Holiday Rentals in Madeira Beach, FL

2115 available vacation rental offers

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Madeira Beach, FL holiday rentals
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Best Holiday rentals and Airbnb offers in Madeira Beach, FL

Best family friendly Madeira Beach, FL holiday rentals

Among the 2115 accommodations in Madeira Beach, FL, here are the 4 best family friendly rentals

Beachfront Resort Suite With Heated Pool - Tropic Terrace Resort #56 - Madeira Beach, FL
9.4 40 reviews
Madeira Beach, FL
26/06 – 28/06
£179/nighttotal: £358 (2 )

Beachfront Resort Suite With Heated Pool - Tropic Terrace Resort #56

1 2
apartment , Treasure Island
This beachfront property is conveniently located just a short distance from Treasure Island, Madeira Beach, and John's Pass, offering easy access to all the attractions these popular destinations have to offer. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The one-bedroom apartment features a fully equipped kitchen with a fridge, freezer, microwave, and oven. Guests can enjoy a range of amenities including a swimming pool, a terrace, air conditioning, free Wi-Fi, and private parking.
Treasure Island Sunset Spectacle: Waterfront Bliss, Beach Walks & Johns Pass Fun - Madeira Beach, FL
10 13 reviews
Madeira Beach, FL
04/07 – 08/07
£206/nighttotal: £824 (4 )

Treasure Island Sunset Spectacle: Waterfront Bliss, Beach Walks & Johns Pass Fun

1 4
apartment , Treasure Island
This Treasure Island flat, located in the Capri Isle district, offers canal frontage with direct Gulf access and is situated just a few hundred meters from Treasure Island Beach and a short distance from John's Pass Village & Boardwalk.
This one-bedroom flat accommodates up to four guests and features a private patio with a hammock and grill, a shared dock, fishing poles, bicycles, and a fully equipped kitchen, providing a private waterfront oasis with sunset views.
103 M² Condo ∙ 2 Bedrooms ∙ 7 Guests - Madeira Beach, FL
9.3 3 reviews
Madeira Beach, FL
18/07 – 25/07
£184/nighttotal: £1288 (7 )

103 M² Condo ∙ 2 Bedrooms ∙ 7 Guests

2 7
apartment , Madeira Beach
Madeira Norte 304, situated in the Madeira Norte community of St. Petersburg, Florida, offers beachfront access and proximity to local attractions, though precise distances aren't specified.
This 103 square metre (1108 square foot) two-bedroom, two-bathroom apartment sleeps seven, boasting a fully equipped kitchen, swimming pool (currently under repair), terrace, and garden, perfect for families or long-term stays.
Cottage #4 Of Gulf Sounds - Madeira Beach, FL
9.8 23 reviews
Madeira Beach, FL
10/07 – 12/07
£167/nighttotal: £334 (2 )

Cottage #4 Of Gulf Sounds

2 4
cottage , Treasure Island
This two-bedroom cottage is situated on Gulf Boulevard in Treasure Island, just a short walk from the beach.
The property sleeps four guests and features a fully equipped kitchen, a garden and free parking, making it an ideal choice for families or groups of friends looking for a comfortable and convenient base to explore Treasure Island.

Top Holiday Rentals with a Pool in Madeira Beach, FL

Having a pool at your holiday rental in Madeira Beach, FL provides a perfect complement to your day by the water.

Luxury New Condo Madeira Beach - Madeira Beach, FL
10 4 reviews
Madeira Beach, FL
18/07 – 25/07
£454/nighttotal: £3178 (7 )

Luxury New Condo Madeira Beach

1 7
apartment , Madeira Beach
This luxurious Madeira Beach condo, situated steps from the beach and offering stunning Gulf of Mexico views, provides direct beach access.
The four-bedroom, two-bathroom apartment sleeps eight guests and boasts a fully equipped kitchen with dishwasher, air conditioning, a private swimming pool, jacuzzi, and garden parking.
506 - Crystal Palms - Madeira Beach, FL
9.3 225 reviews
Madeira Beach, FL
28/06 – 05/07
£326/nighttotal: £2282 (7 )

