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Entire home

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

Family-friendly vacation home in Boca Grande with an outdoor pool

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

Beach nearby, sun loungers, beach towels
Fridge, microwave, oven, stovetop
Property grounds
Interior
Smart TV, fireplace, books, music library
Nestled in the heart of Boca Grande, Mama Dear House offers a unique blend of history and modern comfort. Stroll to the ocean, unwind by the pool or enjoy a coffee from the wet bar as you work remotely with fast internet.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms5 bathroomsSleeps 10

Popular amenities

  • Parking available
  • Air conditioning
  • Dryer
  • Washer
  • Fireplace

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Pool/Spa

  • Heated pool
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 4.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Outdoor shower
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Books
  • Games
  • Music library
  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • Near a health/beauty spa
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Arcade/game room
  • Heated pool
  • Optional golf privileges
  • Tennis
  • Cycling nearby
  • Fishing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Snorkeling nearby
  • Swimming nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Garden

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Historic 1911 Cottage with Pool, 2 Blocks from Orange Sunsets on Beach and Town

  • Pool
  • Kitchen
  • Washer
  • Dryer
10.0 out of 10, Exceptional, 195 reviews
Historic 1911 Cottage with Pool, 2 Blocks from Orange Sunsets on Beach and Town

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 1

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

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

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

About the neighborhood

Map
Boca Grande, FL

What's nearby

  • Boca Grande Beach - 6 min walk - 0.5 km
  • Whidden's Marina - 8 min walk - 0.7 km
  • ​Boca Grande Marina - 9 min walk - 0.8 km
  • Gasparilla Island State Park - 14 min walk - 1.2 km
  • Boca Grande Beaches - 5 min drive - 3.1 km

Getting around

  • Punta Gorda Airport (PGD) - 54 min drive

Restaurants

  • ‪South Beach Bar And Grille - ‬5 min drive
  • ‪Smokin Jerry’s - ‬12 min drive
  • ‪The Pink Elephant - ‬7 min walk
  • ‪Sinclair’s Jamaican Food Truck - ‬4 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.

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

No, pets are not allowed at this 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. 26 out of 26 reviews
Rating 8 - Good. 0 out of 26 reviews
Rating 6 - Okay. 0 out of 26 reviews
Rating 4 - Poor. 0 out of 26 reviews
Rating 2 - Terrible. 0 out of 26 reviews

Reviews

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

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

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

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

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

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

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

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

10/10 Excellent

Michelle S., St. Louis, MO

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

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

10/10 Excellent

Anton H., Palm Harbor, Florida

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

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

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

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

10/10 Excellent

John N.

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

Very Nice House

We had a total of 10 people. 5 Adults and 5 kids ranging from 9 - 1. They layout of the house was great for all. Location is right in town so easy access to everything. The pool was great for the kids and the beach is a short golf cart ride away. The kitchen is very large and easy for multiple people to prepare/cook at one time. Boca Grande is a special place and full of memories for our family.
Stayed 7 nights in Mar 2023

10/10 Excellent

Verified traveler

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

Simply Perfect

We have been coming to the Island since our children were small but hadn't been for a few years. We wanted a family reunion and could think of no better place and your beautiful house was the most perfect place for us all. It is exactly how you described it and more. We had the most amazing time eating outside, playing in the pool and walking to the beach. Just perfect, thank you x
Stayed 7 nights in Jul 2023

10/10 Excellent

Dinah S.

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

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

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

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

10/10 Excellent

Susan G., Tampa, Florida

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

Great location

The house is lovely & had everything we needed. Located close enough to walk to the beach (or rent a golf cart!), it’s conveniently near all the village shops & restaurants. The owner was very helpful and informative. If you go in the summer though, make sure you bring OFF with DEET or something similar. The mosquitoes and sand fleas were brutal at dusk/night.
Stayed 7 nights in Jul 2022

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

10/10 Excellent

Linda S.

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

Family Vacation

Great House
Stayed 7 nights in Aug 2021

10/10 Excellent

Kristin H.

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

Beautiful home for Family Fun

Decor was beautiful, large kitchen and dining spaces - could seat all 10 for meals at dining table. Washer/dryer up and down was nice for doing beach/pool towels. So close to shops and dining, and a short 2 minute golf cart ride to beach. Pool was lovely! Would highly recommend!
Stayed 7 nights in Jul 2021