Vacation rentals with a kayak in St. Johns County

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Top-rated kayak rentals in St. Johns County

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Guest favorite

Houseboat in Jacksonville

5.0 out of 5 average rating, 14 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. 💦🦐🛥🏝🦩🌞

Apr 7 – 14

G$30,950 GYD per night

Guest favorite

Home in St. Augustine

5.0 out of 5 average rating, 24 reviews

Butler Beach Bliss

You'll love this modern style beach house! Built in early 2023 ✔ 3 BR sleeps 6 - Perfect for Families or Groups ✔ 3 min walk to secluded local beach access ✔ 2 min drive to Crescent Beach Park ✔ 15 minute drive to downtown St Augustine ✔ Outdoor shower and beach toys, chairs, etc ✔ Open floor plan single-level home, no stairs ✔ Granite countertops and stainless steel appliances ✔ 55" Smart TV for your entertainment ✔ Washer and Dryer included ✔ Indestructible floors and wood accents throughout

Oct 27 – Nov 3

G$30,165 GYD per night

Guest favorite

Guest suite in Saint Johns

5.0 out of 5 average rating, 27 reviews

Spanish Style Guest Suite-River Oasis Retreat

Welcome! Our river home offers a large private space, a bird and butterfly sanctuary, watching fish jumping, and viewing manatees from April to October. Includes a living room, bedroom, full bath, spacious dining, and kitchenette area. A calm oasis with full access to a beautiful backyard garden, pool, and kayaking experience. In the backyard is a seasonal refuge for manatees and many tropical birds. Experience Kayaking the beautiful St. Johns River and sunsets at Alpine Grove Park, a must-see!

Nov 7 – 14

G$32,468 GYD per night

Guest favorite

Home in Green Cove Springs

4.93 out of 5 average rating, 29 reviews

Stunning water views as your entire backyard!!

Bring your boat and jet skis. Our waterfront oasis is close to downtown Green Cove Springs and a short drive to historic St. Augustine. You’ll love our place because of our awesome hosts (of course!), the coziness, ultra-private and quiet location, serene sounds of nature on the St. Johns River, relaxing on the gorgeous dock, majestic sunrises, and if you're lucky enough you'll even witness incredible moonrises as well. Our place is ideal for couples, families, reunions, and business travelers.

Aug 13 – 20

G$59,527 GYD per night

Guest favorite

Apartment in St. Augustine

5.0 out of 5 average rating, 45 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.

Sep 22 – 29

G$31,072 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 5 – 12

G$41,097 GYD per night

Superhost

Home in St. Augustine

4.9 out of 5 average rating, 70 reviews

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

Nov 15 – 22

G$28,504 GYD per night

Guest favorite

Apartment in St. Augustine

5.0 out of 5 average rating, 44 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.

Jun 23 – 30

G$40,090 GYD per night

Guest favorite

Guesthouse in East Palatka

5.0 out of 5 average rating, 20 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 22 – 27

G$13,979 GYD per night

Guest favorite

Home in St. Augustine

4.98 out of 5 average rating, 43 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$127,397 GYD per night

Guest favorite

Guest suite in Jacksonville

4.75 out of 5 average rating, 12 reviews

The Waddle Inn

Modern Farmhouse Retreat: Sunlit 2-Bed 2nd Floor Suite on the Creek Step into our 2023-built suite, where rustic charm meets luxury. Enjoy hotel-quality linens, picturesque deep water creek leading to St. Johns River, cozy firepit on 2 acres, and a splash in our pool. Adventure awaits with on-site kayak rentals. Centrally located: 30-35 mins to beaches, NAS Jacksonville, TPC Sawgrass, and St. Augustine. Local dining gems nearby.

Jan 24 – 31

G$26,828 GYD per night

Guest favorite

Apartment in St. Augustine

4.97 out of 5 average rating, 67 reviews

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.

Apr 28 – May 5

G$63,407 GYD per night