Holiday rentals with a pool in St. Simons

A cozy living area features comfortable seating arrangements, including two patterned armchairs and a spacious sofa. A coffee table sits in the center, surrounded by soft lighting from a floor lamp and natural light streaming through large windows dressed with dark curtains.

4.97 out of 5 average rating, 145 reviews

Còmhla Condo - A Magical, Peaceful Escape!

DISCOVER & EXPLORE this magical place our family fell in love with 32 years ago! This tastefully decorated, newly updated condo is located in desirable South Island and a short walk/bike to East Beach, the Pier, fun shops, unique restaurants, night life, live music, parks & playgrounds, coastal wildlife and conducive to relaxing meanderings under the canopy of Live Oaks & Spanish Moss. Fully equipped to sleep 5 comfortably. Còmhla = Together in Scots Gaelic. Let's enjoy being together :)

The living area features comfortable seating, including a light-colored armchair and a dark couch, placed around a circular table. A dining area is visible, showcasing a blue and white color scheme with upholstered chairs. Natural light fills the room through large windows adorned with blinds.

4.96 out of 5 average rating, 115 reviews

Large Open 2 Bed 2 bath Condo Overlooks Pool

You have found one of the best vacation rental condos on St. Simons Island. Comfortable and spacious, 1,100 sq ft, 2 bedroom, 2 bathroom in South Island gated complex, just two miles from the beach and Pier area. Upstairs. Perfect for as little as 1 guest or as many as 6. This condo is kept immaculately clean and fresh. Along with king in the master, the 2nd bedroom has a new queen full memory foam mattress. Pool, fitness room, fast Wifi, free gated parking, laundry. Lots of natural light!

A clear view of the swimming pool is presented, featuring a spacious area with surrounding palm trees and lounging chairs. The water appears inviting in the sunlight, with a gentle curve along the edge. Nearby buildings provide a backdrop to the outdoor scene.

4.91 out of 5 average rating, 417 reviews

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

This cozy 1 bedroom condo has many upgrades. U will enjoy the south-island location close 2 many shops & restaurants. U can walk 2 Pier Village & other entertainment. King in Master & living room has queen sleeper sofa. Comes w/ new furnishings & BUSINESS CLASS WIFI. 2 tennis courts, 2 pools (1 heated), laundry facilities (coin operated), ping pong, fitness center, playground, private stocked lake, & includes USAGE OF 2 BIKES for an additional charge. NO PETS or ANIMALS ALLOWED. SEE RULES

A spacious bedding area features a large white bed adorned with decorative pillows. A cozy seating area invites relaxation, accompanied by a light-colored woven side table. Ocean-themed artwork is displayed above the bed, complemented by soft light from two lamps with seashell designs.

4.97 out of 5 average rating, 316 reviews

Perfect Island Private Getaway-Walk2Beach-Village

If you are interested in a great little getaway, this is it. Gated UPDATED BEACHY condo with private gated parking & pool. IDEAL LOCATION. Walk/Bike to the Beach, Pier Village Shopping, Restaurants & Entertainment. Custom made book with local recommendations included. Condo is setup similarly to a hotel suite with Kitchenette *see photos. Relaxing jetted tub&large shower Has washer/dryer, full refrigerator, Keurig coffee, WiFi, Roku Stick, Alexa, Amazon Music, Amazon Prime, Netflix.

A serene swimming pool is framed by lounge chairs and palm trees, with an inviting sunset casting warm colors over the water. Umbrellas provide shade, creating a tranquil ambiance adjacent to the beach.

4.98 out of 5 average rating, 222 reviews

Jack & Laurel Welcome You To Our Beach Club Condo!

Comfort, relaxation, and beauty await you here - On the quieter and most private side of the Beach Club - with direct, gated beach access . Enjoy our oceanside saltwater pool, 2 hot tubs, and lush gardens - in the perfect spot, on one of the prettiest beaches in the South! Primary suite with king bed, walk-in shower/soaking tub. Second bedroom with 1 queen/ 1 twin, full bathroom. Well-equipped kitchen, full balcony... Come on, the dolphins are waiting for you!

