Vacation rentals with a kayak in St. Augustine

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Top-rated kayak rentals in St. Augustine

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Guest favorite

Houseboat in Jacksonville

5.0 out of 5 average rating, 13 reviews

Houseboat ~ Sunset Charm on The Sinsation

Experience the river life on this cozy 35’ Catamaran Houseboat, located on the junction of Julington Creek & St John’s River. Docked at the end of the pier 3 with unobstructed views & breathtaking sunsets. With all the comforts of home on the water. Fully equipped kitchenette, a convertible king day bed, shower bathroom combo, furnished patio, & a roof top “Sun Deck”. There are bars, restaurants, shops & groceries all in walking distance from the marina. Your romantic getaway starts here. 💦🦐🛥🏝🦩🌞

Nov 5 – 12

G$31,139 GYD per night

Guest favorite

Home in St. Augustine

4.95 out of 5 average rating, 41 reviews

Treasure Beach House on the saltwater canal

Between the sunrise view on the ocean side and sunset over the intracoastal… This charming, fully furnished beach house is minutes from the St. Augustine Historic Downtown. Our private community beach access leads the way to an amazing beach area! The house is located on one of the rare saltwater canals in St Augustine. Directly on the water, with a dock right in the backyard. The canal is connected to the river, where you can boat, fish, kayak, SUP and even jump in the water at the high tide!

Oct 11 – 18

G$33,491 GYD per night

Guest favorite

Apartment in St. Augustine

5.0 out of 5 average rating, 43 reviews

— • Resort Style Retreat • —

Anastasia Island/Saint Augustine • 10-12 min drive to Downtown St.Augustine • 7-9 min drive to Saint Augustine Beach • 6 min drive to Univ of St.Augustine Welcome to our cozy 1 bedroom, 1 bathroom apartment in the beautiful coastal town of Saint Augustine Beach. This charming, comfy, stylish and relaxing space offers a comfortable and inviting living space, perfect for individuals or couples seeking a peaceful retreat by the intercoastal waterway with one of the best views from our balcony.

Mar 14 – 21

G$33,922 GYD per night

Guest favorite

Cottage in St. Augustine

4.94 out of 5 average rating, 128 reviews

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!

Oct 8 – 15

G$41,123 GYD per night

Guest favorite

Bungalow in Flagler Beach

4.97 out of 5 average rating, 93 reviews

Tropical Beach Bungalow Romantic Couples Getaway

More things to do in this Funky Beach Town than you can imagine! Plenty of Beach Bars and Restaurants within a bike ride away. 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, Kayaking, Bicycling, suntanning, and plenty more to do on the Island. The unit is not Pet-friendly

Nov 7 – 14

G$46,310 GYD per night

Guest favorite

Apartment in St. Augustine

5.0 out of 5 average rating, 40 reviews

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.

Aug 24 – 31

G$40,268 GYD per night

Guest favorite

Home in Palm Coast

4.86 out of 5 average rating, 97 reviews

Cute home, peaceful and so central !

Minutes to walk to Holland Memorial Park, which has an exceptional playground, tennis courts, soccer/basketball/baseball field, 10 min. drive to the beach over Dune's Bridge. Minutes to walk to Publix, restaurants, ... so central! Lots of essentials included: essentials for the beach, a kayak, dog box, dog tie out and more. You don’t have to spend more money on certain essentials when you stay here. Important: trucks trailers are not allowed on the property per code enforcement.

May 20 – 27

G$24,808 GYD per night

Guest favorite

Condo in St. Augustine

5.0 out of 5 average rating, 47 reviews

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.

Dec 31 – Jan 7

G$37,224 GYD per night

Guest favorite

Guest suite in Palatka

4.84 out of 5 average rating, 201 reviews

❤️ Peaceful Rustic-Modern Lakeside Wooded Retreat ❤️

**This property is a Peaceful Natural, Woodsy setting on a 5 acre estate property where you can enjoy a country lakeside retreat. Fully designed for your comfort. Lots of coffees, creamers etc. Come check out this unique getaway, enjoy the fire pit, swimming, kayaking or fishing on spring fed lake. Fishing rods, free kayaks. *Use the available life vests.* Checkout is promptly at 11:00 am Pet Friendly 15.00 per pet Also.... The Peacock Inn https://www.airbnb.com/h/peacockinn

Sep 13 – 20

G$23,943 GYD per night

Guest favorite

Guesthouse in East Palatka

5.0 out of 5 average rating, 14 reviews

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.

Nov 15 – 20

G$13,988 GYD per night

Guest favorite

Home in St. Augustine

4.98 out of 5 average rating, 40 reviews

2023 Lux Home+Heated Spa+SaltPool+Walk2Beach+4/3.5

* New construction styled with luxe coastal furnishings * 2 King Suites (1 on each floor) | 2 Queen Bedrooms | 3.5 Baths * Private Saltwater Pool * Heated Spa | Poolside Cabana | Outdoor Kitchen * Fenced Lush Backyard Oasis | Bikes, Kayak, Surfboard, Beach Chairs * 5 min walk to gorgeous quiet beach | 10 min drive to historic downtown St Augustine * 5 min walk to Cap's Restaurant for sunset dinner on the water * Amenities abound, no expense spared.

Oct 30 – Nov 6

G$127,478 GYD per night

Guest favorite

Tiny home in St. Augustine

4.85 out of 5 average rating, 34 reviews

Uptown Tiny Mansion with a Dock

Wake up and sip your coffee on the deck overlooking a waterfront view of classic Florida creeks in this very cute and comfy tiny home with a dock. There are kayaks you can use at high tide to explore the wildlife. Inside you’ll find everything you need from 2 lofts, full bath, kitchen and living room. All the comforts you need to enjoy your stay. Only one mile from historic downtown. Find great restaurants and thriving nightlife, and a 5min drive beach!

Mar 1 – 8

G$27,186 GYD per night