Explore Charming Cottages in Boca Grande, FL

This Spanish style guest house is exceedingly private and offers one of the best locations on the island. A mere 100 yards from beautiful Gulf of Mexico beach and a short 3 block walk into town where one can find wonderful shopping, as well as fabulous restaurants and a bakery. One bedroom with queen bed; modern bath with large shower, large sitting room with flat screen TV and WiFi. Kitchenette with two burner cooktop, small sink, mini fridge, microwave, and coffee maker. Guest house has terra cotta tile floors and historical ceiling beams. Located on larger property with lawns and beautiful Florida landscaping.

- "perfect romantic get away" - "Great location" - "We enjoyed our stay in this little Kaseeta. It is close to town very clean and has everything you would need." - "Quiet; comfortable, clean and perfect location near beach and town Red tide not apparent or an issue at this time" - "The accommodation was perfect for my wife and I and located just a few blocks from downtown and excellent restaurants. It was very clean and just as advertised on VRBO. We visited the area to take in some Spring training baseball games and relax at the beach. The baseball was good but, while located just a block from the beach, we were unable to spend time on the beach due to the red tide that is impacting the region."

PLEASE NOTE: We rent by the week-Saturday to Saturday- December 1 thru April 30. During the rest of the year we have a strict 4 night minimum.

PLEASE NOTE: While a well behaved dog is welcome, we have had to institute a strict ONE DOG policy

PLEASE NOTE: We do not discount our rates.

Enjoy the most relaxing vacation week of your life. Park your car and walk, bike, or golf cart everywhere on island!

This charming, refurbished, 2 bedroom, 2 bath cottage with courtyard entrance is located in the Historic District within easy walking distance to town and beach. It offers an open floor plan with 2,100+ square feet, all at ground level, painted wood floors, vaulted ceiling in main living area, and plantation shutters on a completely fenced corner lot on a quiet street. Large front porch features both a casual seating area for reading or cocktails, and a dining area. Incredibly comfortable interior funishings, 1 queen and two twin beds. Both bathrooms completely refurbished in 2021. Courtyard offers two distinct outdoor eating areas and lounge chairs for private sunbathing. Enjoy meals under the patio umbrella while you enjoy the outdoor sound system. Kitchen is equipped with Wolfgang Puck pots and pans and every handy gadget.

Whether you are new to Boca Grande or have been returning for years, this charming cottage is an ideal vacation spot for couples or small families. Park your car and walk, bike or golf cart to town, the Community Center, or the pristine beach on the Gulf of Mexico.

PLEASE NOTE: We rent by the week, Saturday to Saturday from Christmas thru April.

Keywords: Vacation Cottage, Florida, Gasparilla Island, Boca Grande

- "Absolutely loved this piece of property. It is a charming cottage and gives that perfect Boca Grande feel. Fabulous location. It was perfect for my husband and I with our son and his friend. The front courtyard is large and a great place to have a few other friends over for happy hour. We will definitely stay here again." - "Great location, just far enough away from things to not be in the noisy crowds, but close enough to walk to everything in 5 minutes. Close to the beach, close to most of the restaurants, and good kitchen for when you want to stay in. Five stars +++"

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 very nice" - "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." - "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"

Charming cottage house with 3 bedrooms, 2 bathrooms (one with shower, one with bathtub) and private lanai. House is part of bigger property, but thoughtful landscaping affords total privacy for the heated pool and magnificent over-sized grounds. Private beach access easement across sandy lane.

Other things to note
The beach is right next to the house, the beach chairs, umbrella and beach towels are available. There is a portable crib, in the case the guests will have a small baby/child. They can use the crib also on the beach.