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Madeira Beach, FL cottages
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12 Best cottages in Madeira Beach, FL

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.

Sunset Beach / Stunning Key West Style Cottage Across From The Beach 3br/3ba - Madeira Beach, FL
10 25 reviews

Sunset Beach / Stunning Key West Style Cottage Across From The Beach 3br/3ba

cottage, Treasure Island
This Key West-style bungalow is located at the quiet end of Sunset Beach, Treasure Island, offering direct beach access across the street, a 100-step walk to sugar-white sand, and is within a 10-minute walk to live music beach bars like Caddy's and KaTiki's.
This updated 1800 square foot beach house accommodates up to 8 guests in 3 bedrooms and 3 bathrooms, featuring a private tropical backyard, a covered front porch with rocking chairs, and is equipped with beach amenities, air conditioning, a jacuzzi, and a full kitchen.
Redington Escape Unit A - Just Steps From The Beach! - Madeira Beach, FL
10 14 reviews

Redington Escape Unit A - Just Steps From The Beach!

cottage, Redington Shores
Redington Escape is a cottage located in Redington Shores, just 65 yards from the Gulf of Mexico, offering a prime beachside spot in an "Old Florida" neighborhood with walking distance to restaurants and convenient access to other beach locations via the Beach Trolley. This 600-square-foot vacation rental accommodates up to 6 guests in 2 bedrooms and 1 bathroom, featuring essential amenities like air conditioning, internet, a full kitchen, and a private washer/dryer, along with an outdoor shower for post-beach convenience.
Beachfront Cottages Garden At Beautiful Sandy Shores On Gulf Of America - Madeira Beach, FL
10 193 reviews

Beachfront Cottages Garden At Beautiful Sandy Shores On Gulf Of America

cottage, Indian Rocks Beach
This charming cottage is located in Independence Square, Indian Rocks Beach, a short walk from the beach and close to attractions like Splash Harbour Water Park and St. Petersburg - Clearwater Beaches. The cottage has consistently received excellent reviews from guests, highlighting its clean and comfortable accommodations.
The cottage offers 590 square feet of living space, with one bedroom and one bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, air conditioning, a private garden, a spa, free Wi-Fi, and parking.
Best Deal On The Beach/sleeps 6/all New/gulf Views!/55 Inch Tv - Madeira Beach, FL
9.6 213 reviews

Best Deal On The Beach/sleeps 6/all New/gulf Views!/55 Inch Tv

cottage, Indian Shores
This charming beachfront cottage in Indian Shores offers direct access to the beach and is a short walk from Smugglers Cove Adventure Golf. With excellent user ratings, this spacious 1000-square-foot cottage comfortably accommodates up to 6 guests in 1 bedroom and 1 bathroom.
The cottage boasts a well-equipped kitchen, a relaxing outdoor pool, a private balcony, and a tennis court. Guests can enjoy free WiFi, air conditioning, and parking. Laundry facilities are also available for added convenience.

Best Madeira Beach, FL cottages with a garden

Palm Cottage Treasure Island Beach Sleeps 4 - Madeira Beach, FL
9.2 15 reviews

Palm Cottage Treasure Island Beach Sleeps 4

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.
Indian Rocks Beach Cottage - Madeira Beach, FL
10 1 review

Indian Rocks Beach Cottage

cottage, Indian Rocks Beach
This Indian Rocks Beach cottage is a short walk from St. Pete Beach and Belleair Beach, and within three miles of Splash Harbour Water Park and the Indian Rocks Shopping Center.
This 970-square-foot vacation home sleeps six, features two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, in-unit laundry, and a relaxing garden; a Smart TV and Wi-Fi are also included.
Heated Swim Spa- 460 Steps To Beach-sleeps 8 - Madeira Beach, FL
10 2 reviews

Heated Swim Spa- 460 Steps To Beach-sleeps 8

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.
New! Indian Rocks Beach Cottage Steps From Ocean! - Madeira Beach, FL
9.8 64 reviews

New! Indian Rocks Beach Cottage Steps From Ocean!

cottage, Indian Rocks Beach
This charming cottage is located just 60 steps from the pristine beach in Indian Rocks Beach, offering direct access to the sand and stunning sunset views. It's also within walking distance of restaurants, shops, and local parks, making it easy to explore the area. Guests rave about the cottage's excellent location and amenities, consistently giving it high ratings.
The 880-square-foot cottage comfortably sleeps four guests in two bedrooms. Enjoy a fully equipped kitchen with stainless steel appliances, a private balcony, and a relaxing garden, perfect for enjoying a home-cooked meal or a quiet evening under the stars.

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Top Cottages with Jacuzzi 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.

`Dunes` Gulf-view Historic Beachside Cottage 1/1 - Madeira Beach, FL
9.8 20 reviews

`Dunes` Gulf-view Historic Beachside Cottage 1/1

cottage, Indian Rocks Beach
This historic 2-storey, 1-bedroom cottage is located in Indian Rocks Beach, just steps from the beach and a short walk from John's Pass Village & Boardwalk. The cottage has been fully renovated and features a modern kitchen and bathroom, and has received excellent user ratings.
The open living area has a spiral staircase leading to the second floor, and the cottage has 1 queen bed and 1 twin sofa bed, accommodating up to 3 guests. It also has a fully equipped kitchen, a half-bathroom, and a private deck overlooking the Gulf of Mexico. Guests have access to a private secluded patio and a gulf-view deck, and the cottage comes fully stocked with new linens and towels, cooking essentials, some bathing products, and beach chairs.

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.

Redington Escape Unit B - Just Steps From The Beach! - Madeira Beach, FL
9.8 10 reviews

Redington Escape Unit B - Just Steps From The Beach!

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.
July Deals - Pet Friendly And Hot Tub! Cottage - Madeira Beach, FL
No reviews

July Deals - Pet Friendly And Hot Tub! Cottage

cottage, Indian Rocks Beach
This 800 sq ft cottage in the city center of Indian Rocks Beach offers direct beach access just steps away on 15th Ave and is within walking distance of Hurricane Eddys, Guppies, and Keegans.
This family-friendly and pet-friendly rental accommodates up to 5 guests with 2 bedrooms, 1 bathroom, a fully stocked kitchen, air conditioning, a jacuzzi, spa, and complimentary beach equipment, plus a spacious yard with outdoor dining and a gas grill.
`Oasis` Historic Beachside Cottage 3/2 - Madeira Beach, FL
10 1 review

`Oasis` Historic Beachside Cottage 3/2

cottage, Indian Rocks Beach
This waterfront cottage is located in Indian Rocks Beach, just a 2-minute walk to St. Petersburg-Clearwater Beach and 9 minutes from Splash Harbour Water Park.
This rental accommodates 8 guests and features 2 bathrooms, a full kitchen with a fridge and microwave, air conditioning, a terrace, garden, and on-site parking, with complimentary Wi-Fi and an in-unit washer and dryer.
Beach Ave Escape Unit B - Just Steps From The Beach! - Madeira Beach, FL
9.8 26 reviews

Beach Ave Escape Unit B - Just Steps From The Beach!

cottage, Redington Shores
This beachside cottage in Redington Shores is located directly on Gulf Blvd, just 80 yards from the Gulf of Mexico, offering immediate beach access without crossing busy roads and situated in a quiet "Old Florida" neighborhood.
This 550 square foot rental accommodates up to 4 guests with 2 bedrooms, 1 bathroom, a full kitchen, private laundry, and is conveniently located near John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches, with opportunities for jet skiing, kayaking, and scuba diving.
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