Holiday rentals with a pool in Villano Beach

4.97 out of 5 average rating, 192 reviews

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.

Flat in St. Augustine

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

The Traveler's Nest is a unique and cozy studio apartment with a kitchenette, private backyard and access to a huge pool located in a quiet historic uptown St. Augustine neighborhood. It's just minutes to the Old City and Vilano Beach and Fort Mose National Park and Museum is 3min walk within the neighborhood! In addition, it's close to all your necessities (groceries, liquor store, restaurants, fast food....etc.) and there's a huge pool to relax and cool off when your not out seeing sites :)

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.

4.98 out of 5 average rating, 120 reviews

Driftmark Cabin - RV friendly, Pool + Beach!

Experience the ultimate beachside getaway at our fully renovated Airbnb, just steps away from the sun-kissed sands. This luxurious retreat offers modern comfort with a private pool and inviting hot tub, allowing you to unwind in style. The recently upgraded interior boasts premium amenities, ensuring a relaxing stay. Outside, lush turf landscaping surrounds the pool, creating an oasis of comfort. Whether you're lounging by the pool, or enjoying the beach a stone's throw away, Driftmark delivers.

4.99 out of 5 average rating, 109 reviews

HGTV DesignerHome•HeatedPool•Walk/Bike 2 Downtown

Off Street Parking 3 Min Drive/ 15 Min Walk to Historic Downtown 2 Min Drive to the St Augustine Amphitheater 2 Min Drive to Anastasia State Park Beach 1 Min Drive to Anastasia Fitness Club/Suana-Steam Rm/Pool Looking to get away from the hustle & bustle of the city? This designer home with an amazing pool is the perfect place to recharge. Downtown & the scenic beaches in Anastasia State Park are just a minutes away. With spacious living & modern amenities, the Home offers maximum comfort

4.94 out of 5 average rating, 160 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 St. Augustine

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, 129 reviews

2023 Lux Home 4bd/3.5ba+HotTub+SaltPool+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, 114 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.

Guest house in St. Augustine

A tranquil outdoor space features a well-maintained heated pool surrounded by lush greenery and colorful flowers. Seating areas with black Adirondack chairs are positioned around the pool, offering a peaceful setting. A covered patio stands in the background, complementing the inviting atmosphere.

4.95 out of 5 average rating, 182 reviews

Heated Pool Beach Bungalow Steps to the Ocean

Beautiful brand new in 2022 en-suite Bungalow beach side! Perfect for a romantic get a way or just one person, just 600 steps to the beach. Five minutes to the St Augustine pier and 10 minutes to the oldest city in the US, Historic Downtown St Augustine. Not only do you have the most comfortable bed to fall into, a 50" TV, recliners and an amazing heated pool. Beautiful beach sunrises, fishing, hiking, Concerts at the Amphitheater. For your safety you have an electronic keyless entry.

A well-lit outdoor living space features a heated pool surrounded by smooth pavers. Several adirondack chairs are positioned nearby for seating, and a dining table is set for outdoor meals. String lights illuminate the area, creating a cozy ambiance.

4.97 out of 5 average rating, 120 reviews

Luxury heated pool steps from the beach -pool bar!

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 provided beach cart. Outdoor living space has a 10 X 20 heated pool and plenty of seating with a pool bar with a tv and mini fridge. A perfect place to relax after a day at the beach. We’d love to host you and your family!

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.

4.92 out of 5 average rating, 158 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!* No Cleaning Fee! No Surprise Fees! >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.)

The exterior of a two-story beach house is showcased, featuring a blue balcony and a spacious driveway. Palm trees and landscaped greenery surround the property, creating a relaxed environment. A parked vehicle is visibly accommodated beneath the elevated house, enhancing accessibility.

4.95 out of 5 average rating, 128 reviews

Tide Pool - Heated Pool/Hot Tub/Golf Cart

Welcome to Tide Pool! Built in 2020 and decorated with an eclectic beach flair using art and decor from the original owner's world travels. It has 4 bedrooms: Master on 2nd floor with king bed - Master on 3rd floor with king bed - Bedroom on 3rd floor with queen bed - Bedroom on 3rd floor with 2 queen beds. The outside of the home features a heated pool, hot tub, outdoor seating, fire pit, corn hole, and a rooftop deck with panoramic views of the ocean and historic St. Augustine.

