Holiday rentals with a pool in St. Simons Island

4.91 out of 5 average rating, 308 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.

Cottage in St. Simons Island

4.98 out of 5 average rating, 63 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!

4.97 out of 5 average rating, 292 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.

Home in St. Simons Island

4.93 out of 5 average rating, 30 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

4.92 out of 5 average rating, 90 reviews

Home in Jekyll Island

Kendall Cottage~Heated pool~Marsh trails~Bikes

Let Kendall Cottage be your base camp as you explore of the treasures of Jekyll Island. Enjoy the hush of the morning with a coffee on the screened back patio overlooking the pool. Bike, run, walk or stroll on the marsh side paths just off the end of the driveway. Relax by the pool inside the cathedral lanai enclosure. Prepare meals in the updated, well-equipped kitchen. Catch a sunset out the front door and settle in for a relaxing evening with a movie, game, or book of your choice.

4.87 out of 5 average rating, 131 reviews

Flat in Brunswick

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

4.98 out of 5 average rating, 111 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

4.85 out of 5 average rating, 240 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

4.88 out of 5 average rating, 177 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.

Townhouse in St. Simons Island

4.87 out of 5 average rating, 153 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.

4.91 out of 5 average rating, 45 reviews

Beautiful Vacation Villa - Beach, Parks, Village

Newly renovated, new furniture, beds, etc...Located "south island” for an ez walk or bike (2 are incl) to Village (restaurants & shops) or Beach (King & Prince)...less than a mile to either; in a very quiet community w/ pool. Walk to beautiful park for tennis, pickelball, basketball, baseball, etc. Fully equipped to sleep 4, laundry & stocked kitchen. Pets welcome (small, well-trained dogs) upon approval and nonrefundable pet deposit. Beach gear incl."