Vacation Rentals Travel Guide

Looking for inspiration? Our goal is to spark ideas for your group trip. Review our recommendations in these categories:

Recommended Group Trips

Sun Valley Skiing
This was a ski trip with eight people. We picked Sun Valley because we had a friend living there (though there are certainly other good reasons to go there). The group stayed in a condo in Elkhorn....  [Read more]

Submitted by Brian

Santa Barbara Weekend
We rented a house in Santa Barbara with 2 other couples for a weekend wedding of our friends. We had a blast. It is amazing how much fun getting away from it all for a weekend can be - even when th...  [Read more]

Submitted by k in sf

Sun Valley - Memorial Day Weekend
A large group of friends from college (a couple dozen) gathered in Sun Valley for Memorial Day weekend festivities in a resort setting. The weather was fantastic, though it's certainly not guarante...  [Read more]

Submitted by brian

Tuscany
A group of 7 friends and I took a trip to Italy during the summer. The group -- which included folks from Columbia, South Carolina, Cleveland, Lafayette, Indiana , Baltimore, Maryland and Washingto...  [Read more]
Tags : beach city dining historical vacation rentals wine

Submitted by BW

Big White Ski Resort
Big White Ski Resort is great for group trips as most of the accommodations throughout the resort are within walking distance of the main village and the ski lifts. We enjoyed a fabulous trip with ...  [Read more]
Tags : family shopping skiing vacation rentals

Submitted by Andrea

Italy-Summer
In honor of my Italian husband's 50th year, we decided that it was time to see Italy. Neither one of us had been there and so we packed up the 9 yr old son and my 22 yr old niece and away we went. ...  [Read more]
Tags : adventure advice beach city dining family historical vacation rentals

Submitted by Seesa

To escape from the city, four busy New York women who are close friends, vacation in sunny San Diego for a weekend. The weekend was full of adventure, with endless water sport options to choose fro...  [Read more]

Submitted by demo-fineliving

Following the soul of a nation
Canadians are oft criticized for a lack of patriotism when it comes to their own country. However, this distinct lack of passion is really just a misunderstanding. For us, passion starts and ends w...  [Read more]

Submitted by Carlos

Try it All at Tryall
More like get away from it all! Ten of us met in Jamaica last year to celebrate our 40th birthdays. We'd spent weekends together before, but never like this! This time we rented a house in Tryall ...  [Read more]

Submitted by Laura

Our Long Anticipated Adventure in the Homeland, Eirann!
After a pact was set with my best friend that I would make my first trip to Ireland with him, we finally made good on it by going for 10 days in July!!! Now a threesome (my wife Tara came as well- ...  [Read more]

Submitted by Tim!

Going to Maui with the Family
I just got back from the beautiful Island of Maui after 2 weeks of fun in the sun. Stayed with my wife and twin 7 year old daughters in a small condo located between Kaanapali and Nepili. If you ar...  [Read more]

Submitted by Marlon

Sailing around Sicily
Last September, eight of us rented a boat and sailed around the coast of Sicily and up into the Aeolian Islands. We started at Agrigento and hiked around ancient ruins...moved around the southern...  [Read more]
Tags : adventure beach buddies cruise dining historical sailing vacation rentals

Submitted by Nique

Italian New Years!
In December my husband, Timothy and I, felt very secretive and glamorous as we hopped our Delta flight to Pisa, Italy. It was late at night and we knew on the other side of the Atlantic a villa aw...  [Read more]

Submitted by Tara

Villa Holidays in Thailand
Steer away from the tourist hives and get off the beaten path during your next group vacation in Thailand. Enjoy an authentic holiday, with a genuine Thai welcome, and get to see parts of the count...  [Read more]
Tags : adventure beach city dining fishing vacation rentals

Submitted by jane

Family Ski Vacation
There's great group travel options these days for families heading to the slopes, since resorts are competing for your business with a broad range of services and compelling travel packag...  [Read more]
Private Island Rental
Get close with your group while getting as far from it all as possible, by renting your own island! Surrounded only by the sea, sky, and your favorite people you will enjoy secluded natural beauty ...  [Read more]
Volcano, Hawaii (Big Island)
Looking for someting different for your next group trip to Hawaii? Then check out Volcano Village for its community of artists, scientists, and entrepreneurs. It feels like 1960s Hawaii, with ...  [Read more]
Group Travel in Provence
Few destinations offer the combination of bright sun, rolling hills, incredible food, wine, and the enjoyable "provincial" pace as the Provence region in Southern France for group travel. Rent a pi...  [Read more]
Tags : dining festivals shopping vacation rentals wine
Group Travel to Val d'Isère, France
Val d'Isère, is one of Europe's top ski destinations for group travel. It is one of the largest ski areas in France, with a well-managed lift system to handle the influx of winter sports ent...  [Read more]
Under the Tuscan Sun
No one in your group will ever forget the beauty, fun, and festive atmosphere that are a part of joining together in Tuscany at a scenic villa. Many Italian villas are perfect for destination weddi...  [Read more]
Los Cabos
Once just a sleepy fishing village, Los Cabos has quickly become one of the best vacation destinations in all of Mexico. There are six championship golf courses within easy driving distance of eac...  [Read more]
Orlando, Florida
A weekend trip to the Orlando area should definitely include visiting one or more theme parks like: Disney World, Epcot Center, Disney Animal Kingdom, Universal, and Sea World — all...  [Read more]

More Group Trips

This was a ski trip with eight people. We picked Sun Valley because we had a friend living there ...  [Read More]
Destination Weddings Are So Much Fun!
Beauty, Fun, Golf With The Guys.
7 Friends In In And Around Northern Italy
Tags: beachcitydininghistoricalvacation rentalswine
Perfect For A Group Ski Trip.
In honor of my Italian husband's 50th year, we decided that it was time to see Italy. Neither one...  [Read More]
Tags: adventureadvicebeachcitydiningfamilyhistoricalvacation rentals
To escape from the city, four busy New York women who are close friends, vacation in sunny San Di...  [Read More]
A Large Group Of Canadian Pride In The Czech Rebublic.
Jamaica N Us Laugh Hard Together.
Immersion In The Central Coast Together.
I just got back from the beautiful Island of Maui after 2 weeks of fun in the sun. Stayed with my...  [Read More]
Group Of 8 On An Odyssey Together.
2 Is A Group In Lucca.
Off The Beaten Path In Thailand.
Tags: adventurebeachcitydiningfishingvacation rentals
There's great group travel options these days for families heading to the slopes, since reso...  [Read More]
Your Own Slice Of Heaven (Together).
Unique Community Located Near Kilauea Volcano
Sublime Food And Wine, Scenic Towns, Enjoyable Pace
Easy Access To Extensive Backcountry Skiing, Great Group Chalet And Villa Accommodations
Ideal For Destination Weddings And Multiple Family Gatherings
Spectacular Golf, Sun And Fun
Space Exploration History, Sublime Wildlife, Gorgeous Beaches

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