
Gasparilla Island State Park, Boca Grande
06/28 – 07/06
$544/nighttotal: $4352 (8 )
The Sandy Seagull Hideaway, Pristine Cayo Costa Island, Sw Florida!
2 2apartment , Bokeelia
This Bokeelia vacation home, near Little Gasparilla Island Beach (6.8 miles away), offers stunning oceanfront views.
The 1,550-square-foot house features two bedrooms, three bathrooms, accommodates six guests, and includes a fully equipped kitchen, Jacuzzi, private barbecue grills, and free Wi-Fi.
The 1,550-square-foot house features two bedrooms, three bathrooms, accommodates six guests, and includes a fully equipped kitchen, Jacuzzi, private barbecue grills, and free Wi-Fi.

Gasparilla Island State Park, Boca Grande
06/28 – 07/06
$197/nighttotal: $1576 (8 )
Fishermen's, Golfer's, Boater's, Kayaker's, Birder's & Snowbird's Dream!
3 2apartment , Pineland
This newly renovated condo in Bokeelia, Pine Island, offers prime location directly on the 12th and 18th holes of Alden Pines Country Club, with proximity to exceptional fishing on Pine Island and the Calusa Heritage Trail.
This 1850 sq ft residence accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, featuring a spacious new kitchen with stainless steel appliances, a large lanai with a gas grill, air conditioning, a swimming pool, and internet, ideal for enjoying golf course views and island activities.
This 1850 sq ft residence accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, featuring a spacious new kitchen with stainless steel appliances, a large lanai with a gas grill, air conditioning, a swimming pool, and internet, ideal for enjoying golf course views and island activities.

Gasparilla Island State Park, Boca Grande
09/11 – 09/13
$371/nighttotal: $742 (2 )
The House On Pine Island!
1 6apartment , Pine Island Center
This brand-new, 3-bedroom, 2-bathroom apartment offers a secluded island experience on Pine Island, situated on a jungly dirt road that provides a quiet escape from tourist crowds.
Accommodating up to 6 guests, this rental features a well-equipped kitchen with modern appliances and reverse osmosis water, reliable WiFi for remote workers, and air conditioning, all within a laid-back island setting.
Accommodating up to 6 guests, this rental features a well-equipped kitchen with modern appliances and reverse osmosis water, reliable WiFi for remote workers, and air conditioning, all within a laid-back island setting.

Gasparilla Island State Park, Boca Grande
10/24 – 10/28
$224/nighttotal: $896 (4 )
South Gulf Cove Port Charlotte Retreat: Gas Grill
1 2cottage , Rotonda
This South Gulf Cove cottage, located less than 6 miles from Cape Haze Pioneer Trail Park and Gasparilla Marina, offers easy access to outdoor recreation and is under 9 miles from Little Gasparilla Island Beach.
The smoke-free rental boasts two bathrooms, a fully equipped kitchen with microwave and dishwasher, free WiFi in public areas, free self-parking, and an outdoor patio; nearby activities include fishing charters from Tails and Scales Charters.
The smoke-free rental boasts two bathrooms, a fully equipped kitchen with microwave and dishwasher, free WiFi in public areas, free self-parking, and an outdoor patio; nearby activities include fishing charters from Tails and Scales Charters.

Gasparilla Island State Park, Boca Grande
09/11 – 09/13
$333/nighttotal: $666 (2 )
Spacious 2-bedroom Upstairs Unit In A House Surrounded By Nature In Pine Island
2 6apartment , St. James City
This upstairs apartment in St. James City is located on over an acre of land, offering a secluded natural setting just a short drive from Pine Island amenities, Calusa Heritage Trail, and Royal Tee Golf Club.
This pet-friendly rental accommodates up to 6 guests with 2 bedrooms, each featuring a king-sized bed, 2 bathrooms with showers, and a living room with a futon, plus a kitchen equipped with a fridge, microwave, and dishwasher, and includes air conditioning, terrace/balcony, garden, and parking suitable for small boats.
This pet-friendly rental accommodates up to 6 guests with 2 bedrooms, each featuring a king-sized bed, 2 bathrooms with showers, and a living room with a futon, plus a kitchen equipped with a fridge, microwave, and dishwasher, and includes air conditioning, terrace/balcony, garden, and parking suitable for small boats.

Gasparilla Island State Park, Boca Grande
06/28 – 07/06
$512/nighttotal: $4096 (8 )
Waterfront Island Condo On Boca Grande-pure Bliss Bgn Complex
2 2apartment , Rotonda
This waterfront condo is located in Rotonda, just a 15-minute walk from Little Gasparilla Island Beach and Uncle Henrys Marina. The property has received excellent ratings for user experience, location, and cleanliness.
This 2-bedroom, 2-bathroom vacation rental comfortably accommodates up to 6 guests in its 1250 square feet of space. Enjoy access to a swimming pool, jacuzzi, fitness center, tennis court, and other amenities for a relaxing and enjoyable stay.
This 2-bedroom, 2-bathroom vacation rental comfortably accommodates up to 6 guests in its 1250 square feet of space. Enjoy access to a swimming pool, jacuzzi, fitness center, tennis court, and other amenities for a relaxing and enjoyable stay.

