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Andrew or Rebecca Hagelin

Speaks english
Bedrooms 2
Property type cottage
Minimum Stay nights

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Little Gasparilla Island Cottage Rental Photos and Description

Cottage, 2 Bedrooms + Loft, 2 Baths, (Sleeps 4)

Newly available in March 2012! This immaculate 2 bedroom/2 bath beachfront cottage boasts the most secluded spot on Little Gasparilla Island --- along with first-class amenities, wireless internet, kayaks for exploring the bay's quiet coves and keys, docks, beach gear, recreational gear, and more.

360 degrees of porches and sun decks overlook 360 degrees of un-interrupted beach, waves, dunes, lagoons, island flora and fauna!

Little Gasparilla has miles of beautiful white sand beach, but this cottage is the only house that borders the protected state park, beach and lagoons --- over a mile of completely undeveloped natural beach, without any houses, lies right outside the door.

Our cottage is available for weekly or long-term rental (please contact owners directly for discounts on stays of three weeks or longer.)

The cottage is part of 'Osprey Point', a private bay-to-beach retreat, surrounded by the Gulf and lagoon to the west, Lemon Bay state aquatic preserve to the east, Don Pedro state nature preserve to the north, and undeveloped privately-held land to the south. It is the only house on the island that overlooks the beach and a natural lagoon (part of the pass that once connected Little Gasparilla Sound to the Gulf of Mexico). Almost an island unto itself, the cottage can only be accessed by the private boardwalks that stretch from the dock on the bay to the dunes on the beach, winding through picturesque mangroves along the way.

There is a king bed in the master bedroom and two single beds in the second bedroom. A loft is suitable for an older child or teen who is capable of negotiating its tricky ‘ship’s ladder’ access (air mattress provided). The cottage is ideal for 1 or 2 couples, 1 to 4 single adults, or a couple with 1 or 2 children.

Originally built as a guest accommodation for the main residence (a larger house that stands on the bay) the cottage was sold separately years ago but has recently been re-acquired, renovated, re-furnished, and now for the first time is offered for short or long-term rental.

Mirroring the classic “Old Florida” style of the main house, the cottage is built of cedar with hardwood floors, a wrap-around screened porch, and deep overhanging eaves to shade the sun. Eight sets of French doors (two sets in each bedroom, two in the living area and two in the kitchen/dining area) open onto the screen porch to take full advantage of the ocean’s sights, sounds, and breezes. Cathedral ceilings and ceiling fans in each room (complemented by central heat/air conditioning) provide year-round comfort.

In addition to the wrap-around screened porch there is a large sundeck off the kitchen and main living area, and another sundeck off the master bedroom. These decks and porches offer many comfortable options for ‘al fresco’ seating, grilling and dining, or for simply enjoying the Florida sunshine.

The spacious and fully-screened ground level provides a covered, shady space for hammocks and chairs, plus a second bathroom, laundry facilities, and a second refrigerator/freezer.

Another sundeck, located at ground-level just behind the dunes, offers a convenient place to stash beach gear. (All gear must be removed from the beach after sundown in order to protect the nesting and hatchling sea turtles.) Showerheads and foot washing stations are also conveniently located along the boardwalk.

Additional notes:

Little Gasparilla is a barrier island, one of the glistening white ‘string of pearls’ that stretch almost 100 miles along Florida’s southwest coast from Tampa to Sanibel. While not far from Disney, it’s a world away from the crowds, high-rise condos, and T-shirt shops of the east coast. In fact, Little Gasparilla Island can be accessed only by boat (either water taxi or private boat ). There is no bridge or car ferry --- and therefore there are no roads or cars, no commercial services or shopping, and very few people. You’ll quickly notice that the osprey, eagles, pelicans and shore birds far outnumber humans. In fact, there are many days when you’ll see more dolphins in the bay than people on the beach.

Cell and smart phone connections work great through your own subscription. While there is no cable or satellite television service, there is a TV and a “family-friendly” VHS movie library, along with traditional board games and an iPod/MP3/CD audio system.

