Family-friendly vacation rentals in Fruitville

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.

4.91 out of 5 average rating, 138 reviews

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

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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.

4.98 out of 5 average rating, 162 reviews

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

Relax at this modern heated pool house located just 15 min from the famous Siesta Key Beach. Nested in a quiet neighborhood with a lot of privacy, the house has plenty of space for an entire family or a group of friends. An additional family room with a TV for kids. Relax by the pool in the spacious outdoor area or explore the beautiful downtown filled with restaurants. Recently renovated, this home offers handmade authentic Mexican tile flooring to compliment a cozy and contemporary design.

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4.95 out of 5 average rating, 198 reviews

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

KitchenIndoor spacesDecor

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.

4.96 out of 5 average rating, 149 reviews

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

Welcome to your home away from home! This renovated, spacious, and bright pool home will immerse you in a luxurious experience the minute you arrive. Located on a lush, quiet street, yet close to all of Sarasota's best attractions! Close to Siesta Key Beach (#1 beach in the USA), 10 minutes to downtown (with fantastic restaurants and shopping), and within walking distance of the famous Fresh Fish Waltz Market. Easy I-75 access, Nathan Benderson Recreational Lake Park, and the new UTC mall!

KitchenIndoor spacesBeach

The studio apartment features a spacious bed with light-colored linens, complemented by two decorative pillows. A sleek brown sofa is positioned in front, adorned with a soft throw blanket. Natural light enters through the window, enhancing the clean and modern design.

4.82 out of 5 average rating, 244 reviews

Comfortable + Functional Private Studio Apartment

This comfortable, clean, and private studio apartment is the perfect spot to relax- whether you're here on business or you've spent the whole day on the beach! Recently remodeled with a dining table to take your meals, hot water, a comfortable bed, and well equipped kitchenette, you will be lacking nothing here. This apartment is a guest suite attached to the main living area of the home and is completely private, however there is a resident who lives in the main part of the home.

Indoor spacesFamilyWifi

4.94 out of 5 average rating, 558 reviews

Guesthouse in Sarasota

Clean and Modern Studio in the Heart of SRQ

Our studio is private, comfortable, stylish, & efficient. Whether you are coming for business or leisure, we are sure you will have everything you need. Our home was built in 2020 and we designed this space specifically with Airbnb guests in mind. Our neighborhood is central to almost all of Sarasota! We were born and raised here, and in our opinion this area is central to everything! Whether you are headed to Siesta, Myakka State Park, or UTC mall, you won't be driving for long!

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A modern living area features a gray sectional sofa with white throw pillows, positioned next to a light area rug. A sleek coffee table holds a yellow tray, and a round mirror is mounted on the wall above. Green plants add a touch of nature, enhancing the space.

4.91 out of 5 average rating, 301 reviews

Cozy Getaway Home in Sarasota Near Beaches & More!

Escape to our peaceful home in Sarasota. Conveniently situated near our famous beaches, UTC, Benderson Park, downtown, and only within a mile of grocery stores and other shops. Enjoy outdoor moments on the patio and spacious yard. Modern amenities include high-speed internet, smart TVs, and a well-equipped updated kitchen and workspace. Washer/dryer on-site as well. Your gateway to relaxation and Sarasota's charm awaits! Please reach out if you have any further questions.

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A charming 1920s cottage is set in a lush green landscape, accentuated by carefully arranged flowerbeds. The light yellow exterior is complemented by a white porch and a metal roof. The surrounding trees provide shade, creating a peaceful and inviting outdoor space.

4.97 out of 5 average rating, 138 reviews

Bright & Peaceful 1920s Cottage: Close to UTC!

Experience the timeless charm of this 1920s beautifully preserved cottage – where original details meet modern comforts. A bright & peaceful property nestled on half an acre with plenty of space to spread out, natural light that pours into every room, & a private fenced in yard - it's an ideal spot to entertain AND unwind. Whether you are headed to the beach, Benderson Park, Downtown or UTC mall, this neighborhood is central to anything you'll need!

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A caged outdoor space features a heated saltwater pool, surrounded by a spacious deck. Sun loungers are positioned nearby, and a covered area for dining is visible in the background. Lush greenery adds a touch of nature to the setting.

4.86 out of 5 average rating, 192 reviews

Beaches, Shopping, Sculling-Sarasota is calling!

Escape to this 3BR, 2BA Sarasota retreat in a quiet neighborhood, just minutes from UTC Mall, Nathan Benderson Park, and a short drive to award-winning beaches. Sleeps 6 comfortably with a bright open layout, fully equipped kitchen, and cozy living spaces. The highlight is the private heated saltwater pool, perfect for relaxing after a day of shopping, dining, or beach adventures. Your Sarasota getaway starts here!

FamilyIndoor spacesOutdoor spaces

A covered patio area is visible beside a heated pool, featuring comfortable seating and a dining set. Large glass doors open to the interior, with ambient lighting illuminating the space. A clock is mounted on the wall, and lush greenery adds a natural touch.

4.9 out of 5 average rating, 205 reviews

Charming Sarasota Home with Pool!

Charming 3/2 home with a pool! very safe neighborhood, 8.9 miles to Siesta Beach and 5.5 miles to Lido Beach. 15 minute walk to The quaint little village of Pinecraft and Der Dutchman Restaurant and more restaurants and shops. Very clean, private back yard, heated pool, coffee station... really everything you need for a relaxing and enjoyable stay in Sarasota.

