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Family-friendly vacation rentals in St. Augustine

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Top-rated family-friendly rentals in St. Augustine

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

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A three-tiered fountain is situated in a lush tropical garden, surrounded by various palm and fern plants. Water flows gently from the top tier and cascades down to the basin below, creating a peaceful ambiance in this serene outdoor space.

Treehouse in St. Augustine

4.93 out of 5 average rating, 521 reviews

courtyardtreehouseinthehistoricdistrict

You have found your cozy oasis tucked in a (Real) Treehouse lodged in Ancient Oak. Set in a lush tropical garden in the historic district. It’s a minimalist’s dream, exemplifying the appeal of tiny living: compact, clean, efficient and 2 1/2 blocks to the historic districts shopping and restaurants. Relax on the Sun Deck, Rain Deck or in the Courtyard’s Tropical Garden The day time peaceful beauty is only eclipsed by the the nighttime display of laser lights projected onto the oaks canopy.

Top guest favorite

A charming entrance to a cozy guest suite is framed by lush greenery and wooden structures. A wooden deck leads up to the door, which is complemented by a decorative orange light fixture. The surrounding plants enhance the natural ambiance.

Guest suite in St. Augustine

4.97 out of 5 average rating, 138 reviews

MarshMellow-Island Guest Suite Beach Amphitheater

Your own cozy guest suite with private entry. Lovely little bedroom and beautiful bathroom . Private porch and sitting area. Located adjacent our guest studio but the suite is entirely yours and private. These two share a lush garden path, but have separate porches and entrances. The MarshMellow is a well thought out accommodation that has everything we think you'll need for a lovely stay in St. Augustine. A 20 minute stroll to the Amp and short drive or bike to the beaches or downtown.

A well-lit outdoor living space features a heated pool surrounded by smooth pavers. Several adirondack chairs are positioned nearby for seating, and a dining table is set for outdoor meals. String lights illuminate the area, creating a cozy ambiance.

Home in St. Augustine

4.96 out of 5 average rating, 113 reviews

Luxury heated pool home steps from the beach!

Welcome to the Coral Door House! Tranquil retreat at the beach. Newly built spacious and modern luxury home. A private entrance to a very special and secluded beach is just 6 houses down. An easy short walk with the stocked provided beach cart. Outdoor living space has a 10 X 20 heated pool and plenty of seating. A perfect place to relax after a day at the beach. We’d love to host you and your family so let us know when you want to come stay, and we can discuss more details from there!

Top guest favorite

The private saltwater pool and spa are surrounded by lush tropical landscaping, featuring a covered cabana and chaise lounge seating. The water glows softly in the evening light, with the spa situated adjacent to the pool, creating a serene atmosphere for relaxation.

Home in St. Augustine

4.99 out of 5 average rating, 112 reviews

2023 Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach

* Built in 2023- luxe coastal furnishings & linens * Featured in 2024 Good Housekeeping Mag🌟 * 2 King Suites (1 on each floor) | 2 Queen Bedrooms | 3.5 Baths * Private Saltwater Pool & Spa/Hot Tub * Poolside Cabana | Outdoor Kitchen | Front Porch * Bikes, Beach Toys, Beach Chairs * Lush Tropical Landscaping * 0.2 miles - gorgeous quiet beach * 5.5 miles- historic downtown St Augustine- The oldest city in the United States! * 0.2 miles - Cap's Restaurant for sunset dinner on the water

Home in St. Augustine

4.98 out of 5 average rating, 104 reviews

Beachfront | Game Room | Kayaks + Toys | Sunrises

Your private beachfront retreat! This 4-bed, 2-bath home offers direct ocean access, beach toys, and kayaks for endless fun. Stay connected with fast WiFi and a dedicated workspace, with Publix just across the street. Downtown historic St. Augustine is a short 10-minute drive away, promising rich culture and dining experiences. After a day of sun and surf, rinse off in the outdoor shower, then relax and listen to the waves with a drink in your hand. Your perfect family getaway begins here!

Top guest favorite

A charming bungalow is framed by lush palm trees, with a welcoming teal front door at its center. A stone pathway leads through gravel landscaping adorned with greenery, creating an inviting approach to the home.

