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Family-friendly vacation rentals in South Sarasota

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Quick stats about vacation rentals that are family-friendly in South Sarasota

  • Total vacation rentals

    Explore 310 vacation rentals in South Sarasota

  • Nightly prices starting at

    South Sarasota vacation rentals start at G$12,553 GYD per night before taxes and fees

  • Verified guest reviews

    Over 8,870 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 80 rentals that welcome pets

  • Vacation rentals with a pool

    230 properties feature pools

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wi-Fi availability

    310 of South Sarasota vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across South Sarasota rentals

  • 4.8 Average rating

    South Sarasota stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated family-friendly rentals in South Sarasota

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

KitchenIndoor spacesGetting around

4.89 out of 5 average rating, 107 reviews
Guest favorite
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

FamilyKitchenBiking

4.92 out of 5 average rating, 124 reviews
Guest favorite
A spacious sleeping area features a comfortable bed with white bedding, accompanied by a leather couch. A mounted television is positioned on the wall, and decorative plants add a touch of nature. A side table with a lamp complements the warm decor.
Guesthouse in South Sarasota

The Getaway

Relax in this comfortable and stylish space only 2 miles from Siesta Beach. The Getaway is the perfect spot to relax whether you're here on business or you've spent the whole day on the beach. The space is newly remodeled and you will lack nothing here! Enjoy the outdoor deck and two Nigerian Dwarf goats that live on the property. The Getaway is an apartment style space attached to the main home. It has it's own entrance and is completely private. The host lives in the main part of the home.

Indoor spacesKitchenValue

4.94 out of 5 average rating, 109 reviews
Top guest favorite
A Tiki bar with a thatched roof provides a stylish overlook of a heated pool surrounded by lounge chairs. The design features natural wood accents and vibrant decorations, inviting relaxation and leisure. Sunlight reflects off the water, adding to the serene outdoor atmosphere.
Home in South Sarasota

Tiki Bar Paradise! Heated Pool & Gaming Oasis!

Welcome to one of our beautiful properties, only 9 minutes to Siesta Key Beach! 24/7 Host Support - no AI messaging or hidden fees. Gorgeous HEATED POOL & Tiki Bar. Corn hole, ring game, or water pong on dry land or play volleyball, basketball, or beer pong in the pool. Bring the competition inside to the Game Room to play billiards or any number of family card/board games. Relax in the cozy living room w/ fireplace & fully equipped kitchen. Minutes to Siesta Key, the Village & Downtown SRQ.

Indoor spacesKitchenAccuracy

4.94 out of 5 average rating, 106 reviews
Top guest favorite
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.

KitchenIndoor spacesCheck-in

4.99 out of 5 average rating, 148 reviews
Guest favorite
A charming outdoor patio features a wooden pergola draped with fabric, providing shade over a seating area with four chairs. Lush greenery, including a palm tree, surrounds the cottage, nestled on a gravel area, creating a serene and inviting atmosphere.
Home in South Sarasota

The Mango House Beach Cottage

Our cozy boho beach cottage, The Mango House is the perfect place for a couple or small family to relax and enjoy all the best Sarasota amenities. It’s conveniently located right between both Siesta Key entrances, walking distance to restaurants, grocery stores, Trader Joe’s, gym and a block from the popular Walt’s Fish Market. This gorgeous bungalow is the front house of a duplex on a large lot with plenty of cozy private outdoor space to relax and take in all the wonderful Florida weather!

KitchenIndoor spacesCleanliness

4.98 out of 5 average rating, 151 reviews
Top guest favorite
An indoor pool is enclosed within a screened area, offering a clear view of tranquil blue water and surrounding trees. Comfortable outdoor seating is visible, complemented by a sunlit patio space. Large glass doors provide access to the pool area, enhancing the open feel.
Home in South Sarasota

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!

KitchenIndoor spacesLayout

4.97 out of 5 average rating, 222 reviews
Guest favorite
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.

Indoor spacesFamilyAccess

4.8 out of 5 average rating, 189 reviews
Guest favorite
Guest suite in Sarasota

Sweet, pet friendly Siesta Suite

Sweet spot with the best of both Sarasota and Siesta Key - your private oasis for relaxing and rejuvenating. Whether you choose to chill or find adventure it is all within reach! Siesta Key beaches, Village with shops, restaurants, and bars; Sarasota culture, arts, and entertainment; quaint Gulf Gate shops and eateries ...the possibilities truly are endless. Regardless of how you choose to spend your time here, you will be sure to create lasting memories to share and leave wanting more.

