Holiday rentals with a pool in South Historic District

Peach Penthouse, Private Rooftop, FREE Golf Cart

As seen in Condé Nast Traveler ~ Voted Top Place to Stay! Escape to Savannah Peach Penthouse (Circa 1853) in the Historic Shopping District on Jones Street with Breathtaking City Views! Jones Street is iconically known as "The Prettiest Street in America," and is the crown jewel of romantic getaways. Imagine relaxing on your PRIVATE rooftop terrace with Serena & Lily swing chairs as you listen to church bells. Enjoy a FREE GOLF CART during one day of your stay to tour Tybee Island. Book Now!

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!

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

Private HeatedPool&Garden-Pets OK-OnSite Parking

A meticulously renovated & decorated 1828 home. Private garden with pool that can be heated, for a fee. A five-minute walk to Savannah's most popular restaurants and shops on River, Bay, Broughton, and Bull Streets. STR -1784 Pets welcomed - fee >30lb $90, 30-45 $110. Multiple/larger with prior approval & additional fee. Open-concept kitchen/dining area - a perfect choice for family gatherings/reunions with friends. A Jewelbox in the heart of downtown - that you'll love as much as we do.

Hamilton Suite 1 - Ground Floor, Courtyard

Nestled in the heart of the city, our property offers a tranquil escape from the hustle and bustle, while still being close to all the action. This suite features premium linens and plush bedding, ensuring a comfortable and relaxing stay. Take a dip in the refreshing plunge pool or lounge in the hidden courtyard oasis. Whether you're here for business or pleasure, you'll find everything you need for a memorable stay at our property. Book now and experience the best of Savannah.

Fantastic Downtown Condo With Shared Pool!

Perfect "live like a local" spot. Four blocks from legendary Forsyth park, 2 blocks from the grocery store, and 3-4 blocks to restaurants and coffee shops. I lived here as a bachelor for about 2 years. It's the perfect blend of historic Savannah and modern style and convenience (granite counter tops and a 2 person jacuzzi tub in the bathroom). Super comfortable and cozy; you will get a true feeling of a Savannah home. Oh, did we mention there's a pool? Yea, it rocks!

Charming Historic Cottage Downtown Savannah

Charming, historic cottage in the heart of downtown Savannah! Two bedrooms with comfy king-sized beds, cozy living room, full kitchen, shower/bath combo and of course…the best part…amazing courtyard with private unheated dipping pool! Imagine sipping your morning coffee on the deck and then relaxing by the pool after a day of sightseeing in our beautiful city. Enjoy your stay in our historic bungalow and you'll be steps from all the best sites in Savannah.

Heated Pool! Only 8-10 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!

Heated Pool Access | Broughton Street Rental

Above Broughton 3002 Located in a wonderful vintage neighborhood where night life, restaurants, boutiques and Savannah's top visitor destinations are just footsteps from your front door, Above Broughton 3002 is one of our best-addressed Savannah vacation rentals. Whether you are planning a weekend getaway or an extended stay, vacation rentals Savannah GA on Broughton Street put you at the center of the action.

Camp Happy Joy

STR License # 024027 Experience camping at its finest in our charming Minnie Winnie! Nestled under a majestic oak tree at Red Gate Farms campground. Fully equipped with everything you need to sit back and enjoy a relaxing getaway. Our camper offers a peaceful retreat surrounded by nature. Red Gate Farms Campground is only ten minutes from historic downtown Savannah and thirty minutes from Tybee Island.

Bosch Huis Rosé • Rosé • Central • VIP • Parking

Tucked in Savannah’s iconic historic district, Bosch Huis Rosé is a boldly reimagined pink retreat just steps from Oglethorpe Square and Broughton Street. This 1-bed, 1-bath suite blends classic architecture with modern design. From curated interiors to bespoke amenities, Bosch Huis Rosé is a serene escape and spirited nod to the city’s charm—where Southern heritage meets modern hospitality. SVR-03137

Near City Market & River + Pool & On-Site Dining

Experience downtown Savannah like never before at The Ann, where upscale apartment-style suites meet historic charm just steps from River Street and City Market. Stay in loft-inspired spaces with full kitchens and in-suite laundry. Enjoy sun-drenched days at the outdoor pool, sip craft cocktails at Little James, and explore the city on complimentary bikes. It's walkable and unmistakably Savannah.