Family-friendly holiday rentals in St. Augustine Shores

Home in St. Augustine Beach

An outdoor patio area features stylish seating with turquoise cushions arranged around a wooden coffee table. Soft lighting is provided by string lights overhead, illuminating the space under a shaded sail, creating an inviting atmosphere for relaxation.

4.98 out of 5 average rating, 105 reviews

Once Upon A Tide * relaxing & updated home

Newly renovated and beautifully decorated!! Our 3 bedroom, 2 bathroom beach house has everything you need for your dream beach vacation! Beautiful patio area with two outdoor tables and spaces to relax and unwind after a day at the beach! Perfectly located - the beach is about one mile away and shopping (groceries, restaurants, etc.) less than a half a mile! Downtown St. Augustine about 7 miles away.Sleeps up to 8 comfortably. Fully stocked kitchen! Wifi throughout house. Parking in driveway.

A private heated pool is encased in a screened enclosure, featuring clear blue water. Adjacent to the pool, a hot tub is visible, offering a relaxing retreat. Access to the pool area is framed by glass doors leading from the main house.

4.89 out of 5 average rating, 116 reviews

Zen Oasis | Heated Pool | Hot Tub | Beach 12-Min!

Escape to our Zen Spa Retreat! Enjoy the soothing heated pool and hot tub, unwind on the expansive patio, or find tranquility in the zen-inspired interiors. This spacious 3 bedroom 2 bathroom is located in a quiet neighborhood close to Old St. Augustine, beaches and restaurants. Blackout curtains and smart TVs in every bedroom! Our fully equipped kitchen, washer, dryer, dishwasher, workspace and garage ensure convenience during your stay. Unwind in our serene oasis for the perfect Zen getaway.

The exterior of the two-story property is shown, surrounded by lush greenery and trees. A spacious gravel driveway leads to the home, which features a covered porch on the upper level. The lower area includes a decorative railing and opens up to a well-maintained yard.

4.89 out of 5 average rating, 106 reviews

Tree Tops: Where Everything is brand new

Take it easy at this unique and tranquil getaway nestled in the Tree Tops. All new appliances, furniture, electronics, sheets, and towels are found in this totally remodeled home. No expense was spared in making your stay as comfortable as possible. This is your perfect get away from the hustle and bustle of life. Enjoy your first cup of coffee on one of 3 porches. Tree Tops is also close to popular attractions, located 6 miles to Vilano Beach and 4 miles to St. Augustine’s historic district.

Guest suite in St. Augustine South

A spacious studio features a king bed with a patterned blanket, complemented by a cozy sofa and armchair. A kitchenette is visible in the background, along with a modern ceiling fan overhead. Large windows allow natural light to fill the room.

4.99 out of 5 average rating, 407 reviews

Cozy studio 15 mins to beaches & historic downtown

Outstanding location & amenities, 15 minutes to beaches & historic downtown with a quiet, neighborhood vibe. Minutes walk to the intercostal, with piers & boat ramps, gorgeous views, perfect for walks. Close to lots of shopping and dining. Ample parking-trailers & boats welcome. Kid friendly w/ toys, pack & play + more. Very pet friendly as well. Laundry, walk-in shower, private entrance. Private deck w/ cheerful seating. Well equipped kitchenette. Easy drive to theme parks, Daytona + more.

A spacious outdoor pool area is surrounded by lounge chairs and palm trees, providing a serene environment for relaxation. An adjacent building features balconies, offering views of the pool. A pergola is visible nearby, complementing the inviting atmosphere of the gated community.

4.93 out of 5 average rating, 123 reviews

Walk to Beach, Heated Pool, Pet Friendly!

Indulge in the comfort and style of this spacious one-bedroom king bedroom couple's retreat. Situated on the ground floor, this end unit is conveniently located within walking distance of restaurants and shops. This oceanfront complex offers top notch amenities, including a beach walkover, two pools (one heated), tennis courts, shuffleboard, a well-equipped gym, and a grill area, all within a secure gated community. Enjoy coastal proximity, with downtown St. Augustine only 10 minutes away.

Home in St. Augustine South

An open living area features a light-colored sofa with accent pillows, positioned near a wooden coffee table. A modern kitchen is visible in the background, showcasing white cabinetry and stainless steel appliances. Warm wooden flooring complements the bright, neutral decor enhanced by natural light.

