Villas and Holiday homes in Madeira Beach, FL

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Madeira Beach, FL holiday homes
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443 Villa rentals in Madeira Beach, FL

Best Madeira Beach, FL villas and holiday homes with air conditioning

Madeira Beach Condo - Madeira Beach, FL
9.5 106 reviews

Madeira Beach Condo

house, Madeira Beach
This Madeira Beach holiday home is just an 8-minute walk from the beach and a short drive from John's Pass Village & Boardwalk, offering a great location for exploring the area. The property has received excellent ratings for location, cleanliness, and overall experience.
The 102 square metre house has two bedrooms and a fully equipped kitchen with modern appliances. Enjoy the private pool, terrace, garden, and fitness centre, as well as free parking and Wi-Fi.
501-s - Sunset Vistas - Madeira Beach, FL
8.9 215 reviews

501-s - Sunset Vistas

house, Treasure Island
This charming house is located in St. Pete Beach, just 4.8 kilometres from the St Pete Beach Theatre and 7 kilometres from Dolphin Landings Charter Boat Center, offering easy access to local attractions and the beautiful beach. It has received excellent ratings for location, cleanliness, and overall guest experience.
The two-bedroom house, with a floor area of 1 square metre, comfortably accommodates up to 6 guests. It features a fully equipped kitchen, a private swimming pool, a jacuzzi, a terrace, a garden, and a fitness centre, offering all the comforts and amenities for a relaxing and enjoyable holiday.
Sugar Sands B - Madeira Beach, FL
9.0 1 review

Sugar Sands B

house, Madeira Beach
Sugar Sands B is a beachfront property in St. Pete Beach, located a mere 240 metres from Madeira Beach and 3.1 kilometres from John's Pass Village and Boardwalk, with other St. Pete Beach attractions such as Pier 60 and the Chihuly Collection situated 19.3 kilometres away.
This apartment offers accommodation for up to 11 guests across 88 square metres, featuring 2 bedrooms, 1 bathroom, a fully equipped kitchen with a dishwasher and microwave, air conditioning, complimentary Wi-Fi, and access to a communal outdoor swimming pool.
Charming Residential Home With Heated Outdoor Pool, Clean And Cozy - Madeira Beach, FL
9.7 37 reviews

Charming Residential Home With Heated Outdoor Pool, Clean And Cozy

apartment, Seminole
This comfortable house is located in Bay Pines, within 3.2 kilometres of Treasure Island Fun Center, Bay Pines VA Medical Center, and War Veteran Memorial Park. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The accommodation has three bedrooms and can comfortably sleep six guests. This family-friendly house provides a range of amenities, including a private swimming pool, a garden, and a terrace, perfect for enjoying the Florida sunshine.

Find the Best Holiday Homes with a Hot Tub in Madeira Beach, FL

Returning to a private hot tub after a day outdoors adds a touch of luxury to these holiday homes in Madeira Beach, FL.

207-n - Sunset Vistas - Madeira Beach, FL
No reviews

207-n - Sunset Vistas

house, Treasure Island
This one-bedroom property, Sunset Vistas, is situated in St Pete Beach, Florida, a short walk from Treasure Island beach and within 16km of attractions such as the Dali Museum and Tropicana Field.
The self-catering house sleeps eleven guests and boasts a fully equipped kitchen, two bathrooms, a swimming pool, jacuzzi, fitness centre, free Wi-Fi, and is close to Madeira Beach and John's Pass Village & Boardwalk.
Land's End 11-204 Beach Front - Madeira Beach, FL
10 31 reviews

Land's End 11-204 Beach Front

house, Treasure Island
This beachfront property is situated in St. Pete Beach, just a short walk from Sunset Beach and a 19-minute stroll to the heart of Treasure Island, offering easy access to the area's attractions. The house has excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
This two-bedroom holiday home offers 106 square metres of living space. Guests can enjoy a range of amenities, including a fully equipped kitchen, a private balcony with sea views, a swimming pool, a Jacuzzi, a tennis court, and a fitness centre.
Crystal Palms 201 - Madeira Beach, FL
8.7 54 reviews

