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Family-friendly holiday rentals in Sarasota County

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Top-rated family-friendly rentals in Sarasota County

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Superhost
Home in Gulf Gate Estates

Beachy Cottage close to Siesta | 3 Bed | Huge Pool

Welcome to The Salty Unicorn, your cheerful Sarasota escape just five miles from Siesta Key Beach. This fully renovated 3-bedroom home is designed for relaxation and fun, with a bright open layout, stylish coastal décor, and plenty of space to gather with family or friends. Start your mornings with coffee by the pool, spend sunny afternoons swimming or lounging in the spacious backyard, and end the day with dinner in the screened lanai. Whether you’re here for beach days, family time, or a peace

FamilyKitchenAccuracy

4.89 out of 5 average rating, 107 reviews
Guest favourite
A welcoming entryway showcases a simple wooden console table with small potted plants. Above, a serene painting depicting a boat complements the neutral wall. The view to the right reveals a sun room filled with natural light, providing a connection to the private backyard.
Home in Sarasota

Updated Ranch Near Beaches/Downtown - Pet Friendly

Updated cozy home with all new furnishings and appliances. 2 bedrooms 1 bathroom with an eat-in kitchen, sun room, and comfy living room. Stream shows or work virtually with our high-speed Wi-Fi. Grab the provided beach chairs, umbrella, and cooler to enjoy Lido or Siesta Key Beaches, both within a short drive. Wind down & grab drinks/dinner in downtown Sarasota or relax in the fully fenced private backyard. Enjoy several nearby golf courses, or catch Orioles spring training at Ed Smith Stadium

FamilyKitchenComfort

4.95 out of 5 average rating, 195 reviews
Top Guest favourite
Home in Sarasota Springs

Coastal Farmhouse - 3/2 with heated saltwater pool

Experience relaxation at this tranquil 3BD/2BA home with a heated pool, perfect for a family retreat! Prepare meals in the fully equipped kitchen or savor local delights on the screened-in lanai. Each bedroom boasts plush bedding, ensuring a restful night's sleep. Plus, a cozy living room. Conveniently located, just under 9 miles from Siesta & Lido Key Beach, Der Dutchman 2.2 miles and 2.5 miles from Yoder's Restaurant. Shopping and dining options at University Town Center, only 7.7 miles away.

Indoor spacesKitchenLong stay

4.91 out of 5 average rating, 129 reviews
Guest favourite
A heated pool is enclosed within a screened area, surrounded by lush greenery and outdoor seating. The pool area features a natural stone deck, with lounge chairs positioned for sunbathing. The peaceful environment offers a private retreat for relaxation and enjoyment.
Home in Sarasota

Heated Pool - Just 1 mile to Beach! Updated/Fun!

Fun for the whole family!! Only 1 mile to the Beach! This newly updated home comes fully furnished with 4 bedrooms and 3 bathrooms. With a total of 6 beds, the home sleeps 10 comfortably. The Heated Pool is perfect for swimming, and being only 1 mile to the world famous Siesta Key Beach Access 12, this home also makes beach going easy and convenient. Inside, the home is clean, spacious and newly updated and equipped with smart tvs, air hockey table, pool table foose-ball, Pac-Man - fun for all

Indoor spacesKitchenAir conditioning

4.92 out of 5 average rating, 124 reviews
Guest favourite
An outdoor area features a heated pool surrounded by a spacious deck. Lounge chairs are positioned nearby for relaxation, and a dining set offers seating for outdoor meals. A screened enclosure provides protection from insects while allowing natural light to filter through.
Home in Sarasota

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

Indoor spacesFamilyPets

4.91 out of 5 average rating, 140 reviews
Top Guest favourite
Home in Sarasota

Siesta Breeze ~ Charming Coastal Cottage

Message me for 🔥🔥 last minute deals!! 5 miles from Siesta Beach, named No 1 Beach in the US, No 4 in the World by Tripadvisor; close enough to feel the sea breeze:) You will have 2 bathrooms, 2 bedrooms with queen beds and a flex room with a futon and work area, for 3 private sleeping areas. You will be located in the heart of Sarasota, with restaurants and grocers within a mile or two. The kitchen is fully equipped and the yard fully fenced. The host is conveniently located next door.

