
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.

Sunshine House, near Downtown, Legacy Trail, Beach
Great location! This is a family friendly home, close to downtown and beaches, with a pool, fenced yard, and a large, screened porch for lounging and having meals outside. Close to all the great things Sarasota has to offer- museums, gardens, theaters, shopping, Sarasota Bay, and beaches. The house is 1.5 miles from downtown, 10 min to St. Armands, 15 min to Lido Beach, and about 20 min Siesta Key Beach. One dog considered with a fee. Children must be supervised at all times in the pool area.

3 bedroom Heated salt water pool close to Siesta
Your family will be close to everything when you stay at this centrally-located place. 15 minutes to Siesta Beach, 10 minutes to UTC mall, 15minutes to downtown, 20 minutes to SRQ airport. This home is fully remodeled, fully furnished, sleeps 8. We have 1 king size bed in the master, second bedroom is queen bed, 3rd bedroom is 1 full and 1 twin beds. This is open plan home with a big family room, 60" TV above electric fireplace, formal dining room seats 6 with the bar seats 4. Master has 55"TV

Heated 3BR Pool Home Glen Oaks | Close to Downtown
Family-friendly pool home near Bobby Jones Golf Club, perfectly located in the heart of Sarasota. You’re less than 10 minutes from top attractions, dining, and shopping, Downton Sarasota and just a short drive to the world-famous Siesta Beach or Lido Beach. This private home features its own entrance, a heated pool, and a fully fenced backyard—ideal for families and added privacy. We’re pet-friendly too! Comfortable, central, and close to everything—perfect for your Sarasota getaway VR24-00164

The Bradford Cottage/Heated Pool /Mins to Siesta
If you are looking for a cozy retreat in a safe and private neighborhood than look no further! From the minute you step inside this immaculate private residence you will feel right at home. With a beautiful open floor plan with plenty of room to spread out, natural light that pours in every room and a spacious back porch overlooking the heated pool this is the perfect place to unwind and relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota you are in the middle of it all!

Your private retreat near Siesta Key Beach.
Completely Remodeled Private Retreat. COME RELAX, UNWIND, AND MAKE LASTING MEMORIES! From the moment you arrive, you’ll feel the calm, welcoming atmosphere that makes this property stand out. This spacious 3brm 2-bath features an amazing heated pool, a private backyard, and stylish finishes throughout. Whether you’re lounging by the heated pool, enjoying meals in the bright open-concept living space, or exploring the nearby beaches this home is perfect for an unforgettable vacation

Heated&Renovated Pool•Beach Retreat•15m to 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.

Beautifully Remodeled Home with Pool Near Siesta
It’s all about Siesta! Newly remodeled, 2 bedrooms, 2 baths, heated pool home is located in the Gulf Gate Estate neighborhood. 2,5 miles from the famous Siesta Key Beach. Great split plan bedrooms and bathrooms. High-speed Wi-FI. Located less than a mile from Publix Grocery, Gulf Gate shopping mall, grocery store, restaurants, cafes, pubs. Walking distance from the nearest convenient/gas station-7Eleven (5min). Parking for up to 3 cars maximum. Must be at least 25 years old.

Modern 4BR Home *Heated Pool & Spa*
Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. VR24-00265

The Blessing House- Htd Pool/Spa, Close to Beaches
Welcome to The Blessing House! This home has been beautifully renovated, designed & curated for you to be rejuvenated, relaxed & inspired during your stay. You will love the heated pool & spa, the spacious lanai with plant wall, the fresh and bright design, and the amazing location of this house. The Blessing House is only a 15 min drive to Lido Key Beach & Siesta Key Beach, tons of shops & restaurants and the lovely Arlington Park is only about a 7-10 min walk away.

The Sand Castle - Backyard Oasis Mins from Siesta!
*UPDATED!* Your family will feel at home in this spacious home that has it all! With a gorgeous backyard, alluring HEATED pool, tropical tiki bar, ping pong and other lawn games, cozy and comfortable rooms, and a kitchen stocked with everything you need to prepare meals for many... you will be more than comfortable here! The location is super convenient- minutes from Siesta Key, downtown Sarasota, and every grocery store and restaurant you could ever want!

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!

Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴
Popular amenities for Sarasota County family-friendly rentals
Family-friendly home rentals with a hot tub

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

Luxury BeachHouse w/ Pool Spa & Direct Park Access

Pool, Spa, & Private Gym in the Heart of Sarasota

Luxury Waterfront Home in Sarasota w/ Pool & Dock

Relax+ Jacuzzi | 9 Min to Siesta Key Beach

Luxury 4/3 Home/Heated Pool/Hot Tub/Arcade Games/

The Animal House

St Armand's Mid-Century Oasis
Family- and pet-friendly home rentals

GARDEN VIEW HOUSE WITH A POOL

Cozy 2BD/2BA with Heated Pool Near Siesta Key

Lake Front House with a Pool

Pool & fenced-in yard in downtown edge bungalow

Sunshine Bungalow

Modern Escape with Pools Near Sarasota’s Best!

NEW! Renovated Pool Home Mins 2 Siesta Key Beach

Downtown Sarasota | Casa de Zara
Family-friendly home rentals with a pool

Lovely Beach Bungalow

Near Legacy Trail, Family Friendly, Heated pool

Paradise on Prospect w/ Htd Saltwater Pool

Sandhill Sarasota

Heated Pool Oasis • Pet-Friendly, Near Siesta Key

J&K Dream Home in Sarasota

House of Peace oasis,heated pool, pool table, fire

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




