Family-friendly holiday rentals in Skidaway Island

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Skidaway Island family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Apartment in Hilton Head Island
4.91 out of 5 average rating, 301 reviews

Turtle Tracks, Hilton Head Island, SC

LauraRating, 5 stars3 weeks ago
This was a perfect home for our family of four, including two toddlers. Everything was clean and we appreciated the early check-in. Love staying at Hilton Head Resorts!
Guest favourite
Flat in Hilton Head Island
4.86 out of 5 average rating, 285 reviews

Cozy 2 Bedroom/2 bath Beach Villa 2124

Chrissy FunkmasterRating, 5 stars1 month ago
We enjoyed our trip immensely! Lots of local shops and restaurants near by, beach just a short walk and tons of onsite amenities. We’d absolutely stay here again. Thanks so much Steven. You and your condo are much appreciated 💜
Guest favourite
Apartment in South Historic District
4.89 out of 5 average rating, 380 reviews

Charming Downtown Savannah Condo with Pool Access

VictoriaRating, 5 stars1 week ago
This place was exactly as described and in an amazing location! It was so convenient to explore the different districts and feel like a local! Brendan was incredibly responsive and had an incredible list of recommendations while we were there!
Guest favourite
Apartment in Hilton Head Island
4.8 out of 5 average rating, 150 reviews

After Dune Delight Beach Pickleball Indoor Pool

WillRating, 5 stars2 months ago
Our stay at Brandy’s place was exactly what we needed! We started our trip on the wrong foot by finding out that our original accommodations were not what we were expecting. We were able to resolve this and get booked with Brandy the very next day, and were so relieved when we arrived to her place! It was spotless, and really felt like a well-managed, well-maintained vacation rental. Coligny Plaza is about a 15-minute walk, and about half that by bike. The outdoor pool was undergoing renovations, but the indoor pool and hot tub were lovely! Beach chairs and wagon were included, and on our last day we found a pickleball set in the closet! Everything was as described, and our stay was wonderful. Brandy was very responsive EVEN while she was in Europe on vacation. We had an amazing experience working with her on-site property manager who took care of everything we needed. 11/10 would HIGHLY recommend booking with Brandy!
Top guest favourite
Apartment in Hilton Head Island
4.86 out of 5 average rating, 242 reviews

Beach Hideaway 3BR 2BA In/Out Pools Full Kitchen

ElizabethRating, 5 stars1 week ago
Truly loved our stay! The locker with all the equipment came in handy and kept sand out of the unit! Love the pool, they clean it every morning! Cynthia was great! Would totally stay again if we venture to Hilton head!
Guest favourite
Apartment in Hilton Head Island
4.89 out of 5 average rating, 164 reviews

Book Now! 3 blocks beach/pool/pickleball

Dwight + RachelRating, 5 stars2 weeks ago
We had a wonderful visit. The was a small issue with the toilet when we arrived, and even though it was a Sunday followed by a holiday, she managed to take care of the issue quickly and with very little inconvenience on our part. We would recommend Gloria and this property
Guest favourite
Apartment in Hilton Head Island
4.84 out of 5 average rating, 105 reviews

Stunning Ocean & Coastal Views | Resort Perks!

EstherRating, 5 stars1 week ago
This stay was in the perfect place. Close enough to the beach to walk, and also access to other amenities on the grounds. A lot of places to go around the stay. Very comfortable in general.
Guest favourite
Apartment in Hilton Head Island
4.85 out of 5 average rating, 305 reviews

Gorgeous villa, private beach access, HH Resort

MattRating, 5 stars3 weeks ago
This is an older building but the unit was clean and matched the photos. We were very happy with our stay. The hosts provided a beach wagon along with chairs which was very convenient. The beach is a 1/2 mile walk along a scenic boardwalk & very easy. There is a little beach bar at the end serving drinks that you can take to the beach. The building rents bikes at the property for $35 which is very convenient. We didn’t use the pool but it was clean & would have been sufficient. Parking was easy, the elevators worked fine & the property was easily accessible by car. The hosts were responsive & friendly.