Indoor spacesKitchenValue

4.99 out of 5 average rating, 148 reviews
Top Guest favourite
A private saltwater pool is enclosed by a screened patio, featuring clear, inviting water. Sunlight reflects off the surface, creating a calming atmosphere. Surrounding greenery provides a natural backdrop, enhancing the serene environment. A lounge chair is visible next to the pool.
Home in Sarasota

Dog Friendly -4 Bed 2 Bath w/ HTD Pool (Sleeps 13)

✨ Fully Renovated & Stylish! ✨ Family & Dog-Friendly | Single-Story | Private Saltwater Pool | Secluded Backyard. Enjoy the charm of Sarasota in our completely updated home off University Parkway. Bright, open spaces with new furniture, perfect for relaxation. Features a heated saltwater pool in a private, fenced yard. Close to beautiful beaches—10 miles to N. Lido Beach and 13 miles to Siesta Key Beach. Conveniently located 4 miles from SRQ Airport, ideal for your next memorable get

FamilyIndoor spacesSleep quality

5.0 out of 5 average rating, 124 reviews
Top Guest favourite
Home in Sarasota

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. *Brand new pool* VR24-00265

FamilyKitchenLaundry

4.95 out of 5 average rating, 199 reviews
Guest favourite
A swing chair hangs from the ceiling in a cozy living space, complemented by a dark sectional sofa and a round coffee table. A decorative rug adds warmth to the wooden floor, while a wall-mounted television and a piece of artwork provide visual interest.
Home in Sarasota

1 House 1400sq. ft. 12 min from Siesta Key!

12 min. from Siesta Key Beach!! Perfect cozy vacation home in quiet, friendly neighborhood. Central to lots of shopping/restaurants. 1-king, 1-queen, bunk beds w/ 1-full & 1-twin. Dog & cat friendly w/ large private fenced yard, & 1-men's & 1-women's bike. Air hockey table w/ board games & pool toys. Fully loaded kitchen & W/D. Spacious living w/ large sectional, swing chair, & all bedrooms come w/ TVs & free Netflix & Hulu. Looking forward to hosting you! Message me anytime w/ questions.

KitchenFamilyDecor

4.8 out of 5 average rating, 189 reviews
Guest favourite
The exterior of a newly renovated home is shown, featuring a light-colored brick facade and a modern garage door. A well-maintained driveway leads to the entrance, which is accentuated by a bright orange door. Landscaping includes gravel beds and low-maintenance plants amidst partial cloud cover.
Home in Sarasota

Gorgeous renovation with pool, minutes from beach

Light, bright and newly renovated. Beautifully decorated 3 bedroom home minutes from Siesta Key and downtown. The spacious modern kitchen has a slider that leads to covered porch and large pool with private fenced yard. A second slider from the porch leads to the master bedroom with master bath and walk in closet. Open living room and 2 additional big bedrooms make the house perfectly comfortable for 6. Everything you need is right here! Siesta Key Beach Distance - 16 Min; 6.1 Mi

Indoor spacesKitchenAccess

4.88 out of 5 average rating, 103 reviews
Superhost
A heated saltwater pool is framed by a privacy fence, with lounge chairs positioned nearby. Lush palm trees add greenery to the space, creating an area for relaxation. The clear water reflects the sky, enhancing the tranquil ambiance of the outdoor setting.
Home in Sarasota

~Flamingo House~3 br,3 bath, heated pool~

Welcome to The Flamingo House with beautiful private pool area surrounded by privacy fence and palms. Take a short drive to beautiful Downtown Sarasota or Marina Jack for the sunset. Plus Legacy Trail is accessible from our street w/Pompano Pickleball court close by. Ice cream, coffee shops and restaurants are within 5 minutes. Situated on a quiet street while still being close to main roads, and an easy 20 minutes to Siesta Key and Lido Key beaches,5 minutes to Pinecraft.

FamilyKitchenBackyard

4.85 out of 5 average rating, 221 reviews
Top Guest favourite
The exterior of a charming adobe-style home is highlighted, featuring a light blue facade and a decorative entrance. A pathway leads to the door, bordered by colorful plantings and a white picket fence. Tropical plants add to the serene ambiance of the front garden.
Home in Sarasota

Casa de Zara| Downtown Sarasota- 5mi Lido Beach

Welcome to Casa de Zara! Immerse yourself in Sarasota history by staying in our quaint Adobe style home built in 1925 with a serene garden filled with plants and trees native to Florida. You will be 1 mile from Main St. and 4 miles to Lido Key. One block over you will find a fun filled park with tennis and pickle ball courts, a walking path and basketball courts. Less than a mile away is Bayfront Park which is perfect for watching sunsets!

