Holiday rentals with a pool in Port Wentworth

A decorative bicycle wall art piece in soft mint green is displayed alongside a playful turtle motif. The bicycle features a white woven basket and artistic details, adding a coastal charm to the interior.

4.94 out of 5 average rating, 236 reviews

BIKE ‘n BED Hilton Head- Perfect Couple's Getaway

Come relax and enjoy Hilton Head on South Forest Beach, the most popular section of the island. Ride our free bikes for a quick trip to Coligny Plaza where the quaint local shops and restaurants are. The beach is a quick 2 or less minute walk and the pool is just down the hall. Our condo is small, but perfect for a couple's getaway or a memorable trip with the kids. We have everything you need to help make yourselves at home with full size kitchen appliances and washer/dryer room just next door.

Apartment in South Historic District

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.

4.89 out of 5 average rating, 398 reviews

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!

A modern kitchen and living area feature stainless steel appliances, including a microwave and refrigerator. A spacious dining table is set for four, while a light-colored sofa offers comfortable seating. Soft blue accents complement the coastal decor, creating a relaxed atmosphere.

4.98 out of 5 average rating, 339 reviews

Ocean Front Resort Villa

Freshly decorated in coastal cottage decor, this 540 sq ft one bedroom villa sleeps up to 6 and is located within the activity-filled Hilton Head Beach and Tennis Resort. The villa was recently remodeled with all new kitchen, bathroom and fixtures and is just 50 steps to gorgeous beach. The views from the living room include ocean, oceanfront pool , beach bar and grill, and pond with fountain. The villa is full of amenities including beach towels, beach chairs, beach umbrella and much more.

4.96 out of 5 average rating, 112 reviews

A saltwater pool glows in turquoise under nighttime lighting, with a slide on one end. White lounge chairs are arranged nearby, and a gas fire table adds warmth to the outdoor space, surrounded by a secure fence and a wooden privacy barrier.

Home in Guyton

Cozy Country Oasis

Make some memories at this unique and family-friendly cozy home, with spacious outdoor setting. Includes Saltwater Pool (not heated) for the hot summer days and a Hot Tub to relax in during the cooler months. Conveniently located near: ~25 mins to Savannah River front (Historical District, Museums, Restaurants, Shopping, Tours.) ~45 mins Tybee Island Beach ~50 mins Hilton Head Island Beach ~10 mins Pooler (Shopping, Restaurants, Movie Theaters, Bowling, and more.) ~5 mins I-95 (Exit 102

4.94 out of 5 average rating, 213 reviews

A horse-drawn carriage, with a white wooden cart and large wheels, is shown on a dirt path. Several people sit comfortably inside the carriage, enjoying a day out. Lush green trees provide shade in the background, creating a peaceful country scene.

Farm stay in 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!

4.96 out of 5 average rating, 132 reviews

The front exterior of the house features a welcoming porch with a central decorative door and flanking windows. Flowering plants are suspended from the eaves, while well-maintained shrubs frame the entrance. A clear pathway leads to the door, inviting guests into the home.

Home in Bluffton

Encanto of the Lowcountry in Old Town Bluffton

Welcome to the Heart of the Lowcountry - Bluffton South Carolina! Come stay in this vibrant & luxurious 2 BED / 2 BATH recently renovated home and enjoy the coastal way of life with cool river breezes as you discover the hub of businesses, shopping and community gatherings of eclectic Old Town. Spend time in the sun and sand on the nearby beaches of Hilton Head Island or visit the downtown waterfront of Historic Beaufort. Lots of local fun & activities! Welcome to Encanto of the Lowcountry

4.94 out of 5 average rating, 224 reviews

The front exterior of the home features a welcoming porch with blue shutters and a vibrant blue door. Neatly trimmed hedges surround the entryway, and a paved pathway leads to the entrance. Lush green grass and a bright sky enhance the inviting curb appeal.

Townhouse in Bluffton

Newly Remodeled Lowcountry Escape!

This will be our third Airbnb in this community as we love it so much! The home is two bed and two full bath. A lovely single story home that is ADA friendly equipped with a ramp in the back and wheelchair width doors throughout. Conveniently located a short drive from many beaches or downtown Savannah. Within walking distance of downtown Bluffton with tons of awesome galleries, fun shops and amazing food! We have superhost status and strive to ensure your stay is comfortable and enjyable!

Townhouse in South Historic District

A private rooftop terrace features white Adirondack chairs and a small circular table, situated on synthetic green grass. Decorative string lights and a white hanging chair enhance the space, providing views of the surrounding buildings and skyline.

4.99 out of 5 average rating, 105 reviews

Jones St Penthouse | Private Rooftop | 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, and walk hand-in-hand to Forsyth Park. Includes FREE GOLF CART for Tybee Island adventures ~ perfect for romantic getaways, anniversary trips, & couples retreats.

A sunlit living space features a navy blue sofa and an elegant dining table surrounded by four chairs. Large sliding glass doors provide access to the oceanfront balcony, where views of the beach and coastal landscape can be seen in the distance.

