Family-friendly holiday rentals in Vilano Beach

A serene outdoor space features a clear, in-ground heated pool surrounded by natural landscaping. Comfortable lounge chairs and a shaded dining area under an umbrella offer inviting spots for relaxation. A tree provides added greenery nearby, creating a tranquil, private environment.

4.87 out of 5 average rating, 127 reviews

Brand NEW Beach House with HEATED pool!

Brand NEW vacation rental in St. Augustine! Gorgeous open floor plan that was designed and built specifically as a vacation rental. This home features 3 bedrooms, 2 full baths, huge 16ft ceilings and an amazing in-ground, heated pool! Enjoy your morning coffee on the front porch with natural privacy from the beautiful oak trees or lounge by the pool and entertain on the patio. 3 blocks from the beach, a block away from the intercoastal and a quick 10 min drive to historic downtown St. Augustine!

FamilyIndoor spacesCleanliness

4.89 out of 5 average rating, 183 reviews

Vilano Beach Walk + Fire pit + Outdoor Shower

Vilano Beach Designer Home • Newly renovated 5-minute walk to the sand • Fire pit + outdoor shower Parking for cars & boats • Fitness club & pool access included Gourmet kitchen, three upgraded bedrooms, spa-inspired baths, Smart TVs, and a shaded outdoor oasis with professional charcoal grill + fire pit. Peaceful retreat just steps from Vilano Beach and a short drive to historic downtown St. Augustine. Perfect for families or groups who want beach convenience without sacrificing comfort + style

KitchenFamilyParking

A charming coastal bungalow is set amidst lush green grass, surrounded by palm trees and nature. The driveway leads to the front entrance, featuring a single-car garage. The home is framed by a clear blue sky dotted with clouds, highlighting its welcoming facade.

4.94 out of 5 average rating, 236 reviews

Surfside House

This special vacation home is close to everything, making it easy to plan your visit. Ideal location across from the beach, just minutes to drive or bike into historic downtown St. Augustine. The 1950's coastal bungalow is set on Vilano Beach's historical Street. The home has been completely remodeled, plenty of parking and is pet friendly. Surfside's pet friendly beach access/parking and North Shore Community Park is 1 block away with tennis/ pickle ball courts, playground and dog park.

KitchenFamilyOutdoor spaces

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, 170 reviews

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

🌴 Featured in Good Housekeeping & Designed by HGTV-featured Builders ✨ 🏡 New 2023 Luxury Coastal Home 🛏️ 2 King Suites + 2 Queen Bedrooms 🛁 3.5 Bathrooms 💦 Private Saltwater Pool + Heated Spa/Hot Tub 🍹 Poolside Cabana & Outdoor Kitchen 🚲 Bikes, Beach chairs, Cooler & Toys included 🌿 Tropical Backyard Oasis w/ Mature Palms, Lounge Chairs, Outdoor Shower & Turf 👣 Walk 0.2 miles to the beach 🌅 Stroll 0.2 miles to Cap’s for Waterfront Sunset Dinner 🏰 10 min to Historic St. Augustine

KitchenFamilyView

Superhost

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.

4.85 out of 5 average rating, 164 reviews

Oceanfront Barefoot Beach Retreat

Lovingly updated oceanfront cottage, located on a fabulous and quiet stretch of beach in Vilano Beach. Just ten minutes north of historic downtown St Augustine . Close enough for a quick drive to see the sights but just far enough away to get some peace and quiet ! Beautiful beach with access right off the back of this dreamy home, enjoy amazing sunrises right off the back deck or even from the master bed ! Kick off your shoes and leave your worries behind and enjoy the peace and serenity !

FamilyKitchenValue

An open living area with vaulted ceilings features large windows framing ocean views. A spacious sectional sofa and a cozy armchair invite relaxation, while a coffee table centers the space. Natural light floods in, enhancing the welcoming ambiance.

4.96 out of 5 average rating, 157 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!

KitchenFamilyView

An expansive ocean view is framed by a white railing on a sunny day. Lush green grass and tropical plants lead to the sandy beach, while waves gently lap against the shore under a clear blue sky.

4.95 out of 5 average rating, 204 reviews

Ponte Vedra Sth/Vilano Oceanfront 3Bed 2bath Pets

Nicely furnished 3 bedroom 2 full bathroom house tucked away in the dunes on Surfside Vilano Beach . 3 miles from downtown St Augustine, a half mile from Publix .The deck wraps around half the house, pretty fantastic ocean views, sunrise and river side sunsets. Each bedroom has a smart tv with Internet and a very comfortable Queen or King size bed. TPC Sawgrass is a 20 minute drive north , Daytona International Speedway 70 minutes south , 2 hours to Orlando and Busch Gardens.

