The Best Family-Friendly VRBO & Airbnb Vacation Rentals in Pine Island, Florida

The Best Family-Friendly VRBO & Airbnb Vacation Rentals in Pine Island, Florida
Located about half an hour from Fort Myers, Pine Island is a quiet and laid back island in Southwest Florida. It has a small town vibe with a very natural and relaxed atmosphere. The area has many fun activities for families that enjoy spending time outdoors. There's kayaking, paddleboarding, fishing, and more. There are also many great natural areas where you can enjoy nature and wildlife spotting.

The island has a variety of vacation rentals and beach cottages that are fun for families. Below are some good family-friendly options.

Where are the best places to stay for families in Pine Island?

Contents: Manatee House Tropical Retreat | Spacious Family Rental Home with Pool | Family-Friendly Golf Course House with Pool | Saint James City Island Getaway | St. James City Vacation Home with Dock | Bokeelia Breeze | Stunning Tropical Waterfront Home | 3-Bedroom Canal House with Pool | Waterfront Townhouse with Boat Slip | Dream Screened Lanai & Pool | Bokeelia Cottage with Pool

Manatee Bay , Saint James City, Florida
This Saint James City waterfront house has a number of comfortable touches and a relaxing atmosphere. The 4-bedroom, 3-bathroom vacation rental has a nice long list of features and has room for up to 14 people. With space for the whole group, this is a great vacation rental for the entire family. Enjoy cooking your meals in the kitchen, which has modern appliances including a dishwasher, refrigerator, stove, oven, and microwave. There's also plenty of space in the dining room, porch, and living room, too.

Guests enjoy hanging out by the private swimming pool. Everyone will enjoy this house's game room. Stroll out to the balcony and enjoy the views. Also on the list for this house is laundry, television, parking, a garage, internet, and a grill. Places like this get booked up quickly. Pets are welcome, too. The property is conveniently close to fishing, boating, and kayaking. With Captiva Beach located just 6.9 miles away and Sanibel Island Southern Beach only 7.1 miles away, you'll find this to be a very convenient place to stay.


Alden Pines , Bokeelia, Florida
This one is a good find for anyone headed to Bokeelia. This 3-bedroom, 2-bathroom house can fit up to 6 people. There's plenty of space here for the whole family or group to hang out. You can lounge by the pool, or take a dip in the water to cool off.

Cook all of your meals in the kitchen, as the dishwasher, refrigerator, stove, oven, and microwave are provided. This is a great way to save money and let everyone enjoy their time together. There's even more space to hang out in the dining area and living room. Also on the list for this house is laundry, television, parking, a garage, and internet.

Cayo Costa State Park and Useppa Island are also very close by. There are a number of things to do nearby including fishing, golf, and boating. Add this one to your bucket list!


Alden Pines , Bokeelia, Florida
This is a 3-bedroom, 3-bathroom house that is roomy and delightful. It can accommodate up to 6 guests. This is a family-friendly place with enough room for everyone. Or, it could be good for a group of friends. And with the dining room and living room, everyone will be able to spread out and relax. For those who enjoy cooking, there's a full kitchen with a dishwasher, refrigerator, stove, oven, microwave, and coffee maker. And with the dining room and living room, everyone will be able to spread out and relax.

One of the highlights of this place is the private pool. You'll be able to relax and swim in your own space. With Cayo Costa State Park located just 6.4 miles away and Useppa Island only 3.7 miles away, you'll find this to be a very convenient place to stay. There's also fishing, golf, boating, kayaking, and shopping in the area. This one is a good find for anyone headed to Bokeelia.


If you're interested in more accommodation options in Pine Island, you should also see The Best Airbnb Vacation Rentals for Couples in Pine Island, Florida and The Best Airbnb Vacation Rentals for Groups in Pine Island, Florida.

Saint James City, Florida
The list goes on and on with this stunning house in Saint James City, so add this one to your wish list. The location of this vacation rental is perfect. It has a private pool which is plenty of fun for the whole family. Also, this is a pet-friendly property. The kitchen in this house is very nice, and with a dishwasher, refrigerator, and stove you'll be able to cook for everyone. There's plenty of space here for the whole family or group to hang out. Also on the list for this house is laundry, television, and parking. Check out the photos!


Manatee Bay , Saint James City, Florida
A popular vacation rental in Saint James City is this large 3-bedroom, 2-bathroom house that has room for up to 6 people. This is a family-friendly place with enough room for everyone. Or, it could be good for a group of friends. This is a great spot to enjoy your next trip to Saint James City. Have a drink by the wonderful pool which you'll have all to yourself. The beach is so close that you'll find this place to be very convenient. Captiva Beach, Sanibel Island Southern Beach, and Bowman's Beach are also very close by.

