Holiday rentals with a pool in Fripp 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, 222 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!

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, 386 reviews

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

✔wlk to beach 500 yrds, bike, boat, tennis, golf ✔pet-ok✔5beds✔gourmet kitchen☼sundeck✔ping pong table &games✔screened outdoor area with grill&table✔Spectrum&AppleTV*Roku&WiFi✔W&D✔Busn traveler ready✔2 garages✔private yard space✔1st-floor kitchen, living room with love seat and cal king sofa✔semi-open sitting room aka bdrm with cal king sofa, adjacent small closet, powder room✔sun porch✔2nd floor 2 bdrms with a queen✔master bdrm with king bed Tempurpedic, wlk-in cl and bath with ♥♥shower, 2Z AC

A candle is displayed on a table, surrounded by seashells, with a sunset view of the ocean in the background. The warm colors of the sky reflect off the water, while a cup is placed nearby, adding to the serene atmosphere of the balcony.

4.99 out of 5 average rating, 106 reviews

Luxury OceanView KING BED 75"TV Gym BAR Pickleball

✨Top 5% Airbnb Home✨ BIG OCEAN VIEWS FROM LIVING ROOM & BALCONY! Oceanfront Building Steps to Beach Boardwalk, Pool & Tiki Bar! FREE Pickleball, Tennis, Gym & More HGTV Featured Decorator 100% NEW Luxury renovation KING BED + 75" & 65" Smart TVs Expanded Bedroom Luxe Marble Kitchen & Bath Quiet Top Floor Well-designed 540 sq. ft. Elevator Beach Chairs + More RESORT: Oceanfront Pool & Bar & Grille Restaurants Sports Bar 4 Beach Boardwalks Bike Rental Gated 24/7 Security FREE Island Trolley Stop

Home in Saint Helena Island

A two-story house is surrounded by lush greenery, featuring a spacious porch with steps leading to the entry. In the foreground, green Adirondack chairs are arranged around a fire pit, complemented by a hammock hanging among palm trees.

4.85 out of 5 average rating, 26 reviews

Fripp Island, Limo cart, pingpong, fire pit, bikes

Welcome to Surf Shack IV on Fripp Island in the Fiddlers neighborhood. We are across the street from “Hannah’s Park” We sleep 13 in beds with all new mattresses, linens, TV’s in all bedrooms. Limo golf cart, 6 new bikes, beach chairs, beach towels, boogie boards, surf boards, ping pong, fire pit, everything you would need for a great vacation. We have an extra refrigerator in the garage, large washer & dryer, large outside shower. Cards are available for purchase. Your comfort is our goal!

Flat in Hilton Head Island

A wooden boardwalk extends across sandy terrain, leading towards a serene coastal view. Lush green grass is visible on both sides, with a calm ocean horizon meeting a partly cloudy sky above.

4.83 out of 5 average rating, 122 reviews

Quiet Life by the Beach

This beautiful poolside unit in a quiet gated community, completely renovated in June 2019, is located just steps from the beautiful beach of Port Royal Sound. This first floor condo has a fully equipped kitchen with quartz counter tops, vinyl plank floors, all new appliances and is just a very short walk to the beach. The bathroom has quartz countertop and a tub & shower combo. You'll find two TVs (one with streaming options), washer/dryer, dishwasher and free WiFi in condo and on the resort.

4.91 out of 5 average rating, 124 reviews

An inviting living space features a sectional sofa, a wooden coffee table, and a dining area with several chairs. Natural light illuminates the room through multiple windows, highlighting the coastal-inspired decor and airy layout. A chandelier complements the open, relaxed atmosphere.

Home in Palmetto Dunes

Cozy Coastal Chic - Beach, Pickleball, Golf, Pets

Offered by owner /manager. Master bath w/ walk in shower, spacious bright open concept LR, DR, kitchen, w/ private cozy courtyard. Designer inspired coastal chic for the beachy atmosphere. Sit and relax in the courtyard, lounge in the sun while having an afternoon drink and BBQ. Watch golfers at the driving range or Trent golf course just a short walk from the villa. Go for a swim in 1 of 5 community pools. Under 10 minute walk to Palmetto Dunes beach or call seasonal dune buggy for a ride.

