Holiday rentals with a pool in Chatham County

4.85 out of 5 average rating, 111 reviews

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!

4.89 out of 5 average rating, 396 reviews

A cozy living space is highlighted by a dark blue accent wall. A comfortable sofa faces a modern coffee table, while a decorative bookshelf holds various items. Light enters through a window, complementing the minimalist design, which includes a stylish fireplace and nearby seating.

Condo in Savannah

Charming Downtown Savannah Condo with Pool Access

Built in 1892, this renovated condo blends historic charm with modern amenities. Relax in the jacuzzi tub, unwind on the private patio with BBQ access, and enjoy a shared pool (unheated). Steps from Forsyth Park and a short walk to restaurants, cafes, and shops. Sleep soundly in a cozy king bed or stretch out on the queen sleeper sofa. Fully equipped kitchen and luxury bathroom with toiletries. Ample free street parking and public transport nearby. We’re happy to share local restaurant tips!

4.98 out of 5 average rating, 156 reviews

A welcoming living room is presented with two spacious sofas arranged around a decorative area rug. A large TV is mounted on the wall, and natural light filters in through sliding glass doors that offer access to the private balcony with views of the pool and surrounding greenery.

Condo in Tybee Island

Bliss on Bay 2 Bed / 2 Bath Beachfront Condo

PRIVATE BEACH ACCESS from this 1110 sq ft 2 bed / 2 bath OCEANFRONT condo located on Tybee's north end. Community POOL and TENNIS! 1st floor condo overlooks the pool; ocean view where the Savannah River meets the Atlantic Ocean in the distance. Blocks from Huc-a-poo's and walkable to the Lighthouse. Caribbean vibe decor. Private balcony and seating. King size primary with Tempur-Pedic mattress. Purple queen size mattress in guest bedroom. Sleeper sofa. W/D in unit. Beach chairs available.

4.85 out of 5 average rating, 106 reviews

Guesthouse in Savannah

Island Creek-Inn Coastal Wilmington Island GA

Plz read ENTIRE descriptions: Located on Wilmington Island exactly between Downtown Sav & Tybee Beach. Brand new, built 2020, ONE bedroom apt. Self check-in. Private bungalow inside fenced area on a cute little creek, with own parking, fire pit, grill, lounge chairs, misting fan. Your bungalow is surrounded by fun movie set props (my husband's job) & tons of extras listed further in the details. A luggage cart is also available. Please read detailed pet limitations under 'your property'

4.99 out of 5 average rating, 166 reviews

A private screened-in dock features a swing bed adorned with decorative pillows, offering a cozy resting space. Ambient Edison lights create a warm glow, while views of the marshland are visible through wooden frames and open spaces.

Cottage in Tybee Island

Couples Retreat | FREE Golf Cart/Bikes/Kayaks+Dock

Welcome to Siren & Seafarer Cottage! Immerse yourself in all that Tybee Island offers w/ FREE kayaks, bikes and an electric golf cart. Unwind in this luxurious getaway & nature-lovers paradise. Relax on your private dock w/ a cozy swing bed while surrounded by amazing panoramic views of the tidal creek & marshlands. Nestled amongst enchanting live oaks & marsh-side scenery, you'll soon discover something inherently romantic about this cozy historic cottage ~ book now and fall in love!

4.98 out of 5 average rating, 122 reviews

Waterfront Home on Deep Water - Beautiful views!

Located on Wilmington Island - 15 minutes from historic downtown Savannah and 15 minutes from Tybee Island beach - but not sure why you would ever want to leave our beautiful view of Half Moon River, Wilmington Island Sound, the barrier islands and the ocean beyond! We rent the bottom floor of our vacation home - it has its own separate entrances. 900 foot dock to walk to the river to fish, look for porpoises or go crabbing. Watch the herons and egrets in the marsh at low tide.

Condo in Hilton Head Island

A modern kitchen features a central island with a white marble countertop and two woven bar stools. Stainless steel appliances are visible, along with a stylish herringbone backsplash. Natural light highlights the clean lines and organized layout of the space.

5 out of 5 average rating, 107 reviews

5 Star Location! Pool, Walk to Shops/Dining

This luxury villa is in the heart of Hilton Head Island: Harbour Town in the world famous Sea Pines Resort- home of the PGA Heritage golf tournament! Walk to shopping, lighthouse, dining, water sports, golf, tennis, entertainment, and boat charters! The complimentary, seasonal beach shuttle picks up at the villa and drops off at the Sea Pines Beach Club. Impeccably appointed and sparkling clean with lagoon views. The complex has a private pool and clay tennis courts.

Superhost

Condo in Savannah

4.79 out of 5 average rating, 335 reviews

Awesome Downtown Condo with Pool!

This awesome condo is in the perfect location in the beautiful downtown Savannah, GA. A historic cottage originally constructed in the late 1800's, it has been eloquently renovated with modern conveniences. Walking distance to grocery, bars, fine dining, and world famous Forsyth Park make this an unbeatable location. A 20 minute walk to the shopping district through the heart of the historic city provides a complete Savannah experience. Did we mention there is a pool?

A spacious living room features light-colored furniture arranged around a wooden coffee table. Soft neutral tones and decorative cushions complement the inviting atmosphere. Natural light flows through large windows, and an archway leads toward the kitchen area, enhancing the feeling of openness.

4.87 out of 5 average rating, 102 reviews

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 -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!

4.91 out of 5 average rating, 106 reviews

A clear blue sky stretches above, showcasing a sparkling pool framed by lounge chairs and umbrellas. The pool area overlooks a serene water body, with lush green landscaping providing a peaceful ambiance. The building stands in the background, adding context to the inviting scene.

Condo in Tybee Island

The Heron’s Nest

Welcome to The Heron’s Nest! Just steps to the beach and pool, this 1 bedroom condo is perched on the top floor of the B building with an elevator and features a queen bed, two bunk beds, full bath and kitchen including breakfast bar. Breathe in the ocean air from your own personal balcony. Situated on the tranquil north end of the island yet still walking distance to many of tybee’s most popular shops, restaurants & pubs! Serenity awaits!

4.9 out of 5 average rating, 125 reviews

Heated Pool! Only 5-10 mins from downtown Sav

Just 10 minutes from downtown Savannah, this stylish family getaway blends modern design with welcoming southern charm. Relax in the private backyard featuring a cozy patio, lush lawn, and a heated pool—ideal for year-round fun. Thoughtfully crafted for families, this home offers a perfect mix of comfort and elegance, creating the ideal setting for lasting memories. The heated pool stays at a comfortable 78 degrees!