Holiday rentals with a pool in Chatham County

Bosch Huis Rosé • Rosé • Central • VIP • Parking

In the heart of the city, Bosch Huis Rosé blends classic charm with thoughtful modern luxury, offering elegant spaces and a warm, inviting atmosphere. Defined by Southern hospitality, this boutique property stands among Savannah’s most distinctive addresses in the Historic District. From the moment you arrive, Bosch Huis Rosé earns a special place in your heart—the kind of stay you save for later, return to often, and recommend to those you love. ✨ Add us to your Airbnb Wishlist ✨ SVR-03137

Cabana Savannah – Cozy Hot Tub, Fire Pit & Pool

Enjoy this 3BR 2BA Savannah retreat with fire pit, private hot tub and pool. Nestled in a quiet neighborhood, this home is close to Savannah's best attractions yet packed with amenities so you may never want to leave. The spacious living room features a great TV and sound system for sports, plus ping pong, indoor/outdoor games, and a fully equipped kitchen. Outdoor space is perfect for families or bachelor & bachelorette groups. Relax year-round—ask about special winter rates for 30 day stays!

Savannah Tybee Bachelorette | Private Heated Pool

Our private bungalow, centrally located between downtown Savannah and Tybee Island beach is the perfect spot to host your bachelorette weekend or family vacation. A peaceful master suite featuring a tiled shower and king bed is the perfect spot to relax. The velvet room with queen bed, vanity and midcentury decor has a gold bar cart for mixing late night cocktails. Four twin bunks line the third bedroom which leads out to the private fenced in yard with a brand new pool and patio. OTC-023474

River Front Getaway; Pool Dock Sunsets Fenced/Dog

Paradise, Rest Relaxation, private, Snowbirds, Adventurers, romantic and small group getaways. A short 35 min distance from cultural and historic destinations in Savannah. Come fall in love with this secluded, quiet island retreat with newly redone pool, hot tub, screen porch. Deep Water Dock, floating dock, moorage, boat launch 1/2 mile away. Start your day with rose colored sunrises and end your day with red splashed sunsets across expansive river and marsh views. Birds, dolphins, fishing

Dogs Welcome! Coastal Oasis Pool near Beach & City

Have fun with the whole family at our stylish, single level home with a pool! Make this your hub for your Savannah stay - halfway between Downtown and Tybee Island - you can get to either side in about 10 minutes! Leave the driveway, go East and arrive at North Tybee Beach, or drive West to reach River Street, park and explore! Highlights: -Pool -Single level home -4 bedrooms -3 bathrooms -14" memory foam mattresses -Centrally located -Studio McGee decor -Arcade Games -Park up to 4 cars

Private Dock | FREE Golf Cart | Kayaks | Bikes

Welcome to Siren & Seafarer Cottage! Immerse yourself in all that Tybee Island offers with your own FREE GOLF CART, BIKES, & KAYAKS. Pamper yourself with this luxurious getaway and nature-lover's paradise. Relax on your PRIVATE DOCK on a cozy swing bed while surrounded by panoramic views of the tidal creek. Nestled amongst enchanting live oaks and marsh-side scenery, you'll soon discover something inherently romantic about this Tybee Island cottage, just 25 minutes to downtown Savannah.

Red Gate Farms Hayloft-10 min to Historic Savannah

(STR License # OTC-023578) Family-owned since 1931, Red Gate Farms is a historic hidden gem nestled only 10 min. from downtown Savannah and 30 min. from Tybee Island. Once one of Georgia’s oldest dairy farms but now home to an award-winning event venue, a popular RV park, & many friendly farm animals. The HayLoft offers a peaceful, one-of-a-kind stay with 3 cozy bedrooms, a full kitchen, bathroom, complimentary Wi-Fi, & a large deck perfect for relaxing. We look forward to hosting you!

Jungle Paradise! Perfect Location w/ Private Pool!

Welcome to our home! We have the best of both worlds at Jungle Paradise. Located in the area of Talahi island, perfectly between downtown and the beach/Tybee Island-just 15 min to either one! Explore the restaurants and beach life on Tybee Island, then head over to downtown and check out historic Savannah and the night life. You can also enjoy your day at the house with the huge private pool, game room, and an outdoor space you are sure to enjoy. The pool is open all year, but not heated

Downtown Savannah Oasis w Heated Pool & Spa

Large 4BR/2BA Midtown Savannah home with heated pool, large fenced backyard, and close proximity to everything that makes Savannah The Hostess City. Highlights: -High speed WiFi -Dog friendly (pet fee) -Heated pool (extra fee) -Office space -Laundry -Quiet neighborhood 10 min to downtown, 25 min to beach -Walmart/Sam's Club nearby Perfect for exploring Savannah's food scene & attractions while enjoying a comfortable, well-equipped home base away from the hustle and bustle. Stay Here!

Newly Remodeled! Bright & Spacious home! Sleeps 8

Welcome to Here Comes the Sun, a vibrant townhome in Thunderbolt just a short drive to Savannah and Tybee Island! This 3-bedroom, 2.5-bath home blends modern style with Southern charm, close to favorite spots and the best restaurants. Enjoy bright, open living, a kitchen with stainless steel appliances, and comfortable bedrooms with TVs and sound machines. The primary suite features a private ensuite. Relax in your private fenced outdoor space or walk to the seasonal community pool.

Private Pool - 15 mins to Downtown

Private inground pool, open all year, $50 a day heat option. Central location, 15 minutes from downtown and 30 minutes from the beach, this home is part of a waterfront community. The private community boat ramp is across the street giving you easy access to the Vernon River. Bring your kayaks (or use the two kayaks available for your use), canoes or motorboats and explore the salt marsh and barrier islands of Coastal Georgia. Contact us for seasonal discounts! OTC-023010

Family Home-Pool & Game Room near City & Beach

*More pictures daily! Have fun with the whole family at your stylish, single level home with a pool! This is the perfect hub for your Savannah stay - reach Historic Downtown and Tybee Island in about 10 minutes! Highlights: -Non-Heated Pool -Splashpad for babies -Single level home without stairs -4 bedrooms -2 baths -14" memory foam mattresses -Centrally located -Studio McGee decor -Ping Pong, Arcades, Darts -Parking for 4 cars Stay Here - you will not want to leave!