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, 117 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

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A spacious balcony offers views of a serene body of water surrounded by lush greenery. A seating area is positioned on the balcony, providing a comfortable space to relax and enjoy the scenery.

4.96 out of 5 average rating, 243 reviews

Water View - optional BIKES - Walk 2 Pier Village

Newly renovated 2 bedroom condo has the best balcony view. U will enjoy the south-island location close 2 many shops & restaurants. U can easily walk 2 the pier, shops, & restaurants. Walk to live music! Master has a King, Queen in guest room, & the living room has sleeper sofa. Unit comes w/ furnishings & BUSINESS CLASS WIFI. Access to tennis courts, 2 pools (1 heated) laundry facilities (coin operated). 4 bikes for additional fee to use. NO PETS or ANIMALS ALLOWED. CONTACT ME for all listings.

LocationFamilyPool

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, 101 reviews

Heated Pool, Family friendly, Great Location

Welcome to The Ranch SSI! Here you will experience a fully stocked and beautifully designed home with a clean, modern style, located in the heart of St. Simons Island. The Ranch is located in the Kings Terrace area of the island, only a few blocks away from the St. Simons pier village with local shops and restaurants, as well as the lighthouse. The Ranch is only a quick 3 minute drive to the beaches and our favorite local coffee shop-- Wake Up Coffee Co! Enjoy an island retreat at The Ranch SSI!

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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, 118 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.

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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, 350 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.

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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, 243 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!

LocationValueWi-Fi

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, 286 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

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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, 145 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!

LocationFamilyQuiet

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, 121 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.

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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, 105 reviews

Sea-Esta Retreat, a Great Golden Isles Location!

Guests have access to the entire condo. Self check-in with keypad. Residence is located in the back of the complex for a peaceful quiet stay. There are two numbered parking spaces located in front of unit. A community pool is in the center of the complex, which is a very short walk. The outdoor shower is great when returning from the beach or pool. The front storage shed contains beach chairs, coolers and bicycles for guest use.

LocationFamilyBeach

4.96 out of 5 average rating, 134 reviews

The kitchen features sleek white cabinetry paired with dark backsplash tiles. Stainless steel appliances, including an oven, microwave, and dishwasher, are included. A farmhouse sink is prominently situated in front of a window, with spacious marble countertops offering ample workspace.

Townhouse in St. Simons

The 19th Hole

You'll find all the comforts of home at the 19th Hole. A 5-10 minute drive will get you to Mallory square, where there is shopping, dining and the pier to watch the sunset. East Beach has a wide beach with tide pools, concession stands and a convenient bath house with bathrooms and showers. Perfect for a family get together. A public pool in the community is available for use and is managed by the HOA.

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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.

4.91 out of 5 average rating, 125 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!

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Popular amenities for St. Simons rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 13 reviews

Coastal Comfort Stroll to Village, Pool & Tennis

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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, 182 reviews

Live like a local on SSI! Pool/Spa

ValueFamilyCheckout

A newly renovated beach house is depicted with a spacious outdoor area that includes a heated pool. The poolside is surrounded by a concrete patio furnished with lounging chairs and tables. Balconies are visible on the upper levels, enhancing the outdoor living space.

4.82 out of 5 average rating, 38 reviews

Renovated 3BR w/ Pool–Sleeps 10, Walk to Beach

LocationFamilyAccess

5 out of 5 average rating, 19 reviews

Escape to St. Simons This Fall + Save!

LocationFamilyIndoor spaces

4.89 out of 5 average rating, 18 reviews

Luxury St. Simons Home: Pool, Beach & Pet Friendly

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A bright living area features a light-colored sofa adorned with decorative pillows. Soft sunlight illuminates the space, highlighting a round coffee table made of natural wood. In the background, a modern kitchen with bar seating is visible, contributing to a welcoming open-concept design.

4.95 out of 5 average rating, 61 reviews

The Peachy Palm

ValueFamilySleep quality

5 out of 5 average rating, 22 reviews

Robin’s Nest

ValueLocationCleanliness

5 out of 5 average rating, 13 reviews

Cozy Coastal Clean 3BR-Pool-Beaches-Golf-Dining

FamilyLocationPool

Condo rentals with a pool

4.99 out of 5 average rating, 112 reviews

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

LocationFamilyGetting around

Superhost

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

4.86 out of 5 average rating, 118 reviews

Driftwood paradise, ocean view!

ValueFamilyView

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.

4.86 out of 5 average rating, 29 reviews

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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

ValueLocationTV

4.94 out of 5 average rating, 16 reviews

Sea Gate #104

LocationHospitalityParking

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, 116 reviews

Saint Simons Island T 10 Ocean Walk 1 Bedroom

LocationFamilyCleanliness

A vibrant living space is highlighted by a plush, dark sectional sofa and colorful floor lamps. A soft, white area rug provides warmth underfoot. A dining area with artwork-laden walls and various shelves filled with decor and games can be seen in the background.

4.95 out of 5 average rating, 163 reviews

Condo of Curiosity - Unique, cozy, fun and clean!

LocationFamilyHospitality

4.96 out of 5 average rating, 24 reviews

Beachy Keen

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Other holiday rentals with a pool

5 out of 5 average rating, 8 reviews

2 Bdrm 2 bath Beachfront Condo in St Simons Island

LocationFamilyBeach

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, 58 reviews

Beach Please! Balcony Ocean View*Top Floor*Pool

ValueFamilySleep quality

4.73 out of 5 average rating, 280 reviews

Tiny home in St. Simons

The Little Peach on the Beach

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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, 51 reviews

Cozy, End-Unit Condo-Pool!

ValueLocationKitchen

Superhost

The outdoor area features a heated saltwater pool accompanied by a hot tub, surrounded by a spacious patio. Lounge chairs provide seating for relaxation, while tasteful landscaping includes grass and trees, creating a private and inviting environment.

4.83 out of 5 average rating, 12 reviews

5 bed/3 bath Home with Heated Saltwater Pool

ValueLocationCleanliness

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.

4.98 out of 5 average rating, 47 reviews

Relaxing Lakeview Stay – Near Beach + Pool

LocationFamilyIndoor spaces

5 out of 5 average rating, 25 reviews

An open concept kitchen and dining area is shown, featuring light cabinetry and granite countertops. A dining table with seating for six is visible alongside a bar area with three stools. Hardwood flooring adds warmth, with natural light entering through nearby doors that open to the back patio.

Townhouse in St. Simons

Well-Furnished | Clean | Pool | Bikes | Beach Gear

LocationFamilyPool

A private pool is surrounded by a spacious patio, featuring several lounge chairs for relaxation. Adjacent to the pool, a screened porch with large windows offers shaded seating, creating an ideal space for outdoor enjoyment.