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Best Vacation rentals and Airbnb offers in Little Gasparilla Island, FL
10 107 reviews
Little Gasparilla Island, FL
08/20 – 08/29
$121/nighttotal: $1089 (9 )
Tiki Garden Getaway Spa And Outdoor Living. Close To Beaches Without The Costs!!
2 2
apartment , Rotonda
This apartment is located in Cape Haze, Englewood, Florida, just a short walk from the ferry to Palm Island and close to Palm Harbour Marina. It receives excellent user ratings and offers a unique layout with two separate wing units, perfect for families or groups seeking privacy and shared space. This rental features a tropical garden with fresh fruit trees, a private hot tub, a BBQ area, and access to a marina with boat rentals and a swimming pool. The apartment also offers easy access to local restaurants and concierge services for transportation, catering, and spa treatments.
9.3 3 reviews
Little Gasparilla Island, FL
08/20 – 08/29
$182/nighttotal: $1638 (9 )
Sw Florida Luxury Modern Retreat, King Bed Suite , Close To Beaches / Golfing / Fishing / Air Ports , 2023 Built
3 2
house , Rotonda
This modern villa is located in Rotonda West, just a short drive from the Grande Tours Kayak Center and within easy reach of popular attractions like Warm Mineral Springs and Venice Theatre. The property has received excellent ratings for cleanliness and overall user experience, while the location has been rated as good. The 3-bedroom, 2-bathroom house comfortably accommodates up to 6 guests in its 1350 square feet of space. Enjoy a relaxing stay with modern amenities like air conditioning, a private terrace, and a fully equipped kitchen, plus easy access to local activities like golfing, fishing, and exploring the charming coastal towns of Southwest Florida.
10 2 reviews
Little Gasparilla Island, FL
08/20 – 08/29
$129/nighttotal: $1161 (9 )
Spot Manatees From Your Balcony
2 2
apartment , Grove City
This Englewood apartment is located 6 miles from Grande Tours Kayak Center and 14 miles from CoolToday Park. This 2-bedroom rental accommodates up to 9 guests and features a full kitchen, air conditioning, a balcony with potential manatee sightings, and free private parking.
10 17 reviews
Little Gasparilla Island, FL
06/25 – 07/06
$146/nighttotal: $1606 (11 )
2 Bed 2 Bath Heated Pool Vacation House, Very Private
2 2
apartment , Rotonda
This Rotonda West condo is located in Rotonda Lakes, adjacent to a golf course and near the sea, just a few miles from area beaches and convenient to local shopping and dining. This 2-bedroom, 2-bathroom apartment accommodates up to 4 guests and features a heated swimming pool, private lanai with a large barbeque grill, and includes amenities such as high-speed internet, a dishwasher, microwave, washer, dryer, and beach gear.
9.8 9 reviews
Little Gasparilla Island, FL
06/25 – 07/06
$100/nighttotal: $1100 (11 )
Villa ∙ 3 Bedrooms ∙ 6 Guests
3 2
house , Rotonda
This Rotonda villa offers a private vacation experience near its natural beauty and recreational opportunities, with convenient access to local amenities. This 3-bedroom, 2-bathroom house accommodates up to 6 guests and features a private swimming pool, a screened lanai for outdoor dining, a fully equipped eat-in kitchen, and an attached double car garage.
9.2 12 reviews
Little Gasparilla Island, FL
08/20 – 08/29
$237/nighttotal: $2133 (9 )
A View Of Gulf Of Mexico, Plus Access To All The Resort Amenities! A3214c
1 2
house , Grove City
This Palm Island villa, near Placida in Grove City, provides easy access to Englewood and Manasota Beaches, and is a short drive from the Englewood Recreation Center and CoolToday Park. This one-bedroom, one-bathroom house sleeps two guests and features a kitchen with a fridge and microwave, plus access to five heated pools, a hot tub, tennis courts, and various water activities including water aerobics and beach yoga.
Little Gasparilla Island, FL
08/20 – 08/29
$185/nighttotal: $1665 (9 )
Waterfront Family Vacation , Near Ocean And Mineral Springs, 7 Sleeps
1 2
house , Rotonda
This waterfront villa in Rotonda West, Florida, offers direct beach access and is conveniently located near both the Gulf of Mexico and mineral springs, approximately 23 miles from Fisherman's Village and 5.6 miles from the Grande Tours Kayak Center. This 1,350-square-foot home features one bedroom, two bathrooms, sleeps up to 15 guests, and includes a private pool, tennis court, fully equipped kitchen, and free Wi-Fi—perfect for families or large groups seeking a relaxing vacation near the water.
