Vacation rentals with a kayak in Villano Beach

4.94 out of 5 average rating, 146 reviews

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.

Condo in St. Augustine

Pelican Inlet 2 Bedroom Condo Steps from the Beach

Enjoy this newly renovated 2 bedroom 2 bath condo for your dream getaway. This is a ground floor unit in the "B" building which means you are just steps to the beautiful Crescent Beach, Matanzas Inlet, pool, tennis courts, pickleball, and more. Just bring your swimsuit. Condo includes beach towels, chairs, boogie and skim boards, beach toys, 2 kayaks, paddleboard, pickleball paddles and tennis racquets. You'll be just a short drive from historic St. Augustine with it's many attractions.

The exterior of the mid-century bungalow is surrounded by lush landscaping and palm trees. An expansive deck is visible, offering a space for outdoor relaxation. The green yard features a variety of shrubs and plants, contributing to a serene, natural atmosphere.

4.96 out of 5 average rating, 122 reviews

*1 Block From the Beach! 5 min Drive to Downtown *

In a quiet Vilano Beach community this mid-century bungalow with expansive deck is a beach lovers paradise. Just a stones throw away from one of the most beautiful and private beaches Florida has to offer, and a short drive or water taxi to historic downtown St Augustine, this is truly a gem of a location. You can walk to Publix, bars, restaurants, coffee shops, pier, water taxi, and more. This guest apartment of a 2 story duplex is on the second floor, which has a private entry and parking.

4.93 out of 5 average rating, 197 reviews

A decorated white Christmas tree is placed in the corner of the cozy living room, adorned with blue and white ornaments and soft lights. Nearby, a lamp illuminates a comfortable armchair and a bookshelf filled with coastal decor.

Cottage in St. Augustine

Coastal Cottage -firepit, pet fence, kayaks, bikes

Located in the historic Lighthouse Park neighborhood, this charming 1940s coastal cottage is easy strolling distance to the Lighthouse, Alligator Farm, mini-golf, cafes & more! It is only a 0.8-mi walk to the Bridge of Lions, where you can walk over the Bay to downtown St. Augustine. You couldn't ask for a better location! It's on Anastasia Island so you're a short walk/bike/car ride from the beach & Ampitheater. It's cozy, pet & kid-friendly with a big backyard. Kayaks & bikes available!

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

The front exterior of the house is shown, featuring a light blue facade and a neatly manicured lawn. A concrete driveway leads to a single-car garage. Lush green bushes and trees frame the house, contributing to a serene environment.

4.87 out of 5 average rating, 160 reviews

Peaceful Family Retreat • Central • Pet Friendly

Walk to the free splash park, hit the beach, and save big—this hidden gem includes everything you need for a fun, easy, budget-friendly vacation! We’ve got beach chairs, loungers, umbrellas, beach toys...Just bring yourselves. Inside, enjoy much more than the usual kitchen essentials, lots of sports equipment, and plenty of hygiene essentials. Plus, Publix and restaurants are just steps away in the nearby Island Walk plaza. Four legged family members love the large dog park with pond!

A welcoming front porch features two bright blue chairs arranged beside a small table, complemented by a potted plant. The light yellow siding and the contrasting blue door create a cheerful entrance, inviting guests to enjoy the outdoor space.

4.86 out of 5 average rating, 125 reviews

NEW Modern Bungalow Close to Downtown! Fenced Yard

- If you are seeking a more affordable vacation rental that is close to all the attractions in downtown St. Augustine, our home is for you! - Private corner lot with a fully fenced in yard for you and your pets - Brand new furniture and appliances - New 55” 4K Roku TV where you can stream all your favorite shows - Superfast 400+ Mbps Wi-Fi speeds - Kitchen includes large pantry and is fully stocked with cooking supplies - 15-20 minutes to St. Augustine Beach & 10 minutes to Vilano Beach

A wooden dock stretches over the calm, turquoise waters of a canal, surrounded by lush greenery. Outdoor seating is available on the deck, with a table and chairs positioned beneath a sheltered area, offering a peaceful spot to relax and enjoy the scenic views.

