Family-friendly vacation rentals in South Sarasota

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Popular amenities for South Sarasota family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
A screened-in pool area features a sparkling pool surrounded by a spacious patio. Lounge chairs provide seating options, while colorful floaties rest on the water's surface. The backyard is lined with lush greenery, offering a sense of privacy and relaxation.
Home in Sarasota
4.98 out of 5 average rating, 139 reviews

Gorgeous Home / Heated Pool and Spa

KathrynRating, 5 stars1 month ago
Just returned from another great stay at Kayla’s place. Everything was fantastic, the backyard pool and jacuzzi were amazing. We also really appreciate Kayla’s responsiveness. Looking forward to returning next year!
Guest favorite
A landscaped pathway is flanked by vibrant flowering plants and palm trees. Neatly trimmed grass lines the walkway, leading to a serene courtyard. Soft lighting from a garden lantern adds to the peaceful ambiance of this tropical setting.
Condo in Siesta Key
4.93 out of 5 average rating, 148 reviews

Siesta Key Serenity At The Palm Bay Club

LauraRating, 5 stars1 month ago
Super clean, quiet, comfy bed. We enjoyed the bayside pool. Nice views. Palm Bay club nice benefit as after a short walk over to the beach we enjoyed the chaises delivered and set up close to the water and hole drilled for our beach umbrella. Amazing sand is not over rated. Warm gulf waters and easy entry and exit. Breeze Trolley with their app made getting around without driving convenient . Lots of fun food and shops minutes away. This bayside spot a was a delight.
Top guest favorite
An aerial view showcases a vibrant community surrounded by lush greenery. A swimming pool is visible alongside a hot tub and a mini putting green. Two tennis courts are situated nearby, and a tranquil pond complements the landscape.
Home in Sarasota
5 out of 5 average rating, 5 reviews

Private View Villa/Heated Pool/Pickleball/7883

NicolaRating, 5 stars1 month ago
Spacious home with all the amenities you need, well equipped kitchen. We loved the lanai and had all our meals outside. Green and silent surrounding, nice neighbors. A lot of beautiful beaches within 45min (AMI) or just 15min (Siesta). Good shopping possibilities. We had a great time and will be back!
Top guest favorite
A sandy pathway leads through lush greenery, providing access to a charming two-story building. The structure features a spacious balcony, surrounded by palm trees and local vegetation, under a bright blue sky with scattered clouds.
Apartment in Longboat Key
4.95 out of 5 average rating, 103 reviews

Longboat Key-OCEAN FRONT- on the beach

JimRating, 5 stars3 weeks ago
Absolutely loved our stay! The place was spotless, beautifully decorated, and had everything we needed for a relaxing getaway. The location was perfect—just steps from the beach with stunning views and peaceful surroundings. Cindy was incredibly responsive and welcoming. We’ll definitely be back—highly recommend
Superhost
A private pool area is surrounded by tropical greenery, featuring a wooden deck with smooth steps leading down to the water. Bright lounge chairs sit nearby, and pool floats are casually draped over the railing, inviting relaxation and enjoyment.
Home in Sarasota
4.76 out of 5 average rating, 113 reviews

5min to Siesta, Heated Pool & Jacuzzi, Grill, WiFi

TiffanyRating, 5 stars2 months ago
We loved the pool and hot tub. Ben was very responsive when I asked about if there was a speaker we could use and he dropped one off at the front door within minutes. Great location and price was reasonable. We would Definately stay again!
Top guest favorite
The enclosed pool area is surrounded by lush greenery and tropical plants, with vibrant purple lighting creating a serene ambiance. A spacious swimming pool reflects the colors overhead, while a decorative wall clock adds a charming touch. Comfortable seating is present along the edges.
Apartment in Indian Beach-Sapphire Shores
4.96 out of 5 average rating, 168 reviews

ROYS PLACE Romantic, Private, Paradise!

