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Lollipop II | Classic Beach Charm + Ocean Views

Vacation home near Tybee Island Beach in Tybee Island

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Photo gallery for Lollipop II | Classic Beach Charm + Ocean Views

Interior
Exterior
Exterior
3 bedrooms, iron/ironing board, free internet, bed sheets
TV

Reviews

8.4 out of 10
Very good

Entire home

3 bedrooms3 bathroomsSleeps 8216 sq m

Popular amenities

  • Ocean view
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Tybee Island, GA
  • Place, Tybee Island Beach
    ‪3 min walk‬
  • Place, Mid Beach
    ‪4 min walk‬
  • Place, North Beach
    ‪14 min walk‬
  • Airport, Savannah, GA (SAV-Savannah - Hilton Head Intl.)
    ‪60 min drive‬

Room options

About the area

Tybee Island

South Beach stay.You'll be steps from Mid Beach and within a 10-minute walk of Tybee Island Beach with a stay at this South Beach vacation home. Tybee Island Memorial Park and North Beach are also within 2 miles (3 km).
View more Vacation homes in Tybee IslandOpens in a new window

What's nearby

  • Tybee Island Beach - 3 min walk - 0.3 km
  • Mid Beach - 4 min walk - 0.4 km
  • North Beach - 14 min walk - 1.2 km
  • Tybee Island Fishing Pier and Pavilion - 17 min walk - 1.4 km
  • South Beach - 20 min walk - 1.7 km

Getting around

  • Savannah Amtrak Station - 31 min drive
  • Hilton Head Island Airport (HHH) - 99 min drive

Restaurants

  • ‪Fannies On The Beach - ‬20 min walk
  • ‪Pier 16 Seafood Restaurant - ‬17 min walk
  • ‪Wind Rose Cafe - ‬18 min walk
  • ‪Spanky's Beachside - ‬19 min walk
  • ‪Treylor Park Beach Party - ‬12 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Lollipop II | Classic Beach Charm + Ocean Views

Welcome to Lollipop II (formerly 1Shirley Road), one of Tybee Island’s most iconic original homes. This charming 3-bedroom, 2.5-bath coastal retreat offers unbeatable ocean views and is just steps from the beach. Blending classic beach cottage charm with modern comforts, it’s perfect for families or friends seeking an authentic Tybee getaway.

Step outside to find not one, but multiple decks designed for coastal living. A downstairs covered deck offers a shaded spot to enjoy your morning coffee or unwind with a good book, while the upstairs open deck is perfect for taking in the panoramic views of the Atlantic Ocean.

Inside, you’ll be greeted by original wood-paneled walls, a multi-level layout, and a relaxed, beachy atmosphere that captures the true spirit of Tybee. With multiple living areas spread across the levels, there’s plenty of space for everyone to unwind. The home also features a fully equipped kitchen with all the essentials for preparing meals, plus a dining area where your group can gather for family-style dinners, game nights, or morning coffee before hitting the beach.

The primary bedroom features a queen bed and a private half bath. The second bedroom includes a queen bed, and third bedroom offers two twin beds, both conveniently located near a shared full bathroom. Upstairs, you’ll find a second full bathroom and an additional living area with a futon sleeper, perfect for extra guests or a cozy reading spot with elevated views.

Located in Mid Beach, you’re minutes from Tybee Island Light Station & Museum, Fort Screven, and the Tybee Pier and Pavilion. Enjoy fishing, live music, kayaking, paddleboarding, or dolphin cruises. Nearby dining spots like The Deck, Fannies on the Beach, and The Crab Shack offer fresh seafood and island vibes—all a short drive or bike ride away.

Book your stay at Lollipop II today and experience the true spirit of Tybee Island!

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Property amenities

Beach

  • Beach nearby

Internet

  • Available in the house: Free internet

Parking and transportation

  • Parking on site

Kitchen

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

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Hair dryer
  • Towels provided

Entertainment

  • TV

Outdoor areas

  • Balcony

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping mall
  • Near the marina

Things to do

  • Golf
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Windsurfing nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Unit size: 2,324 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in 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

  • No pets allowed

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
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher and a smoke detector in each accommodation.

