94,639 properties available

Located in Johns Island, South Carolina, United States. Stunning, spacious renovation in the heart of Kiawah Nestled among stately oaks and tropical palms, 105 Pleasant Valley is an immaculate 5-bedroom property that boasts the paramount qualities of life on Kiawah Island. The home's exclusive location within Vanderhorst Plantation beyond the second security gate assures serene relaxation. The neighborhood's popularity is accentuated by its proximity to desirable amenities including the Sanctuary and Turtle Point golf course, but most notably the home is a 4 minute bike ride/ 10 minute walk along a beautiful tree-canopied path (known as the "Allee of the Oaks") directly to the beach access. Lagoon and golf course views extend across the borders of the sweeping back lawn, seamlessly integrating the coastal foliage of the Island into the exterior design.Showcasing extensive renovations, this home features a spacious open floor plan. The vaulted ceilings throughout the entirety of living spaces create a bright and airy atmosphere for family ga

Located in Kiawah Island, South Carolina, United States. New Listing! Crown Jewel Luxury Home, private pool, golf view, 5 min to beach Fully renovated in both 2020 and 2023 to include many customized and handmade European touches (too many pics to fit on most sites, check out our company site for more!). 217 Glen Abbey, lovingly named Casa Gio, is a gorgeous 5 bedroom home sitting on a very private, large, and wooded lot. A five-minute walk along the Vanderhorst Allee of Oaks takes you right on the beach. The house boasts a panoramic view across the pond and the 5th hole of the Turtle Point golf course. The attention to detail and abundant natural light is evident throughout the home. The open great room features handcrafted cabinetry and built-ins. The custom dining table sits 10-12 guests. Gaze out of the large picture windows and patio doors looking out to the deck and the new saltwater infinity edge pool (can be heated for $75 per day) It has also been enlarged to accommodate a comfortable lounging area and ample outdoor cooking space

Located in Kiawah Island, South Carolina, United States. 5 Star Reviews! Great Family Home w/ Lagoon Views!! Perfect for Extended Stays! Welcome to 24 Marsh Edge Lane. The Madison House is a lovely 4BD/3.5BA abode right in the heart of Kiawah Island. A true southern charmer, from the classic lowcountry porches to the serene lagoon views, you'll find everything you're needing for the perfect island getaway. Featuring rich Carolina blue hues and modern coastal decor, this open-concept home comes complete with a spacious master suite on her main floor along with large walk-in shower.Up the stairs, you’ll find three more bedrooms two with private bathrooms, one king bed and the other a queen. Between these two suites is a great space featuring a set of twin bunk beds. All in you can comfortably accommodate your group of eight. Enjoy your morning coffee among the trees on the sweet screened porch or take in lagoon views from a rocker on the wrap-around porch. Proximity is everything and its just a short 10- minute bike ride to the beach!As ou

Located in Kiawah Island, South Carolina, United States. 7 Rhetts Bluff: 6 Bedrooms, Pool & Dock, River & Marsh Views, Bike to Beach Enjoy the quintessential Kiawah Island experience in this magnificent 6,000 square foot home with breathtaking views of the Kiawah River and tidal marshes from every room. Located at the easterly tip of exclusive Rhett’s Bluff, and surrounded by water on three sides, this 6 bedroom/6.5 bath retreat offers privacy, security and exclusivity unique even to Kiawah. Features that allow guests the optimum connection with the home’s natural surroundings include an outdoor swimming pool, deck and spa, a large screen porch with additional dining accommodations, and a dock. The property, named “Moon River” by its owners for the spectacular moonlit evening views over the river and marshes, features an open and spacious floor plan with high ceilings, elevator access at every level, a family room, sitting room and library, and a beautifully appointed kitchen with granite countertops, built-in refrigeration, ice machine, t

Located in Kiawah Island, South Carolina, United States. 147 Hooded Merganser: Home with Pool & Guest House, Bike Credit Take advantage of special beach gear and bike credit! This Kiawah Island vacation rental features 5 bedrooms, a private heated pool, large gathering areas, and a main house and guest house. The recently renovated home is about a 9-minute walk from the beach. The home’s lovely great room offers vaulted shiplap ceilings, plenty of seating, a flat-screen TV, and access to the screened porch. The great room spills into the dining area which has a gorgeous wooden table with seating for ten. Additional dining space for is available in the breakfast room or at the kitchen island. The gourmet kitchen is fully equipped with two sinks, a Wolf gas oven and reclaimed cypress hood, honed quartz countertops and backsplash, and custom white cabinetry. You will find everything you need (and more!) in this kitchen fit for a chef. Two of the property’s five bedrooms—both master suites—are in the main house. The first master bedroom offe

