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21 Best cottages in Madeira Beach, FL
10 2 reviews
Madeira Beach, FL
08/29 – 09/05
$1751/nighttotal: $12257 (7 )
Entire Island Paradise Cottages Heated Pool, Tiki Hut, Walk To Beach, 8 Units, Sleeps 30
11 3
cottage , Madeira Beach
Island Paradise Cottages, located in a quiet Madeira Beach residential neighborhood, offers easy access to Madeira Beach's Gulf Coast (a 5-minute walk) and John's Pass Village. This Madeira Beach vacation rental boasts 2,400 square feet of space, eleven bedrooms, eight bathrooms, and accommodates up to 30 guests, featuring a heated pool, complimentary kayaks and paddleboards, and daily free admission to select attractions (restrictions apply).
9.2 25 reviews
Madeira Beach, FL
07/15 – 07/20
$286/nighttotal: $1430 (5 )
Cabana Cottage Treasure Island Beach Sleeps 3
1 2
cottage , Treasure Island
This cottage in Treasure Island's Sunny Beach neighborhood offers direct beach access and is a 2-minute drive from John's Pass Village, with Tampa International Airport 30 miles away. This 1-bedroom, 1-bathroom beach house accommodates up to 3 guests and features a full kitchen, air conditioning, a swimming pool, a grill area, and complimentary Wi-Fi.
10 34 reviews
Madeira Beach, FL
06/28 – 07/05
$882/nighttotal: $6174 (7 )
El Palmar Cottages Llc
4 6
cottage , Indian Rocks Beach
This charming cottage is located just a short walk from the beautiful beaches of Indian Rocks Beach, offering easy access to the area's attractions and a peaceful setting for a relaxing getaway. The cottage consistently receives excellent reviews from guests, highlighting its comfortable accommodations and convenient location. The cottage features a modern design with an open layout, creating a bright and welcoming space. Guests can enjoy a range of amenities including a private garden, a shared patio with a BBQ grill, and access to a swimming pool and Jacuzzi.
9.8 132 reviews
Madeira Beach, FL
09/02 – 09/09
$263/nighttotal: $1841 (7 )
New Listing Sunset Tropical Beach Bungallow
1 4
cottage , Treasure Island
This private beach cottage is located in the Sunset Beach neighborhood of Treasure Island, just steps away from the white sandy beaches, restaurants, bars, and shops. This cottage boasts excellent ratings for location, cleanliness, and user experience. The 910 square foot cottage has one bedroom, one bathroom, and can accommodate up to four guests. It features a kitchen with a fridge, freezer, and microwave, air conditioning, a garden, a spa, parking, and internet access.
10 26 reviews
Madeira Beach, FL
08/04 – 08/11
$363/nighttotal: $2541 (7 )
Happy Hour Cottage On Sunset Beach Treasure Island, Fl. Steps From The Beach!!
2 3
cottage , Treasure Island
This Treasure Island vacation home is conveniently located near Sunset Beach and St. Petersburg-Clearwater beaches, and just 2.9 miles from John's Pass Village & Boardwalk. This 900-square-foot, two-bedroom, two-bathroom house sleeps six and features a fully equipped kitchen, private patio, free Wi-Fi, and a garden with barbecue grills.
Madeira Beach, FL
09/02 – 09/09
$350/nighttotal: $2450 (7 )
John's Pass-time Beach Cottage #2
1 4
cottage , Madeira Beach
The John's Pass-time Beach Cottage #2 is located in Madeira Beach, 0.6 miles from the city center, and is a short walk from attractions including The Church by the Sea, Golf Beaches Blacklight Mini Golf, and John's Pass Village & Boardwalk. This cottage offers air conditioning, a kitchen with a fridge, microwave, and dishwasher, a balcony, and free parking, with tour assistance available for booking local excursions.
