Kid-friendly holiday rentals near Siesta Beach

King / Child Friendly / Near DT / Plunge Pool

Add us to your wishlist by clicking the ❤️ Unwind at our modern beach house near everything Gulfport & St Pete have to offer! Just over 1/2 mile away, head to dt Gulfport w/ its variety of restaurants, bars, breweries, coffee shops & boutiques. Gulfport's public beach is just a mile down the road, and other St Pete Beaches are a short car ride away. Don’t miss other nearby attractions like the St. Pete Pier and Dali Museum. This house is perfect for a couple's getaway or a fun family vacation!

Riverwalk-Parks-Museums-Skate Park-Manatees-Rest's

If you're ready to experience old Florida charm, our 2 story historic home is ready to offer to good ole southern hospitality. Located in the heart of our revitalizing downtown, there's never a dull moment. A welcoming front porch, with rockers for afternoon lemonade. Inside find spacious accommodations. Bike to the nearby riverwalk, privacy screened pool, and much more. Our home is the perfect space for your next family occasion - whether getting ready for a wedding, or just getting away.

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

**Welcome to The Beachview @ Bayside** Your private slice of paradise in beautiful Bradenton, Florida! With breathtaking views of the inner coastal waterway, Longboat Key, and Anna Maria Island, this spacious retreat is the ultimate destination for families or groups looking for relaxation, adventure, and everything in between. **Spacious Comfort for Everyone** The Beachview @ Bayside features 3 main-level bedrooms, each with a private deck for sipping morning coffee or unwinding with sun

Summer Discounts Available! Steps from the Beach!

Welcome to Your Dream Beach Getaway! Steps (one block!) from the sugar-white sands of Holmes Beach. We provide bikes, paddle boards, and all the other beach gear you will need for fun in the sun! Nestled in a quiet beachside community on the famed Anna Maria Island, this newly renovated home is ready for your dream vacation! Enjoy the shared HEATED pool or stroll to shops, restaurants, and the vibrant attractions of Anna Maria Island— a quick bike or trolley ride away. Perfect for families!

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.

Cozy Dream FL Vacation Home Pool is heated!

We invite you to gather in our updated, beautiful ranch style home with a pool, fenced backyard, and beautiful new patio. We have high standards for cleaning and sanitizing between guests. We take great care to keep your family safe. Centrally located, it is ready for Eckerd College families, or your kid-friendly family vacation! Minutes away from beaches, golf, trails, downtown, & Tampa with easy access from I-275. Let us know when you will be visiting the area!

Pickleball! Pond! Private Heated Pool! Foosball

Welcome to Once Upon A Pond, by Stayawhilewithus! If travel is on the horizon, set your sails to luxury and tranquility at this newly updated 4BR/3BA getaway. The heated private pool offers gorgeous vistas of the pond in the backyard, so take your relaxation to another level with the scenic views and some mesmerizing bird watching. And don't forget to enjoy the pickleball court in our side yard - it'll be great fun for the whole family!

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***

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.