Located in Kiawah Island, South Carolina, United States. 57 Ocean Course: 5BR Home, Pool & Spa, Dog-Friendly, Beach Gear/Bike Credit As of October 2023, there is a new house being constructed at the adjacent property, we do not have the project details or timeline, and current rates are reflective of this information.This spectacular 5-bedroom Kiawah Island vacation rental is located directly across the street from the famed Ocean Course, steps away from the beach access point, and is less than a 7-minute walk to the sand. With a private pool, spa, elevator, and decks off almost every room (including a screened porch), this home has it all for a memorable vacation. Enter this house and immediately be awed by the light and bright four-story staircase connecting all the floors. The main living areas are on the second floor. To the left is a sitting room, with sliding doors onto a deck facing the front of the house. To the right is the dining room, also with sliding doors to another deck. Continuing through the house you will find the very lar

Located in Kiawah Island, South Carolina, United States. Premier Golfside Getaway | Coastal Gallery Permit Number: RBL23-000153The Space: Discover Coastal Gallery, a charming 4-bedroom, 3.5-bathroom retreat on Kiawah Island's Turtle Point Golf Course. Situated by the 8th hole, this family-friendly haven offers serene lagoon views and a seamless blend of indoor and outdoor living.Inside, enjoy a fully equipped kitchen with countertop seating and a dining table for six. The double-height living room, filled with natural light from skylights, features a large Smart TV for relaxation.The screened-in porch invites al fresco dining, while the expansive deck is perfect for sunbathing and watching golfers. A private second-floor study includes a work area, Smart TV, and a library of beach reads.First-floor guest rooms boast king-sized beds, deck access, and ensuite bathrooms. The kids' room offers four twin beds and an ensuite. Upstairs, the primary suite includes a king-sized bed, Smart TV, and a luxurious ensuite with a soaking tub and walk-in sho

Located in Kiawah Island, South Carolina, United States. Kiawah Exclusives: 0 Ocean Course Enjoy stunning low country views and a short 5-minute walk to the beach at this 5-bedroom, 4.5-bathroom vacation home in Vanderhorst Plantation. This home offers many wonderful outdoor spaces featuring a spacious, private pool, 2 expansive decks, balconies, a screened porch with a built-in grill station! The first-floor features 4 guest bedrooms, 3 bathrooms, and den area all with expansive marsh views. The first bedroom includes a king bed with a private bath and flat screen TV. The second bedroom includes a private bath, den area with TV and sliding door access to an open deck. The remaining two bedrooms share a bathroom, one with a queen bed and one with 2 double beds. The main floor is the second level, consisting of a large living area, spacious kitchen, and open dining area. Offering panoramic vistas of the marsh, tidal creeks and ocean, the living area offers lots of natural light and comfortable furnishings to accommodate a group of 10. The u

Located in Kiawah Island, South Carolina, United States. Expansive Luxury 5 Bed at Kiawah Island Golf Resort- Private Pool w/ Large Patio Discover the pinnacle of coastal luxury at this breathtaking 5-bedroom vacation rental located at 9 Grey Widgeon behind the gates of the prestigious Kiawah Island Golf Resort. With a private pool and stunning views of Blue Heron Pond and maritime forests in a nature-rich setting, this is sure to be the ideal choice for your next beach and golf vacation near Charleston, SC.Enter the home into the bright and open main living space decorated in a clean, contemporary, coastal vibe complete with gorgeous, coffered ceiling, hardwood floors, high end furnishings, and large TV. The upgraded kitchen, which is an ideal spot for hosting, has new appliances including a few standouts like dual ovens, a gas range with flat-top grill, and a standalone ice-maker, as well as a large central island with three counter-height chairs. The dining area has floor-ceiling windows, allowing in an abundance of natural light and s

