
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.

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

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.

*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

Beachfront | Game Room | Kayaks + Toys | Sunrises
Your private beachfront retreat! This 4-bed, 2-bath home offers direct ocean access, beach toys, and kayaks for endless fun. Stay connected with fast WiFi and a dedicated workspace, with Publix just across the street. Downtown historic St. Augustine is a short 10-minute drive away, promising rich culture and dining experiences. After a day of sun and surf, rinse off in the outdoor shower, then relax and listen to the waves with a drink in your hand. Your perfect family getaway begins here!

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

Very Special Apt, St Augustine Historic District
Forget your worries in this spacious and serene apartment. A large, quiet space with a fenced beautiful backyard, large pool (rare for the Historic District) and gardens. Dogs are welcome. Just steps to what the walkable city of St. Augustine has to offer. A 3 minute walk to St. George Street for food, fun and frolic. The Fort, Castillo de San Marcos; the riverfront; Flagler College Tour; St. Augustine Lighthouse, restaurants & attractions close by. The beach is a 12 minute drive.

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 a 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.

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!
Popular amenities for St. Augustine kayak rentals
Holiday House Rentals with a Kayak

Midcentury Bungalow w/hot tub-walk to amphitheater

Palmetto House, Lighthouse Park- w/ Bikes & Kayaks

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

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

Tipsy Turtle Direct Oceanfront

Newly built, charming cozy and quiet river home

Waterfront Fun: Heated Pool, Tiki Hut & Dock Boat

Fishing Capital on the St John’s River
Cabin rentals with a kayak

Lake Broward Guest House-BoatDock, Nightly Rentals

Lake Broward Cabin w/ Private Boat Launch & Dock!

Peaceful Lakeside Cabin: Game Room, Kayaks Firepit

Cabin on Aree Pond
Other holiday rentals with a kayak

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

Laguna Paradiso-Heated Pool-Spa-Games-Firepit

Family Canal Retreat w/ Pool, Dock & Sunset Views

KAYAKERS RETREAT~King Bed Sleeps 8~Waterfront

Palm Paradise - DT just1 Block Stroll & Beach 3 Mi

Huge Saltwater Pool, Dock, Games & Waterfront Fun

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

Treehouse
When is the best time to visit St. Augustine?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $333 AUD | $253 AUD | $284 AUD | $249 AUD | $261 AUD | $244 AUD | $253 AUD | $241 AUD | $244 AUD | $294 AUD | $295 AUD | $342 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 $141 AUD per night before taxes and fees

Verified guest reviews
Over 2,400 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, 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, Lightner Museum, and St. Augustine Alligator Farm Zoological Park
Destinations to explore
- Augusta Holiday rentals
- 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
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Beachfront rentals St. Augustine
- Rentals with a hot tub St. Augustine
- Cottage rentals St. Augustine
- Hotel rooms St. Augustine
- Townhouse rentals St. Augustine
- Waterfront rentals St. Augustine
- Rentals with a fireplace St. Augustine
- Rentals with a washing machine and dryer St. Augustine
- Rentals with breakfast St. Augustine
- Bed and breakfasts St. Augustine
- Beach condo rentals St. Augustine
- Fitness-friendly rentals St. Augustine
- Family-friendly rentals St. Augustine
- Pet-friendly rentals St. Augustine
- Rentals with a patio St. Augustine
- Guesthouse rentals St. Augustine
- Beach house rentals St. Augustine
- Rentals with a sauna St. Augustine
- Rentals with lake access St. Augustine
- Boutique hotels St. Augustine
- Rentals with outdoor seating St. Augustine
- Private suite rentals St. Augustine
- Apartment rentals St. Augustine
- Rentals with beach access St. Augustine
- Rentals with an EV charger St. Augustine
- Rentals with pools St. Augustine
- Condo rentals St. Augustine
- Rentals with a fire pit St. Augustine
- House rentals St. Augustine
- Villa rentals St. Augustine
- Rentals with a kayak St. Johns County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- EverBank Stadium
- Daytona Boardwalk Amusements
- Summer Haven st. Augustine FL
- Lightner Museum
- Daytona Lagoon
- Kathryn Abbey Hanna Park
- Fountain of Youth Archaeological Park
- St Augustine Amphitheatre
- Adventure Landing Jacksonville Beach
- VyStar Veterans Memorial Arena
- Ravine Gardens State Park
- Saint Augustine Town Plan Historic District
- St Johns Town Center
- St. Augustine Alligator Farm Zoological Park
- TPC Sawgrass
- Ocean Center
- Daytona Beach Bandshell
- University of North Florida
- Ocean Walk Shops
- Memorial Park
- Little Talbot
- Vilano Beach Fishing Pier
- Anastasia State Park
- Autobahn Indoor Speedway & Events - Jacksonville, FL
- Things to do St. Augustine
- Things to do St. Johns County
- Things to do Florida
- Art and culture Florida
- Tours Florida
- Sports activities Florida
- Wellness Florida
- Sightseeing Florida
- Food and drink Florida
- Entertainment Florida
- Nature and outdoors Florida
- Things to do United States
- Sightseeing United States
- Food and drink United States
- Entertainment United States
- Art and culture United States
- Wellness United States
- Tours United States
- Sports activities United States
- Nature and outdoors United States