Property is also known as

3275

Frequently asked questions

How close is Lollipop II | Classic Beach Charm + Ocean Views to the airport?

This vacation home is 53.7 mi (99-min drive) away from the Hilton Head Island Airport (HHH) airport, the closest popular airport to the property.

Does Lollipop II | Classic Beach Charm + Ocean Views have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Lollipop II | Classic Beach Charm + Ocean Views to the beach?

This vacation home is a short 7-minute walk from Tybee Island Beach and 6-minute walk from Mid Beach. Don't forget your sunscreen!

Does Lollipop II | Classic Beach Charm + Ocean Views offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Lollipop II | Classic Beach Charm + Ocean Views?

No, there is no casino at this vacation home.

What time is check-in at Lollipop II | Classic Beach Charm + Ocean Views?

Check-in begins at 4:00 PM.

Is there free parking at Lollipop II | Classic Beach Charm + Ocean Views?

Free parking is not available at this vacation home.

Does Lollipop II | Classic Beach Charm + Ocean Views have a pool?

This vacation home does not have a pool.

Does Lollipop II | Classic Beach Charm + Ocean Views have a spa?

There are no spa services available at this vacation home.

How close is Lollipop II | Classic Beach Charm + Ocean Views to downtown Tybee Island?

This vacation home is 0.1 mi away from Tybee Island.

Lollipop II | Classic Beach Charm + Ocean Views Reviews

Reviews

8.4

Very good

Rating 10 - Excellent. 10 out of 20 reviews
Rating 8 - Good. 6 out of 20 reviews
Rating 6 - Okay. 2 out of 20 reviews
Rating 4 - Poor. 1 out of 20 reviews
Rating 2 - Terrible. 1 out of 20 reviews

8.0/10

Cleanliness

Reviews

Verified

10/10 Excellent

Nicholas B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place, Great Location

Really enjoyed my stay here. A bit of an older property, but had great character.
Stayed 3 nights in Mar 2024
Verified

8/10 Good

Timothy P.

Liked: Check-in, communication, location, listing accuracy

Excellent Property

We enjoyed our stay, the property is very uniquely designed and well decorated.
Stayed 3 nights in Mar 2024
Verified

8/10 Good

Shannon J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
There needs to be instructions of how to use that ove in the house, we had Google search how to use it.
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

brittany r.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming

Charming and unique. We loved our stay.
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Patti M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family time

We enjoyed our stay - the house is wonderful - a beautiful lady nestled in the dunes of Tybee. We enjoyed meals together and all slept s/comfortably. The beach was a short walk away.
Stayed 3 nights in Aug 2023
Verified

10/10 Excellent

Kenneth W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Old School Cool

Authentic Old Savannah Tybee Beach House
Stayed 4 nights in Oct 2023
Verified

10/10 Excellent

Chase N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Easy to locate with privacy

Three generations of family enjoyed our week long stay in this home. So much... We will be back!
Stayed 7 nights in May 2022
Verified

10/10 Excellent

Patti M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Again!

Brought my grandchildren here for Fall Break - after visiting last month with my husbands grandchildren. We had an amazing time again - this house is special. It's probably not for everyone, but just right for us.
Stayed 4 nights in Sep 2023
Verified

10/10 Excellent

Shawn M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved the character and charm!

We loved this original/unique home. Loved the architecture and the family photos of the original owners (Osteen's). Much of the modern art on the walls are from someone with the same surname. There's an enclosed shower room in the lower level to wash the sand off. We all loved our time there and would definitely recommend staying at this gem!
Stayed 7 nights in Jul 2024
Verified

6/10 Okay

Matthew H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location

The house is in a great location with fantastic views from the upper balcony. The check in / check out process was very easy and communication was good. A few caveats with the house though. It is definitely showing its age a bit a could use a refresh and the lack of outdoor furniture made it though to make full use of the great views.
Stayed 3 nights in Mar 2024
Verified

6/10 Okay

Tamela M.

