Waterfront Sleeps 8 on the bay Beach-to-Bay private land; Dock-Wildlife-Secluded

Top rated by guests
Aerial view
Dining
Private kitchen
Exterior
Exterior
review stars
10Outstanding
(21 Ratings)
"Incredible property, just gorgeous! Friendliest host ever! Dock was perfect for our boat and for fishing from. Easy walk to the beach with a scenic view of a pond and a mangrove. During our stay we sa..."
Brian G.
Don't miss out! Price and availability may change
10 / 10
Outstanding(21 Ratings)

House in Little Gasparilla, FL

8 guests · 4 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Part of a 5-acre estate fronting both bay and beach on Little Gasparilla Island, which consists of three houses plus auxiliary buildings. Island access is by boat only (water taxi available). Waterfront on 3 sides. Private and serene natural setting --- surrounded by state-designated "exceptional waters" and nature preserve. Pristine white sand beach. Unique. An "Old Florida" gem.

Updated twice over the years the "Big House" comfortably accommodates up to 8 guests in the two King bedroom suites with full bathrooms, a Queen suite in the cupola with a full bathroom, and a bunk room with three single bunks, two of which are accessed by ladders.

Little Gasparilla Island is NOT a normal tourist destination---no traffic, no high-rise condos, no crowds, no putt-putt golf, no T-shirt shops, no bars, restaurants, or coffee shops. But it's perfect for folks who want a real vacation---ready to explore beaches and backwaters, angle for fish or photos, collect shells and shark teeth, enjoy family or friends, or just relax in the sun and sand. While not far from Orlando and Miami, Little Gasparilla Island is truly "off the beaten path", a world away from tourist beaches.
Managed by the owners, the Gasparilla Getaways property offers the best of this "world away". Whether you are honeymooning, vacationing with family, or retreating for business, our 3-house property offers a setup that will make it special. Or just rent one home and enjoy privacy. We occupy just nearly five acres stretching beach to bay at the north end of the island, surrounded on three sides by natural park and aquatic preserve, and interlaced with mangrove lagoons. Our "Beach Cottage", "Boat House", and "Big Bay House" are three distinct properties that can be rented individually or as a unit. They each maintain their privacy, but larger groups who would like to rent multiple properties can enjoy proximity and shared amenities. These shared amenities include a full outdoor kitchen and dining area (the "Bistro"), an outdoor coffee and smoothie bar (with complimentary coffee, cream & sugar), three fire pits, yard games, kayaks, beach gear and much more.

At GasparillaGetaways, we offer comfort, beautiful-but-casual accommodations, and uncommon privacy on an island that is only accessible by boat. There are no cars (no traffic and no parking lots) and no commercial activity----just miles of raw natural beauty.

The property fronts on Lemon Bay Aquatic Preserve and the SWFL Blueway Kayak Trail, and borders the Don Pedro state Nature Preserve and Gulf of Mexico.

The wrap-around porch of the Big Bay House offers conversation and dining with a beautiful view of the bay and is fully equipped to accommodate up to eight people with the same high 5-star-review standard of comfort and quality as our other two smaller rental properties, VRBO numbers 400780 (Beach Cottage) & 624895 (Boat House).

BAY HOUSE ARRANGEMENTS:
- Main level master bedroom with king bed and en suite full bathroom (a second bathroom door allows access from the hallway)
- Bunk room with three single beds - Fully equipped kitchen with stainless steel appliances and granite counter tops
- Large dining table and open floor plan
- Living area with wood burning stove
- Additional living area with large television for movie watching (or streaming through our Starlink)
- Additional half bath on main level
- Wrap around screened porch on main level with multiple seating areas and a large dining table with wraparound upper deck, french doors, - queen loft bedroom accessible by stairs (not a ladder) and sitting area with private full bathroom
- lower level King bedroom with private full bathroom - Washer and dryer
- Custom tile and original artwork throughout

PROVISIONS:
Kayaks
Linens, bath towels, and beach towels
Beach chairs and umbrellas
Propane for the grill
Wood for the fire pit
Pots, pans, dishes, utensils
Slow cooker
Kitchenaide mixer
Smoothie maker/ Blender
Coffee maker, milk warmer/frother
Salt and Pepper and other assorted spices
Hair dryer, Q tips and cosmetic pads
Starter rolls of paper towels and toilet tissue
Dish washing soap
laundry detergent and fabric softener sheets
Ironing board
Garbage bags
Rice cooker
Crock pot
Toaster oven/Air fryer
Kitchen Aid Mixer
Smoothie Maker
-Check in is 3:30 pm or after
- Check out is by 10:00 am
No pets
No smoking
Up to eight occupants
Guests agree to hold owner harmless for any injuries or illnesses incurred while using our home, boardwalks, kayaks, grill, or other property.
Guests agree to remove all food items and all garbage from the property upon departure (can be disposed of at the marina for $3 per large bag.)

Amenities

Non-smoking
No pets allowed

Map of Little Gasparilla, FL


Ratings and reviews

10 / 10
Outstanding(21 Ratings)
10 / 10Outstanding·May 2026
Incredible property, just gorgeous! Friendliest host ever! Dock was perfect for our boat and for fishing from. Easy walk to the beach with a scenic view of a pond and a mangrove. During our stay we saw tons of wildlife, including dolphin, manatee and bald eagles. Probably found about 2,000 fossilized shark teeth as well.
10 / 10Outstanding·Jan 2026
The house, amenities, and communication from the owners was amazing. The location on the island in our opinion is the best, and we have stayed on gasparilla Island many other times. Traveling with 3 siblings, spouses and Mom we were pleased with the separate spaces and large dining table, as well as outdoor spaces to spend time together. We will be back to this location again and again.
10 / 10Outstanding·Apr 2025
Our rental had everything we could wish for. The house is right next to the bay, overlooking the mangroves, all the beautiful birds, and wildlife too! The gulf was only a few minutes walk.Everyone in our group enjoyed the house. We slept in the upstairs room which has its own deck. From there we could watch the sunrise over the bay, and the sunset on the gulf.. It was peaceful and absolutely Beautiful!Pack your favorite foods, drinks and snacks. We found everything else that we needed in the well-stocked kitchen.We highly recommend this location for anyone wanting to get away from it all.
10 / 10Outstanding·Mar 2024
Best property in all of Little Gasparilla Island. Definitely plan on staying here again. The grounds were beautiful, the house was just what we needed, well stocked, and relaxing!

$$$$
expedia logo

FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Waterfront Sleeps 8 on the bay Beach-to-Bay private land; Dock-Wildlife-Secluded. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Waterfront Sleeps 8 on the bay Beach-to-Bay private land; Dock-Wildlife-Secluded pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Waterfront Sleeps 8 on the bay Beach-to-Bay private land; Dock-Wildlife-Secluded?

We found 2 amenities for this rental. This includes non-smoking, and no pets allowed.


Explore similar stays in Little Gasparilla

Explore all stays

Little Gasparilla travel inspiration

Read our blog

Keep exploring