KitchenFamilyGetting around

4.95 out of 5 average rating, 121 reviews

Popular amenities for Sarasota County family-friendly rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top Guest favourite
A screened lanai features a bubbling hot tub and comfortable seating area adorned with neutral-colored cushions. Soft lighting is offered by overhead string lights. Surrounding greenery enhances the peaceful ambiance, while large windows allow natural light to flow into the space.
Home in Sarasota

Turtle Nest Oasis • Hot Tub • 5 mi to Siesta Key

FamilyKitchenGetting around

5.0 out of 5 average rating, 213 reviews
Guest favourite
A hot tub is visible in the foreground, emitting a soft blue glow. In the background, a cozy lounge area is arranged with sectional seating and a fire-pit table, illuminated by string lights. Two hammocks are hung under a shaded canopy, adding to the inviting outdoor space.
Home in Sarasota

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

FamilyKitchenSleep quality

4.92 out of 5 average rating, 190 reviews
Top Guest favourite
A spacious pool area is depicted, featuring clear blue water surrounded by a large stone patio. Colorful umbrellas provide shade, while lounge chairs and green Adirondack chairs are positioned for relaxation. Lush tropical plants frame the scene, enhancing the inviting poolside atmosphere.
Apartment in Sarasota

Graceful Getaway

Indoor spacesFamilyCondition

4.97 out of 5 average rating, 118 reviews
Guest favourite
A bright living room features a large, light-colored couch adorned with patterned cushions. A swing chair hangs in the corner, and a coffee table sits in front of the couch. Soft lighting and large windows enhance the cozy atmosphere.
Home in Sarasota

Cozy Boho Bungalow Pool/Spa Downtown Sarasota

Indoor spacesKitchenHospitality

4.97 out of 5 average rating, 161 reviews
Top Guest favourite
Home in Arlington Park

The Blessing House- Htd Pool/Spa, Close to Beaches

KitchenFamilyWalkability

5.0 out of 5 average rating, 117 reviews
Top Guest favourite
Home in Sarasota

The Palms-Heated Private Pool Hot Tub-5mi to beach

KitchenFamilyLocation

4.97 out of 5 average rating, 208 reviews
Top Guest favourite
A serene saltwater pool features a spa section, adorned with colorful inflatable floats. Lush greenery surrounds the pool area, enhancing the tranquil outdoor space, with a clean, modern stone deck complementing the vibrant tile accents.
Home in Arlington Park

Modern Organic King Beds Salt POOL/SPA SRQ Escape

KitchenFamilyLocation

5.0 out of 5 average rating, 108 reviews
Top Guest favourite
The outdoor pool area features a heated pool and spa, surrounded by a screened lanai. Lounge chairs are positioned nearby for relaxing. A hammock rests on the grass, inviting moments of leisure. Lush greenery enhances the tranquil environment.
Home in Sarasota Springs

Deja Blue Villa Salt Water Heated Pool & Spa

KitchenIndoor spacesBathroom

4.95 out of 5 average rating, 106 reviews

Family- and pet-friendly home rentals

Top Guest favourite
An open living area is presented, featuring a blue couch and a wooden coffee table. A dining table with four chairs sits nearby, complemented by a kitchen with white cabinetry and modern appliances. A Christmas tree adds a seasonal touch, while windows allow natural light.
Home in Gulf Gate Estates

2 BR House 1.6 miles from Siesta Key Beach

KitchenFamilyCleanliness

4.97 out of 5 average rating, 144 reviews
Guest favourite
A secluded backyard features a heated pool surrounded by lush greenery and flowering plants. Tropical palm trees and colorful potted plants enhance the tranquil atmosphere, while the tiled pool edge adds a touch of contemporary design.
Bungalow in Sarasota

Private Siesta Beach House Oasis with Heated Pool.