Liked: Check-in, communication, location
Disliked: Listing accuracy
Loved the "old" beach house vibe. Was unaware there was only one shower/bath and it was upstairs. My husband has mobility issues and therefore it wasn't even usable. Also one guest room had a major leak in the ceiling onto one of the beds. Mopped the floor, etc. We slept in the floor on a dry mattress.
Stayed 4 nights in Aug 2025
Verified

4/10 Poor

Karen A.

Liked: Check-in, location
Disliked: Cleanliness, communication

Do not recommend this particular home

What was once probably a beautiful cottage is now ill cared for and cleaned poorly. The beds are like wood and there is absolutely no place to sit and relax because there is next to no furniture. A futon in the family room and sun porch with dirty, dusty mattresses and shoe prints on the chairs. It’s also infested with wood boring beetles that fall from the ceilings of the kitchen and the upstairs family room. The pictures might make it look like a cool place to stay but I would not waste your money.
Stayed 6 nights in Jun 2024
Verified

10/10 Excellent

Megan P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Overall this is a great house! Very unique decor with a lot of historical features that were fun to see. The physical location is great except that it does not have direct beach access and unless you are on the upstairs deck there is no view and also very limited outdoor furniture. The beds are comfortable and there are plenty of bath linens but no beach towels so you’ll want to make sure you pack some. The floor plan is a bit confusing but there is plenty of space for a big group/family. I would note that access to the house is all stairs and the only indoor shower is upstairs so if mobility is an issue it wouldn’t be the best rental choice. The kitchen had everything we needed and it was fun to see the old phone and other nostalgic items around the house! It did storm pretty badly the first night which wasn’t an issue until the ceiling started leaking on one of the twin beds. I messaged the property manager but never heard anything back so we just moved the bed to the other side of the room and put a towel and bowl under the leak. Overall we had a great weekend and would definitely recommend this unique experience!
Lots of history in the house
View from the upstairs deck
View from the upstairs deck
Fun nostalgic features
Stayed 3 nights in Aug 2025
Verified

8/10 Good

Matthew C.

Relaxing home.

My family (7 total) stayed 3 nights. The house is at the end of a quiet road on the dunes. We had plenty of space to spread out and enjoy ourselves. The home is stocked with plenty of kitchenware for cooking, large fridge too. The towels provided were sufficient for three night stay, may need more if staying longer. There is no beach access, so the walk around to 10th and onto beach takes about 10-15 min. We had a wagon to carry stuff, which I highly recommend. The washer and dryer work great, but are underneath the house, so you have to walk outside briefly to get to them. Something else to know is the only shower is on the top floor. Also, bring some Off spray for nighttime on the decks. The top deck catches a nice breeze and is a great view of the water.
Stayed 3 nights in Jul 2018
Verified

10/10 Excellent

Susannah C.

Liked: Cleanliness, communication, location, listing accuracy
Disliked: Check-in

Great stay; Allow time for check-in process

We really enjoyed our stay in this interesting, very quirky house. The location close to the beach is fantastic and everything about the house was comfortable. The kitchen was quite functional, but there is NOTHING stocked so if you plan to cook you have to buy everything - salt, oil, spices, etc and take it all back out with you. The upstairs bathroom is new and the shower is good, but it is not on the same level as the bedrooms. The lower level bathrooms are very dated (like 1940's) and the bedrooms are dark enough during the day that you have to turn the lights on. None of these detract from how much fun it was to stay in this house. The one thing that could really be improved is the check-in process. Tybee Vacation Rentals admit that Google maps will take you to the wrong place but do they say do not use the Google map instructions? Do they say that their office is on the right hand side of the road before you get to the first traffic light on Tybee Island? No they wait for you to get lost and then cheerfully tell you all these things. So after driving back and forth it was indeed easy contactless entry to the rental but very glad we were not checking in after dark. Plus Shirley Rd is a small dirt lane so easy to miss the first few times!
Stayed 3 nights in Mar 2024
Verified

2/10 Terrible

monica t.

