Family-friendly vacation rentals in Siesta Key

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Top-rated family-friendly rentals in Siesta Key

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

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Guest favorite

Home

4.9 out of 5 average rating, 123 reviews

Sparkling Clean Pool Home near Gulf Beaches

Our Vacation Home is in one of the premier neighborhoods of NW Bradenton. We are on a quiet Cul-De-Sac with no traffic. Just a short walk from the Manatee River, a couple of miles to the most beautiful beaches of the world. Vacation will never be the same! Walk to Warner's Bayou at Manatee River and watch Sailboats and have a picnic. With Restaurants, shopping, even a National Park close by. Fully equipped home for family parties. Pool stuff, beach towels, chairs, umbrella. Gas Grill and more!!

Guest favorite

Home

4.98 out of 5 average rating, 169 reviews

Sunshine Retreat with heated saltwater pool

A beautiful 4 bedroom 2 bath home in a very quiet neighborhood in NW Bradenton. Quiet hours from 9pm to 7am. This ideal location is minutes away from the beautiful beaches of Anna Maria Island and IMG academy. Less than a mile to grocery stores, restaurants and shopping. The house has WIFI and cable TV. Fully stocked kitchen: Pots, pans, utensils, new stainless steel appliances, coffee maker, Keurig, etc.). New saltwater pool and privacy fenced in back yard. Two stall garage for parking.

Superhost

Home

4.87 out of 5 average rating, 117 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

Rental unit

4.97 out of 5 average rating, 189 reviews

Crows Nest at Spinnakers Vacation Cottages

Close to the beach, family-friendly activities, nightlife, and the free AMI trolley. You’ll love the location, the ambiance, and the high ceilings. Located in the lush tropical paradise of Spinnakers Vacation Cottages. Offers a spacious living area, with the bedroom and bathroom on the living floor with a spiral staircase leading to a loft with two twin beds. Great for couples, families and dogs (with small pet fee) Great private deck for star gazing! Spa maintains same temperature as pool

Guest favorite

Home

4.96 out of 5 average rating, 119 reviews

5 Star! Walk/Bike DTN ~ 5 mi to Lido Beach Pets Ok

Central, Quiet Downtown Neighborhood on Legacy bike trail in Sarasota. 1 mi to Main St dining, theatres & shops. 2 mi to Bayfront waterfront dining, Marina boat trips. 1.6 mi to Bobby Jones golf course. 5 mi to Lido Beach. Near free trolley to St Armands & Lido Beach. Updated comfy, open, clean & bright 3 bedroom/2 bath home with coastal decor. Screened in back lanai porch & large fenced yard. Pets ok. Near Siesta Key, Selby Gdns, Ringling museum, WIFI, SmartTV, BBQ, beach gear, washer/dryer.

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

Home

4.98 out of 5 average rating, 221 reviews

The Key Lime Cottage 2 miles from Siesta Key Beach

Great location. 2 miles from the # 1 rated Beach in America , Siesta Key . The cottage is near several other beaches as well. Close to restaurants and shopping. 1 hour from Tampa and 2 hours from Orlando. The Key Lime Cottage is totally updated with new stainless steel & granite in the kitchen . There are two new beds ..... one is a queen size and the other is a full size. (URL HIDDEN) Linens & towels are all new. New tile and wood floors throughout. Quite neighborhood for walking .

Guest favorite

Home

4.92 out of 5 average rating, 283 reviews

❤ Villa & Garden in Downtown ~ 5 Min to Beaches

Our bright and contemporary Heart Villa offers the quintessential Sarasota downtown and beach experience. It is nestled among tropical trees in a charming cul-de-sac in historic Laurel Park – right in the heart of downtown with loads of restaurants, boutiques, and sights on offer. Several fantastic beaches are just 5-mins ride away! And the villa's private garden is the perfect place to enjoy alfresco dining! We’ve poured our hearts & souls into this villa, it's our family business.

Guest favorite

Home

4.91 out of 5 average rating, 286 reviews

Palm Retreat Gold: Luxury Edition of #1 Rental

High end, luxury 3/2 pool home! 7 4k TVs w/ Netflix and cable (75" in living room), SONOS throughout house/pool, wifi, PS5, private heated salt water pool/Spa, putt putt, foosball, beach gear, Pack & Play, Game room (board games, billiards, shuffle board, arcade), massive kitchen/bar, washer & dryer, garage parking-- all in a quiet and safe neighborhood. Just 5 miles to the best beaches and restaurants. Entire home with no shared amenities!

Guest favorite

Cottage in Bradenton

4.94 out of 5 average rating, 157 reviews

Cozy Cottage L-Steps to Riverwalk/Close to Beaches

Beautiful cottage style duplex located in Old Downtown West Bradenton in Historic Point Pleasant neighborhood - steps from Riverwalk! Close to beaches!!! Visit RealizeBradenton website for a listing of monthly events , Comfortably sleeps 4 - 1 bedroom with king size bed ,Living area has queen sleeper sofa, Kitchen: well equipped • Guest must disclose if they are bringing a pet and the pet breed • $50 per each 2-7 day stay - per pet

Guest favorite

Home

4.93 out of 5 average rating, 115 reviews

In Great shape after Milton -Gorgeous Pool! - os

Beautifully decorated 3 bedrooms, 2 bathrooms, attractive family room & open concept kitchen with breakfast room overlooking private pool. On desirable Island of Venice, “Villa Sorrento” is only 8 minute walk to beach. Just under a mile stroll or quick drive to Historic Venice Avenue's unique shops, restaurants. Low-key quiet respectful vacationers only. 2 car max. no visitor parking. No pets. No smoking inside or out

Guest favorite

Home

5 out of 5 average rating, 137 reviews

Beach, Village, Dock & Private Pool! One-of-a-kind

HERE IT IS! This “one of a kind” property is uniquely situated between the beach, canal, village with a private heated pool & dock, one of the best spots on Siesta Key! This charming 1,500 sq. ft. cottage beach home is being offered for the 1st time. If you want a cute, private original bungalow style beach cottage home all to yourself without the shared wall feel of a condo, then you are in the right spot!