As is common in the coastal and Caribbean islands, water is provided from a cistern system which captures, filters, and treats rainwater. While this means remembering to conserve water, especially during the dry season, such systems provide water even more pure than is generally found in large municipal systems.

The cottage is elevated and not handicapped-accessible. All guests must be physically capable of negotiating stairs, climbing in and out of boats, and getting on and off of docks.

Interested in a pristine, but less expensive couple's retreat with satellite TV? Then visit our VRBO listing # 491250 for details on our Beachfront Couple's Condo.


More Details
  • children welcome
  • pets not allowed
  • non smoking only

Andrew or Rebecca Hagelin

This advertiser has been with since 2012
Speaks english

For the past 25 years we have resided in Virginia, most of that in Arlington, a suburb of Washington, DC. Rebecca grew up vacationing on Little Gasparilla Island and we began bringing our own family here many years ago. With the kids grown and 'work from anywhere' technology, we are now full-time residence in our bay home on Little Gasparilla at Osprey Point.

Heck, why not?

Andrew or Rebecca Hagelin purchased this cottage in 2011

Little Gasparilla is a unique and beautiful island, a delightful bit of the 'Old Florida' that is so hard to find these days. It's off the beaten path, very quiet, yet always very interesting. Sunrises, sunsets, and everything in between. Nature just seems to know how to put on a show.

We really appreciate the fact that you need to take a boat to get here. It's part of the adventure. There's something about that boat ride that just makes everyday stress and the 'busyness of life' quickly fade away .

This beach cottage is the most recent addition to 'Osprey Point', a private enclave at the north end of Little Gasparilla Island. With lots of open space, mangrove lagoons, palm trees, boardwalks and two docks to complement the beautiful beach (all bordered by protected nature preserves), Osprey Point is simply a wonderful place to be.

This house stands by itself. . .literally. A mile of completely natural beach (no houses) and 6 additional miles of nearly natural beach lie right outside the door.

Because of our uniquely natural setting we enjoy an abundance of wildlife, native palms and plants, and open spaces not generally found on the island.

And this cottage has lots of porches and decks from which to enjoy the view and Florida sunshine in near-total seclusion, surrounded by nature. Yet it's really not that far from the mainland attractions and services.

Bedrooms 2
Property type cottage
Minimum Stay nights

This owner accepts HomeAway's most secure form of payment. Learn More

Add vacation protection services to your booking
Three services to protect your trip:
Protect your payments in case you need to cancel.
Guarantee the rental meets your expectations
Ensure you're prepared in case of accidental damage.


Property Reviews

Beachfront Cottage--Secluded-- Honeymooners/Couples/Artists!
average rating of 5.0 based on 7 reviews
Beachfront Cottage--Secluded-- Honeymooners/Couples/Artists!
Little Gasparilla Island Florida South Central Gulf Coast

Private paradise

  • 5 of 5
  • Submitted: Feb 28, 2014
  • Stayed: Feb 2014
Just perfect. This extremely well located yet 100% private beach cottage offers 2-4 people a perfect venue for a beach vacation. The cottage is fully equipped and the owners live on the property, though you'll never see them or anyone if you choose. Plenty of beach equipment, wifi, views and tasteful decor make this place a winner. My wife and I stayed a week and inquired about next year from the airport.
Recommended for:  Age 55+, Tourists without a Car, Romantic Getaway
Helpful votes: 1/1
Beachfront Cottage--Secluded-- Honeymooners/Couples/Artists!
Little Gasparilla Island Florida South Central Gulf Coast

