Holiday rentals with a pool in Vilano Beach

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.

4.94 out of 5 average rating, 126 reviews

CLUB MED•Family Paradise Retreat-Bring the Dogs

This beautiful home (2000sqft) is just a few blocks from the ocean which has easy beach access,including a play ground for children. Then a street over is the river which has boat ramp! You can also enjoy a local neighborhood restaurant just down the street with a water front view where the sunsets are mesmerizing! The home has been completely remodeled and has a gated back yard with a big pool for you and your family to enjoy. It is also a short drive to the historical down town St.Augustine.

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.

4.86 out of 5 average rating, 118 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!

Apartment in St. Augustine

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, 181 reviews

Charming Vintage Intracoastal Apartment

This breathtaking property is located on a quiet neighborhood street in Vilano Beach area on the river, minutes from the beach and a few miles from Historic Downtown St. Augustine. Apartment is on the second floor facing picturesque streets of Vilano Beach area. Waterfront private outside dining area with a grill, dock, and boardwalk are available on the waterfront side of the property. Famous local restaurants Cap's on the Water and Aunt Kate's are within walking distance from the property.

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, 150 reviews

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

A private backyard features a heated pool surrounded by a paver deck, complemented by two chaise lounges and a table with umbrella. The light gray exterior of the house contrasts with lush greenery, creating a serene environment for relaxation.

4.93 out of 5 average rating, 123 reviews

Coastal Sol|Heated Pool|6-min to BCH|Golf Cart

New Floridian-style beach home located only 6-min walk to quiet, secluded Vilano Beach access. Two-story, 3 bedroom, 2.5 bathroom layout with private, fully-fenced backyard with custom heated pool. Located in the Vilano neighborhood, our home is perfect for Florida beach vacations. Enjoy grilling out in the backyard, lounging around the pool or beach all day! 12-min drive into Historical Downtown St. Augustine. Beach supplies provided to guests - Pet-friendly property. GOLF CART available.

4.97 out of 5 average rating, 129 reviews

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

Welcome to the Coral Door House! Tranquil retreat at the beach. Newly built spacious and modern luxury home that’s only 10 minutes from downtown. A private entrance to a very special and secluded beach is just 6 houses down. An easy short walk with the stocked beach cart. Outdoor living space has a 10 X 20 heated pool, six person spa, plenty of seating, with a pool bar with tv,and mini fridge. A perfect place to relax after a day at the beach. We’d love to host you and your family!

4.91 out of 5 average rating, 170 reviews

Vilano Beach • Access•Designer•Intercoastal View

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 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.

4.99 out of 5 average rating, 180 reviews

4Bed, 3Bath-Heated Pool & SPA-Don't You Wanna?

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.

Holiday home in St. Augustine

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.

4.9 out of 5 average rating, 107 reviews

Beautiful Beachside Vacation Home W/ Amenities

HEATED POOL This beautiful Beachside vacation home appeals to a wide variety of people ensuring the perfect vacations stay. From its modern interior to, its exterior filled with activities like the pool, beach access, ping pong, cornhole, and more; it can keep everyone entertained from adults to children. Only being a 7 min. Drive from Downtown St. Augustine, you can make sure you you experience all this town has to offer without getting too far from home base.

4.93 out of 5 average rating, 157 reviews

steps to the beach, double mastersuite- pool home

Cleaned using CDC guidelines- Oasis at the beach! Brand new home just completed and designed to be a vacation rental not modified to be one. Spacious 4 bedroom hosting 2 master suites downstairs accompanied with 9' ceilings throughout the first floor including the large living room that flows to the dining, guest bath, bar, chefs kitchen and eventually the doors out the back porch, pergola, grill area, paver patio and 10x20 pool with fully fenced in yard.

An outdoor dining area features a wooden table with six chairs, shaded by a large tree. A small pool is visible nearby, surrounded by lounge chairs and tropical plants. A hammock can be seen draped between two posts, creating a space for relaxation.

4.98 out of 5 average rating, 199 reviews

Secluded oasis pool home steps to the beach

In beautiful Vilano Beach Fl. New home built April 2019. Family neighborhood on dead end street. Beach entrance 50 ft to dune walkover. A 4 bedroom home has 2 masters downstairs, and 2 bedrooms upstairs with a play loft in between. Nearby restaurants, fishing, boating. Fenced back yard. We can heat the pool for $50 per day. bbq, and lounge chairs surrounding pool. Outdoor showers located near pool, beach toys , chairs.

A spacious living area is furnished with a large blue sectional sofa and a wooden coffee table. A ceiling fan circulates air. Natural light enters through a balcony door, offering a view of the beach and surrounding coastal decor.

4.9 out of 5 average rating, 158 reviews

Ocean Views! 4 decks Beachside of A1A. Pool!

Privateb beach access on the property and a pool. This beachside three-story, 4 deck unit is on the east side of A1A. No crossing the busy highway when heading to the beach. There is a partially finished garage living room on the first floor attached to the bedroom with two twin beds. A perfect spot for the kids! Walk to a few restaurants, Publix and shops across the street.