KitchenFamilyWifi

4.92 out of 5 average rating, 101 reviews

Sunshine Retreat- near beaches VR25-00035

This 3 Bedroom - 2 Bathroom home, perfect for the whole family to getaway. There's an open floor plan that's bright and spacious. Enjoy the large, fenced backyard for sunny days and safe play. Minutes from historic Downtown and Pinecraft Amish Village. No pets! Easy access to Siesta Key (#1 US Beach) and Lido Key beaches, just 6 miles away.

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A modern kitchen is displayed with a large wooden dining table surrounded by six rattan-style chairs. Two woven pendant lights hang above the table. Stainless steel appliances and wood shelving are visible, and sliding glass doors lead to a green outdoor space.

4.99 out of 5 average rating, 104 reviews

Palm Tree Haven

Enjoy our home tucked away in a small Florida neighborhood. Sit out in the screened in porch and enjoy the warm breeze. Less than 10 miles away from Lido and Siesta Key Beach and 5.5 miles away from Sarasota downtown this location gives you choices for a day on the beach or an dining out at one of Sarasota's many delicious restaurants.

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Popular amenities for Fruitville family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A custom pool is framed by elegant lounge chairs and tropical landscaping. Water features create gentle curves, while illuminated details enhance the space as the sunset casts a warm glow. A covered outdoor area is visible in the background, providing seating and entertainment options.

4.97 out of 5 average rating, 103 reviews

Fruit /Botanical Garden Estate 2 ml to downtown EV

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5.0 out of 5 average rating, 117 reviews

Home in Arlington Park

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

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A handcrafted wooden pelican figurine stands prominently on the countertop, adding a coastal touch. Above, pendant lights hang beneath a bamboo ceiling, providing a warm glow. The background reveals glimpses of a colorfully decorated space with various shelves and artwork.

4.96 out of 5 average rating, 118 reviews

Sandy Feet Retreat- Cozy Bungalow & Outdoor living

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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.

4.95 out of 5 average rating, 105 reviews

Deja Blue Villa Salt Water Heated Pool & Spa

KitchenFamilyQuiet

A private backyard is illuminated with string lights in the evening. A fire pit table with a glass barrier features dancing flames, while a hammock is visible to the side. The space includes lounge seating with turquoise cushions, creating a relaxed outdoor atmosphere.

4.91 out of 5 average rating, 188 reviews

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

KitchenFamilyAmenities

A serene outdoor space is highlighted by a heated saltwater pool and a six-person spa. Comfortable lounge chairs line the pool area, and an outdoor grill is situated nearby. The setting is complemented by a vibrant sunset, enhancing the tranquil atmosphere.

5.0 out of 5 average rating, 106 reviews

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

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4.94 out of 5 average rating, 126 reviews

Spacious 4BR Getaway – Perfect for Families!

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4.98 out of 5 average rating, 113 reviews

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

FamilyKitchenHot tub

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 179 reviews

Lake Front House with a Pool

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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.

4.95 out of 5 average rating, 195 reviews

Updated Ranch Near Beaches/Downtown - Pet Friendly

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4.91 out of 5 average rating, 170 reviews

Near Siesta Key | Quiet, Family-Friendly, 3 Beds

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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.

4.91 out of 5 average rating, 202 reviews

Sarasota Sandpiper: 4 Bed/3 bath + Pool

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The modern kitchen features a large island with a marble countertop, topped with an arrangement of fresh fruits and drinks. A light fixture adds a soft glow above the island, while a cozy seating area with a dark sofa and brick wall can be seen in the background.

4.85 out of 5 average rating, 131 reviews

Sarasota Getaway “Have some fun under the sun.”

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Home in Gulf Gate Estates

4.89 out of 5 average rating, 107 reviews

Beachy Cottage close to Siesta | 3 Bed | Huge Pool

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A modern kitchen is presented with warm wooden cabinetry and stainless steel appliances. A large island provides seating with two white stools. Sunlight illuminates the space through a window above the sink, where a bouquet of flowers adds a vibrant touch.

4.99 out of 5 average rating, 139 reviews

Siesta Breeze ~ Charming Coastal Cottage

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The spacious living area features a comfortable couch adorned with patterned pillows, a wooden coffee table, and colorful rugs. Natural light floods in through large windows, and an open layout connects to the dining area and kitchen, which is visible in the background.

4.98 out of 5 average rating, 132 reviews

Sunshine House, near Downtown, Legacy Trail, Beach

Indoor spacesFamilyCleanliness

Family-friendly home rentals with a pool

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.

4.84 out of 5 average rating, 219 reviews

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

KitchenIndoor spacesDecor

4.91 out of 5 average rating, 128 reviews

Coastal Farmhouse - 3/2 with heated saltwater pool

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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.

4.91 out of 5 average rating, 120 reviews

Rhodes Retreat - Beautiful Pool and Backyard Space

KitchenFamilyWalkability

5.0 out of 5 average rating, 17 reviews

Good Vibrations Home

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A spacious backyard area features a mini-golf course marked by small flags, inviting relaxation and play. Comfortable hanging chairs are under a stylish pergola, while a fun play structure is visible, enhancing the outdoor space designed for family-friendly enjoyment.

5.0 out of 5 average rating, 48 reviews

Private Oasis: Mini Golf and firepit. 2 king beds.

Indoor spacesKitchenOutdoor spaces

4.83 out of 5 average rating, 41 reviews

Quiet Family Home w/ Pool Near Pinecraft

FamilyIndoor spacesCleanliness

5.0 out of 5 average rating, 21 reviews

Sarasota Retreat/Beaches/Pool/8.5mi. to Siesta Key

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