Crystal Palms 201

house, Treasure Island
Crystal Palms 201, situated in St Pete Beach, Florida, offers convenient access to Sunset Beach (2.9km) and John's Pass Village & Boardwalk (1.8km), with Treasure Island and Madeira Beach also nearby.
This two-bedroom, two-bathroom property boasts 86 square metres of floor space, featuring a fully equipped kitchen, private parking, a swimming pool, jacuzzi, and fitness centre, sleeping up to four guests and providing easy access to local beaches and attractions.
310 - Palms Of Treasure Island - Madeira Beach, FL
No reviews

310 - Palms Of Treasure Island

house, Treasure Island
310 - Palms of Treasure Island, situated in St Pete Beach, offers a self-catering property a 3-minute walk from Treasure Island's beaches and within 3.2 kilometres of John's Pass Village and Boardwalk.
This one-bedroom house sleeps eleven guests, boasting two bathrooms, a swimming pool, Jacuzzi, in-unit laundry, free Wi-Fi, satellite TV, and a fully equipped kitchen including a fridge and dishwasher; nearby attractions include the Chihuly Collection and The Dali Museum (within 16 kilometres).

Frequently asked questions about villa rentals in Madeira Beach, FL

  • What are the must-see attractions in and around Madeira Beach, FL?

    Madeira Beach is a fantastic place to experience the beauty of Florida's Gulf Coast. The most popular attractions include the John's Pass Village & Boardwalk, where you can find unique shops, restaurants, and even a dolphin watching tour. You can also visit the Suncoast Seabird Sanctuary, which is a great place to see rescued birds of prey, and the Pier 60 Sugar Sand Festival, which is held annually and features incredible sand sculptures.
  • What are the best holiday homes in Madeira Beach, FL?

    Among the holiday homes in Madeira Beach, FL, 302 - Surf Beach Resort, Trillium 5c - Premier and 203 - Palms Of Treasure Island Resort are the most popular ones.

  • What types of wildlife can travelers expect to see in the area of Madeira Beach, FL?

    Madeira Beach is a great place to spot a variety of wildlife. You'll likely see dolphins, manatees, and sea turtles in the Gulf of Mexico. If you're lucky, you might even see a seabird like a brown pelican or a snowy egret. You can also find a variety of fish, crabs, and other marine life along the beach and in the shallow waters.
  • What are the best holiday homes with a pool in Madeira Beach, FL?

    302 - Surf Beach Resort, Trillium 5c - Premier and 203 - Palms Of Treasure Island Resort are the best holiday homes with a pool in Madeira Beach, FL.

  • What is the best time to visit Madeira Beach, FL?

    The best time to visit Madeira Beach is during the spring (March-May) or fall (September-November) when the weather is warm but not too hot, and the crowds are smaller. You'll get the most out of your beach days without the summer humidity.
  • What are the best holiday homes with a jacuzzi in Madeira Beach, FL?

    The best holiday homes with a jacuzzi in Madeira Beach, FL are 302 - Surf Beach Resort, 203 - Palms Of Treasure Island Resort and Caprice 306.

  • When is it easiest to book a villa rental in Madeira Beach, FL?

    It's generally easier to find a good deal on a villa rental in Madeira Beach during the shoulder seasons (spring and fall). You'll find fewer crowds and potentially lower prices, but it's always best to book in advance, especially if you're travelling during peak season.
  • What are the best holiday homes for families and kids in Madeira Beach, FL?

    The best holiday homes for families and kids in Madeira Beach, FL are Trillium 5c - Premier, Villa Madeira 405 - Premier and Caprice 306.

  • What are the top hiking trails near Madeira Beach, FL?

    There aren't many hiking trails directly in Madeira Beach, but you can find some beautiful trails nearby at the Pinellas Trail, which is a paved trail that runs for 47 km, offering scenic views and opportunities to spot wildlife. You can also explore the trails at the Fort De Soto Park, which offers a variety of hiking and biking options.
  • What are the best pet friendly holiday homes in Madeira Beach, FL?

  • What are the advantages of renting a house or a villa in Madeira Beach, FL

    Renting a house or villa in Madeira Beach gives you more space and privacy than a hotel room. You can enjoy the benefits of a private pool, a fully equipped kitchen, and often a more relaxed atmosphere, making it ideal for families or groups of friends.
  • What are the best holiday homes with parking in Madeira Beach, FL?

    302 - Surf Beach Resort, Trillium 5c - Premier and 203 - Palms Of Treasure Island Resort are the best holiday homes with parking in Madeira Beach, FL.

  • Are there popular destinations near Madeira Beach, FL?

