
Family-friendly holiday rentals in Sarasota County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Sarasota County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Funky & Fun Apartment in Central SRQ
This apartment is just what you need for a fun & inspired vacation in the Florida sun! Sparkling clean with bright colors, comfortable furnishings, a cozy king-sized bed, a fully stocked kitchen & special old Florida style touches will give you the sense of southern hospitality that you're looking for. Central to much of Sarasota, you can be from here to the island of Siesta Key in less than 10 minutes! Whether you're here for business or pleasure, this funky & fun apartment will be a highlight.

Sarasota Florida -Wild Orchid Creek Cottage Home
Come enjoy old Florida living at this completely renovated cottage style home on nearly seven acres. Relax and unwind in this 1000 square foot private home with king bed and queen sleeper to accommodate up to four people. Open concept living, dining room and full kitchen. Laundry facilities available. Equipped with WiFi and direct tv. While enjoying the private backyard space, it is common to spot abundant wildlife and wildflowers. Wild orchids in many of the oak trees bloom in early summer.

Daydreams of Siesta Key,Private Guesthouse in SRQ
Welcome to Daydreams Siesta key, where vacationing will be a pleasure. A cozy place just 3.8 miles from Downtown Sarasota. We have the most beautiful beach in the world “”Siesta key”” at only 4 miles, we have Lido Beach at 5.1 miles which are the closest to our home. Further north is Longboat Key Beach at 10 miles . If you want to take a boat ride and take the excursions and dine on the water's edge, you can visit the Marina Jack 4 miles away. We encourage you to visit St. Armands., too.

Spectacular Sunsets! 15 min Siesta Key!
This villa is spacious and bright with lots of windows. The interior has just been updated. Tropical decor makes you feel like your’e at the beach. Huge flat screen TV. Tile flooring in the living areas and laminate in the bedrooms. Screened lanai overlooks palm tree and mature landscaping. Wireless fast speed internet included. It has everything you need for a short visit or extended stay. Fully equipped kitchen. Washer and Dryer. Beach chairs and towels. One car garage and driveway space.

Beach Retreat•Renovated & Heated Pool•Near Siesta
Stay at one of Sarasota’s top-rated Airbnbs, perfectly centered between the ever famous Siesta Key and several other stunning beaches. Lounge by the newly renovated heated pool with upscale chaise lounge chairs, lush garden views, and a stylish patio with ample seating. Inside, enjoy a modern, beach vacation themed design with an open layout, fully stocked kitchen, fast WiFi, and Smart TVs in every bedroom. Your on-site Superhost is nearby but works full time and gives total privacy.

❤ Villa & Garden in Downtown ~ 5 Min to Beaches
Our bright and contemporary Heart Villa offers the quintessential Sarasota experience, combining downtown and beach attractions. It is nestled among tropical trees in a charming cul-de-sac in historic Laurel Park – right in the heart of downtown with loads of restaurants, boutiques, and sights on offer. Several fantastic beaches are just a 5-minute ride away! And the villa's private garden is the perfect place to enjoy alfresco dining! Certificate of Registration Number: VR24-00113

Charming,quiet house🔹next to Legacy Biking trail🔹
Newly remodeled 3-bedroom, 2-bath house in a quiet neighborhood. Full kitchen and large living room perfect for spending quality time together. Short drive (15-20 mins) to Siesta and Lido Beaches. Within walking distance to the Pinecraft community and Amish restaurants - Der Dutchman and Yoders, ice cream shops, Postal 98 cafe. Private backyard with screened-in porch. No pets. The Legacy Trail - a biking trail runs behind the house. --Several bikes are in the garage to use

Sarasota central home near beaches.
Enjoy a stylish experience at this centrally-located home. Minutes away from SRQ airport, a 10 minute drive to downtown Sarasota and 15 minutes to Lido Beach. The perfect getaway surrounded by nature on a large private property with a designated work space. Open concept floor plan to enjoy cooking, dinners and movie nights with your loved ones. Exceptional interior design through out the home with warm touches to give you a relaxing and pleasant stay.

Coastal Getaway *With Bikes & NEW Saltwater Pool*
Just outside of Downtown near the Legacy Trail, this home is located in a quiet neighborhood only 15 minutes from the Siesta Key Beach. The home stands out with its bright and airy design, brand new saltwater pool in the private backyard, and its breezy living room. The large master bathroom rain shower is perfect to wash off the leftover sand from the beach. You can also spend your evenings grilling out back or playing corn hole in the patio area.

2/1 Magnolia Townhome 1.5 miles to Downtown SRQ!
Vacation Rental Registration number: VR24-00058. Relax away from the city and the crowds! The 2 bedroom/1 bathroom bungalow style townhome is the perfect place to enjoy the sun! The perfect central SRQ location! 1.5 miles to downtown Sarasota, 2 miles to Lido/Longboat Key beaches, 4 miles to Siesta Key (America's #1 beach). Magnolia Bahay is a private bungalow style duplex with each unit having a private driveway and dividing fence.