FamilyIndoor spacesLocation

4.85 out of 5 average rating, 320 reviews
Top Guest favourite
Home in Sarasota Springs

Lake Front House with a Pool

FamilyIndoor spacesParks

4.94 out of 5 average rating, 181 reviews
Superhost
An outdoor space showcases a heated saltwater pool with a calm blue hue, surrounded by comfortable lounge chairs. The area is framed by lush greenery and fencing, enhancing privacy. The backdrop features a gently lit sky at dusk, complementing the home's modern design.
Home in Sarasota

Retreat by the Bay-Heated Saltwater Pool

KitchenFamilyLaundry

4.95 out of 5 average rating, 110 reviews
Top Guest favourite
A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.
Home in Sarasota

Oasis by Siesta Key Beach and Downtown SRQ w/pool

FamilyKitchenOutdoor spaces

4.94 out of 5 average rating, 143 reviews
Guest favourite
Home in Arlington Park

Mid-Century Retreat close to Everything.

KitchenIndoor spacesCheckout

4.86 out of 5 average rating, 109 reviews
Top Guest favourite
A clean, large pool is surrounded by comfortable lounge chairs. Illuminated in soft purple light, the pool features colorful inflatables, with a gazebo and grill visible in the background. Palm trees frame the serene lakeside view beyond the pool area.
Home in Sarasota

Lakefront Getaway in Sunny FL

KitchenFamilyBackyard

4.9 out of 5 average rating, 101 reviews
Guest favourite
An outdoor dining area features a large table set with plates and glasses, surrounded by seating. A pool is visible nearby, framed by lounge chairs under a covered patio with ceiling fans. The walls are painted in a vibrant blue, enhancing the inviting atmosphere.
Home in Sarasota Springs

Sarasota Sandpiper: 4 Bed/3 bath + Pool

KitchenFamilyBathroom

4.91 out of 5 average rating, 205 reviews

Family-friendly home rentals with a pool

Top Guest favourite
Condo in Sarasota

Cottage on Siesta Key Beachside & Stunning sunsets

Indoor spacesKitchenBathroom

4.92 out of 5 average rating, 172 reviews
Top Guest favourite
Home in Sarasota

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

KitchenIndoor spacesQuiet

4.93 out of 5 average rating, 409 reviews
Top Guest favourite
A covered patio area features modern wicker furniture with white cushions, positioned around a glass coffee table. The inviting space overlooks a pristine pool, surrounded by a protective screen. Lush greenery is visible in the background, enhancing the tranquil setting.
Home in Sarasota

Luxury Pool Family Oasis-Siesta Key/DT 3BR/2BA

KitchenFamilyCondition

4.96 out of 5 average rating, 154 reviews
Top Guest favourite
A serene view of the pool area features clear blue water, framed by a brick border. Lush greenery surrounds the pool, with a statue placed amidst the landscaping. Sunlight filters through the trees, casting soft reflections on the water's surface.
Home in Sarasota Springs

The Oasis

Indoor spacesFamilyGetting around

4.98 out of 5 average rating, 129 reviews
Guest favourite
A modern house is presented with a neatly manicured lawn and a driveway leading to a garage. Lush palm trees and potted plants frame the entrance, while large windows allow natural light to fill the interior. The structure has a welcoming white facade under a gray roof.
Home in Sarasota

Casa Cruz-3RM/2BA w/Heated Salt Water Pool

Indoor spacesFamilyBarbecue

4.95 out of 5 average rating, 119 reviews
Guest favourite
The outdoor area features a heated pool surrounded by lounge chairs, providing ample space for relaxation. A dining set is positioned nearby, accompanied by an umbrella for shade. Lush greenery and palm trees border the property, complementing the serene atmosphere.
Home in Sarasota

Rhodes Retreat - Beautiful Pool and Backyard Space

KitchenIndoor spacesCondition

4.91 out of 5 average rating, 124 reviews
Top Guest favourite
An outdoor dining area features a wooden table set for four, overlooking a pristine pool. Lounge chairs are positioned nearby, providing a relaxing space for sunbathing. The screened patio ensures comfort while enjoying meals or relaxation outdoors.
Home in Sarasota Springs

Heated Pool Oasis 3BR/2BA near Siesta Key Beach

Indoor spacesKitchenBeach

4.98 out of 5 average rating, 162 reviews
Top Guest favourite
Home in Sarasota

Sun Coast Oasis-Heated Pool-Pool Table-Arcade

FamilyIndoor spacesBeach

5.0 out of 5 average rating, 10 reviews

Destinations to explore