Cottages at Madeira Beach


Properties Available 425 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 : • 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 5-303 Gulf-Bay Front
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (38 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 (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 #3
Condo Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 5 (29 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 1-303 Gulf View
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 5 (62 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 Fabulous House:* Only 400ft to Public Beach Access* 4BR Family Home with Awesome Bay Views* Two Large, Private Balconies * Great Space for Larger Family or Cou
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.



Gulfport Getaway
House
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 5 (23 Reviews)
Top Reasons To Book This Sunset Vistas Condo:* Beach Access Onsite—The Sand is Just Steps Away* Great Amenities - Large Heated Pool, 2 Hot Tubs, Kiddie Pool with Fountains, Workout Room, Charcoal Grills* Partial Gulf Views from Private Balcony - 3rd Floor* Spacious 2-bedroom, 2-bath Condo That Sleeps up to 6 Guests* Professionally Managed, 24/
Sunset Vistas 302N
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (1 Reviews)
Top Reasons To Book This Home:* Single Family Home to Yourself* Private Pool and Spacious Outdoor Living Areas* Just 1 Mile from Beautiful Upham Beach in St Pete Beach* Dog Friendly Property (Fees and Restrictions Apply)* Professionally Managed, 24/7Welcome to the Blue Heron Home, a charming single-family pool home located just one mile from be
The Blue Heron
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 1 Full
Guests 4 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 : • 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 1-202 Bay Front
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 2 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 Sea Club #105:* Close to Beach Access* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway*
Sea Club #105 - Pelicans Perch
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.4 (7 Reviews)
Top Reasons To Book John's Pass-Time Beach Cottages:* Beachfront Property with Direct Beach Access* Full Property to Yourself - Both Cottages - Great for Larger Families or Friends Traveling Together* Great Private Backyard Beach with Hammock, Grill and Picnic Table* 2 Private Entrances, 2 Great Deck/Patio Spaces* Gulf Views From the Upper Lev
John's Pass-Time Beach Cottage #1 and #2
House
Bedrooms 4 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (3 Reviews)
Top Reasons To Book This Beautiful Condo:* Quick and Easy Walk to the Beach - 5 Minutes, Only .2 Miles!* Onsite Heated Pool* Spacious, Beautifully Updated 3 Bedroom/3 Bathroom Condo* Great Location - Walkable to Beach, Grocery Store, Mini Golf and Restaurants* Professionally Managed, 24/7Welcome to Madeira Del Mar 302! This spacious 3-bedroom,
Madeira Del Mar 302
Condo
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 5 (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: * Quiet Neighborhood Location in Treasure Island* Quick Drive to the Beach, Only 2 minutes!* Easy Access on and off the Island* Cozy Private Patio * Profess
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.



Se La Vie
House
Bedrooms 2 bedrooms
Bathrooms 1 Full
Guests 6 guests
Rating 5 (12 Reviews)

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