
Holiday rentals with a kayak in St. Augustine
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in St. Augustine
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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 The only non-five star ratings (a few 4 stars) of the 110 cited the "somewhat outdated" kitchen.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!!!

*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.

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!

Tropical Beach Bungalow Romantic Couples Getaway
(Early check ins available upon request only) More things to do in this Funky Beach Town than you can imagine! Plenty of Beach Bars and Restaurants . There's an incredible nightlife on the Island as well! Just get away from the world and lay in a hammock on the beach with a fire and a bottle of Champagne on a private Beach Chikee and feel like you're on a Deserted Island Only Steps Away. There's Surfing, Fishing, suntanning, and plenty more to do on the Island. The unit is not Pet-friendly

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

Bring the boat! 2 Bedroom Steps from the Beach
Newly renovated 2 bedroom 2 bath condo for your dream getaway. Boat storage and ramp available. This is a 2nd floor unit just steps to the beautiful Crescent Beach, Matanzas Inlet, pool, tennis and pickleball courts. Enjoy the sunset from the balcony with a peek view of the inlet. Just bring your swimsuit. Condo includes beach towels, chairs, boogie and skim boards, pickeball and tennis rackets,. You'll be just a short drive from historic St. Augustine with it's many attractions.

Charming Rustic Boathouse
Come stay at our rustic boathouse along the serene river. Its weathered, wooden, exterior exudes charm, adorned with unique decor. The sunlight reflects the water, casting shimmering light against the boathouse. Surrounding it, is lush greenery and trees that create a picturesque backdrop. Inside, the boathouse is cozy and inviting, with simple furnishings and the gentle scent of wood. It's a haven where one can escape the bustle of everyday life and embrace the countryside.

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.

>•< 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.

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!

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.

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
Holiday House Rentals with a Kayak

Midcentury Bungalow w/hot tub-walk to amphitheater

Coastal SeaRenity - The perfect holiday getaway!

Laguna Paradiso-Heated Pool-Spa-Games-Firepit

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

Dolphins and Dream Water Views, Dock Your Boat!

Waterfront • Heated Pool • Dock & Game Room

Brisas del Mar

Newly built, charming cozy and quiet river home
Other holiday rentals with a kayak

The Flamingo Nest

The Mangrove House

Heated Saltwater Pool|Walk to Beach|Dogs Welcome!

Waterfront Family Home Secluded w/Boat Dock

New Close to Beach w/ Amenities!

Sunset Beach Loft

LakeHouse, Spacious and waterfront.

Historic Downtown Treehouse with Dock and HotTub
When is the best time to visit St. Augustine?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $353 AUD | $268 AUD | $301 AUD | $264 AUD | $277 AUD | $259 AUD | $268 AUD | $256 AUD | $259 AUD | $329 AUD | $397 AUD | $338 AUD |
| Avg. temp | 13°C | 15°C | 17°C | 20°C | 24°C | 27°C | 28°C | 28°C | 26°C | 22°C | 17°C | 14°C |
Quick stats about holiday rentals with a kayak in St. Augustine

Total holiday rentals
Explore 40 holiday rentals in St. Augustine

Nightly prices starting at
St. Augustine holiday rentals start at $150 AUD per night before taxes and fees

Verified guest reviews
Over 2,240 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday 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 holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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 Alligator Farm Zoological Park, Lightner Museum, and St. Augustine Distillery
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Myrtle Beach Holiday rentals
- Rentals with an EV charger St. Augustine
- Rentals with a fireplace St. Augustine
- Rentals with a hot tub St. Augustine
- Rentals with pools St. Augustine
- Villa rentals St. Augustine
- Cottage rentals St. Augustine
- Condo rentals St. Augustine
- Fitness-friendly rentals St. Augustine
- Beach condo rentals St. Augustine
- Beach house rentals St. Augustine
- Hotel rooms St. Augustine
- Apartment rentals St. Augustine
- Rentals with a fire pit St. Augustine
- House rentals St. Augustine
- Rentals with a washing machine and dryer St. Augustine
- Boutique hotels St. Augustine
- Rentals with beach access St. Augustine
- Guesthouse rentals St. Augustine
- Rentals with lake access St. Augustine
- Townhouse rentals St. Augustine
- Waterfront rentals St. Augustine
- Family-friendly rentals St. Augustine
- Pet-friendly rentals St. Augustine
- Rentals with a patio St. Augustine
- Rentals with outdoor seating St. Augustine
- Bed and breakfasts St. Augustine
- Beachfront rentals St. Augustine
- Rentals with a sauna St. Augustine
- Private suite rentals St. Augustine
- Rentals with breakfast St. Augustine
- Rentals with a kayak St. Johns County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Ponte Vedra Beach
- EverBank Stadium
- Old A1A Beach
- Summer Haven st. Augustine FL
- San Sebastian Winery
- Daytona Boardwalk Amusements
- Vilano Beach
- Daytona Lagoon
- Lightner Museum
- Fountain of Youth Archaeological Park
- Boneyard Beach
- Kathryn Abbey Hanna Park
- Crescent Beach
- Butler Beach
- Matanzas Beach
- Pablo Creek Club
- Eagle Landing Golf Club
- Ravine Gardens State Park
- Worlds Most Famous Beach Daytona Beach
- MalaCompra Park
- St. Augustine Alligator Farm Zoological Park
- Adventure Landing Jacksonville Beach
- Neptune Approach
- Amelia Island State Park
- Things to do St. Augustine
- Sightseeing St. Augustine
- Things to do St. Johns County
- Nature and outdoors St. Johns County
- Sightseeing St. Johns County
- Things to do Florida
- Tours Florida
- Wellness Florida
- Art and culture Florida
- Sightseeing Florida
- Food and drink Florida
- Sports activities Florida
- Nature and outdoors Florida
- Entertainment Florida
- Things to do United States
- Entertainment United States
- Food and drink United States
- Sightseeing United States
- Nature and outdoors United States
- Wellness United States
- Art and culture United States
- Tours United States
- Sports activities United States






