Holiday rentals with a pool in South Historic District

Charming Historic Condo w/Pool

Experience Savannah like a local from this beautifully located downtown condo—perfectly positioned for exploring the city’s rich history, vibrant food scene, and nightlife just 3 blocks from iconic Forsyth Park, less than a mile from River St and City Market. Enjoy the convenience of the only grocery store, one block away. With unbeatable walkability, thoughtful amenities, and a prime downtown setting, this condo makes it easy to experience everything Savannah has to offer—by day and by night.

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!

Jones St Penthouse Private Rooftop| FREE Golf Cart

Slip away to your private rooftop retreat in the heart of Savannah. Featured in Condé Nast Traveler, Savannah Peach Penthouse (circa 1853) sits on iconic Jones Street~ "The Prettiest Street in America." Wake up in your KING bed, sip coffee in Serena & Lily swing chairs on your PRIVATE ROOF TERRACE with spectacular city views, & walk hand-in-hand to Forsyth Park. Enjoy a COMPLIMENTARY GOLF CART for Tybee Island adventures ~ perfect for romantic getaways, anniversary trips, & couples retreats.

Historic Savannah 3BR | Pool Passes + Balcony

*Book 3+ days in JUNE and go to Cabana Club Pool ON US! (2 passes/extras for a discount; not booking June inquire for options!) Located centrally 2 blocks from iconic Forsyth Park - this beautifully restored historic home is steps from the city’s best sightseeing. Hop aboard Savannah’s free trolley and explore the charming squares, moss-draped oaks, river street, rich history—all without a car. Forsyth Park – 2 blocks Free DOT Shuttle – 2 blocks River Street – 5 min Uber STVR Permit 02233

Gorgeous! Pool+Lagoon, Near Historic Area & Beach

Welcome To Villa Laguna! Where Wonderful Memories Are Made! Enjoy The Inviting Pool, Serene Lagoon w/Nature Views & Fun Ping Pong Table. Have Your Morning Coffee On The Patio & Soak In Relaxation At The Sound of Nature. Cook Up A Meal In The Well Equipped Kitchen or Outdoor Grill & Dine Waterside or Inside In Comfortable Living Spaces. Conveniently Located In-Between Historic Savannah (10 min.) & Tybee Island Beach (15 min.). Perfect home for a fun filled vacation with family and friends.

Bosch Huis Rosé: Rosé Suite • Historic • Parking

Oglethorpe Square, Savannah, 1856. Horse carriages still pass daily. The Rosé Suite, ground floor: first to hear the hooves, first out into Savannah, front row on the square. Skip the car: River Street one way, Broughton Street shops the other, Michelin-worthy tables between. Out back: a sauna, a cold plunge, and the best part of your morning. Loved like a home, because it is one. Bosch Huis began as a dream. Guests like you make it real. Tap the heart, see my Host Profile, or book it.

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!

Rare 4BR Savannah Retreat | Shared Pool & DT Steps

Welcome to your private Savannah home, a 4 bedroom, 3.5 bath retreat for up to 8 guests within walking distance of Savannah's historic district. Featuring a heated cocktail pool, open-concept living spaces, and a fully stocked kitchen, this professionally designed home is the perfect Savannah base for groups. The pool area is shared exclusively with the carriage house on the property. Guests may be placed in one of two similar units on the property. Additional units available upon inquiry.

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!

Heated Pool Access | 5*Clean | Flex Cancelation

Absolutely stunning from top to toe, Lady Gwinnet is a sterling example of Savannah vacation homes, located in the coveted Forsyth Park neighborhood. With sparkling new accommodations for groups of up to six, including three bedrooms and two and a half baths, plus whole house Wi-Fi, a fabulous outdoor living space and even a gas grill, the Lady Gwinnett offers the kind of luxurious comfort that makes your Savannah vacation rentals stay a memorable experience.

Modern Poolside Retreat

This luxury home can accommodate up to 19 guests with its 5 bedrooms, 11 beds, and 4 full bathrooms. Escape to this stylish home featuring spa-inspired bathrooms and an outdoor space that feels like your own private resort. With a pool, hot tub, sunken fire pit lounge, outdoor kitchen and just minutes from downtown Savannah and Tybee Beach, this stay offers the ultimate blend of comfort, luxury, and location.

Tailor House on Gaston Near Forsyth | Pool Pass

Enjoy a stylish, Tailor-made stay in the heart of Historic Downtown Savannah. This centrally located, light-filled home features modern design, colorful details, and a cozy feel. Steps from Forsyth Park, explore Savannah’s iconic squares, famous fountain, and walk to the dining, shops, and cobblestone streets of River Street. A perfect retreat after full days of sightseeing and exploring the city.