Family-Friendly Vacation Rentals in Madeira Beach, FL: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  USA

  4.  Florida
  5.  St. Petersburg - Clearwater
  6.  Madeira Beach

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2546 Best Family Vacation Rentals in Madeira Beach (Starting from $128)

Madeira Beach Coastal Suite 2, Walk to the Beach and Caddys
Madeira Beach Coastal Suite 2, Walk to the Beach and Caddys
Apartment
Madeira Beach, Florida, USA
1.0k from Madeira Beach center

Ocean View, View, Pet Friendly, Air Conditioner, Internet, Child Friendly

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$306
Average price / night
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Modern & Quiet Oasis, 1 minute walk to the Beach
Modern & Quiet Oasis, 1 minute walk to the Beach
House
Madeira Beach, FL, 33708, United States
0.8k from Madeira Beach center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom3 Guests
10.0

Exceptional

1 reviews

$163
Average price / night
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Madeira Beach House with Private Heated Pool - Newly Renovated!
Madeira Beach House with Private Heated Pool - Newly Renovated!
House
St Pete Beach, FL, USA
1.1k from Madeira Beach center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$339
Average price / night
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Luxury Beachfront Corner Condo 3 BR 2 BA with a Pool - It’s 5 o’clock somewhere!
Luxury Beachfront Corner Condo 3 BR 2 BA with a Pool - It’s 5 o’clock somewhere!
Condo
Madeira Beach, FL, 33708, United States
0.9k from Madeira Beach center

AC, Balcony, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

81 reviews

$384
Average price / night
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Remodeled Pet Friendly Condo, 1 Block to Beach Access, Walkable to Restaurants! Fall Promo for Mondays & Thursdays!
Remodeled Pet Friendly Condo, 1 Block to Beach Access, Walkable to Restaurants! Fall Promo for Mondays & Thursdays!
Apartment
St Pete Beach, FL, USA
1.1k from Madeira Beach center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Self-catering

1 Bedroom2 Guests
7.7

Good

3 reviews

$166
Average price / night
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Stunning 3 Br Beachfront condo
Stunning 3 Br Beachfront condo
Apartment
Madeira Beach, FL, 33708, United States
0.9k from Madeira Beach center

AC, Balcony, Crib, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms8 Guests
9.8

Exceptional

13 reviews

$538
Average price / night
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BE ONE WITH THE WHITE SANDY BEACH...AWAKE  TO THE WAVES and RELAX TO THE SUNSET
BE ONE WITH THE WHITE SANDY BEACH...AWAKE TO THE WAVES and RELAX TO THE SUNSET
Condo
Madeira Beach, FL, 33708, United States
1.1k from Madeira Beach center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms6 Guests
9.8

Exceptional

37 reviews

$461
Average price / night
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8BR/4BA sleeps up to 20 people! PRIME LOCATION!
8BR/4BA sleeps up to 20 people! PRIME LOCATION!
House
Madeira Beach, FL, 33708, United States
1.1k from Madeira Beach center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

8 Bedrooms20 Guests
9.6

Exceptional

14 reviews

$1145
Average price / night
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2 BR, Remodeled Pet Friendly Condo, 1 Block to Beach Access, Walkable to Restaurants! Fall Promo for Mondays & Thursdays!
2 BR, Remodeled Pet Friendly Condo, 1 Block to Beach Access, Walkable to Restaurants! Fall Promo for Mondays & Thursdays!
Apartment
St Pete Beach, FL, USA
1.1k from Madeira Beach center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms6 Guests
9.4

Superb

5 reviews

$418
Average price / night
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Tropical Tiki Home 5 Mins to Beach -Pool, Private Putting Green
Tropical Tiki Home 5 Mins to Beach -Pool, Private Putting Green
House
St. Petersburg, FL, 33708, United States
1.1k from Madeira Beach center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms12 Guests
10.0

Exceptional

14 reviews

$701
Average price / night
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Remodeled Condo, 1 Block to Beach Access, Walkable to Restaurants! Fall Promo for Mondays & Thursdays!
Remodeled Condo, 1 Block to Beach Access, Walkable to Restaurants! Fall Promo for Mondays & Thursdays!
Apartment
St Pete Beach, FL, USA
1.1k from Madeira Beach center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Self-catering, Condos

1 Bedroom4 Guests
7.0

Good

1 reviews

$128
Average price / night
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New Remodel. Sunny water views from your private lanai.  Steps to Madeira Beach.
New Remodel. Sunny water views from your private lanai. Steps to Madeira Beach.
Condo
Madeira Beach, FL, 33708, United States
1.1k from Madeira Beach center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

