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

FamilyLocationBeach

4.88 out of 5 average rating, 205 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

LocationFamilyHospitality

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, 112 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.

LocationFamilyCheckout

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.

LocationFamilyBarbecue

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

LocationValueCleanliness

4.83 out of 5 average rating, 122 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

ValueFamilyBathroom

4.92 out of 5 average rating, 106 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

LocationValueBackyard

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.

ValueLocationGetting around

Guest suite in Tybee Island

4.93 out of 5 average rating, 113 reviews

Waterfront Wonderland | Pool, Spa, Dock, Kayaks

Escape the crowded beaches & discover one of Tybee’s hidden gems. Paddle peaceful Horsepen Creek, watch stunning sunsets from the dock, soak in the waterfront hot tub, or sip a cocktail at the tiki bar. This tropical retreat features two king bedrooms, a well-equipped kitchenette, a vibrant open air back porch, dock, pool, hot tub, fire pit, kayaks, & waterfront tiki lounge in a central mid-island location. Stop by our brewery just down the street for a beer🍻 STR2022-00261

FamilyLocationPets

4.88 out of 5 average rating, 129 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!

FamilyValueAir conditioning

The exterior of the Brassrail Villas is displayed, featuring a three-story building with a stucco finish and balconies. A gated entrance provides access to the parking area, where clear signage indicates the property name. Palm trees line the perimeter, adding a tropical touch.

4.87 out of 5 average rating, 197 reviews

Gated Island Oasis! 3bdrm/2bath

Located a couple blocks from the beach and on the south end of Tybee by the Pier. Walking distance to shops,restaurants, and night life. Amenities include pool, picnic area, and 2 assigned covered parking spaces. Elevator/Stair Access. This unit offers a fully equipped kitchen with stainless steel appliances,granite countertops, custom cabinetry washer/dryer. All Bdrms have Brand new Smart Tvs/Cable. Sleeper sofa in living room. Parking garage has 7 foot clearance

ValueFamilyGetting around

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, 110 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.

LocationValueAmenities

Popular amenities for Wilmington Island rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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

FamilyLocationBeach

A heated swimming pool features clear water surrounded by a stone deck, with lounge chairs positioned for relaxation. An outdoor kitchen and dining area are visible, enclosed by a wooden fence for privacy, while lush green grass adds a natural touch to the ambiance.

4.91 out of 5 average rating, 181 reviews

Private Pool - 15 mins to Downtown

LocationValueKitchen

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, 422 reviews

Lagoona Matata (private pool + dock)

LocationValueNearby

4.87 out of 5 average rating, 134 reviews

Cabana Savannah – Cozy Hot Tub, Fire Pit & Pool

LocationValueDecor

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

ValueFamilyBeach

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

LocationFamilyAmenities

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

LocationFamilyLayout

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, 227 reviews

Cheerful Beachfront Condo

ValueLocationAir conditioning

Condo rentals with a pool

4.92 out of 5 average rating, 139 reviews

Beachfront 270° View | Top Floor Corner Oasis

FamilyValueWi-Fi

A clear blue sky stretches above, showcasing a sparkling pool framed by lounge chairs and umbrellas. The pool area overlooks a serene water body, with lush green landscaping providing a peaceful ambiance. The building stands in the background, adding context to the inviting scene.

4.9 out of 5 average rating, 135 reviews

The Heron’s Nest

LocationFamilyNearby

A bright living area is furnished with a teal sofa adorned with colorful cushions. A wooden coffee table sits in the center, complemented by a decorative plant. Nautical decor is featured on the walls, and natural light enters through the nearby window with sheer curtains.

4.92 out of 5 average rating, 737 reviews

Adorable Beachfront Condo

FamilyLocationBreakfast

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

FamilyValueQuiet

4.96 out of 5 average rating, 122 reviews

XL Ocean View Porch, Pools, Uncrowded

LocationFamilyNearby

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, 180 reviews

Bliss on Bay 2 Bed / 2 Bath Beachfront Condo

LocationFamilyCheck-in

The living space is highlighted by a neutral color palette, featuring a comfortable sofa and a dining area. Light enters through sliding glass doors that open to a balcony, while a ceiling fan adds a functional design element. A small TV is mounted on the wall.

4.9 out of 5 average rating, 132 reviews

Cozy on the Coast of Tybee

ValueLocationCondition

A residential building with three stories is shown, featuring numerous balconies and palm trees. Parking spaces are located underneath, marked by numbered signs. A quiet, paved path alongside the building leads toward the outdoor area, with an inviting atmosphere highlighted by clear blue skies.

4.87 out of 5 average rating, 245 reviews

Lazy Pelican: Walk to beach, indoor pool

ValueFamilyAmenities

Other holiday rentals with a pool

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, 566 reviews

Summer is still here! Great rates on Tybee!

ValueFamilyAccess

4.95 out of 5 average rating, 241 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

ValueLocationTV

4.98 out of 5 average rating, 180 reviews

A private heated spa is featured, with inviting blue water reflecting sunlight. The area is surrounded by a concrete surface and is partially enclosed by a screen. A single lounge chair rests nearby, with lush greenery visible in the background.

Cottage in Tybee Island

Welcome 2026! Adorable Tybee cottage with Pool/Spa

FamilyValueDecor

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

LocationFamilyGetting around

A sparkling pool is surrounded by a concrete deck featuring a lounge chair and a bright orange umbrella. Floating swan pool inflatables add a playful touch, while lush greenery and wooden fencing provide privacy. The sky transitions from blue to hues of pink as evening approaches.

4.79 out of 5 average rating, 61 reviews

Island Oasis, Pool+Hot Tub+Games

FamilyValueAmenities

An inviting outdoor space features a blue pool surrounded by lounge chairs. The interior showcases a spacious living area with a large sectional sofa and a mounted TV. The modern kitchen includes bar seating with red stools, grey cabinets, and stylish countertops.

5.0 out of 5 average rating, 27 reviews

Wilmington Island Escape with Pool & Hot Tub

FamilyLocationNearby

4.99 out of 5 average rating, 87 reviews

An outdoor lounge area features comfortable seating arranged around a circular table. The space is surrounded by wooden decking and lush greenery, with a swimming pool visible in the background. A patterned rug adds a touch of texture to the seating area.

Home in Thunderbolt

Modern Heated Poolside Retreat

FamilyLocationBarbecue