9.3 42 reviews
Madeira Beach, FL
08/05 – 08/10
$268/nighttotal: $1340 (5 )
New Listing Tropical Sunset Beach Cottage
1 4
cottage , Treasure Island
This charming cottage is located in a beach-centric community in Treasure Island, just steps away from the sandy shores, restaurants, shops, and bars. It has received excellent ratings for location, cleanliness, and overall user experience. The cottage comfortably sleeps four with a bedroom and a pull-out sofa in the living room, offering 870 square feet of space. Enjoy modern amenities like air conditioning, a fully equipped kitchen, a relaxing spa, and a private garden, all while soaking in the classic Florida charm.
Madeira Beach, FL
10/10 – 10/13
$499/nighttotal: $1497 (3 )
The Perch In The Palms: Elegant Coastal Retreat With Private Pool Steps To Beach
3 4
cottage , Redington Beach
This 3-bedroom, 2-bathroom cottage in Redington Beach is located on a quiet cul-de-sac just a 3-minute walk from the beach, offering easy access to St. Petersburg - Clearwater Beaches and Pier 60 Park. This vacation rental accommodates up to 7 guests and features a private pool, a fully stocked kitchen with a microwave and dishwasher, air conditioning, and complimentary internet, plus beach essentials and family-friendly amenities like a high chair and Pack 'n Play.
9.2 15 reviews
Madeira Beach, FL
06/22 – 06/26
$311/nighttotal: $1244 (4 )
Palm Cottage Treasure Island Beach Sleeps 4
1 3
cottage , Treasure Island
Palm Cottage, an upstairs unit in the Sunshine Beach neighborhood of Treasure Island, offers enhanced privacy and elevated views just steps from the beach and a short drive from the Salvador Dali Museum and St. Petersburg-Clearwater Beaches. This cottage accommodates up to four guests with a king bed and a queen sleeper sofa, featuring a private balcony, a fully equipped kitchen with a dishwasher, and access to shared property amenities including a pool, deck, and grilling areas, with proximity to jet skiing and fishing.
10 9 reviews
Madeira Beach, FL
10/10 – 10/13
$251/nighttotal: $753 (3 )
Updated Key West Style Cottage.
2 4
cottage , Treasure Island
This charming beach cottage is located on the beach side of Gulf Blvd in Treasure Island, just steps from the white sand beach and within walking distance of restaurants, shops, and activities. It's rated excellent by previous guests and offers a quiet and peaceful setting away from the busy hotel areas. The two-bedroom, one-bathroom cottage comfortably accommodates four guests. It features a fully equipped kitchen, air conditioning, a Jacuzzi, and parking. Enjoy easy access to a public boat ramp, the beach trolley, and nearby attractions like the Gulf Beaches Historical Museum, Imagine Museum, and John's Pass Village & Boardwalk.
9.7 350 reviews
Madeira Beach, FL
08/21 – 08/24
$171/nighttotal: $513 (3 )
Come Enjoy The Serenity Of Gulf Gardens At Madeira Beach, New Renovated Unit.
1 2
cottage , Madeira Beach
This Madeira Beach apartment is directly across from the white sands beach and within walking distance of John's Pass Village and the ROC park. It has excellent user, location, and cleanliness ratings. The apartment has one bedroom, one bathroom, and a floor area of 330 square feet. It is newly renovated with new windows and leather furniture. It is fully furnished with a functional kitchen and has a private, high-speed 200mbps WiFi. The apartment also has a terrace/balcony, a garden, a swimming pool, a spa, and parking. Pets are allowed, and it is family-friendly.
Madeira Beach, FL
09/02 – 09/09
$319/nighttotal: $2233 (7 )
John's Pass-time Beach Cottage #1
1 4
cottage , Madeira Beach
John's Pass-time Beach Cottage #1 is a secluded cottage in Madeira Beach, located near The Church by the Sea and within 0.3 miles of Golf Beaches Blacklight Mini Golf and John's Pass Village & Boardwalk. This cottage offers air conditioning, a kitchen with a fridge and microwave oven, a terrace, and complimentary parking, with tour assistance available on-site for planning local excursions.
Guest-Favorite Family Cottages in Madeira Beach, FL
With plenty of room to spread out, these family-friendly cottages in Madeira Beach, FL are the perfect home base before a day by the water.