4.76 out of 5 average rating, 110 reviews

On the Canal, by Beach, Kayaks, Dock, Fishing

> Canal front home > One small dog OK *with fee > Walkable to the beach and the intracoastal > Neighborhood beach walkover > Fully equipped and stocked kitchen > Extremely safe neighborhood > Private back porch w BBQ, overlooking the historic Treasure Beach canals > Fishing poles, 2 kayaks w/oars, 1 SUP, some beach gear > Fishing is welcome in the canal behind the house! > Books and games provided > Private parking > Washer Dryer > Keurig > 3 days of supplies (TP, trash bags, etc.)

A spacious living area features a large 75-inch television mounted on the wall. A stylish leather couch and wooden coffee table provide seating, while a modern kitchen with bar stools offers additional space for dining. Warm lighting from pendant fixtures enhances the inviting atmosphere.

4.96 out of 5 average rating, 181 reviews

Close to downtown, 3BR,6Beds,Movies, Ping Pong,Fun

Minutes to Downtown St. Augustine! Brand New construction, 75-inch TV with wifi, streaming services, video games and karaoke machine, full size ping pong table. Xbox1 has blu-ray player, Kinect, and several games. 6 beds with additional air mattress and pack&play. Plenty of toys/games throughout. Grill and camping chairs in the garage. Fully stocked kitchen with plenty of amenities, and local and responsive hosts ready to make your stay a terrific one.

A serene pool area is framed by modern apartment buildings, with palm trees lining the perimeter. Stylish lounge chairs are placed around the water, and vibrant sunset colors fill the sky, creating a calming ambiance.

4.97 out of 5 average rating, 103 reviews

>•< Resort Style Retreat >•<

Welcome to our cozy and stylish 1-bedroom, 1-bathroom apartment situated in the serene and picturesque coastal town of Saint Augustine Beach. This thoughtfully designed space offers a blend of comfort and relaxation—ideal for individuals or couples looking for a peaceful getaway. Nestled by the intercoastal waterway, the apartment boasts one of the most stunning views from the balcony where you can unwind and soak in the beauty of your surroundings.

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,

Save my home, click the <3 in the upper corner! >Located steps from the beach >Stunning pool in private backyard >Dogs OK - 2 dog max - *with fee. >Rent the golf cart $45 a day >Minutes to the Publix and restaurants >Game room with pool table >Minutes to downtown St. Aug >Sleeps 8 comfortably >Wood burning fire pit >Drip Coffee Maker >Propane BBQ >Huge tropical backyard >Washer + Dryer >3 days of supplies provided (TP, trash bags, pods, etc).

Aerial view of a home surrounded by lush greenery near a waterway, featuring a long dock extending into the water. The structure is illuminated, highlighting the inviting exterior against the twilight sky.

4.99 out of 5 average rating, 126 reviews

Gorgeous Views, Golf cart w/beach access!

Beautiful home with outstanding view & access to the Intracoastal. Watch dolphins play, yachts cruise by or catch the sunset from the dock. If you're feeling adventurous, jump on a kayak or paddle board & explore the quaint islands nearby. If the ocean is calling, take a 2 min ride with the included 6 seater golf cart (must sign waiver) & drive right on to Crescent beach. Grab a surf or boogie board for some extra excitement!

Townhouse in St. Augustine

A wooden pier extends into the water, silhouetted against a vibrant sunset. The sun's orange and yellow hues reflect on the water's surface, while gentle waves lap at the shore. Soft clouds are visible in the sky, adding to the serene atmosphere.

4.91 out of 5 average rating, 111 reviews

Coastal Cottage Vilano Beach St.Augustine

Awake to a Gorgeous Sunrise on the Beach and Unwind on the Intercoastal for an Extraordinary sunset. Downtown St. Augustine is just across the bridge for Dining, Fun attractions, and shopping. Fresh Bath Towels, Beach Towels, 2 Kayaks, Boogie Boards, Beach Chairs, Coolers, Beach Cart, and Fun Family Games. Golf Cart $200/stay, extended stay $300. Pet Friendly $175/pet/stay, Extended stay $300. Beach is walking distance.

Popular amenities for Villano Beach kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

5 out of 5 average rating, 8 reviews

Midcentury Bungalow w/hot tub-walk to amphitheater

A shaded seating area features colorful, adirondack-style chairs arranged around a small green table. An umbrella provides protection from the sun, overlooking a serene freshwater canal surrounded by lush greenery and vibrant kayaks visible in the water.

