See all properties
Save
Entire home

Delightful 'Old Florida' Island cottage in Boca Grande with separate guest house

Photo gallery for Delightful 'Old Florida' Island cottage in Boca Grande with separate guest house

Beach nearby
Exterior
5 bedrooms, iron/ironing board, free WiFi, bed sheets
Smart TV, fireplace, DVD player, books
Fridge, microwave, oven, stovetop
Reviews
8.8

Excellent

Entire home

5 bedrooms3 bathroomsSleeps 63000 sq ft

Popular amenities

  • Pet friendlyPet friendlyPet friendly
  • FireplaceFireplaceFireplace
  • KitchenKitchenKitchen
  • Barbecue grillBarbecue grillBarbecue grill
  • Free WiFiFree WiFiFree WiFi
  • Air conditioningAir conditioningAir conditioning

Explore the area

Map
Boca Grande, FL
  • Popular Location​Boca Grande Marina7 min walk
  • Popular LocationGasparilla Island State Park10 min walk
  • Popular LocationBoca Grande Beaches3 min drive
  • AirportVenice, FL (VNC-Venice Municipal)46 min drive

Most relevant reviews

ExperimentalCarousel

10/10 Excellent

Main house very nice
Michael N.
Jun 13, 2023

About this property

Entire place

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

Delightful 'Old Florida' Island cottage in Boca Grande with separate guest house

Available for short or seasonal rental is Little House: a traditional 'Old Florida' cottage with separate guest house set in the historic district of Boca Grande, on Gasparilla Island (Florida Gulf Coast). Great beaches are a stone's throw away. (Walk to the beach in under 2 minutes...walk in fact to anything you want in town in 5minutes.) There's no fast food, no chain stores, just a unique and charming slice of bygone Florida ; Florida as it was meant to be, to borrow a tagline from the Gasparilla Inn. Available weekly or monthly. Convenient to golf. This charming property, which has everything you need and nothing you don't consists of two buildings as below:
Main house: master bedroom has (1) queen bed & attached bath; guest bedroom has (1) King bed attached bathroom; living room/dining room; large screened porch with dining table & sitting area (and glass sliding windows if it gets cold); lovely private outdoor courtyard with chairs for dining & relaxing; sunny eat-in kitchen -- easily seats (6); pantry; den with cable TV/DVD; washer & dryer; dishwasher & garbage disposal; grill; central a/c; telephone with answering machine. WIFI of course

Separate guest house (perfect for older children) laid out as follows:
a guest bedroom with (2) twin beds, a second guest bedroom with (2) twin beds, and a third guest bedroom with (1) twin bed. There is one bathroom for all three bedrooms. New in 2021...Air conditioning in the guest house!

A shed contains a 6 bikes available to renters, plus the charcoal grill, etc.

About Boca Grande: Boca Grande is a charming village on 7-mile-long Gasparilla Island, located between Fort Myers and Sarasota. Access to Boca Grande is via a toll bridge which keeps the Island peaceful and quiet. Legend has it that the infamous pirate Jose Gaspar once lived here in grand style. Later discoverers in the early 20th century included Boston Brahmins and other elites from the North-east, who made it a winter playground for some of the nation's most prominent families and their guests. The lure then, as it is now, was the wonderful weather and some of the world's best tarpon fishing. Boca Grande retains unusual character. Its old Florida architecture, and its small town feel (devoid of big box retailers, chain stores, etc.), make it a destination for discerning vacationers. Visitors to Boca Grande enjoy miles of beaches on the island, picnicking, fishing, swimming, shelling and boating, as well as tennis and golf.

Little House was built early in the 20th century as housing for executives of the railroad. It has been in our family continuously since the 1920s.
Note: This is as traditional a house as it gets in Boca Grande, in the best part of town. Close enough to everything you want in the village, yet just far enough way to be quiet and restful.

