Holiday rentals with a pool in Wilmington Island

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, 186 reviews

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

4.88 out of 5 average rating, 204 reviews

Dogs Welcome! Coastal Oasis Pool near Beach & City

Have fun with the whole family at our stylish, single level home with a pool! Make this your hub for your Savannah stay - halfway between Downtown and Tybee Island - you can get to either side in about 10 minutes! Leave the driveway, go East and arrive at North Tybee Beach, or drive West to reach River Street, park and explore! Highlights: -Pool -Single level home -4 bedrooms -3 bathrooms -14" memory foam mattresses -Centrally located -Studio McGee decor -Arcade Games -Park up to 4 cars

A well-maintained backyard features a private pool with a flamingo float. Two hanging egg chairs provide seating on the patio, with steps leading up to the house. Lush greenery surrounds the area, complementing the serene outdoor setting.

4.96 out of 5 average rating, 111 reviews

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.

A bright living area features a blue sofa complemented by decorative cushions and a round coffee table. Light filters through sheer curtains covering sliding glass doors that open to a balcony. A natural fiber rug lies on the carpeted floor, enhancing the cozy setting.

4.98 out of 5 average rating, 120 reviews

Cozy beachfront condominium

Relax with the whole family at this peaceful place to stay. Be our guest in this one bedroom , first floor condo at Savannah Beach & Racquet Club. Enjoy the beautiful views of the bay watching the most gorgeous sunsets and the dolphins dancing in the water! The cargo ships and shrimping boats passing by are also a sight to see! This unit comes with a king size bed , pull out sofa, and all the amenities you will need for your stay. The pool and the beach are just steps from your front door.

4.99 out of 5 average rating, 207 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

Private Dock | FREE Golf Cart, Kayaks & Bikes

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 and nature-lover's paradise. Relax on your PRIVATE DOCK on a cozy swing bed while surrounded by panoramic views of the tidal creek. Nestled amongst enchanting live oaks and marsh-side scenery, you'll soon discover something inherently romantic about this Tybee Island cottage, just 25 minutes to downtown Savannah.

A spacious backyard features a large private pool with a sun deck, surrounded by greenery and shaded by trees. Colorful lounge chairs are arranged around the pool, and a playful float adds a touch of fun to the inviting water.

4.95 out of 5 average rating, 187 reviews

Jungle Paradise! Perfect Location w/ Private Pool!

Welcome to our home! We have the best of both worlds at Jungle Paradise. Located in the area of Talahi island, perfectly between downtown and the beach/Tybee Island-just 15 min to either one! Explore the restaurants and beach life on Tybee Island, then head over to downtown and check out historic Savannah and the night life. You can also enjoy your day at the house with the huge private pool, game room, and an outdoor space you are sure to enjoy. The pool is open all year, but not heated

4.83 out of 5 average rating, 121 reviews

Relaxing Pool Paradise - Private Oasis Sleeps 14

Welcome to our coastal oasis only minutes from Downtown Savannah and Tybee Beach! This spacious and pet-friendly 4-bedroom, 3.5-bathroom home is a haven for relaxation and celebration. Perfect for family reunions, bachelor and bachelorette getaways, or any group of friends and family looking to escape the ordinary and unwind in style. Highlights Include: -Large screened pool -4 bedrooms -3.5 bathrooms -2 livingrooms -2 dining tables -Privacy -Central to Downtown & Beach -14 guests

4.92 out of 5 average rating, 105 reviews

LoCaTiOn! Spacious 1acr Tropical Island Home Pool

Forget your worries in this spacious and serene 6 bedroom compound with pool! Banana trees and crystal blue pool await you. Perfectly located between Savannah and Tybee let this executive style home set the stage for your perfect island escape - ideal for executive stays looking for extra amenities and privacy, families wanting the perfect gathering spot that has it all, group retreats, weekend getaways and bachelorette celebrations! Everything you could need for your Savannah Stay

4.92 out of 5 average rating, 139 reviews

Beachfront 270° View | Top Floor Corner Oasis

Boasting a breathtaking 270° beachfront panorama and direct ocean access, this exclusive North Beach corner unit offers private, gated luxury. Perched beside a nature reserve, enjoy total serenity with sweeping ocean views from every room. Highlights: • Private beachfront deck for sunrises & dolphins • Fully renovated modern interior • Direct beach boardwalk access • 3 pools •Tennis court • Sleeps 6 (2 Queens + Queen Sofa Sleeper) Your ultimate private beachfront haven awaits.

4.98 out of 5 average rating, 129 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.

4.87 out of 5 average rating, 127 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 Pool -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!

A vibrant living room features a large, sectional sofa in a welcoming peach hue, accented with colorful throw pillows. A playful mural with oranges is displayed on the wall. A round coffee table sits at the center, surrounded by two stylish armchairs. Natural light enters through a window.

4.97 out of 5 average rating, 109 reviews

Pool + Fire Pit | Btwn Downtown & Tybee

Escape to our stylish Wilmington Island retreat, ideally located just 15 minutes from Historic Downtown Savannah and Tybee Beach. Designed for relaxation and connection, the home features a private pool, colorful murals for the perfect photo background, large deck, fire pit, outdoor shower, and inviting outdoor spaces. Comfortably sleeps 8 and is perfect for families, groups of friends, and special celebrations.

Popular amenities for Wilmington Island rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in North Historic District

The exterior of a pastel pink building features classic Georgian architecture, with large windows framed by black shutters and a welcoming staircase. A spacious king bed adorned with crisp linens is set against a ceiling with decorative beams. A cozy seating area showcases an original fireplace, while a small table holds pastries and a pink beverage.

