Vacation rentals with a kayak in St. Simons Island

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Top-rated kayak rentals in St. Simons Island

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Guest favorite

Condo in St. Simons Island

4.87 out of 5 average rating, 31 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.

Guest favorite

Guesthouse in St. Simons Island

4.87 out of 5 average rating, 144 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”

Guest favorite

Home in St. Simons Island

5 out of 5 average rating, 40 reviews

Savannah Cottage -ocean front pool w/ pavilion

Welcome to the Savannah Cottage located in the Coast Cottages ocean front neighborhood. The Savannah Cottage is one of the most picturesque cottages in the Coast Cottages community with expansive, white wrap around porches and cool blue turquoise shutters. Relax on the cottage's porches and enjoy the breeze from the ocean. It is just steps away from the beach, pools and covered beach pavilion. You will have full access to the neighborhood amenities including 2 ocean front pools & pavilion.

Guest favorite

Home in Brunswick

4.89 out of 5 average rating, 19 reviews

Southern Charm - Sauna - Private Pond - and more

Welcome to your own 3.5+ acres of private Paradise! complete with pool, sauna for steamy relaxation, hammocks to nap your worries away, 1 acre pond, paddle boating, row boating, turtle fish and duck feeding, fishing, firepit, grilling, king sized bed, Italian leather home theater couches, walk-in shower and additional variety of activities including volley ball, badminton, bocce, corn hole, basketball and board games. Early check in or late check out may be allowed for additional charge.

Guest favorite

Home in Brunswick

5 out of 5 average rating, 40 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.

Guest favorite

Home in Saint Simons Island

4.87 out of 5 average rating, 297 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.

Guest favorite

Guest suite in St. Simons Island

4.95 out of 5 average rating, 114 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.

Guest favorite

Home in St. Simons Island

4.93 out of 5 average rating, 15 reviews

Peaceful St Simons Island Home: 1 Mi to Pier!

Discover the tranquility of St. Simons Island, Georgia, at this magnificent 4-bedroom, 4.5-bathroom vacation rental. Boasting a fully equipped kitchen for preparing home-cooked meals, a furnished patio, and the convenience of provided bicycles and kayaks for easy outdoor exploration, this house is a paradise for families and groups! When you're ready to head out, take a scenic stroll through Massengale Park or visit the St. Simons Island Lighthouse Museum!

Guest favorite

Home in St. Simons Island

4.94 out of 5 average rating, 16 reviews

House w/dock 3 Kings 4 Twins. Close to Beach

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 with a dock. Bike 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 a kayak for the more adventurous

Home in St. Simons Island

5 out of 5 average rating, 3 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.

Guest favorite

Home in Brunswick

4.97 out of 5 average rating, 34 reviews

Palm Lake Escape (Dog Friendly)

Experience coastal Georgia from this spectacular 4-bedroom, 2.5-bath vacation rental house located in The Golden Isles. Up to 8 lucky travelers will have access to the dock on a spring fed lake. Spend afternoons swimming or kayaking on this lovely wonderful lake. Plan a day trip to St. Simons, Jekyll Island, or Cumberland Island before roasting s'mores at the outdoor fire pit.

Guest favorite

Condo in St. Simons Island

5 out of 5 average rating, 18 reviews

Salt Air Villas 208 Stunning condo

This beautiful condominium has everything you want for an island getaway. It features a stunning full size bathroom with a walk in shower and soaking tub for two. Relax and enjoy the gentle island breeze on the covered balcony. Coffee seems to taste better at the beach!