Indoor spacesFamilyBathroom

The outdoor area features a heated pool surrounded by comfortable lounge chairs and shaded umbrellas. A spacious patio includes additional seating and a tranquil atmosphere, enhanced by palm trees and bright blue skies.

5.0 out of 5 average rating, 201 reviews

Don’t You Wanna? Heated Pool & SPA 4Bed & 3Bath

Don't You Wanna...4 Bedroom, 3 Bath with HEATED POOL, SPA, and Outdoor Shower located in the heart of Vilano Beach of historic St. Augustine, FL. Our conveniently located home allows you to bring family and friends to share memories with a nice sunset or sunrise just down the street at the third street beach access point. Want to have a nice dinner at one of the most popular restaurants in all of St. Augustine? Walk around the corner to Cap's On The Water for great dining.

KitchenIndoor spacesPool

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.

4.95 out of 5 average rating, 196 reviews

Pool home oasis steps to ocean

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.

FamilyIndoor spacesHiking

Apartment in Vilano Beach

An outdoor dining area is placed on a wooden deck, featuring a white table and six striped chairs. A vibrant red umbrella offers shade, while the expansive view of the sandy beach and ocean stretches in the background, under a clear blue sky.

4.96 out of 5 average rating, 108 reviews

Magic Beach House in Vilano Beach

Welcome to Vilano and magic shell beach! This delightful oceanfront beach house is a 3 bedroom, 2 bath, 1800 sq. ft. space that sits above 2 lower units. All entrances are private and the grand upper deck belongs solely to you and your party. Enjoy the view of gorgeous sunrises, frolicking dolphins and the ever-changing waves, water, and sky as you relax in this perfect location steps from the beach and a close 5 minute drive into the Historic City of St Augustine.

FamilyIndoor spacesBeach

A spacious screened-in pool area features a large blue swimming pool surrounded by patio tiles. Comfortable seating arrangements with multiple chairs and a table are visible nearby, providing a relaxed space for leisure. Natural light streams in through the screened enclosure.

4.93 out of 5 average rating, 200 reviews

Heated Pool, Beach, Patio Lounge, Near Downtown

Add my home to your wishlist, click the <3 in top right corner! *Book 2 nights, get the 3rd night 30% off!* >HUGE screened in pool! Heat pool for $60/day or $350/wk. >500 steps to beach >3 TV's with streaming apps (not cable) >Lots of parking! >.5 miles to Publix grocery store >Short drive to marina, restaurants, boat rentals >Walk to intracoastal >Short drive to DT St. Aug >Washer + Dryer >BBQ Grill >3 days of supplies (TP, trash bags, etc.)

KitchenIndoor spacesNearby

4.98 out of 5 average rating, 114 reviews

An aerial view highlights the charming blue cottage surrounded by lush palm trees and vibrant greenery. The proximity to pristine beach waters is visible, along with neighboring coastal homes. A walkway leads from the yard to the street, emphasizing the inviting outdoor space.

Cottage in Vilano Beach

Vilano Charmer, Capo’s Cottage, 1/2 block to beach

Charming 3/2 beach cottage located in the historic Surfside Community of Vilano. Once this home belonged to the Capo Family who brought visitors from downtown St Augustine across the Intercoastal on a ferry to the beach in the 1920’s. Today, you can enjoy the vintage vibe, with modern conveniences. Only 2 min walk to Surfside Beach! Under new ownership, formerly an Airbnb for many years. One small dog will be considered.

Indoor spacesFamilyLong stay

Popular amenities for Vilano Beach family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Apartment in Vilano Beach

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.

4.95 out of 5 average rating, 201 reviews

Charming Vintage Intracoastal Apartment

Indoor spacesKitchenCheckout

Superhost

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 Vilano Beach

4.91 out of 5 average rating, 179 reviews

The Shire on 1 acre marshfront with dock and Spa

KitchenIndoor spacesHospitality

4.97 out of 5 average rating, 135 reviews

Luxury pool & spa home steps to beach & 2 masters!

KitchenIndoor spacesCheckout

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.

4.98 out of 5 average rating, 197 reviews

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

KitchenIndoor spacesCleanliness

4.97 out of 5 average rating, 232 reviews

The cottage features a charming front porch with white railings and decorative trim. Lush green plants are arranged along the pathway, enhancing the welcoming entrance. A well-maintained lawn and a paved driveway lead to the home's exterior, which is adorned by vibrant blue siding.

Cottage in Vilano Beach

3BR/2 Bath/Outdoor Kitchen/Hot Tub/Ocean 3 blocks

FamilyIndoor spacesLayout

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, 200 reviews

Newly renovated! Steps to BEACH & POOL!