Located in Kiawah Island, South Carolina, United States. Brand new pool, central location New pool pics! 50 Burroughs Hall is situated on a quiet cul-de-sac behind Kiawah's second security gate. Its location is close to many world-class amenities, including Turtle Point golf course and The Sanctuary Hotel. The beach is just a short bike ride away on a dedicated bike path. Or head over to nearby family friendly Night Heron Park with a playground and nature center for kids to explore! A brand new fenced in swimming pool makes this the perfect vacation spot (pool can be heated for an extra fee). All new furnishings and landscaping around the pool area make this a personal haven for relaxation! Built in the classic style of the elegant Charleston house this Hardie plank home welcomes family and guests onto its front facing piazza, through its grand front door into an airy first floor. The interior design is enhanced with beautifully elegant features, including rich Brazilian hardwood flooring, high ceilings, elegant trims and moldings, and p

Located in Kiawah Island, South Carolina, United States. New Listing: Luxurious Home with Pool and Guest House on Kiawah Welcome to 44 Trumpet Creeper, a sophisticated 4-bedroom, 4.5-bathroom Kiawah Island home with a pool that offers the perfect retreat for your next family vacation! Nestled within the exclusive Vanderhorst Plantation at Kiawah Island Golf Resort, this premier rental is an ideal spot to savor every season on the island, surrounded by the unique Lowcountry landscape and minutes from private resort beaches and the Atlantic Ocean.This stunning home, situated on the corner of Governor’s Drive and Trumpet Creeper, provides an unmatched sense of privacy and seclusion. The main house and guest house feature meticulously designed interiors with plantation shutters, 10 ft ceilings, hardwood flooring, and floor-to-ceiling windows that fill the space with natural light. The main house offers an updated kitchen with marble countertops, an eat-in breakfast nook, and wet bar that opens up to the spacious living room and dining area with

Located in Kiawah Island, South Carolina, United States. 20 Surfsong: 4BR Home, Across Street from Beach, Credit for Bikes/Beach Gear Take advantage of special beach gear and bike credit! This Kiawah Island vacation rental offers four bedrooms, nearly 3,700 square feet of living space, proximity to the beach, and expansive lagoon views. The home is a quick 2-minute walk to the beach. When you enter the main living space, you will immediately notice the high ceilings and large picture windows showcasing views of the lagoon. The living area, a perfect place for gathering, offers an L-shaped sofa, stylish accent chairs, and a wall-mounted TV. The living area flows into the dining room with seating for six. Additional dining space for six can be found on the screened porch. The breakfast bar also offers seating for three. Enjoy preparing your vacation meals in the fully-equipped kitchen, featuring crisp white cabinetry, a gas range, and a bar area with a wine cooler. Just off the kitchen, you’ll find an additional living area with a comfortable

Located in Kiawah Island, South Carolina, United States. 542 Bufflehead: 4BR Home, Private Pool, Golf & Lagoon Views, Bike to Beach Take advantage of special beach gear and bike credit! This Kiawah Island vacation rental, located in the desirable Egret Pintail community, offers 4 bedrooms, a private pool, and views of Osprey Point golf course and Egret Pond. The home is about a 12-minute bike ride to the beach. When you enter this home, you will immediately appreciate the abundance of natural light and professionally selected décor. Like almost every rear-facing room in the home, the living area boasts lovely views of the golf course and Egret Pond. The living room has comfortable seating and spills out into the dining area and kitchen. The dining area features a gorgeous table with seating for eight and access to the screened porch. The gourmet kitchen has a large island with barstool seating for four, professional-grade stainless steel appliances, and everything you will need to prepare your vacation meals. The master suite, located on t

Located in Kiawah Island, South Carolina, United States. 5200 Sq Ft of Luxury! Vanderhorst Home with Private Pool and Hot Tub Nestled away in Vanderhorst Plantation, this property is surrounded by the lush nature and beauty that Kiawah has to offer. Find yourself at this beachside escape with immaculate golf course, and Canvasback lake views, and experience complete serenity. The home is exclusively designed with luxury in mind, from the 5,200 square feet, coffered ceilings, modern and updated furniture, and an infinity-edge private pool and hot tub, what more do you need to enjoy the magnificent Kiawah Island and Atlantic coast.The home boasts grandiose decor and is spacious within every room. The intricate detail is sure to be noticed with the architectural touches and modern furnishings. The first floor of the home includes the main living room, formal dining room, kitchen, billiards rooms, and many more areas for sitting and relaxing. The open concept floor plan makes the flow throughout the home seem endless with so many options to dine

