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

Boca Grande, Florida
$1383 avg/night
Minimum Stay 3 Nights
Bed 5

Bed

Bath 3

Bath

Home Cottage

Property Type

Sleep 6

Max Sleeps

Night 3 nights

Min Stay

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 theGasparilla 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.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    1 Total (up To 50 Lbs Per Pet) Pet Friendly Service Animals Exempt From Fees Welcoming Dogs Only
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Fire Extinguisher Smoke Detector Not Reported (host Has Not Indicated Whether There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 3000 Sq Ft (279 Sq M)
  • KITCHEN

    Cookware/dishes/utensils Dishwasher Microwave Oven Paper Towels Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi, With Speed Of 250+ Mbps (good For 3–5 People Or Up To 10 Devices)
  • OUTDOORS

    Balcony Charcoal Grill Garden Outdoor Furniture
  • BATHROOMS

    3 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English French Spanish
  • THINGS TO DO

    Bicycle On Site Birdwatching Nearby Boat On Site Cycling Nearby Fishing Nearby Fitness Facilities Nearby Golf Nearby Golfing On Site Sailing Nearby Snorkeling Nearby Swimming Nearby Tennis On Site Water Skiing Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Books DVD Player Games Video Library Smart TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Dinnerware
  • LOCATION HIGHLIGHTS

    In A Village Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Phone
  • SUITABILITY/ACCESSIBILITY

    Designated Smoking Areas

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Availability

Review Review

  • Rawlston P.

    Submitted Jun 7, 2026

    Stayed May 25, 2026

    Great location; only 4 blocks from downtown.This is a real old Florida dwelling that has been lovingly taken care of. Bedrooms in dependency are adequate; children and teens will enjoy the separation from the main house. Large kitchen, big sunroom with tv, living room very comfortable. The host was VERY responsive and helpful. 10 stars to him!

  • Robert B.

    Submitted May 27, 2024

    Stayed May 24, 2024

    We have stayed at this house before. The location is outstanding but if you have a boat, you will need to find another place to keep it, as this house is not on the water but it is a very short walk to beach. Also a very short walk to downtown Boca with many shops, restaurants, etc. There are two marinas close by, can walk but quick golf cart trip, but call way in advance to get a slip. There is little market on the island but would advise a stop at Publix just a few miles before you come over the bridge to the island to stock up on provisions. During warmer months, house definitely warms up despite AC running but it cools down after sun goes down and is very comfortable at night. AC mini splits in guest house rooms work great! Blinds on all the windows in main house would probably help this. Overall the house is a dated but the location is superb and we would definitely stay here again.

  • Michael N.

    Submitted Jun 13, 2023

    Stayed Jun 7, 2023

    Main house very nice

  • Robert B.

    Submitted May 29, 2023

    Stayed May 26, 2023

    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.

  • Submitted Aug 1, 2022

    Stayed Jul 24, 2022

    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!

  • Leslie P.

    Submitted Jun 28, 2022

    Stayed Jun 24, 2022

    *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!

  • Bill L.

    Submitted Jun 12, 2022

    Stayed May 31, 2022

    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.

  • Octavia J.

    Submitted Jan 10, 2022

    Stayed Dec 24, 2021

    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

  • Christina C.

    Submitted Oct 26, 2021

    Stayed Oct 22, 2021

    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

  • Anthony T.

    Submitted Jun 20, 2021

    Stayed Jun 17, 2021

    This house fit our group perfectly. I would recommend.

Your dates are Available!

Total

Includes taxes and fees
$1,383+
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