Vacation rentals with a pool in Port Wentworth

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Top-rated rentals with a pool in Port Wentworth

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Hilton Head Island

4.93 out of 5 average rating, 166 reviews

Hilton Head BIKE 'n BED - 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.

Jan 12 – 19

ﺩ.ﺇ431 per night

Guest favorite

Home in Midway

4.88 out of 5 average rating, 219 reviews

River Front Getaway; Pool Dock Sunsets Fenced/Dog

Paradise, Rest and Relaxation, Social Distancing, Snowbirds, Adventurers, romantic and small group getaways. A short distance from cultural and historic destinations in Savannah. Come fall in love with this secluded, quiet island retreat with newly redone pool and hot tub. New Deep Water Dock, floating dock, moorage, boat launch 1/2 mile away. Start your day with rose colored sunrises and end your day with red splashed sunsets across expansive river and marsh views. Birds, dolphins, fishing

Feb 15 – 22

ﺩ.ﺇ757 per night

Guest favorite

Home in Port Wentworth

4.91 out of 5 average rating, 138 reviews

Kenzie’s Corner | 100+ Free Amenities!

Take advantage of promotional discounts!!! 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 trails, two lakes, gym/pool and playground! ● Outlets ● Bowling/IMAX ● Go/Carts ● Tybee Island ● Hilton Head

Sep 1 – 8

ﺩ.ﺇ843 per night

Guest favorite

Guesthouse in Beaufort

4.96 out of 5 average rating, 199 reviews

Spacious Carriage House with Pool & King Bed

Forget your worries in this serene space. Located on 5-acres of secluded wooded land with extensive gardens. This quiet space is on the second floor above a detached garage. The spacious area has just been refurbished: includes a kitchenette and bathroom. Private entry through gated courtyard. Central HVAC; new King bed and TV; Private pool exclusively for guests. LGBTQ welcome. Driving times: 25 min. to Hunting Is. St. Park and Parris Island; 15 min. to historic downtown Beaufort.

Apr 23 – 30

ﺩ.ﺇ436 per night

Guest favorite

Home in Hardeeville

4.9 out of 5 average rating, 326 reviews

Swim, fish, kayak near Savannah and HHI

This clean, comfortable 2100 sqft, unique 2 bedroom Lowcountry home is on the New River surrounded by 1000’s of acres of old rice fields, marshlands and wildlife. It is well appointed with vaulted ceilings and windows galore to capture the view of the water and sunsets. There are 6 decks to sit, sun, grill, dine or swim. Comfy beds, spacious rooms, large LR and well equipped kitchen. We are 12 miles to Savannah, 7 to Bluffton, 15 to Hilton Head. There’s an i-waveV air purifier in the A/C

Dec 27 – Jan 3

ﺩ.ﺇ1,212 per night

Guest favorite

Guesthouse in Saint Helena Island

4.99 out of 5 average rating, 188 reviews

Charming Waterfront Cottage with Beautiful Views.

This is a very comfortable guest cottage with one bedroom, bathroom with large shower, kitchenette, and living room. Guests will occasionally share the dock, screened-in porch, and swimming pool. "MarshSong" is an inspirational place for anyone who just wants to relax, or explore; a good central point for visiting Charleston and Savannah. A beach pass is provided for Hunting Island State Park as well as beach chairs and towels. Rest, relax, recharge - nap on a hanging bed; sleep well.

Sep 22 – 29

ﺩ.ﺇ634 per night

Guest favorite

Condo in Hilton Head Island

4.97 out of 5 average rating, 121 reviews

Ocean Overlook - The Ultimate Vacation Experience

LUXURIOUS, DIRECT, OCEANFRONT HOME! UNOBSTRUCTED OCEAN VIEWS! SO CLOSE YOU CAN HEAR THE WAVES CRASH WITH THE WINDOWS CLOSED! DIRECT BEACH ACCESS! POOL ACCESS! ALL BRAND NEW! 3RD FLOOR! CORNER UNIT! PRIVATE BALCONY! OCEAN VIEWS FROM EVERY ROOM! WATCH EVERY SUNRISE & SUNSET! KING BED! CAN SLEEP 4! THIS IS LUXURY LIVING WITH NO RESORT AMENITY CHARGES! SAVE THOUSANDS OF DOLLARS COMPARED TO OTHER NAMED RESORTS LUXURY HOTEL PROPERTIES! **UPGRADED INTERNET & HD TV PACKAGE + FREE AMENITIES**

Feb 28 – Mar 7

ﺩ.ﺇ853 per night

Guest favorite

Guest suite in Hilton Head Island

4.94 out of 5 average rating, 276 reviews

LOCATION! Harbour, Dining, Shops, Beach-1.4 mile

Location .. Location .. Location !!! Private guest suite with independent entrance from outside, total privacy, and complete amenities, queen bed and full bath (no kitchen). Just step outside - great water-front restaurants with live music, weekly fireworks during summer, bars, shops, outdoor pool and BBQ. Supermarkets and more restaurants in 10 minutes walking. Free shuttle from April till September, beach only 1.4 miles. Great golfing, biking, tennis, fishing and water sports.

Apr 9 – 16

ﺩ.ﺇ396 per night

Guest favorite

Condo in Hilton Head Island

4.95 out of 5 average rating, 228 reviews

Ocean View! Steps to beach! Remodeled HHBT Condo!

Newly remodeled - just last year! Adorable beach front condo located in Hilton Head Beach and Tennis Resort. Watch and listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within the resort where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rentals, and a newly renovated gym. It's all here! 😊The 2024 getaway your been waiting for! 😎

Nov 8 – 15

ﺩ.ﺇ591 per night

Guest favorite

Condo in Hilton Head Island

4.92 out of 5 average rating, 102 reviews

Secluded 1st Floor Beach Getaway

Newly Remodeled - 2 Bedroom/2 Bath First Floor Villa in a Gated Community - less than a five minute walk through our complex to a private, natural beach! Everything you need to enjoy a relaxing, peaceful getaway and all that Hilton Head Island is famous for. Located in a beautiful, quiet community that offers 2 outdoor pools and one indoor pool that can be enjoyed year round. Come discover why this island has been voted the #1 best island in the United States!

Jan 16 – 23

ﺩ.ﺇ470 per night

Guest favorite

Condo in Tybee Island

4.98 out of 5 average rating, 336 reviews

Spring at the beach! Pickle ball! Keyless entry

Condo with direct unobstructed waterfront views, not views over the parking lot. Queen. 2 guests. Keyless entry. Birding/Shelling nearby. No hassle parking, 1 space per reservation. Gated residential community. Less crowded beach. Epic sunsets! Calmer waters= dolphin watching. First floor. Two doors from pool. 3 minute walk to sand access. Equipped kitchen/ full size fridge/stove. Walk/bike to restaurants/pubs. STVR License #: STR2021-00321 WiFi (200mb/sec)

Mar 17 – 24

ﺩ.ﺇ790 per night

Guest favorite

Townhouse in Bluffton

4.9 out of 5 average rating, 141 reviews

Charming Bluffton Single Story Home In Old Town

Bask in the delight of Old Town from this freshly remodeled Bluffton home, whose airy aesthetic complements the riverside surroundings. Bright, breezy bedrooms and front porch seating or screened in porch dining provide ample comfort after exploring nearby landmarks. Located near beautiful pond that's great for seeing local wildlife such as deer, red fox, great blue heron, wood storks and lots more!

Apr 4 – 11

ﺩ.ﺇ496 per night