5 out of 5 average rating, 45 reviews

The Flamingo Nest

A comfortable seating area overlooks the water, featuring a plush blue sofa with colorful accent pillows. A glass top coffee table is centered on a geometric blue rug. Large screened windows provide unobstructed views of the canal and pool area, enhancing the inviting ambience.

5 out of 5 average rating, 76 reviews

Laguna Paradiso-Heated Pool-Spa-Games-Firepit

A peaceful outdoor space features a heated swimming pool surrounded by lounge chairs. A spacious deck extends from the house, providing a comfortable area to relax. The sky is painted with soft hues of pink and orange as the sun sets, enhancing the tranquil ambiance.

4.94 out of 5 average rating, 51 reviews

Heated Saltwater Pool|Walk to Beach|Dogs Welcome!

The exterior of the house is displayed, featuring a two-story design with covered balconies and white railings. A spacious driveway made of pavers leads to the entrance. Lush greenery, including palm trees and large oak trees, frames the property.

5 out of 5 average rating, 8 reviews

The Mangrove House

An outdoor lanai is shown, featuring comfortable seating arranged around a wooden coffee table. A screened enclosure provides views of the heated saltwater pool and surrounding greenery. A dining area is visible, with a grill positioned nearby, all under soft evening lighting.

4.97 out of 5 average rating, 32 reviews

Waterfront • Heated Pool • Dock • Game Room

A spacious screened patio features a hot tub, surrounded by tropical greenery. A bench runs along one side, providing additional seating. Light filters through woven shades, creating a serene atmosphere. An exercise bike and free weights are visible in the corner, highlighting the space's versatility.

4.81 out of 5 average rating, 59 reviews

Waterfront Zen-Dock, Paddleboards, Jacuzzi & Games

An expansive living area features high vaulted ceilings and large windows, allowing ample natural light. The open floor plan includes a spacious sectional couch, accent chairs with tropical patterns, and a stylish coffee table. A cozy fireplace is positioned near the patio views.

4.83 out of 5 average rating, 41 reviews

Swim & Dock in Style Art Deco Beach Escape

Other vacation rentals with a kayak

4.88 out of 5 average rating, 52 reviews

A spacious swimming pool is framed by palm trees and modern apartment buildings. Lounge chairs are arranged beside the water, inviting relaxation. The sky is painted with warm hues at sunset, creating a tranquil atmosphere around the serene pool area.

Condo in St. Augustine

Resort Style APT 1B/1B, 10 min Beach/Downtown

A private pool with a unique shape is surrounded by a spacious lanai, featuring comfortable lounge chairs and an outdoor dining area. Natural light filters through the screened enclosure, highlighting views of the canal and lush greenery in the background.

4.9 out of 5 average rating, 81 reviews

Manor on the Canal/Luxury Oasis/Pool-Hot Tub-Dock

A heated pool with a protective screen cage is surrounded by tropical plants and seating areas. Outdoor furniture, including a dining table and chairs, is positioned adjacent to the pool, creating a comfortable space for relaxation and enjoyment.

4.95 out of 5 average rating, 77 reviews

Relax, Recharge & Enjoy Fall by the Heated Pool

A contemporary resort-style swimming pool is surrounded by lounge chairs and umbrellas. The building in the background features a modern design with multiple levels, and palm trees are placed throughout the area. The sky displays vibrant hues as the sun sets.

4.98 out of 5 average rating, 43 reviews

St Augustine Luxury Resort Living on the Island!

Vacation home in Palm Coast

A private pool is surrounded by a screened enclosure, featuring a vibrant beach ball and a scenic view of the waterfront. Lush greenery and palm trees add a tropical touch, while lounge chairs provide comfortable seating for relaxation.

4.82 out of 5 average rating, 51 reviews

Fabulous Canal-Front home pool spa kayak dock 10P

A resort-style pool is surrounded by lounge chairs, palm trees, and blue umbrellas. The water sparkles under a clear sky. Modern buildings are positioned on either side, enhancing the spacious and inviting pool area.

4.97 out of 5 average rating, 69 reviews

NEW St. Augustine Escape w/Pool, Gym, Games MORE!

4.86 out of 5 average rating, 14 reviews

An outdoor balcony table is set with glasses of juice and a bowl of grapes. The scenic view features a beautifully manicured golf course leading to the ocean, surrounded by lush greenery and palm trees under a clear blue sky.

Condo in Palm Coast

Cinnamon Beach Retreat Ocean View 4thFloor 2 Pools