Family-friendly holiday rentals in St. Johns County

The home’s exterior is characterized by a modern architectural style with a covered front porch featuring four rocking chairs. A wide concrete path leads to the entrance, flanked by well-maintained green landscaping under a clear blue sky.

4.98 out of 5 average rating, 217 reviews

Newly built w/garage In The Heart of St.Augustine

Click [♡ Save] button to easily find this listing again before your dates are booked. Great walkable location on a safe quiet street; Spacious and nice for entertaining and relaxing. Bikes and beach chairs included. Very comfortable beds. The porches have rocking chairs too. The home is on one level which is also nice for elderly with mobility challenges. Guests say this is a convenient stay for local weddings, special events¸ and an enjoyable vacation. Send us a message to plan your stay.

4.96 out of 5 average rating, 132 reviews

A classic 43-foot Gulf Star yacht is moored in calm waters, exhibiting a spacious deck with a covered seating area. The hull is painted in a crisp white, reflecting sunlight, while nearby masts and boats frame the picturesque marina scene.

Boat in St. Augustine

Funshine - Vacation on a 43' Gulfstar Yacht

A unique, memorable place, anything but ordinary. Try living the boating lifestyle on a classic and quaint vintage 43 foot Gulf Star yacht. Only 1.2 miles to the historical St. Augustine Bayfront and less than 10 miles to many of our gorgeous beaches. This 2-bedroom 1.5 bath beauty allows you to experience a life on a live-a-board. You will vacation within a reasonable walking distance to many of the attractions in St Augustine, a winery, distillery, several museums, many restaurants.

Superhost

An aerial view showcases a well-maintained pool surrounded by lush palm trees and landscaped gardens. Comfortable lounge chairs are arranged around the pool, inviting relaxation. The multi-storied building in the background complements the serene outdoor space.

Apartment in St. Augustine

4.85 out of 5 average rating, 446 reviews

Condo in St. Augustine’s World Golf Village Resort

Escape to St. Augustine and enjoy a one bedroom studio with new brand new renovations and upgrades! Explore the resort amenities including free unlimited access to three pools, a hot tub, lighted tennis and pickleball courts, playground, and fitness center. Located within the private gates of the World Golf Village, home of the King and Bear Golf Course. Minutes away from restaurants, shopping and the Golf Hall of Fame. Travel to Historic St. Augustine and beaches in less than 30 minutes!

4.99 out of 5 average rating, 120 reviews

A well-appointed bedroom features a spacious wooden sleigh bed with a light blue and white quilt. Natural light fills the room through windows with soft drapes, and a flat-screen TV is mounted on the wall opposite a matching wooden dresser and nightstand.

Home in Fruit Cove

King bed, Lake View, sleeps 8, 6 TVs, Public Pool

Escape to our cozy retreat! You'll unwind in style with up to 6 beds in our safe neighborhood, close to Publix and restaurants. You'll explore nearby beaches, parks and attractions or day trip to St. Augustine and Orlando. You'll enjoy serene lake views and backyard fishing. You'll love our top-notch amenities, including a recreational pool with slide, lap pool, basketball, fitness center and playground. You'll create unforgettable memories - book now! We look forward to hosting you.

4.89 out of 5 average rating, 177 reviews

Vilano Designer Home•Gourmet Kitchen•Beach Access

No Cleaning Fee! 5 Min Walk to Vilano Beach 10 Min Drive to Historic St. Augustine 1-7 Min Walks to Water Front Restaraunts Fitness Club Passes, Full Gym/Suana-Steam Rm/Yoga This Designer seaside home is perfect for a staycation at the beach. It has been renovated into a peaceful retreat, minutes from the sand and sea. With 3 gorgeous bedrooms, spa bathrooms, large living spaces, a gourmet kitchen and a shaded porch, this roomy home invites you to vacation in the lap of luxury.

The living area features a modern design with custom wood paneling on one wall. A leather sofa is positioned in the foreground, while a decorative coffee table and a small workstation with a chair are visible. Soft lighting highlights a piece of scenic artwork above the table.

