Five handpicked homes across Florida and Tennessee, sleeping 10 to 12 — built for multi-generational reunions, milestone celebrations, and the friend-group trip you've been promising each other.
The Seaside Boca episode of the Emmy® Award-winning series Staycation is now airing across WBFS (CW 33) Miami and syndication.
A full private putting course sits in the yard at Seaside Boca — flagged greens, bunkers, bridges, and lighting for after dark. Vero Oaks has its own course too. It is the amenity guests write about more than any other, and it is the reason the kids never ask what is next.
Only 5 exceptional properties. No filler, no compromise—each home earns its place.
IATA certified with 18 years of 5-star service to families across the country to families across the country.
If it's not perfect, we make it right. Your family's experience is the whole point.
The resort-style pool, private mini golf, and turf court — the whole compound unfolds as you descend. This is the home featured on the Emmy® Award-winning series Staycation.
Explore Seaside Boca →Each home is handpicked, professionally managed, and mapped to give your family the vacation they'll talk about forever. Trace the route below.
Your Private Slice of Coastal Heaven
Sleeps 10 in a Key West-style pool home near Boca Grande in Placida, Florida, with mini golf, a sauna, and a game room minutes from the beach.
Modern Mountain Retreat Near Dollywood
Sleeps 10 near Dollywood in Pigeon Forge, Tennessee, with a hot tub, infrared sauna, and firepit minutes from the Great Smoky Mountains and the Parkway.
Steps from the Beach, Under Majestic Oaks
Sleeps 10 just 3 blocks from the beach in Vero Beach, Florida, with a private jacuzzi, cold plunge, mini golf, and beach bikes under a canopy of oaks.
Modern Luxury Living in Southwest Florida's Hidden Gem
A Southwest Florida estate in Estero between Fort Myers and Naples, minutes from Coconut Point and Gulf beaches.
Luxury Escape in the Smoky Mountains
Sleeps 12, dog-friendly, at Cedar Falls Resort in Pigeon Forge, Tennessee, 6 miles from Dollywood with a theater room, jacuzzi tub, and resort pool.
Whether it's three generations under one roof or the whole friend group finally in the same place, here's what you actually need to know before you book.
10 to 12 guests per home across 3–4 bedrooms plus bunk rooms — enough space for grandparents, parents, and kids to each have their own corner without ever feeling apart.
Every open home has a dedicated game room, mini golf, or arcade loft — somewhere for the kids (and the adults, honestly) to burn off energy after a full day together.
Waters Edge Lodge welcomes up to 3 well-behaved dogs ($149 per dog) — our one pet-friendly home in the Smokies, right on the trails at Cedar Falls Resort.
Vero Oaks is a 3-block walk to Orchid Island Beach. Seaside Boca is 10–15 minutes from Boca Grande. Pigeon Hills and Waters Edge Lodge sit minutes from Dollywood and the Smokies' trailheads — no long drives eating into vacation time.
In just three days, this house delivered a dreamlike experience that left us rejuvenated and happy. This beautifully designed, impeccably clean home welcomed our family with open arms, offering comfort, joy, and a level of luxury that felt like a 5-star hotel.
This was a wonderful place to stay! Very attractive, spacious enough for our full party of 11 (* adults, 3 kids), and close to everything. The write-up does not do justice to the porches and amenities - hot tub, fire pit, sauna, pool, game room - the property really worked well for a large, diverse group!
Wow! We came in town on a last minute trip for my son’s playoff football game. This Airbnb had it all!! So peaceful and relaxing, quiet neighborhood. We felt as if we were at a wellness resort!
Absolutely FANTASTIC Cabin for families! This was literally the nicest place any of us had ever stayed! It was very spacious and plenty of options for entertainment and the view off the front side of the cabin was beautiful! I will be renting this cabin every time I have a large group going to the Sevierville area!
We absolutely loved this house and backyard and will definitely be returning. Huge backyard with so much fun for the whole family- heated pool/jacuzzi, amazing mini golf course, fire pit, and soccer/volleyball turf field!
We had a fantastic family getaway at Pigeon Hills! The cabin was spotless, cozy, and just minutes from the Parkway—perfect for exploring Pigeon Forge and Gatlinburg. The kids loved the game room, and the adults really enjoyed the outdoor fire pit, sauna, and hot tub.
We thoroughly enjoyed our stay! Check in was seamless and easy. Upon our arrival fresh flowers and a goody bag was left which was such a nice touch. I think this is the only rental that has done that for us and we have stayed at many places both domestic and international.
Vacation of 2024 This place was amazing, very beautiful home and convenient to everything. My family and I have been coming up here for the past 5 yrs and its been the best yet.. We will be staying here again and highly recommend it for others..
We had an absolutely incredible stay at this Airbnb over the weekend! From the moment we arrived, we were blown away by the attention to detail and the amazing amenities. The property is beautifully maintained, with first-class appliances and furnishings that made us feel like we were staying at a luxury resort.
This property was perfectly situated and everyone loved it! The host was great about helping us out when we were checking in. The proximity to the parkway could not be beat. We would highly recommend it! We had a 7,6,4 and 2 year old with us.
The house and the grounds are in mint condition and VERY clean. The hot tub and cold plunge pool are amazing. The hosts thought of every amenity including coffee and espresso pods, a generous welcome basket with snacks and wine, extra pillows and bedding, laundry and dishwasher detergent, bikes, games, you name it.
This place was amazing, very beautiful home and convenient to everything. My family and I have been coming up here for the past 5 years and it's been the best yet. We will be staying here again and highly recommend it for others.
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