10 1 review
Madeira Beach, FL
06/18 – 06/20
$234/nighttotal: $468 (2 )
3 Mi To Beach: Seminole Retreat W/ Patio
1 6
cottage , Seminole
This cozy cottage is located in Seminole, Florida, just a short distance from both the Seminole City Center and Treasure Island Fun Center, offering easy access to shopping, dining, and entertainment. Guests consistently rate this property as excellent, making it a popular choice for travelers looking for a comfortable and convenient stay. The cottage features a fully equipped kitchen with an oven, stovetop, and microwave, perfect for preparing meals. Enjoy the convenience of free self parking, free WiFi in public areas, and access to a marina for boat enthusiasts and water activities, as well as a patio and barbecue grills for outdoor relaxation.
9.8 9 reviews
Madeira Beach, FL
06/25 – 06/28
$274/nighttotal: $822 (3 )
Redington Escape Unit B - Just Steps From The Beach!
2 6
cottage , Redington Shores
This beach cottage duplex in Redington Shores is located just 65 yards from the beach access, offering quick access to the Gulf of Mexico and situated near attractions like John's Pass Village & Boardwalk and Sand Key Park. This 600 square foot rental accommodates up to 6 guests with 2 bedrooms featuring a queen bed and two twin beds, plus a fold-out couch, and includes a full kitchen, washer/dryer, and a dedicated workspace, with opportunities for jet skiing, kayaking, and scuba diving nearby.
10 252 reviews
Madeira Beach, FL
08/09 – 08/12
$231/nighttotal: $693 (3 )
An Oasis Across The Street From The Beach :)
1 2
cottage , Treasure Island
This charming cottage is located in Treasure Island, just a 15-minute walk from the beautiful beaches and lively John's Pass Village & Boardwalk. The cottage consistently receives excellent ratings for its location, cleanliness, and overall experience. The cozy cottage features one bedroom, one bathroom, and a spacious 650 square feet, comfortably accommodating two guests. Enjoy a variety of amenities including a private garden, a swimming pool, and a terrace, perfect for relaxing and enjoying the Florida sunshine.
Best Madeira Beach, FL cottages with a garden
10 11 reviews
Madeira Beach, FL
08/21 – 08/24
$237/nighttotal: $711 (3 )
Happy Hour Across The Street From The Beach
1 2
cottage , Treasure Island
This charming cottage is just a short walk from the beautiful beaches of St. Petersburg - Clearwater and the lively John's Pass Village & Boardwalk, offering easy access to both relaxation and entertainment. It has received excellent guest ratings, making it a popular choice for travelers. The cottage has one bedroom and one bathroom, accommodating up to two guests, and features a fully equipped kitchen, a private garden, a terrace, a swimming pool, and free Wi-Fi. Enjoy modern amenities, including a Smart TV, a coffee maker, and a washer and dryer, along with access to a water park.
Frequently Asked Questions about cottages in Madeira Beach, FL
What would be a good 1-day itinerary for visiting in and around Madeira Beach, FL?
Start your day with a walk on the beach and a swim in the Gulf of Mexico. Then, head to John's Pass Village & Boardwalk for lunch and some souvenir shopping. In the afternoon, visit the Madeira Beach Marine Life Center to learn about the local marine life. For dinner, try one of the many restaurants on the waterfront. If you're looking for something more laid-back, head to the Sunset Grille for a casual meal and some live music.
What are the can't-miss sights in Madeira Beach, FL?
The Madeira Beach Pier is a must-see, especially for sunset views. You can also visit the historic Madeira Beach Museum to learn about the area's history. The Madeira Beach Recreation Complex is a great place to relax and enjoy the outdoors. And of course, no trip to Madeira Beach is complete without spending time on the beach.
What are the best cottages with a pool in Madeira Beach, FL?
Can you easily explore Madeira Beach, FL on foot or by bike?
Madeira Beach is a very walkable town, especially the area around the beach and John's Pass Village & Boardwalk. You can also rent a bike to explore the area further. There are also plenty of places to rent kayaks and paddleboards if you want to get out on the water.
What are the best cottages with a jacuzzi in Madeira Beach, FL?
