Family-friendly vacation rentals in St. Augustine

Guesthouse in St. Augustine

An outdoor seating area features multiple blue Adirondack chairs arranged around a circular stone patio, complemented by a small green table. A lamp post stands nearby, and a flag flutters gently in the breeze, surrounded by lush greenery and tall palm trees.

4.91 out of 5 average rating, 596 reviews

Captain's Quarters Tiny House

Welcome to our newly spacious and private renovated bathroom with our outdoor shower. See photos! This Tiny House has all you need for a cozy, private stay while visiting St. Augustine. The Tiny House sits on 3/4 acres. You will feel the tranquility of this magical property and only 10 minutes to Vilano Beach or the Historic Downtown. The studio is equipped with a sink, toilet, kitchenette, coffee/tea. Commune with nature in your Private Exotic Outdoor Shower, hottub (closed July & August).

Tiny home in St. Augustine

Two colorful folding chairs are positioned on a small wooden deck, facing a large glass door that provides access to the tiny house. A bottle and glasses are placed on the deck, inviting relaxation in a charming outdoor setting.

4.79 out of 5 average rating, 106 reviews

H2O Weekender

The H2O Weekender is the ultimate beach teeny tiny 120 sq ft house equipped with modest amenities. An adventurous pair will enjoy the H2O glamping experience. Opt for the secluded Crescent Beach to the East or the Atlantic Intracoastal H2Oway to the West, a perfect spot to drop-in a H2O craft or sea a spectacular sunset via the Green Street boat ramp. Upon booking the H2O Weekender a 5.0% Tourist Development Tax will be collected in addition to your booking rate imposed by St. Johns County.

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.

4.97 out of 5 average rating, 156 reviews

MarshMellow-Island Guest Suite nights of lights

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 panoramic view of a beach scene at sunset, featuring vibrant clouds in shades of pink, orange, and purple. The sun dips below the horizon, reflecting off the water's surface. Grassy dunes are visible in the foreground, framing the tranquil scene.

5 out of 5 average rating, 317 reviews

Entire guest suite short walk to beach.

Enjoy exploring beautiful, historical St. Augustine then kick back and take it easy at this private, quiet beach retreat within a short walk to the beach. Separate keyless entry allows for self check-in. Queen size bed, fully furnished, with amenities including a Keurig coffee maker, iron, hair dryer, beach cruiser bicycles, beach chairs, towels, umbrella and gas grill for cooking out. Flat screen TVs in both the living room and bedroom with Netflix and Amazon Prime included and Free WiFi

Guesthouse in St. Augustine

A bright living area features a black leather sofa paired with textured cushions, complemented by a low coffee table. A television is positioned on a console, and windows allow natural light to fill the space. Artwork adorns the walls, adding character to the room.

4.99 out of 5 average rating, 111 reviews

Comfortable and Gently Disney.

Take it easy at this unique and tranquil getaway. Whether you're here for a short stay or here to explore.... There's something for the princess at heart and for the adventurer. There's a comfortable hybrid mattress for two plus an extra memory foam mattress for two and a tent with a crib size memory foam pillow. Kitchenette is nicely equipped. A fireplace for ambiance under the TV. The bathroom has all the necessities with a walk-in shower. Relax on the patio under the sun and stars.

4.95 out of 5 average rating, 109 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.

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.

4.86 out of 5 average rating, 418 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!

Tiny home in St. Augustine

A bright living area showcases a pull-out sofa bed and a coffee table, with a collection of magazines placed on it. A wooden ladder leads to a lofted sleeping space. The kitchenette is equipped with a microwave and a small refrigerator, while natural light enters through large windows.

4.97 out of 5 average rating, 284 reviews

Enjoy St. Aug's Best Tiny House

Creekside Cottage is a tiny house guest apartment. It's a great choice for couples or solo travelers looking for simple, stylish, and unique accommodations. The home is located across the street from Moultrie Creek which offers beautiful views. The neighborhood is a quiet, safe, residential area within a 10-15 minute drive to downtown St. Augustine or the beach. You'll have privacy, parking, and a beautiful garden space to enjoy during your stay. The Cottage offers wifi and Keurig coffee.

