Kid-friendly vacation rentals in Lakeside

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Top-rated kid-friendly rentals in Lakeside

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

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Top guest favorite

A modern kitchen is brightened by colorful chairs in red, green, and yellow, positioned around a light marble countertop. Decorative wall art and cheerful accents create a welcoming atmosphere, while large windows allow natural light to fill the space.

Home in St. Augustine

4.98 out of 5 average rating, 176 reviews

Skittle Shack; 2 Miles from BEACH! Pet Friendly

Whole house 2 miles from Downtown St. Augustine & just 3 miles from the beautiful Top-Rated beaches! Sleeps 8, 3b/2b (4 beds total). Decor & furnishings are all brightly hand painted by the owner. The house is situated on a quiet street, near the main drag but far enough away to get a peaceful nights sleep. The space is well equipped with everything you'd need to feel right at home and the entire place is yours during your stay. Private Fenced in yard with a grill. We hope to hear from you soon!

Guest favorite

A street-legal golf cart is parked beneath a large tree, highlighting its practical design for island exploration. The adjoining image displays an open kitchen with light wood accents, while the living area in the third image features a comfortable arrangement of seating and soft natural lighting.

Home in Fernandina Beach

4.97 out of 5 average rating, 124 reviews

Golf Cart, Sun, Sand, & Island life Beach Retreat!

Cruise in Style On Our Complimentary Street Legal Golf Cart! Embrace the island life at our newly renovated beach cottage, half a mile from the sandy shores. Explore the beach, downtown Fernandina, and local eats with ease using our provided golf cart. This cozy 3-bedroom, 2-bathroom haven is coastal perfection, and pet-friendly, too! The open living space creates a gathering point for families and groups, while the screened back patio sets the scene for relaxing mornings over a cup of coffee.

Top guest favorite

A spacious living area features a large sectional sofa and a wooden coffee table. A wall-mounted TV and decorative art pieces create a balanced aesthetic. Nearby, a dining table with multiple chairs is positioned, while natural light enters through several windows, enhancing the room's openness.

Home in St. Augustine

4.93 out of 5 average rating, 133 reviews

NEW - The Sanctuary - A step above the rest

New Listing! Artsy Island sanctuary. Come enjoy this newly remodeled home in the middle of it all! Walking distance to historic downtown, restaurants, and bars. Brand new beds and furniture. Huge backyard. Located right off of Anastasia Blvd with great restaurants, coffee shops, pubs and fun for the Kids!Located 1 mile to the Anastasia beach state park and then a little over a mile to the beach! This is the main house with a detached apartment rented separately or all together on the property.

Superhost

The bathroom features a colorful fish-patterned shower curtain and a large starfish wall decoration. A white toilet and a countertop with a sink are visible, along with a neatly arranged towel on a wall-mounted holder.

Home in St. Augustine

4.77 out of 5 average rating, 126 reviews

Oceanside/pool view-Surf Crest Village-Pets welcom

This Beach Cottage has all the charms and amenities that you want for your vacation. HDTV with DVD's for those rainy afternoons, sit in the cabana on the beach, read a book, or go for a swim in the seasonally heated pool . We even have a high chair for small family members. You are 200 yards from the beach, and walking distance to putt putt, and 20 different restaurants. 2 bedrooms with bath/kitchen/living area on top floor, and a private living area w/2 bedrooms & bath downstairs as well.

Guest favorite

A spacious living area is presented, featuring a teal sectional sofa and a light-colored settee. A ceiling fan circulates air, while decorative elements, including a world map and a wooden cabinet, add charm. Natural light fills the room through large windows, enhancing the calm atmosphere.

Home in St. Augustine

4.9 out of 5 average rating, 129 reviews

Perfect location for beach, downtown, amphitheater and peaceful serenity.

Forget your worries in this spacious and serene space. Beautiful beach house 6 blocks to beach, 2 blocks to intercoastal Drive on to the beach at one end of the street, Easy walk to the best sunsets at the marsh Restaurants at each end of the street Upstairs and downstairs screened porches *PLEASE NOTE, AND THIS IS IMPORTNAT * We cannot split weekends. Friday and Saturday nights booked together *ONE PET PER STAY W/ APPROVAL *no washer/dryer available, hang dry only *STRICT CHECK IN/OUT TIMES

Guest favorite

A spacious living area features light wood flooring and a comfortable couch with decorative pillows. A coffee table with a glass top is centered in the room, accompanied by a relaxing chair. A TV is positioned on a media console, with a dining area visible in the background.

Townhouse in St. Augustine

4.91 out of 5 average rating, 129 reviews

Paradise Retreat*Vilano Beach*Sand & Ocean Breeze

Come and escape to the Florida sun and beaches at Paradise Retreat! This completely renovated home is only a few minute's walk to the beach with access to miles of tranquil, quiet stretches of beautiful sand, abundant sea seashells and a fantastic blue ocean. It is located in a quiet residential neighborhood, perfect for bike riding and evening walks under the stars. Paradise Retreat is your peaceful getaway only minutes to everything Vilano Beach and historic Saint Augustine has to offer.

