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Delightful 'Old Florida' Island cottage in Boca Grande with separate guest house
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Reviews
8.8 out of 10
Excellent
5 bedrooms 3 bathrooms Sleeps 6 278.7 sq m
Popular amenities
Explore the area

Boca Grande, FL
- Place, Boca Grande Marina7 min walk
- Place, Gasparilla Island State Park9 min walk
- Place, Boca Grande Beaches3 min drive
- Airport, Punta Gorda Airport (PGD)66 min drive
Rooms & beds
5 bedrooms (sleeps 6)
Bedroom 1
1 Double Bed
Bedroom 2
1 Double Bed
Bedroom 3
2 Single Beds
Bedroom 4
1 Single Bed
Bedroom 5
1 Single Bed
3 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Bathtub or shower · Toilet
Bathroom 3
Bathtub or shower · Toilet
Spaces
Porch or lanai
Kitchen
Balcony
Garden
Dining area
About this property
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.
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.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning
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House Rules
Check in after 4:00 PM
Minimum age to rent: 30
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs less than 23 kg per pet (limit one pet total)
There will be a fee added for pets
Smoking
Smoking allowed: in designated areas
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 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
We should mention
A car is recommended for transport to and from this property
About the area
Boca Grande
Located near the beach, this cottage is in Downtown Boca Grande Historic District, a neighbourhood 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 Gasparilla Island State Park. Discover the area's water adventures with snorkelling, waterskiing and windsurfing nearby, or enjoy the great outdoors with cycling.

Boca Grande, FL
What's nearby
- Boca Grande Marina - 7 min walk - 0.7 km
- Whidden's Marina - 7 min walk - 0.7 km
- Boca Grande Beach - 8 min walk - 0.7 km
- Gasparilla Island State Park - 9 min walk - 0.8 km
- Boca Grande Beaches - 3 min drive - 2.4 km
Getting around
Restaurants
- South Beach Bar And Grille - 4 min drive
- Smokin Jerry’s - 13 min drive
- Sinclair’s Jamaican Food Truck - 7 min walk
- The Pink Elephant - 14 min walk
- Miller's Dockside - 8 min walk
Frequently asked questions
About the host
Hosted by James Hammond

We live in the Boston area, and I have been going to Boca Grande since I was a child.
Why they chose this property
Close to the beach close to town, close to the Boca Grande Community center....you can arrive and never get behind the wheel of a car. The Community Center, where lectures, movies and other notable happenings occur, is just across the street. The village a couple of blocks through the most charming part of Boca Grande. Arguably the best beaches on the island are just a few paces away. You will love the patio complete with its wrought iron gates, brought (it is said) from Cuba by one of Teddy Roosevelt's Rough Riders.
The guest house let's you put the next generation or your guests in their own space. In the shed find you'll find bikes beach chairs, umbrellas etc., all for your use.
The guest house let's you put the next generation or your guests in their own space. In the shed find you'll find bikes beach chairs, umbrellas etc., all for your use.
What makes this property unique
A word of warning. Do not come here if you are looking for large marble bath and Jacuzzis. This is Old Florida not Vero Beach. They did not have those things in the 1920s and we don't have them in Little House now. There are plenty of condos on the island for that sort of thing. Come here if you want to go back to a simpler more relaxed era, and ease into a bit of Florida you never imagined still existed...
Languages:
English, French, Spanish
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