Place to stay in St. Augustine

A stone fountain stands at the center of a lush courtyard, surrounded by vibrant green ferns and tropical plants. A wooden bench is positioned nearby, offering a tranquil space for relaxation amid the serene sounds of cascading water.

4.91 out of 5 average rating, 954 reviews

Moon Over the Courtyard in the Historic District

You have found your cozy oasis tucked under an ancient Oak tree in a private, lush tropical Courtyard in the Historic District of St Augustine. Sit by the fountain, feed the roaming tortoises day or enjoy the fire and the 1000's of tiny lights reflected on the tree canopy by night. This small studio and exemplifies the appeal of tiny living: compact, clean, efficient, and convenient. The Courtyard is a short walk from all of the Historic Districts Shops, Restaurants and Attractions.

The image captures a serene beach at sunset, where the sun is partially obscured by clouds, creating soft orange and blue hues in the sky. Tall grasses sway gently in the foreground, framing the scene of the calm ocean waves reflecting the fading light.

4.89 out of 5 average rating, 745 reviews

Beach and Serenity

6 BLOCKS to BEACH, off of the intercostal! Studio apartment, sleeps up to 4. Quiet neighborhood, close to all. Several restaurants/shops within walking distance. Beach bikes included, perfect for bike rides along the beach. Private entrance off of porch, which includes chairs to relax in, beach toys, towels, chairs. *yes, we are pet friendly, however, ONE PET PER STAY WITH APPROVAL *also, we cannot split weekends, so please book accordingly, fridays and Saturdays booked together

Guesthouse in East Palatka

The rustic boathouse is positioned near a scenic wooden dock extending into the river. Sunlight reflects off the water while a peaceful horse stands nearby, surrounded by lush greenery. The weathered exterior of the boathouse complements the natural setting.

4.93 out of 5 average rating, 100 reviews

Charming Rustic Boathouse

Come stay at our rustic boathouse along the serene river. Its weathered, wooden, exterior exudes charm, adorned with unique decor. The sunlight reflects the water, casting shimmering light against the boathouse. Surrounding it, is lush greenery and trees that create a picturesque backdrop. Inside, the boathouse is cozy and inviting, with simple furnishings and the gentle scent of wood. It's a haven where one can escape the bustle of everyday life and embrace the countryside.

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.

4.98 out of 5 average rating, 363 reviews

Cozy studio 15 min to beaches & historic downtown

Outstanding location + amenities, 15 minutes to beaches + historic downtown (Nights of Lights!) Minutes walk to the intercostal w/ piers, boat ramps, perfect for pleasant walks. Close to lots of shopping + dining. Quiet, friendly neighborhood, ample parking-trailers & boats welcome. Kid friendly w/ toys, pack & play + more. Laundry, walk-in shower, private entrance. Private deck w/ cheerful seating. Well equipped kitchenette. Easy drive to theme parks, Daytona + more.

Popular amenities for St. Augustine family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a pool

An open living area features a light-toned laminate floor and a spacious dark sofa facing a wall-mounted TV. A white coffee table sits in front of the sofa, while two wooden stools are positioned nearby. The kitchen is visible in the background, with natural light coming through the window.

4.86 out of 5 average rating, 278 reviews

Oceanside complex B17 1 Bed 1 Bath w/Heated Pool

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, 220 reviews

St Augustine Beach, comfy condo

A cozy sleeping area features a spacious bed adorned with a patterned bedspread and accented by a decorative pillow. A bedside table holds a small lamp, while a dark cabinet provides additional storage. Light filters in through a window dressed with textured blinds.

4.97 out of 5 average rating, 192 reviews

Traveler’s Nest of uptown St. Augustine with pool!

Condo in St. Augustine Beach

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.

4.96 out of 5 average rating, 159 reviews

Newly renovated! Steps to BEACH & POOL!

Condo in St. Augustine Beach

A spacious living room features a light grey sectional sofa paired with an ottoman. A blue and white decorative pillow rests on the couch. A blue marlin is mounted on the wall above, complemented by a contemporary lamp on a side table. Natural light enters through a window with white blinds.

4.85 out of 5 average rating, 193 reviews

34|Ocean at St Augustine Beach

A comfortable living area is highlighted by a textured armchair and a sleek coffee table. A large flat-screen TV is mounted on the wall above a stylish cabinet, while sliding glass doors provide access to the balcony, allowing natural light to fill the space.

