Pool and Spa Vacation Rentals

Discover Your Island Lifestyle !


Properties Available 44 properties available
Welcome to 618 Harbour Oaks! This second floor 2 bedroom / 2 bathroom St. Simons Island condo rental was beautifully remodeled in 2020 and is new to the vacation rental market.  Featuring an open living floorplan within a private gated community, 618 Harbour Oaks has everything guests will need during their St. Simons Island getaway! 
Harbour Oaks 618
Condo
$282.50 / per night avg
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.7 (32)
Welcome to Pier Serenity Cottage at 106 Strachan Ln! This beautiful custom built 3 bedroom / 4.5 bathroom oceanfront home is one of our many St. Simons Island rentals with a private pool and has views of the Atlantic Ocean, Jekyll Island and the St. Simons Pier that will take your breath away. Guests of this ocean front retreat only have
Pier Serenity Cottage
Home
$870.00 / per night avg
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 6 guests
Rating 4.9 (60)
Welcome to the Pelican Cottage!  This magnificent custom built East Beach cottage is the perfect island escape for guests to live a luxury island lifestyle as well as enjoying everything that St. Simons Island has to offer.  Located at the corner of 15th St and Ocean Blvd, guests will have quick and easy access to the Gould's Inlet Be
New Listing! New Listing!
New Listing!
Pelican Cottage
Home
$2,345.00 / per night avg
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 14 guests
Welcome to Wading Inn (formerly named the Enchanted Cottage) !  Any group gatherings and events at this property are limited to the number of occupants (16 persons). Gatherings and special events such as weddings, rehearsal dinners, etc. are not permitted. Sorry, pets are not allowed Linens (Bath towels & bed sheets) provided Check In: 4:0
Wading Inn
Home
$1,295.00 / per night avg
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 16 guests
Rating 5 (41)
When the combination of elegance and oceanfront living speaks to your travel taste and style, a stay in Emmeline Cottage is bound to be an inspiring choice when your plans  have you visiting St. Simons Island. This stunning 6-bedroom, 6.5-bath coastal cottage is a multi-level dream come true that can easily welcome up to 14 guests at a time.Wh
Emmeline Cottage
Home
$1,422.50 / per night avg
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.8 (18)
Bright, spacious, and airy accommodations near the beach are yours for the enjoying when you book into Dixie Sunrise for your next exciting getaway to sensational St. Simons Island. This multi-level home features 4-bedroom and 4.5 baths, ideal for welcoming up to 10 guests at a time.   Any group gatherings and events at this property are
Dixie Sunrise
Home
$982.50 / per night avg
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (69)
Welcome to Octopus Odyssea!  Perfectly situated on 3rd Street in the much desired St. Simons Island East Beach neighborhood and a 1/4 mile to the 3rd St. beach access, Octopus Odyssea offers its guests a wonderfully remodeled 4 bedroom / 3.5 bathroom home with a brand new heated pool.    Any group gatherings and events at this p
New Listing! New Listing!
New Listing!
Octopus Odyssea
Home
$737.50 / per night avg
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (3)
Welcome to Island Escape at Fern!  Island Escape at Fern is a beautiful home, centrally located on St. Simons Island down a private street overlooking the marsh.  This home is a beautifully designed, spacious, modern home with a fantastic pool. The perfectly landscaped ground floor offers outdoor seating, corn hole platforms, ring toss, a
New Listing! New Listing!
New Listing!
Island Escape At Fern
Home
$525.00 / per night avg
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (4)
When a tropical beach getaway is on your mind and you’re looking for accommodations that bring the luxury, comfort, and privacy to match, booking time in Casa de Playa is a perfect solution! This 4-bedroom, 3-bath St. Simons Island rental with a pool can easily accommodate up to 8 guests at a time as well as two dogs for those that
Casa De Playa Pet Friendly
Home
$605.00 / per night avg
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (87)
Welcome to the Atlantic Cottage!  Newly constructed and professionally furnished, the Atlantic Cottage has everything guests are looking for in the next St. Simons Island getaway!  Offering 4 spacious bedrooms and 3.5 bathrooms, the Atlantic Cottage will allow guests to put their toes in the sand after a convenient 200 step walk 
Atlantic Cottage
Home
$550.00 / per night avg
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 (14)
Welcome to the Oak Beach Cottage! Nestled on a quiet street just a 4 minute walk to the St. Simons Island beach, this custom built home has it ALL!  The large 30x18 swimming pool and spa (can be heated upon request for an additional fee) is a resort like escape for guests to enjoy the large backyard space with tropical palm trees and a po
Oak Beach Cottage Pet Friendly
Home
$787.50 / per night avg
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (31)
Welcome to 337 Beach Club! This recently updated 2BR/2BA condo is located at the St. Simons Beach Club resort and is one of our many oceanfront condos on St. Simons Island.Sorry, pets are not allowed.Linens (Bath towels & bed sheets) as well as pool/beach towels providedCheck In: 4:00pm    Check out: 10:00amVillage area (7 m
Beach Club 337
Condo
$250.00 / per night avg
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (62)

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