
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.

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

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 The only non-five star ratings (a few 4 stars) of the 110 cited the "somewhat outdated" kitchen.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

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.

*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

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!

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.

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 kayak rentals in St. Augustine
House rentals with a kayak

Midcentury Bungalow w/hot tub-walk to amphitheater

Palmetto House, Lighthouse Park- w/ Bikes & Kayaks

Dolphins and Dream Water Views, Dock Your Boat!

Dolphin's Edge | Pool, Hot Tub & Canal Views

LakeHouse, Spacious and waterfront.

Charming, cozy and quiet river home

Down by the Seashore | Pet Friendly!

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!

Serene Lakefront Retreat - Firepit, Sunset Views

Cabin on Aree Pond
Other holiday rentals with a kayak

Laguna Paradiso-Heated Pool-Spa-Games-Firepit

Waterfront • Heated Pool • Dock & Game Room

Waterfront Zen-Private Dock, Paddleboards, Jacuzzi

New Close to Beach w/ Amenities!

Swim & Dock in Style Art Deco Beach Escape

Sunset Bay Beach House in Palm Coast

Walk To Beach•Hot Tub•Large Backyard•Outdoor Games

Waterfront Sunrise! Pool, Dock, Kayaks & Game Room
When is the best time to visit St. Augustine?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £156 | £150 | £159 | £132 | £138 | £129 | £134 | £128 | £129 | £156 | £156 | £181 |
| 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 £90 per night before taxes and fees

Verified guest reviews
Over 2,950 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, St. Augustine Distillery and Lightner Museum
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- Ocean Center
- Crescent Beach
- EverBank Stadium
- St Augustine Amphitheatre
- Daytona Boardwalk Amusements
- VyStar Veterans Memorial Arena
- Saint Augustine Town Plan Historic District
- Kathryn Abbey Hanna Park
- Lightner Museum
- Daytona Lagoon
- St Johns Town Center
- Fountain of Youth Archaeological Park
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- TPC Sawgrass
- Vilano Beach Fishing Pier
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- Memorial Park
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- Daytona Beach International Airport
- St. Augustine Alligator Farm Zoological Park
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