The Best VRBO & Airbnb Vacation Rentals for Groups in Pine Island, Florida

The Best VRBO & Airbnb Vacation Rentals for Groups in Pine Island, Florida
Pine Island is about half an hour from Fort Myers in Southwest Florida. The island offers a quiet and relaxed atmosphere that's perfect for groups who want to enjoy some time near nature and the water. There are a number of great activities that groups can enjoy including fishing, kayaking, canoeing, and paddleboarding.

The island has a small town atmosphere with plenty of natural spaces to explore. There are spots for wildlife watching and places to explore or hike.

There are a number of great vacation cottages on the island. Many have screened in porches and nice outdoor spaces that groups enjoy. Below are some nice vacation rentals for groups in the area.

Where are the best places to stay for groups of friends in Pine Island?

Contents: Island Living - Boater's Paradise | Pelican Shack Waterfront Cottage | Manatee House Tropical Retreat | Monroe Canal Pool House | Manatees at the Dock | St. James City House on Canal with Pool & Dock | Private Island House - Featured on HGTV

Saint James City, Florida
The list goes on and on with this delightful house in Saint James City, so add this one to your bucket list. The location of this waterfront vacation rental is perfect. With Sanibel Island Southern Beach located just 4.8 miles away and Captiva Beach only 6.7 miles away, you'll find this to be a very convenient place to stay. You'll be close to a number of fun things including fishing, golf, boating, and kayaking.

Wake up in the morning with your coffee on the balcony, or unwind with a glass of wine in the evening. The private swimming pool is a great area to hang out with your group.

If you just want to eat in, the fully-equipped kitchen with its dishwasher, refrigerator, stove, oven, microwave, and coffee maker will let you cook all of your meals. There's also the dining area and living room offering more space to guests. This property would be an amazing option for a large group with all of its extra space. The house also includes laundry, television, and parking. This one is a good find for anyone headed to Saint James City.


Matlacha, Florida
This is a 4-bedroom, 2-bathroom house that is spacious and gorgeous. It can accommodate up to 7 guests. With space for the whole group, this is a great vacation rental for the entire family. It has a good sized kitchen with all of the appliances you would need, plus extra rooms for everyone to spread out and relax. And since it's located right on a canal with a dock, you can head out for some fishing, kayaking, stand up paddle, and more watersports.

You'll also be very close to Sun Splash Water Park, Captiva Beach, Sun Splash Family Waterpark, Edison and Ford Winter Estates, and Sanibel Island Southern Beach. Check out the photos!


Manatee Bay , Saint James City, Florida
This house is a popular option in Saint James City, as it has 4 bedrooms and 3 bathrooms. This is a family-friendly place with enough room for everyone, or it could be good for a group of friends. Guests enjoy the full kitchen which is great for preparing home cooked meals. The dining room, porch, and living room, which offers even more space to relax, will make you feel right at home.

You can lounge by the pool, or take a dip in the water to cool off. You can also spend some time together in the game room. Why not spend some time out on the balcony with a meal, your morning coffee, or to take in the evening weather? Laundry, television, parking, a garage, internet, and a grill are also included. Feel free to bring your pets to this property. There are a number of things to do nearby including fishing, boating, kayaking, and shopping. You'll also be very close to Captiva Beach, Sanibel Island Southern Beach, and Bowman's Beach. If you're looking for comfort and convenience, this is a great house.


For more ideas about places to stay in Pine Island, you might also be interested in The Best Airbnb Vacation Rentals for Couples in Pine Island, Florida and The Best Family-Friendly Airbnb Vacation Rentals in Pine Island, Florida.

Saint James City, Florida
For anyone that wants a fun-filled vacation in Saint James City, this 4-bedroom, 3-bathroom waterfront house is a great vacation rental as it can accommodate 12 people. This property would be an amazing option for a large group with all of its extra space. The full kitchen is well stocked and convenient, and features a dishwasher, refrigerator, stove, oven, and microwave. Enjoy meals or relaxing in this property's dining room, porch, and living room. The house also includes laundry, television, parking, a garage, internet, and a grill. This property is pet-friendly.

The private swimming pool is a great area to hang out with your group.

Also nearby is fishing, boating, and kayaking. Nearby is Sanibel Island Southern Beach which is 4.1 miles away and Captiva Beach which is 6.4 miles away. Places like this get booked up quickly.


Caloosahatchee , Cape Coral, Florida
This Cape Coral waterfront house has a number of comfortable touches and a relaxing atmosphere. The 3-bedroom, 2-bathroom vacation rental has a nice long list of features and has room for up to 10 people. This is a large space and would be perfect for a big family, or multiple families on vacation together. Guests appreciate the convenience of this property's full kitchen which has a dishwasher, refrigerator, stove, and oven. Enjoy meals or relaxing in this property's dining area and living room.

Guests enjoy hanging out by the private swimming pool. Included with this property is laundry, television, and parking. It's hard to find a place like this, so check it out before it's booked up. Also nearby is fishing, golf, boating, kayaking, and shopping. Bell Tower Shops and Fort Myers Country Club are within five miles of this place.


Saint James City, Florida
If you're looking for a waterfront vacation rental in Saint James City, this 3-bedroom, 2-bathroom house is a great option. This is a great spot to enjoy your next trip to Saint James City. There's plenty of space here for the whole family or group to hang out. The dishwasher, refrigerator, stove, oven, microwave, and coffee maker in the full kitchen will let you cook all of your meals if you like.

Laundry, television, internet, a grill, and a coffee maker are also included. Nearby is Sanibel Island Southern Beach which is 4 miles away and Captiva Beach which is 6.7 miles away. The property is conveniently close to fishing, golf, boating, and kayaking.


Some photos are courtesy of VRBO.com.
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