9.7 84 reviews
Little Gasparilla Island, FL
08/20 – 08/29
$187/nighttotal: $1683 (9 )
Relax & Unwind Home With Private Saltwater Pool
3 2
apartment , Rotonda
This 3-bedroom, 2-bathroom vacation home in Rotonda offers a private outdoor pool for relaxation and enjoyment. It is located in the Oakland Hills district, a short drive from Lemon Bay (2.3 mi), Oyster Creek Golf Club (3.1 mi), and other attractions within a 6-mile radius. With excellent user, location, and cleanliness ratings, this home is perfect for families and pet owners. The well-equipped kitchen includes a refrigerator, microwave oven, and dishwasher. Other amenities include free WiFi, air conditioning, a terrace or balcony, a garden, parking, and an in-unit washing machine. The home can accommodate up to 6 guests and is family-friendly.
10 9 reviews
Little Gasparilla Island, FL
06/25 – 07/06
$215/nighttotal: $2365 (11 )
Rotonda West Home W/ Pool & Golf Course View!
3 2
house , Rotonda
This Rotonda West home boasts stunning golf course views and is conveniently located near the Grande Tours Kayak Center (6.8 miles) and Warm Mineral Springs (15 miles). The 2,030-square-foot house features three bedrooms, two bathrooms, a private pool, and a fully equipped kitchen, comfortably accommodating families or groups, with free Wi-Fi.
9.8 18 reviews
Little Gasparilla Island, FL
08/20 – 08/29
$168/nighttotal: $1512 (9 )
Golf Lovers Serene Escape - Cozy 3 Bed/2 Bath, And Close To The Beach
3 2
apartment , Rotonda
This golf vacation home is nestled in the Oakland Hills neighborhood, surrounded by renowned attractions in Rotonda, including Little Gasparilla Island Beach and Don Pedro Island State Park, all within a 6-mile radius. The house has received excellent user ratings for its amenities and services. The house has 3 spacious bedrooms and 2 bathrooms, with a floor area of 1610 square feet, accommodating up to 6 guests. The fully equipped kitchen, private pool, terrace, and garden make it an ideal choice for families and groups seeking a comfortable and relaxing stay.
9.6 49 reviews
Little Gasparilla Island, FL
06/25 – 07/06
$170/nighttotal: $1870 (11 )
Your Own Villa With A Heated Pool Near South Florida's Wonderful Beaches.
3 2
house , Rotonda
This 3-bedroom villa is located in the golf community of Rotonda West, a 15-minute drive from Florida's best beaches. The house has received excellent ratings for its cleanliness, location, and user experience. The villa comfortably sleeps six guests and features a fully equipped kitchen, a private heated pool, and a patio with canal views. Guests can enjoy fishing, biking, and relaxing by the pool, all while staying connected with fast internet and entertainment options.
9.5 52 reviews
Little Gasparilla Island, FL
06/25 – 07/06
$119/nighttotal: $1309 (11 )
Sun Kissed Villa Minutes To Beach & Pool & Golf
2 2
apartment , Grove City
This Grove City vacation home is located in Englewood, Florida, four miles from Englewood Beach and one mile from a public pool with lap lanes and a splash pad. The two-bedroom, two-bathroom villa offers comfortable accommodations for four guests, featuring a fully equipped kitchen, Keurig coffee bar, spacious backyard with BBQ grill and lawn games (cornhole, bocce, Pickleball), and two complimentary bikes for exploring nearby biking trails and pickleball courts.
Best family friendly Little Gasparilla Island, FL vacation rentals
Among the 712 accommodations in Little Gasparilla Island, FL, here are the 4 best family friendly rentals
9.8 27 reviews
Little Gasparilla Island, FL
06/25 – 07/06
$155/nighttotal: $1705 (11 )
Modern Retreat, 3bedroom King Bed + Master Bath Near Ocean, 6 Guests
3 2
apartment , Rotonda
This Oakland Hills vacation home is located 3 miles from Lemon Bay and within 6 miles of Little Gasparilla Island Beach and Oyster Creek Golf Club, offering easy access to Rotonda's attractions. This 1300-square-foot property boasts three bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, in-unit laundry, and outdoor barbecue grills.