506 - Crystal Palms

2 6
house , Treasure Island
This charming house is situated in St. Pete Beach, just 4.3 km from the St Pete Beach Theatre and 6.7 km from the Boca Ciega Bay Aquatic Preserve, offering a peaceful retreat close to attractions. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The property spans 86 square metres and comfortably accommodates up to 6 guests across its 2 bedrooms and 2 bathrooms. It features a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, and parking, providing everything you need for a relaxing and enjoyable holiday.
Madeira Bay Resort #611  Top-floor Corner Condo With Beach & City Views + Private Balcony - Madeira Beach, FL
9.3 56 reviews
Madeira Beach, FL
23/07 – 27/07
£208/nighttotal: £832 (4 )

Madeira Bay Resort #611 Top-floor Corner Condo With Beach & City Views + Private Balcony

2 4
apartment , Madeira Beach
Madeira Bay Resort 611 is situated in Madeira Beach, just a short walk from the beach and John's Pass Village & Boardwalk, a lively hub offering shops, restaurants, and attractions. This top-floor corner unit boasts excellent user ratings and offers stunning views of the beach and city.
The apartment is spacious, with 70 square metres of living space, two bedrooms, two bathrooms, and a capacity for four guests. It comes equipped with amenities for a comfortable stay, including a fully equipped kitchen, a swimming pool, a fitness centre, and a jacuzzi.
Cozy Cottage By The Gulf - Madeira Beach, FL
9.8 10 reviews
Madeira Beach, FL
26/06 – 28/06
£156/nighttotal: £312 (2 )

Cozy Cottage By The Gulf

1 2
apartment , Madeira Beach
This condo is located in Gulf Gardens, a short walk from Madeira Beach and John's Pass Village and Boardwalk.
This one-bedroom flat accommodates two guests and features air conditioning, Wi-Fi, a kitchen with a fridge, freezer, and microwave, and access to a communal swimming pool and parking.

Frequently asked questions about holiday rentals in Madeira Beach, FL

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Best Madeira Beach, FL holiday rentals with a balcony

Madeira Bay Resort #501  One-bedroom Condo With Balcony & Pet-friendly Comfort - Madeira Beach, FL
9.3 46 reviews
Madeira Beach, FL
26/07 – 28/07
£250/nighttotal: £500 (2 )

Madeira Bay Resort #501 One-bedroom Condo With Balcony & Pet-friendly Comfort

1 2
apartment , Madeira Beach
Madeira Bay Resort 501 Gulf View W/beach Access is located in Madeira Beach, just a 5-minute walk from St. Petersburg - Clearwater Beaches and John's Pass Village & Boardwalk, offering a range of shops, restaurants and entertainment options. The resort has received excellent ratings from previous guests.
This one-bedroom apartment can accommodate up to 4 guests and features a fully equipped kitchen, a living area with a TV and a sofa bed, as well as a terrace or balcony. It also provides access to a swimming pool, a Jacuzzi, a fitness centre and parking.
Seaside Studio- Pool & Steps To The Beach! - Madeira Beach, FL
10 1 review
Madeira Beach, FL
26/07 – 28/07
£166/nighttotal: £332 (2 )

Seaside Studio- Pool & Steps To The Beach!

1 2
studio , Madeira Beach
This seaside studio in Madeira Beach, Florida, is situated within The Wave Resort, offering direct access to the public beach and located 800 metres from Johns Pass Village.
This one-bedroom apartment accommodates two guests and features a kitchenette with a fridge and microwave, air conditioning, a swimming pool (under renovation until June 2026), a terrace, garden, and resort parking.
Cozy Beach House 2 Bedroom - Madeira Beach, FL
10 6 reviews
Madeira Beach, FL
02/07 – 05/07
£174/nighttotal: £522 (3 )

Cozy Beach House 2 Bedroom

2 3
apartment , Treasure Island
This two-bedroom flat is situated in Treasure Island, just a short walk from the beach and a half mile south of Johns Pass, a lively area with shops, restaurants, and nightlife. The apartment has received excellent user ratings and is ideal for families or groups of up to four people.
The 56 square metre flat features a modern kitchen, a bathroom with a clawfoot bathtub, and a terrace. Guests can enjoy stunning sunset views over the Gulf of Mexico, relax in the garden, or take advantage of the nearby fishing spots.
Cozy & Mod Condo, Walk To Beach, Self Check In-out, Wifi, 2 Heated Pools, Piers+ - Madeira Beach, FL
9.6 66 reviews
Madeira Beach, FL
17/10 – 24/10
£152/nighttotal: £1064 (7 )