4.97 out of 5 average rating, 119 reviews

St Augustine Entire Home, King Bed, Pet Friendly

Casita Luxe Retreat Near Historic St. Augustine – Pet-Friendly Haven! Discover this luxurious 3-bedroom, 2-bath retreat! Designed with a modern luxe aesthetic, it features custom wood paneling, a fully equipped kitchen with a chic island, and a king-size plush mattress. Enjoy the large, fenced yard, fire pit, outdoor shower, and fun family games. Pet-friendly, with Wi-Fi, smart TVs, and parking included this home offers comfort and style in an up-and-coming neighborhood. Book now!

Farm stay in East Palatka

A large above-ground pool is framed by a sandy area, featuring colorful pool floats and a ladder. Slightly shaded seating areas with blue umbrellas provide comfortable spots nearby. The backdrop includes a blue house, surrounded by lush greenery, creating a relaxed outdoor environment.

4.93 out of 5 average rating, 103 reviews

Luxurious Ranch House 63 Acres w/ Pool

Perfect Family Getaway! Our spacious, fully equipped home offers comfort and memorable experiences. Enjoy the private backyard pool overlooking 63 acres of natural beauty. Explore the farm and see chickens, goats, cows, sheep, horses, turkeys, — and you may even spot wild deer wandering through. Whether you’re looking to reconnect with nature or simply unwind in a peaceful setting, this is the perfect destination. Swim, gather by the fire, bbq or stroll the tranquil farm grounds.

Guest house in Jacksonville

4.98 out of 5 average rating, 151 reviews

Pet Friendly Studio w/Tons of 5 Star Reviews

Welcome to the newly renovated Pop's Garage! If you've stayed with us before, you'll love the upgrades to our kitchen, the bathroom and the new floors throughout. Plus, we now feature a new, memory-foam King bed and sleeper sofa to accommodate parties of 4. The pet-friendly space includes a private and secure fenced-in area, allowing your canine to stretch out and explore. Discover the perfect balance of comfort and convenience at this one-of-a-kind vacation rental

Apartment in St. Augustine Beach

4.85 out of 5 average rating, 210 reviews

34|Ocean at St Augustine Beach - 4+ Night Discount

34|Ocean offers a luxurious seaside escape in St. Augustine Beach. Only 1 1/2 blocks from the public beach access and within a few minutes walk to the best restaurants and bars in St. Augustine Beach, the free splash park, and St. Augustine Pier, you’ll love the location of this condo and the laid-back, beachy environment. Completely gutted and renovated, we hope you will fall in love with the amenities of this spotless, clean condo!

Home in Ponte Vedra Beach

An outdoor patio area features a wooden table with benches beneath a large striped umbrella. The ocean is visible in the background, with waves gently crashing against the shore. Comfortable seating is arranged nearby, inviting relaxation while enjoying the coastal view.

4.91 out of 5 average rating, 125 reviews

Amazing Views + Beachfront | Fire Pit + Hammocks

Experience serenity at this beachfront Ponte Vedra Beach home! Just steps from the sand, enjoy sweeping ocean views, soothing waves, and breathtaking sunrises. Stylish coastal design and cozy touches make it perfect year-round. Ideally located between St. Augustine and Jacksonville, with easy access to historic sites, golf, and dining. A peaceful retreat for families and friends to relax, recharge, and soak in the Atlantic coast.

4.92 out of 5 average rating, 123 reviews

A modern kitchen is equipped with sleek white cabinets and a spacious countertop. A stainless steel refrigerator and high-end appliances are visible, along with an induction cooktop seamlessly integrated into the surface. Soft lighting illuminates the area, creating a functional cooking space.

Home in Jacksonville

Cozy house in a heart of Mandarin

Come and relax in the cool walls of a house located on a quiet street in the heart of the Mandarin. You will see 3 spacious bedrooms (master bedroom is king size, others are queen sizes) 2 bathrooms, fully equipped kitchen, new furniture. Everything else comes with a place near the fireplace, where you can gather. Clean and new house with amenities. Jacksonville Beach in 25 min. We allowed 2 pets. We charge $100 fee for pet.

A modern home with a light exterior and a metal roof is featured. A front porch with wooden rocking chairs provides a welcoming touch. The driveway is spacious, leading to a fenced yard with greenery visible around the property.