9.6 50 reviews
Little Gasparilla Island, FL
06/25 – 07/06
$132/nighttotal: $1452 (11 )
Minutes To Gulf Beaches, Great Outdoor Space, Putting Green,perfect Getaway
3 2
apartment , Rotonda
This vacation home is located in the desirable Englewood East district, close to Oyster Creek Golf Club, Ann Dever Memorial Regional Park, and Englewood South Inlet. It has an excellent user rating. The house has a floor area of 1190 square feet, 3 comfortable bedrooms, and a capacity for 8 guests. It features a fully equipped kitchen with modern appliances, air conditioning, a private fenced yard with BBQ grills, and free WiFi throughout the property. Pets are allowed, and it is family-friendly.
9.4 3 reviews
Little Gasparilla Island, FL
08/20 – 08/29
$167/nighttotal: $1503 (9 )
Charming 3-bedroom Relaxing Family Vacation Retreat On The Water, Fishing
3 2
apartment , Rotonda
This three-bedroom house rental in Rotonda West's Pebble Beach neighborhood is located less than 15 minutes from Boca Grande Island and nearby beaches, offering easy access to area attractions like Oyster Creek Golf Club and Englewood Recreation Center. The 3-bedroom, 2-bathroom home comfortably sleeps eight guests and features a private backyard canal perfect for kayaking and fishing, a fully equipped kitchen with dishwasher, in-unit air conditioning, and access to a community pool.
9.2 6 reviews
Little Gasparilla Island, FL
08/20 – 08/29
$187/nighttotal: $1683 (9 )
Family Villa King Bed, 3 Bedrooms 2baths, 7 Guests, Close To Beaches, Golfing, Fishing
3 2
house , Rotonda
This Rotonda West, Florida villa is located 4.3 miles from the Grande Tours Kayak Center, offering easy access to beaches, golf courses, and fishing. The 1,320-square-foot, three-bedroom, two-bathroom home comfortably sleeps seven guests and features a fully equipped kitchen, free Wi-Fi, private parking, and a terrace; pets under 50 lbs are welcome for an added fee.
Best Little Gasparilla Island, FL vacation rentals with a pool
Among the 712 accommodations in Little Gasparilla Island, FL, here are the 4 best rentals with a pool
9.8 222 reviews
Little Gasparilla Island, FL
08/20 – 08/29
$185/nighttotal: $1665 (9 )
❤Rotonda Retreat❤*spacious*fully Furnished*pool*
3 2
apartment , Rotonda
This fully remodeled Rotonda West home boasts a prime location backing onto the Pinemoor West golf course, a 4.7-mile drive from Englewood Beach. The three-bedroom, two-bathroom house features a heated pool, two living areas, a modern kitchen with dishwasher, and sleeps six guests comfortably, offering a private backyard and garage parking.
9.9 76 reviews
Little Gasparilla Island, FL
08/20 – 08/29
$167/nighttotal: $1503 (9 )
Heated Pool, Cozy 2 Bed-2 Bath House
1 2
bungalow , Rotonda
This Rotonda West bungalow offers convenient access to Rotonda West's beaches, golf courses, and restaurants. This two-bedroom, two-bathroom house sleeps four, features a private pool, screened-in lanai with grill, full kitchen, in-unit laundry, and dedicated workspace with fast Wi-Fi.
9.6 28 reviews
Little Gasparilla Island, FL
06/25 – 07/06
$159/nighttotal: $1749 (11 )
Sunny 3br Home W/ Private Heated Pool!
3 2
apartment , Rotonda
This Rotonda West vacation rental is located in a quiet neighborhood, offering easy access to nearby beaches, parks, and golf courses. This single-level villa accommodates up to five guests across three bedrooms and features a private heated pool, outdoor shower, fully equipped kitchen, and fast WiFi, all within a spacious backyard oasis with outdoor dining.
10 12 reviews
Little Gasparilla Island, FL
08/20 – 08/29
$165/nighttotal: $1485 (9 )
Annapolis Waterside Escape
2 2
apartment , Rotonda
This canal-front Rotonda West condo is a short drive from Gulf beaches, golf courses, dining, and shopping. This pet-friendly apartment offers two king bedrooms, a Murphy bed for up to 6 guests, a private heated pool, a screened lanai, and fast Wi-Fi.
