Vacation rentals with a pool in Vilano Beach

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, 170 reviews

Beach Retreat w/Pool, Private Yard, Walk to beach

Enjoy a two minute walk to the beach. Huge HEATED pool & spacious deck. Fully stocked kitchen open & airy with high ceilings and a very private and quiet backyard. Short scenic drive to downtown historic St Augustine. Boogie boards, beach chairs, coolers, towels are available for your use. Foosball, darts, and games for the entire family to enjoy! Pool temperature is set and could be adjusted for a small fee. Beachy home all new furnishings! Owner has other homes in area! Playpen on request.

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, 119 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!

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, 102 reviews

Heated Pool! Lux 3Bedroom, 2 King Master Suite

You’ll never want to leave this Brand New 3 bedroom luxury home with private heated pool located in Vilano Beach. We are tucked away in a quiet neighborhood that’s great for walking, biking and just 3 short blocks to the ocean while only minutes to downtown. There are 2 Master Suites with king bed and a bunk room that sleeps 4. The home includes chef’s kitchen, high end furnishings, linens, games and best of all your own PRIVATE HEATED POOL($25/day)You’ll never want leave this Haven by the Sea!

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, 184 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.

Superhost

The Tiki Bar area features a long bar with high chairs surrounded by vibrant wall murals and greenery. Cozy seating is arranged with colorful cushions on a grass-like rug, creating a relaxed atmosphere for socializing and enjoying refreshments.

4.77 out of 5 average rating, 115 reviews

Heated Pool, Tiki Lounge, Steps to Beach, Games

Save my home by clicking the <3 in top right corner! *Book 2 nights, get the 3rd night 30% off!* >Sparkling heated pool (pool heat - $60 day/$350 wk) >Steps from sand! (1 min walk) >NOW with a new Tiki Bar in garage! >Blocks to boat ramp, bring your boat + jet-ski! >Dogs OK! 2 dog max (w nightly fee) >Beach gear >Propane BBQ >DT St. Aug is a 10 min drive >Drip coffee pot >Washer + Dryer >2-3 parking spots >Cable in LR, other TV's are smart. >3 days of supplies (TP, trash bags, pods, etc.)

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, 189 reviews

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

Welcome to Once Upon a Tide Beach House in Vilano Beach (Salted Heated Pool) This brand new luxury beach house is in a perfect location. 3 blocks to the beach , 1 block to the intracoastal . A short drive to Historic Downtown St. Augustine. Very spacious and well pointed home with 2 living rooms, the main living room is on the first floor and a second living room is upstairs in the loft area. Private back yard oasis with a salted heated pool, cabana. I promise you will not want to leave!

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, 154 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.

4.94 out of 5 average rating, 126 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!

4.88 out of 5 average rating, 173 reviews

Vilano Designer Home•Gourmet Kitchen•Beach Access

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, 184 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.

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.

4.96 out of 5 average rating, 185 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.

Popular amenities for Vilano Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 45 reviews

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

An outdoor pool area is framed by a spacious patio featuring lounge chairs and an outdoor dining set. The large heated pool reflects the clear blue sky, and shaded areas are created by an umbrella. The surrounding landscape includes trees and fencing for added privacy.

4.99 out of 5 average rating, 78 reviews

1 Block to Beach! Heated Pool, Near Historic Dist.

5 out of 5 average rating, 44 reviews

Pooll | Sunshine Way | Steps to Sand | 1 Pet

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, 82 reviews

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

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, 99 reviews

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

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, 64 reviews

Another Day In Paradise - Summer made simple!

5 out of 5 average rating, 7 reviews

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

4.98 out of 5 average rating, 118 reviews

Home in St. Augustine

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

Condo rentals with a pool

5 out of 5 average rating, 147 reviews

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.

Condo in Butler Beach

BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO WITH POOL

Condo in St. Augustine Beach

4.89 out of 5 average rating, 208 reviews

Beachy Condo| Steps to Beach | Pools | Hot Tubs

4.93 out of 5 average rating, 108 reviews

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.

Condo in Crescent Beach

Hideaway at Crescent Breach - St. Augustine

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.

4.92 out of 5 average rating, 143 reviews

Cozy Beach Townhome - Bikes, Garage & Pickle Ball!

4.98 out of 5 average rating, 133 reviews

The living room features a sliding glass door that provides a direct view of the beach. A comfortable sofa is positioned near a coffee table, while a side table and chair complement the seating arrangement. Natural light brightens the space, enhancing coastal decor.

Condo in Crescent Beach

361 Fun in the Sun | Direct Oceanfront Ground Floor

4.95 out of 5 average rating, 200 reviews

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.

Condo in Crescent Beach

After Dune Delight, BEACH FRONT w/Fishing Pier

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, 181 reviews

Newly renovated! Steps to BEACH & POOL!

4.98 out of 5 average rating, 105 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 Butler Beach

Wade n Sea Ocean Front Condo

Other vacation rentals with a pool

Superhost

Home in Ponte Vedra Beach

4.8 out of 5 average rating, 59 reviews

Oceanfront | Pool, Pet Friendly, Large Deck!

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

An inviting outdoor space showcases a heated saltwater pool surrounded by lounge chairs and a dining area. A vibrant hammock and colorful pool toys enhance the atmosphere. Lush greenery provides privacy, complemented by a patio umbrella for shade.

5 out of 5 average rating, 70 reviews

Vilano Beach | Heated Pool | Walk to Beach

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.

4.97 out of 5 average rating, 96 reviews

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

Superhost

4.84 out of 5 average rating, 19 reviews

Heated Pool ~ Steps to the beach ~ Fire pit

Apartment in Vilano Beach

A spacious living area is highlighted by a light-toned sectional couch with soft pillows. Modern decor includes a wall-mounted TV displaying a beach scene. Nearby, a small table and chairs invite relaxation with views of the exterior landscape through large glass doors.

5 out of 5 average rating, 31 reviews

Modern Coastal Retreat

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, 54 reviews

Beachside CasaAzul! Heated Pool Spa Oasis!