Kid-friendly vacation rentals near Crescent Beach

A heated pool is framed by a spacious deck featuring colorful lounge chairs. A whimsical unicorn float sits in the water, while palm trees provide a tropical touch. A vibrant sunset paints the sky with hues of orange and pink, creating a serene atmosphere.

4.98 out of 5 average rating, 56 reviews

Sunshine Family Paradise With Heated Pool, Hot Tub

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

A wooden mantel showcases nautical decor, including a lighthouse figurine, a blue starfish, and a sailboat sculpture. The word 'Relax' is depicted in rope letters, creating a calming focal point against the light wooden background.

4.94 out of 5 average rating, 102 reviews

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.

A spacious outdoor area features a large, clean pool surrounded by a patio with lounge chairs. A gazebo and grill are located in the background, while tropical trees provide a natural setting. A kayak and inflatable boat float on the water.

4.89 out of 5 average rating, 56 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!

Superhost

4.87 out of 5 average rating, 126 reviews

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

A large treehouse is nestled within a sturdy tree's branches, featuring a wooden structure with an angled roof. A wooden deck surrounds the tree, providing a pathway to the entrance. The area's lush greenery offers a natural, captivating ambiance, perfect for children's play.

4.92 out of 5 average rating, 171 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!

Townhouse in Holmes Beach

An aerial view captures a beachside community with white homes nestled among palm trees. The coastline and ocean are visible in the background, while nearby buildings and roadways provide context for the location. The neatly arranged rooftops highlight the peaceful neighborhood ambiance.

4.99 out of 5 average rating, 137 reviews

Steps from the Beach! Heated Pool & Spacious Deck!

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 walk or trolley ride away. Perfect for families!

A welcoming entryway features a white door with a black handle. A round, wooden rug is centered on the floor. An artistic glass panel depicting nature adds visual interest beside the door, while a small side table holds a decorative item.

4.88 out of 5 average rating, 153 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.

4.93 out of 5 average rating, 27 reviews

A modern kitchen showcases sleek countertops and a spacious island with seating. Stainless steel appliances are complemented by a vibrant color scheme, while natural light filters through windows, highlighting the dining area visible in the background.

Home in Nokomis

Last minute May ,house 2 Mil beach .Pets welcome

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.

The living area features a light-colored sofa and two dark armchairs arranged around a wooden coffee table. Natural light enters through large windows with soft drapes, while a wall-mounted television displays a serene image. Decorative elements include a flower arrangement and artwork.

4.98 out of 5 average rating, 388 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!

5 out of 5 average rating, 23 reviews

A modern living area features a grey sectional sofa and a simple wooden coffee table, accompanied by two patterned ottomans. Natural light is allowed to enter through large windows, with light curtains providing a soft touch. A decorative plant adds a hint of greenery to the space.

Home in Venice

New! Perfect Vacation Home w/pool

Enjoy this home that is fully renovated and designed for a perfect vacation. Hang out at the pool or head to the beach. Your family will be close to everything when you stay at this centrally-located place. 2.7 miles from the beach. 2 minute walk to Venetian Waterway Park trail. Close to Fox Lea Farms. Kitchen is fully stocked. Outdoor grill with utensils. Washer and dryer for your convenience. Beach towels, chairs and umbrella are provided.

An aerial view showcases a spacious property featuring a heated private pool and a vibrant pickleball court. A serene pond is visible in the background, surrounded by greenery. The layout includes well-maintained outdoor spaces and convenient access to the home.

4.93 out of 5 average rating, 60 reviews

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!

A covered patio area is visible beside a heated pool, featuring comfortable seating and a dining set. Large glass doors open to the interior, with ambient lighting illuminating the space. A clock is mounted on the wall, and lush greenery adds a natural touch.