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Little Gasparilla Island, FL vacation rentals
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Best Vacation rentals and Airbnb offers in Little Gasparilla Island, FL

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

Honeycomb Haven: 3 Bedroom, 6 Guests, Waterfront Dock, Kayaks, Ocean - Little Gasparilla Island, FL
10 2 reviews
Little Gasparilla Island, FL
08/15 – 08/18
$198/nighttotal: $594 (3 )

Honeycomb Haven: 3 Bedroom, 6 Guests, Waterfront Dock, Kayaks, Ocean

3 1
apartment , Rotonda
This three-bedroom house rental in Rotonda West's Pebble Beach neighborhood is less than 15 minutes from Boca Grande Island and nearby beaches, offering easy access to Oyster Creek Golf Club and Englewood Recreation Center.
The 3-bedroom, 2-bathroom home sleeps six, features a canal-side backyard perfect for kayaking (two kayaks provided), and includes amenities such as a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, Wi-Fi, washer/dryer, and a swimming pool.
Beautiful Floridian Oasis With Heated Pool, Hot Tub And Close To Beaches! - Little Gasparilla Island, FL
10 21 reviews
Little Gasparilla Island, FL
08/15 – 08/18
$288/nighttotal: $864 (3 )

Beautiful Floridian Oasis With Heated Pool, Hot Tub And Close To Beaches!

3 1
apartment , Rotonda
This Rotonda West vacation home, located in Pinehurst, is near seven golf courses and an eight-mile drive from Englewood Beach.
This 2260-square-foot rental boasts a split three-bedroom, three-bathroom layout sleeping eight, featuring a private heated pool and spa, outdoor kitchen, and ample parking for four cars.
Rotonda Retreat With Heated Pool, Golf, Beaches! - Little Gasparilla Island, FL
8.8 17 reviews
Little Gasparilla Island, FL
08/15 – 08/18
$256/nighttotal: $768 (3 )

Rotonda Retreat With Heated Pool, Golf, Beaches!

3 1
apartment , Rotonda
This single-story vacation home, located in Oakland Hills, Rotonda West, offers easy access to Oyster Creek Golf Club and is within a 15-45 minute drive of Englewood and Boca Grande beaches.
The 1630-square-foot property features a split bedroom layout, sleeps up to 10 guests, includes a private lanai/pool area, fully equipped kitchen, two bathrooms (one with a jetted tub), and parking for four vehicles plus garage storage.
Private 3br Pool House In Quiet Golf Community - Little Gasparilla Island, FL
Little Gasparilla Island, FL
08/15 – 08/18
$269/nighttotal: $807 (3 )

Private 3br Pool House In Quiet Golf Community

3 1
house , Rotonda
This 3-bedroom pool house in Rotonda West is located in a quiet golf community, 4.2 miles from Grande Tours Kayak Center and 12 miles from Cayo Costa State Park.
This 1700 square foot vacation rental accommodates up to 8 guests and features a private swimming pool, a well-equipped kitchen with a dishwasher, and a patio with outdoor dining.

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

Manatee Harbor: Marina, Heated Pool-spa, Island Ferry With Private Beach Access! - Little Gasparilla Island, FL
9.8 13 reviews
Little Gasparilla Island, FL
08/15 – 08/18
$229/nighttotal: $687 (3 )

Manatee Harbor: Marina, Heated Pool-spa, Island Ferry With Private Beach Access!

1 1
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.
Family Oasis With Heated Pool And Modern Design - Little Gasparilla Island, FL
10 11 reviews
Little Gasparilla Island, FL
08/15 – 08/18
$240/nighttotal: $720 (3 )

Family Oasis With Heated Pool And Modern Design

1 1
apartment , Rotonda
This brand-new, modern apartment in Rotonda features 3 bedrooms, 2 bathrooms, and accommodates up to 9 guests, offering a peaceful retreat with a private patio and heated pool.
Enjoy amenities like internet, air conditioning, a kitchen, and parking in this stylish home, perfect for culinary exploration and outdoor lounging.
Spring Special: 3bdr/2bth/heated Pool/near Beaches - Little Gasparilla Island, FL
10 30 reviews
Little Gasparilla Island, FL
08/15 – 08/18
$276/nighttotal: $828 (3 )

Spring Special: 3bdr/2bth/heated Pool/near Beaches

1 1
apartment , Rotonda
Tropical Escape, a three-bedroom, two-bathroom vacation home in Rotonda West, Florida, is conveniently located near championship golf courses and within a 10-15 minute drive of Englewood Beach and Boca Grande.
This six-guest rental boasts a private heated pool, two-car garage with beach gear, a fully equipped kitchen with stainless steel appliances, and family-friendly amenities including board games and children's books.
Cute House With Pool,canal View - Little Gasparilla Island, FL
9.6 67 reviews
Little Gasparilla Island, FL
08/15 – 08/18
$196/nighttotal: $588 (3 )

Cute House With Pool,canal View

1 1
apartment , Rotonda
This Rotonda apartment rental sleeps four guests in two bedrooms and two bathrooms, offering a peaceful setting ideal for family vacations.
The unit includes air conditioning, a swimming pool, parking, internet access, and a kitchen with a refrigerator; further details on the apartment's precise location within Rotonda are needed.

