Madeira Beach


Properties Available 78 properties available
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
Specials Tag 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
Bedrooms 2 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 4.8 (5 Reviews)
Top reasons to Book:• Private and beautifully furnished balcony overlooking the marina!• Just a block from beautiful, white sand Madeira Beach!• Wonderful amenities such as a pool and spa as well as free Wi-Fi, secured parking, and an in-unit washer and dryer!• Beautifully decorated throughout to reflect coastal comfort.•The location is great too!
The Harbor Condo 305 - Premier
Condo
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 5 (15 Reviews)
NOTICE **Please note that due to damage from the recent hurricanes, this property temporarily has no access to onsite amenities. Parking is currently limited onsite. There may be some noise while restoration work is finishing up. **Top Reasons To Book This Condo:* Beachfront Location with Direct Beach Access* Stunning Gulf and Beach Views From t
Madeira Vista 406
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 5 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: • 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
Bedrooms 3 bedrooms
Bathrooms 1 Full
Guests 8 guests
Rating 4.9 (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 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 Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 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: • 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 504 - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (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: • 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 307 - Premier
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (47 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
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 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: •Admire incredible sunsets on the private, screened-in balcony, which is also great for outdoor dining! •Arie Dam offers wonderful amenities such as a heated pool
Arie Dam 304
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (122 Reviews)
The Harbor At Town Center is a brand new property in Madeira Beach!Top reasons to Book: • Private and beautifully furnished balcony overlooking the marina! • Just a block from beautiful, white sand Madeira Beach! • Wonderful amenities such as a pool and spa as well as free Wi-Fi, secured parking, and an in-unit washer and dryer! • Beautifully decor
The Harbor Condo 503 - Premier
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full, 1 Half
Guests 7 guests
Rating 5 (6 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
Specials Tag 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 Norte 416
Condo
Bedrooms 2 bedrooms
Bathrooms 1 Full, 1 Half
Guests 6 guests
Rating 5 (4 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: * Private Balcony with Gulf Views* Across the Street from the Beach* Onsite Heated Pool* In-Unit Washer/Dryer* 1.5 Miles North of John's Pass Village a
Specials Tag 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.



La Coquina 102
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (18 Reviews)

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