KellyRating, 5 stars1 week ago
Roy’s place was comfortable, had good amenities, good location ( multiple beaches and restaurants in a close radius). The house was beautiful and just as described. The pool/hot tub, and outdoor seating was private and well maintained. Chairs, umbrella, and cooler were available to use which was a nice plus. We would definitely love to stay at this place again. Roy was quick to respond to any questions we had.
Guest favorite
A spacious backyard is showcased, featuring a six-hole putting green with vibrant green turf. String lights are draped overhead, creating a warm ambiance against a pastel sunset sky. Outdoor seating areas and a solid fence provide privacy, enhancing the inviting outdoor environment.
Home in Sarasota
5 out of 5 average rating, 6 reviews

Putt 'n Plunge Paradise: 3/2 15 mins to Beach!

JazminRating, 5 stars1 week ago
Staying at Erinn’s home was a truly wonderful experience. The space was clean, cozy, and thoughtfully decorated, making us feel comfortable and welcomed from the moment we arrived. Erinn was an exceptional host kind, responsive, and attentive to every detail. The location was perfect, with easy access to everything we needed, yet peaceful enough to relax and unwind. Every corner of the home showed care and dedication, making it clear how much love Erinn puts into hosting. I highly recommend this place to anyone looking for a warm and memorable stay. Thank you, Erinn, for your hospitality!! 😃😃🙏😊👍👏
Guest favorite
A bright living and dining area features a round glass table set for four, cozy seating arrangements with light-colored sofas, and a television. Natural light flows through large sliding glass doors, which lead to a screened lanai overlooking a serene outdoor space.
Condo in Bradenton
4.86 out of 5 average rating, 114 reviews

Florida Bella Rosa-2 spas & pools near IMG/beaches

KylaRating, 5 stars2 weeks ago
Our family really enjoyed our stay at Daniel’s condo in Bradenton. It was very clean, updated, quiet,and spacious with great amenities in the complex. We highly recommend this rental to couples or families. Daniel also provided perfect communication and local recommendations. Very convenient area with great access to grocery and 15 minutes to beaches at Anna Maria Island.

Family- and pet-friendly home rentals

Guest favorite
A private tropical heated pool is framed by lush greenery and palm trees. A lounge chair with a colorful towel rests beside the tranquil blue water. The inviting pool area is enclosed in a screened area, enhancing privacy and comfort.
Home in Bradenton
4.95 out of 5 average rating, 258 reviews

Paradise Retreat

TeresaRating, 5 stars1 day ago
Maggie’s place is perfect!! So convenient to everything you need!! Everything in house that you would need and also everything you need to go to the beach!!! Maggie is very fast to responding to any questions you have!! 5 star for sure!!
Guest favorite
The exterior of a Bahamian-style condo is visible, featuring a multi-level structure with a pitched roof. A wide porch extends from the upper floor, surrounded by greenery and palm trees, creating an inviting atmosphere. The sandy pathway leading to the beach is seen below.
Condo in Englewood
4.93 out of 5 average rating, 138 reviews

Gulf Side Condo Englewood Florida

WillRating, 5 stars1 week ago
A beautiful place on the gulf with everything you need for a relaxing beach getaway. Really enjoyed it
Superhost
A bright and inviting bedroom features two twin beds adorned with a coastal-themed bedspread. Large windows allow natural light to fill the space, framed by turquoise curtains. A bedside table with lamps sits between the beds, complemented by cheerful nautical decorations on the walls.
Villa in Sarasota
4.76 out of 5 average rating, 127 reviews

Aloha Villa Pet Friendly 3 miles to Siesta Key #2

AwildaRating, 5 stars2 months ago
I visited Sarasota with my family from the state of Rhode Island from April 4 to April 7 and we stayed at Jason’s & Laura house and it was an amazing experience. The house was very clean and organized. The house is located on a great neighborhood, super safe and great amenities. The house was stocked with beach supplies like beach chairs, beach towels, a boogie board and a beach cooler that was so nice. The house was exactly what we were expecting, I would recommended to everyone. Thank you Josh and laura.
Guest favorite
Home in Sarasota
4.81 out of 5 average rating, 140 reviews

Vacation Paradise Close to Beach!

