Holiday rentals with a pool in Fripp Island

Apartment in Saint Helena Island

The open-concept kitchen and dining area are visible, featuring dark cabinetry and a granite countertop. A dining table for four is positioned nearby, and stairs lead to the upper level. Soft blue walls complement the space, creating a calm atmosphere.

4.98 out of 5 average rating, 217 reviews

Turtle Villa|Ocean Front/New DECK; B Building

Take in the lush, coastal beauty of the Carolina Lowcountry from our 2BR/2.5BA Cedar Reef Villas condo! Watch the glow of sunrise on the marsh & ocean without leaving your plush king bed. Play a game of tennis, then take a cool dip in one of the resort's pools within walking distance. Stroll to the beach via the Cedar Reef boardwalk access, or drive 3 miles to pristine Hunting Island State Park. Close out the day in nearby Beaufort with a date night dinner and a stunning sunset on the marina!

The image captures a sandy beach at sunset, with gentle waves lapping at the shore. Tall grass frames the scene, and the sun casts a warm glow over the water. Silhouettes of individuals can be seen in the distance, enjoying the serene ambiance.

4.97 out of 5 average rating, 285 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!

4.98 out of 5 average rating, 186 reviews

A charming cottage is set amidst lush greenery, featuring a wide, welcoming pathway made of patterned pavers leading to a spacious deck. Large windows reflect natural light, and a few outdoor chairs are positioned under umbrellas, inviting relaxation in the shaded area.

Cottage in Beaufort

Private Island Cottage

Looking for a place to relax and enjoy a stress free holiday, consider this Beautiful cottage set on a private Island with dock access to the intercoastal water way. Minutes from downtown Beaufort, 35 miles from Hilton Head Island, 45 miles from Savannah, GA, 60 miles from Charelston. only minutes from great resturants and attractions like: Hunting Island state park and public golf coures. Fishing, kayaking or paddel boarding (equipment provided), or just relax on one of the docks or porches.

A modern kitchen area is showcased with navy blue cabinets and stainless steel appliances. A large island with seating for four is highlighted, and natural light filters in through the window. A cozy living room area is adjacent, featuring a stylish brown leather sofa.

4.87 out of 5 average rating, 126 reviews

Oceanfront Villa on Hilton Head Island!

This one bedroom, one bath oceanfront Villa is a third floor end unit that sleeps 5. There’s an adjustable queen bed, a set of bunk beds (Intended for children) and a twin sleeper sofa. It is a three minute walk to the sandy shores of Hilton Head Island. The gated resort has these amenities: two pools (one of which is the largest beach front pool on the island), 10 tennis courts, pickle ball courts, fitness center, bike rental, playground, and three restaurants. Reserve your vacation today!

4.94 out of 5 average rating, 106 reviews

Gorgeous Ocean View 65"TV Pickleball BAR GYM

HUGE Ocean View from Living Room & Balcony! SNOWBIRDS: Warm, Sunny South Facing Balcony! ✨ Top 5% Airbnb Guest Favorite ✨ Oceanfront Building Steps to Beach & Pool Updated by HGTV Decorator FREE: Pickleball, Tennis, Gym, Volleyball + More Top Floor Hear the Wave 2 XL SmartTVs Beach Chairs, Ice Chest & More! Couples Retreat / Small Families RESORT: Elevator Oceanfront Pool w/Tiki Bar & Grille Sports Bar Restaurants Bike Rentals 2nd Pool Playground Gated 24/7 Security 4 Beach Boardwalks

Guest house in Saint Helena Island

The screened-in porch features a hanging bed adorned with colorful pillows and a soft blanket. Surrounding seating areas include patterned chairs and a decorative rug. Large windows provide views of the greenery outside, allowing natural light to illuminate the space.

4.99 out of 5 average rating, 235 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. A beach pass is provided for Hunting Island State Park as well as beach chairs and towels. "MarshSong" is an inspirational place for anyone who just wants to relax, or explore; a good central point for visiting Charleston and Savannah. Rest, relax, recharge - nap on a hanging bed; sleep well.

A view from the balcony captures the serene ocean and beach during sunset. Vibrant colors reflect across the water, while lush greenery and trees frame the picturesque scene. The elegance of natural beauty is enhanced by a lantern hanging nearby.

4.95 out of 5 average rating, 283 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 balcony. Natural 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!a

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, 408 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.

4.87 out of 5 average rating, 346 reviews

A well-appointed room features a queen bed with a light grey quilt. A kitchenette is visible in the background, equipped with modern appliances. Two stools are arranged at a small dining table. Soft lighting is provided by pendant lights and bedside lamps.

Flat in Fripp Island

Cozy Sunsuite Fripp Island Resort- Steps to Beach!