Sunny Paradise w/Pool&HotTub 5 min to Siesta Key!
Family-Friendly 3BR Home w/ Private Heated Pool, Hot Tub & Backyard– Near Siesta Key! Located just minutes from world-famous beaches, and a wide variety of dining, shopping, and entertainment options, this home is the perfect base for your Sarasota vacation. Whether you’re planning a family trip, a couples’ retreat, or a friends’ getaway, you’ll love the blend of comfort, convenience, and fun!

15Min to Siesta, Central, Beach Supplies
Relax with the whole family or as a couple getaway at this peaceful, quiet home. Located just a short 12-15 minute drive from Siesta Key Beach, one of the most popular beaches in the world, along with excellent shopping and groceries only a few minutes away. Use our cozy place as a home base for all the best Sarasota has to offer on your trip.
Popular amenities for Sarasota County family-friendly rentals
Family-friendly home rentals with a hot tub

Sun-filled cottage with pool, walk to beach

Quiet Retreat-5mi to Beach-Hot Tub, Outdoor Shower

Relax+ Jacuzzi | 9 Min to Siesta Key Beach

JULY AVAIL! Sarasota #1 Luxury Villa w/PRIV BEACH!

Backyard Oasis, Htd Pool/Hot Tub, Beaches, No Fees

ROYS PLACE Romantic, Private, Paradise!

St Armand's Mid-Century Oasis

Near Lido Beach w Hot tub + Fire Pit
Family- and pet-friendly home rentals

SiEsta Key is Open,Heated Pool,5min to Siesta Key

Elegant Home Central to Town, Parks & Beaches

Spacious 2 Bedroom Home | Near Beach | Heated Pool

Modern Studio · 5 min from Siesta Beach

Relaxation awaits in this bohemian inspired villa

The Key Lime Cottage 2 miles from Siesta Key Beach

Private Pickleball & Pool Oasis

Private Siesta Beach House Oasis with Heated Pool.
Family-friendly home rentals with a pool

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Heated Pool home 5 min to downtown!

Siesta Key Paradise-Pool Oasis

SunDaze Cottage near Pinecraft - Heated Pool

Your private retreat near Siesta Key Beach.

Spacious Venice Starfish Pool Home

True Island Living House/beach/water views

NEW! Renovated Pool Home Mins 2 Siesta Key Beach
Destinations to explore
- Guest house rentals Sarasota County
- Smoking-friendly rentals Sarasota County
- Private suite rentals Sarasota County
- Rentals with a fireplace Sarasota County
- Luxury rentals Sarasota County
- Rentals with a kayak Sarasota County
- Tiny house rentals Sarasota County
- Rentals with beach access Sarasota County
- Rentals with a washing machine and dryer Sarasota County
- Villa rentals Sarasota County
- Hotel rooms Sarasota County
- Beachfront rentals Sarasota County
- Rentals with an accessible-height bed Sarasota County
- Rentals with a firepit Sarasota County
- Fitness-friendly rentals Sarasota County
- Rentals with an accessible-height toilet Sarasota County
- Flat rentals Sarasota County
- Boutique hotels Sarasota County
- Cottage rentals Sarasota County
- Holiday home rentals Sarasota County
- Apartment rentals Sarasota County
- Motorhome rentals Sarasota County
- House rentals Sarasota County
- Loft rentals Sarasota County
- Rentals with outdoor seating Sarasota County
- Pet-friendly rentals Sarasota County
- Beach apartment rentals Sarasota County
- Rentals with a hot tub Sarasota County
- Resort rentals Sarasota County
- Rentals with an EV charger Sarasota County
- Rentals with lake access Sarasota County
- Rentals with breakfast Sarasota County
- Waterfront rentals Sarasota County
- Rentals with a patio Sarasota County
- Townhouse rentals Sarasota County
- Rentals with pools Sarasota County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Caspersen Beach
- Lido Key Beach
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Manasota Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- North Beach At Fort DeSoto Park
- The Don CeSar
- Lakewood National Golf Club
- Myakka River State Park
- Gulfport Beach Recreation Area
- Img Academy
- Stump Pass Beach State Park
- Things to do Sarasota County
- Things to do Florida
- Entertainment Florida
- Food and drink Florida
- Sports activities Florida
- Sightseeing Florida
- Wellness Florida
- Nature and outdoors Florida
- Art and culture Florida
- Tours Florida
- Things to do United States
- Nature and outdoors United States
- Entertainment United States
- Sports activities United States
- Sightseeing United States
- Wellness United States
- Food and drink United States
- Art and culture United States
- Tours United States




