Vacation rentals with a pool in Port Wentworth

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Port Wentworth

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Condo in Hilton Head Island

4.98 out of 5 average rating, 223 reviews

Ocean View Luxe! KING BED 65"TV Bar Pickleball GYM

Beachfront Building!! Quiet Views of Coastal Marsh, Ocean & Trees - Not Parking Lot HGTV Featured Decorator Coastal Decor KING BED Expanded Bedroom 2 SmartTVs Private Balcony Beach Chairs, Umbrella, Boogie Boards, Ice Chest, Pool Noodles Full Kitchen Top Floor Elevator RESORT: No Resort Fees Huge Oceanfront Pool 2nd Pool Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball & More Bike Rentals Gated/24 Hour Security Trolley Stop 4 Beach Boardwalks Bradley Beach

Nov 10 – 17

G$35,128 GYD per night

Guest favorite

Farm stay in Savannah

4.94 out of 5 average rating, 165 reviews

Red Gate Farms Hayloft-10 min to Historic Savannah

Looking for a unique getaway? Red Gate Farms’ Hayloft is the place for you. Family owned & operated since 1931. The HayLoft offers a tranquil stay on what used to be one of Georgia's oldest dairy farms. Today, Red Gate Farms operates an award winning wedding/event venue along side it’s desirable RV park. A variety of farm animals still call it home. Our charming HayLoft offers 3 bedrooms w/ flat screen TV's including cable, full kitchen, full bathroom, large deck, complimentary wi-fi and more.

Jul 21 – 28

G$56,393 GYD per night

Guest favorite

Condo in Hilton Head Island

4.97 out of 5 average rating, 210 reviews

Cozy Oceanfront-Romantic Retreat-Mesmerizing Views

Villa is located on The Spa On Port Royal Sound complex on Hilton Head Island. Enjoy unobstructed sound & ocean views from your private balcony. Private beach access & observation pier. Beautiful landscaped grounds. 2 outdoor pools-opened Apr.-Oct. Indoor pool, hot tub, dry sauna & gym. Grills and picnic areas on premises, one near the villa, recently installed hammocks near the ocean pool. Tennis and basketball courts on site. Come enjoy the beautiful sandy beach with beautiful sunrises!

Oct 29 – Nov 5

G$34,827 GYD per night

Guest favorite

Condo in Hilton Head Island

4.97 out of 5 average rating, 199 reviews

HHBT Resort-OceanView-Remodeled-Steps to beach!

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!

Nov 20 – 27

G$34,150 GYD per night

Guest favorite

Condo in Hilton Head Island

4.98 out of 5 average rating, 239 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.

Nov 11 – 18

G$31,854 GYD 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

Oct 30 – Nov 6

G$51,364 GYD per night

Guest favorite

Guesthouse in Beaufort

4.96 out of 5 average rating, 198 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.

Feb 11 – 18

G$26,212 GYD 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.

Aug 22 – 29

G$36,122 GYD per night

Guest favorite

Guest suite in Hilton Head Island

4.94 out of 5 average rating, 275 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.

Aug 19 – 26

G$28,330 GYD per night

Guest favorite

Condo in Hilton Head Island

4.92 out of 5 average rating, 101 reviews

Cozy in Coligny

Welcome to the Cozy in Coligny condo! Located at The Breakers, a highly desirable beachfront property, you are only steps away from the pool and beach. You will be in the heart of award-winning Coligny Beach – park your car and leave it! You can 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, entertainment, tour information, beach equipment, and bike rentals.

Feb 3 – 10

G$35,370 GYD 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

G$35,788 GYD 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)

Apr 11 – 18

G$46,108 GYD per night