Property manager

James Hammond

Languages

English, French, Spanish

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Car recommended
  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Books
  • DVD player
  • Games
  • Smart TV with cable/satellite channels
  • Video library

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden
  • Outdoor furniture

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • Up to 50 lbs per pet

Suitability/Accessibility

  • Designated smoking areas

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • In a village
  • Near the marina
  • Near the sea

Things to do

  • Bicycles on site
  • Boat on site
  • Golf on site
  • Tennis
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Sailing nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)
  • Fire extinguisher

General

  • 1 unit
  • Bicycles
  • Garden
  • Unit size: 3,000 square feet

Similar properties

Beach
Single Family Boca Grande Deeded Beach Access
Kitchen
Washer
Air conditioning
Barbecue grill
9.8 out of 10, Exceptional, (26)
Single Family Boca Grande Deeded Beach Access

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 30

Check-out

Check-out before 11:00 AM
Contactless check-out available

Special check-in instructions

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

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
Up to 50 lbs per pet
Restrictions apply; for more information contact the property at the number on the booking confirmation
Note from host: There will be a fee added for pets

Children and extra beds

Children are welcome

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Safety features at this property include a fire extinguisher
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

We should mention

A car is recommended for transportation to and from this property

Property is also known as

Delightful 'old Island Cottage Separate Guest House
Delightful 'old Florida' Island Boca Grande Separate Guest
Delightful 'old Island Separate Guest
Delightful 'old Separate House

About the neighborhood

Boca Grande

Located near the beach, this cottage is in Downtown Boca Grande Historic District, a neighborhood in Boca Grande. Whidden's Marina and ​Boca Grande Marina are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Englewood Beach and Boca Grande Beach. Discover the area's water adventures with snorkeling, water skiing, and windsurfing nearby, or enjoy the great outdoors with cycling.
Visit our Boca Grande travel guideOpens in a new window
View more Cottages in Boca GrandeOpens in a new window

What's nearby

  • ​Boca Grande Marina - 7 min walk
  • Boca Grande Beach - 7 min walk
  • Gasparilla Island State Park - 10 min walk
  • Boca Grande Beaches - 3 min drive
  • Boca Grande Lighthouse Museum - 5 min drive

Getting around

  • Punta Gorda Airport (PGD) - 54 min drive

Restaurants

  • Miller's Dockside - 8 min walk
  • Scarpa's Coastal - 5 min walk
  • 3rd Street Cafe - 6 min walk
  • Pink Elephant - 14 min walk
  • Temptation Restaurant - 6 min walk

Frequently asked questions

Is Delightful 'Old Florida' Island cottage in Boca Grande with separate guest house pet-friendly?

Yes, this property allows dogs with a maximum weight of up to 50 lbs per pet.

What time is check-in at Delightful 'Old Florida' Island cottage in Boca Grande with separate guest house?

Check-in begins at 4:00 PM.

What time is check-out at Delightful 'Old Florida' Island cottage in Boca Grande with separate guest house?

Check-out is at 11:00 AM.

Where is Delightful 'Old Florida' Island cottage in Boca Grande with separate guest house located?

Located in Downtown Boca Grande Historic District, this cottage is within a 5-minute walk of Boca Grande Historical Society and Museum, Our Lady of Mercy Catholic Church, and Lighthouse United Methodist Church. St Andrews Episcopal Church and Whidden's Marina are also within 10 minutes.

Reviews

8.8

Excellent

Rating 10 - Excellent. 18 out of 27 reviews" "
Rating 8 - Good. 6 out of 27 reviews" "
Rating 6 - Okay. 0 out of 27 reviews" "
Rating 4 - Poor. 0 out of 27 reviews" "
Rating 2 - Terrible. 3 out of 27 reviews" "

9.2/10

Cleanliness

Reviews

10/10 Excellent

Michael N.

Liked: Cleanliness
Boca
Main house very nice
Stayed 3 nights in Jun 2023

10/10 Excellent

Robert B., Palm Harbor, FL

Liked: Cleanliness
Great location!
Two block walk to the beach, 5 minutes to main area of Boca Grande where all the restaurants and shops are, 10 minute walk/short golf cart trip to Millers. Worked great for our family and guests.
Stayed 3 nights in May 2023

8/10 Good

Verified traveler

Liked: Cleanliness
Location Location Location
Very much enjoyed our stay. The location is perfect and within walking distance to the quaint town with restaurants, souvenir shopping, a little grocery store, an ice cream shop and more. Also, only a 2-3 minute walk to the beach. Please keep in mind the house is 100 yrs old but does have TV, WiFi, Washer/Dryer. AC and other modern appliances. All in all, a perfect fit for our family. Will stay again!
Stayed 5 nights in Jul 2022

2/10 Terrible

Leslie P.