Family- and pet-friendly home rentals

Guest favourite
Home in Savannah
4.89 out of 5 average rating, 137 reviews

Convenient to Downtown and Gulfstream

JasonRating, 5 stars3 weeks ago
Great house and wonderful host for your Savannah Airbnb stay. The host is one of the most responsive hosts I have ever dealt with. She usually responds within minutes. The house is located in a good area and near everything via a short Uber ride. I like that it sits in a quiet neighborhood with friendly neighbors and has adequate private parking. The home is very clean and has all of the basics for your stay. There is adequate bedspace and plenty of towels for guests. Other amenities include a hairdryer, fully stocked linen closet, soaps, shampoos and a convenient washer and dryer for guest use. The house has a vintage southern feel with modern conveniences like high-speed wifi and smart TVs. I highly recommend this property.
Guest favourite
Townhouse in Tybee Island
4.9 out of 5 average rating, 189 reviews

Sunshine E Day. 5 minute walk to the beach!

CarolineRating, 5 stars1 week ago
This was a great stay for me, my husband, and his family. In total, we had 6 adults and brought along our 2 dogs to stay and there was enough room to be comfortable for us all. The house was very clean, furniture was comfortable, and the kitchen was easy to cook in with all the supplies we needed. I loved that the garage was big enough to fit all of our vehicles! There were beach chairs and a wagon available to use if you didn't have your own, and the beach was just a short walk around the corner. You could easily walk the sidewalk from the house to access the rest of the island, and there were cute shops just one house over. We loved our stay and would recommend to anyone as a great location for Tybee and Savannah!
Guest favourite
Townhouse in North Historic District
4.91 out of 5 average rating, 288 reviews

Designer Whole townhouse in historic district/SCAD

GwenRating, 5 stars1 month ago
My family and I had a wonderful stay at Jacquelyn’s space. The interior layout is open and bright. The kitchen is beautiful. The backyard has so much charm with a few fruit trees. Our kids loved this place and they felt right at home. The location is very convenient. We walked to everything. We had a great time!
Guest favourite
Cottage in Bluffton
4.83 out of 5 average rating, 152 reviews

Old town Bluffton Charm, BEST LOCATION Calhoun St.

VictoriaRating, 5 stars2 weeks ago
Such a great location with a nice sized dog-friendly yard, too! Kevin was an excellent communicator and the whole experience went smoothly. Would recommend and come again!
Superhost
Flat in MidTown
4.86 out of 5 average rating, 491 reviews

Adorable Cottage 2 Blocks From Forsyth Park - B

angelaRating, 5 stars1 month ago
Spent Mother's Day weekend with my mother in Savannah and it was our first visit there! Such a gorgeous historic city - we felt the the cottage was very close to everything we wanted to experience. The cottage had everything we needed - the description of the location and street noise is accurate. Comfy beds and well stocked bath towels. It was a rainy weekend but we would have loved to have been able to use the back patio space. Thank you Brandon & Chase for a great little place to stay!
Top guest favourite
Townhouse in South Historic District
4.99 out of 5 average rating, 239 reviews

Beautiful and Historic 1866 Home on Jones Street

JaclynRating, 5 stars1 month ago
Powell’s place was amazing from start to finish. Gorgeous! Quietest location I have ever stayed at in Savannah! Easy walk to the river and to Forsyth. Comfy beds, clean kitchen, three FULL bathrooms. I would stay here again in a heartbeat! Perfect for our long weekend trip. Powell was quick and easy to communicate with. Nothing but a great experience all around.
Top guest favourite
Bungalow in Hilton Head Island
4.95 out of 5 average rating, 99 reviews

Closest to Beach Path, Screened Porch, 1 dog ok

MelanieRating, 5 stars1 week ago
I loved this place. It combined convenience - so close to the beach and other HH activities - and seclusion. Beautifully and thoughtfully decorated with every amenity needed and I loved the screened porch. Suzanne was communicative and helpful. I will definitely stay here again.
Guest favourite
Townhouse in South Historic District
4.85 out of 5 average rating, 182 reviews

Hist Jones St-1 Bdr King circa1853 Park Walk Enjoy

CarmenRating, 5 stars2 months ago
We had a fantastic stay! The home was clean, cozy, and exactly as described. The location was perfect—quiet, yet close to everything we needed. What truly made the experience exceptional were the hosts. They were warm, welcoming, and went above and beyond to make sure we were comfortable throughout our stay. Communication was easy and prompt, and they offered great local tips too. We would absolutely stay here again and highly recommend it to anyone looking for a great Airbnb experience. Thank you for everything! We will be back!