4.97 out of 5 average rating, 206 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball & BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! ✨Airbnb top 1% Home ✨ Oceanfront Balcony 100% New Luxury Renovation HGTV Featured Decorator KING BED + 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR w/Elevator Beach Chairs, Boogie Boards, Ice Chest & More RESORT Beachfront Pool Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball 2nd Pool Bike Rental Gated w/24 Hour Security Free Trolley Stop Bradley Beach

4.95 out of 5 average rating, 144 reviews

A bright living area is furnished with a cozy couch and two stylish armchairs, inviting relaxation. A large area rug adds warmth to the space, while a map artwork hangs on the wall. The kitchen is visible in the background, equipped with modern appliances.

Townhouse in Savannah

3 KINGS, Family Friendly, and *Free Amenities*

Welcome to our cozy and inviting family friendly home! Our fully furnished space includes comfortable sleeping arrangements, a kitchen stocked with all necessary appliances and utensils, and a living/kitchen area perfect for everyone to gather. We know that families love to have fun, which is why the included amenities will help to keep everyone entertained. You'll also find a selection of board games and children's toys for those rainy days. We can't wait to host you!

5 out of 5 average rating, 107 reviews

Apartment in Sea Pines

5 Star Location-Pool, Walk to Dining/Shops/Marina

Escape to our luxury villa in Hilton Head's exclusive Harbour Town in the gated Sea Pines Resort! A short walk from Harbour Town Marina, which offers enertainment, dining, shopping, water sports, cruises, golf, tennis, and a pier. You will have access to The Sea Pines Beach Club, a short trolly, bike or car ride away. This private 3rd-floor impeccilbly appointed 'coastal chic' retreat does not share any walls and offers serene lagoon views from a private balcony.

A panoramic view reveals a serene beachfront, with gentle waves lapping at the shore. The space is framed by palm trees and surrounding buildings, while an inviting outdoor pool is visible below, blending seamlessly into the coastal landscape under a clear blue sky.

4.88 out of 5 average rating, 120 reviews

Coligny Charm

Welcome to our Coligny Charm villa, located in The Breakers, a highly desirable beachfront property in the heart of Coligny Beach. You are only steps away from the BEACH, outdoor pool, shops, dining, and grocery store - park your car and leave it! Spend the day playing in the sun and sand then walk across the street to Coligny Plaza - home to the beloved Piggly Wiggly grocery store and 60+ shops, restaurants and entertainment. Bike rentals are also nearby.

Popular amenities for Port Wentworth rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in North Historic District

An inviting outdoor space features a compact pool with illuminated water, surrounded by a gravel patio. A grill is positioned nearby, with comfortable seating areas and vibrant umbrellas. The two-story building showcases warm lighting emanating from the windows, enhancing the inviting atmosphere.

4.9 out of 5 average rating, 230 reviews

1828 Home | Sleeps 6, Garden, Pool, Parking, Pets

Home in South Historic District

A welcoming living room features a dark coffee table at the center, surrounded by a blue sofa and a red chair. A flat-screen TV sits atop a dark wood cabinet, while a decorative fireplace adds charm to the space. Sunlight streams through the multiple windows.

4.78 out of 5 average rating, 125 reviews

Charming Historic Home, Heated Pool Access

4.91 out of 5 average rating, 141 reviews

The exterior of a well-maintained house features a welcoming red front door, large arched windows, and a manicured lawn. Tropical palms frame the entrance, while a curved path leads to the door. A parked vehicle is visible in the driveway beside the attached garage.

Home in Pooler

Welcome to the Red Door !

4.95 out of 5 average rating, 125 reviews

A spacious living area is accentuated by vaulted ceilings and large windows, allowing natural light to fill the room. Comfortable sofas are arranged around a central coffee table, with decorative cushions adding color. A lamp and a decorative vase create a welcoming ambiance in this inviting space.

Home in Palmetto Dunes

Lovely 3BR in Palmetto Dunes w/ new pool & spa

4.9 out of 5 average rating, 29 reviews

Home in Port Wentworth

Charming Lakeside Cottage - 14 Miles DT Savannah

A softly lit room features a spacious bed with a light pink throw blanket. Decorative artworks in warm tones adorn the walls. A velvet loveseat sits next to a gold bar cart, with a closet providing ample storage options.

4.99 out of 5 average rating, 165 reviews

Savannah Tybee Bachelorette | Private Heated Pool

4.89 out of 5 average rating, 264 reviews

A sparkling swimming pool is framed by a white deck, with lounge chairs positioned for relaxation. Lush greenery and colorful plants enhance the outdoor space, while water views extend beyond the pool, highlighting tree-lined edges and a gazebo in the distance.

Home in Midway

River Front Getaway; Pool Dock Sunsets Fenced/Dog

4.97 out of 5 average rating, 152 reviews

A modern treehouse-like structure is elevated on stilts and surrounded by trees, providing marsh views. A wide wooden deck with railings leads to the entryway, where large glass doors invite natural light into the space.

