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

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+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

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!

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!

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.)

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!

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 kayak rentals in St. Augustine
House rentals with a kayak

Midcentury Bungalow w/hot tub-walk to amphitheater

Heated Saltwater Pool|Walk to Beach|Dogs Welcome!

Salt Water Canal Home | Pool (Heated Opt)

Dolphins and Dream Water Views, Dock Your Boat!

*Waterfront*Pool*Hot Tub*Dock*Game Room*

Brisas del Mar

Fishing Capital on the St John’s River

Hot Spa & Heated Pool, SaltwaterCanal Dock Kayaks
Other holiday rentals with a kayak

The Flamingo Nest

Cozy Cottage on Canal backing wildlife preserve

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

Waterfront Family Home Secluded w/Boat Dock

Fall Special Waterfront|Pets|Pool|Outdoor Kitchen

Dockside Dreams| Pool and Canel!

LakeHouse, Spacious and waterfront.

Downtown Waterfront Home with Dock
When is the best time to visit St. Augustine?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 205 | € 155 | € 174 | € 153 | € 161 | € 150 | € 155 | € 148 | € 150 | € 191 | € 230 | € 196 |
| 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 € 87 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
40 of St. Augustine holiday rentals include wifi 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 Alligator Farm Zoological Park, Lightner Museum and St. Augustine Distillery
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Saint 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
- Fitness-friendly rentals St. Augustine
- Rentals with a firepit St. Augustine
- House rentals St. Augustine
- Hotel rooms St. Augustine
- Rentals with a hot tub St. Augustine
- Rentals with beach access St. Augustine
- Rentals with lake access St. Augustine
- Apartment rentals St. Augustine
- Rentals with breakfast St. Augustine
- Rentals with pools St. Augustine
- Villa rentals St. Augustine
- Townhouse rentals St. Augustine
- Waterfront rentals St. Augustine
- Rentals with an EV charger St. Augustine
- Flat rentals St. Augustine
- Rentals with a sauna St. Augustine
- Family-friendly rentals St. Augustine
- Pet-friendly rentals St. Augustine
- Beachfront rentals St. Augustine
- Rentals with a fireplace St. Augustine
- Bed and breakfasts St. Augustine
- Beach apartment rentals St. Augustine
- Guest house rentals St. Augustine
- Beach house rentals St. Augustine
- Rentals with a patio St. Augustine
- Boutique hotels St. Augustine
- Cottage rentals St. Augustine
- Rentals with a washing machine and dryer St. Augustine
- Rentals with outdoor seating St. Augustine
- Private suite rentals St. Augustine
- Rentals with a kayak St. Johns County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Ponte Vedra Beach
- TIAA Bank Field
- Old A1A Beach
- Summer Haven st. Augustine FL
- San Sebastian Winery
- Daytona Beach Boardwalk and Pier
- Vilano Beach
- Daytona Lagoon
- Lightner Museum
- Kathryn Abbey Hanna Park
- Boneyard Beach
- Crescent Beach
- Fountain of Youth Archaeological Park
- Butler Beach
- Pablo Creek Club
- Eagle Landing Golf Club
- Worlds Most Famous Beach Daytona Beach
- MalaCompra Park
- Matanzas Beach
- Adventure Landing Jacksonville Beach
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park
- Amelia Island State Park
- Neptune Approach
- Things to do St. Augustine
- Things to do St. Johns County
- Sightseeing St. Johns County
- Things to do Florida
- Wellness Florida
- Entertainment Florida
- Tours Florida
- Art and culture Florida
- Sightseeing Florida
- Food and drink Florida
- Nature and outdoors Florida
- Sports activities Florida
- Things to do United States
- Entertainment United States
- Sports activities United States
- Food and drink United States
- Wellness United States
- Sightseeing United States
- Tours United States
- Nature and outdoors United States
- Art and culture United States






