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Fripp Island, SC 5+ Bedroom Vacation Rentals

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93 rentals found
FrippLife, Walk to Beach, Golf Cart Incl...

Head to the coast with family and friends and savor a calming hideaway in this huge Fripp Island home. This property offers 5 bedrooms all with new cooling memory foam beds (purchased in the summer of 2025) and 3 bathrooms with more than enough room...

  • Fripp Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
705 Silverside Road - New to VRBO! Resor...

Oceanview Grandeur: 705 Silverside - A Cavernous 8-Bedroom Retreat for Sizable GroupsDiscover the epitome of roomy oceanview living at 705 Silverside, a well-designed two-story home located in the heart of Fripp Island. This huge getaway offers...

  • Fripp Island
  • 8 Bedrooms
  • 5 Bathrooms
  • Sleeps 29
Oceanfront, elevator, 5 bedrooms, 4 KING...

Leeward is the ideal home for your beachfront family gathering! This 5-bedroom, 4-bath home offers broad vistas of the beach, room for huge gatherings, space for multiple generations to spread out, and a warm, calming environment. We have an...

  • Fripp Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Stunning 5 Bedroom Home, Short Walk to B...

The guest who books the reservation must be 25 years or older and must be present for the length of the stay in the property.New Home! New - 3,100 Sq Ft 5 BR, 3 1/2 BA home! Come and appreciate everything Fripp Island has to offer in this brand...

  • Fripp Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Gorgeous Oceanview Fripp Home on Golf Co...

New to the Steel Magnolia in 2025 - a striking reclining leather sectional, new cushioned rockers for the front porch, and both decks have been replaced. We look forward to hosting your family in our alluring Fripp home. Welcome to Steel Magnolia...

  • Fripp Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
2nd Row Home, Ocean Views, Golf Cart Inc...

Located on the esteemed Marlin Drive and located between swaying pines and calming palms this home is conveniently located just steps from beach access number 4. The property includes roomy shaded porches for outdoor enjoyment, and beautiful ocean...

  • Fripp Island
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
Discounted Rates for Remaining Fall and ...

Elegant beachfront home with gorgeous ocean vistas! New to the rental market and newly refreshed. Be one of the first to discover the ultimate beachfront getaway in this striking Fripp Island home. Savor the sunrises with your coffee, the sunsets...

  • Fripp Island
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
Bella Acqua - Ocean Views, Golf Cart inc...

Ideal for your enormous group hideaway or family reunion, Bella Acqua is the ideal getaway to accommodate sizable events.  This home offers striking ocean vistas from the 2-story, main living area and is mere steps from a boardwalk beach access. ...

  • Fripp Island
  • 7 Bedrooms
  • 8 Bathrooms
  • Sleeps 23
Oceanfront! Beach at High Tide! Sleeps 1...

Flash Sale: Available Dates: in September, October and November!!Welcome to SandCastle—your front-row seat to Fripp Island’s most handsome sunrises.With striking, unobstructed ocean vistas from every room, this cavernous and newly refreshed home...

  • Fripp Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 11
778 Marlin Drive - New to VRBO! Resort A...

778 Marlin is a gorgeous beachside getaway that effortlessly combines ocean vistas with beautiful golf course vistas. This enchanting six-bedroom, six-and-a-half-bathroom home has undergone broad renovations, making it the ideal destination for a...

  • Fripp Island
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
716 Swordfish Road - New to VRBO! Resort...

716 Swordfish is a enchanting two-story ocean-view home located in the heart of Fripp Island. This six-bedroom, four-bath home comfortably sleeps 14 and is ideal for family gatherings, groups or weddings. First floor includes a kitchenette, living...

  • Fripp Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
18 Fiddlers Cove - Resort Acess and Golf...

18 Fiddlers Cove is a enchanting five-bedroom, four-bathroom home located just over the bridge in the gorgeous Fiddlers Cove area. Located in a secluded cul-de-sac and surrounded by tall trees, this home is the ideal destination for a Fripp Island...

  • Fripp Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
425 Ocean Point Lane - The Ocean is your...

This Ocean Front home has the best front row seat to every sunrise and sunset with an abundance of natural light and stars at nighttime. A expansive view of the ocean from nearly every window in the home, you will surely be delighted! Located on a...

  • Fripp Island
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
NEW to VRBO - Stunning Views - Fripp Isl...

GREAT FOR LARGE FAMILY GATHERINGS and GOLF GROUPS - This 5 bedroom, 3.5 bathroom home sleeps 14. Ascending the stairs and through the front door, you're welcomed into the heart of coastal comfort and relaxation at 332 Ocean Point. This cavernous...

  • Fripp Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
Stunning Oceanfront Fripp Island Home! -...

416 Tarpon is a elegant two-story oceanfront home located in the heart of Fripp Island. This six-bedroom, four and 1/2 bath home is ideal for bigger families, as it comfortably accommodates up to 14 people. Features include an open floor plan with a...

  • Fripp Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Flexible booking! Oceanfront, 5 bedrooms...

Fantastic beachfront home with ocean vistas from all of the bedrooms, kitchen, dining area, family room, sunroom and 2 sizable decks. Open floor plan with plentiful living space, indoors and outdoors. Great layout so that 2-3 families can share the...

  • Fripp Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Located in Heart of Fripp Island. Short ...

Welcome to the new and improved "Oceanside Beauty" on Rock Beauty and Tarpon Blvd.We freshly purchased this additional enormous beach home (2025) and had it professionally decorated! We painted, added new furnishings, added more living space to the...

  • Fripp Island
  • 8 Bedrooms
  • 5 Bathrooms
  • Sleeps 24
Oceanfront, Two golf carts included- Cal...

NEW FURNITURE-GORGEOUS NEWLY RENOVATED LIGHT BLUE WALL BEACHY INTERIOR DESIGN:  Welcome to your best BEACH FRONT Fripp Island vacation ever! Located on one of the best tons and by far the best location and beach section the island has to offer! 6...

  • Fripp Island
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 16