Liked: Check-in, communication
Disliked: Cleanliness, location, listing accuracy

Infestation of flying ants, House looked abandoned and 4 bikes stolen

We had a horrible time. Definitely the worst trip ever.The house looked abandoned when we arrived. Lawn hadn't been mowed in months, overgrown landscaping, dust all over house with dead bugs (at the time) and slippery mud covering the whole laundry area. We found some mats under the house and made a pathway since we couldn't sweep up the mud. I didn't want my 80 year old parents to fall getting to and from the washer/dryer. We didn't mind cleaning at first because we knew it was such an old house but it was obvious owner was not maintaining the property. Simple things: no matching dishes, silverware, cups, mugs, etc. Not a biggie, kind of part of the artsy vibe of the house. But no scissors, broken coffee machine, burned out lightbulbs . . . . I felt like we were there to fix the house, not relax for a vacation. The next few days I felt guilty because I never call to complain or report something. I just deal with it, but we called the bug guy to check out the large number of bugs (field beetles, carpenter ants, roaches, flies, and the normal beach bugs). We had bought fly strips but the guy from Bee Green stated the house needed to be sprayed more than he could do while we were staying there. My kids were so scared, they moved to the sleep on the futons in the living rooms because they were so afraid of sleeping in the room with the bugs crawling on them. Unfortunately the spraying kicked off a swarm of flying ants upstairs that went through the walls to the downstairs bedroom. The Bee Green guy came back the next day and said they're in the walls since the wood was obviously rotted on both upstairs doors, walls and windows. The locks to the grill didn't work and the one lock that did work was so rusty we couldn't lock it every night. Unfortunately our 4 bikes were stolen the night before we were to check out. Our son had only had his brand new bike one week and this broke his heart. We always bike around Tybee once we're here and this ruined this aspect of our vacation. We called the police, filed a report but they said rarely do they retrieve the bikes. Another day wasted calling the bike shops, driving around looking for the bikes and moving to a new unit. This unit is unfit for rental. I'm shocked it was approved by VRBO and the local rental company.
Stayed 7 nights in May 2020
Verified

10/10 Excellent

Fiona P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful gem

We really loved staying at this property! We had everything we needed plus it was very clean and lots of space for all of us! The porch swing was lovely to sit on and read your book. The walk to the beach was a little hot and long with kids, but we knew about this when we booked. Everyone was really helpful and knowledgeable and I would highly recommend staying here 😊
Stayed 4 nights in Aug 2019
Verified

8/10 Good

Jason L.

Fun place to be

This is a nice
Stayed 5 nights in Mar 2019
Archival

8/10 Good

Kathleen R.

Quiet, private and charming

Plenty of nooks for everyone to have their space but also places to gather. Updates are nice but retains the authentic cottage feel.
Stayed 7 nights in Jul 2017
Archival

8/10 Good

Kenneth P.

Eclectic house and furnishings great for a family vacation

My two kids, a friend with his kid and three more friends later (total of 8) had a fun filled time at #1 Shirley Road. The house is large with plenty of storage and lots of nooks and cranies. We ate almost all our meals there enjoying the dining table that doubled as an Uno game table after dinner. The owner is an obvious art lover and there were many interesting art objects to examine. The third floor terrace was great for star gazing on a moonless, clear night but watch out for the low rafters, my friend knocked himself to the floor going into the third floor bathroom. The house is close to the only super market on the island and near the bike rental shop. The people on the island were uniformly hospitable. The down sides are that its about 250 yards from the beach access on the neighboring street and the pots and pans are the teflon coated type on which much of the coating has been scrapped off. We made do but they are sure not "non stick" any more. There were a couple of good knives but the chef's knife was not one of them. Bring your own if you like to cook. A larger cutting board would also be helpful if your going to cook for eight, the one there is about the size of a sheet of paper. We went to the beach daily (also the beach at the south end of the island with its sand bars and shallow waters with lots of little hermit crabs and sand dollars). Savannah is close and a beautiful city. We also liked the Savannah nature preserve near Hardeeville, its free, go early for best wildlife viewing.
Stayed 7 nights in Jul 2017