A cozy living area features a light-colored sofa adorned with a multicolored striped pillow. Two bedside lamps provide soft illumination beside a round, fish-themed mirror. A wooden coffee table sits on a striped area rug, with a console table visible in the background.

4.99 out of 5 average rating, 135 reviews

Beach Hideaway~great location~pool~ground floor

GROUND FLOOR unit~GREAT LOCATION(mid/South Island)~walk to Redfern Village(many shops and restaurants), Southern Soul, Chickfila, Starbucks, etc~quick drive to the beach and pier~NEWLY REMODELED~GATED FAMILY ORIENTED COMMUNITY~ reliable WiFi~TV and sofa in living room~king bed & TV in master~queen bed & TV in spare~twin sleeper sofa in sunroom~pool & tennis court~NO PETS or ANIMALS ALLOWED, SEE RULES FOR HIGH PET FEE. **Parking -- My HOA does not allow work/business vehicles**

A bright bedroom features a light-colored bed frame with a patterned quilt in shades of blue and green. A small bedside table holds a lamp, and a fan is overhead. Neutral walls and a cozy carpet enhance the inviting atmosphere.

4.83 out of 5 average rating, 265 reviews

Perfect getaway

Located on the south end of the island , this spacious condo is convenient to shopping and restaurants. Five short minutes to the beach , fishing pier , lighthouse , village, and golf courses . Has been beautifully remodeled with all the comforts of home . Pool right across from your front door. Fabulous sun deck off the master bedroom . Fenced in patio for privacy to unwind after exploring all the island has to offer . Perfect vacation for family and friends

A contemporary living area is showcased, featuring a comfortable sofa, two accent chairs, and a coffee table. Natural light enters through large windows, illuminating the space. A piece of artwork is displayed on the wall, and a neutral-colored area rug is laid on the floor.

4.98 out of 5 average rating, 126 reviews

Ocean Vibes Retreat (dog friendly)

This serene ground floor 3 bedrooms and 2 bathrooms condo available on St. Simons Island. We live up to our name “Ocean Vibes Retreat”. You walk in and see all the upgrades and new furnishings this home has to offer for you and your group. The complex is gated and located in walking distance to many restaurants, Redfern Village, and one of our grocery stores. We also offer a pool, workout room, tennis court and play ground. Come stay and let the salt air cure what ails you!

A cozy living area features a brown couch accented with soft cushions. A white coffee table sits in front, topped with a decorative fish. Light streams in from a lamp, illuminating the walls adorned with nautical decor, including artwork and shells.

4.89 out of 5 average rating, 202 reviews

St Simons Townhouse Close to Beach and Village

This townhome is less than a mile to Coast Guard beach access and close to The Village area with shops and restaurants. Both bedrooms have a queen and a full bed. The kitchen is well stocked with a dining area with seating for six. Private back patio with seating. Please note there is not a washer/dryer within the condominium but there is a coin laundry facility on property. Community pool on the property is opened seasonally. Please inquiry for pet policy.

A welcoming living space features a comfortable light-colored sofa with patterned cushions, complemented by a rustic coffee table. Decorative art and plants add charm to the surroundings, while an open layout connects to a well-equipped kitchen in the background.

4.87 out of 5 average rating, 175 reviews

Abundant Amenities! Pool, Bikes, Near to beach!

1800+ SQ FT! 3 BRs, 2.5 baths, & patio w/ tranquil setting. EVERYTHING INCLUDED!!! Situated in a lush and private setting with additional green space behind the property, this newer construction 3 bedroom, 2 1/2 bath townhouse lives like a single-family home with an incredible and thoughtfully designed floor plan. This fabulous home is also near to all the island's amenities, within minutes to the beach, pier, shops, restaurants, and various beach activities.

A spacious living area features high, vaulted ceilings and large windows that invite natural light. Comfortable seating is arranged around a coffee table, with a soft ottoman in the center. A wood-burning fireplace is positioned against a white brick wall, complemented by tasteful decor.

