Vacation rentals with a kayak in St. Simons

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Top-rated kayak rentals in St. Simons

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Guest favorite

Condo in St. Simons Island

4.88 out of 5 average rating, 48 reviews

C2 Pet-friendly, 1 BR, 1 BA, sleeps 5

Spend your day exploring St. Simons & evenings relaxing in this lovely 1 BR, 1 BA condo that sleeps 5. Recently renovated with stainless steel appliances, LVP flooring, & walk in shower. In addition to the king size bed, there are 2 sleeper sofas in the living room. Well equipped kitchen, full size W/D in unit. Watch the 50” tv w/HD channels in the living room, or the 32” tv in the bedroom. Free Wi-Fi plus hot spots at both pools & in the clubhouse. Located on 2nd level with covered balcony.

Top guest favorite

Home in Brunswick

5 out of 5 average rating, 51 reviews

Golden Isles Getaway on the Marsh w/Dock

Beautiful 4-Bedroom home on deep water w/a dock. Enjoy boating and fishing just mins from Jekyll Island and St. Simons Island. Four spacious bedrooms sleep 9 comfortably. Large deck for outdoor dining and relaxing. Classic Coastal Bungalow design with all the modern conveniences including a game room. Gorgeous views of the water with available Kayaks. Deep water dock and boathouse with fish clean table. Dog friendly with extra $95 fee. Please no cats, the owners are allergic. No garage access.

Townhouse in St. Simons Island

4.81 out of 5 average rating, 16 reviews

St Simons Island Townhome w/ Balcony + Ocean View!

Escape to the picturesque shores of St Simons Island with a stay at this 3-bed, 3-bath vacation rental! Located just a short distance from the beach, this coastal retreat offers a tranquil place to relax after days spent in the sun. Tee up at the the King and Prince Golf Club, visit the historic St Simons Island Lighthouse, or stroll along East Beach amidst stunning water views. Then, return to this townhome to relax on the serene balcony or fire up the charcoal grill for a delicious barbeque!

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Guesthouse in St. Simons Island

4.81 out of 5 average rating, 193 reviews

Redfern Respite

I’ve filled this small space with a giant personality of art I’ve collected over the years- whether it’s the Japanese 1970’s dinnerware or the stack of books on modern art and education, you’ll feel like you’re staying in a bit of a library, with vibrant colors abound, tucked in a quiet street but within walking distance to great food and live music. Just FYI, the main house which has a private entrance and it’s own deck on the other side of the property is also available- “Redfern Retreat”

Home in St. Simons Island

On Golden Marsh

1708 Ocean Rd. is an amazing retreat to beauty. You'll love the Marsh View sunsets from your many porches, along with multiple beach access options just a short walk away. Guests have access to the entire home includes. a Master Bedroom suite. Get the best marsh view on the island! Parking for 3-4 cars. You'll enjoy a stretch of beach like no other from Gould's Inlet to the Coast Guard Station and the East Beach is neighborhood of single-family homes You'll feel immediately at rest.

Guest favorite

Home in St. Simons Island

4.88 out of 5 average rating, 343 reviews

Redfern Retreat

Nestled under ancient live oaks, this vacation spot is a hipster heaven of art and maker furniture with plenty of space inside and out for entertaining. For entertainment, there are tvs in three rooms all with YouTube tv. Amazon Echo for music and news, and a Roku and Amazon Firestick for Internet tv. Just fyi, there's a separate bungalow in back that is also listed on Airbnb as “Redfern Respite” that you can book but has a separate entrance and private deck. This is not a shared space.

Top guest favorite

Home in Brunswick

4.96 out of 5 average rating, 83 reviews

Southern Charm - Sauna - Pond- Privacy

Crafted for an unforgettable stay! Escape to your private 3.5+ acre retreat, where location blends with nature. Unwind by the pool, secluded sauna, peaceful hammocks, or scenic 1-acre pond with options of friendly duck feeding, fishing, paddle and row boats. Relax in a king bed, Italian leather theater seats, and a spa-style walk-in shower. Spend evenings by the firepit or grill, and enjoy bocce, volleyball, cornhole, basketball, and classic board games—all tailored for your delight.

Top guest favorite

Home in St. Simons Island

4.95 out of 5 average rating, 21 reviews

Close to Beach! Free Golf Cart and Kayaks

Your family will be close to everything when you stay at this beautiful southside home w/ picturesque views of the sun setting over a beautiful lake & private dock! Weekly renters have free use of the golf cart driving on back roads through oak-lined streets (avoiding main roads & traffic) right to the beach and village less than 2 miles. You will love watching many coastal birds and fishing on this active marsh lake with the fish leaping. We provide 2 kayaks and fishing poles!

Top guest favorite

Guest suite in St. Simons Island

4.96 out of 5 average rating, 140 reviews

The Lake Loft in St. Simons Island

Relax at our cozy boho-feel getaway spot on Lake Turner minutes from the beach, shops, and Village. A quiet, studio-esque space walking-distance to Gascoigne Park (disc golf!), St. Simons Marina, Epworth By the Sea, and a recently added tandem kayak to play on the lake. The space features three beds, a hammock chair, mini-kitchen coffee/tea bar with Berkey water. Also a great spot to enjoy coffee in the morning sun filtering through the live oak trees above.

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Island in Jekyll Island

Private Island Experience Day Trips, Events, Tours

Explore Little Raccoon Key: Day Trips, Tours, Corporate Events, and Exclusive Extras Your private island adventure awaits! Perfect for day trippers, corporate events, and team-building retreats, our island offers a range of tours, charters, and exclusive extras that promise an unforgettable experience. Whether you’re seeking a marine adventure, a relaxing retreat, or a gourmet culinary experience, Little Raccoon Key has something for everyone.

Top guest favorite

Home in St. Simons Island

5 out of 5 average rating, 10 reviews

Walking distance to beach, dog friendly, hot tub

Your family will be close to everything when you stay at this centrally-located home lined with southern oaks to create a peaceful family atmosphere. The fenced in backyard is entertainment central with firepit, charcoal grill, hot tub, porch fireplace, outdoor shower, large yard for the many available yard games and romping with your dog. Or just relaxing in your rocking chair with your favorite beverage on the veranda.

Top guest favorite

Home in Brunswick

5 out of 5 average rating, 17 reviews

New cozy gem!

Enjoy this brand new, handicapped accessible 3 bed/2 bath home. There is a boat ramp, playground and pier less than half a mile. Blythe Island Regional Park has a boat launch, pier, swimming, kayaking and the only handicapped playground in Glynn County 5 miles away. Minutes to St. Simon's Island, Jekyll Island, Sea Island, shopping and some of the best local seafood restaurants the Golden Isles has to offer.