Holiday rentals with a kayak in Vilano Beach

A well-maintained pool is surrounded by lush greenery and potted plants. Two adults and a child are enjoying the water, while a dog swims nearby. A blue kayak floats on the surface, contributing to a relaxed, family-friendly atmosphere.

4.95 out of 5 average rating, 133 reviews

CLUB MED•Family Paradise Retreat-Bring the Dogs

This beautiful home (2000sqft) is just a few blocks from the ocean which has easy beach access,including a play ground for children. Then a street over is the river which has boat ramp! You can also enjoy a local neighborhood restaurant just down the street with a water front view where the sunsets are mesmerizing! The home has been completely remodeled and has a gated back yard with a big pool for you and your family to enjoy. It is also a short drive to the historical down town St.Augustine.

5.0 out of 5 average rating, 38 reviews

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

*4 King Rooms w/ 2 being suites/ensuites *8 kid bunk room *Heated pool *WALK to beach & river -- perfect location in quiet neighborhood *Hot tub w/ auto lift cover *Large putting green *Large turf backyard *Game room garage incl. arcade game, dual basketball toss, foosball, pingpong *Corn hole, Bocce ball, life size games like tic tac toe, 4 in a row, and Jenga *ALL beach gear incl. cart, chairs, towels, toys, boogie boards, umbrella *2 Kayaks *2 bikes *Charcoal grill *10 min to downtown

A charming coastal bungalow is set amidst lush green grass, surrounded by palm trees and nature. The driveway leads to the front entrance, featuring a single-car garage. The home is framed by a clear blue sky dotted with clouds, highlighting its welcoming facade.

4.94 out of 5 average rating, 236 reviews

Surfside House

This special vacation home is close to everything, making it easy to plan your visit. Ideal location across from the beach, just minutes to drive or bike into historic downtown St. Augustine. The 1950's coastal bungalow is set on Vilano Beach's historical Street. The home has been completely remodeled, plenty of parking and is pet friendly. Surfside's pet friendly beach access/parking and North Shore Community Park is 1 block away with tennis/ pickle ball courts, playground and dog park.

4.97 out of 5 average rating, 175 reviews

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.

Flat in Vilano Beach

*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.

Apartment in Crescent Beach

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.

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.

4.92 out of 5 average rating, 181 reviews

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, 168 reviews

New Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach

🌴 Featured in Good Housekeeping & Designed by HGTV-featured Builders ✨ 🏡 New 2023 Luxury Coastal Home 🛏️ 2 King Suites + 2 Queen Bedrooms 🛁 3.5 Bathrooms 💦 Private Saltwater Pool + Heated Spa/Hot Tub 🍹 Poolside Cabana & Outdoor Kitchen 🚲 Bikes, Beach chairs, Cooler & Toys included 🌿 Tropical Backyard Oasis w/ Mature Palms, Lounge Chairs, Outdoor Shower & Turf 👣 Walk 0.2 miles to the beach 🌅 Stroll 0.2 miles to Cap’s for Waterfront Sunset Dinner 🏰 10 min to Historic St. Augustine

Townhouse in Vilano Beach

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.

Coastal Cottage Vilano Beach St.Augustine

Awake to a gorgeous sunrise on the beach and unwind on the Intercostal (4th St., same side as Caps rest.) for an extraordinary sunset. Downtown St. Augustine is just across the bridge to the left for Dining, Fun attractions, and shopping. Fresh Bath Towels, Beach Towels, 2 Kayaks, Boogie Boards, Beach Chairs, Coolers, and Golf Cart $200/stay when available and extended stay (more than 5 days)$300. Pet Friendly $175/pet/stay, Extended stay (more than 5 days) $300. Beach is walking distance.

4.86 out of 5 average rating, 124 reviews

4.91 out of 5 average rating, 235 reviews

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!

4.95 out of 5 average rating, 98 reviews

A spacious resort-style pool is surrounded by modern buildings, featuring palm trees and lounge chairs for relaxation. Umbrellas provide shade over seating areas. A vibrant sunset casts warm colors across the sky, reflecting on the water's surface and enhancing the tranquil environment.