4.97 out of 5 average rating, 152 reviews

Coastal Haven | Quiet River View Near Downtown

😎 Quiet neighborhood ideal for families, walking, & biking ☀️ Stunning sunrise water view 🛏️ Sleeps 8 comfortably 🚗 Short drive 2 beach & historic downtown St Augustine 💥 New Years & 4th of July fireworks visible from just steps away 🍳Fully equipped kitchen for all cooking levels 🔥 Fire pit & Grill ⚽️ Kid friendly space w/ playground and fenced yard 🛜 Fast internet ⚓️Public boat ramp ¼ mile away, bring jet skis, kayaks, & boats 3️⃣➕Days of supplies provided (TP, trash bags, pods…)

A screened-in balcony offers views of the lush greenery and marshlands beyond. Colorful cushions adorn a comfortable seating area, while a small wooden table sits centrally. Natural light fills the space, creating a peaceful atmosphere for relaxation.

4.99 out of 5 average rating, 122 reviews

Riverfront direct views-Get it ALL in St Augustine

Do not compromise-Just get it all! This is the hidden gem you were waiting to find. Only a few minutes from historic downtown and the area's best beaches, The Conquistador offers 3 swimming pools, tennis, tennis/pickleball courts, trails, a fishing pier, playgrounds, BBQ area, pavilion and plenty of space to roam and relax under the amazing Oak canopy. The beach or Downtown a mere 12 minute drive. Stay in your very private condo and enjoy the gorgeous views of the Manatee River.

A vibrant sunset casts warm hues across the sky, with wispy clouds highlighted by the fading light. A palm tree stands prominently in the foreground, while a wooden boardwalk leads toward the beach and the ocean, framed by patches of greenery.

5 out of 5 average rating, 144 reviews

BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO WITH POOL

BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO JUST STEPS TO THE BEACH. COME AND STAY IN THIS RECENTLY REMODELED CONDO WITH PRIVATE TROPICAL COURTYARD, AND 2 OCEAN VIEW COURTYARDS OFF THE MASTER BEDROOM AND LIVING ROOM. WITH SO MUCH TO DO IN ST. AUGUSTINE, YOU CAN CHOOSE AN ADVENTUROUS, HISTORICAL, OR RELAXING VACATION TO MAKE YOUR BEST MEMORIES. THERE IS PLENTY OF SPACE IN THIS LARGE 1300 SQFT CONDO. THE BEACH IS VERY LARGE WITH LOTS OF PLAY SPACE AND CAN EVEN FEEL LIKE A PRIVATE BEACH.

Superhost

An open living area features a comfortable seating arrangement with a leather couch and an armchair. The space transitions smoothly into a dining area, accompanied by a wooden table and chairs. Natural light enters through the window, illuminating the warm wooden floors.

Home in St. Augustine Shores

4.87 out of 5 average rating, 284 reviews

Charming home with great amenities

Are you looking for a great family friendly place to relax close to St. Augustine and the beaches? This charming home with a relaxed vibe in St Augustine Shores is the place for you. You are just 5 miles from downtown and the beaches in a quiet neighborhood. Relax on the lanai, listen to sound of the fountain in the koi pond in private fenced back yard. You can access the community pool on the intracoastal for a $7 fee. Two kayaks available for your use.

4.97 out of 5 average rating, 175 reviews

"CORAL COTTAGE" in St. Augustine near the Beach

CORAL COTTAGE is a cute little "beach house" located at St. Augustine Beach. It is tastefully decorated, newly renovated and in an ocean community. The Atlantic Ocean is just a short walk away with a crosswalk for safety. The house has a new deck and railing for sunbathing, outdoor shower, full kitchen, etc. Separate downstairs space efficiency space sleeps 3 and only for upstairs guests for an additional charge. Only shared space is the laundry room.

Flat in St. Augustine South

A bright bedroom featuring a spacious bed with a gray quilt. A large window with dark curtains allows natural light to enter, illuminating the room's turquoise wall. A dresser is visible, and a doorway leads to a kitchen area in the background.

4.97 out of 5 average rating, 355 reviews

Home away from Home close to everything!

