Holiday rentals with a pool in Port Wentworth

4.99 out of 5 average rating, 171 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 with your own FREE GOLF CART, BIKES, & KAYAKS. Pamper yourself with this luxurious getaway & nature-lovers paradise. Relax on your PRIVATE DOCK on 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!

Condo 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, 396 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 tranquil beach scene is captured, featuring soft sand leading toward shimmering ocean waves. A wooden fence guides the pathway, with grasses gently framing the foreground. The sky is illuminated with warm hues of orange and pink as the sun rises above the horizon.

4.97 out of 5 average rating, 291 reviews

Ocean View! Remodeled! Steps to beach/Pool/Bar

FULLY REMODELED OCEAN VIEW VILLA Located in Hilton Head Beach & Tennis Resort, this beautiful 540 Square foot Villa is perfect for a small family or couple looking for a relaxing and fun getaway. The second floor balcony offers a view of both the ocean and pool, as well as, offering the soothing sounds of the ocean waves Located within a gated community and with access to the beach just steps away. The resort also features 2 private pools, 3 restaurants, bike rentals, a private gym & more!

4.96 out of 5 average rating, 111 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, 212 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!

A bright and inviting living space features a gray sofa with decorative pillows and a white coffee table on a patterned rug. The modern kitchen showcases white cabinetry and a dining area with stools. Fresh flowers are arranged in a vase on the table.

4.99 out of 5 average rating, 414 reviews

Ocean Front Resort Condo

Enjoy Coastal Cottage Living in a lovely 540 sq ft one bedroom vacation villa within the activity-filled gated resort of Hilton Head Beach and Tennis. Completely remodeled from with all new fixtures, furnishings, housewares and accessories, this charming beach villa has just opened its doors for guests in March 2019. Amenities include coffee, popcorn, breakfast treats and bottled water to consume; and beach towels, chairs, umbrellas and other items to borrow while here.

4.95 out of 5 average rating, 142 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!

Apartment in South Historic District

A stylish living room showcases a plush brown sectional sofa with decorative pillows. A sleek coffee table is adorned with minimalist decor, while a mirror reflects natural light from two windows dressed with soft shades. A modern accent chair complements the decor.

4.76 out of 5 average rating, 139 reviews

Heated Pool Access | 5*Clean | Flex Cancelation

Are you planning an amazing vacation to Savannah, Georgia? If you are, then you want to make sure to book your stay at Savannah vacation rentals instead of a hotel. When you book vacation homes for rent you're getting a one of a kind experience in a fully furnished home right in the desirable downtown. You have so many more options when you stay in vacation rentals Savannah GA, including plenty of room to stretch out and the option to cook in instead of eating out.

5 out of 5 average rating, 107 reviews

Condo 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.

4.88 out of 5 average rating, 221 reviews

A spacious living area is highlighted by a large sectional sofa adorned with decorative cushions. A glass coffee table sits in the center, complemented by a tall indoor plant. Natural light fills the room through multiple windows, reflecting off the light wood flooring.

Home in Port Wentworth

Kenzie’s Corner | Activities + Amenities

Relax in this beautiful 4 bedroom home located off 95 so you can enjoy all that Savannah and Hilton Head have to offer. Included FREE with your reservation: Kayaks with life vests, bikes, Virtual Reality video games, large fenced backyard. Fully equipped kitchen with smart TV’s in every room and plenty of pool toys for all ages!!!! Bike rails, lakes, gym/pool and playground! ● Outlet ● Bowling/IMAX ● Go/Carts ● Tybee Island ● Hilton Head

Popular amenities for Port Wentworth rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Hilton Head Island

The image captures a private heated pool beneath a covered patio. Comfortable lounge chairs surround the pool, and an outdoor dining area features a large table with chairs. A shaded umbrella stands above the table, while greenery and a grill are visible, enhancing the outdoor setting.

5 out of 5 average rating, 104 reviews

98 Sandcastle Ct

4.91 out of 5 average rating, 139 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 !

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, 163 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

A spacious living room features a large navy sectional sofa adorned with decorative pillows. Natural light filters through the nearby windows, illuminating a dining area and an open kitchen visible in the background, creating an inviting gathering space.

4.92 out of 5 average rating, 130 reviews

Cozy home with heated Pool on Whitemarsh Island

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, 93 reviews

Lakeview Oasis near Downtown

4.85 out of 5 average rating, 113 reviews

Cabana Savannah – Cozy Hot Tub, Fire Pit & 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, 103 reviews

Family Home-Pool & Game Room near City & Beach

Condo rentals with a 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

4.98 out of 5 average rating, 159 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

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, 234 reviews

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

4.81 out of 5 average rating, 160 reviews

Beach Front Villa Oak Tree Lined Views to Water

4.96 out of 5 average rating, 136 reviews

A private deck features a comfortable sectional sofa with neutral cushions, inviting relaxation. A coffee table is positioned in the center, while a gas grill is seen nearby. Sunlight filters through palm trees, illuminating the serene lagoon view beyond the railing.

Condo in Palmetto Dunes

Sunset Serenity - Luxury on The Lagoon!

Condo in South Historic District

A shared swimming pool is surrounded by a cobblestone patio, complete with a lounge chair and an inflatable float. A charming cottage is visible in the background, with greenery climbing the walls. The fenced area provides a sense of privacy, complemented by lush palm trees.

4.83 out of 5 average rating, 352 reviews

Fantastic Downtown Condo With Shared Pool!

4.86 out of 5 average rating, 334 reviews

A bright living area features a comfortable dark blue couch, accented by decorative pillows. A ceiling fan gently circulates air, and large windows allow natural light to fill the space. A dining table is set with blue dishware, complemented by light-colored chairs.

Condo in Tybee Island

Tybee’s North Beach Oasis (Newly Remodeled)

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, 272 reviews

Coastal King Beach Flat Convenient to Everything!

Other holiday rentals with a 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!

A welcoming living area features a cozy sofa and a round dining table, surrounded by yellow chairs. A stylish woven light fixture hangs above the table, while soft lighting from lamps creates a warm atmosphere. A sliding glass door allows natural light and leads to a patio.

4.96 out of 5 average rating, 70 reviews

Sea la Vie @ Fiddler's Cove

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

Apartment in Hilton Head Island

5 out of 5 average rating, 14 reviews

Gated beachfront villa w/ Pool+Bikes

Home in South Historic District

5 out of 5 average rating, 57 reviews

Tailor House on Gaston Near Forsyth | Pool Pass

5 out of 5 average rating, 3 reviews

Chic Beachside Escape at Xanadu Villas

5 out of 5 average rating, 24 reviews

The spacious living area features a comfortable arrangement of seating options, including a brown sofa and two light-toned armchairs. A coffee table centers the space, decorated with a tray and small plant. Natural light enters through the window treatments beside a piece of coastal-themed wall art.

Home in Port Wentworth

2 King Beds Close 2 Sav-Airport-HMGMA