Flat in St. Augustine

10min DT/Beach | Resort Style 2B+2B, King Beds

☀️ Top-Rated Beach Condo in St. Augustine – Now Offering Competitive Rates! ☀️ Looking for the perfect family-friendly vacation rental in Florida? You’ve found it! This luxurious 2-bedroom, 2-bathroom beach condo is nestled in a gated resort community just minutes from St. Augustine Beach and the historic downtown. Whether you’re planning a romantic getaway, a fun family vacation, or a weekend with friends, this St. Augustine Airbnb has everything you need for a 5-star experience.

4.95 out of 5 average rating, 230 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 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.

4.89 out of 5 average rating, 88 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).

4.97 out of 5 average rating, 68 reviews

Salty Anchor · Golf Cart. Paddle Boards, Kayaks

Wake up steps from the Intracoastal Waterway and spend your days exactly how a Florida coastal vacation should feel — paddling out on a kayak, cruising the neighborhood on a golf cart, grilling fresh catch in the fenced backyard, and ending the night around a gas fire pit with the people you love. The Salty Anchor is a 3-bedroom, 2-bath home built for families, boaters, and anyone who wants real beach-town living without the resort price tag.

Popular amenities for kayak rentals in Vilano Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.93 out of 5 average rating, 15 reviews

A bright living area is filled with natural light from large windows offering ocean views. A light-colored sectional sofa is complemented by assorted decorative pillows. A round coffee table, adorned with greenery, is placed in the center, enhancing the inviting space.

Home in Ponte Vedra

Freshly Renovated Oceanfront Gem near St Augustine

A modern kitchen is showcased with sleek white cabinetry and stainless steel appliances. A spacious island with three leather stools provides additional seating. Decorative elements include a patterned backsplash and potted plants, enhancing the welcoming atmosphere.

5.0 out of 5 average rating, 30 reviews

Palmetto House, Lighthouse Park- w/ Bikes & Kayaks

An illuminated putting green is featured in the foreground, with a golf flag positioned at the hole. Soft, colorful lighting highlights the nearby dock and seating area, creating a welcoming atmosphere for evening relaxation by the water.

4.97 out of 5 average rating, 73 reviews

Brisas del Mar

A wooden dock extends over the calm waters of the canal, furnished with two cozy chairs set for relaxation. Lush greenery frames the scene, while neighboring homes are visible on the opposite bank, creating a serene atmosphere for outdoor enjoyment.

5.0 out of 5 average rating, 54 reviews

Coral Moon House: walk to Beach, Kayak, Fish, Boat

4.93 out of 5 average rating, 92 reviews

LakeHouse, Spacious and waterfront.

4.97 out of 5 average rating, 36 reviews

Cozy Canal Cottage! Htd Pool•Float Dock•Sun Deck

5.0 out of 5 average rating, 34 reviews

Canal Front! Heated Pool, Tiki Hut & Floating Dock

4.8 out of 5 average rating, 30 reviews

Midcentury Bungalow w/hot tub-walk to amphitheater

Other holiday rentals with a kayak

4.9 out of 5 average rating, 42 reviews

Flat in St. Augustine

Luxury Resort Style w/ Pool & Gym close to Beach

Townhouse in St. Augustine Beach

A view from the patio features a wooden boardwalk leading to the beach, surrounded by lush greenery and palm trees. The sky is bright with scattered clouds, reflecting a sunny beach scene. The well-kept grass area invites outdoor leisure.

Fall DEALS! Oceanfront Luxury Home- Pools & Bikes!

4.98 out of 5 average rating, 52 reviews

4.99 out of 5 average rating, 78 reviews

Flat in St. Augustine

Luxury Resort Living on the Island!

5.0 out of 5 average rating, 96 reviews

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.

Home in Palm Coast

Laguna Paradiso-Heated Pool-Spa-Games-Firepit

5.0 out of 5 average rating, 81 reviews

An outdoor seating area is arranged around a fire pit, featuring colorful Adirondack chairs in blue, orange, and red. The tranquil canal reflects the sunset, with palm trees framing the scene. A gazebo is visible in the background, enhancing the serene atmosphere.

Cottage in Butler Beach

Waterfront home with private dock, walk to beach

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.

4.84 out of 5 average rating, 148 reviews

NEW Modern Bungalow Close to Downtown! Fenced Yard

Apartment in St. Augustine

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.

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

4.91 out of 5 average rating, 95 reviews