Experience the perfect beach getaway on Fripp Island! This cozy 1st floor sunsuite is ideal for couples and families with young children, offering unparalleled convenience just steps away from the beach boardwalk. Enjoy easy close access to resort amenities like an Olympic pool, Arcade, Adults-Only pool with pool bar, tennis courts, and Beach Club restaurant for a memorable stay. Book now to receive up to Two Fripp Resort amenity cards included, a $110 value!

4.82 out of 5 average rating, 158 reviews

Beach Front Villa Oak Tree Lined Views to Water

3 Min Walk to the Beach - Your personal paradise awaits! Whether you’re visiting for a weekend getaway or a long-term snowbird retreat, this beautiful beachfront villa is sure to please. You’ll stay just steps from the beach and enjoy lagoon views and amenities this quiet gated community offers, including 24-hour security, pools, a sauna, tennis, and more! 3 Min Walk to the Beach 3 Min Drive to Hilton Head Distillery 12 Min Drive to Shelter Cove Harbor

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

Your peaceful and stylish condo is on Hilton Head’s hidden gem beach, with nature views, lush landscaping, 3 pools, a hot tub, and tennis. This newly remodeled 2-bed/2-bath unit features lagoon and sea views, a screened-in sunroom, new LG appliances, quartz counters, a stocked kitchen, in-unit laundry, 65" TV in the living room, 58"/55" TVs in bedrooms, beach gear (cart, umbrellas, toys), 400 MB Internet—and no cleaning fee!

A modern kitchen is equipped with stainless steel appliances, including a refrigerator and microwave. Light-colored cabinets with decorative art pieces are visible above the sink. A dining area is adjacent, featuring a round table set with chairs, inviting relaxed meals and gatherings.

4.83 out of 5 average rating, 181 reviews

Updated Beach Villa Resort

Perfect for family vacations, golf and business trips. Unit is a couple minute walk to a beautiful beach with a private entrance. This is a private-gated complex with 10 fully-light tennis courts, two large outdoor swimming pools, hot tub, racquetball courts, fitness centers, four playgrounds and outdoor grills. The resort also overlooks Port Royal golf course, one of the top 75 Golf Resorts in the country.

Popular amenities for Fripp Island rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 41 reviews

A spacious living area is furnished with a large brown leather sectional sofa and a wooden coffee table. Natural light floods in through multiple windows, showcasing lush greenery outside. A dining area with wicker chairs is visible, enhancing the open layout of the space.

Home in Pigeon Point

The '56 Retreat

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, 100 reviews

98 Sandcastle Ct

5 out of 5 average rating, 3 reviews

An expansive pool deck is illuminated with soft lighting, showcasing a private pool and built-in spa. A lounge area with multiple chairs is present, and a covered seating area is visible in the background. The setting sun casts warm hues over the space.

Home in Palmetto Dunes

47 Haul Away Estate @ Palmetto Dunes | Pool & Spa

4.9 out of 5 average rating, 31 reviews

A spacious two-story home features a welcoming entrance, adorned with white railings and blue siding. The driveway leads to two brown garage doors, while lush green landscaping adds a touch of nature near the front. Sunlight highlights the architectural details of the house.

Home in Fripp Island

Fabulous 4 Bedroom 3 bath Home on Fripp Island, SC

Home in Hilton Head Island

A private pool area is featured, showcasing a clear blue pool surrounded by paved decking. Several lounge chairs are positioned nearby, accompanied by a shaded cabana area with seating. Bright pink inflatable flamingos float in the water, enhancing the relaxing ambiance.

4.98 out of 5 average rating, 121 reviews

Resort-Style Pool, Cute House 88 Steps to Sand

5 out of 5 average rating, 6 reviews

Home in Harbor Island

Gated Community, Free Golf Cart, Park Pass

4.88 out of 5 average rating, 163 reviews

A scenic outdoor dining area features two high white chairs and a small table, offering a view of the marsh and water beyond. The surrounding greenery includes palm and pine trees, creating a tranquil atmosphere.

Home in Sea Pines

Water Views Treehouse walkable to Harbour Town

Home in Hilton Head Island

A two-story house features a light-colored exterior with a metal roof and a front balcony. The driveway provides access to two garages, with landscaped greenery and grass surrounding the property, enhancing the overall curb appeal.

4.87 out of 5 average rating, 380 reviews

W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King ßds*grill*gms

Apartment rentals with a pool

5 out of 5 average rating, 107 reviews

A modern kitchen features a central island with a white marble countertop and two woven bar stools. Stainless steel appliances are visible, along with a stylish herringbone backsplash. Natural light highlights the clean lines and organized layout of the space.

