
Vacation rentals with a kayak in St. Augustine
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Top-rated kayak rentals in St. Augustine
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

Stunning family canal home with heated pool
Enjoy this charming newly remodelled 1800 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

*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!

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

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.)

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 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!

Family & Pet Retreat w/ Fenced Yard · Walk to Park
Spacious 2BR/2BA home with living room, full kitchen, and a fully fenced backyard—perfect for families and pet owners. Walk to an exceptional park with playground, splash park, basketball and tennis courts, and a nearby dog park. The beach is just minutes away with a free Hammock Bridge pass. Sports gear, beach chairs, umbrellas, toys, and everyday essentials are provided. Island Walk shopping and dining are close by.

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
House rentals with a kayak

Midcentury Bungalow w/hot tub-walk to amphitheater

Palmetto House, Lighthouse Park- w/ Bikes & Kayaks

The River House in Elkton

Heated Saltwater Pool|Walk to Beach|Dogs Welcome!

Dolphins and Dream Water Views, Dock Your Boat!

LakeHouse, Spacious and waterfront.

2BD, Pool+Spa,Walk to beach,Putput, Firepit,Kayaks

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

Oceanscape - Ocean Views/Heated Pool/Golf Cart

Tipsy Turtle Direct Oceanfront

Waterfront Zen-Private Dock, Paddleboards, Jacuzzi

The Waddle Inn

Family Canal Retreat w/ Pool, Dock & Sunset Views

KAYAKERS RETREAT~King Bed Sleeps 8~Waterfront

Canalfront w Heated Pool, Hot Tub, Kayaks, Games

Coral Moon House: walk to Beach, Kayak, Fish, Boat
When is the best time to visit St. Augustine?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 203 | € 154 | € 173 | € 151 | € 159 | € 149 | € 154 | € 147 | € 149 | € 189 | € 228 | € 194 |
| 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 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 € 86 per night before taxes and fees

Verified guest reviews
Over 2,400 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 Alligator Farm Zoological Park, Lightner Museum, and St. Augustine Distillery
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- EverBank Stadium
- Summer Haven st. Augustine FL
- Daytona Boardwalk Amusements
- Lightner Museum
- Daytona Lagoon
- Kathryn Abbey Hanna Park
- Fountain of Youth Archaeological Park
- Ravine Gardens State Park
- Adventure Landing Jacksonville Beach
- St. Augustine Alligator Farm Zoological Park
- Jungle Hut Road Park
- Little Talbot
- St Augustine Amphitheatre
- Autobahn Indoor Speedway & Events - Jacksonville, FL
- TPC Sawgrass
- Friendship Fountain
- San Sebastian Winery
- Guana Reserve Middle Beach
- Marineland Dolphin Adventure
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