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Historic MamaDear House, Boca Grande Island w/private pool, 5min stroll to beach

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A modern kitchen with white cabinetry, stainless steel appliances, and a wooden floor. - Historic MamaDear House, Boca Grande Island w/private pool, 5min stroll to beach (Boca Grande)
A spacious dining area with a large wooden table, wicker chairs, and pendant lighting. - Historic MamaDear House, Boca Grande Island w/private pool, 5min stroll to beach (Boca Grande)
A spacious living room with hardwood floors, a fireplace, a sofa, a coffee table, and a ceiling fan. - Historic MamaDear House, Boca Grande Island w/private pool, 5min stroll to beach (Boca Grande)
A white building with a brown roof and a tower, situated on a sandy beach with a clear blue sky. - Historic MamaDear House, Boca Grande Island w/private pool, 5min stroll to beach (Boca Grande)
A dining area with a round table, white chairs, and a hanging light fixture. - Historic MamaDear House, Boca Grande Island w/private pool, 5min stroll to beach (Boca Grande)
Consider a stay at Historic MamaDear House, Boca Grande Island w/private pool, 5min stroll to beach and take advantage of a garden, an arcade/game room, and laundry facilities. Guests can connect to free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

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About this property

Historic MamaDear House, Boca Grande Island w/private pool, 5min stroll to beach

  • Welcome to the historic Mama Dear House. This home has undergone a remarkable renovation creating an unparalleled modern 5 bedroom home, in the heart of the Boca Grande town, w/the addition of a pool. The distance from the ocean is an easy 5 minute stroll, 3 minute bike ride. (.2miles). This home comes outfitted w/pool and beach towels, 6 beach chairs & one beach umbrella for your convenience. A wet bar/coffee bar off the dining room, game room off the living room, TVs in bedrooms & living room
    The property is set up for a remote workspace with fast internet.

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About the neighborhood

Located in Boca Grande, this vacation home is near the beach. Whidden's Marina and Boca Grande Lighthouse Museum are local landmarks, and the area's natural beauty can be seen at Englewood Beach and Manasota Beach. Jet skiing, kayaking, and snorkeling offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby. Visit our Boca Grande travel guide
View more Vacation Homes in Boca Grande
Map
Boca Grande, FL

What's nearby

  • Colorful Adirondack chairs lined up on a sandy beach with the ocean in the background.
    Boca Grande Beach
    6 min walk - 0.5 km
  • A coastal residential area with houses, a lighthouse, and the ocean.
    ​Boca Grande Marina
    9 min walk - 0.8 km
  • An aerial view of a coastal resort with a beach, water bodies, and a golf course.
    Gasparilla Island State Park
    17 min walk - 1.5 km
  • Our Lady of Mercy Catholic Church
    3 min walk - 0.3 km
  • Whidden's Marina
    9 min walk - 0.8 km

Getting around

  • Punta Gorda Airport (PGD)
    54 min drive

Restaurants

  • South Beach Bar And Grille
    5 min drive
  • The Pink Elephant
    7 min walk
  • Miller's Dockside
    9 min walk
  • The Outlet At The Inlett Restaurant
    13 min walk
  • Smokin Jerry’s
    12 min drive

Frequently asked questions

Does Historic MamaDear House, Boca Grande Island w/private pool, 5min stroll to beach have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Historic MamaDear House, Boca Grande Island w/private pool, 5min stroll to beach pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Historic MamaDear House, Boca Grande Island w/private pool, 5min stroll to beach?

Check-in begins at 4:00 PM.

What time is check-out at Historic MamaDear House, Boca Grande Island w/private pool, 5min stroll to beach?

Check-out is at 10:00 AM.

Where is Historic MamaDear House, Boca Grande Island w/private pool, 5min stroll to beach located?

This family-friendly Boca Grande vacation home is located by the sea, within a 5-minute walk of Our Lady of Mercy Catholic Church, Lighthouse United Methodist Church, and St Andrews Episcopal Church. Boca Grande Beach and Whidden's Marina are also within 10 minutes.

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Reviews

Historic MamaDear House, Boca Grande Island w/private pool, 5min stroll to beach Reviews

10

Exceptional

10

Cleanliness

10

Location
Rating 10 - Excellent. 32 out of 32 reviews
Rating 8 - Good. 0 out of 32 reviews
Rating 6 - Okay. 0 out of 32 reviews
Rating 4 - Poor. 0 out of 32 reviews
Rating 2 - Terrible. 0 out of 32 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Deana and the Mama Dear house is an excellent option for staying in BG. Location is incredible along with the house. 5 stars all day.
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We just returned from our third year at the Historic Mama Dear House, and it was just as magical as the first! The family home is meticulously furnished and stocked with all the amenities required for a wonderful family getaway. Owner, Deana, is responsive, helpful, and incredibly kind. Our vacation at the Mama Dear House was exceptional!
Stayed 7 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great for families!

