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 this Beautiful Condo:* Unique Views of both Blind Pass and the Gulf of Mexico* Incredible Location, Right Next to Beach Access* New Flooring, Updated Bathrooms, Upd
Land's End 5-202 Gulf-Bay Front - Premier
Condo
2
bedrooms
2
Full
4
guests
4.9
(67 Reviews)
Top Reasons to Book this Home: * Single Family Home with Private Pool* Screened in Florida Room with Beverage Fridge* Tropical Decor, Spacious Living* Spacious Deck Area around Private Pool with Grill* Convenient to St Pete Beach and Treasure Island* Professionally ManagedWelcome to Coquina Hideaway!! This charming 2-bedroom, 1-bathroom single-fam
Coquina Hideaway
House
2
bedrooms
1
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:* 173 Yards to the Gulfport Beach Recreation Area* 5 Miles to St. Pete Beach* Pet Friendly up to 20lbs. (Additional Cost Applies) * On-Site Parking and Laundry Faci
Beach Quarters #4
Condo
1
bedrooms
1
Full
4
guests
4.9
(23 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 1-306 Bay Front- Premier
Condo
2
bedrooms
2
Full
6
guests
5
(15 Reviews)
***POOL CLOSURE - THE POOL WILL BE CLOSED BEGINNING MAY 1ST, 2026 FOR APPROX. 1 MONTH FOR MAINTENANCE - DATES MAY VARY **** *** New Photos Coming Soon ***Top Reasons To Book This Condo:* Beachfront Condo - Great Beach and Gulf Views from 4th Floor - Sunset Views!* Across the Street from John's Pass Village and Boardwalk - Easy Access to Restauran
Madeira Norte 416
Condo
2
bedrooms
1
Full, 1 Half
6
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: • Private and beautifully furnished balcony overlooking the Gulf of Mexico! • Unit includes free Wi-Fi and free parking! • Beautifully decorated throughout to refl
Arena De Madeira 502- Premier
Condo
3
bedrooms
2
Full
8
guests
5
(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 Sea Club #13:* Close to Beach Access* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway* P
Sea Club #13 - Coastal Charm
Condo
2
bedrooms
2
Full
5
guests
4.8
(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 Condo:* 180 ft from Public Beach Access* Private Entrance with 1 Parking Space Any extra-large vehicles may have to park in city overflow due to restricted spa
Beach Livin 1 - 1 Bedroom Downstairs
Condo
1
bedrooms
1
Full
3
guests
5
(13 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 1-301 Gulf View - Premier
Condo
1
bedrooms
1
Full
2
guests
4.9
(54 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 216
Condo
2
bedrooms
2
Full
6
guests
4.8
(36 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: •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 on
Amadeus 6
Condo
2
bedrooms
2
Full
5
guests
4.9
(69 Reviews)
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