Located in Kiawah Island, South Carolina, United States. Stunning Kiawah Oceanfront Luxury Rental Live the dream! As the owner's primary residence, this limited 10-week rental is impeccably maintained and constantly improved. The reviews speak for themselves. It boasts direct beach access, stunning ocean and golf views from multiple decks, a private pool and spa, a gourmet kitchen, and seven bedrooms with ensuite bathrooms. The main level includes the living and dining room, kitchen and breakfast room, media room with 80” flat-screen TV, king bedroom with bathroom, and powder room. The second level houses the oceanfront master suite with a king bed and private bathroom, a king bedroom with private bathroom, a queen bedroom with private bathroom, and a spacious laundry room with two sets of washers and dryers. The third level offers a family suite with king bedroom and four bed bunkroom, which share a bathroom, as well as a second oceanfront master suite with king bed and bathroom. The ground level offers a four car garage, storage for golf c

Located in Kiawah Island, South Carolina, United States. New Listing!! 6 Bedrooms/6.5 baths! Private Pool/Spa! 6 Minute Walk to Beach!! The Vista House on Kiawah Island...She’s a stunner! Sitting pretty on the edge of Kiawah’s picturesque marshes and bordering Bass Creek, The Vista is a marvel inside and out featuring 6 bedrooms and 6.5 bathrooms with a private pool and a short walk to pristine beaches. Our newest premium property, The Vista is a true island oasis expertly decorated and carefully curated throughout. Enter on the main floor to a bright, open living space blending bright whites and neutrals with warm woods and soothing textures. Ready for a dinner party, the spacious gourmet kitchen with butler pantry spans seamlessly into the dining area. With a king bed and and private bath, the first of six bedrooms is on this main floor along with a powder room and large open floorplan. Up the stairs, you’ll find the luxurious master suite complete with ensuite bath featuring a soaking tub and walk-in shower. The second floor houses two ad

Located in Kiawah Island, South Carolina, United States. Brand new 2024 build, central location 349 Governors is a brand-new vacation home with the perfect mix of modern and cozy coastal charm. This family-friendly home features a pool with a safety fence, spacious bedrooms and modern baths, a large dining area, and a screened porch. This stunning property is not only sleek, trendy, and eye-catching but focuses on functionality and family-friendly fun. The master bedroom transports you to a tropical oasis with a boho Bali aesthetic. The second primary bedroom features a cozy atmosphere and access to the upstairs tanning deck. Additionally, there is a bonus room that can be used as a bedroom featuring a pull-out couch, or an office space and entertainment room based on your needs. 349 Governors is a home perfect for all. The home enjoys a picture-perfect Lowcountry setting on a peaceful lagoon, surrounded by grand oaks, pines, and palmettos providing privacy and peaceful surroundings. A popular bike ride down a paved path would be over to th

Located in Kiawah Island, South Carolina, United States. 4BR, 3BA renovated Vanderhorst home on a pond Large, bright clean open concept home with plenty of space to spread out, relax and enjoy the natural beauty of Kiawah Island. Bathrooms renovated and entire home painted inside and out in 2020. This home is typically not on the rental market but available exclusively for a long term winter/spring rental. Access to Kiawah Island Club available with 3+ month rental.Three queen bedrooms downstairs with luxury linens from Europe, Sferra towels, and NEST bath products. Upstairs bedroom has two double beds, two twin beds and one trundle day bed (two twins) with a full bathroom including free standing shower and separate bathtub. Our favorite rooms in the house are the sitting room for coffee in the morning overlooking the pond, as well as the screened porch, perfect for a large group to grill and enjoy Kiawah’s perfect evenings over dinner. House has a fully stocked kitchen for the gourmet cook. Upstairs you will enjoy a separate TV loft area or

Located in Johns Island, South Carolina, United States. Kiawah Island, 5 Bdrs, 4 Bath, 3054 sf, golf course view, walk/bike to beach LUXURY HOME NEWLY REMODLED... We'd love to host your next family beach vacation or group getaway! Your stay will be relaxing yet full of fun at this beautiful open concept home; newly remodeled throughout entire home. Located on Cougar Point's 11th Tee Box with only a short distance to beach (3 minute bike ride/7 minute walk to Boardwalk 12) and easy access to bike trails as well as Kiawah Island parks. Home is in a private location down a driveway that gets you off the main road. Kitchen is amazing with all new high-end appliances, high-speed WiFi, and hardwoods throughout entire home. Home has luxurious feel yet comfortable and cozy (including gas fireplace in family room) in all areas. Home has 5 bedrooms (all with cable television) and 4 full bathrooms. Home is big enough to spread out and relax by yourself, but open enough for everyone to enjoy each others company in the same space.NO SMOKING PLEASE...

