Cottages at Madeira Beach
425 properties available
Top Reasons To Book Treasure Sands #502:* Beachfront Condo with Stunning Beach and Gulf of Mexico Views* Onsite, Beachfront Heated Pool with Spacious Deck, Tables, and Chairs* Shared Tiki Bar and Rec Room with Pool Table, Ping Pong, Cornhole, and TV* Spacious and Comfortable Layout* Professionally Managed, 24/7Welcome to Treasure Sands #502!
Treasure Sands #502
Condo
2
bedrooms
2
Full
4
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: • Enjoy The low density and well-maintained beachside complex with beach access. • Very close proximity to many well know restaurants in the area. • Brand new kit
Pelican Pointe 2A
Townhouse
2
bedrooms
2
Full, 1 Half
6
guests
4.9
(68 Reviews)
Top Reasons To Book These Beachfront Condos:* 2 Beachfront Condos - Side By Side - 6 Bedrooms, 4 Full Bathrooms Total* Amazing Views from Each Condo - 6th Floor - Private Balcony for Each!* All the Amenities- Beachside Heated Pool, Hot Tub, Shared BBQ Area and a Large Pool Deck- All Onsite!* Perfect Location – Close to Family-Friendly Activities,
Sand Castle II - #2601 and #2602
Condo
6
bedrooms
4
Full
16
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: •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
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.
Amadeus 2
Condo
1
bedrooms
2
Full
3
guests
4.9
(52 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 vis
Villa Madeira 505 - Premier
Condo
3
bedrooms
2
Full
6
guests
4.9
(76 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:• Unobstructed view of the gulf from the private balcony• Beach access directly across the street (with crossing light for safety!) About 200 steps to the sand!• Gy
Madeira Bay Resort I 1504
Condo
2
bedrooms
2
Full
6
guests
4.9
(58 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 : • Fresh updates include a recently renovated kitchen and new furniture pieces throughout the unit. • All the fabulous amenities including two Hot Tubs, Charcoal
Land's End 10-304 Beach Front - Premier
Condo
2
bedrooms
2
Full
4
guests
5
(51 Reviews)
**** CLOSURE NOTICE - THE POOL IS CURRENTLY CLOSED - ETA TO REOPEN IS MID AUGUST. DATES MAY VARY BASED ON WORK/WEATHER ****Top Reasons To Book This Stunning Beachfront Condo:* Spectacular 9th-Floor Views of Both the Gulf of Mexico and the Intracoastal Waterway* Expansive, Private Balcony with Ample Seating - Enjoy Stunning Sunsets and Sunrise Vie
Mansions By The Sea 905B - Premier
Condo
2
bedrooms
2
Full
6
guests
5
(1 Reviews)
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
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
2
bedrooms
1
Full
4
guests
4.8
(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: • Take in unforgettable panoramic beachfront views and warm sunshine from your private balcony. • Short drive to St Petersburg- loaded with great museums, shops and r
Emerald Isle 103
Condo
3
bedrooms
2
Full
6
guests
4.9
(69 Reviews)
Top Reasons to Book Sea Club #105:* Close to Beach Access* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway* Professionally ManagedStay 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 ni
Sea Club #105 - Pelicans Perch
Condo
2
bedrooms
2
Full
6
guests
4.4
(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 #2
Condo
1
bedrooms
1
Full
4
guests
5
(5 Reviews)
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