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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$12,552 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

FamilyIndoor spacesLaundry

4.89 out of 5 average rating, 107 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.

KitchenFamilyBathroom

4.94 out of 5 average rating, 100 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 spacesKitchenCheckout

4.94 out of 5 average rating, 106 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!!

Your "Beach Home" w/ heated pool is a private home 1 and 1/4 mile drive to Beach Access 12 on Siesta Key. 3bedroom/2bathroom. It's ideal for families/couples. Everything you need for a great vacation!Fully equip kitchen,towels/linen, laundry room . Large pool w/ gas bbq & patio area. Use our chairs, cooler,umbrella,beach cart.STRICT OCCUPANCY OF MAX 6 PEOPLE INCLUDING INFANTS/KIDS AT HOUSE. NO OUTSIDE GUESTS DAY/NIGHT. DO NOT BOOK IF YOUR GROUP IS LARGER. No Pets. Min Age 26 to book

Indoor spacesKitchenComfort

4.98 out of 5 average rating, 119 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!

Indoor spacesKitchenHospitality

4.98 out of 5 average rating, 149 reviews
Guest favorite
An outdoor seating area features a rectangular table surrounded by four chairs, all set on a patterned rug. Two cushioned lounge chairs are positioned beside a large umbrella. A BBQ grill and greenery are visible in the spacious, fenced backyard.
Home in Gulf Gate Estates

Beachside Bliss: Family Paradise/Siesta Key3BR/2BA

Escape to this stunning, fully renovated 3BR/2BA home in the prestigious Gulf Gate Neighborhood, just 5 minutes from Siesta Key Beach – ranked the #1 beach in the U.S.! This spacious and airy retreat is designed for relaxation and making unforgettable memories. Enjoy an impeccably styled interior, modern amenities, and a prime location close to Sarasota’s best attractions. Indulge in top-rated restaurants, vibrant shopping centers, and endless beachside adventures—all just around the corner

Indoor spacesFamilyBackyard

4.95 out of 5 average rating, 130 reviews
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 spacesAccuracy

4.97 out of 5 average rating, 218 reviews
Top guest favorite
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

FamilyKitchenNearby

4.95 out of 5 average rating, 198 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

Escape to The Funky Fish House! Your private 2BR/3BD/2BA tropical oasis boasts a heated saltwater pool, bubbling hot tub, outdoor shower, and BBQ grill for endless fun, relaxation, and sun-soaked adventures. Just 5 miles from world-famous Siesta Key Beach and steps from Trader Joe’s, this elegantly renovated, fully stocked, stylish retreat invites families or couples to lounge, entertain, soak up the Florida sunshine, and enjoy the ultimate Sarasota vacation in absolute comfort and style!

KitchenFamilyNearby

4.98 out of 5 average rating, 127 reviews
Guest favorite
The studio features a spacious layout with a king size bed adorned with light bedding. A comfortable chair is positioned beside the bed, and a patterned area rug covers the floor. Natural light filters in through the window with striped blinds.
Guest suite in South Sarasota

Cozy Eco Private Studio 10 min to Downtown & Beach

This is a delightful, renovated eco-friendly little studio attached to the right side of the main house. We clean everything with natural products. It is bright and spacious and it has a private entrance, and a parking space. There is a small kitchenette with cooking basics, a separate full bathroom, and a king size bed. It is nested in very convenient location, close to everything. It is located a few miles from downtown Sarasota as well as 5-6 miles from Siesta Key and Turtle Beach.

KitchenIndoor spacesOutdoor spaces

4.88 out of 5 average rating, 200 reviews
Top guest favorite
Home in Sarasota

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. 🌴

FamilyKitchenSleep quality

4.98 out of 5 average rating, 128 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!

The cottage was built in 1926 and is in a Historic Neighborhood. Our location is a 10 min car ride to the #1 Rated Siesta Key Beach and a short stroll to popular eateries and shopping areas. The cottage is cozy and has all the essentials of home. Private entrance, backyard, kitchenette with a full fridge. Ideal for 2 people but can accommodate more. Dogs welcome

KitchenIndoor spacesCheckout

4.86 out of 5 average rating, 426 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

KitchenFamilyParking

5.0 out of 5 average rating, 207 reviews
Guest favorite
Home in Sarasota

Sun-filled cottage with pool, walk to beach

FamilyKitchenParking

4.96 out of 5 average rating, 112 reviews
Top guest favorite
Home in Arlington Park

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

Indoor spacesKitchenLaundry

5.0 out of 5 average rating, 117 reviews
Top guest favorite
A private backyard oasis is highlighted by a heated pool and a hot tub, surrounded by lush tropical landscaping. A shaded area with an umbrella and seating for outdoor dining is visible beside the pool, creating a serene environment for relaxation.
Home in Sarasota

