Entire home

Upscale East Beach & Pool

Photo gallery for Upscale East Beach & Pool

A dining area with a wooden table and wicker chairs, a chandelier, and white cabinetry with glass doors. - Upscale East Beach & Pool (St Simons Island)
A kitchen with white cabinets, a central island, and three stools. - Upscale East Beach & Pool (St Simons Island)
A wooden deck with outdoor seating, a grill, and a covered area with a railing. - Upscale East Beach & Pool (St Simons Island)
A two-story house with a front porch, a green door, and a staircase leading to the entrance. - Upscale East Beach & Pool (St Simons Island)
A spacious living room with a wooden coffee table, a sofa with patterned cushions, a striped armchair, and a television on the wall. - Upscale East Beach & Pool (St Simons Island)
Upscale East Beach & Pool provides amenities, such as golfing on-site and a water park. Guests can connect to free in-room WiFi.

Entire home

4 bedrooms5 bathrooms257 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
The current price is NZ$2,852
includes taxes & fees
28 June - 29 June

Add dates for prices

About this property

Upscale East Beach & Pool

  • Step back in time while enjoying all the modern comforts at Spyglass House, a beautifully preserved 1940s gem on St. Simons Island. With its timeless vintage charm and thoughtful updates, this enchanting retreat promises a truly memorable stay for the whole group.

    [Special Discounts]
    Enter these dates to see discounted rates:
    June 14-19, 2026 (up to 5 nights)
    June 28-July 2, 2026 (up to 4 nights)


    THE SPACE
    Spyglass House offers an open-concept living area with a large smart TV, dining seating for eight, and a fully equipped kitchen with every gadget you need to prepare meals at home. Upstairs, the charming Spyglass Room features treetop views overlooking the marsh and a queen sleeper sofa for extra flexibility.

    Sleeping Arrangements – Sleeps 10

    Main House:

    • Bedroom 1 – The Green Room: King bed, TV (sleeps 2)

    • Bathroom 1 – Ensuite, shower

    • Bedroom 2 – The Yellow Room: Queen bed (sleeps 2)

    • Bathroom 2 – Ensuite, combination tub/shower

    • Bedroom 3 – The Pink Room: King bed (sleeps 2)

    • Bathroom 3 – Ensuite, Shower

    • Spyglass Room (Upstairs) Queen sleeper sofa, treetop marsh views (sleeps 2)

    • Half Bath: Located off the kitchen

    Guest House:

    • Bedroom 4 - King bed, TV (sleeps 2)

    • Bathroom 4 – Ensuite, shower

    • Sitting Area: Full kitchen, full-size refrigerator, outdoor gas grill

    Outdoor Amenities

    Both the main house and guest house feature gas grills for alfresco dining. Cool off in the private pool, surrounded by lush landscaping and coastal breezes.

    Location & Views

    Nestled on Ocean Road overlooking the marshes of Glynn, Spyglass House treats you to some of the most picture-perfect sunsets on the island. You'll feel kissed by golden light as the sun dips below the horizon each evening.

    Whether you're gathering for family time, celebrating a special occasion, or simply escaping to the coast, Spyglass House offers the perfect blend of nostalgia, comfort, and island magic.

    Why Stay on East Beach:
    The stretch of beach along the ocean side of St. Simons Island is known as East Beach. A quant neighborhood of single-family homes begins at the access point of the U.S. Coast Guard Station at the northern tip and ends at the southern point of Gould's Inlet by access of Bruce Drive, which runs down the center of East Beach. The Coast Guard Station houses the present home to the World War II Home Front Museum.

    MORE INFO
    Beach Gear Included!: This home offers beach gear such as beach chairs and beach towels FREE for your use! Bikes, carts, paddleboards and more are available for rent locally, discount included. There are no fees or surcharges attached to your reservation.

    Pets: This home is dog friendly for dogs 25lbs or less with $250 pet fee, 2 dogs max. Unfortunately we can't host puppies < 1 year old or breeds known to insurance carriers as 'vicious', please ask if you're not sure.

    Heated Pool: This property offers a heated pool option. The cost is $75/night+tax and can be added up to 48 hours before arrival. Let us know if you'd like to heat the pool!

    No Smoking: No smoking is allowed in the home, on the porches/patios/decks, or on the property in general.

    Minimum Age: Must be 25 + to book, or age 30 + on GAFL weekend (last weekend in October) For GAFL weekend (last weekend in October), guests must be age 30 + or kids with their parents, no student groups. We cannot make exceptions for that weekend.

    No Events: No events or parties. No overnight guests beyond the original booking group.

    Tax Certificate: #126822

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 4.5 bathrooms
  • Hair dryer

Living spaces

  • Dining table
  • Separate dining area

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Location highlights

  • In a village
  • Near a health/beauty spa
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Golf
  • Heated pool
  • Water park
  • Birdwatching nearby
  • Casino nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Horseback riding nearby
  • Motor boating nearby
  • Whale watching nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Deadbolt lock

General

  • Unit size: 2,771 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

About the area

Located near the beach, this holiday home is in East Beach, a neighbourhood in St. Simons Island. Summer Waves Water Park is a popular attraction and the area's natural beauty can be seen at Jekyll Island State Park and Driftwood Beach. Massengale Park and Glynn Visual Arts are also worth visiting. Discover the area's water adventures with power boating and fishing nearby, or enjoy the great outdoors with horse riding and ecotours. Visit our St. Simons Island travel guide
View more Holiday homes in St. Simons Island
Map
St Simons Island, GA

What's nearby

  • East Beach
    East Beach
    3 min walk - 0.3 km
  • Bloody Marsh Battle Site
    Bloody Marsh Battle Site
    3 min drive - 2.7 km
  • World War II Home Front Museum
    6 min walk - 0.6 km
  • Massengale Park
    12 min walk - 1.1 km
  • Demere Park
    2 min drive - 2.1 km

Getting around

  • Brunswick, GA (BQK-Golden Isles)
    32 min drive

Restaurants

  • Chick-fil-A
    3 min drive
  • Starbucks
    4 min drive
  • Wake Up Coffee Company
    3 min drive
  • McDonald's
    4 min drive
  • Ziggy’s
    4 min drive

Frequently asked questions

Does Upscale East Beach & Pool have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at Upscale East Beach & Pool?

As of 14 Jun 2026, prices found for a 1-night stay for 2 adults at Upscale East Beach & Pool on 28 Jun 2026 start from NZ$2,852, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Upscale East Beach & Pool pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Upscale East Beach & Pool?

On-site parking is available at the property.

What time is check-in at Upscale East Beach & Pool?

Check-in begins at 4:00 PM.

What time is check-out at Upscale East Beach & Pool?

Checkout is at 10:00 AM.

Where is Upscale East Beach & Pool located?

Located in East Beach, this holiday home is within a 10-minute walk of East Beach and World War II Home Front Museum. Massengale Park and Glynn Visual Arts are also within 1 mile (2 km).

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