Superhost

An open-concept living space showcases a light-coloured couch and comfortable chairs arranged around a glass coffee table. A large television is mounted on the wall. Natural light fills the room through multiple windows, enhancing the airy and inviting atmosphere.

Home in St. Augustine

4.8 out of 5 average rating, 205 reviews

Nice Ocean Views. Near Pier. Boatman’s Beach House

Historic Boatbuilder's House. Perfect for family/friends. One house from Ocean at St. Aug. Beach. 1/4 mile south of St. Johns County Pier and southern tip of Anastasia State Park. NO streets to cross. NO cars on this stretch of beach. 2nd floor Deck and upstairs living space have Great Views. Beds sleep 8-9. Chairs/beach toys/games/books. Kitchen ready to cook, iron, bath supplies. Walking distance to food, bars, shops, and music. Close to Historic Downtown. Chill, cool vintage beach house!

Top guest favorite

A heated swimming pool is surrounded by blue lounge chairs and an umbrella, offering a relaxing outdoor space. A putting green with colorful balls lies in the foreground, while large glass doors lead to an indoor dining area with a view of the pool.

Home in Beaches

4.93 out of 5 average rating, 123 reviews

Luxury Beach Getaway w/ Heated Pool & Game Room

Recently built gorgeous 5-bedroom beach house with heated pool and game room with pool table, foosball, dart, shuffleboard, and ping pong. Living rooms on each level. Great for families. Gourmet chef's kitchen with 5 burner gas stove. Cable TV with all movie channels provided. Includes a putting green, bocci court, outdoor dining under the covered patio and a smart TV. BIKES INCLUDED PET FRIENDLY: We warmly welcome four-legged CANINE friends. No cats, please. (They don't like the beach!)

Guest favorite

An inviting exterior view of the home is presented, featuring a spacious front porch adorned with eight rocking chairs. Lush greenery and colorful plants frame the entrance, enhancing the charm of the property. A well-maintained pathway leads to the front steps, inviting guests inside.

Home in Lincolnville

4.97 out of 5 average rating, 130 reviews

Southern Comfort - Downtown|Hot Tub|Heated Pool

The Southern Comfort is a 4BR/3.5BA home located right in the heart of Downtown St. Augustine on the famous King Street. High-end, designer touches will be found in all features of the home with respect to the 110+ year old character preserved in the 2020 renovation. Centrally located with a blend of privacy, convenience and a modern luxury design. Private, sparkling heated pool and hot tub with lounges perfect for lazy days by the water. #1 Vacation Rental in Downtown St. Augustine.

Guest favorite

A bright living area is filled with natural light, featuring a spacious sofa and two black accent chairs. A ceiling fan hangs above, and a flat-screen TV is mounted on the wall. A large area rug complements the wood flooring.

Home in St. Augustine

4.93 out of 5 average rating, 127 reviews

Cottage close to beach & historic downtown

Relax with the whole family at our clean, peaceful, family-friendly home in a very quiet neighborhood! Only a 10-minute drive to the beach and downtown St. Augustine without the stress of busy streets and difficult parking. Our home is set up to make you feel comfortable and relaxed. Enjoy looking at the starry sky from our front porch in the stillness and quiet of the night sky. And in the morning, grab a cup of coffee and head over to some of the nicest beaches on the west coast.

Guest favorite

A welcoming entryway features a sleek black console table with cane paneling, complemented by a gold-framed mirror above. A white coat rack holds a black leather jacket, with a small vase of flowers adding a touch of warmth to the space.

Home in St. Augustine

4.98 out of 5 average rating, 116 reviews

Country Cottage 3-bedroom home with free parking

Your family will enjoy the comfort at this lovely Country Cottage and what it has to offer. The Country Cottage is a single family home that is located in a quiet, tree-lined up and coming neighborhood that's just a few blocks west from the Historical Downton St. Augustine, with a 15-minute drive to the beach and Anastasia Island. This three-bedroom, two-bathroom home sleeps 8 people and has a lovely kids room with books, toys,and more. Our outdoor space has lovely seating area.

Guest favorite

Villa in Jacksonville

4.88 out of 5 average rating, 101 reviews

Country villa pool hot tub game rm pond 2.5 acres

Take it easy at this unique and tranquil getaway. Ask about our couples discount. Our villa includes pond, pool, hot tub, game room, outdoor cooking area with industrial smoker, wood burning pizza oven, and gas grill. Oyster bar, fire pit area wood included. Kitchen has 2 coffee making options, air cooker and all other essentials. Full laundry with soap and dryer sheets. Parking space for your toys and camper. Security gate w/ fence completely surrounding the property.