AprilRating, 5 stars1 month ago
What a beautiful home! It had all the comforts and convenience of being home. Jane was very responsive to any questions we had.
Guest favorite
An oversized private pool is surrounded by lush tropical plants and palm trees, offering a serene atmosphere. The pool features a gently curving shape and a tiled edge, with comfortable lounge chairs positioned nearby for relaxation.
Home in Bradenton
4.77 out of 5 average rating, 256 reviews

Tropical Paradise - Private Pool - Close Beaches

StephanieRating, 5 stars3 weeks ago
Great place to stay, very clean, spacious, nice pool area and lovely trees/flowers surrounding the pool.. fully equipped kitchen with all and more that is needed during a stay…would recommend.
Superhost
The bedroom features a spacious bed adorned with decorative pillows. A circular rug with vibrant patterns complements the warm wood flooring. A round mirror hangs above a bedside table, and two lamps provide softly diffused lighting. Windows invite natural light into the room.
Guest suite in Indian Beach-Sapphire Shores
4.85 out of 5 average rating, 291 reviews

Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!

NatalieRating, 5 stars2 weeks ago
Beautiful home, lovely host, very close to the beach. Home was very clean and welcoming. Would come back
Top guest favorite
A charming yellow home is set against a backdrop of palm trees, with a brick paved driveway leading to a two-car garage. Lush greenery surrounds the property, providing a sense of privacy and tranquility.
Home in Siesta Key
4.91 out of 5 average rating, 120 reviews

Siesta Key, FL - Casa Berano

DarrylRating, 5 stars2 weeks ago
We thoroughly enjoyed our stay. The house was a private and calm place to come home to after our long beach days. We enjoyed spending our nights out by the pool. The pool lights we a nice touch. Would recommend to those who enjoy being in a quiet area.
Guest favorite
A living room features two reclining genuine Italian leather couches arranged to face a wall-mounted 58" flat screen TV. Natural light enters through sheer curtains, highlighting the wood-burning fireplace and polished wooden flooring. A fan is centrally located above for ventilation.
Home in Sarasota
4.83 out of 5 average rating, 226 reviews

Home away from home mins to Siesta Beach!

NicholasRating, 5 stars1 month ago
Excellent host! Would stay again! Great location and great home!!

Family-friendly home rentals with a pool

Superhost
A modern kitchen features white cabinetry and a spacious counter. Stainless steel appliances, including an oven and microwave, are visible. A decorative beach sign adorns the wall, and a bowl of fresh fruit sits on the counter, adding a pop of color to the bright space.
Condo in Siesta Key
4.85 out of 5 average rating, 173 reviews

Best Siesta Key Condo

AndrewRating, 5 stars2 weeks ago
We had a very good time at Siesta Key and enjoyed our time at Maureen's place. The building is older, the amenities are well maintained and the condo itself is well cared for. I did find some mystery stains on the mattress and the decorative pillows in my room, but I'm guessing they are just spills that were difficult to get out. More importantly, the boat dock is usable, albeit with some difficulty if the boat is larger than 22 feet or so. We figured out on the second day that the best way to dock was parallel to the intracoastal between the posts and to tie off with lines on either side of the stern and with a single line on the bow. I would check ahead to make sure the dock is available, but we had no other boats docked there on a holiday weekend. The private beach access was a lifesaver on a holiday weekend, despite the short walk required to get there. Having both intracoastal and beach access is the biggest value of the place in my opinion.
Superhost
A comfortable living area features a neutral sofa with decorative cushions, flanked by two bedside tables with lamps. A piece of wall art depicting a beach scene adds a calming touch, while a ceiling fan provides overhead cooling. Natural light is visible through an open doorway.
Condo in Siesta Key
4.92 out of 5 average rating, 238 reviews