Like Two Kids On Summer Vacation

  • 5 of 5
  • Submitted: Aug 13, 2013
  • Stayed: Jul 2013
My husband and I LOVE this house! It is professionally decorated and comfortably furnished with touches of whimsy thrown in for fun. The master bed is luxurious and cozy. The kitchen is not huge but just perfect for two or three people to whip up wonderful meals to eat out on the deck and afterward enjoy beautiful views of the water. What makes this house so perfect is that it is surrounded by some of the most spectacular flora and fauna I have ever seen. Wild creatures are everywhere and the mangroves, flowers, and sand dunes are amazing to look at. We saw turtles, armadillos, birds of all kinds, manatees and dolphins. My husband and I were like kids at summer camp. We did a lot of exploring the nearby park. We looked for shells. We kayaked around the bay side of the Island. We stayed up late and watched the unbelievably huge night sky twinkling with stars. Our souls were refreshed by the sheer purity of the natural surroundings here. The owner is so kind and caring. We thank her for sharing this lovely house with vacationers like us. We felt welcome right from the start and we look forward to our next visit.
Recommended for:  Age 55+, Families with Young Children, Romantic Getaway
Helpful votes: 4/4
Beachfront Cottage--Secluded-- Honeymooners/Couples/Artists!
Little Gasparilla Island Florida South Central Gulf Coast
Charlottesville, VA/USA

Wish we were still there!

  • 5 of 5
  • Submitted: Apr 1, 2013
  • Stayed: Mar 2013
WOW! This is an amazing place to get away from it all. It exceeded our hopes and expectations for a restful, relaxing vacation in a quiet place of scenic beauty. The photographs accurately capture how truly delightful this well-appointed beach house is. The owners, Andy and Rebecca, have gone to great lengths to make your stay a memorable one that you will want to repeat; they truly have the gift of hospitality! We were delighted to discover how easy it is to grocery shop on the mainland and take the water taxi to the island for a restful uninterrupted week of vacation characterized by walks on the beach, beautiful sunsets, and delicious seafood. The opportunity to gather for worship in the quaint island chapel was a pleasant way to begin our week. We would recommend this property to anyone hoping to retreat from the routine of life and truly rest in a tranquil setting. We hope to make this an annual retreat for our family!
Recommended for:  Age 55+, Girls Getaway, Tourists without a Car, Families with Teenagers, Romantic Getaway
Beachfront Cottage--Secluded-- Honeymooners/Couples/Artists!
Little Gasparilla Island Florida South Central Gulf Coast
Ottawa, Kansas

Great Vacation spot

  • 5 of 5
  • Submitted: Mar 4, 2013
  • Stayed: Feb 2013
This cottage is beautifully furnished, clean and very comfortable. We especially liked the French doors in every room that opened to screened porches...really brought the outside in. The beach is beautiful and uncrowded...a novelty for Florida. It is particularly nice that it is bounded by the Don Pedro State Park, which has kept out any additional development. We had hoped for lots of birding opportunities, but due to the ongoing red tide problem, there were very few shorebirds. The owner had been very candid with us about this, so we were forewarned. There is no tv, or DVD player; however there is a collection of very dated VCR's...bring a good book or two!!
Recommended for:  Age 55+, Girls Getaway, Romantic Getaway
Beachfront Cottage--Secluded-- Honeymooners/Couples/Artists!
Little Gasparilla Island Florida South Central Gulf Coast
Buffalo Grove, IL

Anniversary Escape

  • 5 of 5
  • Submitted: Jan 1, 2013
  • Stayed: Dec 2012
Our stay on Little Gasparilla Island was near perfect. We wondered if the listing was accurate. Well, the property and trip exceeded our expectations. The owners may have undersold! They thought of everything to make our stay a relaxing delight. The cottage is pretty, clean, and comfortable. We felt right at home. We loved the screened in porches and all the little seating areas. But our favorite part had to be the beach. Cleanest beach we have ever seen. Great shelling and birding and dolphin watching. We took many walks up and down. Rarely passed another person. It was like having our own private island. Didn’t really want to leave the island but did go to Boca Grande for ice cream at the Loose Caboose which was great. While on the mainland we rented a stand up paddleboard for a few days. What a great way to enjoy the gulf. Even had a couple of dolphin swim within inches of us. We weren’t sure about cooking for ourselves but it worked out great. The Publix that Rebecca sent us to had prepared foods and we grilled a couple of times. We hope to return soon.
Recommended for:  Age 55+, Romantic Getaway
Helpful votes: 1/1


Almost all imaginable Florida-type activities (golf, tennis, theme parks, restaurants, cinemas, spas, museums, parasailing, etc.) are available on the nearby mainland. Little Gasparilla Island itself has no commercial activities.