    Yes, there are plenty of popular destinations within a short drive of Madeira Beach. You can easily visit nearby cities like St. Petersburg, Clearwater, and Tampa, which offer a variety of attractions, including museums, theme parks, and vibrant nightlife. You can also head south to explore the beaches of Sarasota and Bradenton.

Popular destinations

Best Madeira Beach, FL villas and holiday homes with a kitchen

Bay Front Oasis - Madeira Beach, FL
8.8 6 reviews

Bay Front Oasis

house, Madeira Beach
Bay Front Oasis is situated in St. Pete Beach, just a short distance from Madeira Beach and approximately 16 kilometres from Tropicana Field. The hotel has received excellent ratings for its location and overall experience, with very good reviews for cleanliness.
The three-bedroom apartment offers 108 square metres of space, comfortably accommodating up to five guests. It includes a range of amenities such as a swimming pool, a Jacuzzi, a fitness centre, and a terrace, along with pet-friendly policies, free parking, and internet access.
Madeira Place 303 1bd 2ba Retreat Near Johns - Madeira Beach, FL
9.7 3 reviews

Madeira Place 303 1bd 2ba Retreat Near Johns

house, Madeira Beach
Madeira Place 303, a self-catering property in St Pete Beach, Florida, is conveniently located near Madeira Beach and John's Pass, approximately 2.1 kilometres from Treasure Island and 16 kilometres from Tropicana Field.
This one-bedroom, one-bathroom house boasts 93 square metres of floor space, sleeps seven guests, and includes a private balcony, swimming pool, free Wi-Fi, and a fully equipped kitchen with fridge and microwave.
Trillium 5c - Premier - Madeira Beach, FL
9.3 1085 reviews

Trillium 5c - Premier

house, Madeira Beach
This beachfront property is located in St. Pete Beach, just a short walk from Madeira Beach and a 2.2 kilometre drive from Treasure Island. The house has received excellent ratings for its cleanliness, location and user experience.
The accommodation offers two bedrooms and is equipped with a kitchen featuring a fridge, microwave oven and dishwasher. Guests can enjoy amenities such as air conditioning, a swimming pool, a terrace, a garden, a restaurant, a tennis court, parking and free Wi-Fi.
Madeira Beach Tropic Breeze Unit 15 Second Floor - Madeira Beach, FL
9.0 1 review

Madeira Beach Tropic Breeze Unit 15 Second Floor

house, Madeira Beach
This Madeira Beach holiday home is located steps from the beach and 1.9 kilometres from John's Pass Village & Boardwalk.
The 43 square metre property offers one bedroom, one bathroom, sleeps eleven guests, and boasts a private pool, free Wi-Fi, and proximity to a water park, golf, and windsurfing.

Holiday Homes with a Pool in Madeira Beach, FL

A holiday home with a swimming pool in Madeira Beach, FL serves as a brilliant base, offering a refreshing dip to complement your day.

Unit W/ Stunning Gulf Views! Steps To Pool & Beach - Madeira Beach, FL
No reviews

Unit W/ Stunning Gulf Views! Steps To Pool & Beach

house, Madeira Beach
This beachfront apartment in St. Pete Beach offers direct Gulf views and is just steps from Madeira Beach, with John's Pass a short 1.1 kilometres away.
This 104 square meter apartment sleeps up to 7 guests, featuring 2 bedrooms, 2 bathrooms, a fully equipped kitchen with a washing machine, air conditioning, and access to a shared outdoor swimming pool, with private on-site parking provided.
Madeira Beach Tropic Breeze Unit 13 Second Floor - Madeira Beach, FL
9.3 4 reviews

Madeira Beach Tropic Breeze Unit 13 Second Floor

house, Madeira Beach
Madeira Beach Tropic Breeze Unit 13, a self-catering property in St Pete Beach, Florida, is situated 2.4km from Treasure Island and 3km from North Redington Beach, offering easy access to Madeira Beach and John's Pass.
This one-bedroom, one-bathroom apartment boasts 40 square metres of space, sleeps up to nine guests, and includes a private pool, tennis court, on-site water park, and free Wi-Fi.
Madeira Bay Resort Bayfront Oasis 202: 2bd 2ba - Madeira Beach, FL
10 1 review