4.95 out of 5 average rating, 130 reviews

Bring the boat! 2 Bedroom Steps from the Beach

The outdoor area features a private saltwater pool with a custom spa, surrounded by lush tropical landscaping. A spacious cabana is included, with comfortable seating beneath flowing white drapes. A shaded umbrella is positioned beside the pool, enhancing the relaxation space.

4.99 out of 5 average rating, 131 reviews

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

A serene pool area is framed by modern apartment buildings, with palm trees lining the perimeter. Stylish lounge chairs are placed around the water, and vibrant sunset colors fill the sky, creating a calming ambiance.

4.97 out of 5 average rating, 104 reviews

>•< Resort Style Retreat >•<

Family-friendly home rentals with a hot tub

The night view features a pool illuminated by soft blue lights, surrounded by palm trees. Relaxing lounge chairs line the poolside, and the building's windows reflect warm light, suggesting a welcoming ambiance. A fountain adds a tranquil element to the setting.

4.94 out of 5 average rating, 135 reviews

My HOUSE is your HOUSE

A balcony view showcases a serene pool surrounded by lush green palm trees and well-maintained grounds. Comfortable outdoor seating is positioned near a glass table, while the sky features fluffy clouds and hints of blue.

4.93 out of 5 average rating, 118 reviews

Spanish Colonial Design One Bedroom Condominium

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.

4.94 out of 5 average rating, 160 reviews

Charming Vintage Intracoastal Apartment

Condo in St. Augustine Beach

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.

4.94 out of 5 average rating, 123 reviews

Steps to Beach, Bikes & Beach Equipment Included!

4.98 out of 5 average rating, 300 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

4.95 out of 5 average rating, 110 reviews

A cozy living space features a plush couch and armchair, set on a textured rug. A modern kitchenette is visible, equipped with cabinets and appliances. Large windows allow natural light to fill the room, complemented by curtains that gently frame the view.

Apartment in Palm Coast

Oceanview Paradise Hammock Beach_King Bed

Superhost

Aerial view of the resort complex showcases a large swimming pool surrounded by lounge chairs. The manicured landscape features palm trees and garden areas. A calm body of water reflects the structure, enhancing the tranquil setting.

4.74 out of 5 average rating, 121 reviews

Gorgeous studio in luxury golf community,St.August

4.92 out of 5 average rating, 157 reviews

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

The Shire on 1 acre marshfront with dock and Spa

Family-friendly home rentals with Wifi

5 out of 5 average rating, 234 reviews

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

Walk Historic Downtown! “Blue Heaven”

A cozy living area features a comfortable sofa paired with a light-colored armchair and a round coffee table. Natural light flows through multiple windows, illuminating the space. The full kitchen is visible, showcasing modern appliances and blue cabinetry, complemented by woven wall decor.

4.96 out of 5 average rating, 215 reviews

Charming 1 Bedroom apt, Historic St Augustine

The living area showcases a dark leather sofa adorned with colorful pillows, paired with a light wooden coffee table. A ceiling fan hangs above, and a large television is mounted on the wall. The space features original pine flooring and a decorative non-functioning fireplace.

4.95 out of 5 average rating, 311 reviews

FREE BIKES Dog-friendly apt in the heart of St A

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, 108 reviews

Beach Getaway - Upstairs

A dining area is showcased with a wooden table surrounded by six chairs, featuring vibrant floral upholstery. A woven pendant light hangs above, illuminating the space. An ocean-themed mural adorns the wall, complemented by potted plants positioned nearby.

4.92 out of 5 average rating, 140 reviews

Charming Old-Florida Apartment

A spacious bedroom features a king size bed adorned with soft linens and decorative pillows. Two bedside lamps provide gentle lighting. A comfortable bench sits at the foot of the bed. Large glass doors lead to a serene patio area, while sheer curtains allow natural light to enter.

4.96 out of 5 average rating, 316 reviews

Calm cozy couples cottage close to Downtown & Bch

Two blue patio chairs are positioned on a wooden deck, facing the ocean. The expansive beach and gentle waves are visible in the background, under a clear blue sky dotted with soft clouds.

4.87 out of 5 average rating, 139 reviews

Oceanfront Barefoot Beach Retreat