Holiday 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, 168 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.

4.86 out of 5 average rating, 117 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!

4.94 out of 5 average rating, 181 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.

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, 149 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, 128 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

Beach House•TreeTop View •Gourmet Kitchen• Firepit

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.

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, 180 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, 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.

A modern home features a welcoming front porch with seating and large windows, surrounded by lush green landscaping. A palm tree and decorative plants accent the well-maintained lawn, contributing to the inviting exterior. The driveway provides ample space for parking.

4.91 out of 5 average rating, 125 reviews

new 4 bedroom home, 2 master-suites and pool

BRAND new luxury rental with the double family traveler in mind, offering 2 master-suites, a secondary living room area for kids /In-laws with pool, all within steps of the Atlantic ocean. The home is located within the 2nd block off the ocean and a county maintained beach access that does not have public parking for truly a pristine uncrowded beach experience. The home has 2 master suites on the main floor and upstairs has 2 bdrms and 2nd living-room.

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, 179 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.)

Popular amenities for Vilano Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Ponte Vedra Beach

4.8 out of 5 average rating, 54 reviews

Oceanfront | Pool, Pet Friendly, Large Deck!

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, 41 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, 70 reviews

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

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.

4.99 out of 5 average rating, 91 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.

4.94 out of 5 average rating, 96 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, 50 reviews

Beachside CasaAzul! Heated Pool Spa Oasis!

5 out of 5 average rating, 9 reviews

Private Pool/Spa! Walk to Beach & Two Kitchens

Apartment rentals with a pool

Apartment in Butler Beach

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!!

Apartment in Butler Beach

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

Apartment in Crescent Beach

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

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.

4.98 out of 5 average rating, 133 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, 198 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.

4.95 out of 5 average rating, 176 reviews

Newly renovated! Steps to BEACH & POOL!

Apartment in St. Augustine Beach

A bright living area includes a comfortable sofa and two accent chairs arranged around a glass coffee table. Natural light enters through large windows, illuminating the space. A flat-screen television is mounted on the wall, and coastal-themed artwork adds a subtle decorative touch.

4.9 out of 5 average rating, 217 reviews

St Augustine Beach, no stairs, clean, 2 BR 2 Bath

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, 103 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 St. Augustine

5 out of 5 average rating, 3 reviews

Pelicans Paradise Pool Home —Steps to Downtown

4.91 out of 5 average rating, 97 reviews

A modern home is surrounded by a well-kept backyard featuring a private pool and spacious patio. Comfortably arranged lounge chairs provide a relaxing spot. The exterior showcases light-colored siding and elevated balconies, with palm trees dotting the landscape for a tropical feel.

Home in St. Augustine

Sunset Cove 2 - Pool - Sea Views - Walkable

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, 80 reviews

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

4.86 out of 5 average rating, 14 reviews

Heated Pool ~ Steps to the beach ~ Fire pit

5 out of 5 average rating, 34 reviews

5BR, Pool,HotTub, Putput, Walk to Beach,Game RM!

5 out of 5 average rating, 29 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 Vilano Beach

Modern Coastal Retreat

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.