Vacation rentals with a pool in St. Simons

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in St. Simons

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
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.
Condo in St. Simons Island
4.95 out of 5 average rating, 111 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!

Top guest favorite
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.
Condo in St. Simons Island
4.91 out of 5 average rating, 403 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

Top guest favorite
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.
Condo in St. Simons Island
4.97 out of 5 average rating, 315 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.

Top guest favorite
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.
Condo in St. Simons Island
4.98 out of 5 average rating, 219 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!

Top guest favorite
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.
Home in St. Simons Island
4.96 out of 5 average rating, 28 reviews

The Peachy Palm

Charming beach house in the heart of St. Simons Island, just a short walk to the Village, shopping, restaurants, lighthouse, fishing pier, and nightlife. The island’s stunning beaches are minutes away. This spacious one-bedroom retreat features a king-size bed, sofa sleeper, private balcony, and access to a complex pool. Fully equipped with WiFi, kitchen essentials, beach chairs, and towels for a stress-free stay. Perfect for a romantic getaway or family escape. Book your stay today.

Top guest favorite
A multi-story cottage features a light blue and white exterior, with multiple spacious porches adorned with white railings. Tropical palm trees and landscaped greenery surround the property, situated in a tranquil neighborhood. A white picket fence and a sign marked 'Information' are visible in the foreground.
Home in St. Simons Island
5 out of 5 average rating, 20 reviews

SSI Cottage–Family-Run | Beach + Pool + Golf Cart

Welcome to Savannah Cottage in the Coast Cottages neighborhood. Just steps from the beach, this spacious retreat is perfect for families to relax and make memories. Hop on a bike or golf cart and you’re minutes from SSI’s village pier, shops, and restaurants. Unwind with ocean breezes on three porches—ideal for morning coffee or sunset cocktails. Families enjoy two private-access pools, a pavilion, and a boardwalk to the sand. For more island fun, follow us @SavannahCottageSSI.

Top guest favorite
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.
Condo in St. Simons Island
4.98 out of 5 average rating, 133 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**

Guest favorite
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.
Condo in St. Simons Island
4.86 out of 5 average rating, 256 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

Guest favorite
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.
Home in St. Simons Island
4.93 out of 5 average rating, 110 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.

Top guest favorite
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.
Home in St. Simons Island
4.96 out of 5 average rating, 168 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.

Top guest favorite
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 Island
4.96 out of 5 average rating, 124 reviews

The 19th Hole

Immaculate, freshly painted and nicely decorated townhome with comfortable beds and stocked kitchen. 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. You'll find all the comforts of home.

Guest favorite
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.
Condo in St. Simons Island
4.92 out of 5 average rating, 106 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!

Popular amenities for St. Simons rentals with a pool

When is the best time to visit St. Simons?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€ 129€ 135€ 155€ 165€ 156€ 163€ 172€ 163€ 141€ 149€ 138€ 129
Avg. temp11°C13°C16°C19°C23°C26°C27°C27°C26°C21°C16°C13°C

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

  • Total vacation rentals

    Explore 950 vacation rentals in St. Simons

  • Nightly prices starting at

    St. Simons vacation rentals start at € 52 per night before taxes and fees

  • Verified guest reviews

    Over 22,630 verified reviews to help you choose

  • Family-friendly vacation rentals

    840 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 310 rentals that welcome pets

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wi-Fi availability

    950 of St. Simons vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across St. Simons rentals

  • 4.8 Average rating

    St. Simons stays are highly rated by guests—averaging 4.8 out of 5!

Destinations to explore

  1. Airbnb
  2. United States
  3. Georgia
  4. Glynn County
  5. St. Simons
  6. Rentals with pools