Disliked: Cleanliness
German Roach INFESTED property- Beware of Owner
*the house smells very badly *Very hot house that did not cool down. Air repair came twice and said it should cool down by the morning. Several floor fans but they only moved around the hot air and a few were broken *German roaches alive found on bed, bathroom, and kitchen floor *owner told me I could leave and he would give us a refund but there were no other properties available. When I asked to compromise and bring down the very hefty price for two nights down he called me names and threatened to call the Sherriff. *house was not cleaned properly and old food was left in kitchen *owner was extremely rude and said I was harassing him about the roaches and the air *Owner claims that I had 10 people with a reservation for 4 which I did not. I asked the owner if there was parking in advance of coming to Boca so that my adult children could come by and he said no problem there was plenty of parking * We saw 2 live cockroaches and several German Cockroaches which were running around the dishwasher and bed linens. I have photos and videos of everything. We were unable to leave since we had paid for a boating excursion all day Saturday and we couldn't recover our expenses. The owner says neighbors complained but that's impossible since we were gone the entire time except to sleep. We had 3 other families staying close by in different locations and we spent 90% of our time there. *the owner was responsive until he resorted to name calling, threats, and false allegations. He said I was harassing him but for what we paid I would expect much better. * We did have adult age children visiting other friends on the island and they stopped by which I asked about beforehand!
Stayed 2 nights in Jun 2022

8/10 Good

Bill L.

Liked: Cleanliness
Gasparilla Island Charm.
Great stay. Perfect location for walkable access to all of Gasparilla Islands laid back charm. Plenty of kitchen, living space and 2 comfortable BRs in main house. Guest house with 5 single beds in 3 rooms with one bathroom would probably work best for children. Initial hiccup on check in timing efficiently remedied by accessible and responsive owner.
Stayed 4 nights in May 2022

10/10 Excellent

Octavia J.

Liked: Cleanliness
Perfect old Florida Cottage
My family and I had the best time here over the holidays. The Hammonds cannot be a nicer host family. the day we arrived the heater in the back house was out and Peter helped find someone to come fix it on Christmas day! His help went far above and beyond!( The new bathroom renovation is lovely). Thank you, we look forward to returning often in the future. Please don't change a thing! Cheers, Octavia
Stayed 6 nights in Dec 2021

10/10 Excellent

Christina C., Tampa Florida

Liked: Cleanliness
Boca grande fun
We enjoyed the proximity of this stay to all of the Boca grande spots. Jim was a great host and very easy to communicate with
Stayed 3 nights in Oct 2021

10/10 Excellent

Anthony T.

Liked: Cleanliness
The perfect suite
This house fit our group perfectly. I would recommend.
Stayed 3 nights in Jun 2021

10/10 Excellent

Peyton P.

Liked: Cleanliness
This is a great house in a fantastic location. We walked to beach, town, dinner, and boat docks.
Owner was great to work with and set the proper expectations beforehand. Highly recommend
Stayed 3 nights in Jun 2021

10/10 Excellent

Kevan M.

Liked: Cleanliness
Perfect getaway in Boca Grande
We loved our stay in the "Little House" in Boca Grande. The house is lovely - great decor, so many fun things to see all over this property. Plus we had everything we needed to cook with and so many fun dishes, glassware, etc. to use. The owner was very helpful and easy to reach. The location is perfect - 1.5 blocks to the beach and about 2 blocks to downtown. Can wait to stay there again!
Stayed 2 nights in Jun 2021

10/10 Excellent

Jo Ellen M.

Liked: Cleanliness
Charming Vintage Home
Our small group stayed at this charming house during our tarpon fishing experience. The house is well stocked, perfectly located to town and beach and comfortable. It truly is vintage and reminded us of being at our grandparents' home - great memories. Our host Jim was easy to work with and answered our questions promptly. Hope to return in the future...
Stayed 2 nights in Apr 2021

8/10 Good

Erwin M.

Liked: Cleanliness
Excellent location
Terrific location and responsive owners. A little dated but owner was upfront about that prior to booking. Bake setting on oven did not work but owner responded immediately regarding that. We really enjoyed our stay.
Stayed 7 nights in Mar 2021

10/10 Excellent

Henry T.

Liked: Cleanliness
Boca Grande
Excellent unit. Would stay again next time I go if available
Stayed 2 nights in Sep 2020

8/10 Good

Gary D.

Liked: Cleanliness
Great weekend
Close to beach and town great escape
Stayed 3 nights in Sep 2020

10/10 Excellent

sue d.

Liked: Cleanliness
July 4th gathering
Enjoyed the historical feeling of the house, from the furniture to the pictures on the walls. Location was a short walk to the beach...we all had a great time!!!

10/10 Excellent

JR S.

Liked: Cleanliness
Charming house
Clean classic bg look and feel. Courtyard was a beautiful surprise. Really enjoyed our stay.
Stayed 2 nights in May 2019

10/10 Excellent

Joanie P.

