Cottages at Madeira Beach
372 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. **CONSTRUCTION NOTICE: Please note that restoration work is underway. Parking is limited onsite. Noise may be experienced while work is ongoing. Beach Access and Pool are OPEN! ***
Villa Madeira 204 - Premier
Condo
3
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 Sea Club #10:* Close to Beach Access* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway* P
Sea Club #10 - Seascape
Condo
2
bedrooms
2
Full
4
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. ***NOTICE: ROOF WORK CURRENLTY IN PROGRESS ON BUILDING 1. ESTIMATED COMPLETION MID DECEMBER 2025, COULD VARY BASED ON WORK. PLEASE CALL FOR DETAILS. **** Top Reasons to Book this Ba
Land's End 1-208 Bay Front - Premier
Condo
2
bedrooms
2
Full
4
guests
5
(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. **CONSTRUCTION NOTICE: Please note that restoration work is underway. Parking is limited onsite. Noise may be experienced while work is ongoing. Beach Access and Pool are OPEN! ***
Villa Madeira 410
Condo
3
bedrooms
2
Full
6
guests
5
(21 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 Lavish Beachfront Escape: • Two private balconies, enjoy panoramic views of the sugary white sands of Indians Shores. • Luxurious main suite with balcony acces
Pelican Pointe 5B
Indian Shores
2
bedrooms
2
Full, 1 Half
6
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 "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
Madeira Beach
5
bedrooms
4
Full
12
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. ***NOTICE: ROOF WORK CURRENLTY IN PROGRESS ON BUILDING 1. ESTIMATED COMPLETION MID DECEMBER 2025, COULD VARY BASED ON WORK. PLEASE CALL FOR DETAILS. **** Top Reasons to book : • Sh
Land's End 1-404 Bay Front - Premier
Condo
1
bedrooms
1
Full
2
guests
5
(50 Reviews)
** POOL is now OPEN. There may be noise onsite while restoration work is ongoing. Please reach out with any questions. **Top Reasons To Book Holiday Villas III #209:* Beachfront Property – Direct Beach Access From the Pool Deck* Large Heated Pool and Pool Deck with Lounge Chairs* Private Balcony with Table and Chairs - Enjoy Watching the Boats, D
Holiday Villas III #209
Condo
1
bedrooms
1
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.***NOTICE: ROOF WORK CURRENLTY IN PROGRESS ON BUILDING 1. ESTIMATED COMPLETION MID DECEMBER 2025, COULD VARY BASED ON WORK. PLEASE CALL FOR DETAILS. ****Top Reasons to Book this Land's
Land's End 1-203 Pool View
Condo
1
bedrooms
1
Full
4
guests
4.9
(31 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:* 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 spac
Beach Livin 1 - 1 Bedroom Downstairs
Condo
1
bedrooms
1
Full
2
guests
5
(11 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 2
Condo
1
bedrooms
2
Full
3
guests
4.9
(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:• End unit with plenty of privacy located on the peninsula, this community offers the best of both worlds- easy access to the Bay and Beach.• Short proximity to the
Land's End 4-306 Bay Front - Premier
Condo
2
bedrooms
2
Full
6
guests
4.9
(25 Reviews)
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