An ideal place to stay while visiting our lovely historic St. Augustine. It's in a quiet neighborhood close to beaches, historic district, restaurants and stores. The unit is above the two-car garage where you enter to go up stairs to the 500 square foot apartment. It has a living room, full kitchen, bedroom and bathroom. It's a few short blocks to Intracoastal Waterway (ICW) where you can enjoy breath-taking walks. Short drive to everything!

The kitchen area features wooden cabinetry, a stove, and a refrigerator. A ceiling fan is present above a bar counter with seating, while a dining table is positioned nearby. Natural light streams in through a window, creating a welcoming environment.

4.85 out of 5 average rating, 386 reviews

Anastasia Island Tropical Treehouse

I am a beautiful beach house located 2 blocks from the back gate of Anastasia State Park, walking distance to the Beach, St. Augustine amphitheater, located in a quiet neighborhood on Anastasia Island. Two bedroom 1 bath private upstairs with a big covered porch where ocean waves can be heard often and full moons are seen rising. It's called the treehouse because the house is surrounded by a canopy of native Florida foliage.

Popular amenities for St. Augustine Shores family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Camper van/Motorhome in St. Augustine

A comfortable seating area features a yellow couch adorned with decorative throw pillows inspired by The Beatles. The large windows allow ample natural light, while soft gray curtains frame the view. A small side table complements the space, enhancing the cozy atmosphere.

4.88 out of 5 average rating, 196 reviews

Yellow Submarine II

A large heated saltwater pool presents a curved design with a spa area seamlessly integrated. The pool area is surrounded by pavers and features vibrant turquoise lounge chairs. Lush greenery and decorative planters enhance the tranquil outdoor setting, enclosed by a white privacy fence.

5 out of 5 average rating, 110 reviews

Heated Pool/Hot Tub 1 mile to dwntn/beach

4.94 out of 5 average rating, 181 reviews

A comfortable living area is showcased with a gray sofa adorned with decorative pillows. A glass coffee table sits in front, accented by a floral arrangement. Two windows provide natural light, and stylish curtains frame the view. A small bookshelf stands against the wall.

Flat in Vilano Beach

Charming Vintage Intracoastal Apartment

4.97 out of 5 average rating, 127 reviews

Home in Flagler Beach

Walk to Beach | Pool, Spa & Private Dock

An expansive backyard features a refreshing saltwater pool and a hot tub, surrounded by lush turf landscaping. A two-story building with a wooden staircase overlooks the serene outdoor space, framed by palm trees and vibrant plants. Lounge chairs are positioned nearby for relaxation.

4.99 out of 5 average rating, 142 reviews

Driftmark Cabin - RV friendly, Pool + Beach!

The outdoor area features a spacious patio with paver stones, illuminated by string lights. Comfortable Adirondack chairs are positioned near a hot tub, with a tiki bar and high-top seating visible in the background. The house showcases large sliding glass doors leading to the interior.

4.98 out of 5 average rating, 115 reviews

Coastal Home Steps to Beach w/ Hot Tub & Tiki Bar

Holiday home in Butler Beach

A spacious living area features a brown leather couch centered on a light-colored coffee table. Natural light fills the room from large windows, highlighting the open layout that connects to the kitchen and dining area. Decorative artwork and plants add subtle touches of character.

5 out of 5 average rating, 122 reviews

Sun Seekers Beach House- Steps from Butler Beach

4.98 out of 5 average rating, 325 reviews

A private hot tub is set in a serene outdoor area surrounded by greenery and wood paneling. The tub is equipped with a cover and nearby is a container holding spa towels, providing a relaxing space for guests.

Villa in St. Augustine

Perfect location 2 Bedroom Private Hot Tub

Family- and pet-friendly home rentals

The exterior of a single-story house is displayed, featuring a sloped roof and an inviting entryway. Green grass surrounds the home, complemented by mature trees and landscaped bushes. A concrete driveway leads up to the entrance, providing accessible access.

4.99 out of 5 average rating, 437 reviews

Your Home Away From Home

The two-story beach house is framed by a lush green lawn and palm trees, featuring a spacious front porch with white chairs. Large windows and a gabled roof enhance the inviting appearance. A clear blue sky serves as the backdrop.

4.89 out of 5 average rating, 166 reviews

Beach & Serenity; The Perfect Location in St. Aug

An expansive view of a serene beach is captured, featuring soft sand and gently lapping waves. Sparse vehicles are seen along the shoreline, with stretches of greenery and dunes adding texture to the landscape. The horizon showcases a clear blue sky, merging with the ocean.

