Holiday Rentals in Madeira Beach, FL

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Madeira Beach, FL holiday rentals
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2115 Holiday rentals and Airbnb 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

Surf Beach 405 - Spectacular Sunsets - Beach Front - Madeira Beach, FL
9.6 77 reviews
Madeira Beach, FL
03/07 – 05/07
646 €/nighttotal: 1292 € (2 )

Surf Beach 405 - Spectacular Sunsets - Beach Front

2 2
apartment , Treasure Island
This two-bedroom apartment is located in the Surf Beach Resort, directly on the Gulf of Mexico in Treasure Island, Florida, just a short walk from the beach and local shops and restaurants. The property has received excellent ratings for location, cleanliness, and user experience.
The apartment is 64 square metres and can comfortably accommodate up to six guests. It features a fully equipped kitchen, two bathrooms, a private balcony, laundry facilities, and access to a heated pool, Jacuzzi, and BBQ grills.
Special Rates For Aug 8-29, 2026 - All Rooms Directly Beach Front - Madeira Beach, FL
9.8 237 reviews
Madeira Beach, FL
05/09 – 12/09
211 €/nighttotal: 1477 € (7 )

Special Rates For Aug 8-29, 2026 - All Rooms Directly Beach Front

2 2
apartment , Madeira Beach
This apartment is situated in Madeira Beach, just 1.6 kilometres from both St. Petersburg - Clearwater Beaches and John's Pass Village & Boardwalk, offering easy access to attractions and the vibrant beach life of the area. It has an excellent user rating and is family-friendly.
The two-bedroom apartment is 130 square metres in size and can comfortably accommodate up to six guests. It boasts a range of amenities including a fully equipped kitchen, air conditioning, a terrace, a swimming pool, a spa, a tennis court, parking, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
103 M² Condo ∙ 2 Bedrooms ∙ 7 Guests - Madeira Beach, FL
9.3 3 reviews
Madeira Beach, FL
18/07 – 25/07
213 €/nighttotal: 1491 € (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.
34 M² Condo ∙ 1 Bedroom ∙ 2 Guests - Madeira Beach, FL
Madeira Beach, FL
01/07 – 04/07
219 €/nighttotal: 657 € (3 )

34 M² Condo ∙ 1 Bedroom ∙ 2 Guests

1 2
apartment , Madeira Beach
Surf Song #211, a Madeira Beach flat, is situated across from John's Pass Village, a major tourist attraction with shops and restaurants, and a short walk from the beach.
This newly remodelled one-bedroom apartment offers 32 square metres of space for two guests, boasting a fully equipped kitchen, air conditioning, a swimming pool, parking, and free high-speed internet access.

Best Madeira Beach, FL holiday rentals with a pool

Among the 2115 accommodations in Madeira Beach, FL, here are the 4 best rentals with a pool

Luxury New Condo Madeira Beach - Madeira Beach, FL
10 4 reviews
Madeira Beach, FL
13/07 – 20/07
469 €/nighttotal: 3283 € (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.
Madeira Bay Condo W/gulf Views Walk To John's Pass & Private Balcony! - Madeira Beach, FL
9.8 89 reviews
Madeira Beach, FL
25/07 – 30/07
199 €/nighttotal: 995 € (5 )

Madeira Bay Condo W/gulf Views Walk To John's Pass & Private Balcony!

1 4
apartment , Madeira Beach
This beachfront Madeira Beach condo is a short walk from John's Pass Village and offers direct beach access across Gulf Boulevard.
The 65 square metre (700 square foot) apartment features two bedrooms sleeping four, a fully equipped kitchen, private balcony with Gulf views, and access to an on-site pool, jacuzzi, fitness centre, and spa.
Strandnaher Luxus-bungalow - Madeira Beach, FL
Madeira Beach, FL
27/06 – 04/07
431 €/nighttotal: 3017 € (7 )

Strandnaher Luxus-bungalow

1 8
apartment , Seminole
This Seminole flat is located in a desirable residential district, a mere 3-minute drive from the Gulf of Mexico and Redington Beach.
This well-appointed bungalow accommodates eight guests and features a private pool, a stone fireplace, a bar, and is conveniently situated near grocery stores, parks, and the Suncoast Botanical Garden.
Madeira Bay Resort 312 Marina View W/ Beach Access - Madeira Beach, FL
10 9 reviews
Madeira Beach, FL
01/12 – 01/03
210 €/nighttotal: 18900 € (90 )

Madeira Bay Resort 312 Marina View W/ Beach Access

2 2
apartment , Madeira Beach
Madeira Bay Resort #312, a one-bedroom apartment in Madeira Beach, Florida, is located directly across from the beach and a short walk from John's Pass Village.
This self-catering flat sleeps six, boasts a private balcony overlooking the marina, a full kitchen with dishwasher, in-unit laundry, free Wi-Fi, and access to resort amenities including a heated pool, hot tub, and fitness centre; one parking space is provided.