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, 64 reviews

The Pink Pelican

Thank you so much for choosing The Pink Pelican, a coastal villa, located on Harbor Island and steps from the ocean. This private beach and community provide a family friendly and peaceful low country vibe. From the serene beaches, fresh seafood, and southern hospitality, it’s the perfect family vacation spot or romantic getaway. Also, the charming town of Beaufort is just minutes away where you can enjoy fine southern cuisine, shopping boutiques, and refreshing cocktails by the waters edge.

4.87 out of 5 average rating, 347 reviews

Flat in Fripp Island

Steps to Beach • Fripp Sunsuite + 2 Resort Cards

This cozy first-floor SunSuite is just steps from the beach boardwalk and includes TWO Fripp Island Resort Amenity Cards, giving you club access to pools, restaurants, fitness center, golf, tennis, and more. Perfect for couples or small families, this comfortable retreat sleeps up to 4 guests and is ideal for a relaxing beach vacation. Escape to the beauty of Fripp Island, South Carolina, where coastal charm, abundant wildlife, and peaceful beaches create the perfect Lowcountry getaway.

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, 236 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 may 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.

Villa in Hilton Head Island

The outdoor space features a year-round heated pool surrounded by lush greenery, with a clear view of the ocean. Umbrellas offer shade over picnic tables, while tall trees enhance the serene atmosphere of the beachside setting.

4.96 out of 5 average rating, 111 reviews

Oceanfront Scandi Oasis Amazing View & Heated Pool

Villa Aalto is a new Scandinavian style oceanfront oasis created for ease and relaxation throughout your beach vacation. The streamlined interior offers high-end finishes and luxurious hotel-like amenities, with a fully functional kitchen and serene living area overlooking the ocean. The year-round heated pool and private path to the beach make for stress-free days, but the close proximity to Coligny allows you to bike to restaurants, playgrounds and shops within minutes as well.

Apartment in Edisto Island

A spacious studio condo is shown, featuring a cozy sleeping area with a patterned bedspread. Natural light enters through windows, illuminating the room. A small kitchen island is present, complemented by decorative plants and a seating area with a chair.

4.88 out of 5 average rating, 193 reviews

A Room With a View. Recently Renovated Condo!

If you are looking for a comfortable, easy to access, quiet getaway, then you have found it. This pristine, recently refurbished studio condo has everything you need. Huge 12x12 deck offer additional outdoor space for relaxing. On the 9th green of the Plantation Course. Short walk or bike ride to the beach. You will love the location and the space. Very close to The Waters Edge coffee shop, Ella & Ollies, bike rentals. Sister property to All Inn on Edisto and Cozy Edisto Condo.

A view from the balcony showcases lush greenery and a tranquil pond, with a gentle fountain visible. In the distance, the ocean glimmers under a blue sky. A palm tree stands prominently in the foreground, enhancing the coastal scenery.

4.91 out of 5 average rating, 274 reviews

Hilton Head Beach & Tennis Resort Ocean View!

AMAZING OCEAN VIEW FROM THE BALCONY! Newly remodeled! Perfect for a family or a couple looking to enjoy a great oceanfront resort! Enjoy the site and sounds of the ocean right from the balcony!! This condo is on the second floor with an ocean view, only 5 units back from the ocean, this is a PRIME location! The unit is located in a quiet part of the resort and steps away from the ocean, resort pool, tennis and pickle ball courts. The resort has 24/7 onsite security

Popular amenities for Fripp Island rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 106 reviews

98 Sandcastle Ct

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

Home in Saint Helena Island

4.99 out of 5 average rating, 133 reviews

The Hampton House

A modern three-story home is set within a lush, wooded landscape. The structure features blue siding, white trim, and large windows. A spacious driveway leads to a two-car garage, with an outdoor light fixture adding a welcoming touch to the entrance.

4.95 out of 5 average rating, 170 reviews

Beach close, pool, free golf cart included-79

4.87 out of 5 average rating, 15 reviews

The exterior of a multi-level vacation home features light grey siding and a peaked roof. Balconies are visible on each level, framed by decorative railings. Lush greenery and palm plants are positioned beside the entrance, with a driveway leading to the garage below.

Home in Fripp Island

Waterview paradise on Fripp with a double kayak!