Cozy & Mod Condo, Walk To Beach, Self Check In-out, Wifi, 2 Heated Pools, Piers+

2 4
apartment , Madeira Beach
This family-friendly apartment is situated in Madeira Beach, just 5km from both St. Petersburg - Clearwater Beaches and John's Pass Village & Boardwalk. It has excellent user ratings and offers a great base for exploring the area.
The apartment is 93 square metres and can accommodate up to 6 guests. It features a fully equipped kitchen, a private balcony, a swimming pool, a jacuzzi, a sauna, a spa, a fitness centre, a tennis court, and parking.

Choose the Right Self-Catering Rentals with Parking in Madeira Beach, FL

On-site parking takes one thing off your list when visiting Madeira Beach, FL, and these holiday rentals have it included.

Beach View 1b 1b - Balcony - King - Surf Song #346 - Madeira Beach, FL
9.3 240 reviews
Madeira Beach, FL
27/09 – 01/10
£139/nighttotal: £556 (4 )

Beach View 1b 1b - Balcony - King - Surf Song #346

1 2
apartment , Madeira Beach
This holiday home is situated in Madeira Beach, just a short walk from John's Pass Village and Boardwalk, a bustling hub with shops, restaurants, and entertainment. The property has been rated excellent for location, cleanliness, and overall user experience.
This comfortable house has a fully equipped kitchen and air conditioning, and it also benefits from a swimming pool, a garden, and a terrace. Guests can enjoy free Wi-Fi, cable TV, and parking, and they are within easy reach of other attractions such as Treasure Island and Tropicana Field.
Madeira Bay Resort Ii  Beachside Comfort With Balcony & Poolside Perks - Madeira Beach, FL
8.8 90 reviews
Madeira Beach, FL
25/07 – 30/07
£177/nighttotal: £885 (5 )

Madeira Bay Resort Ii Beachside Comfort With Balcony & Poolside Perks

2 4
apartment , Madeira Beach
Madeira Bay Resort 207 Marina View W/beach Access is located on the waterfront in Madeira Beach, just a short walk from the beaches, John's Pass Village & Boardwalk, and Hubbards Marina. This highly rated property offers a prime location for exploring the area.
The two-bedroom apartment has a fully equipped kitchen and a sofa bed, providing comfortable accommodation for families or groups. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, fitness centre, and free Wi-Fi.
Sunny Condo | Steps To John`s Pass & Beach | Pool - Madeira Beach, FL
9.7 273 reviews
Madeira Beach, FL
07/11 – 14/11
£185/nighttotal: £1295 (7 )

Sunny Condo | Steps To John`s Pass & Beach | Pool

2 4
apartment , Madeira Beach
This two-bedroom apartment is located directly across the street from the beach in Madeira Beach, just a short walk from John's Pass Boardwalk, a bustling area with shops, restaurants, and entertainment. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The 70 square metre apartment comfortably accommodates up to 6 guests and features two bathrooms, a fully equipped kitchen, a balcony with Gulf views, and access to a shared swimming pool, hot tub, and fitness centre. Guests can enjoy the on-site amenities, relax on the beach, or explore the nearby attractions.
Sandy Shores 209 Remodeled Beach Condo - Madeira Beach, FL
8.6 36 reviews
Madeira Beach, FL
04/07 – 08/07
£239/nighttotal: £956 (4 )

Sandy Shores 209 Remodeled Beach Condo

2 4
apartment , Madeira Beach
This Madeira Beach condo is situated less than 0.8 km from John's Pass Village & Boardwalk and St. Petersburg-Clearwater Beaches, with easy access to Belleair Beach and Hubbard's Marina.
The two-bedroom, two-bathroom apartment sleeps six guests and boasts a fully equipped kitchen, private balcony, swimming pool, free Wi-Fi, on-site water park, and parking.
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