Holiday rentals with a pool in St. Simons

The spacious studio features a queen bed dressed in light linens, complemented by a decorative throw. Large glass doors open to a private balcony surrounded by greenery. A seating area with a chair by the window invites relaxation, while a sleek entertainment console holds a large TV.

5 out of 5 average rating, 110 reviews

Salt Air Villas - Walk to Beach Pier Restaurants

Studio close to beach, village, restaurants, shopping. Gated condo community, covered parking. Perfect couples getaway, business trip or extended stay. One bedroom, 1-queen bed, one bath, large shower, jetted tub & private balcony. Fully stocked kitchen, 2-burner cooktop, fridge w/freezer, sink, microwave, toaster oven. Keurig coffee maker. Decorative touches throughout. Large Screen Samsung Smart TV+ROKU Guest Mode. Comfy furnishings, washer/dryer. Not suitable for children No Smoking No Pets

A wooden sign marks the entrance to Gascoigne Condominiums, displaying the name prominently. Surrounding landscaping features lush green bushes and a bed of colorful flowers, including shades of purple and white, contributing to the welcoming atmosphere of the community.

4.93 out of 5 average rating, 109 reviews

A Super Host Best Favorite on St. Simon's Island

Completely Renovated! This newly furnished condo is a great place to come back to after exploring all St. Simons Island has to offer. Just a short 3 miles from the beach and village area, it's perfect for a small family or couple. The condo has private parking and a great community pool. Enjoy a cocktail on the private deck while you make dinner on the grill! A Smart Home with Alexa in every room. You can have music in any room or the whole house, turn lights on and off by voice and more.

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, 438 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.

4.96 out of 5 average rating, 336 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.

Townhouse in St. Simons Island

A bright living room is presented with a large flat-screen television mounted on the wall. Two comfortable armchairs are positioned around a textured area rug, with a coffee table at the center. Natural light filters through sheer curtains, revealing an outdoor patio area.

4.91 out of 5 average rating, 102 reviews

Lovely OceanWalk Condo, Pools, Golf Cart Available

Escape to The Marsh Mellow, a renovated 3-bedroom townhome on St. Simons Island! Perfect for families, it's just a short distance to the beach and vibrant Pier Village. Enjoy a private patio, dedicated workspace, and fantastic community amenities including two heated pools, pickleball and tennis courts, and a gym. Your ideal island getaway awaits! A golf cart is available to rent separately, is exclusively for our guests, and is about half the cost that carts rent for on the Island.

A comfortable living area is furnished with a beige sofa and a recliner, accompanied by a wooden coffee table. Natural light enters through glass sliding doors, leading to a private deck surrounded by greenery. A ceiling fan provides a sense of airiness.

4.92 out of 5 average rating, 112 reviews

Saint Simons Island T 10 Ocean Walk 1 Bedroom

One bedroom condo, located in Ocean Walk, is available for you to rent on Saint Simons Island. It has a fully equipped kitchen, king size bed, internet, and 2 TV’s with cable. Our condo is located on the second floor(no elevator) in the back of the complex. We have a private deck that is perfect for your morning cup of coffee. The complex has two pools (one seasonally heated), tennis courts and a pond. Ocean Walk is located less than a mile from the pier, beach, shopping and dining.

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, 235 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 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, 143 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**

4.99 out of 5 average rating, 111 reviews

Oceanfront Condo w/view! | Free Bikes! | Updated!

Welcome to your luxurious coastal getaway! Our newly updated condo is located in the exclusive Beach Club gated community on SSI offering guests access to *private* beaches, oceanside pool, and more. Our condo is fully equipped with everything you need for a comfortable stay. Unit 315 is situated on the 3rd floor giving this condo a lovely view of the beach, courtyard and pool. We are a short walk to restaurants, shops, and a quick bike ride to so much more!

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, 116 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.

A bright living area features a comfortable seating arrangement with soft cushions. A glass coffee table sits at the center, showcasing decorative items. Large sliding doors provide access to a balcony with an ocean view, while light-colored curtains frame the windows.

4.92 out of 5 average rating, 117 reviews

OCEAN VIEW-St. Simons says Relax at The Beach Club

Check out this gorgeous and updated condo in The Beach Club! There is a pool and private beach access for guests.It has a beautiful ocean view and a private balcony. The first bedroom features a King size bed, balcony access, and a private bathroom with a large walk in shower. The second bedroom has a Queen size bed and access to the shared hall bath. Please send a message with any questions!

A cozy sleeping area features a spacious bed dressed in a shell-patterned quilt and accent pillows. Matching nightstands with lamps are positioned on either side of the bed, complementing the light-colored walls and soft decor. Natural light softly illuminates the room.

4.91 out of 5 average rating, 217 reviews

Summer Special – Condo Steps to Pier & Shops

Delightful coastal retreat just 1 mile from the beach and St Simons Village. This updated 2-bedroom, 2-bath condo offers comfort, a private back patio, and family-friendly amenities. Enjoy a fully equipped kitchen with a drip coffee pot and blow dryers in each bathroom. Perfect for families or small groups!