Sea Club 2-Relaxing Siesta Key Condo-Siesta Sky

LauraRating, 5 stars2 weeks ago
Absolutely love Sea Club. This was our second stay there. Will always come back. Walk to the beach is not bad at all. Condo is next to the road but still quiet. Really enjoyed our stay!
Superhost
An inviting entrance is framed by lush tropical greenery, featuring flowering plants and palm trees. A glass door leads into the villa, while sunlight filters through the vibrant foliage, creating a serene and welcoming atmosphere at the property.
Hotel room in Venice Beach
4.86 out of 5 average rating, 221 reviews

Near Downtown/Beach | Tropical Villas Venice Beach

LoganRating, 5 stars1 week ago
It was lovely! Perfect distance from downtown as well as the beach! Beverly was super helpful and flexible. She responded to everything and immediately looked to accommodate us! Would definitely recommend.
Superhost
A heated pool is framed by lounge chairs, with lush tropical plants surrounding the area. The back of the home features large glass doors, providing a view into the inviting living space. A subtle sunset sky adds a soft glow to the scene.
Home in Sarasota
4.76 out of 5 average rating, 136 reviews

"Charming Pool Home 1 Mile from Siesta Key"

IrynaRating, 5 stars1 week ago
We had a wonderful stay! The home is beautiful and the patio with pool is very private! The house is close to the beach (about 10-13min drive )and just within 5 min drive to nearest grocery shops. Side note, a huge thank you to Virginia! She was very helpful when we ran into a small issue and overall she’s very responsive and friendly host! Thank you so much for having us!!
Superhost
Townhouse in Sarasota
4.78 out of 5 average rating, 355 reviews

Relaxing Condo Retreat Minutes from Siesta Key

SarahRating, 5 stars1 week ago
Place is perfect for a family. David and Betsy provided all the things we needed for our little ones (pack and plays, baby gates, baby beach tent, etc.) Communication from host was also quick. Loved having access to a pool too. Less than 10 minutes from the beach. Would likely stay here again if we came back to Sarasota!
Superhost
The exterior of the two-story condo building is visible, featuring a series of balconies adorned with umbrellas. Lush greenery surrounds circular seating areas with white chairs and tables, providing a relaxed outdoor atmosphere. Clear blue skies complement the setting.
Condo in Siesta Key
4.93 out of 5 average rating, 226 reviews

Private Siesta Key Escape

MelodyRating, 5 stars1 month ago
This little beach condo was perfect! In pristine condition, super cute, and very walkable to the beach and the trolley line. The downstairs laundry is currently out of service due to last fall’s hurricane, but that was ok with us. We would definitely stay here again!
Superhost
A spacious saltwater heated pool is surrounded by a paved patio with lounge chairs. Palm trees offer shade, and a yellow building rises in the background under a clear blue sky. Sun umbrellas provide additional comfort for guests enjoying the area.
Cottage in Sarasota
4.86 out of 5 average rating, 195 reviews

Drift Inn B Heated Pool & Private Beach Access!

KristiRating, 5 stars1 week ago
nice place to stay close to beach and right across from trolley pickup
Superhost
Apartment in Sarasota
4.76 out of 5 average rating, 277 reviews

UNIT 1 AT SIESTA KEY COTTAGE

My Tiny OakRating, 5 stars3 weeks ago
Our family just spent an amazing 4 days at this wonderful place, and let me tell you, the location is simply unbeatable! It's a charming, no-frills home just a stone's throw away from the beach, making it perfect for sun-soaked days and seaside adventures. Just a heads-up for those sensitive to noise: it’s close to a lively street, so light sleepers might want to keep that in mind! Also, while the property doesn’t provide essential items like bathing soap or shampoo, it does include hand soap and dishwashing soap, which is super convenient. Plus, with a supermarket and a Seven-Eleven right across the street, you can easily stock up on anything you might need. And let’s not forget about our host, Thomas! He’s incredibly responsive and an absolute superstar. I would jump at the chance to return to this fantastic property if it’s available again. Don’t miss out on this gem!

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

  • Total rentals

    250 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 before taxes and fees

  • Total number of reviews

    6.8K reviews

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with a pool

    190 properties have a pool

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

Destinations to explore