Family-Friendly Vacation Rentals in Paradise Shores, FL: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  USA

  4.  Florida
  5.  Sarasota
  6.  Paradise Shores

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1953 Best Family Vacation Rentals in Paradise Shores (Starting from $156)

Southside Village Resort
Southside Village Resort
Apartment
Sarasota, FL, USA
0.7k from Paradise Shores center

Fireplace/Heating, Pet Friendly, Pool, Oceanfront, Guest Services, Ocean View, View

4 Bedrooms2 Guests
New to Booking
$175
Average price / night
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Sarasota Southside Village 2 BR Luxury Apartment
Sarasota Southside Village 2 BR Luxury Apartment
Condo
Sarasota, FL, 34239, United States
0.5k from Paradise Shores center

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

2 Bedrooms4 Guests
10.0

Exceptional

4 reviews

$523
Average price / night
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Coastal Retreat near Siesta Key Beach and Downtown
Coastal Retreat near Siesta Key Beach and Downtown
House
Sarasota, FL, USA
0.8k from Paradise Shores center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach, Places to stay

2 Bedrooms4 Guests
7.0

Good

3 reviews

$288
Average price / night
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Entire private house
Entire private house
House
Sarasota, FL, 34239, United States
0.7k from Paradise Shores center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

5 Bedrooms10 Guests
10.0

Exceptional

48 reviews

$545
Average price / night
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Stylish Nordic Stay, Walk To Hospital & Beaches
Stylish Nordic Stay, Walk To Hospital & Beaches
Apartment
Sarasota, FL, USA
1.0k from Paradise Shores center

Air Conditioner, Security/Safety, Internet, Guest Services, Parking, Child Friendly

2 Bedrooms6 Guests
9.5

Superb

2 reviews

$189
Average price / night
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Sarasota Renovated Waterfront Home with Dock Wide Open Bay Views Heated Pool
Sarasota Renovated Waterfront Home with Dock Wide Open Bay Views Heated Pool
House
Sarasota, FL, 34239, United States
0.7k from Paradise Shores center

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

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$1119
Average price / night
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Calm Japandi Retreat With Patio, Near Downtown
Calm Japandi Retreat With Patio, Near Downtown
Apartment
Sarasota, FL, USA
1.0k from Paradise Shores center

Guest Services, Air Conditioner, Parking, Security/Safety, Fireplace/Heating, Internet, Sports/Activities

1 Bedroom3 Guests
8.7

Fabulous

9 reviews

$159
Average price / night
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Amazing Location West of the Trail
Amazing Location West of the Trail
House
Sarasota, FL, 34239, United States
0.9k from Paradise Shores center

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

2 Bedrooms4 Guests
9.6

Exceptional

20 reviews

$276
Average price / night
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Vibrant Modern Escape, Walk To Dining, Near Beach
Vibrant Modern Escape, Walk To Dining, Near Beach
Apartment
Sarasota, FL, USA
1.0k from Paradise Shores center

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

1 Bedroom3 Guests
7.8

Good

4 reviews

$156
Average price / night
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Newly renovated classic villa in exclusive neighborhood.
Newly renovated classic villa in exclusive neighborhood.
House
Sarasota, FL, 34239, United States
1.0k from Paradise Shores center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
9.8

Exceptional

28 reviews

$614
Average price / night
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Tropical Oasis with Private Pool & Spa, minutes from Siesta Key Beach!
Tropical Oasis with Private Pool & Spa, minutes from Siesta Key Beach!
House
Sarasota, FL, 34239, United States
1.1k from Paradise Shores center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$769
Average price / night
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Coastal Luxe, Spacious 5bedroom house 5miles to Siesta with saltwater pool, WiFi
Coastal Luxe, Spacious 5bedroom house 5miles to Siesta with saltwater pool, WiFi
House
Sarasota, FL, 34239, United States
1.1k from Paradise Shores center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

5 Bedrooms16 Guests
10.0

Exceptional

8 reviews

$1026
Average price / night
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Artsy Getaway With Vibrant Design Flair
Artsy Getaway With Vibrant Design Flair
Apartment
Sarasota, FL, USA
1.1k from Paradise Shores center

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

1 Bedroom4 Guests
8.2

Very Good

13 reviews

$163
Average price / night
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Near Siesta Key 5BR • Pool, Spa, Outdoor Kitchen
Near Siesta Key 5BR • Pool, Spa, Outdoor Kitchen
House
Sarasota, FL, 34239, United States
1.1k from Paradise Shores center

