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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Guest favorite

Condo in St. Simons

4.98 out of 5 average rating, 161 reviews

Jack & Laurel Welcome You To Our Beach Club Condo!

Comfort, relaxation, and beauty await you here... Nestled into the quieter and most private side of the complex, we are steps from the beach. 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 bed, full bathroom. Well-equipped kitchen, full balcony... Come on, the dolphins are waiting for you!

Nov 17 – 24

G$49,221 GYD per night

Guest favorite

Condo in St. Simons

4.96 out of 5 average rating, 113 reviews

Còmhla Condo - A Magical, Peaceful Escape

DISCOVER & EXPLORE this magical place our family fell in love with 28 years ago! This tastefully decorated, newly updated condo is located in desirable South Island and a short walk/bike to East Beach, the Pier, fun shops, unique restaurants, night life, live music, parks & playgrounds, coastal wildlife and conducive to relaxing meanderings under the canopy of Live Oaks & Spanish Moss. Fully equipped to sleep 5 comfortably. Còmhla = Together in Scots Gaelic. Let's enjoy being together :)

Jun 2 – 9

G$36,542 GYD per night

Guest favorite

Condo in St. Simons

4.96 out of 5 average rating, 255 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.

Nov 14 – 21

G$40,000 GYD per night

Guest favorite

Condo in St. Simons

4.9 out of 5 average rating, 310 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

Jan 21 – 28

G$37,970 GYD per night

Guest favorite

Condo in St. Simons

4.91 out of 5 average rating, 138 reviews

GROUND FLOOR! NEWLY RENOVATED! “ISLAND OASIS”

This Ground Floor Island Oasis Condo has been completely renovated from top to bottom with all new furniture and island themed decor including a king sized bed and sleeper sofa which accommodates comfortably up to 4 guests.The kitchen is well stocked with everything you need to cook at home as well as full sized washer and dryer. Beautifully appointed dining room seats 4 guests. Enjoy Free WifI with TV in the bedroom and living room. Relax & make plans for the day by the cozy fireplace.

Nov 24 – Dec 1

G$31,586 GYD per night

Superhost

Condo in St. Simons

4.86 out of 5 average rating, 208 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

Jul 8 – 15

G$27,230 GYD per night

Guest favorite

Condo in St. Simons

4.92 out of 5 average rating, 118 reviews

"Something Good Haven" Dog Friendly

Wonderful ground floor 2 bedrooms and 2 bathrooms condo available on St. Simons Island. We live up to our name “Something Good Haven”. 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!

Aug 16 – 23

G$36,375 GYD per night

Guest favorite

Condo in St. Simons Island

5.0 out of 5 average rating, 39 reviews

Charming Island Getaway on St. Simons Island!!

Island Retreat is a Gated community on the South end of St. Simons Island. 1 Bed & I Bath plus enclosed sun porch. This is a second floor unit with steps to the pool, Exercise Rm, Tennis court and Playground. Walking distance to the islands favorite restaurants & shopping destinations. In addition Island Retreat is just a 2 mile bike ride or quick drive to the beach. - Bedroom has queen bed. - living Room has queen sofa bed. - Fully equipped kitchen. - Full Bath

Mar 3 – 10

G$24,521 GYD per night

Guest favorite

Home in St. Simon's Island

4.87 out of 5 average rating, 129 reviews

Renovated Beach House Rental on St. Simons Island

Fully Renovated in 2023, this home shows pride of ownership. Our Reviews say it all. Enjoy the comforts of a ranch 1 level luxurious home on the South-end of the Island, updated decor, strong Wifi and Workspace, family and baby amenities, custom linens, and a true beach house feel. Our pool (seasonal) and East beach, bike rental, popular and fast food restaurants and the village are all in close proximity. Pet & Dander, and smoke free.

May 5 – 12

G$41,236 GYD per night

Guest favorite

Townhouse in St. Simons

4.98 out of 5 average rating, 179 reviews

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 townhome, has everything you need. You're close to everything (beaches, village, pier) and tons of island shopping.

Aug 31 – Sep 7

G$29,413 GYD per night

Guest favorite

Guest suite in St. Simons Island

4.98 out of 5 average rating, 45 reviews

Pelican's Perch

Escape to a quiet neighborhood on St Simon's Island. Self contained apartment with deck area, separate bedroom, full bathroom, well equipped kitchen. Access to private pool, shared with the main house on property. Close to restaurants, shopping, and short drive to beach, pier or village.

Jul 16 – 23

G$26,854 GYD per night

Guest favorite

Condo in St. Simons

4.89 out of 5 average rating, 136 reviews

Coastal Condo Getaway by the beach - Ocean Walk

Delightful coastal retreat only 1 mile from the beach and 1 mile from the village. This beautifully updated 2 bedroom + 2 bath home is full of comfort with a private back patio and many amenities just steps away. This home is family friendly! We can’t wait to host you!

Nov 11 – 18

G$37,164 GYD per night