4.91 out of 5 average rating, 241 reviews

St Augustine Beach, comfy condo

Superhost

An open living area features a spacious blue sectional sofa, complemented by light wood accents and exposed beam ceilings. Large windows provide clear views of the beachfront, while the kitchen area offers modern appliances and wood cabinetry. A ceiling fan enhances airflow in the space.

Apartment in St. Augustine

4.79 out of 5 average rating, 165 reviews

Treehouse Gypsy Palace direct oceanfront

Home in St. Augustine Beach

A modern living area is shown, featuring a comfortable blue sofa and a light gray rug. A wooden table with black chairs is visible in the foreground. The kitchen area includes dark cabinetry and stainless steel appliances, while a wall-mounted television adds to the space's functionality.

4.99 out of 5 average rating, 116 reviews

Beach Getaway - Upstairs

A refreshing pool awaits in a spacious backyard, framed by vibrant greenery. A colorful mural of 'FLORIDA' adds a cheerful touch to the exterior, while comfortable chairs are positioned nearby for relaxation. The pool is surrounded by a paved area, inviting guests to unwind.

4.94 out of 5 average rating, 279 reviews

POOL+Walk to Concerts + 5 mins to Historic & Beach

A charming house with a light blue front door is framed by lush greenery and shrubs. The porch is accessible via a set of steps, with a concrete pathway leading to the entrance. Natural light casts gentle shadows on the exterior, enhancing the inviting appearance.

4.92 out of 5 average rating, 191 reviews

Cozy Clean Comfortable Beach Home

Guest suite in Butler Beach

A serene waterfront view is captured at sunset, showcasing a pool surrounded by lush grass and palm trees. A shaded seating area is positioned next to the pool, overlooking the water where boats can be seen in the distance.

4.93 out of 5 average rating, 665 reviews

Waterfront suite, Dogs are cool no pet fee

Family-friendly home rentals with a pool

5 out of 5 average rating, 5 reviews

Intracoastal and Pool view condo

Apartment in Crescent Beach

The living room features sliding glass doors that open to a private balcony overlooking the ocean. A comfortable blue armchair by the window is complemented by light blue curtains, while natural light fills the space, creating a serene ambiance.

4.93 out of 5 average rating, 108 reviews

Hideaway at Crescent Breach - St. Augustine

Apartment in Crescent Beach

A spacious bedroom is equipped with a large bed adorned with plush, blue pillows. A sliding glass door opens to a private balcony offering a scenic view. A small seating area with two chairs is visible outside. A flat-screen TV is positioned on a dresser.

4.95 out of 5 average rating, 198 reviews

After Dune Delight, BEACH FRONT w/Fishing Pier

A private balcony is presented, offering panoramic ocean views. The space includes a textured table and four chairs, with one set featuring floral upholstery. Green grass and sandy shorelines blend into the sea under a clear blue sky, enhancing the sense of tranquility.

4.98 out of 5 average rating, 103 reviews

Wade n Sea Ocean Front Condo

A serene view of the inner coastal water is captured through a framing of palm trees and other foliage. A sailboat is visible in the distance, set against a backdrop of clear blue sky and grassy shoreline.

5 out of 5 average rating, 31 reviews

St.Augustine Relaxing

Apartment in Crescent Beach

A view framed by lush tropical plants reveals the expansive waterway, with its calm, reflective surface. The image captures a serene outdoor space, featuring stone flooring leading towards the grassy area and water, emphasizing the natural surroundings.

4.97 out of 5 average rating, 99 reviews

Incredible Waterfront Townhome

4.96 out of 5 average rating, 180 reviews

A tranquil backyard area is featured, showcasing a heated pool surrounded by lush greenery. Two black chairs are positioned on the stone patio, offering a comfortable spot for relaxation. The space is enclosed by vibrant tropical plants, enhancing the private atmosphere.

Home in Vilano Beach

Pool home oasis steps to ocean

A screened-in balcony offers a view of lush greenery and the waterway, with comfortable seating arranged around a glass-topped table. Colorful cushions provide a relaxed seating area, inviting quiet moments outdoors while enjoying the natural surroundings.