Guests have access to the property's kayaks, ping pong, foosball, and bumper pool tables, basic fishing gear, beach gear, and other recreational gear.

Arrangements can also be made for on-site or on-island activities such as:

massage and spa sessions,

art lessons

photography lessons,

special catered meals (fish fry, crab boil, BBQ, breakfast/brunch, etc.),

boat and jet ski rental,

golf cart rental,

guided fishing trips,

guided nature walks,

sea turtle patrols,

sailing, boating, and kayaking excursions,

sea plane tours, etc.


Availability & Rates

Little Gasparilla Island Cottage Rental Rates


  • From $1400 to $1800/wk
  • US Dollars
  • RENT: High Season (3rd Sat Nov to 2nd Sat July) $1800/wk $330/night- 4 night min;
  • Low Season (2nd Sat July to 3rd Sat Nov) $1400/wk $280/night- 4 night min.
  • PAYMENTS: $500 Security/Damage deposit and $200 cleaning fee req'd.
  • Contact owner for discounts for extended stays over two weeks long.
  • CANCELLATION REFUNDS: Scrty/Dmge Dep. and CleanFee refunds 100% prior to arrival.
  • Rent and Tax refunds 100% if 30 days prior, 50% if 30-15 days, 0% if 15 days.
  • Pro-rated refunds of Rent & Taxes in event of evacuation order.


Little Gasparilla Island Cottage Accommodation and Amenities

Property Type:
  • cottage
  • Guests provide their own meals
Location Type:
  • Beachfront
  • Oceanfront
  • Iron & Board
  • Mobile Phone ...
  • Parking for RV/Boat/Trailer ...
  • Wireless Internet ...
  • Towels Provided
  • Washing Machine ...
  • Clothes Dryer
  • Air Conditioning ...
  • Linens Provided ...
  • Dishes & Utensils
  • Cooking Utensils
  • Catering Available ...
  • Kitchen ...
  • Dishwasher
  • Refrigerator ...
  • Microwave ...
  • Coffee Maker
  • Toaster
  • Child's Highchair
  • Dining Area
  • seating for 4 people
  • 2 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
  • 2 (1 upstairs and 1 downstairs)
  • 2 Bedrooms, Sleeps 4
  • King size beds (1) in the master bedroom, Twin or Single Beds (2) twins in the second bedroom, Baby Cribs (1) Baby gear (crib, high chair, booster, stair gate, etc.) provided by prior arrangement.
  • VCR
  • Stereo
  • Video Library
  • Outdoor Grill
  • Kayak / Canoe
  • Deck / Patio ...
  • Lanai / Gazebo ...
  • children welcome ...
  • pets not allowed
  • non smoking only
Leisure Activities:
  • eco tourism
  • beachcombing
  • bird watching
  • wildlife viewing
  • boating
  • shelling
  • sight seeing
Sports & Adventure Activities:
  • snorkeling/diving
  • snorkeling
  • sound/bay fishing
  • kayaking
  • swimming
  • golf
  • wind-surfing
  • water skiing
  • sailing
  • fishing
  • pier fishing
  • jet skiing
  • deepsea fishing
Kayaks, beach gear (chairs, umbrellas, coolers), basic fishing gear, plus ping pong, foosball, and bumper pool available at the main house for guests. Service 'extras' such as water taxi, grocery shopping, luggage handling, special catered meals (e.g., fish fry, crab boils, breakfast/brunch, etc.), and maid service during your stay are available by prior arrangement. Arrangements can also be made for on-site or on-island: massage and spa, art lessons, photography lessons, boat and jet ski rentals, golf cart rentals, guided fishing trips, guided nature walks and sea turtle patrols, sailing, sea plane tours, etc.

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