Vacation rentals with a pool in Fripp Island

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Top-rated rentals with a pool in Fripp Island

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

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Top guest favorite

Condo in Saint Helena Island

4.99 out of 5 average rating, 206 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!

Top guest favorite

A well-maintained swimming pool is surrounded by lounge chairs, offering a relaxing space for guests. Lush greenery and palm trees provide a natural backdrop. The building adjacent to the pool features large windows, allowing for ample light and a connection to the outdoor environment.

Condo in Hilton Head Island

4.96 out of 5 average rating, 310 reviews

Ocean View! Steps to beach! Remodeled HHBT Condo!

Newly remodeled just last year! Adorable beach front condo located in HH Beach & Tennis Resort. Watch & listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rental, and a gym. We also provide beach chairs, coolers, boogie boards and coffee! It's all here! The getaway you've been waiting for and deserve!

Top guest favorite

A large swimming pool is surrounded by a spacious deck featuring multiple blue lounge chairs. Lush trees line the background, and a small building is visible nearby. The pool reflects the sky, creating a serene environment.

Condo in Hilton Head Island

4.97 out of 5 average rating, 274 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!

Guest favorite

Apartment in Hilton Head Island

4.82 out of 5 average rating, 175 reviews

Jim's Stunning Direct Ocean Front 2BR Villa

This 2nd floor villa has breathtaking, unobstructed ocean views from the living room and master bedroom. Walk to Coligny! Two bedroom suites (new mattresses and ceiling fans), with separate renovated baths. Beautiful maple hardwood & tile floors throughout. Fully appointed kitchen boasts granite countertops, maple cabinets, and stainless steel appliances. New Washer/Dryer. Jim Says "I personally stay in each of my units to ensure they are maintained to my highest level of expectations."

Top guest favorite

A view of the outdoor area showcases a screened-in porch and a private pool surrounded by lush greenery and colorful flowers. A white umbrella offers shade over seating arrangements, while stone pathways lead through the well-maintained garden.

Guesthouse in Saint Helena Island

4.99 out of 5 average rating, 231 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.

Guest favorite

Condo in Hilton Head Island

4.94 out of 5 average rating, 271 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

Top guest favorite

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

4.98 out of 5 average rating, 184 reviews

Private Island Cottage

Beautiful key west inspired cottage set on a private Island with dock access To the intercoastal water way. Minutes firm downtown Beaufort, 35 miles from Hilton Head Island, 45 miles from Savannah, GA, 60 miles from Charelston. only minutes from great restaurantes and attractionss like: Hunting Island state park and3 public golf coures. Swimming, fishing, kayaking or canoeing (equipment provided), or just relax on one of the docks or porches. You can do as much or little as you desire.

Top guest favorite

A spacious beachfront pool area is surrounded by palm trees and landscaping. Lounge chairs are arranged along the pool's edge, inviting relaxation. The clear blue water reflects the surrounding greenery, creating a tranquil setting for guests to enjoy during their stay.

Condo in Hilton Head Island

4.97 out of 5 average rating, 179 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball | BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! 100% New Luxury Renovation Oceanfront Balcony HGTV Featured Decorator KING BED + 75" & 65" SmartTV s ✨Airbnb top 5% Home ✨ Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR+Elevator Beach Chairs, Boogie Boards, Ice Chest & More RESORT Beachfront Pool Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball 2nd Pool Bike Rental Gated w/24 Hour Security Free Trolley Stop Bradley Beach

Top guest favorite

A spacious pool area is surrounded by lounge chairs, with the calm water reflecting the blue sky. Lush palm trees border the area, contributing to a relaxing atmosphere. A nearby building is visible in the background, showcasing multiple floors and greenery.

Condo in Hilton Head Island

4.99 out of 5 average rating, 163 reviews

Ocean Overlook II - The Penthouse Experience

LUXURIOUS, PENTHOUSE, 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! 4TH FLOOR (TOP FLOOR)! PRIVATE BALCONY! MILLION DOLLAR OCEAN VIEWS! SPA SHOWER! 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**

Top guest favorite

An expansive pool area is featured, surrounded by lounge chairs and umbrellas. The clear water reflects the blue sky adorned with scattered clouds. Guests are seen enjoying various activities in and around the pool, with greenery visible in the distance.

Condo in Hilton Head Island

4.99 out of 5 average rating, 396 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.

Top guest favorite

A bright dining area offers a view of the ocean through open doors leading to a private beachfront balcony. Coastal décor is present on the round table, complemented by neutral tones and natural light streaming in from the outdoors.

Condo in Hilton Head Island

4.97 out of 5 average rating, 311 reviews

Oceanfront Luxury KING BED 65"TV Pickleball Tennis

PANORAMIC OCEANFRONT VIEWS! Beachfront Balcony ✨Top 5% of Airbnb✨ Beachfront Pool, Bar & Grille FREE Tennis, Gym, Pickleball, Basketball, Volleyball & More HGTV Decorator Renovation KING BED (2) 65" SmartTVs Spa Bath w/Walk-in Shower Expanded Bedroom w/Blackout Sleeping Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More 4 Boardwalks 3 Restaurants Sports Bar Bike Rentals on Site Gated 24/7 Security Island Seasonal Trolley Stop Bradley Beach

Superhost

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.

Apartment in Fripp Island

4.87 out of 5 average rating, 343 reviews

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!