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Vacation rentals with a kayak in St. Augustine

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in St. Augustine

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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Guest favorite
A heated swimming pool is enclosed by a screened lanai, showcasing clear blue water that glistens in the sunlight. Lounge chairs line one side of the pool area, offering a place to relax. The scenic canal is visible beyond the pool, enhancing the tranquil setting.
Home in Palm Coast
4.85 out of 5 average rating, 151 reviews

Stunning family canal home with heated pool

Enjoy this charming newly remodelled 1880 sq. ft. 3 bed 2 bath home. The King Master Suite with full private bath boasts relaxing views of the pool/canal through the large picture window. The 2nd canal view bedroom features a comfy Queen bed. The third bedroom completes the sleeping arrangements with twins beds. Cook up the days catch while watching dolphins play down at the main canal. The 2025 built heated 30 x 15 swimming pool with more water views will entertain guests and kids!! LBTR#13030

Top guest favorite
The exterior view of the unit is illuminated at dusk, showcasing a two-story building with a spacious balcony. A circular fire pit is surrounded by stone seating and accent lights, creating a cozy ambiance. Lush landscaping frames the outdoor space, leading to the beach.
Guest suite in Flagler Beach
4.97 out of 5 average rating, 172 reviews

DIRECTLY on the ocean. Entire private first floor.

Recently reopened after two months undergoing major renovation! Previously had 110 very favorable reviews while with a different vacation rental company. The only non-five star ratings (a few 4 stars) of the 110 cited the "somewhat outdated" kitchen. That has been totally remedied with keen attention to the highest quality! Everything has been thought of for your enjoyment, even FREE pinball! You need to bring nothing except your enthusiasm for having a relaxing, stress-free and amazing time!!!

Top guest favorite
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.
Home in St. Augustine
4.94 out of 5 average rating, 213 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.

Top guest favorite
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.
Apartment in St. Augustine
4.97 out of 5 average rating, 152 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.

Guest favorite
Cottage in St. Augustine
4.92 out of 5 average rating, 225 reviews

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!

Top guest favorite
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.
Home in St. Augustine
4.99 out of 5 average rating, 155 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

Top guest favorite
An aerial view showcases the scenic St. Johns River and surrounding neighborhood. Expansive water bodies reflect the clear sky, while various homes line the waterfront. Lush greenery is seen along the riverbanks, enhancing the natural beauty of the landscape.
Home in Welaka
4.95 out of 5 average rating, 131 reviews

Fishing Capital on the St John’s River

LONG TERM VISITS WELCOME....RELAX on the St.Johns River Bass Capital of the World! Take a boat ride to the Springs! Fishing, Shrimping, Kayaking, or swimming. Amenities: Stainless Steel Grill, Fire Pit, porch swing, boat Dock, deck w/2 picnic tables. KAYAK’S offered: for 3 Persons . Full kitchen & cooking, expresso machine Bathrooms w/walk in shower Owner Suite has Spa Soaking tub for 2. Pets allowed: rules are sent after your booking. Pet fee is $75 per pet for the visit NOT per night.

Guest favorite
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.
Home in Treasure Beach
4.77 out of 5 average rating, 115 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.)

Guest favorite
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.
Home in St. Augustine
4.95 out of 5 average rating, 216 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.

Top guest favorite
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.
Home in St. Augustine
4.99 out of 5 average rating, 145 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!

Top guest favorite
A comfortable living area features a beige sofa with decorative pillows positioned opposite a wooden coffee table. A recliner chair is nearby. The kitchen area includes modern appliances and seating at the counter. Palm tree artwork adorns the walls, enhancing the coastal ambiance.
Apartment in St. Augustine
4.99 out of 5 average rating, 135 reviews

The Turtle Nest, a delightful Oceanfront getaway

Welcome to the Turtle Nest. This Oceanfront 2 bedroom is a delightful getaway for 2 or 3 people. Come and enjoy the gorgeous sunrise and moonrise views over the ocean from this charming and newly renovated hideaway. Five minutes from the heart of historic St Augustine and with direct access over the dune to the peaceful Vilano Beach, its hard to wait to get a cool drink in hand and one's toes in the sand.

Guest favorite
A comfortable living area is highlighted by a brown leather sofa and a round coffee table. A large wall-mounted television is positioned above a natural fiber rug. Potted plants add greenery to the space, complemented by light streaming through windows dressed in white blinds.
Bungalow in St. Augustine
4.92 out of 5 average rating, 242 reviews

Historic Full House 2min walk to Historic Downtown

I'm a lovely old home called La Casita in historic St. Augustine. Nice to meet ya! Flagler had me built to house his crew. I’m certified historic and charming too. I'm right downtown where you need to be so close to everything you'll want to see— The fort, the lighthouse, and all the rest. I’d be delighted if you were my guest. Comfort and peace is a phone call away. Please say yes. I want you to stay. 

Popular amenities for St. Augustine kayak rentals

When is the best time to visit St. Augustine?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR3,378 ZARR3,248 ZARR3,443 ZARR2,858 ZARR3,005 ZARR2,810 ZARR2,907 ZARR2,777 ZARR2,810 ZARR3,378 ZARR3,394 ZARR3,930 ZAR
Avg. temp13°C15°C17°C20°C24°C27°C28°C28°C26°C22°C17°C14°C

Quick stats about vacation rentals with a kayak in St. Augustine

  • Total vacation rentals

    Explore 40 vacation rentals in St. Augustine

  • Nightly prices starting at

    St. Augustine vacation rentals start at R1,949 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 2,950 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of St. Augustine vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across St. Augustine rentals

  • 4.9 Average rating

    St. Augustine stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    St. Augustine's top spots, include St. Augustine Distillery, St. Augustine Alligator Farm Zoological Park, and Lightner Museum

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