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, 163 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.

4.96 out of 5 average rating, 172 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 Villano Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A private pool area is surrounded by a wooden fence and tropical landscaping. A ladder leads into the clear blue water, inviting relaxation. Sunlight filters through the trees, creating a serene atmosphere. A sign indicating 'Beach Access' is prominently displayed.

4.94 out of 5 average rating, 141 reviews

The Lazy Anchor-Pool-Walk to Beach-Dog Friendly

The exterior of a single-story house is displayed, featuring a sloped roof and an inviting entryway. Green grass surrounds the home, complemented by mature trees and landscaped bushes. A concrete driveway leads up to the entrance, providing accessible access.

4.99 out of 5 average rating, 427 reviews

Your Home Away From Home

A heated pool is surrounded by palm trees and vibrant greenery, featuring a tiled patio with six blue lounge chairs positioned along one side. The pool area offers a tranquil space for relaxation and outdoor enjoyment.

4.88 out of 5 average rating, 347 reviews

Pure Relaxation: heated pool, beach, cabana & more

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.

4.89 out of 5 average rating, 157 reviews

Cozy Fall Retreat | Heated Pool, Steps from Beach

The exterior of the home features a two-story structure with a welcoming porch. Potted plants hang from the posts, and a decorative sign is positioned near the entrance. Lush greenery and various plants are arranged along the pathway leading to the front steps.

4.98 out of 5 average rating, 199 reviews

Historic St. Augustine 2/2 Duplex & Pool

A private saltwater pool is surrounded by a spacious deck and lush greenery. Palm trees frame the area, offering a shielded retreat. A patio space is visible, providing comfortable seating options and direct access to the home.

4.94 out of 5 average rating, 137 reviews

Peaceful Oasis Pet Friendly heated Pool & Gameroom

A wooden gate opens to reveal a serene backyard with a heated saline pool surrounded by landscaped greenery. A shaded seating area and lounge chairs are visible near the pool, along with a dining space and umbrella, providing a relaxed outdoor ambiance.

4.97 out of 5 average rating, 151 reviews

Charming Downtown Cottage with Private Pool!

An inviting outdoor area features a stone fire pit surrounded by white adirondack chairs. A vibrant sunset casts warm colors over the scene, while a solar heated pool glistens nearby. Lounge chairs, umbrellas, and tropical landscaping enhance the charming ambiance.

4.97 out of 5 average rating, 100 reviews

Island Retreat: Pool/Hot Tub/Tiki Bar/Close2Beach

Apartment rentals with a pool

The living area is furnished with a comfortable sofa and armchair, providing a relaxed seating space. A media console holds a television, and large sliding doors lead to a private balcony. Natural light fills the room, highlighting a neutral color palette.

4.92 out of 5 average rating, 345 reviews

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool

A sandy beach extends towards the horizon, meeting rolling waves under a clear blue sky. Dune grass sways gently in the foreground, with a wooden boardwalk leading to the shore. Beach chairs and umbrellas are visible in the distance, indicating a welcoming recreational area.

4.94 out of 5 average rating, 148 reviews

Pelican Inlet 2 Bedroom Condo Steps from the Beach

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, 161 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.

4.94 out of 5 average rating, 123 reviews

Steps to Beach, Bikes & Beach Equipment Included!

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.

4.98 out of 5 average rating, 124 reviews

361 Fun in the Sun | Direct Oceanfront Ground Floor

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, 190 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, 157 reviews

Newly renovated! Steps to BEACH & POOL!

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, 154 reviews

Ocean Views! 4 decks Beachside of A1A. Pool!

Other holiday rentals with a pool

Superhost

Home in Ponte Vedra Beach

4.79 out of 5 average rating, 42 reviews

3 Bed 3 Bath Oceanfront Home Ponte Vedra Florida

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, 23 reviews

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

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, 53 reviews

Private Pool | 3 King Suites | Steps to the Beach

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.

4.98 out of 5 average rating, 55 reviews

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

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, 70 reviews

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

5 out of 5 average rating, 54 reviews

The May House - Heated Pool - Historic Downtown

5 out of 5 average rating, 25 reviews

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.

Flat in St. Augustine

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.