Frequently Asked Questions about vacation rentals in Little Gasparilla Island, FL
What are the must-see sights on Little Gasparilla Island, Florida?
Little Gasparilla Island's main attraction is its pristine beaches. The Gulf-side beaches offer incredible shelling opportunities, and you'll find plenty of space to relax and soak up the sun. The Boca Grande Pass, visible from the island, is also a popular spot for watching boats and wildlife.
What are the best Airbnb and vacation rentals in Little Gasparilla Island, FL?
Are there unique natural phenomena on Little Gasparilla Island, Florida?
The island's location at the mouth of Boca Grande Pass creates unique wildlife viewing opportunities. You'll frequently see dolphins, manatees, and a variety of bird species. Shelling is also a significant natural phenomenon, with the beaches yielding a wide array of shells.
What are the most popular Airbnbs in Little Gasparilla Island, FL?
What essentials should you bring along to Little Gasparilla Island, Florida?
Pack light clothing, swimwear, sunscreen, insect repellent, a hat, sunglasses, and comfortable walking shoes. Don't forget beach towels, a beach umbrella or beach tent for shade, and reusable water bottles to stay hydrated. Bringing binoculars is also a great idea for wildlife viewing.
What are the best vacation rentals with a pool in Little Gasparilla Island, FL?
What is the average daily budget you should plan for (accommodation, food, transportation, activities) on Little Gasparilla Island, Florida?
Daily budget can vary greatly depending on your accommodation choices. A modest budget might be around $150-$250 per day for a couple, covering a mid-range rental, meals, and some activities. Luxury accommodations and upscale dining will significantly increase this amount.
What are the best rentals for families and kids in Little Gasparilla Island, FL?
Where can you find the best restaurants serving local dishes on Little Gasparilla Island, Florida, and what are the must-try specialties?
Little Gasparilla Island itself has limited restaurant options. Most people rely on bringing their own groceries or making short trips to Boca Grande for dining. In Boca Grande, you can find various seafood restaurants offering fresh catches of the day. Stone Crab claws are a regional specialty during season.
What are the best rentals or Airbnbs with a jacuzzi in Little Gasparilla Island, FL?
What are some less-famous attractions on Little Gasparilla Island, Florida that are worth the visit?
Exploring the island's nature trails on foot or by bicycle is a great way to discover hidden coves and enjoy the natural beauty. Many visitors also enjoy simply relaxing on the less-crowded stretches of beach away from the main access points.
What are the best activities for engaging with locals and understanding their culture on Little Gasparilla Island, Florida?
Little Gasparilla Island has a small, close-knit community. The best way to engage with locals is by striking up conversations with people you encounter at local businesses or on the beach. Casual interactions are the most common way to connect with the island's residents.
What unique natural landscapes and terrain features can travelers explore on Little Gasparilla Island, Florida?
The island's main landscape feature is its expansive beaches. Beyond the beaches, you'll find coastal dunes, maritime hammocks, and tidal flats. The island's relatively undeveloped nature preserves its natural beauty.
How many days are ideal for visiting Little Gasparilla Island, Florida, and what are some itinerary suggestions?
A long weekend (3-4 days) is a good amount of time to relax and enjoy the beaches and natural beauty of Little Gasparilla Island. A possible itinerary could include beach time, shelling, wildlife watching, and exploring the island's trails. Longer stays allow for more relaxation and exploration.
How is the weather on Little Gasparilla Island, Florida in high season?
Little Gasparilla Island's high season is during the winter months (November-April). Expect warm, sunny days with average temperatures in the 70s°F. Humidity is generally moderate, and rainfall is relatively low during this period. However, be prepared for occasional showers.
Nearby regions
Best Little Gasparilla Island, FL vacation rentals with a balcony
9.6 15 reviews
Little Gasparilla Island, FL
06/25 – 07/06
$151/nighttotal: $1661 (11 )
Palm Manor
2 2
apartment , Englewood
This Englewood South condo is conveniently located less than a mile from Lemon Bay and Oyster Creek Regional Park, and within a 15-minute walk of Englewood South Inlet and Cedar Point Environmental Park. This two-bedroom, two-bathroom apartment sleeps four and features a fully equipped kitchen, a terrace, a swimming pool, and free parking, offering easy access to beaches and outdoor recreation.
