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21 Best cottages in Madeira Beach, FL
10 1 review
Madeira Beach, FL
07/18 – 07/25
$452/nighttotal: $3164 (7 )
Paradise By The Gulf - Unit A - 460 Steps To The Beach - Private Swim Spa Home.
3 7
cottage , Indian Rocks Beach
This 3-bedroom, 2-bathroom cottage in Indian Rocks Beach is a short walk from the beach, local cafes, bars, and shops, and approximately 5 miles from John's Pass Village & Boardwalk. This family-friendly rental accommodates up to 8 guests and features a private swim spa, an outdoor pool, a fully equipped kitchen, and air conditioning, with complimentary starter amenities provided.
Madeira Beach, FL
09/10 – 09/15
$364/nighttotal: $1820 (5 )
Pool Heat Included! Seminole Getaway W/ Game Room
1 2
cottage , Seminole
This cottage in Seminole is located within 3 miles of Seminole City Center, Bay Pines VA Medical Center, and War Veteran Memorial Park, and within 6 miles of John's Pass Village & Boardwalk and Archibald Beach Park. This vacation rental offers air conditioning, a fully equipped kitchen with a microwave and dishwasher, an outdoor swimming pool, an arcade/game room, and complimentary WiFi in public areas, with free self-parking available.
9.4 43 reviews
Madeira Beach, FL
09/27 – 10/01
$255/nighttotal: $1020 (4 )
New Listing Tropical Sunset Beach Cottage
1 2
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.
9.7 350 reviews
Madeira Beach, FL
09/10 – 09/15
$169/nighttotal: $845 (5 )
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
09/05 – 09/12
$283/nighttotal: $1981 (7 )
Sunset Beach House By Distinctive Beach Rentals
1 2
cottage , Treasure Island
This Sunset Beach vacation rental is steps from the beach and within 3 miles of St. Petersburg Municipal Beach and Treasure Bay Golf and Tennis. The pet-friendly home offers free WiFi, a fully equipped kitchen with fridge, microwave, and dishwasher, a private balcony, and free self-parking; enjoy direct beach access and proximity to local attractions.
Madeira Beach, FL
09/05 – 09/12
$374/nighttotal: $2618 (7 )
1 Block To Treasure Island Beach: Gem W/ Hot Tub
1 2
cottage , Treasure Island
This Treasure Island cottage offers direct beach access and is located within a 15-minute walk of St. Petersburg - Clearwater Beaches, John's Pass Village & Boardwalk, St. Petersburg Municipal Beach, and Hubbards Marina. This accommodation features air conditioning, a full kitchen with a microwave and dishwasher, complimentary WiFi in public areas, and free self-parking, with a private patio for guest use.
Madeira Beach, FL
09/10 – 09/15
$374/nighttotal: $1870 (5 )
Private Hot Tub: Breezy Seminole Stay!
1 2
cottage , Seminole
This Seminole cottage is located just a short distance from Boca Ciega Millennium Park, Bay Pines VA Medical Center, and Treasure Island Fun Center, making it a convenient base for exploring the area. You'll find plenty of restaurants and shops within easy reach. This cozy cottage features a comfortable living space and a well-equipped kitchen with modern appliances. Enjoy the Florida sunshine by the pool or relax on the patio with a barbecue.
Madeira Beach, FL
12/09 – 12/16
$157/nighttotal: $1099 (7 )
Charming 2br Cottage Steps From Beach, Dogs Welcome
2 2
cottage , Redington Shores
This Redington Shores beach house offers direct access to the sand, just steps from the ocean, and is located approximately 1.7 miles from John's Pass Village & Boardwalk, 3.5 miles from Sand Key Park, and 4.1 miles from the St. Petersburg - Clearwater Beaches. This pet-friendly, family-friendly cottage accommodates up to 5 guests with 2 bedrooms, 1 bathroom, a full kitchen with a fridge and microwave, air conditioning, and a garden, providing a comfortable stay with onsite parking and internet.
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.
9.6 54 reviews
Madeira Beach, FL
07/18 – 07/25
$401/nighttotal: $2807 (7 )
Sea La Vie Cottage By The Beach - Unit A
2 7
cottage , Indian Rocks Beach
This waterfront cottage is located just a 15-minute walk from St. Petersburg - Clearwater Beaches and Splash Harbour Water Park, with Belleair Beach and Indian Rocks Shopping Center also within easy reach. Guests rave about the cottage's excellent location, cleanliness, and overall experience. The cottage offers 1150 square feet of space, featuring 2 bedrooms, 1 bathroom, and a comfortable layout that can accommodate up to 7 guests. Amenities include a fully equipped kitchen, a balcony with barbecue grills, and complimentary WiFi, ensuring a relaxing and enjoyable stay.
10 26 reviews
Madeira Beach, FL
09/10 – 09/15
$381/nighttotal: $1905 (5 )
Happy Hour Cottage On Sunset Beach Treasure Island, Fl. Steps From The Beach!!
2 2
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.