Indoor spacesKitchenWalkability

4.9 out of 5 average rating, 210 reviews
Guest favorite
A spacious backyard is shown at sunset, featuring a heated pool surrounded by a tiled patio. Tropical palm trees frame the area, and a tiki bar can be seen in the background. Soft outdoor lights create a welcoming ambiance as the sky fills with vibrant orange and purple hues.
Home in Sarasota

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!

KitchenIndoor spacesParking

4.94 out of 5 average rating, 172 reviews
Top guest favorite
Home in Sarasota

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

THE PALMS is a single-family home with heated private pool in the heart of Sarasota. The home is 5 miles to the #1 beach in the USA: Siesta Key Beach. It offers 3 bedrooms, 2 bathrooms, a large living space & screened-in sunroom. The fully private, fully enclosed outdoor space is one-of-a-kind with a heated pool, hot tub, BBQ grill, fire pit, beach bar, outdoor TV & lounge chairs for families and snowbirds to enjoy Florida living in style!

FamilyKitchenHot tub

4.97 out of 5 average rating, 208 reviews
Top guest favorite
Guest suite in Sarasota

Adorable studio close to Siesta beach!

Come stay in this private studio with its own fenced in patio in the back! Has shared washer and dryer. New Queen bed ,pullout couch (twin). gas grill,toaster oven/airfryer, microwave , hot plate for cooking and full fridge plus ac unit. Rainfall showerhead and river stones on shower floor. beach chairs ,towels available. Off street parking in driveway. The famous, huge fresh market " Detweilers" is only 1.5 miles away

FamilyIndoor spacesAir conditioning

4.96 out of 5 average rating, 472 reviews

Popular amenities for South Sarasota family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favorite
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

Indoor spacesFamilyGrill

5.0 out of 5 average rating, 214 reviews
Top guest favorite
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.
Home in Sarasota

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

Indoor spacesFamilySleep quality

5.0 out of 5 average rating, 110 reviews
Top guest favorite
The outdoor area features a uniquely shaped heated saltwater pool with clear blue water. Surrounding the pool are loungers placed on a bright, white deck, complemented by tropical plants and palm trees that enhance the tranquil environment.
Home in South Sarasota

Tropical Oasis Heated Pool Hot Tub Near Siesta Key

Indoor spacesKitchenComfort

4.98 out of 5 average rating, 129 reviews
Superhost
Home in Sarasota Springs

[The Paradise Palms] Salt Water Pool & Hot Tub

KitchenIndoor spacesCheckout

4.85 out of 5 average rating, 104 reviews
Top guest favorite
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 spacesFamilyComfort

4.97 out of 5 average rating, 118 reviews
Guest favorite
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

Indoor spacesKitchenDecor

4.92 out of 5 average rating, 190 reviews
Top guest favorite
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

FamilyIndoor spacesAccuracy

5.0 out of 5 average rating, 108 reviews
Top guest favorite
Home in Sarasota

Sunny Paradise w/Pool&HotTub 5 min to Siesta Key!

Indoor spacesKitchenLayout

4.98 out of 5 average rating, 163 reviews

Family- and pet-friendly home rentals

Guest favorite
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

KitchenIndoor spacesAir conditioning

4.88 out of 5 average rating, 103 reviews
Top guest favorite
A spacious room features a king size bed with coordinating pillows and light bedding. A chic chandelier hangs from the ceiling, illuminating the space. Natural light enters through the window, while a comfortable seating area with decorative pillows and a coffee table complete the inviting environment.
Guesthouse in Sarasota

The Cottage, very close to Siesta Beach!