Bungalow in St. Augustine

4.98 out of 5 average rating, 259 reviews

"Flagler Shack"- a funky tropical oasis!

"Flagler Shack"- funky, cozy, cool...renovated island bungalow! * 10 min walk to downtown(over Bridge of Lions) * 10 min bike ride to the AMP(farmers market, concerts) * Awesome bars and restaurants literally out your back door...Odd Birds, Blackfly, Sarbez, Llama, Slugs Pub, Gas Fresh Island Market, Osteen’s, Osprey Tacos, Mojos Tacos * 15 Min walk to Conch House Marina and Restaurant * 20 min bike ride to beach at Anastasia State Park * 5 min drive to Saint Augustine Beach

Top guest favorite

A charming two-story cottage is seen behind an ornate wrought-iron gate, framed by vibrant green grass and well-maintained landscaping. Large windows allow natural light to fill the exterior, and a cheerful yellow door adds a welcoming touch.

Cottage in Lincolnville

5 out of 5 average rating, 219 reviews

Walk Historic Downtown! “Blue Heaven”

Stunningly renovated cottage combines modern amenities with vintage charm... * 2 master suites with queen beds * Quiet neighborhood walking distance to explore The Nation's Oldest City * Clawfoot tubs inside and out (along with showers, of course!) * Big screened-in porch with hanging daybed * Off-street paved parking * Fenced yard, Weber grill, gas fire pit * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant and LaNuvelle * 10 minute walk to central downtown St Augustine

Top guest favorite

Home in St. Augustine

4.95 out of 5 average rating, 193 reviews

HistoricLuxury•Designer Kitchen&Baths•Walk&Trolley

No Cleaning Fee! 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet! Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.

A newly renovated historic home is set against a serene natural backdrop, featuring a large deck accessible via a wooden walkway. The exterior showcases multiple arched windows and a modern roof deck, surrounded by lush vegetation and reflected in the calm waters of the marsh.

Cottage in St. Augustine

4.92 out of 5 average rating, 154 reviews

The Shire on 1 acre marshfront with dock and Spa

One of a kind 1930s historic home, newly renovated and transformed into a beautiful secluded getaway. new luxury finishes, while holding its traditional charm. No Events allowed. Rooftop deck, sunrise views of the Atlantic ocean, Downtown, and sunsets over the river. The new dock with covered roof hosts a national geographic like eco system. It’s short walk to the beach and 3 miles to downtown St George street. Follow along @carcabaroad for weekly content of the home.

Top guest favorite

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 St. Augustine

4.96 out of 5 average rating, 160 reviews

Dune Bungalow

Cottage style home with comfortable porches to enjoy sound of ocean waves breaking on the front and back porches. Pool in the back yard (heated by request for $50 per day) cookshed, fenced with lush trees and woods to the east. The inside looks large with high wood ceilings and multiple windows and glass doors to the beautiful pool area. Located on a dead end street in a family neighborhood with 5 star restaurants nearby. Fifteen minute drive to downtown St. Augustine.

Top guest favorite

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.

Guest suite in St. Augustine

4.98 out of 5 average rating, 334 reviews

Cozy studio 15 min to beaches & historic downtown

Outstanding location & amenities, 15 minutes to beaches & historic downtown, minutes walk to the intercostal w/ piers, boat ramps, gorgeous for pleasant walks w/ swings & benches. Close to plenty of shopping/dining. Quiet, friendly neighborhood w/ ample parking-trailers and boats welcome. Kid friendly w/ toys, pack + play & more. Laundry, walk-in shower, private entrance. Private deck w/ cheerful seating. Well equipped kitchenette. Happy to accommodate special requests!

Top guest favorite

A light-filled living space features a gray sofa and a rattan chair, accompanied by a round coffee table adorned with a small plant. A spacious bed is positioned against the wall, and light curtains enhance the airy feel of the room, leading to a porch outside.

Guesthouse in St. Augustine

4.96 out of 5 average rating, 338 reviews

“Little Pink House”-hidden gem in the 💗 of Uptown

Stay with us and you truly can "Have It All"!. Just steps from shopping and restaurants, yet nestled in a quiet neighborhood. Walk to St George Street, The Fort, Visitors Center, Trolley Station, Coffee Shops, The Bayfront. 7 minutes from the Beach. Relax after a day of sightseeing around the pool, and enjoy coffee or wine on the porch. Little Pink House is the guest cottage right behind Pink House Uptown Charmer. More space for your group!