A shaded balcony is furnished with two woven chairs and a small table, complemented by a decorative area rug. Lush greenery is visible beyond the railing, providing a natural backdrop, while large windows allow for ample light to fill the space.

4.98 out of 5 average rating, 122 reviews

Cozy beach house w/Private Heated Pool near park

4.94 out of 5 average rating, 49 reviews

The exterior of the two-story home showcases a spacious porch with stairs leading up to the entry. Lush greenery surrounds the property, including tall palm trees and foliage, providing a natural environment. A light-colored facade reflects a classic coastal style, contributing to the home's inviting appearance.

Home in Edisto Island

Chasing Waves, Pet Friendly, Luxury Edisto Home

4.97 out of 5 average rating, 152 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

Apartment rentals with a pool

4.95 out of 5 average rating, 114 reviews

Wide Ocean View 65"TV Pickleball BAR GYM Tennis

A vibrant sunrise is captured over the Atlantic Ocean, illuminating the horizon with warm hues of orange and yellow. The sun's rays radiate across the calm water, casting reflections on the sandy beach below.

4.96 out of 5 average rating, 208 reviews

Ocean Overlook - The Ultimate Vacation Experience

A boardwalk leads towards the ocean, framed by grassy dunes on either side. The sky displays a blend of warm orange and soft purple hues during sunset. A boat is seen cruising on the water, while gentle waves lap against the shore.

4.8 out of 5 average rating, 108 reviews

Lovely 1-Bedroom Condo with Beach Front Pool

4.85 out of 5 average rating, 257 reviews

A gated pool area is showcased, featuring a clear swimming pool surrounded by lounge chairs and a shaded deck. Lush palm trees and well-maintained landscaping are visible in the background. A table is positioned by the poolside, contributing to a relaxed atmosphere.

Apartment in Sea Pines

South end newly renovated first floor 2 bd condo

A light-filled living area features a white sofa complemented by a blue accent chair. A decorative table with a tray of flowers and a plush area rug enhances the space. Large glass doors open to a balcony, offering expansive views of the ocean.

4.98 out of 5 average rating, 160 reviews

My Blue Heaven, Direct Ocean Front View

A tranquil beach scene is captured, featuring soft sand leading toward shimmering ocean waves. A wooden fence guides the pathway, with grasses gently framing the foreground. The sky is illuminated with warm hues of orange and pink as the sun rises above the horizon.

4.97 out of 5 average rating, 295 reviews

Ocean View! Remodeled! Steps to beach/Pool/Bar

4.78 out of 5 average rating, 148 reviews

condo in Hilton Head Island

The kitchen features light blue cabinetry and a granite countertop. Stainless steel appliances, including a gas stove and microwave, are visible. A small bar area with stools is present, along with open shelving displaying dishes and utensils. Light fixtures provide subtle illumination.

4.88 out of 5 average rating, 175 reviews

Crowe's CrabbyShack

Other holiday rentals with a pool

4.98 out of 5 average rating, 46 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

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, 53 reviews

Palmetto Corner — Ocean Views & Coastal Comfort

Golden sea oats sway gently in the breeze, framing a serene beach landscape. The sandy shore stretches into the distance, dotted with patches of green vegetation. Above, a clear sky meets the horizon, enhancing the tranquil coastal ambiance.

4.97 out of 5 average rating, 72 reviews

Ocean view Sunsets. Steps to the Beach. BBQ & Pool

A private outdoor space features a sparkling pool and raised spa surrounded by lush greenery. A large umbrella shades a dining table with chairs, providing a relaxing area for gatherings. Comfortable loungers are positioned nearby, inviting guests to unwind in a tranquil environment.

4.87 out of 5 average rating, 23 reviews

Coastal Luxury Home Private Pool on Hilton Head

5 out of 5 average rating, 23 reviews

Treehouse in Sea Pines

Luxury Waterfront Tree House | Harbour Town | Pool

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, 86 reviews

Saltwater Zen - A Fripp Island Oceanfront Retreat

A light blue Adirondack chair is positioned on a balcony, offering views of a green lawn and the ocean in the distance. Palm trees frame the scene against a backdrop of clouds and an expansive sky.

5 out of 5 average rating, 32 reviews

Tidewater Shoals, Ocean View! Cards Available