Owner Direct Family Rentals in Madeira Beach

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  2. Family Friendly Rentals
  3.  USA

  4.  Florida

  5.  St. Petersburg - Clearwater

  6.  Madeira Beach

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2330 Madeira Beach Family Rentals From $128

Organizing a family trip to Madeira Beach? Discover large vacation rentals designed with plenty of room for group dining and recreation. Owner Direct lists verified multi-bedroom properties so the whole family stays comfortable.

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

$180
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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Fantastic 3-bedroom house with walking distance to the serene Madeira Beach.
Fantastic 3-bedroom house with walking distance to the serene Madeira Beach.
House
Madeira Beach, FL, 33708, United States
0.8k from Madeira Beach center

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

3 Bedrooms11 Guests
10.0

Exceptional

1 reviews

$521
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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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

90 reviews

$377
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

39 reviews

$413
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

$1385
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

$412
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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Newly Remodeled. Water views from your private lanai.  Steps to Madeira Beach.
Newly Remodeled. 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

7 reviews

$187
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
9.2

Superb

10 reviews

$439
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
$171
Average price / night
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Arena de Madeira 201 - Gulf Front
Arena de Madeira 201 - Gulf Front
Condo
Madeira Beach, FL, 33708, United States
1.2k from Madeira Beach center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Living Area

3 Bedrooms7 Guests
New to Booking
$309
Average price / night
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Special Rates for Aug 8-29, 2026 - All Rooms Directly Beach Front
Special Rates for Aug 8-29, 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

238 reviews

$231
Average price / night
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TB10: Beautiful Madeira Beach 1 Bedroom 2nd Floor
TB10: Beautiful Madeira Beach 1 Bedroom 2nd Floor
Condo
Madeira Beach, FL, 33708, United States
1.2k from Madeira Beach center

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

1 Bedroom6 Guests
9.8

Exceptional

30 reviews

$266
Average price / night
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Boca Vista Condo - Madeira Beach
Boca Vista Condo - Madeira Beach
Condo
Madeira Beach, FL, 33708, United States
1.2k from Madeira Beach center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater

2 Bedrooms5 Guests
9.8

Exceptional

23 reviews

$193
Average price / night
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Florida Beachside Home 2 Bedroom 2 Bath
Florida Beachside Home 2 Bedroom 2 Bath
House
St. Petersburg, FL, 33708, United States
1.2k from Madeira Beach center

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

2 Bedrooms6 Guests
10.0

Exceptional

17 reviews

$262
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental 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 Friendly Rentals in Madeira Beach.

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Madeira Beach Family Friendly Rentals on the Map

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What makes our family friendly rentals stand out?

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Verified Properties

Every family friendly rentals shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Madeira Beach. If you plan on staying in the Madeira Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the top Family Rentals in Madeira Beach

You can explore 2330 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.