Popular amenities for Vilano Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A cozy outdoor space features a wooden deck surrounding a small pool, complemented by colorful cushions and lounge chairs. Soft lighting from string lights overhead adds a warm ambiance. The area is enclosed by a wooden fence, providing privacy for guests.

4.98 out of 5 average rating, 92 reviews

Top-Rated Stay | Pool, Tiki Bar, Walk to the Beach

5 out of 5 average rating, 43 reviews

Pooll | Sunshine Way | Steps to Sand | 1 Pet

The exterior of a two-story vacation home is showcased, featuring a welcoming porch with wooden railings and steps leading up to the entrance. The surrounding landscape includes a spacious paved driveway, lush greenery, and various trees, creating a serene atmosphere.

4.93 out of 5 average rating, 97 reviews

Vilano Beach Home, 3 Bed, 2 Masters, Heated Pool

Superhost

5 out of 5 average rating, 3 reviews

Luxury Beach Home-Pool + Spa + Sauna + Cart +Games

The outdoor pool area features a sparkling pool surrounded by paver stones. Comfortable loungers, including a sectional and two egg chairs, create inviting relaxation spots, with greenery providing a natural backdrop. String lights are hung above, enhancing the cozy ambiance of the space.

5 out of 5 average rating, 51 reviews

Beachside CasaAzul! Heated Pool Spa Oasis!

5 out of 5 average rating, 9 reviews

Private Pool/Spa! Walk to Beach & Two Kitchens

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, 49 reviews

17 Palms Beach House

The exterior of a two-story beach house is presented, featuring a light-colored façade and large windows. A paved driveway leads to the entrance, surrounded by manicured landscaping with palm trees and shrubs. The sky above is clear and blue.

4.98 out of 5 average rating, 48 reviews

Vilano Beach House- 2 min walk to beach - Pool/Spa

Condo rentals with a pool

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

Superhost

A spacious balcony offers a wide view of the beach and ocean, framed by an elegant arched opening. Green dunes and distant waves are visible, while a flock of birds gracefully moves across the sky, adding to the serene coastal atmosphere.

4.88 out of 5 average rating, 135 reviews

Oceanfront Retreat!

A bright, enclosed balcony is depicted with a comfortable chair, a small table, and a decorative area rug. Large glass windows showcase expansive ocean views, while light wood paneling complements the aqua-tiled feature wall. Ocean breezes are welcomed through the open layout.

4.93 out of 5 average rating, 105 reviews

Newly Remodeled Ocean View Condo-Upgrades Galore!!

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

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

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, 205 reviews

34|Ocean at St Augustine Beach

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.

4.95 out of 5 average rating, 176 reviews

Newly renovated! Steps to BEACH & POOL!

4.98 out of 5 average rating, 103 reviews

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.

Condo in Treasure Beach

Wade n Sea Ocean Front Condo

Other holiday rentals with a pool

Superhost

A resort-style heated pool is surrounded by a spacious paver deck. Lush greenery and trees provide natural shade, while seating options are available around the pool area for relaxation. A pergola offers a shaded dining space, complementing the tranquil outdoor environment.

4.62 out of 5 average rating, 53 reviews

Vilano Paradise- Pool/Walk to Beach

A living room is presented with a cozy arrangement of seating, including a dark grey sofa with plush pillows and a light-colored armchair. A round wooden coffee table sits in the center, adorned with decorative items. Natural light filters in through two windows, illuminating the space.

5 out of 5 average rating, 18 reviews

PeacefulSunshine House, Heated Pool, Walk to Beach

A modern coastal retreat features a welcoming front facade with a light-colored exterior and dark-shingled roof. A decorative ship's wheel is mounted above the garage, complemented by a paved driveway and a lush green lawn. Two inviting porch chairs are set on the covered entryway.

5 out of 5 average rating, 42 reviews

4BR Heated Pool, Walk to Beach, Double Master BR!

A private backyard features a sparkling blue pool surrounded by a tiled deck. Lounge chairs are positioned on one side, while vibrant red chairs sit nearby. Sunlight filters through the trees, creating a serene atmosphere in the outdoor space.

4.94 out of 5 average rating, 81 reviews

Beach House, Pool, Golf Cart, Game Room, BBQ,

4.87 out of 5 average rating, 15 reviews

Heated Pool ~ Steps to the beach ~ Fire pit

A covered porch features a white swing and a large dining table, providing space for relaxation and meals. Sunlight illuminates the area, with views of the grass and beach visible in the distance. The turquoise ceiling adds a touch of color.

5 out of 5 average rating, 30 reviews

CasaVilano216*Ocean Views•Pool•Steps to Beach•pets

A private pool area is surrounded by vibrant tropical landscaping. Four wooden lounge chairs with light-colored cushions are positioned near the water's edge. The pool deck features stone tiles, and a wooden privacy fence adds seclusion to the space.

4.81 out of 5 average rating, 63 reviews

Another Day In Paradise| Summer made simple!