6 reviews

$224
Average price / night
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OCEANFRONT 5⭐3BR/2BA/6BED_Heated Pool_180 View Patio_ Beach Gear
OCEANFRONT 5⭐3BR/2BA/6BED_Heated Pool_180 View Patio_ Beach Gear
Villa
Madeira Beach, FL, 33708, United States
1.2k from Madeira Beach center

AC, Balcony, Crib, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

3 Bedrooms10 Guests
9.0

Fabulous

7 reviews

$801
Average price / night
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Papa John's
Papa John's
Villa
St. Pete Beach, FL, USA
1.1k from Madeira Beach center

Pet Friendly, Parking, Internet, Security/Safety, Air Conditioner, Child Friendly

1 Bedroom11 Guests
9.5

Superb

4 reviews

$202
Average price / night
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Modern Cozy Beach Oasis - Fully Remolded
Modern Cozy Beach Oasis - Fully Remolded
House
Madeira Beach, FL, 33708, United States
1.2k from Madeira Beach center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom3 Guests
New to Booking
$198
Average price / night
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🏖️Beachfront🌴Arena De Madeira 103☀️Amazing Sunsets🐬Direct Beach Access
🏖️Beachfront🌴Arena De Madeira 103☀️Amazing Sunsets🐬Direct Beach Access
Condo
Madeira Beach, FL, 33708, United States
1.2k from Madeira Beach center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
9.6

Exceptional

35 reviews

$295
Average price / night
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Remodeled Pet Friendly Condo in Madeira Beach, 1 Block to Beach Access! Fall Promo for Mondays & Thursdays!
Remodeled Pet Friendly Condo in Madeira Beach, 1 Block to Beach Access! Fall Promo for Mondays & Thursdays!
Apartment
St. Pete Beach, FL, USA
1.1k from Madeira Beach center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Beach, Places to stay, Family

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$246
Average price / night
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Special Rates for May 23-June 06, 2026 - All Rooms Directly Beach Front
Special Rates for May 23-June 06, 2026 - All Rooms Directly Beach Front
Condo
Madeira Beach, FL, 33708, United States
1.2k from Madeira Beach center

AC, Balcony, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
9.8

Exceptional

233 reviews

$350
Average price / night
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Trillium 1A South Corner|Amazing Remodel|Stunning View from balcony!
Trillium 1A South Corner|Amazing Remodel|Stunning View from balcony!
Condo
Madeira Beach, FL, 33708, United States
1.2k from Madeira Beach center

AC, Balcony, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
9.2

Superb

99 reviews

$432
Average price / night
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Trillium 4B Gulf Front Condo with Private Balcony|Amazing Beach Views|Pool!
Trillium 4B Gulf Front Condo with Private Balcony|Amazing Beach Views|Pool!
Condo
Madeira Beach, FL, 33708, United States
1.2k from Madeira Beach center

AC, Balcony, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
9.6

Exceptional

74 reviews

$482
Average price / night
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Trillium 5C Stunning beach front condo, beautifully remodeled w|amazing views
Trillium 5C Stunning beach front condo, beautifully remodeled w|amazing views
Condo
Madeira Beach, FL, 33708, United States
1.2k from Madeira Beach center

AC, Balcony, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
9.6

Exceptional

78 reviews

$351
Average price / night
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Trillium 4C Beach Front Condo with Private Balcony|Gorgeous Updates|Pool!
Trillium 4C Beach Front Condo with Private Balcony|Gorgeous Updates|Pool!
Condo
Madeira Beach, FL, 33708, United States
1.2k from Madeira Beach center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.2

Superb

71 reviews

$402
Average price / night
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Trillium 1C Beach Front Condo with gorgeous updates and amazing view!
Trillium 1C Beach Front Condo with gorgeous updates and amazing view!
Condo
Madeira Beach, FL, 33708, United States
1.2k from Madeira Beach center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.2

Superb

70 reviews

$375
Average price / night
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🌞Directly on the Beach🌴Trillium 2A🌊 Sunset Views🍹Heated Pool Onsite
🌞Directly on the Beach🌴Trillium 2A🌊 Sunset Views🍹Heated Pool Onsite
Condo
Madeira Beach, FL, 33708, United States
1.2k from Madeira Beach center

AC, Balcony, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
9.6

Exceptional

89 reviews

$410
Average price / night
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Trillium 1B Completely remodeled, Beach Views from all rooms, top location!
Trillium 1B Completely remodeled, Beach Views from all rooms, top location!
Condo
Madeira Beach, FL, 33708, United States
1.2k from Madeira Beach center

AC, Balcony, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
8.8

Fabulous

90 reviews

$411
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Madeira Beach.

Stay Near Madeira Beach's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Madeira Beach Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 2546 verified family-friendly vacation rentals in Madeira Beach. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Madeira Beach vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $128 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Madeira Beach offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Madeira Beach are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Madeira Beach often include amenities such as Child Friendly, View, and Ocean View. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.