9.5 54 reviews
Madeira Beach, FL
07/18 – 07/25
$399/nighttotal: $2793 (7 )
Sea La Vie Cottage By The Beach - Unit B
2 7
cottage , Indian Rocks Beach
This beachfront cottage on Indian Rocks Beach is a perfect choice for a relaxing and convenient stay. It is within a 15-minute walk of St. Petersburg - Clearwater Beaches and within 3 km of Belleair Beach and Indian Rocks Shopping Center. The cottage has excellent user, location, and cleanliness ratings. The cottage has a floor area of 1150 square feet, 2 cozy bedrooms, and 1 bathroom, providing ample space for families or couples. It also features a fully equipped kitchen, a private balcony overlooking the beach, free Wi-Fi, air conditioning, a terrace/balcony, a garden, a spa, parking, and allows pets.
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
07/03 – 07/10
$166/nighttotal: $1162 (7 )
3 Mi To Beach: Seminole Retreat W/ Patio
1 2
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.
10 34 reviews
Madeira Beach, FL
06/28 – 07/05
$858/nighttotal: $6006 (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.
10 252 reviews
Madeira Beach, FL
09/10 – 09/15
$227/nighttotal: $1135 (5 )
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.
9.8 23 reviews
Madeira Beach, FL
07/10 – 07/12
$224/nighttotal: $448 (2 )
Cottage #4 Of Gulf Sounds
2 4
cottage , Treasure Island
This Treasure Island cottage is located on Gulf Blvd, just steps from the beach. The two-bedroom, one-bathroom cottage sleeps four guests and features a fully equipped kitchen, air conditioning, and a private garden.
Best Madeira Beach, FL cottages with a garden
Madeira Beach, FL
09/10 – 09/15
$209/nighttotal: $1045 (5 )
2 Mi To Madeira Beach: Quiet Casita W/ Shared Pool
1 2
cottage , Seminole
This cottage in Madeira Beach is situated about 1.3 miles from Bay Pines VA Medical Center and 2.1 miles from St. Petersburg-Clearwater Beach. Enjoy amenities such as an outdoor swimming pool, barbecues, free Wi-Fi in common areas, and fully equipped kitchens with microwaves, stovetops, and ovens, with complimentary on-site parking and patios provided in each unit.
10 11 reviews
Madeira Beach, FL
09/14 – 09/20
$214/nighttotal: $1284 (6 )
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.
Madeira Beach, FL
09/10 – 09/15
$400/nighttotal: $2000 (5 )
Walk To Redington Beach: Renovated Duplex W/ Patio
1 2
cottage , Redington Shores
This Redington Shores cottage offers convenient access to St. Petersburg - Clearwater Beaches, John's Pass Village & Boardwalk, and Belleair Beach, all within 6 miles. This smoke-free rental features air conditioning, a private patio, barbecue grills, and a fully equipped kitchen with a microwave and dishwasher, plus free WiFi in public areas.
Madeira Beach, FL
08/10 – 08/14
$439/nighttotal: $1756 (4 )
The Perch In The Palms: Elegant Coastal Retreat With Private Pool Steps To Beach
3 2
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.
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
09/14 – 09/20
$223/nighttotal: $1338 (6 )
Updated Key West Style Cottage.
2 2
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 1 review
Madeira Beach, FL
07/18 – 07/25
$192/nighttotal: $1344 (7 )
Relaxing Largo Retreat
3 7
cottage , Largo
This Largo apartment rental, a 3-bedroom, 1-bathroom unit, is conveniently located 10 minutes from Clearwater Beach and offers easy access to John's Pass Village & Boardwalk and St. Pete Beach. This vacation home sleeps eight guests and boasts a private gated backyard with a hot tub, a fully equipped kitchen with microwave and dishwasher, air conditioning, and parking, plus nearby attractions like Jack Russell Stadium and Florida Auto Exchange Stadium.
Madeira Beach, FL
09/10 – 09/15
$482/nighttotal: $2410 (5 )
1 Block To Sunset Beach: Dog-friendly Family Home
1 2
cottage , Treasure Island
This Sunset Beach bungalow offers direct access to the sand and is located within a 5-minute walk of Sunset Beach and the St. Petersburg-Clearwater Beaches, with John's Pass Village & Boardwalk 3 miles away. This rental includes a microwave, dishwasher, air conditioning, a private balcony, and complimentary WiFi in public areas, with free self-parking available.
10 1 review
Madeira Beach, FL
09/05 – 09/12
$200/nighttotal: $1400 (7 )
Walk To Beach: Pet-friendly Treasure Island Home
1 2
cottage , Treasure Island
This cozy cottage is located in Treasure Island, just a short walk from both St. Petersburg - Clearwater Beaches and John's Pass Village & Boardwalk. You'll enjoy direct beach access and are within a 15-minute walk of many attractions. The cottage features a comfortable living space with a TV, ceiling fan, and a shower. You'll also have access to a fully equipped kitchen with an oven, stovetop, and microwave, as well as free parking and WiFi.