
Holiday rentals with a pool in St. Simons
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Top-rated rentals with a pool in St. Simons
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Location! WALK to BEACH, Village & PIER! 2 POOLS*
After a relaxing nights sleep, walk out to the balcony and enjoy the amazing lake views & the sounds & smells of the salty ocean breeze, which is just down the street. Enjoy a workout in the gym, a game of pingpong/corn hole next to the lake, or a dip in one of the luxurious pools. Sit back & relax after a day at the beach & watch a movie on one of the smart TVs. This condo is nestled in the heart of SSI, a short walk to shopping, golfing, restaurants, historic sites, parks, the pier, & more.

Island Retreat Condo (Pet Friendly!)
This spacious two-bedroom condo features large bedrooms, a galley kitchen, and two full baths. Sleep well in the four-poster king bed, or lounge on the couch in the open living space. Big closets, two full baths, and a separate work space! Surface parking and in-unit laundry. The community also offers a pool, fitness center, grills, and tennis/pickleball court. Biking distance to the beach! We welcome your pets with a $50/pet fee. (Long-term guests with pets: $250 refundable deposit.)

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

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.

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!

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**

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

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.

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.

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.

St Simons Cozy Coastal Townhome -Enjoy Island Time
Relax at our stylish St. Simon's Island Townhome and enjoy all the comforts of home. Awesome beds, 55inch TVs, full size kitchen, washer and dryer, and an extra private outdoor shower. Conveniently located on the island, this spacious town-home, has everything you need. You're close to everything (beaches, village, pier) and tons of island shopping.

Snowbird Special – 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
House rentals with a pool

Coastal Farmhouse, Private Pool! Walk to Redfern

Rivera Retreat - Private Pool in SSI

Poolside Days + Firepit Nights in Sunny St. Simons

Coastal Comfort

Robin’s Nest

Close to Beach Heated Pool and Spa

Heated Pool, Family friendly, Great Location

Beach Bliss & Boating Fun!
Apartment rentals with a pool

Sandy Shores - Near Redfern

Sea-Esta Retreat, a Great Golden Isles Location!

Driftwood paradise, ocean view!

Balcony Ocean View/Steps to Beach and Restaurants

Pool | Parking | Beach | Food | Bars | Stores, etc

Cozy, End-Unit Condo-Pool!

Oceanfront. SSI, Ga Beach Club

A Super Host Best Favorite on St. Simon's Island
Other holiday rentals with a pool

Poolside Oasis, Ground Floor, King Bed, Near Beach

The Little Peach on the Beach

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

Newly Renovated Beach Home

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

New Kitchen & Bathrooms! 3 bed Harbour Oaks Condo

Private Pool | Pet-Friendly | Fenced-in Yard

Winter rate/ heated pool at Mint Julep
When is the best time to visit St. Simons?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 126 | € 132 | € 151 | € 161 | € 152 | € 159 | € 164 | € 142 | € 131 | € 146 | € 164 | € 156 |
| Avg. temp | 11°C | 13°C | 16°C | 19°C | 23°C | 26°C | 27°C | 27°C | 26°C | 21°C | 16°C | 13°C |
Quick stats about holiday rentals with a pool in St. Simons

Total holiday rentals
Explore 990 holiday rentals in St. Simons

Nightly prices starting at
St. Simons holiday rentals start at € 50 per night before taxes and fees

Verified guest reviews
Over 22,950 verified reviews to help you choose

Family-friendly holiday rentals
860 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 320 rentals that welcome pets

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wifi availability
980 of St. Simons holiday rentals include wifi 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!
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- Rentals with pools Glynn County
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