Madeira Bay Resort Bayfront Oasis 202: 2bd 2ba

house, Madeira Beach
This St Pete Beach holiday home is situated an 8-minute walk from John's Pass Village & Boardwalk and 16km from Tropicana Field, offering stunning bayfront views.
The 82 square metre property boasts two bedrooms, two bathrooms, sleeps seven guests, and includes a fully equipped kitchen, swimming pool, jacuzzi, terrace, air conditioning, free Wi-Fi, and elevator access.
203 - Palms Of Treasure Island - Madeira Beach, FL
9.2 795 reviews

203 - Palms Of Treasure Island

house, Treasure Island
This two-bedroom property is just a short walk from Treasure Island and Sunset Beach, offering easy access to the beautiful beaches and the vibrant atmosphere of both areas. The home has received excellent ratings for location, cleanliness, and overall user experience.
The property features a fully equipped kitchen, a comfortable seating area, and a private terrace. Enjoy the modern amenities, including air conditioning, free Wi-Fi, satellite TV, and a private swimming pool and Jacuzzi.

Find the Best Seaside Holiday Homes in Madeira Beach, FL

Explore scenic shoreside paths from comfortable coastal holiday homes in Madeira Beach, FL situated a short drive from beaches.

123 M² House ∙ 3 Bedrooms ∙ 6 Guests - Madeira Beach, FL
9.1 7 reviews

123 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Madeira Beach

Top-Rated Luxury Holiday Homes in Madeira Beach, FL

Elegance and comfort are guaranteed at each luxury holiday home in Madeira Beach, FL.

408 - Sea Breeze - Madeira Beach, FL
9.4 286 reviews

408 - Sea Breeze

house, Madeira Beach

Compare Family-Friendly Holiday Houses in Madeira Beach, FL

A quality family holiday home in Madeira Beach, FL makes travelling with children simple, offering spacious rooms and easy access to local beaches.

Newly Remodeled-minutes From The Beach - Madeira Beach, FL
9.8 8 reviews

Newly Remodeled-minutes From The Beach

house, Seminole
Villa Madeira 604 Luxury Gulf Beachfront Getaway - Madeira Beach, FL
10 3 reviews

Villa Madeira 604 Luxury Gulf Beachfront Getaway

house, Madeira Beach
Beach Home Luxury S/pool-golf Cart - Madeira Beach, FL
10 1 review

Beach Home Luxury S/pool-golf Cart

house, Madeira Beach
Beach Cottage - Renovated In 2025 & 30 Seconds To The Sand ! - Madeira Beach, FL
9.4 50 reviews

Beach Cottage - Renovated In 2025 & 30 Seconds To The Sand !

cottage, Madeira Beach

Choose the Right Pet-Friendly Holiday Homes in Madeira Beach, FL

Your dog-friendly holiday home in Madeira Beach, FL ensures easy beach access and handy outdoor taps for cleaning.

Madeira Bay Resort I By Travel Resort Services - Madeira Beach, FL
9.1 64 reviews

Madeira Bay Resort I By Travel Resort Services

house, Madeira Beach
Luxury Beach Home N-pool - Madeira Beach, FL
No reviews

Luxury Beach Home N-pool

house, Madeira Beach
Malyn 107, Waterfront Condo, Short Walk To Beach - Madeira Beach, FL
8.3 21 reviews

Malyn 107, Waterfront Condo, Short Walk To Beach

house, Treasure Island
Sunset Beach Luxury Beach Front Villa W/ Hot Tub & Gulf Views - Madeira Beach, FL
No reviews

Sunset Beach Luxury Beach Front Villa W/ Hot Tub & Gulf Views

house, Treasure Island

Explore Holiday Houses with Free Parking in Madeira Beach, FL

Park up and enjoy the local attractions; these holiday homes in Madeira Beach, FL include free on-site spaces to make your arrival entirely stress-free.

401 - Chambre - Madeira Beach, FL
9.4 359 reviews

401 - Chambre

house, Madeira Beach
Park Shore Suites Unit 3 - Madeira Beach, FL
No reviews

Park Shore Suites Unit 3

house, Madeira Beach
Walk To Madeira Beach: Family Resort Condo - Madeira Beach, FL
9.2 80 reviews

Walk To Madeira Beach: Family Resort Condo

house, Madeira Beach
Waterfront Condo W/ Arcade In Treasure Island! - Madeira Beach, FL
10 29 reviews

Waterfront Condo W/ Arcade In Treasure Island!

house, Treasure Island
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