10 4 reviews
Little Gasparilla Island, FL
06/25 – 07/06
$216/nighttotal: $2376 (11 )
Villa ∙ 3 Bedrooms ∙ 6 Guests
3 2
house , Rotonda
This custom-built holiday villa in Rotonda West, Florida Gulf Coast, offers a southwest-facing waterway view and is located less than a mile from a golf club and near Boca Grande and Englewood beaches. This family-friendly vacation home accommodates six guests in three bedrooms, featuring a heated pool with a waterfall, spa, gas BBQ grill, and complimentary Wi-Fi.
10 2 reviews
Little Gasparilla Island, FL
06/25 – 07/06
$151/nighttotal: $1661 (11 )
119 M² Condo ∙ 2 Bedrooms ∙ 6 Guests
2 2
apartment , Englewood
This apartment in Englewood is located on Lemon Bay, a five-minute drive from the Gulf of Mexico beaches and a two-minute walk to a shopping center featuring a supermarket and pharmacy. This 1280 square foot condominium offers two bedrooms, two bathrooms, and accommodates up to six guests with a full kitchen, living room sofa bed, and in-unit laundry, plus on-site amenities like a heated swimming pool, tennis court, and reception pavilion with a pool table and table tennis.
10 3 reviews
Little Gasparilla Island, FL
06/25 – 07/06
$102/nighttotal: $1122 (11 )
Charming 2-bedroom House In Englewood With Wifi And Ac
2 2
apartment , Englewood
This Englewood South vacation rental is conveniently located near Englewood Beach and Caspersen Beach, offering easy access to the Englewood Recreation Center and Charlotte Sports Park. This 860-square-foot house features two bedrooms with a king and queen bed, plus sofa beds, accommodating up to five guests and including amenities such as a washer, air conditioning, and Wi-Fi.
Best Little Gasparilla Island, FL vacation rentals with parking
9.8 13 reviews
Little Gasparilla Island, FL
08/20 – 08/29
$175/nighttotal: $1575 (9 )
Manatee Harbor: Marina, Heated Pool-spa, Island Ferry With Private Beach Access!
1 2
apartment , Rotonda
This Englewood condo rental is less than a mile from Don Pedro Island State Park and Beach and 1.4 miles from Lemon Bay, offering easy access to area attractions. The one-bedroom, one-bathroom unit sleeps four, features a private pool alongside a shared pool and hot tub, a fully equipped kitchen, in-unit laundry, and a Smart TV with DVD player.
9.9 28 reviews
Little Gasparilla Island, FL
08/20 – 08/29
$160/nighttotal: $1440 (9 )
186 M² House ∙ 3 Bedrooms ∙ 6 Guests
3 2
house , Rotonda
This 3-bedroom luxury villa is located on a quarter-acre plot in Rotonda West, Florida, on the Cape Haze Peninsula, backing onto a freshwater canal and offering convenient access to five golf courses. This spacious 2000 square feet residence accommodates up to 6 guests and features a recently remodeled heated pool, an enclosed deck area, a fully equipped kitchen, and is stocked with bikes, beach chairs, and coolers.
9.4 33 reviews
Little Gasparilla Island, FL
06/25 – 07/06
$129/nighttotal: $1419 (11 )
Blue Pineapple Delight
1 2
apartment , Englewood
This Englewood bungalow, near Englewood Beach and Caspersen Beach, offers easy access to Catanea's Winery and the Englewood Recreation Center. The one-bedroom, one-bathroom unit sleeps four with a queen bed and sofa bed, features a fenced backyard with off-street parking, a screened porch, and a private outdoor shower; nearby activities include biking, boating, and fishing.
9.9 35 reviews
Little Gasparilla Island, FL
06/25 – 07/06
$190/nighttotal: $2090 (11 )
The Manor House On Lemon Bay Is Available April 6th. Spacious Home. Heated Pool!
2 2
apartment , Englewood
This 2-bedroom apartment is located in the peaceful Tiki on the Bay community in Englewood, just minutes from beaches, restaurants, and historic Dearborn Street. It has received excellent ratings for location, cleanliness, and user experience. The 1,550 square foot apartment comfortably sleeps 4 guests and features a fully equipped kitchen, a private patio, and a garage. Enjoy amenities like a heated pool, a waterfront patio, and a fishing pier, or relax in the quiet, family-friendly atmosphere.