4.93 out of 5 average rating, 112 reviews

The Fig House | Mid Century, Pool, Mins from Beach

The Fig House is a newly renovated 3-bedroom, 2-bathroom Mid-Century Modern ranch style vacation home set on 1 level. It comprises: a living room/dining room with a wood-burning fireplace, 8-seater table and connection to the kitchen, which also has a breakfast table. There is a sitting room and a sun room off the kitchen with access to the pool courtyard. There are two masters with king size beds and a bunk room that has 2 sets of bunk (twin) beds.

An inviting pool area is illuminated at night, featuring a spacious swimming pool alongside a hot tub. Lounge chairs are positioned around the pool, with a shaded umbrella providing space for relaxation. The house in the background showcases warm lights spilling from large windows.

4.96 out of 5 average rating, 169 reviews

Live like a local on SSI! Bike to BEACH! Pool/Spa

Y’all we added an all season POOL/SPA! This home is local beach living at its finest and newly renovated, decorated and furnished for comfort. Enjoy all the south end has to offer from our beautiful beach to quaint shops and restaurants. Our home is less than a mile from the public beach access and is an easy walk or bike ride! The outdoor living is awesome here - plenty of room to park a boat and a fully fenced yard.

Popular amenities for St. Simons rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A stylish living area features bright red seating with white accents and plush cushions. A round, fluffy area rug lies beneath a modern glass coffee table, which is adorned with decorative items. A large, framed painting and a contemporary light fixture create a cheerful ambiance.

4.82 out of 5 average rating, 39 reviews

Entire townhome a few miles from the beach.

An outdoor space features a private pool surrounded by a tiled patio and a wooden fence for privacy. Comfortable lounge chairs are arranged near the water, while lush green plants add natural ambiance. The house includes large windows, allowing for ample natural light.

4.88 out of 5 average rating, 34 reviews

Rivera Retreat - Private Pool in SSI

A spacious living area features comfortable beige sofas arranged around a low coffee table. A dining table is visible in the background, accommodating several people. Natural light streams through windows, and decorative wall art adds a touch of color to the neutral walls.

4.76 out of 5 average rating, 17 reviews

Coastal Comfort

4.93 out of 5 average rating, 104 reviews

The screened-in pool area features a clear blue pool under a tent-like enclosure. Comfortable seating can be seen beside the pool, with a backdrop of a beautifully illuminated sky at sunset. The cozy living area is visible through the open patio doors.

Home in Jekyll Island

Kendall Cottage~ Private Heated Pool~ Marsh Trails

A spacious living area features a light-colored sofa and an elegant armchair, creating a comfortable seating arrangement. A round coffee table sits at the center, with soft lighting provided by a floor lamp. A dining area is visible in the background, enhancing the open layout.

4.92 out of 5 average rating, 12 reviews

Cozy 2-br Condo 1/2 mi to Pier Village, beach

A walkable path of stepping stones is bordered by various plants and shrubs, leading to the entrance of a well-maintained home. Lush greenery, including tall grasses and a large succulent, adds a natural element, while soft sunlight filters through trees in the background.

4.96 out of 5 average rating, 91 reviews

Heated Pool, Family friendly, Great Location

The townhouse exterior is shown, featuring a well-maintained garden and driveway space for vehicles. A large tree provides shade in the front yard, with neatly trimmed shrubs lining the walkway. The building displays a blend of brick and light-colored siding, complemented by blue skies.

5 out of 5 average rating, 17 reviews

Beach Bliss & Boating Fun!

4.98 out of 5 average rating, 86 reviews

The outdoor area features a large, private pool surrounded by a screened-in patio. Two colorful inflatable floats—a unicorn and a flamingo—are positioned in the water. Comfortable seating is provided on the patio, enhancing the space for relaxation and enjoyment.

Home in Brunswick

Private Pool | Pet-Friendly | Fenced-in Yard

Condo rentals with a pool

A tall white lighthouse rises beside a historic brick building with dark shutters. Lush green grass surrounds the structures, and palm trees add to the coastal ambiance. The sky above is partly cloudy, allowing sunlight to illuminate the scene.