Gasparilla Island State Park, Boca Grande
06/28 – 07/06
$180/nighttotal: $1440 (8 )
Bocilla Island Club Unit C-13
2 2apartment , Bokeelia
This Bocilla Island Club townhouse in Bokeelia, Florida, offers Gulf of Mexico access, proximity to Boca Grande Pass, and is near the Useppa Museum and Museum of the Islands.
The two-bedroom, three-bathroom condo features two pools, a tennis court, covered parking, a lanai, and accommodates up to five guests, providing direct access to a 400-foot fishing pier.
The two-bedroom, three-bathroom condo features two pools, a tennis court, covered parking, a lanai, and accommodates up to five guests, providing direct access to a 400-foot fishing pier.

Gasparilla Island State Park, Boca Grande
06/28 – 07/06
$693/nighttotal: $5544 (8 )
Bg Beach Club 5d - Ground Level No Stairs - Sleeps 6 - Close To Village
2 2apartment , Bokeelia
This ground-level condo in Boca Grande offers direct beach access, just steps away, and is a short distance from Whidden's Marina and Boca Grande Marina.
This 1100 sq ft apartment features 2 bedrooms, 2 bathrooms, and sleeps up to 6 guests with a King bed, Queen bed, and a Queen pull-out sofa, including a well-equipped kitchen, an outdoor patio, and access to a communal pool with a serene pool view.
This 1100 sq ft apartment features 2 bedrooms, 2 bathrooms, and sleeps up to 6 guests with a King bed, Queen bed, and a Queen pull-out sofa, including a well-equipped kitchen, an outdoor patio, and access to a communal pool with a serene pool view.

Gasparilla Island State Park, Boca Grande
09/11 – 09/13
$330/nighttotal: $660 (2 )
Salty Mermaid On Little Gasparilla Island/lgi
1 6apartment , Rotonda
This beach cottage on Little Gasparilla Island offers a secluded escape, just south of Boca Grande, accessible only by boat. The property boasts excellent ratings for location, cleanliness, and user experience.
The cottage features 3 bedrooms and 2 bathrooms, comfortably accommodating up to 6 guests. Amenities include a fully equipped kitchen, a private garden, a fitness center, and an array of outdoor activities like kayaking, snorkeling, and sunbathing.
The cottage features 3 bedrooms and 2 bathrooms, comfortably accommodating up to 6 guests. Amenities include a fully equipped kitchen, a private garden, a fitness center, and an array of outdoor activities like kayaking, snorkeling, and sunbathing.

Gasparilla Island State Park, Boca Grande
10/20 – 10/25
$361/nighttotal: $1805 (5 )
Steps From The Beach: 2br Home On Little Gasparilla Island With Bay Views
2 2apartment , Rotonda
This private island rental in Placida offers an exclusive, car-free escape accessible by boat, located a short distance from Englewood Beach and Don Pedro Island State Park.
This unique accommodation provides amenities like air conditioning, a kitchen with a fridge and microwave, a terrace, garden, and on-site boat slip, with golf cart access for exploring the island and enjoying water sports equipment, beach essentials, and abundant wildlife viewing.
This unique accommodation provides amenities like air conditioning, a kitchen with a fridge and microwave, a terrace, garden, and on-site boat slip, with golf cart access for exploring the island and enjoying water sports equipment, beach essentials, and abundant wildlife viewing.

Gasparilla Island State Park, Boca Grande
06/28 – 07/06
$240/nighttotal: $1920 (8 )
Well Equipped Pet/smoke Free Family Home - Bring Your Boat!
2 2apartment , Bokeelia
The Round House is located in a quiet neighborhood, just a short drive from the Coast Connection Family Boating Center and other attractions. It boasts excellent user and location ratings, making it a popular choice for travelers seeking a peaceful retreat. This 2-bedroom, 3-bathroom vacation rental spans 1430 square feet and comfortably accommodates up to 6 guests. The home offers a fully equipped kitchen, a private pool, a spa, a patio, a balcony, and a garden, providing everything you need for a relaxing and enjoyable stay.

Gasparilla Island State Park, Boca Grande
06/28 – 07/06
$760/nighttotal: $6080 (8 )
Bg Beach Clun 3e | 3 Beds | 2 Baths | Community Pool | Sleeps 6
3 2apartment , Bokeelia
This top-floor condominium offers a prime beachfront location in Boca Grande, Florida, just a short distance from the Village's dining, Whidden's Marina, and the Boca Grande Lighthouse Museum.
This 1100 sq ft residence features 3 bedrooms accommodating up to 6 guests, a private balcony with Gulf views, an open-concept living area, a fully equipped kitchen, and access to a community pool and convenient parking.
This 1100 sq ft residence features 3 bedrooms accommodating up to 6 guests, a private balcony with Gulf views, an open-concept living area, a fully equipped kitchen, and access to a community pool and convenient parking.