Located in Old Saybrook, Connecticut, United States. Beach House steps to private beaches in sought after location! You will fall in love with this beautiful beach house in the sought-after Indian Town beach. Beautiful views of Harvey Beach, a comfortable outdoor area to relax and spend time with your family, two private beaches with a harbor that has panoramic views of Long Island Sound less than a 2-minute walk away! Enjoy the small-town feel of a great community where you can walk bike, swim. Spectacular low tides await you!Restaurants, outlets, and attractions all nearby. Perfect location to explore the Ct Shoreline.This home is our happy place, and we look forward to sharing it with you!Important - House is Fema Certified, so the living area is on the upper level. There is not ground-level living space, and there is an exterior staircase. Small well-trained pet welcome! An additional deposit/cleaning fee,Important Note: Garage is storage, not for parking guest automobiles. Golf cart is not available for use.

Located in Essex, Montana, United States. Downtown Essex Apartment - Steps to River! Embrace the essence of small-town living at this renovated apartment in the heart of Essex Village. With all the character and charm of a historic home, this 1-bedroom, 2-bathroom vacation rental offers river views, a private patio, gas grill, outdoor seating, and used to be the historic light and power building. The property is within walking distance of shopping, restaurants, nightlife, and museums. It is the perfect place for a Connecticut retreat, what are you waiting for? Book now!-- THE PROPERTY --Water View | Smart TVs w/ Cable | 1.4 Mi to Essex Steam Train & RiverboatBedroom (Loft): Queen Bed | Living Room: Sleeper SofaINDOOR LIVING: Telescope, spiral staircase, widow’s walk (shared)OUTDOOR LIVING: Lower patio w/ gas grillKITCHENETTE: Cooking basics, dishware/flatware, mini refrigerator, 2 microwaves, hot pot, Nespresso combo espresso machine & pod coffee maker, toaster GENERAL: Free WiFi, linens/towels, washer/dryer, central air condi

Located in Essex, Montana, United States. Essex Village home within walking distance to downtown. Take a break and relax at this private home located in historic Essex Village. One of the most desirable locations in Essex, CT. Your getaway is within walking distance to downtown shopping, restaurants, and riverfront marinas as well as town parks, tennis courts, the Essex Library and local land trust properties.Come enjoy all that Essex has to offer, all while relaxing in your own private house.

Located in Old Saybrook, Connecticut, United States. Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included Escape to this ultimate beachfront retreat at our beautifully updated home, where cooling sea breezes and the warmth of modern amenities await. With comfortable sleeping arrangements for up to 12 guests, you’ll create lasting memories against the backdrop of the Long Island Sound.Beachfront Bliss:Step onto the deck and immerse yourself in the tranquility of your private beach area. Marvel at the stunning views as you soak up the sun, and for even more space to unwind, access the expansive Chalker association beach just to your right.Open Concept Living:Inside, our 1100 sqft open-concept layout seamlessly combines the kitchen, living room, and dining area. The result? An uninterrupted view of the vast Long Island Sound. The dining area comfortably seats 10, and for outdoor dining, there’s room for 12. The kitchen is fully equipped with new stainless steel appliances, including an ice maker fridge and stove. You’

Located in Westbrook, Ohio, United States. Beach Cottage, > .5 walk to beach, quaint, Beach community Welcome to your adorable beachside haven in Westbrook, CT! This quaint getaway is recently renovated and freshly painted to match its charming beach community. The coastal design exudes a bright and light ambiance that perfectly complements the salty beach setting. With two bedrooms featuring one queen beds and a pull-out sofa, it's a great spot for families or friends looking for a serene getaway. Do you have a larger group? Rent the front unit as well! After a day at the nearby beautiful beaches or enjoying the stunning views of the Long Island Sound, you can grill up a feast and dine al fresco in the sea breeze. The space is complete with modern amenities like a dishwasher and cleaning products for your convenience. Remote workers will appreciate the relaxing workspace with free internet and a TV. With both Middle Beach just a 5-minute walk away and Quotonset Beach a short 4-minute drive, you have the best of the coast at