Family-friendly home rentals with a pool

Guest favourite
Home in Bluffton
4.87 out of 5 average rating, 149 reviews

~Beautiful Home Nestled in The PERfECT Town~

KaylaRating, 5 stars1 month ago
Everything from check-in to check-out was amazing. The house was clean and free of clutter, the coffee maker was easy to use, the kitchen amenities were as advertised. The home was welcoming and cool upon arrival and it was easy to get into the home. The instructions were clear and the book provided was an amazing help. Nothing went awry in the home and we will be booking again. The host was responsive and always willing to help. She afforded us to check-in earlier and we were blown away. The bedrooms were beautiful and the home was very aesthetically pleasing. The neighborhood was beautiful and it was close to a grocery store and our event destination. Again it was an overall amazing experience and when we visit again we hope to book you again. Thank you all for everything.
Superhost
Cottage in Hilton Head Island
4.86 out of 5 average rating, 376 reviews

Gypsy Sea Cottage - A Beachside Retreat

JessicaRating, 5 stars3 weeks ago
While we only had the pleasure of staying here for one night, we would absolutely return for longer! Jaime and Marie’s place was absolutely adorable. It looked just like the pictures, had all the things you and your family could need for a beach trip, and had the most comfortable beds! The decor was picture perfect and looked brand new. Jaime and Marie were extremely responsive to all my questions and were very kind. I had a billing concern early on and they were quick to help problem solve it for me. Hilton Head is our favorite place and we come every year. We are thankful to have found a new spot we can add to our list for places to stay. Great location, peaceful, and a real hidden gem. Thank you for having us!
Superhost
Apartment in Hilton Head Island
4.84 out of 5 average rating, 175 reviews

Beach Time! Retro-Mod Family Beach Fun

AndreaRating, 5 stars2 weeks ago
Perfect Airbnb for five nights in Hilton Head. Would definitely visit again! Anne gave clear and detailed instructions.
Guest favourite
Villa in Hilton Head Island
4.88 out of 5 average rating, 196 reviews

Relax at the beach: Families-Golf-Tennis

KristinRating, 5 stars2 months ago
Leyani’s place is situated beautifully in Palmetto Dunes, providing easy access to the beach, restaurants, bike paths, tennis courts, and more! We appreciated Leyani’s clear and prompt communication regarding a minor cleaning issue—she was extremely professional, helpful, and prompt. The layout is wonderful for families, with 3 full bathrooms, the master downstairs, and a large second bedroom and loft sleeping area upstairs. We loved our time in Hilton Head!
Top guest favourite
Home in Hilton Head Island
4.95 out of 5 average rating, 158 reviews

Heated Pool/Fenced Yard, Golf Cart rental - 79

RandallRating, 5 stars6 days ago
With us and children’s families we had plenty of room and things to do right on the property for 6 adults and 5 grandchildren from 2 to 10 years old! We had a blast: plenty of beds, bathrooms, big kitchen and den, indoor swimming pool, game room, hot tub, fire pit, short street for bikes, garage. On raining periods or at night the house was great for eating, play and family time! We got the golf cart and biked minutes from Folly Field beach and also to Island beach which were great beaches. Biking on the beaches and the innumerable wonderful trails throughout Hilton Head is amazing for those who take advantage of it. Besides the beach adventures we also took advantage of the horseback riding at Lawton Stables and the Pirates of Hilton Head kids pirate ship adventure at Harbor Town which was something the kids and adults will not forget. We ate most of the time in our great kitchen but some did get to enjoy two fabulous seafood restaurants. Hilton Head is a beautiful island!
Guest favourite
Townhouse in Hilton Head Island
4.97 out of 5 average rating, 128 reviews

Beachfront Resort 2b Golf Pickleball Beach Tennis

JimRating, 5 stars4 months ago
Was great to get out of our Michigan winter and enjoy the South Carolina sunshine. The condo was very clean and well appointed. Easy walk to the beach. Very enjoyable experience!
Guest favourite
Bungalow in Hilton Head Island
5 out of 5 average rating, 117 reviews

SEA PINES RESORT VILLA , 5 MINUTE WALK TO BEACH!

Harry And HeidiRating, 5 stars2 months ago
Super place. Spacious, clean, steps from the bike path and about 1/4 mile from beach.
Top guest favourite
Apartment in Hilton Head Island
4.95 out of 5 average rating, 336 reviews

1 Minute walk to the beach *Amazing ocean view*

MarthaRating, 5 stars2 weeks ago
We could not have asked for a better host, excellent place to stay and so close to the beach. Paul had everything we needed for our stay, including all the equipment to enjoy our time on the beach. We will definitely be back.

Quick stats about holiday rentals that are family-friendly in Skidaway Island

  • Total rentals

    50 properties

  • Nightly prices starting at

    ₹5,180 before taxes and fees

  • Total number of reviews

    2.5K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    50 properties include access to wifi

Destinations to explore