Book early and save

Look at you, planning ahead! Luckily for you, we've got a code to make it even easier to secure your booking.

Use code SPECIALEVENT10 for 10% OFF your stay when you book 6+ months in advance*.


*Exclusions may apply.



Properties Available 424 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 Sea Club #39:* Close to Beach Access!* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway*
Sea Club #39 - Seaside Serenity
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (25 Reviews)
Top Reasons To Book This Beautiful Condo:* Beachfront Resort with Direct Beach Access Onsite* Private 6th-floor Balcony with Gulf and Treasure Island Views - Best of Both!* Lots of Onsite Amenities - Heated Pool, Hot Tubs, Kiddie Pool, Beach Bar and Cafe, Workout Room* Great Central Location - Close to Restaurants, John's Pass and More* Profes
Sunset Vistas 605N
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 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 : • 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 1-204 Bay Front
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 2 guests
Rating 5 (13 Reviews)
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you enter, you'll be greeted by floor to ceiling sliding glass doors and a panoramic view of the Gulf of Mexico. • Enjoy direct beach access as well as an outdoor heated pool! • Open floor plan with plenty of room for the entire family to
Trillium 2C - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (74 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
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.



Land's End 3-202 Bay Front
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 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: • 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 206
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (60 Reviews)
Top Reasons To Book This Condo:* Hot Tub on Private Patio* Close To Beach Access - Approximately 350 ft - Just at the End of the Road - Quick and Easy Walk!* Walk to Nearby Restaurants* 2 Private Patios - 1 Upstairs and 1 Downstairs* Historic Property and Location* Private Entrance* Professionally Managed, 24/7Welcome to the Historic Spanis
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 Barra #101.5
Condo
Bedrooms 1 bedrooms
Bathrooms 2 Full
Guests 7 guests
Rating 5 (8 Reviews)
**CONSTRUCTION NOTICE: The North and South POOLS, all hot tubs, cabanas and clubhouse are currently closed. Restoration work is currently taking place on grounds. The CLUBHOUSE POOL HAS REOPENED! ***Top reasons to Book: • All the Amenities-THREE luxurious swimming pools, hot tubs, an outdoor grilling area, fitness center, and beach access. -- CUR
Tides 6-563
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (1 Reviews)
*** CONSTRUCTION NOTICE: SAND CASTLE I WILL BE UNDERGOING BUILDING RENOVATION WORK BEGINNING AUG. 2026 LASTING FOR APPROX. 4 MONTHS, TIME COULD VARY. WORK WILL BRING NOISE, POSSIBLE INTERMITTENT POOL CLOSURES, ONSITE PARKING MAY VARY. WORK TO INCLUDE PAINTING, GARAGE REPAIRS, WINDOW REPLACEMENTS, LOBBY UPDATE, WALKWAY WORK, CONCRETE REPAIR. ***Stay
Sand Castle I #804
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (41 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 : • Direct Beach and Gulf views • Easy access to the onsite heated pool and hot tub • Loads of onsite amenities • Gated community with 24 hour security • Nicely upd
Land's End 9-204 Beach Front
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (39 Reviews)
Top Reasons To Book This Condo - Intercoastal Escape: * Across the Street from the Beach – Approx. 500 ft, Easy 3-Minute Walk* Heated Pool Onsite with Pool Deck and Lounge Chairs* Relaxing Views of Mangroves and Intracoastal; Perfect for Watching Wildlife, Boats, and Dolphins* Private Balcony with Table, Chairs, and Swinging Bench* Open Living
The Intercoastal #209 - Intercoastal Escape
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (5 Reviews)
2 mins to beach – beach and intercoastal views – sleeps 14– 5 bed / 4 bath – elevator Top Reasons to Book this Beautiful Townhome: * Newly Built in 2025 with Private Elevator* Rooftop Balcony with Views of Gulf and Intracoastal Waterway* Prime Location Just a Quick Walk to the Beach, About 300 Feet!* Spacious Layout with Plenty of Room for
Azul Townhomes A1
Madeira Beach Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 Full
Guests 14 guests
Rating 5 (14 Reviews)

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