
Vacation rentals with a pool in St. Simons Island
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Top-rated rentals with a pool in St. Simons Island
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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.

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!

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.

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!

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 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**

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!

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.

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.

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!

Escape to St. Simons This Fall + Save!
Gorgeous, family-perfect 3BR.3BA home with pool in the heart of St Simons Island Discover your dream retreat on the mid-south side of Saint Simons, ideally situated near the vibrant shopping and dining options of Redfern Village, and just a bike ride away from the beach. This stunning property was beautifully renovated is 2021.
Popular amenities for St. Simons Island rentals with a pool
House rentals with a pool

Ocean Views with Swimming Pool.

Coastal Comfort Stroll to Village, Pool & Tennis

Live like a local on SSI! Pool/Spa

The Breeze: Pool + HotTub + Beach + Restaurants

Coastal Getaway | Private Pool & Walk to Beach!

The Peachy Palm

Robin’s Nest

Relaxing Lakeview Stay – Near Beach + Pool
Condo rentals with a pool

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

Sea-Esta Retreat, a Great Golden Isles Location!

Driftwood paradise, ocean view!

Location! WALK to BEACH, Village & PIER! 2 POOLS*

Turtle Cottage: Lagoon Views & Convenient Location

Book for Fall: 2BD/BA Ocean Walk Condo

Salt Air Villas - Walk to Beach Pier Restaurants

Saint Simons Island T 10 Ocean Walk 1 Bedroom
Other vacation rentals with a pool

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

Beach Please! Balcony Ocean View*Top Floor*Pool

The Little Peach on the Beach

Great GA Dream Home, Pool & Pond

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

Cozy, End-Unit Condo-Pool!

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

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