Popular amenities for St. Simons rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The outdoor space features a well-maintained pool surrounded by lush greenery. Comfortable lounge chairs are positioned nearby, and a small seating area offers a place to relax. The space is bordered by a wooden fence, providing privacy and a tranquil atmosphere.

5 out of 5 average rating, 59 reviews

Tabby Shack SSI - heated POOL, 3b/2ba, allows dogs

A modern beach house is showcased with a two-car garage and a spacious driveway made of stone pavers. Tropical palm trees flank the entrance, while a welcoming porch with two chairs invites relaxation. The exterior features a combination of light siding and natural stone.

5 out of 5 average rating, 11 reviews

St. Simons Getaway - Walk to beach & private pool!

5 out of 5 average rating, 16 reviews

Robin’s Nest

A cozy living area is provided with two comfortable armchairs and a round ottoman on a patterned rug. A large television is mounted on the wall above a wooden console table. Natural light enters through sliding glass doors leading to a private outdoor space.

4.97 out of 5 average rating, 37 reviews

Relaxing Lakeview Stay – Near Beach + Pool

Superhost

The exterior of the coastal retreat is illuminated by soft outdoor lighting, highlighting palm trees and lush landscaping. The house features blue shutters and generous windows, creating a charming façade. A walkway leads to the entrance, set against a backdrop of an evening sky.

5 out of 5 average rating, 3 reviews

4br/3.5ba. Private pool! Only 2 miles to beach

The exterior of a three-story townhome is framed by lush greenery. A balcony is visible on the second floor, adorned with potted plants. The garage door is open, revealing a vehicle parked inside. Sunlight brightens the scene, enhancing the home's inviting entrance.

5 out of 5 average rating, 9 reviews

Salty Breeze ~ (New Management)

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, 97 reviews

Heated Pool, Family friendly, Great Location

A coastal blue home with a welcoming front porch is surrounded by palm trees and lush greenery. A wide driveway leads to a garage underneath the raised structure, providing ample space for outdoor activities and relaxation.

4.98 out of 5 average rating, 61 reviews

Seaside Serenity

Apartment rentals with a pool

A spacious living room features a large, comfortable sofa and armchair, complemented by a glass coffee table. Natural light floods the space through sliding glass doors, leading to an oversized balcony that showcases outdoor seating and views of the surrounding landscape.

4.92 out of 5 average rating, 24 reviews

Ocean Front Condo at St. Simons Grand

Apartment in Jekyll Island

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.

4.87 out of 5 average rating, 114 reviews

Driftwood paradise, ocean view!

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, 52 reviews

Beach Please! Top Floor*Balcony Ocean View*Pool

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.

4.85 out of 5 average rating, 27 reviews

Superhost

An inviting living area features soft, neutral-colored furnishings, including a spacious sofa and a round dining table with light blue chairs. A modern pendant light hangs above the table, while large sliding glass doors allow natural light to fill the space.

4.88 out of 5 average rating, 57 reviews

Oceanfront Community 2 BR Bright/Cozy Condo!

A bright living area features a large sliding glass door leading to a balcony. A blue sofa and two yellow checkered armchairs offer comfortable seating. Light wood flooring enhances the space, while a wall-mounted television provides entertainment options.

4.9 out of 5 average rating, 87 reviews

Book for Fall: 2BD/BA Ocean Walk Condo

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, 119 reviews

Large Open 2 Bed 2 bath Condo Overlooks Pool

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, 147 reviews

Còmhla Condo - A Magical, Peaceful Escape!

Other holiday rentals with a pool

Flat in St. Simons Island

A cozy living area is furnished with a sectional sofa adorned with decorative pillows, accompanied by a modern coffee table. A black armchair adds contrast, while natural light enters through a window, illuminating the neutral palette. A piece of wall art and a round mirror enhance the space.

4.94 out of 5 average rating, 33 reviews

Three-bedroom luxury, central

Tiny home in St. Simons Island

4.73 out of 5 average rating, 275 reviews

The Little Peach on 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.

4.89 out of 5 average rating, 36 reviews

Rivera Retreat - Private Pool in SSI

Superhost

Townhouse in St. Simons Island

4.92 out of 5 average rating, 37 reviews

Golf Cart | Pool | Bikes | Beach Gear | Porch

Townhouse in St. Simons Island

4.95 out of 5 average rating, 84 reviews

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

Flat in St. Simons Island

A swimming pool is positioned in the foreground, featuring crystal-clear water and lounge chairs arranged around its perimeter. Lush green lawns and palm trees are visible in the background, along with a pathway leading toward the beach area.

4.88 out of 5 average rating, 24 reviews

Oceanfront Condo -Private Boardwalk -Pool-Balcony

A light-filled living area features a neutral color palette with a soft area rug. Seating includes a comfortable sofa adorned with cushions, two accent chairs, and a coffee table. Wall art displays a combination of framed pieces, and a large clock is positioned on the wall.

4.89 out of 5 average rating, 64 reviews

Welcome to Our Beach House! Walk/bike to pier