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

Waterfront Paradise On A Private Peninsula With Resort Amenities A1221h - Little Gasparilla Island, FL
8.6 212 reviews
Little Gasparilla Island, FL
08/15 – 08/18
$244/nighttotal: $732 (3 )

Waterfront Paradise On A Private Peninsula With Resort Amenities A1221h

1 1
house , Rotonda
This villa is located in a peaceful residential area in Rotonda, within easy reach of popular tourist destinations like Don Pedro Island State Park and Beach (2 km) and Lemon Bay (2.3 km). It has very good user and location ratings.
The villa has 1 bedroom, 1 bathroom, and a floor area of 700 square feet, making it ideal for a couple. It features a fully equipped kitchen, a TV with a DVD player, laundry facilities, and barbecue grills. Guests can also enjoy access to a swimming pool, a Jacuzzi, a terrace/balcony, a spa, a concierge, a fitness center, a tennis court, and parking.
Simply Rotonda, Full Refund*, No Pool, Sleeps 6 - Little Gasparilla Island, FL
Little Gasparilla Island, FL
08/15 – 08/18
$237/nighttotal: $711 (3 )

Simply Rotonda, Full Refund*, No Pool, Sleeps 6

3 1
house , Rotonda
This villa is located in the Oakland Hills neighborhood of Rotonda West, offering a peaceful Florida experience 12 to 14 miles from Englewood and Boca Grande beaches.
This 1660 sq ft split-floor-plan home accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, featuring a well-equipped kitchen, open-concept living area, and a screened lanai with a BBQ grill, plus high-speed internet and air conditioning.
The Perfect Getaway With Private Beach Access - Little Gasparilla Island, FL
9.8 20 reviews
Little Gasparilla Island, FL
08/15 – 08/18
$307/nighttotal: $921 (3 )

The Perfect Getaway With Private Beach Access

1 1
apartment , Rotonda
This one-bedroom apartment is located in Harbortown Village, Englewood, just minutes from Boca Grande and Manasota Key, offering easy access to beaches, fishing, golf, and dining. It has excellent user ratings and is perfect for couples seeking a relaxing getaway.
The 800 square foot apartment comfortably sleeps two guests and includes a fully equipped kitchen, laundry facilities, and a screened lanai with waterfront views. Enjoy amenities like a swimming pool, jacuzzi, spa, and parking, as well as access to the marina for boat owners.
House ∙ 2 Bedrooms ∙ 6 Guests - Little Gasparilla Island, FL
10 1 review
Little Gasparilla Island, FL
08/15 – 08/18
$135/nighttotal: $405 (3 )

House ∙ 2 Bedrooms ∙ 6 Guests

2 1
house , Rotonda
This Rotonda West rental home, named "Poolside Paradise," is located 10 minutes by car from Boca Grande Beach and a short drive from South Florida's Gulf Coast beaches and several world-class golf courses.
This newly furnished 2-bedroom, 2-bathroom villa accommodates up to 6 guests and features a private heated swimming pool with floats and toys, a charcoal grill, and two bicycles, making it ideal for family stays.

Best Little Gasparilla Island, FL vacation rentals with parking

Sunny Coastal,3 Bd, 2 Ba, King Master Suite, Close To Ocean, Golfing , Fishing - Little Gasparilla Island, FL
9.6 9 reviews
Little Gasparilla Island, FL
08/15 – 08/18
$237/nighttotal: $711 (3 )

Sunny Coastal,3 Bd, 2 Ba, King Master Suite, Close To Ocean, Golfing , Fishing

3 1
house , Rotonda
This Rotonda West home is just a short drive from the Grande Tours Kayak Center and 25 miles from Fishermen's Village, offering easy access to both water activities and local attractions. The house enjoys excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This 3-bedroom, 2-bathroom vacation rental comfortably sleeps 11 guests in its 1350 square feet of space. The property boasts a private terrace, a fully equipped kitchen with modern appliances, a washing machine, free private parking, and free Wi-Fi, allowing you to relax and enjoy your time in Rotonda.
The Cozy Coconut~2bd~2ba~private Pool~golf Course View~nearby Beaches - Little Gasparilla Island, FL
9.4 25 reviews
Little Gasparilla Island, FL
08/15 – 08/18
$195/nighttotal: $585 (3 )

The Cozy Coconut~2bd~2ba~private Pool~golf Course View~nearby Beaches

2 1
apartment , Rotonda
This Rotonda vacation home is located 2.9 miles from Lemon Bay and within 6 miles of Oyster Creek Golf Club and Ann Dever Memorial Regional Park, offering convenient access to area attractions. This two-bedroom, two-bathroom house sleeps seven, features a fully equipped kitchen with appliances including a dishwasher, in-house laundry, a swimming pool, and barbecue grills for outdoor entertaining.
2/2 Private Furnished Remodeled Canalfront - Little Gasparilla Island, FL
9.6 4 reviews
Little Gasparilla Island, FL
08/15 – 08/18
$186/nighttotal: $558 (3 )

2/2 Private Furnished Remodeled Canalfront

2 1
apartment , Rotonda
This Rotonda West rental is situated on Boundary Blvd, offering a canal-front property with a large yard, located 15 miles from the beach and near Oyster Creek Golf Club.
This apartment features a newly renovated kitchen with a dishwasher and ice maker, two updated bathrooms, a washer and dryer on the back porch, and multiple 75-inch Smart TVs, with utilities and internet included.
Boca Sunny Side Condo In Rotonda West ,Florida - Little Gasparilla Island, FL
9.6 9 reviews
Little Gasparilla Island, FL
08/15 – 08/18
$179/nighttotal: $537 (3 )

Boca Sunny Side Condo In Rotonda West ,Florida

2 1
apartment , Rotonda
This Boca Sunny Side condo in Rotonda West provides easy access to area beaches and golf courses.
The 1100-square-foot apartment features two bedrooms, two bathrooms, a terrace, a garden, and a swimming pool, comfortably accommodating up to six guests with amenities including WiFi, in-unit laundry, and a fully equipped kitchen.
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