Enjoy cooking your meals in the kitchen, which has modern appliances including a dishwasher, refrigerator, stove, oven, and microwave. With a living room, there is enough space for guests to relax and hang out. Also on the list for this house is laundry, television, parking, and a garage. There's also fishing, boating, kayaking, and shopping in the area.


Pine Island Center , Bokeelia, Florida
If you're looking for a waterfront vacation rental in Bokeelia, this 3-bedroom, 2-bathroom house is a great option. This is a great spot to enjoy your next trip to Bokeelia. This is a great option for a family as there's room for everyone. Have a drink by the fantastic pool which you'll have all to yourself. With a nice balcony, you can relax and enjoy the weather. The full kitchen is well stocked and convenient, and features a dishwasher, refrigerator, stove, oven, microwave, and coffee maker. And with the nice dining room and living room where you can spread out, this house will let you relax and unwind.

Laundry, television, parking, a garage, and internet are also on the list of amenities. Not too far away you'll find Captiva Beach, Useppa Island, Cayo Costa State Park, Sun Splash Water Park, and Bowman's Beach. Golf and tennis are all nearby, too, making this location very convenient.


Bokeelia, Florida
This house is a great place to base yourself during your time in the area. Nearby is Boca Grande Beach which is 8 miles away and Cayo Costa State Park which is 5.7 miles away.

Wake up in the morning with your coffee on the balcony, or unwind with a glass of wine in the evening. Featuring 3 bedrooms and 3 bathrooms, there's plenty of room for up to 6 visitors here, so add it to your wish list. There's plenty of space here for the whole family or group to hang out. You can either go out to eat or just stay in and cook all of your meals in the kitchen. It's equipped with everything you need with a dishwasher, refrigerator, stove, oven, microwave, and coffee maker. With a porch, there is enough space for guests to relax and hang out.

Laundry, television, parking, internet, and a grill are also on the list of amenities. Staying here will make your trip to Pine Island fun and convenient.


Saint James City, Florida
This Saint James City waterfront house has a number of comfortable touches and a relaxing atmosphere. The 3-bedroom, 3-bathroom vacation rental has a nice long list of features and has room for 4 people. This property is a nice and affordable house for a smaller family. You can either go out to eat or just stay in and cook all of your meals in the kitchen. It's equipped with everything you need with a dishwasher, refrigerator, stove, oven, microwave, and coffee maker. There's even more space to hang out in the dining area, porch, and living room.

Everyone needs their own private pool while on vacation, and this spacious house has one. Have some wine on the balcony in the evenings. The house also includes laundry, television, parking, internet, a grill, and a coffee maker. If you're looking for comfort and convenience, this is a great house. There's also fishing, golf, boating, and kayaking in the area. You'll be close to plenty of things to do because within five miles you'll find Sanibel Island Southern Beach and Sanibel Island Lighthouse.


Bokeelia, Florida
Need a waterfront house in Bokeelia? Add this one to your list of favorites, because it has plenty of great features. This is a great option for a family as there's room for everyone. This one is a good find for anyone headed to Bokeelia. The extra space of this 2-bedroom house is an added bonus. Everyone can also relax in the dining area and porch.

The full kitchen is well stocked and convenient, and features a dishwasher, refrigerator, stove, oven, microwave, and coffee maker. Nearby is Boca Grande Beach which is 8.1 miles away and Cayo Costa State Park which is 5.7 miles away. Fishing, golf, boating, and kayaking are all nearby, too, making this location very convenient. This one is a good find for anyone headed to Bokeelia.


Saint James City, Florida
For anyone that wants a fun-filled vacation in Saint James City, this 3-bedroom, 2-bathroom house is a great vacation rental as it can accommodate 6 visitors. There's plenty of space here for the whole family or group to hang out. The kitchen in this house is very nice, and with a dishwasher, refrigerator, stove, oven, and microwave you'll be able to cook for everyone. And with the dining room and living room, everyone will be able to spread out and relax. Also on the list for this house is laundry, television, parking, and internet.

This place also has a great balcony where you can relax and enjoy the nice views.

Not too far away you'll find Sanibel Island Southern Beach, Captiva Beach, and Bowman's Beach. If you're looking for comfort and convenience, this is a great house.


Pineland , Bokeelia, Florida
With space for the whole group, this is a great vacation rental for the entire family. The 2-bedroom, 2-bathroom house has a great location. Nearby is Cayo Costa State Park which is 6.9 miles away and Useppa Island which is 4.2 miles away. There are a number of things to do nearby including fishing, golf, and surfing. This is a comfortable option for anyone headed to Bokeelia. One of the highlights of this place is the private pool. You'll be able to relax and swim in your own space.

A fully equipped kitchen with a dishwasher, refrigerator, stove, oven, and microwave lets guests prepare their own meals. Laundry, television, internet, and a grill are also included.


Some photos are courtesy of VRBO.com.
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The Best Family-Friendly VRBO & Airbnb Vacation Rentals in Pine Island, Florida | Budget Your Trip

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