Home in Sea Pines

Peaceful Harbour Town Treehouse with Marsh Views

Apartment rentals with a pool

Superhost

Apartment in South Historic District

4.79 out of 5 average rating, 336 reviews

Awesome Downtown Condo with Pool!

A serene beach scene features a boardwalk leading to the water, surrounded by soft sand and lush greenery. The sky is expansive, showcasing soft clouds merging with blue hues. The shoreline is visible in the distance, offering a peaceful atmosphere.

4.99 out of 5 average rating, 136 reviews

Beach condo with pool and stunning nature views

A scenic view is presented from the balcony, showcasing a coastal landscape with sprawling greenery and a sandy beach in the distance. The sky is clear with soft clouds, enhancing the tranquil atmosphere of the surroundings.

4.92 out of 5 average rating, 196 reviews

OceanFront Upscale 1 Bdrm Condo/HeatedPool/Sleeps6

Apartment in Tybee Island

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.

4.98 out of 5 average rating, 159 reviews

Bliss on Bay 2 Bed / 2 Bath Beachfront Condo

A light-filled living area features a white sofa complemented by a blue accent chair. A decorative table with a tray of flowers and a plush area rug enhances the space. Large glass doors open to a balcony, offering expansive views of the ocean.

4.98 out of 5 average rating, 160 reviews

My Blue Heaven, Direct Ocean Front View

A three-story building is depicted with multiple balconies overlooking a paved driveway. Lush palm trees line the area, providing a tropical feel. The sky is partly cloudy, suggesting a bright atmosphere. Parking spaces are visible, adding convenience for guests.

4.98 out of 5 average rating, 277 reviews

Coastal King Beach Flat Convenient to Everything!

A serene beach scene at sunset, where the sky is filled with hues of orange and gold. The calm water reflects the vibrant sky, and footprints are visible in the fine sand leading along the shoreline.

4.96 out of 5 average rating, 139 reviews

Lovely family Villa Close to Beach

Superhost

4.84 out of 5 average rating, 152 reviews

Pool + Beach Views | Sauna | Indoor Pool

Other holiday rentals with a pool

5 out of 5 average rating, 38 reviews

A spacious living area features comfortable seating arrangements, including a cozy sectional sofa and armchairs. Large glass doors provide access to the balcony, with views of the outdoors. The room is bright, complemented by a flat-screen TV and decorative shelving.

Flat in Palmetto Dunes

#4203 Renovated/1BR/2BA/Direct Ocean Views/Sofa Bd

Guest suite in Tybee Island

A spacious living area features a light-colored sofa and a coffee table, complemented by a large flat-screen TV mounted above a dresser. A cozy armchair adds to the seating options. Natural light enters through the skylight and windows, while a dining area with a wooden table accommodates four.

4.91 out of 5 average rating, 54 reviews

Quaint Home 2BR 1 BA Shared Pool

4.86 out of 5 average rating, 80 reviews

A bright living area showcases a cozy gray sectional sofa, complemented by an orange accent pillow. A flat-screen TV is positioned on a dark wooden console. A mirror with a woven frame hangs on the wall, and a potted plant adds a touch of greenery. The space is well-lit with natural light.

Home in Pooler

Private POOL Paradise w/ Game Lounge!

Townhouse in Port Wentworth

A spacious living area showcases a comfortable sectional sofa and matching armchairs arranged around a circular coffee table. Modern lighting fixtures illuminate the space, which features a large TV and an open layout leading to the dining area, visible in the background.

5 out of 5 average rating, 20 reviews

Modern 3BR • Pool • Gym • Near Savannah & Airport

Townhouse in Port Wentworth

A spacious bedroom is furnished with a plush bed topped with a neutral-colored quilt. A large, wall-mounted television is positioned above a wooden dresser. Two bedside tables with lamps flank the bed, and large windows allow natural light to fill the room.

4.98 out of 5 average rating, 50 reviews

Parkside Southern Charm | Free Waterpark Access

The living room showcases a stylish sectional couch in gray, adorned with colorful accent pillows. A cozy ottoman sits in the center, surrounded by two accent chairs featuring vibrant hues. Large windows allow natural light to fill the space, enhancing the open floor plan leading to the kitchen.

4.96 out of 5 average rating, 25 reviews

Cozy 3BR/2BA Lakeside house

A covered screened porch features a spacious seating area with comfortable sectional and individual chairs, overlooking a large lawn and lake view. Ambient lighting hangs from the wood-beamed ceiling. An outdoor umbrella and lounge chairs are visible in the background, enhancing the relaxed atmosphere.

4.89 out of 5 average rating, 94 reviews

Lakeview Oasis near Downtown

A spacious living room is furnished with a large, comfortable sectional sofa and two patterned armchairs. Natural light illuminates the area through large windows adorned with navy curtains. A decorative coffee table is centered on a plush area rug, complemented by indoor plants for a refreshing touch.