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

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Private Backyard pool with nighttime mode lightening. Heated for winter season.
Historic Mama Dear House, completely and totally renovated 2021
House with new brick drive and Garage
Front entrance with Living room, gas fireplace, TV w/ surround sound & game room
Living room from Dining room

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
5 bedrooms4+ bathroomsSleeps 10

Popular amenities

  • Private pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Outdoor barbecue

Explore the area

View map
Boca Grande, FL
  • Place, Boca Grande Beach
    ‪6 min walk‬
  • Place, ​Boca Grande Marina
    ‪9 min walk‬
  • Place, Gasparilla Island State Park
    ‪17 min walk‬
  • Airport, Punta Gorda Airport (PGD)
    ‪58 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom #3

1 Queen Bed

Bedroom #4 Jack & Jill

2 Single Beds

Bedroom #5 Jack & Jill

1 Queen Bed

Coral Bedroom #2

1 Queen Bed

Master Bedroom

1 King Bed

4 bathrooms, 1 half bathroom

Bath #2

Soap · Towels provided · Toilet · Shower only · Hair dryer

Bath #3

Soap · Towels provided · Toilet · Shower only · Hair dryer

Jack and Jill Bath

Soap · Towels provided · Bathtub or shower · Toilet · Hair dryer

Master bath

Soap · Towels provided · Toilet · Shower only · Hair dryer

Outdoor Hot + Cold Shower

Shower only · Outdoor shower

Powder Room

Soap · Toilet

Spaces

Deck or patio
Outdoor shower
Kitchen
Garden
Dining area

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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House Rules

Check in after 4:00 PM
Minimum age to rent: 1
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Garbage containers must be moved to front of the house on WEDNESDAY night. DO NOT disturb the Two pipes coming out of the ground in front of them.
No pods are to be used in the washing machine or dishwasher DO No Flushable wipes down the toilet Pool towels should remain in the pool area

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the area

Boca Grande

Located in Boca Grande, this holiday 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 Gasparilla Island State Park. Jet skiing, kayaking and snorkelling offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
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Map
Boca Grande, FL

What's nearby

  • Our Lady of Mercy Catholic Church - 3 min walk - 0.3 km
  • St Andrews Episcopal Church - 5 min walk - 0.4 km
  • Boca Grande Beach - 6 min walk - 0.5 km
  • ​Boca Grande Marina - 9 min walk - 0.8 km
  • Gasparilla Island State Park - 17 min walk - 1.5 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
  • ‪Smokin Jerry’s - ‬12 min drive
  • ‪Miller's Dockside - ‬9 min walk
  • ‪The Outlet At The Inlett Restaurant - ‬13 min walk

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.

How much does it cost to stay at Historic MamaDear House, Boca Grande Island w/private pool, 5min stroll to beach?

As of 1 May 2026, prices found for a 1-night stay for 2 adults at Historic MamaDear House, Boca Grande Island w/private pool, 5min stroll to beach on 30 July 2026 start from NZ$2,782, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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

On-site 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?

Checkout 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 holiday 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.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 31 out of 31 reviews
Rating 8 - Good. 0 out of 31 reviews
Rating 6 - Okay. 0 out of 31 reviews
Rating 4 - Poor. 0 out of 31 reviews
Rating 2 - Terrible. 0 out of 31 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Dinah S.

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

10/10 Excellent

Sam H.

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

10/10 Excellent

Jeff M.

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

10/10 Excellent

Betts F.

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

10/10 Excellent

Zibbi W.

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

10/10 Excellent

Kyle R.

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

10/10 Excellent

Henry P.

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

10/10 Excellent

Ashley M.

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

10/10 Excellent

Sam H.

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

10/10 Excellent

Scott H.

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

10/10 Excellent

Brian M.

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

Memorial Day Weekend

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

10/10 Excellent

Matt P.

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

10/10 Excellent

jennifer k.

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

10/10 Excellent

Tharon M.

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

10/10 Excellent

Anthony C.

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

10/10 Excellent

Donald E K.

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

10/10 Excellent

Dana S.

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

10/10 Excellent

Libby M.

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

10/10 Excellent

Michelle S.

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

Beautiful Boca Grande home!

Our family of six had a wonderful vacation at MamaDear House and Boca Grande. The home is absolutely beautiful, comfortable and close to everything…the beach, shops and restaurants! We thoroughly enjoyed the pool and cooking meals in the well-appointed kitchen. Highly recommend this property and we hope to be back!
Stayed 7 nights in May 2023
Verified

10/10 Excellent

Ashley M.

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
Verified

10/10 Excellent

Anton H.

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

The best of Boca Grande

Beautiful, historic home updated to the most modern, high-end amenities. Charming layout and close to everything. With a golf cart (which is a must) the beach is even easier to access than the beach condos. Wonderful host.
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Betts F.

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

10/10 Excellent

Megan P.

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

10/10 Excellent

Sandra N.

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

10/10 Excellent

Anne M.

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

About the host

Hosted by Deana Macdonald

Host profile image
Our parents, Ben and Dolores Treece purchased and moved this historic home off the Gasparilla Inn Property for preservation purposes and my family enjoyed may vacations here going up while our parents homesteaded here when not at their Asheville, NC home. In 2019, 3 siblings with the help of our spouses began the 2 year process of commissioning a historical architect, consultant and residential building to approve, plan and execute a historical rebuild. Construction began in August 2020 and was completed April 2021. This home has been upgraded in every way for the entertainment and enjoyment of our family and our guests. All windows are now hurricane and wind rated, central air and heat throughout, gas fireplace, appliances are Wolf and Subzero with an infra-red TEC Grill by the pool. It is now a 5 bedroom/5 bath home, all with closets, bathes and TVs. We have added a private pool, garage and irrigated landscaping. There are books and games for kids or for those who haven't forgotten how to be one. Our parents loved family and enjoyed entertaining friends. We encourage you to make your own happy memories in this space and on this island. Enjoy!

Why they chose this property

Unique historic home, completely rebuilt and renovated in 2021with enough room to easily manage 10 Adults and possibly 2 additional kids. It is the only house of this size, newly renovated with a private pool in the Boca Grande Village area. In other words, it is truly "one of a kind"! :)

What makes this property unique

Location, Location, Location of convenience. Private pool, pool deck w/outside dining. Roomy home perfect for larger families and groups to entertain, dine, play and have downtime. A washer & Dryer on both floors. Beach access 5 minutes walk away, with beach towels, beach chairs and umbrella provided for your convenience. Quiet space for any business work that needs to be conducted during your stay with hi-speed internet access through and outside. TV and sonos entertainment with SiriusXM radio, Netflix and Amazon Prime provided at no additional charge. (A Masseuse and Chef can be provided at additional costs.)

Languages:

English

Premier Host

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