Kid-friendly vacation rentals in Siesta Key

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Top-rated kid-friendly rentals in Siesta Key

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Bradenton

5 out of 5 average rating, 10 reviews

Sunshine Family Paradise With Heated Pool & King B

Welcome to your perfect getaway! Located in the heart of the city, our family-friendly retreat offers a perfect blend of comfort and adventure. Dive into a world of nearby activities and attractions, all within easy reach. Enjoy quality time together in our spacious living area or whip up a feast in the fully equipped kitchen. With parks and entertainment just around the corner, every day is an opportunity for fun and laughter. Come and make unforgettable memories in your new home away from home

Guest favorite

Townhouse in Holmes Beach

4.99 out of 5 average rating, 135 reviews

Escape with Us! Gorgeous home 700 ft from beach!

Recently renovated! Less than 2 blocks from the powder white sands of Holmes Beach! Let us welcome you to our well-appointed 3 bedroom 2 bath home with modern decor in a quiet beach community. The primary bedroom features a walk-in closet and attached bath. Enjoy our shared HEATED pool and a short walk or trolley ride to restaurants/shopping on the famed Anna Maria Island! Perfect house for families. Saturday to Saturday rental only during peak season (Jan-Aug). 7 night minimum due to city law.

Guest favorite

Home in Sarasota

4.9 out of 5 average rating, 51 reviews

Lakefront Getaway in Sunny FL

Welcome to your lakeside retreat in sunny Florida! Our house offers stunning lake views and spacious, immaculate rooms. Just a short drive to Siesta Beach (#1 in the USA). The main house has 3 beautifully furnished bedrooms. The 4th bedroom in the separate guest house is included for groups of 10 guests; for smaller groups, it can be available for an extra fee. Relax by the large, clean pool in our private, gated property. Well-equipped kitchen, gazebo, grill, and family-friendly features await!

Guest favorite

Home in Bradenton

4.91 out of 5 average rating, 164 reviews

Htd Saltwater Pool- Near Beaches - 6bd/3ba

Relax in this stunning mid-century modern house near the beach with NEW saltwater pool with stone deck & splash pad/sun deck! Make your own childhood dreams come true for the kids with a backyard treehouse that is sure to make lifelong memories! This palm oasis is sure to please everyone! We have thought of everything, including all the vacation essentials for home, pool, & beach! Don't miss your chance to relax on America's favorite beaches at Anna Maria Island & Siesta Key- just minutes away!

Superhost

Home in Bradenton

4.87 out of 5 average rating, 118 reviews

IMG golf & close to AMI- Ocean View | Slt Wtr Pool

Welcome to The Beachview @ Bayside in beautiful Bradenton, Florida—a true slice of paradise with stunning views of the inner coastal waterway, Longboat Key, and Anna Maria Island! This spacious beach retreat offers 3 main-level bedrooms and an exclusive Master/Family Suite upstairs, providing the perfect setup for families or groups of friends. Comfort & Relaxation Await Each of the three main bedrooms features a private deck, ideal for sipping your morning coffee or enjoying a sunset cockta

Guest favorite

Home in Sarasota

4.88 out of 5 average rating, 145 reviews

5 minutes to private Siesta Key Beach + 2 pools

Best getaway, beach vacation, and staycation! The luxurious condo is on the 1st. floor and located on Siesta Key in a tropical setting. It is kid-friendly and has private access to its private beach on Siesta Key Beach within 5 minutes of walking distance (the Best Beach in the U.S.A.) with crystal white sand and turquoise waters of the Gulf of Mexico. There are two heated pools, barbeque areas, lighted pickleball and tennis courts, a fishing pier, a gym, and a sauna, all for your enjoyment.

Guest favorite

Condo in Sarasota

4.97 out of 5 average rating, 37 reviews

Post storm re-opening December 1, Siesta Key

Location and value. No fighting traffic for hours to get to Siesta Key. Park the car and relax. The heart of Siesta Key village waits just outside the back door, and everything is within walking distance at this centrally located condo with a heated pool. The #1 voted beach in the USA and its powder soft sugar sand is an 7-minute walk. Paradise and serenity have been found. One of the few places that will allow your small dog to stay. Also one of the few you can rent for less than a week.

Guest favorite

Home in Nokomis

4.89 out of 5 average rating, 18 reviews

Thanksgiving welcome, 2 miles beach home

Relax with the whole family at this peaceful place to stay. This charming just rehabbed home is set up with guest in mind and has everything you may need for a relaxing vacation! Located in a quiet and quaint neighborhood of North Venice- Nokomis, only a 5-minute drive away from beautiful beaches on the Gulf Coast - Nokomis, Venice and Caspersen-dog beach or downtown of Venice. 20 minutes' drive away to Siesta Key. Walking distance to historic Tamiami trail.

Guest favorite

Home in Sarasota

4.99 out of 5 average rating, 358 reviews

The Cottage at Central Park II

If you are looking for the perfect family home to cater to your every need, then look no further! With plenty of space to spread out, natural light that pours into every room, an expansive and private fenced in yard, screened-in porch and outfitted kitchen- this is the perfect place to entertain AND relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota in one of the areas most sought after neighborhoods you are in the middle of it all!

Guest favorite

Home in Sarasota

4.9 out of 5 average rating, 132 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.

Guest favorite

Home in Sarasota

4.92 out of 5 average rating, 194 reviews

Cottage Getaway 2 miles from Beach

Cottage style decor. Private fenced backyard with screened porch, outside eating, gas grill & hammock. Laundry room with washer & dryer. Shopping, grocery store, movie theater & lots of dinning choices 1-2 miles. Easy parking in driveway. Very Convenient location. The #1 Beach is 2 miles away. ***Please note this is a NON-SMOKING & NON PET home***

Guest favorite

Home in Venice

4.77 out of 5 average rating, 132 reviews

Vacation home by Shasta Rd

This ideal vacation home sits few steps away from Shasta Lake in a quite peaceful area making it an ideal place for any season gateway. This is a great place for biking, running and walking. You will love my home because it can accommodate couples, solo adventures or families with kids and pats.