Vacation rentals for every style

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Convenient locations with everyday essentials

Popular amenities for St. Augustine family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

Camper/RV in St. Augustine

4.88 out of 5 average rating, 182 reviews

Yellow Submarine II

The exterior of a two-story beach house is showcased, featuring a blue balcony and a spacious driveway. Palm trees and landscaped greenery surround the property, creating a relaxed environment. A parked vehicle is visibly accommodated beneath the elevated house, enhancing accessibility.

Home in St. Augustine

4.96 out of 5 average rating, 124 reviews

Tide Pool - Heated Pool/Hot Tub/Golf Cart

Top guest favorite

A balcony table is set for two, featuring white plates and cups, with expansive ocean views. Lush greenery and sandy beach can be seen in the distance under a clear blue sky, creating a serene and inviting outdoor space.

Condo in St. Augustine Beach

4.97 out of 5 average rating, 223 reviews

Ocean Front Gem: Top Floor Corner Unit

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.

Apartment in St. Augustine

4.95 out of 5 average rating, 147 reviews

Charming Vintage Intracoastal Apartment

A cozy living area features soft beige furnishings and decorative blue pillows. A wooden coffee table occupies the center, while a stone fireplace adds warmth. Large sliding doors provide natural light and reveal views of the outdoors, framed by sheer curtains.

Condo in St. Augustine Beach

4.96 out of 5 average rating, 112 reviews

Steps to Beach, Bikes & Beach Equipment Included!

Top guest favorite

The exterior of the house is showcased, featuring a blue facade with a well-maintained driveway. A private dock extends into the water, with views of the lush surroundings, including palm trees and a serene pond, adding to the peaceful ambiance.

Home in Flagler Beach

4.97 out of 5 average rating, 120 reviews

Beach Home w/ Heated Saltwater Pool, SPA&Boat lift

Top guest favorite

The living area features comfortable seating, including a soft blue sofa and an armchair, arranged around a white coffee table. Light-colored décor and subtle greenery create a relaxed ambiance. The space is illuminated by a contemporary chandelier, with a view of the kitchen and dining area in the background.

Condo in St. Augustine Beach

4.95 out of 5 average rating, 143 reviews

Newly renovated! Steps to BEACH & POOL!

Top guest favorite

An inviting outdoor pool area features a heated pool surrounded by lounge chairs and a large umbrella. Soft lighting illuminates the space, highlighting the wooden fencing and lush greenery in the background.

Home in St. Augustine

4.98 out of 5 average rating, 165 reviews

"Once Upon A Tide" Beach House *Heated Pool* King

Family- and pet-friendly home rentals

Top guest favorite

A bright living space features plush white sofas and a wooden coffee table. Rich wooden beams line the ceiling, complemented by an area rug with vertical stripes. Natural light filters through multiple windows, illuminating the room and enhancing the warm, classic decor.

Home in St. Augustine

4.98 out of 5 average rating, 108 reviews

Flagler Cottage - 1 Block to Historic District!

Top guest favorite

A sunset scene is captured with an oceanfront home framed by tall grasses and palm trees. The vibrant sky transitions through shades of orange and yellow, reflecting the warmth of the evening light on the home’s exterior.

Home in St. Augustine

5 out of 5 average rating, 104 reviews

The Coral Sea Casa

Top guest favorite

Home in St. Augustine

4.95 out of 5 average rating, 174 reviews

Vilano Oceanfront Beach House 3 beds 2 baths Pets

Top guest favorite

The outdoor area features a private pool surrounded by palm trees and greenery. Lounge chairs with blue cushions are arranged by the poolside, complemented by striped umbrellas. Potted plants with vibrant flowers add color to the space, creating a tranquil setting for relaxation.

Home in St. Augustine

5 out of 5 average rating, 133 reviews

Private oasis, private pool, exceeds expectations

A comfortable living area features a neutral color palette with soft gray sofas accented by decorative cushions. A wooden coffee table is positioned in the center with a decorative tray. Natural light fills the space through a nearby window, enhancing the inviting environment.

