Vacation rentals with a kayak in St. Simons

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Quick stats about vacation rentals with a kayak in St. Simons

Total vacation rentals
Explore 10 vacation rentals in St. Simons
Nightly prices starting at
St. Simons vacation rentals start at G$29,229 GYD per night before taxes and fees
Verified guest reviews
Over 520 verified reviews to help you choose
Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 10 rentals that welcome pets
Vacation rentals with a pool
10 properties feature pools
Wi-Fi availability
10 of St. Simons vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across St. Simons rentals
4.7 Average rating
St. Simons stays receive an average rating of 4.7 out of 5 from guests

Top-rated kayak rentals in St. Simons

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Apartment in St. Simons

5.0 out of 5 average rating, 10 reviews

L9 lovely two king beds, cozy, updated, downstairs

This vacation rental is beautifully decorated and well maintained. Each bedroom has a king bed, and a full bath with shower/tub combination. You can comfortably sleep a family or group of 4 friends. The kitchen has upgraded appliances and is well stocked with dishes and bakeware if you prefer to prepare your own meals. The outdoor patio is fenced and provides a gate to access the lawn area. There are wonderful amenities onsite. Two pools, tennis/pickleball, small fitness center, playground

LocationOutdoor spacesQuiet

A well-lit pool area is showcased at night, with clear blue water inviting relaxation. Tables and chairs surround the pool, with green umbrellas providing shade. Lush landscaping is visible, enhancing the outdoor experience. Nearby structures are illuminated, contributing to a welcoming atmosphere.

Condo in St. Simons

4.77 out of 5 average rating, 66 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.

LocationValueTV

A serene outdoor balcony is furnished with cushioned seating and a geometric patterned area rug. Large glass doors provide a view of the greenery outside, enhancing the tranquil atmosphere. A hanging chair is visible in the background, inviting relaxation.

Townhouse in St. Simons

4.76 out of 5 average rating, 25 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!

ValueLocationWifi

Top guest favorite

Condo in St. Simons

5.0 out of 5 average rating, 6 reviews

121 Island Square Cozy two bed 2.5 bath townhome

Enjoy your stay in this lovely two-bedroom, 2.5 bath townhome, near great restaurants and shopping and about 1 mile from the SSI beaches. Complex offers a pool and fitness center for your enjoyment. A full kitchen along with a full-size washer and dryer, make it easy to settle in and feel at home during your getaway. Enjoy a very nice patio area and yard—perfect for you and your family to relax and unwind when you’re taking a break from the beach or exploring all the island has to offer.

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Guest favorite

Home in St. Simons

4.87 out of 5 average rating, 23 reviews

Lake front home w/ Private Dock + Golf Cart

Welcome to our lakefront home located in the heart of Saint Simons Island. This 4-bedroom, 2.5 bath home is ideal for families, or large groups visiting the island. Step outside and unwind on your private dock overlooking the lake, complete with a fire pit. Take the kayak out on the water, or explore the island with your golf cart. You're a quick 8-minute drive to the beach, giving you the best of both peaceful lakefront living and easy coastal access. There is NO SMOKING inside the house.o

ValueOutdoor spacesNearby

A welcoming entrance is framed by lush greenery and colorful flowers. The pathway leads to a set of steps guiding to a main entrance. Outdoor seating is arranged around a table, with a decorative wall art piece enhancing the space.

Home in St. Simons

5.0 out of 5 average rating, 3 reviews

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.

LocationParkingGetting around

Top guest favorite

A serene view of Lake Turner is captured from the dock, where two Adirondack chairs are positioned. The calm water reflects the surrounding greenery and trees, creating a peaceful lakeside setting. Gentle clouds drift across a clear blue sky above.

Guest suite in St. Simons

4.93 out of 5 average rating, 182 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.

ValueOutdoor spacesSleep quality

Superhost

Home in St. Simons

New place to stay

The Silver Shell SSI - Dog Friendly

Brand new to the vacation rental market! Unwind at this spacious brick ranch tucked under moss-draped oaks on a private pond, just a short drive from St. Simons' beaches, Pier Village, and lighthouse. Watch the water from the kitchen window, gather on the huge back deck, roast s'mores at the fire pit, or paddle the kayak right from the yard. Inside: 3 comfortable bedrooms, two living areas, a fireplace, and a bonus media room with a twin bed. Sleeps 7.

Top guest favorite

A spacious coastal home is depicted, featuring a large front porch and a landscaped driveway. The surrounding area includes lush greenery and palm trees, with a waterway visible in the background, enhancing the natural setting.

Home in Brunswick

5.0 out of 5 average rating, 62 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. SORRY NO PETS ALLOWED. No garage access.

LocationOutdoor spacesGetting around

Guest favorite

A charming home is nestled among southern oaks, featuring a wide gravel driveway leading to a covered carport. Surrounding lush greenery and landscaping create a welcoming entryway. The house showcases a blend of light and neutral tones, emphasizing a relaxed, family-friendly environment.

Home in St. Simons

4.92 out of 5 average rating, 26 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.

LocationOutdoor spacesLaundry

Guest favorite

This spacious living area features large windows that provide views of the lake, flooding the room with natural light. A comfortable seating arrangement includes a leather couch and an armchair, complemented by a rustic coffee table. A stylish fireplace adds a cozy touch.

Home in Brunswick

4.95 out of 5 average rating, 73 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 lake. Plan a day trip to St. Simons, Jekyll Island, or Cumberland Island before roasting s'mores at the outdoor fire pit. Fishing is catch and release only.

Outdoor spacesValueBackyard

Home in St. Simons

Coastal Bohemian Retreat Under the Oaks

Cozy coastal retreat under live oaks just 2 miles from the beach Bike or walk to the ocean, only ½ mile to Harris Teeter, and minutes to the heart of St. Simons Island. Enjoy a fully equipped kitchen, spacious open living/dining area, and charming vintage-style bath. Boat parking available + relaxing outdoor space with bohemian string lights—perfect for unwinding after a day on the coast.

HospitalityQuietComfort