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Best Madeira Beach, FL holiday rentals with a balcony

Boca Ciega Resort Unit 319 - Madeira Beach, FL
9.8 70 reviews
Madeira Beach, FL
02/07 – 05/07
265 €/nighttotal: 795 € (3 )

Boca Ciega Resort Unit 319

1 3
apartment , Seminole
Boca Ciega Resort Unit 319 is a waterfront apartment in St. Petersburg, just a short drive from Madeira Beach, offering stunning views of Boca Ciega Bay and easy access to nearby attractions. The apartment enjoys excellent guest reviews, consistently praised for its comfortable and convenient location.
The self-catering apartment sleeps up to four guests in one bedroom and one bathroom, with a comfortable layout and modern amenities. Guests can enjoy the heated swimming pool and Jacuzzi, relax on the private balcony, and take advantage of the nearby fishing spots and dolphin and manatee sightings.
Updated Beachfront Condo, Steps To John's Pass With Heated Pool, Updated Kitchen - Madeira Beach, FL
9.7 94 reviews
Madeira Beach, FL
09/12 – 16/12
239 €/nighttotal: 1673 € (7 )

Updated Beachfront Condo, Steps To John's Pass With Heated Pool, Updated Kitchen

2 2
apartment , Madeira Beach
This Madeira Beach holiday home enjoys a beachfront location, less than 0.8km from John's Pass Village & Boardwalk and within a 0.8km radius of St. Petersburg-Clearwater Beaches, Belleair Beach, and Hubbards Marina.
The 102 square metre property boasts two bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, private swimming pool, spa, and access to a water park.
Beach Condo On Gulf! 3 Bed 2 Bath, Sleeps 8. Handicap Friendly, Elevator Access - Madeira Beach, FL
10 23 reviews
Madeira Beach, FL
18/07 – 25/07
559 €/nighttotal: 3913 € (7 )

Beach Condo On Gulf! 3 Bed 2 Bath, Sleeps 8. Handicap Friendly, Elevator Access

3 7
apartment , Madeira Beach
This Madeira Beach apartment, located steps from the beach and 2km from John's Pass Village & Boardwalk, offers easy access to St. Pete Beach and Archibald Beach Park.
Sleeping eight guests across three bedrooms and two bathrooms, this self-catering property boasts a fully equipped kitchen, swimming pool, Jacuzzi, terrace, and free Wi-Fi.
Beachfront Complex - 2b 2b - Beach Place #402 - Madeira Beach, FL
9.8 10 reviews
Madeira Beach, FL
01/08 – 08/08
280 €/nighttotal: 1960 € (7 )

Beachfront Complex - 2b 2b - Beach Place #402

1 5
apartment , Madeira Beach
This two-bedroom house is situated in Madeira Beach, just a short walk from John's Pass Village and Boardwalk, offering easy access to shops, restaurants and entertainment. The property has received excellent ratings for location, cleanliness and user experience.
The 106 square metre house is comfortably equipped to accommodate up to 8 guests. It includes a fully equipped kitchen, air conditioning, free Wi-Fi, a swimming pool, a garden and parking.

Best Madeira Beach, FL holiday rentals with parking

El Mar Townhome - Unit D - Madeira Beach, FL
Madeira Beach, FL
27/06 – 04/07
407 €/nighttotal: 2849 € (7 )

El Mar Townhome - Unit D

3 8
house , Indian Shores
This El Mar Townhome - Unit D is located in Clearwater Beach, a mere 0 metres from Indian Shores Beach and within an 8.5-kilometre radius of John's Pass Village and Boardwalk.
This 184 square metre house offers three bedrooms, three bathrooms and can accommodate up to 15 guests, featuring a full kitchen with a dishwasher, complimentary on-site parking, free WiFi, and access to a water park.
101 - Las Brisas - Madeira Beach, FL
9.2 845 reviews
Madeira Beach, FL
01/12 – 01/03
301 €/nighttotal: 27090 € (90 )

101 - Las Brisas

2 2
house , Madeira Beach
This beachfront property is located in St. Pete Beach, just a short walk from Madeira Beach and a 13km drive from St. Pete-Clearwater International Airport. The house has received excellent user and location ratings, as well as a very good cleanliness rating.
This 8-person holiday home has a fully equipped kitchen, a comfortable seating area, and a terrace or balcony. You can enjoy direct access to the beach, a swimming pool, a garden, and free parking.
Your Seaside Oasis, 2x1 Condo At Madeira Beach - Madeira Beach, FL
Madeira Beach, FL
01/12 – 01/03
140 €/nighttotal: 12600 € (90 )

Your Seaside Oasis, 2x1 Condo At Madeira Beach

2 2
apartment , Madeira Beach
This Madeira Beach apartment, ideally located within walking distance of Madeira Beach and John's Pass Village & Boardwalk, offers easy access to numerous shops, restaurants, and bars.
The two-bedroom, one-bathroom flat sleeps five, features a 55" Smart TV, washer, dryer, dedicated parking, and includes all utilities and WiFi; a minimum three-month rental is required.
Bat House Oasissteps To The Waterwalk To Beach! - Madeira Beach, FL
10 15 reviews
Madeira Beach, FL
26/07 – 28/07
175 €/nighttotal: 350 € (2 )

Bat House Oasissteps To The Waterwalk To Beach!

1 2
apartment , Madeira Beach
This Madeira Beach flat offers a direct waterfront setting with canal views and frequent dolphin sightings, located just 100 metres from Johns Pass Village and its boardwalk, with the beach also a short stroll away.
This well-appointed apartment accommodates up to four guests and features a queen bed, fast WiFi, a Smart TV, air conditioning, a microwave, and waterfront docks for enjoying the seaside experience.
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