Home in St. Augustine

4.93 out of 5 average rating, 172 reviews

Surfside House

Top guest favorite

Home in St. Augustine

5 out of 5 average rating, 147 reviews

Southern Charmer w/Pool - Walk to Everything!

A light-filled living area features a cozy white sofa adorned with striped cushions, complemented by a round dining table with four rattan chairs. A vibrant vase with white flowers sits at the center, while turquoise accents enhance the coastal decor. A Smart TV is positioned on a wooden shelf.

Cottage in St. Augustine

4.92 out of 5 average rating, 181 reviews

Coastal Cottage -firepit, pet fence, kayaks, bikes

The beachfront retreat showcases a multi-level structure with spacious decks and outdoor seating. Surrounding palm trees and sandy terrain provide a coastal vibe, while a gas grill is positioned for outdoor cooking. The property overlooks the beach, contributing to a relaxed atmosphere.

Home in St. Augustine

4.88 out of 5 average rating, 150 reviews

"Swan Ocean" Beach House on Vilano Beach

Family-friendly home rentals with a pool

Top guest favorite

An outdoor deck features a large dining table with a lantern at the center, surrounded by comfortable seating options. Lush greenery, including palms and large leaves, frames the view of the tranquil Lake Maria Sanchez, providing a peaceful setting for gatherings.

Home in Lincolnville

4.99 out of 5 average rating, 114 reviews

Lakeside Retreat |Private Pool| 8min walk Downtown

Top guest favorite

The exterior of the home features a two-story structure with a welcoming porch. Potted plants hang from the posts, and a decorative sign is positioned near the entrance. Lush greenery and various plants are arranged along the pathway leading to the front steps.

Home in St. Augustine

4.98 out of 5 average rating, 178 reviews

Historic St. Augustine 2/2 Duplex & Pool

An outdoor pool area is framed by palm trees, showcasing a large heated pool surrounded by a spacious patio. Colorful Adirondack chairs are arranged invitingly along the edge, offering a perfect spot for relaxation. The atmosphere is bright and sunny, with clear blue skies overhead.

Home in St. Augustine

4.91 out of 5 average rating, 149 reviews

Walk 2 beach! Relaxing 3/2 Huge heated pool dog ok

A spacious backyard is shown, featuring a private heated saltwater pool surrounded by lush green grass. Tall trees and natural greenery create a secluded atmosphere. The patio adjacent to the house is visible, offering a serene view of the outdoors.

Home in St. Augustine

4.94 out of 5 average rating, 124 reviews

Peaceful Oasis Pet Friendly heated Pool & Gameroom

Top guest favorite

Home in St. Augustine

5 out of 5 average rating, 100 reviews

Walk 2 Beach | Game Room | Firepit |Heat/Salt Pool

A single-story beachside home is surrounded by well-maintained lawns and tropical landscaping. The light blue exterior is complemented by palm trees that provide shade. A wide pathway leads to the entrance, with windows and shutters adding architectural interest.

Vacation home in St. Augustine

4.9 out of 5 average rating, 101 reviews

Beautiful Beachside Vacation Home W/ Amenities

Top guest favorite

A dedicated workspace area features a wooden desk paired with a comfortable chair, positioned near large windows that offer views of the outdoor pool. A potted plant adds a touch of greenery to the space, while a cozy armchair provides additional seating.

Home in St. Augustine

4.97 out of 5 average rating, 76 reviews

FamilyFunSpot!Pool,PacMan,FirePit,1Mi->Historic DT

Top guest favorite

A private heated pool is surrounded by a stone patio, featuring a tiki bar with seating. Colorful lounge chairs are positioned nearby, and a pool float is visible in the water. Lush greenery and a wooden fence create a sense of privacy in the backyard space.

Home in St. Augustine

5 out of 5 average rating, 30 reviews

17 Palms Beach House

Quick stats about vacation rentals that are family-friendly in St. Augustine

Total rentals
1.5K properties
Nightly prices starting at
G$10,381 GYD before taxes and fees
Total number of reviews
88K reviews
Pet-friendly rentals
690 properties allow pets
Rentals with a pool
430 properties have a pool
Rentals with dedicated workspaces
890 properties have a dedicated workspace

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