full
11
guests
5
(15 Reviews)
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