Apartment in Sea Pines

5 Star Location! Pool, Walk to Shops/Dining

Apartment in Palmetto Dunes

The living area is furnished with a spacious sectional sofa, accented by decorative pillows and a cozy throw. A large television is mounted on the wall, and floor-to-ceiling windows provide an ocean view, allowing natural light to fill the room.

4.95 out of 5 average rating, 112 reviews

Ocean Views at Villamare, Steps to the Beach!

A bright kitchen and dining area is featured, showcasing light wooden cabinetry, stainless steel appliances, and a dining table with four chairs. A large flat-screen TV is mounted on the wall, and tasteful decor adds a cozy touch to the space. Natural light fills the room.

4.96 out of 5 average rating, 115 reviews

Beach Front Resort - Ocean View King Bed

A comfortable bedroom features a spacious bed adorned with white and blue striped bedding. Two bedside lamps provide gentle lighting beside the bed, while a large mirror reflects the room’s arrangement. Windows allow natural light to illuminate the space, highlighting the soft gray carpeting.

4.91 out of 5 average rating, 172 reviews

Beach condo in gated resort w/ tons of amenities!

A serene pool area is surrounded by lush greenery, with a paved walkway leading to the water. Several lounge chairs are positioned near the pool, which is framed by a low fence. Mature trees provide ample shade, enhancing the tranquil atmosphere.

4.85 out of 5 average rating, 177 reviews

1 Bedroom Condo, 5 Minute Walk to the Beach

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, 270 reviews

Coastal King Beach Flat Convenient to Everything!

A sunset view is captured from the balcony, showcasing the golden sun descending over the ocean horizon. Silhouettes of palm trees and a grassy area are visible, creating a serene coastal atmosphere. The sky displays soft hues of orange, pink, and gray.

4.95 out of 5 average rating, 363 reviews

1 Minute walk to the beach *Amazing ocean view*

A panoramic view from the balcony showcases the sparkling ocean and expansive blue sky. Below, palm trees dot the landscape, while the beach is glimpsed in the distance. A pool area is visible, framed by well-maintained greenery, with parking spaces filled with vehicles.

4.98 out of 5 average rating, 170 reviews

Luxury KING BED 65"TV Bar FREE Pickleball & Gym

Other holiday rentals with a pool

4.8 out of 5 average rating, 25 reviews

Lush vegetation lines the foreground, featuring tall palm trees and dense greenery. The expansive marsh area extends in the background, showcasing vibrant shades of green under a clear sky with scattered clouds, offering a serene natural view.

Home in Fripp Island

Fripp Island Marsh Views Amenity Cards 3 King Beds

Apartment in Saint Helena Island

An open living area is presented, featuring a light-toned sofa with decorative pillows and a natural fiber rug. A dining table with high-backed chairs is visible, alongside a console table and large windows allowing ample natural light. The space is designed for comfort and relaxation.

5 out of 5 average rating, 50 reviews

Palmetto Corner — Ocean Views & Coastal Comfort

Apartment in Saint Helena Island

A serene bedroom is presented with a spacious bed dressed in white linens and accented with decorative pillows. Two lamps with textured bases flank the bed. A round mirror is mounted above the headboard, and a window offers views of the surrounding marsh.

4.98 out of 5 average rating, 63 reviews

The Pink Pelican

Cottage in Saint Helena Island

A charming two-story cottage is framed by vibrant palm trees and lush landscaping. A welcoming entryway is highlighted by a blue front door, leading up a set of wooden stairs. Sunshine illuminates the exterior, enhancing the coastal appeal of the home.

4.86 out of 5 average rating, 85 reviews

Saltwater Zen - A Fripp Island Oceanfront Retreat

Apartment in Shelter Cove

A view of the resort's building complex is presented, featuring multiple balconies and terracotta roofs. The outdoor pool is visible, surrounded by greenery and lounge chairs. A tranquil waterway lies in the background, with natural landscapes of grass and trees framing the scene.

4.93 out of 5 average rating, 15 reviews

Marriott Sunset Pointe - 2BD

4.9 out of 5 average rating, 30 reviews

An open living area showcases a blue sofa and two light chairs positioned around a low coffee table. A large flat-screen TV is mounted on a light-colored wall, complemented by a wooden bookshelf filled with various items. A dining area with white chairs is visible in the background.

Villa in Fripp Island

Pool + Ocean View + Walk to Beach | Captain Villa

4.96 out of 5 average rating, 74 reviews

A spacious living area is highlighted by a modern sectional sofa and a wooden coffee table. Industrial-style decor is present, including a large wall art piece resembling a vintage wheel. A dining table is visible alongside a well-equipped kitchen, all set beneath exposed wooden beams.

Flat in Habersham

Near Pool Shops Restaurants~Prestigious Habersham!