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

FamilyIndoor spacesDecor

4.97 out of 5 average rating, 135 reviews
Top guest favorite
Home in Gulf Gate Estates

Relax+ Jacuzzi | 9 Min to Siesta Key Beach

Indoor spacesFamilyCheck-in

4.96 out of 5 average rating, 134 reviews
Guest favorite
Home in Sarasota Springs

[The Paradise Palms] Salt Water Pool & Hot Tub

FamilyKitchenLayout

4.85 out of 5 average rating, 103 reviews
Guest favorite
The outdoor area features a heated pool surrounded by a serene landscape of palm trees and decorative stones. An adjacent BBQ grill offers outdoor cooking options, while comfortable seating is available nearby. The patio area is partially shaded by a pergola, providing a relaxing space.
Home in Sarasota

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

Indoor spacesKitchenHot tub

4.96 out of 5 average rating, 227 reviews
Superhost
A covered seating area is furnished with comfortable wicker chairs and lounge chairs featuring green cushions. Lush plants and palm trees enhance the outdoor space, while a view of the shared garden can be seen in the background. A book and a sun hat rest on a side table.
Apartment in Sarasota

Minutes to Siesta or DT w/heated pool and Hot Tub

FamilyIndoor spacesWalkability

4.88 out of 5 average rating, 129 reviews

Family- and pet-friendly home rentals

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!

FamilyIndoor spacesBeach

4.94 out of 5 average rating, 168 reviews
Top guest favorite
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.
Home in Sarasota

Siesta Breeze ~ Charming Coastal Cottage

Indoor spacesKitchenCheckout

4.99 out of 5 average rating, 140 reviews
Top guest favorite
A modern kitchen features dark wood cabinetry and a granite countertop. Stainless steel appliances, including a refrigerator and dishwasher, are included. A doorway leads to a bright living area where natural light filters through a window, illuminating a cozy seating arrangement.
Home in Gulf Gate Estates

The Key Lime Cottage 2 miles from Siesta Key Beach

FamilyIndoor spacesBathroom

4.96 out of 5 average rating, 277 reviews
Superhost
A light-filled living area is composed of a comfortable gray sofa and a contemporary armchair. A flat-screen television is mounted on the wall above a minimalist white cabinet. Natural textures are added with a glass coffee table and a stylish side table, while decorative elements enhance the space.
Home in Gulf Gate Estates

Beneva Beach House

FamilyIndoor spacesCheckout

4.85 out of 5 average rating, 184 reviews
Superhost
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!

KitchenIndoor spacesValue

4.8 out of 5 average rating, 185 reviews
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

Indoor spacesKitchenOutdoor spaces

4.88 out of 5 average rating, 101 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 spacesValue

4.92 out of 5 average rating, 146 reviews
Guest favorite
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

Indoor spacesKitchenCheck-in

4.91 out of 5 average rating, 202 reviews

Family-friendly home rentals with a pool

Guest favorite
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

FamilyIndoor spacesAccuracy

4.89 out of 5 average rating, 119 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 spacesPool

4.93 out of 5 average rating, 123 reviews
Guest favorite
Home in South Sarasota

Roselawn St | Private Pool, Fire Pit + Patio!

FamilyIndoor spacesLayout

4.85 out of 5 average rating, 123 reviews
Top guest favorite
A screened-in outdoor seating area is featured, furnished with a large sectional sofa adorned with red accent pillows. A low coffee table holds a bowl of fresh fruit and drinks, overlooking a sparkling pool surrounded by lush greenery.
Home in Sarasota

Modern Pool House Sealand 3/2 near Siesta

KitchenIndoor spacesBackyard

4.98 out of 5 average rating, 103 reviews
Top guest favorite
Home in Sarasota

4BRHeated Pool•Fire Pit•Pool Table Mins Siesta Key

Indoor spacesFamilyBathroom

5.0 out of 5 average rating, 25 reviews
Guest favorite
A private backyard features a heated in-ground pool surrounded by spacious pavers. Lounge chairs are positioned along one side, with a shaded table and umbrella nearby. Lush greenery lines the perimeter, providing a natural backdrop for relaxation and leisure.
Home in South Sarasota

The Pink Pineapple - Your Cozy Sarasota Home

Indoor spacesKitchenBackyard

4.92 out of 5 average rating, 25 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

FamilyIndoor spacesAccuracy

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

Heated Pool + Spa + Mini Golf + Tiki near Siesta

Indoor spacesKitchenQuiet

5.0 out of 5 average rating, 68 reviews

When is the best time to visit South Sarasota?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$46,862 GYDG$62,761 GYDG$62,761 GYDG$49,581 GYDG$44,770 GYDG$47,071 GYDG$39,958 GYDG$36,611 GYDG$35,146 GYDG$36,192 GYDG$39,121 GYDG$43,933 GYD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C18°C

Destinations to explore