Indoor spacesKitchenPool

4.84 out of 5 average rating, 129 reviews

Florida Breeze |Pool & Jacuzzi| 2-min walk to BCH

FamilyKitchenSleep quality

Guest suite in Vilano Beach

4.9 out of 5 average rating, 144 reviews

Entire 2 bedroom Suite in Eclectic Beach Home

KitchenIndoor spacesAmenities

Family- and pet-friendly home rentals

The backyard features a circular fire pit surrounded by colorful Adirondack chairs. String lights provide soft illumination above, creating a cozy ambiance. A selection of glasses and a wine bottle is placed on a small table nearby, enhancing the inviting outdoor gathering space.

4.92 out of 5 average rating, 145 reviews

One-of-a-Kind Home | Firepit & Terrace, Walk Beach

KitchenFamilyOutdoor spaces

4.88 out of 5 average rating, 376 reviews

Pure Relaxation: heated pool, beach, cabana & more

FamilyIndoor spacesTV

The open living area features large glass doors that provide an unobstructed view of the ocean. A comfortable couch and two armchairs are arranged around a circular coffee table, with a wall-mounted TV for entertainment. Soft lighting and a neutral palette create a serene ambiance.

4.88 out of 5 average rating, 179 reviews

"Swan Ocean" Beach House on Vilano Beach

Indoor spacesFamilyAir conditioning

Guest suite in Vilano Beach

A clear view of a sandy beach stretches toward the gentle waves, with a vibrant blue sky above. Soft clouds float across the horizon, while grasses line the path leading to the shoreline, inviting relaxation and leisure.

4.99 out of 5 average rating, 262 reviews

Vilano Beach Retreat- 2 minute walk to beach

KitchenIndoor spacesWi-Fi

4.9 out of 5 average rating, 111 reviews

Walk 2 Beach | Pool | Firepit | Game Room | EV

Indoor spacesKitchenWalkability

Holiday home in Vilano Beach

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.

4.91 out of 5 average rating, 118 reviews

Beautiful Beachside Vacation Home W/ Amenities

FamilyKitchenDecor

A light blue house with white accents is depicted in the image, surrounded by a well-kept outdoor area. A private heated pool is bordered by paved stones. Outdoor seating, including lounge chairs and a table, is placed nearby, with a grill positioned to the side.

4.9 out of 5 average rating, 111 reviews

Heated Pool! Lux 3Bedroom, 2 King Master Suite

KitchenIndoor spacesComfort

A bright living room features a spacious sectional sofa and a coffee table on a textured area rug. Natural light is filtered through large windows, highlighting the warm wooden floors. A wall-mounted TV and a ceiling fan add to the room's inviting layout.

4.89 out of 5 average rating, 144 reviews

"The Coastal House" Water Views and a Golf cart!

Indoor spacesKitchenGetting around

Family-friendly home rentals with a 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.

4.9 out of 5 average rating, 177 reviews

Coastal Retreat w/Pool, Walk to beach, restaurants

Indoor spacesKitchenWalkability

An open concept living space is featured, showcasing a mix of comfortable seating options including a leather sofa and a spacious sectional sofa. Natural light floods the area, enhancing the wooden flooring. Decor includes stylish wall art and plants, adding a relaxed, beach-inspired vibe.

4.95 out of 5 average rating, 125 reviews

Heated pool home with interactive gaming system

Indoor spacesKitchenBathroom

4.86 out of 5 average rating, 100 reviews

Vilano Beach Pool Home-Ocean Views

KitchenIndoor spacesAccess

4.99 out of 5 average rating, 146 reviews

Home in St. Augustine

HtdPool w/Arcade, Fire, GolfCart Access, 1.2 mi DT

FamilyIndoor spacesPool

A well-maintained pool is surrounded by lush greenery and potted plants. Two adults and a child are enjoying the water, while a dog swims nearby. A blue kayak floats on the surface, contributing to a relaxed, family-friendly atmosphere.

4.95 out of 5 average rating, 133 reviews

CLUB MED•Family Paradise Retreat-Bring the Dogs

FamilyKitchenTV

A private backyard area features a heated pool amidst a paved patio. A tiki bar with seating and a TV is situated nearby. Sun loungers line the poolside, along with tropical landscaping. Soft evening light enhances the ambiance of the space.

4.98 out of 5 average rating, 65 reviews

17 Palms Beach House

FamilyIndoor spacesLocation

5.0 out of 5 average rating, 18 reviews

Oceanfront Home w/ Private Pool, Hot Tub, Pet fee

KitchenFamilyBackyard