4.91 out of 5 average rating, 94 reviews

Sea-Esta Retreat, a Great Golden Isles Location!

4.86 out of 5 average rating, 108 reviews

Two blue Adirondack chairs are positioned on a cement patio, offering a view of the ocean and coastal grass. The backdrop features a tranquil shoreline, with gentle waves and a clear sky, creating an inviting outdoor space for relaxation.

Condo in Jekyll Island

Driftwood paradise, ocean view!

The open-concept living area features a spacious seating arrangement with a light sofa and patterned chairs. A round coffee table sits in the center. The wall-mounted TV is framed by decorative artwork, while a fan is installed on the ceiling. Light-filled kitchen space is visible in the background.

5 out of 5 average rating, 6 reviews

Near Gascoigne Park and St Simons Marina. Communi

A collage showcases the welcoming living area with plush seating and large windows, a private balcony with ocean views, a serene saltwater pool surrounded by palm trees, and the beautifully landscaped community featuring multiple buildings and inviting amenities.

5 out of 5 average rating, 44 reviews

Steps to Beach and Restaurants/Balcony Ocean View

A multi-level building features a series of balconies framed by large, leafy trees. The sun sets in the background, casting warm light on the walkway and surrounding greenery, illustrating a serene atmosphere in the residential community.

4.84 out of 5 average rating, 19 reviews

A cozy bedroom is visible, featuring a wooden headboard with decorative pillows arranged on a spacious bed. Light-colored curtains frame the windows, while soft lamps sit on bedside tables. Four art pieces depicting coastal themes are displayed above the bed.

5 out of 5 average rating, 46 reviews

Cozy, End-Unit Condo-Pool!

A tranquil outdoor area features a large swimming pool surrounded by lounge chairs, with palm trees dotting the landscape. Beyond the pool, a sandy beach and the ocean are visible under a clear blue sky, creating a serene setting for relaxation.

4.91 out of 5 average rating, 43 reviews

Oceanfront. SSI, Ga Beach Club

An aerial view captures the condo complex surrounded by lush green landscaping. A central pool area is visible, with lounge chairs arranged around it. Adjacent buildings and a wide beach area can be seen in the background, presenting a spacious environment for relaxation.

4.93 out of 5 average rating, 42 reviews

Beach Club -219! Pool, Hot Tub and tennis

Other holiday rentals with a pool

Apartment in St. Simons Island

A well-lit bedroom features a spacious bed with a striped blanket and decorative pillows. Nightstands and lamps are positioned on either side of the bed. A dresser and wall art adorn the room, complemented by a ceiling fan and a window with shutters.

4.97 out of 5 average rating, 36 reviews

Poolside Oasis, Ground Floor, King Bed, Near Beach

Tiny home in St. Simons Island

4.72 out of 5 average rating, 260 reviews

The Little Peach on the Beach

5 out of 5 average rating, 4 reviews

Poolside Days + Firepit Nights in Sunny St. Simons

4.96 out of 5 average rating, 82 reviews

Pool |Walk-2-Beach & Restaurants | OakTree Patio

4.9 out of 5 average rating, 31 reviews

Golf Cart | Pool | Bikes | Beach Gear | Porch

An open living space is shown with a cozy couch and a colorful armchair situated around a red coffee table. A dining area is visible with a wooden table and chairs. Natural light enters the room from a large window, complementing the warm, inviting décor.

4.91 out of 5 average rating, 53 reviews

sandcastle on the beach

Apartment in St. Simons Island

A light-filled living room features a sleek entertainment unit with a large TV and a glass coffee table. Comfortable seating options include a woven chair and a sofa visible through the open curtains, enhancing the inviting atmosphere.

4.89 out of 5 average rating, 96 reviews

Newly Renovated Beach Home

A colorful garden blooms vibrantly in front of a well-maintained building. Rich red and white flowers create a striking contrast against lush green foliage, while trees and shrubs provide a sense of privacy and tranquility within the gated community.