4.97 out of 5 average rating, 132 reviews

Bosch Huis Rosé: Rosé Suite • Historic • Parking

4.96 out of 5 average rating, 166 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

4.98 out of 5 average rating, 143 reviews

Private Oasis: Pool & Spa 15 min to Savannah/Tybee

A charming two-story home features pastel pink exterior walls with green shutters. A welcoming front porch is adorned with potted plants, and soft lighting glows from the windows, providing a warm ambiance. The landscaped yard includes well-maintained greenery, offering a pleasant approach.

4.96 out of 5 average rating, 152 reviews

Renovated Beachhouse w pool! Walk to beach & shops

A fenced backyard features a serene inground pool, illuminated in soft blue tones. Surrounding the pool are lounge chairs and an umbrella, set against a vibrant sunset sky. The manicured lawn adds to the inviting outdoor space.

4.88 out of 5 average rating, 163 reviews

Large Pool! Only 5-10 mins from downtown Sav

A private pool area is enclosed by a wooden fence, featuring a sparkling pool with colorful floats. Sun loungers line the poolside, accompanied by a table shaded by a black and white striped umbrella. A serene lagoon is visible in the background.

4.91 out of 5 average rating, 421 reviews

Lagoona Matata (private pool + dock)

A bright living area features a comfortable red leather sofa accented by blue and white pillows. Two small wooden tables are positioned in front, and a rug lies beneath. Natural light filters through sheer curtains, illuminating the space and highlighting nautical-themed wall decor.

4.94 out of 5 average rating, 226 reviews

Cheerful Beachfront Condo

A private swimming pool is surrounded by palm trees and well-lit outdoor seating areas. Lounge chairs are placed beside the water, and the night sky adds a serene ambiance to the space. The building’s structure looms in the background, providing a cozy retreat.

4.81 out of 5 average rating, 204 reviews

WatersWave- Beachfront Home, Private Swimming Pool

Condo rentals with a pool

4.97 out of 5 average rating, 344 reviews

Lighthouse Point Oceanfront Retreat

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.

4.87 out of 5 average rating, 341 reviews

Tybee’s North Beach Oasis

4.96 out of 5 average rating, 119 reviews

XL Ocean View Porch, Pools, Uncrowded

A balcony is shown with two blue chairs and a small glass-topped table. A pitcher and decorative candles are placed on the table. The view overlooks the beach and ocean beyond, providing a clear blue sky and sandy shoreline.

4.96 out of 5 average rating, 245 reviews

Bella Vista Blu *BEACH FRONT* POOLS*

A covered balcony features a glass-top table surrounded by two chairs with striped cushions. A clear view of the beach and ocean is visible in the background, framed by lush greenery and cloudy skies.

4.93 out of 5 average rating, 150 reviews

Wait n Sea *BEACH FRONT* POOLS*

Condo in Hilton Head Island

A welcoming living area is presented, featuring a comfortable sofa and a round dining table with two chairs. A wall-mounted television is visible. Natural light floods in through sliding glass doors, offering a view of palm trees and outdoor seating.

5.0 out of 5 average rating, 108 reviews

The Lookout - A Modern Beach Retreat (Oceanfront)

A private balcony table is surrounded by stylish wicker chairs, offering views of the bay through a large window. The walls are painted in light colors, enhancing the serene coastal setting.

4.85 out of 5 average rating, 100 reviews

Sea's the Day (Top floor condo)

A private balcony features two metal bar stools positioned around a circular table, providing a clear view of the beach and water. The scene includes soft sandy shores and hints of greenery, offering a serene setting for relaxation.

4.86 out of 5 average rating, 154 reviews

A316 - Sail Away-Top floor waterfront corner unit.

Other holiday rentals with a pool

4.95 out of 5 average rating, 240 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

Apartment in Tybee Island

A bright living space features a light wood floor and soft blue-green sofa. A dining table for four is situated beside a wall-mounted TV. Double doors lead to a balcony, while neutral-toned decor enhances the welcoming ambiance.

4.77 out of 5 average rating, 565 reviews

Tybee Beach is just steps away from your door!

The outdoor space features a refreshing pool surrounded by a spacious deck, complemented by a soothing spa. Lush greenery and trees provide a serene setting, while a cozy firepit area is visible in the background, enhancing the inviting atmosphere of the backyard.

4.9 out of 5 average rating, 62 reviews

Suncrest Solace. Lake. Pool. Spa. Luxury. Yours.

4.9 out of 5 average rating, 89 reviews

SAUNA, Pool, Chess, Bikes: Islands Luxury Resort

5.0 out of 5 average rating, 3 reviews

Home in Sea Pines

Canopy House | Walk to Harbour Town | Marshfront

4.98 out of 5 average rating, 100 reviews

A charming circular home is nestled among tall trees, featuring a spacious deck with white lounge chairs. The wooden steps lead up to the entrance, showcasing large windows that allow ample natural light. The surrounding greenery enhances the sense of privacy and seclusion.

Treehouse in Sea Pines

Harbour Town Tree House | Private Office | HT Pool

5.0 out of 5 average rating, 4 reviews

Home in Sea Pines

Family Memories Are Made Better at Deer Run

The image presents four distinct areas of the property. A heated pool features loungers and a floating pool toy. The living room showcases large windows and comfortable seating. A screened-in porch offers relaxing seating options. An outdoor fire pit area is surrounded by chairs, set against a vibrant sunset.