Comfortable and clean
Very charming and clean, happy house. Wonderful location! Owners very responsive to one question we had.
Stayed 9 nights in Dec 2018

10/10 Excellent

margarita d.

Our stay at this lovely house was great. The house was just as we wanted clean, nice and confortable
The house is very well located, close to the beach and close to the town center and that is very helpful and nice. We had a wonderful time and hopefully we will come back soon to this lovely house. It has everything we needed in very good condition. The owner was very nice with us and I would love to tell him we had a very good time there and that the house is great. The location is great very close to other interesting towns and to nice shopping centers. We were able to walk, swim, eat at very good restaurants, we also went fishing and many other activities we like.
Stayed 14 nights in Jul 2016

8/10 Good

jill s.

Great location to town and beach.
We had a lovely time at this quaint little cottage. It’s location is perfect for walking into town and to the beach. It was clean with a washer and dryer. If you enjoy older homes with historic value, this is the place for you. The front porch was a morning favorite to enjoy our coffee and tea. I highly recommend this property. Owners very connected and easily accessible. They were very attentive.
Stayed 10 nights in Dec 2017

10/10 Excellent

allison j.

Beyond exceptional - nowhere on Boca Grande we would rather stay.
You don't have to be a sucker for historic cottages to love this property because the comforts of modern day living surround you in every ;picture perfect room. I want to take the time to review this home because of how grateful we are for the experience of a home that required the kind of care the owner took to love and preserve the most important elements of Florida's past. Our grown sons immediately took to the lovely sleeping porch replete with rocking chairs and a large dining table for their post fishing cocktail hour. The beautifully appointed rooms are separated by a charming butlers pantry, a long living room with nooks and cozy reading areas initiating privacy at every turn. Two bedrooms in the main house are sizable with comfy queen size beds and each have their own updated bathrooms (The linens are lovely, the towels are luxurious). A separate room that serves as a den is another private setting with a tv. The kitchen is a well stocked eat-in affair that was updated just enough to leave you with a little sense of how we once lived. The outdoor areas conjure up images of gracious soirees- porches and porticos, glorious ancient fruit trees and a preserved remade servants quarters that serves as a guest house. We want to thank the owners again for their attentiveness to all our needs as guests and as stewards of home for the ages.
Stayed 1 night in Jun 2016

10/10 Excellent

Gian C.

Magical property
This was the second time that we stayed in this house and on this property. Generic it is not. It always feels like we are in Rome when we stay here and the location can't be beat. The inside of the house is charming and the gardens are very old school. This is a true southern property with all the charm and history. It's right in town so you can walk or ride your bike to a late dinner and then ice cream with the kids. Everyone can run back and forth to the beach which is spectacular. If you are looking for a managed property with generic tile floor and a balcony with stain-proof flowered furniture and a community pool then this isn't the place for you. But if you want a unique experience that feels like Nantucket moved to the south then there isn't much like it.
Stayed 7 nights in Apr 2017

2/10 Terrible

Jennifer B.

It's a dump
This place is a dump... pictures are outdated and the furniture and rugs are all filled with stains and the guest house.... I have no words to describe...
Stayed 3 nights in May 2017

2/10 Terrible

Bayne S.

Cute, but overall very, very disappointing
The cottage was occupied by our guests, a group of Dartmouth College professionals. Their were numerous problems. First, The promised wifi did not work. Secondly, there was no television service. The shower did not drain properly and because of a lack of adequate hot water, all of our guests used the showers at the Gasparilla Beach Club. The house had a significant ant population. The back cottage was unusable; upon entry, we were greeted by three large Iguanas, between two and three feet long. No one dared stay in the "back" cottage. I rented additional rooms. There was an inadequate supply of linens; our guest purchased additional linens. The cottage was left in very good shape. The cleaning service of the owners claimed that it was a disaster and required 8 hours of cleaning. Of course, the owner is an absentee and refused to return the security deposit. I can verify all of the above statements. Bayne Stevenson

8/10 Good

andrew m.

Very comfortable older house in exactly the right spot in Boca Grande
Feels like staying as a guest of your patrician friends in an old money resort town. Nothing fancy but really comfortable and relaxing. A house full of old furniture and interesting books, a kitchen with everything you need, bathrooms that are old but fully functional, and a guest house with a bunch of beds. About 3 minutes walk from the beach and five minutes walk from the center of town; no need for a golf cart.