What activities are available in and around Madeira Beach, FL?
Besides the beach, there are plenty of other activities to enjoy in Madeira Beach. You can go fishing, boating, parasailing, jet skiing, or even take a dolphin-watching tour. There are also several golf courses in the area. If you're looking for something more relaxed, you can go shopping at the many boutiques and shops in John's Pass Village & Boardwalk, or just relax by the pool.
What are the best cottages for families and kids in Madeira Beach, FL?
What famous towns or cities are near to Madeira Beach, FL?
Madeira Beach is located near several other popular destinations, including St. Petersburg, Clearwater, and Tampa. These cities offer a variety of attractions, from museums and art galleries to theme parks and nightlife.
What are the best pet friendly cottages in Madeira Beach, FL?
What are the most common amenities in cottages in Madeira Beach, FL?
Most cottages in Madeira Beach offer basic amenities like a kitchen, bathroom, and living area. Some cottages also have private pools, hot tubs, and patios. Be sure to check the listing for specific amenities when booking your cottage.
What are the best cottages with parking in Madeira Beach, FL?
A private hot tub at your cottage makes every trip to Madeira Beach, FL truly unforgettable after a day by the water.
10 9 reviews
Madeira Beach, FL
10/10 – 10/13
$251/nighttotal: $753 (3 )
Updated Key West Style Cottage.
2 4
cottage , Treasure Island
This charming beach cottage is located on the beach side of Gulf Blvd in Treasure Island, just steps from the white sand beach and within walking distance of restaurants, shops, and activities. It's rated excellent by previous guests and offers a quiet and peaceful setting away from the busy hotel areas. The two-bedroom, one-bathroom cottage comfortably accommodates four guests. It features a fully equipped kitchen, air conditioning, a Jacuzzi, and parking. Enjoy easy access to a public boat ramp, the beach trolley, and nearby attractions like the Gulf Beaches Historical Museum, Imagine Museum, and John's Pass Village & Boardwalk.
Choose the Right Dog-Friendly Cottages in Madeira Beach, FL
A quality pet-friendly cottage in Madeira Beach, FL offers dog-friendly facilities for a stress-free stay near the water.
10 26 reviews
Madeira Beach, FL
08/04 – 08/11
$363/nighttotal: $2541 (7 )
Happy Hour Cottage On Sunset Beach Treasure Island, Fl. Steps From The Beach!!
2 3
cottage , Treasure Island
This Treasure Island vacation home is conveniently located near Sunset Beach and St. Petersburg-Clearwater beaches, and just 2.9 miles from John's Pass Village & Boardwalk. This 900-square-foot, two-bedroom, two-bathroom house sleeps six and features a fully equipped kitchen, private patio, free Wi-Fi, and a garden with barbecue grills.
10 34 reviews
Madeira Beach, FL
06/28 – 07/05
$882/nighttotal: $6174 (7 )
El Palmar Cottages Llc
4 6
cottage , Indian Rocks Beach
This charming cottage is located just a short walk from the beautiful beaches of Indian Rocks Beach, offering easy access to the area's attractions and a peaceful setting for a relaxing getaway. The cottage consistently receives excellent reviews from guests, highlighting its comfortable accommodations and convenient location. The cottage features a modern design with an open layout, creating a bright and welcoming space. Guests can enjoy a range of amenities including a private garden, a shared patio with a BBQ grill, and access to a swimming pool and Jacuzzi.
9.8 9 reviews
Madeira Beach, FL
06/25 – 06/28
$274/nighttotal: $822 (3 )
Redington Escape Unit B - Just Steps From The Beach!
2 6
cottage , Redington Shores
This beach cottage duplex in Redington Shores is located just 65 yards from the beach access, offering quick access to the Gulf of Mexico and situated near attractions like John's Pass Village & Boardwalk and Sand Key Park. This 600 square foot rental accommodates up to 6 guests with 2 bedrooms featuring a queen bed and two twin beds, plus a fold-out couch, and includes a full kitchen, washer/dryer, and a dedicated workspace, with opportunities for jet skiing, kayaking, and scuba diving nearby.