Great location and was great for our family!
Stayed 7 nights in Dec 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Love, love, love! This is our third year here and we can only again rave about the house, the pool, the location, the owners. What's not to love...thank you, MamaDear!
Stayed 15 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We visit the island every year, and this is one of the best homes we’ve stayed in. The house was exceptionally clean, comfortable, and perfectly located—just a short block from downtown, making it easy to walk everywhere. The home is much more spacious than it appears in the photos and is thoughtfully designed with a great layout. One detail that really stood out was the comfort of the beds and pillows in every room, which is something we rarely find in vacation rentals. The owner reached out shortly after check-in and again during our stay to make sure everything was going well. That level of attentiveness was greatly appreciated and is not something we often experience. It’s clear she takes great pride in her home, and it shows in every detail.We highly recommend this property
Stayed 8 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Memorial Day Weekend

Great Place. Perfect Location
Stayed 4 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home in great location

My family stayed here for our kids' spring break and had an excellent time. The home is beautiful, very well and comfortably furnished, and in a great location. I had a couple of questions while there that the owner promptly answered, including by text message and phone call. Highly recommend staying here!
Stayed 4 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Boca Grande Vacation

We loved the house. It is very clean and has every amenity you need really. Close to down town. Easy check in and check out. Great family vacation house!
Stayed 4 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location

We love this house. We have stayed here several times and it fits our family of 8 adults perfectly. The location is amazing… close to town and all the restaurants as well as the beach. We love the pool in the backyard as a place to relax and the house is fully stocked with all the cooking supplies you would need. We will definitely stay there again.
Stayed 7 nights in Mar 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Wonderful House in so many ways

Our second year at Mama Dear and it was so much fun enjoying this special place with kids and grandkids. The house is so warm, welcoming, comfortable and well laid out! The pool was a big hit! And being only a short stroll from the beach and downtown, for us, it was the perfect location. We never used our car. Can't wait til next year! Thank you!
Stayed 15 nights in Feb 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

It’s perfect

We have stayed all over on Boca and everywhere has a little something that makes it special. This property is no exception. It’s so beautifully done and has anything you would need, great location, close to everything, yet nice and quiet. A luxurious stay, extremely well kept and cared for. Would 100% be a repeat rental for us. Thanks Deana!
Stayed 4 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful week in Boca Grande!

We really enjoyed our week long stay at the Mama Dear House! The house is perfectly situated in town and a stones throw away from the beach. The house is very homey and comfortable and had everything we needed. We particularly loved the big dining table off the kitchen and the little games nook where my kids loved to play scrabble and card games. The pool was a great way to cool off and we used the bbq with great success. The owner Deana was very communicative and helpful with all aspects of our visit. We look forward to coming again!
Stayed 7 nights in Mar 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Boca Grande awesome family house

We were thrilled with the Mama Dear house. It is incredibly spacious and beautifully decorated and renovated. A large entry way opens up to a huge family room on your right and dining room on the left that leads to a kitchen with top of the line appliances, and china, utensils silver. Off the family room a sitting area and off dining room a bar and coffee station. And there is a pool. Finally the pool and location are the cherry on top.
Stayed 7 nights in Apr 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Boca Grande Home 2025

This was our second year staying at the Historic Mama Dear Home in Boca Grande, and perfection best describes the home, the location, the activities, and the weather! The house is beautiful and well-appointed with high-quality furniture and amenities for maximum comfort. The well-equipped kitchen and dining area are functional and aesthetically pleasing, providing a very comfortable space for cooking and gathering. The lovely backyard pool and outdoor table offer yet another comfortable space to gather. The outdoor grill and shower are a bonus, as are the beach chairs and beach towels. The house is centrally located in Boca Grande's quaint and quiet village on Gasparilla Island. We walked, biked, and golf carted to all locations; our car sat parked for a week. The beach is 4 blocks from the home, and is lovely for swimming, sunbathing, and shelling. The fishing is fantastic, and there are numerous outfitters to take you out for the day. There are nice restaurants such as the Pink Elephant, South Beach Grille, and the Eagle Grille. And, we highly recommend Newlins for gourmet provisions such as lobster salad rolls and crab cakes! Deana, owner and host, is a delightful person and very responsive. She is one text away for questions. And, it is so apparent how much she loves and cares for her family home. Thank you, Deana!It was a wonderful vacation for my family, perfect actually! We have reservations for 2026 and cannot wait to return!
Stayed 7 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great family trip. The house is absolutely wonderful. Will definitely want to come back.
Stayed 13 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, great house
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
I love this house so much. It is beautifully appointed and so well maintained and loved.
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

BG Spring Break

Absolutely amazing house, location and management. We will 100% be renting this house again.
Stayed 10 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wow! This home is an absolute gem on the island! We have had a home here for 30 years, but we needed extra space for overflow of family. It was so clean, so comfortable and SO perfect! It is located right downtown-across the street from Newlin’s (get the lobster roll!) and a short walk away from Hudson’s, the island grocery. Deana is very responsive and so helpful. We had a medical situation with a family member and not only was she helpful with resources, she was so kind and supportive! We are grateful for Deana and her beautiful home!!
Stayed 6 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot

Couldn't have been better, great house, easy to deal with host, look forward to doing it again!
Stayed 4 nights in Jan 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house!

Excellent property - clean - close to beach - has everything you need and all new!
Stayed 8 nights in Dec 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house

We had a lovely stay at the Mama Dear house - the property is beautifully appointed and cared for in an amazing location! We hope to return.
Stayed 7 nights in Apr 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic property, huge craftsmen style home in paradise. A gem in Boca Grande.

Top notch!
Stayed 10 nights in May 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great week!

Loved staying at the "Mama Dear" house. Everything was awesome from start to finish! Was a great vacation week!
Stayed 8 nights in Feb 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spectacular Home

This home is simply stunning. Beautifully decorated, with every amenity you could possibly want. One of my all time favorite places I have ever stayed!
Stayed 4 nights in Sep 2022