Vacation rentals with a pool in St. Simons Island

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

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

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Guest favorite

Condo in Saint Simons Island

4.92 out of 5 average rating, 291 reviews

Pool View - optional BIKES - Walk 2 Pier Village

Newly renovated 1 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 size bed & 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). 2 bikes to use for additional fee. NO PETS or ANIMALS ALLOWED. CONTACT ME for a link to ALL listings.

Guest favorite

Cottage in St. Simons Island

4.98 out of 5 average rating, 57 reviews

Private cottage w/guest house by beach & ♥️ of DT

Escape on vacation to "Tide-ings of Joy"! Experience the island life and live like a local in this cozy home, which is just 3 blocks from the beach and the heart of Saint Simons Pier Village District. The amazing main house has 3 BR 2 BA & a fully equipped kitchen. Sunbathe in the private heated pool! In addition to the main home, there is a large pool house, aka "The Surf Shack." This oasis boasts 4 additional BR, a full BA AND it’s very own kitchen. Family friendly and great for entertaining!

Guest favorite

Condo in St. Simons

4.97 out of 5 average rating, 278 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.

Guest favorite

Home in Saint Simons Island

4.93 out of 5 average rating, 29 reviews

Free Golf Cart! Heated Pool & Spa! Walk to Beach!

Awesome house & location in popular St. Simons Village area - VERY close to beach, pier, restaurants & shopping. Walk everywhere and avoid parking hassles! Clean, freshly painted. Mostly rents direct so not a lot of ratings here but GUARANTEED your family will fall in love with this vacation experience! Spa heats up in 30 min. Pool can be heated. Sleeps 10+ 4 bedrooms/3 baths - (King, King, Queen, 2 Doubles , Twin pull out and a pack and play) - 5 Large smart TV's and strong internet

Guest favorite

Rental unit in Brunswick

4.88 out of 5 average rating, 111 reviews

Beautiful private 1 bedroom. Heated pool & jacuzzi

This private 1 bedroom apartment has so many amazing perks. Its everything you need to make you feel right at home and more. Lap pool, large jacuzzi, washer dryer, garage parking, central air, fire pit, barbeque grill and screened in outdoor dining area next to the pool. Office nook with pc and printer. Beautifully furnished. 15 minutes to the beautiful beaches of St Simons or Jekyll Island. Kitchen is stocked with much of the basics. Inquire about sunset and dinner cruises

Guest favorite

Condo in St. Simons Island

4.98 out of 5 average rating, 103 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**

Superhost

Condo in St. Simons

4.86 out of 5 average rating, 230 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

Condo in St. Simons

4.87 out of 5 average rating, 157 reviews

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 and a TV. 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.

Guest favorite

Townhouse in Saint Simons Island

4.9 out of 5 average rating, 136 reviews

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.

Guest favorite

Home in St. Simons Island

4.98 out of 5 average rating, 50 reviews

SSI Beach House + Private Pool & Hot Tub w/Bikes!

This charming beach house is in the BEST location ON THE ISLAND! Very close to beaches and the Village. Brand new pool & spa built 2023. Brand new bathroom and refreshed interiors. Luxurious linens and brand new beds make this place feel like a breath of fresh air. Enjoy grilling under the majestic, centuries old oak tree on the back deck. 3 BR feature large smart TV’s. A true vacation stay on the iconic SSI

Superhost

Home in Brunswick

4.94 out of 5 average rating, 16 reviews

Lrge Golden Isles Home-Huge Pool, Hot Tub, Game Rm

As you step into this inviting retreat, you'll be greeted by a sense of relaxation and fun. The highlight of this home is undoubtedly the huge pool and patio area. Soak up the sun, take refreshing dips, or simply lounge poolside with your favorite book in hand. The patio is the perfect spot for savoring morning coffee or enjoying a delightful evening by the pool and barbecue with loved ones.

Guest favorite

Home in St. Simons

4.8 out of 5 average rating, 45 reviews

It’s Island Time on East Beach!

Welcome to Island Time! Enjoy quintessential coastal lifestyle in family-friendly 3BR cottage in charming East Beach neighborhood on St. Simons Island. Adorable one-story bungalow w/ in-ground pool. Home sleeps 6 (1 king, 1 queen bed + twin beds). Living room + Sep. family room. Well-equipped kitchen. Beach access just down the street!