Holiday rentals with a pool 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, 120 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!

4.95 out of 5 average rating, 187 reviews

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.

Flat in Vilano Beach

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.

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, 191 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, 127 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, 130 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!

Superhost

A private heated saltwater pool is set in a spacious, well-maintained outdoor area surrounded by a wooden fence. Comfortable lounge chairs line the poolside, while shaded seating is available nearby, providing a tranquil space for relaxation and enjoyment in the warm sunlight.

4.86 out of 5 average rating, 141 reviews

New LUX 4bed Saltwater, HEATED POOL, 2 Masters

Relax and have fun at this LUXURY beach getaway with high end furnishings and linens. The house has 4 bedrooms including 2 masters w/ king beds, 3.5 bath and a chef’s kitchen! Minutes walk to beautiful and coveted beach (3 blocks) and a 10 minute drive to downtown St. Augustine where you can enjoy many restaurants, coffee shops and local boutiques. Best yet, come back home and relax in your own fully fenced backyard w/PRIVATE HEATED SALTWATER POOL. We promise you won’t want to leave!

4.89 out of 5 average rating, 175 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.

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, 187 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.

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.

4.9 out of 5 average rating, 111 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, 159 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.

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, 47 reviews

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

5 out of 5 average rating, 44 reviews

Pooll | Sunshine Way | Steps to Sand | 1 Pet

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, 98 reviews

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

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,

4.99 out of 5 average rating, 147 reviews

An expansive backyard features a refreshing saltwater pool and a hot tub, surrounded by lush turf landscaping. A two-story building with a wooden staircase overlooks the serene outdoor space, framed by palm trees and vibrant plants. Lounge chairs are positioned nearby for relaxation.

Home in Butler Beach

Driftmark Cabin - RV friendly, Pool + Beach!

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

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, 55 reviews

Beachside CasaAzul! Heated Pool Spa Oasis!

4.93 out of 5 average rating, 15 reviews

Private Pool/Spa! Walk to Beach & Two Kitchens

Apartment rentals with a pool

Apartment in Butler Beach

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, 147 reviews

BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO WITH POOL

Apartment in St. Augustine Beach

4.89 out of 5 average rating, 208 reviews

Beachy Condo| Steps to Beach | Pools | Hot Tubs

Apartment in Lincolnville

Covered seating is arranged around a sleek coffee table on a patio with a view of a large heated pool, accented by palm trees and umbrellas. A dining area with a table and chairs is visible, offering ample space for relaxation and enjoyment.

4.92 out of 5 average rating, 177 reviews

F1, Downtown, POOL, beaches, porch, parking!

Apartment 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

Quiet, Updated Condo - Pool, Bikes & Pickleball!

Apartment in Crescent Beach

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.

4.99 out of 5 average rating, 134 reviews

361 Fun in the Sun | Direct Oceanfront Ground Floor

Apartment in Crescent Beach

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.

4.95 out of 5 average rating, 200 reviews

After Dune Delight, BEACH FRONT w/Fishing Pier

Apartment 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, 183 reviews

Newly renovated! Steps to BEACH & POOL!

Apartment in Butler Beach

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.

4.98 out of 5 average rating, 105 reviews

Wade n Sea Ocean Front Condo

Other holiday rentals with a pool

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

Superhost

Home in Ponte Vedra Beach

4.8 out of 5 average rating, 59 reviews

Oceanfront | Pool, Pet Friendly, Large Deck!

A deck offers ocean views with a round table surrounded by four cushioned chairs. The landscape includes sandy pathways leading to the beach and greenery in the surrounding area under a bright blue sky with scattered clouds.

4.98 out of 5 average rating, 45 reviews

Paradise Ocean House! Beachfront at its Finest!

Apartment in Vilano Beach

The sun is seen rising over a calm ocean, casting warm orange and yellow hues across the sky and reflecting on the water's surface. Gentle waves are visible, creating a serene coastal scene.

5 out of 5 average rating, 68 reviews

"C-Scape" on the Oceanfront!

An aerial view of a modern beach house showcases a private heated pool surrounded by lounge chairs and lush landscaping. The ocean is visible in the background, along with neighboring homes. A spacious patio area features shaded seating and vibrant greenery.

5 out of 5 average rating, 73 reviews

Private Pool | 3 King Suites | Steps to the Beach

4.99 out of 5 average rating, 77 reviews

Home in St. Augustine

The May House - Heated Pool - Historic Downtown

A spacious outdoor area features a heated pool with a serene blue hue, surrounded by a travertine patio. Comfortable seating arrangements can be seen under a covered porch, with greenery adding a touch of nature. The bright sky and distant homes are visible in the background.

4.97 out of 5 average rating, 35 reviews

Luxury Oasis Heated Pool, Game Rm, 3 Blks to Beach

Superhost