AC, Barbecue, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet, Kitchen

5 Bedrooms8 Guests
New to Booking
$1113
Average price / night
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Coastal Luxe, SaltPool Spa, 5miles to Siesta
Coastal Luxe, SaltPool Spa, 5miles to Siesta
House
Sarasota, FL, USA
1.1k from Paradise Shores center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings

5 Bedrooms18 Guests
9.5

Superb

2 reviews

$989
Average price / night
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2023 Luxury Home + Pool/Spa
2023 Luxury Home + Pool/Spa
House
Sarasota, FL, 34239, United States
1.1k from Paradise Shores center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Laundry, Living Area

4 Bedrooms8 Guests
New to Booking
$662
Average price / night
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Sunny Sarasota Retreat • Steps to Siesta Key Bridge
Sunny Sarasota Retreat • Steps to Siesta Key Bridge
House
Sarasota, FL, 34239, United States
1.1k from Paradise Shores center

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

2 Bedrooms6 Guests
9.4

Superb

45 reviews

$177
Average price / night
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Heated Saltwater Pool, Breathtaking outdoor terraces, beautiful landscaping- Villa Serene Escape
Heated Saltwater Pool, Breathtaking outdoor terraces, beautiful landscaping- Villa Serene Escape
House
Paradise Shores, Sarasota, Florida, USA
1.1k from Paradise Shores center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

6 Bedrooms12 Guests
New to Booking
$456
Average price / night
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Midcentury Modern 3 BR - With Pool in Sarasota, Close to Beaches! # VR25-00134
Midcentury Modern 3 BR - With Pool in Sarasota, Close to Beaches! # VR25-00134
House
Sarasota, FL, 34239, United States
1.1k from Paradise Shores center

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

3 Bedrooms8 Guests
9.8

Exceptional

130 reviews

$390
Average price / night
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Sunny Sarasota Home with Private Yard and Fire Pit!
Sunny Sarasota Home with Private Yard and Fire Pit!
House
Sarasota, FL, USA
1.2k from Paradise Shores center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms8 Guests
New to Booking
$277
Average price / night
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The Serene Retreat near Siesta Key and Downtown Sarasota
The Serene Retreat near Siesta Key and Downtown Sarasota
House
Sarasota, FL, 34239, United States
1.1k from Paradise Shores center

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

3 Bedrooms8 Guests
10.0

Exceptional

16 reviews

$346
Average price / night
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Palm Paradise Oasis: Heated Saltwater Pool by Siesta Key
Palm Paradise Oasis: Heated Saltwater Pool by Siesta Key
Villa
Sarasota, FL, 34239, United States
1.1k from Paradise Shores center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$494
Average price / night
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Family Fun House near Siesta Key
Family Fun House near Siesta Key
House
Sarasota, FL, 34239, United States
1.1k from Paradise Shores center

AC, Arcade, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

6 Bedrooms10 Guests
10.0

Exceptional

20 reviews

$906
Average price / night
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The Natural Retreat near to Siesta Key & Downtown Sarasota
The Natural Retreat near to Siesta Key & Downtown Sarasota
House
Sarasota, FL, 34239, United States
1.1k from Paradise Shores center

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

3 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$362
Average price / night
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Pineapple House 15min to Siesta & Lido Key Beaches
Pineapple House 15min to Siesta & Lido Key Beaches
House
Sarasota, FL, 34239, United States
1.2k from Paradise Shores center

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

3 Bedrooms5 Guests
10.0

Exceptional

2 reviews

$387
Average price / night
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Cozy & Charming 4/4 bungalow with pool close to the Village, Lido & Siesta Keys
Cozy & Charming 4/4 bungalow with pool close to the Village, Lido & Siesta Keys
House
Sarasota, FL, 34236, United States
1.2k from Paradise Shores center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$446
Average price / night
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NEW! Artsy 3BR/2BA Pool Home Arlington Park Near Beaches
NEW! Artsy 3BR/2BA Pool Home Arlington Park Near Beaches
House
Sarasota, FL, 34239, United States
1.2k from Paradise Shores center

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

3 Bedrooms6 Guests
8.8

Fabulous

5 reviews

$306
Average price / night
Check Availability

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 Paradise Shores.

Stay Near Paradise Shores's Top Attractions

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Paradise Shores Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1953 verified family-friendly vacation rentals in Paradise Shores. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Paradise Shores vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $156 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Paradise Shores 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 Paradise Shores 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 Paradise Shores often include amenities such as Child Friendly, Fireplace/Heating, 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.