FamilyKitchenAir conditioning

4.86 out of 5 average rating, 428 reviews
Guest favorite
A modern living area features a light-colored sofa accompanied by a wooden coffee table. The room is enhanced by a large wall art piece depicting a beach scene. An open layout is evident, with a view of a kitchen area and bar seating in the background.
Home in Sarasota

Quiet Sarasota Cottage · 2BR · Near Siesta Key

FamilyKitchenLaundry

4.91 out of 5 average rating, 173 reviews
Top guest favorite
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

FamilyKitchenPets

4.94 out of 5 average rating, 143 reviews
Top guest favorite
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

Indoor spacesKitchenSleep quality

4.97 out of 5 average rating, 144 reviews
Guest favorite
A spacious outdoor dining area features a large table surrounded by six chairs, positioned on a light blue surface. In the background, a crystal clear pool reflects sunlight, while an umbrella provides shade. A fenced perimeter and greenery enhance the setting's privacy.
Home in South Sarasota

Centrally located oasis.

FamilyIndoor spacesLaundry

4.92 out of 5 average rating, 146 reviews
Guest favorite
The studio features a modern kitchen with white cabinetry and a large countertop. A flat-screen TV is mounted on the wall, and natural light enters through sliding glass doors that lead to the private garden. A compact dining table and a plush blue ottoman add functionality.
Condo in Gulf Gate Estates

Modern Studio · 5 min from Siesta Beach

KitchenIndoor spacesWalkability

4.96 out of 5 average rating, 157 reviews
Guest favorite
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

KitchenIndoor spacesBackyard

4.95 out of 5 average rating, 195 reviews

Family-friendly home rentals with a pool

Top guest favorite
Home in Sarasota

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Indoor spacesKitchenQuiet

4.98 out of 5 average rating, 130 reviews
Top guest favorite
A private pool area is surrounded by lush greenery, featuring a clear blue water pool and four lounge chairs positioned for relaxation. Umbrellas provide shade, enhancing the serene outdoor space. Tropical plants are situated along the edge, adding to the natural atmosphere.
Home in Sarasota

SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!

KitchenIndoor spacesCheck-in

4.98 out of 5 average rating, 119 reviews
Guest favorite
A private pool area is enclosed by wooden fencing, providing a sense of seclusion. Light blue water reflects sunlight, while tan brick tiles surround the pool. Two white lounge chairs are positioned nearby, inviting relaxation in the outdoor space.
Villa in South Sarasota

Roselawn-Lovely 3BR/2BA Villa Near Siesta w/pool

KitchenIndoor spacesBeach

4.92 out of 5 average rating, 156 reviews
Superhost
An inviting private backyard features a sparkling heated pool surrounded by a spacious screened patio. Comfortable loungers are positioned nearby, with a shady area provided by the overhead structure. Lush greenery accents the space, enhancing the tranquil outdoor atmosphere.
Home in South Sarasota

Siesta Key FL: Heated Pool, Beaches, Family Fun

Indoor spacesFamilyTV

4.88 out of 5 average rating, 120 reviews
Top guest favorite
The pool area is enclosed by a screened lanai, featuring a clear blue pool with sunlight reflecting off its surface. Surrounding palm trees and greenery enhance the tropical atmosphere. Comfortable seating options are visible nearby, inviting relaxation and enjoyment.
Home in Sarasota

Endless Summer Escape Near SK!

KitchenIndoor spacesPets

4.94 out of 5 average rating, 124 reviews
Guest favorite
The outdoor area features a well-maintained pool bordered by lush greenery. Several loungers and a shaded seating area invite relaxation. A vibrant red umbrella provides sun protection, while the sky above showcases a mix of clouds and blue, enhancing the serene atmosphere.
Home in South Sarasota

Siesta Shore House

KitchenIndoor spacesLocation

4.83 out of 5 average rating, 24 reviews
Top guest favorite
Home in Sarasota

Sun Coast Oasis-Heated Pool-Pool Table-Arcade

FamilyIndoor spacesCleanliness

5.0 out of 5 average rating, 10 reviews
Guest favorite
Home in South Sarasota

"Siesta on Lee" - NEW SRQ Home w/ Heated Pool!

KitchenIndoor spacesPool

5.0 out of 5 average rating, 21 reviews

When is the best time to visit South Sarasota?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$46,865 GYDG$62,766 GYDG$62,766 GYDG$49,585 GYDG$44,773 GYDG$47,074 GYDG$39,961 GYDG$36,613 GYDG$35,149 GYDG$36,195 GYDG$39,124 GYDG$43,936 GYD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C18°C

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