
Holiday rentals in Gasparilla Island
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Top-rated holiday rentals in Gasparilla Island
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Lake Marlin Villa 2
WELCOME to this affordable, charming and unique villa, all spotless and immaculate, cleaned with passion, love and hospitality, to honor you; The GUEST of HONOR. This 2-bed, 2-bath, 2-car garage and plenty of outdoors, offers you the comfort of feeling home, yet the adventure of your getaway vacation. Overlooking the blue waters of Lake Marlin, away from traffic and noise pollution, yet close to stores, golf clubs and main roads taking you within minutes to Manasota Key and Boca Grande Beaches.

Modern Island Oasis: steps2beach
🏝️Island fun + luxury🥂living = the perfect getaway! 👣 Just steps to the beach & the bay/dock 🦋 High-end fixtures & fittings: -Custom LED lighting modes -Stunning kitchen -Stylish tile floor -Gorgeous granite counter tops -Micromesh screened balcony: 100% bug free 🏠 The most luxurious home on LGI 🏓 Packed with toys+games 🛝THIS is your Paradise Playground 🥇 Guest Favorite: Rated Top 5% 🙋 For those who want to max out on fun, in luxury, style & comfort… 🎯 Look no further: this is the #1

Private farmhouse stay at Dim Jandy Ranch.
Take it easy at this unique and tranquil getaway. A beautifully appointed bed and bath in a separate building from the house. We have goats, donkeys and chickens and a Highland cow, all super friendly. Sit and relax on your private, beautiful lanai or any of our farm tables placed around the property. Join us as we feed the animals. Or even join in one of our Goat Yoga classes! We're easily located close to I-75, airports, shopping, beaches, downtown. Perfect for couples or solo travelers.

Happily Ever After
We are off the main path and it is a quiet place to reconnect with what matters. We encourage our guests to unwind on our spacious comfy screen porch with chairs, table, and a futon chair for naps. Also use our large private maze outdoor shower. Be prepared for loads of sun and fun. Unlike most rentals ours includes all paper products, spices, plastic ware, toiletries, coffee, tea, all linens, beach chairs, noodle, sun screen, bug spray and GOLF CART available for RENT during your stay.

Turtle Bay - minutes to Boca Grande!
Welcome to Turtle Bay Haven – Your Dream Escape on the Gulf Coast! Stay in your own private natural oasis, surrounded by lush greenery and the vibrant tropics of Florida wildlife. - Grocery Stores: just 5-10 min away - Dining Options: A variety of local restaurants are just min away. - Boca Grande: 11 mi (20 min) away, known for stunning beaches. - Manasota Key Beaches : 10 mi (20 min) - Activities: Kayaking, paddleboarding, fishing, hiking, biking, and over 20 golf courses await!

Perfect Beach House Excellent Location
Perfect Beach House, Excellent Location - Quiet Street & Very Short Walk to Beach. This Pilot Street beach house is the perfect getaway for your vacation. Three bedrooms, two full bath with a large great room and extended outdoor living space. Kitchen fully renovated (granite counters, new stainless appliances, bar stool seating). All new mattresses. The premier location in Boca Grande near the beach, walk to town, shop, dine at one of the 14 restaurants with fresh local catch...

Studio · Private Patio · Walk to Beach & Village
Step onto your private patio and into the unhurried rhythm of Gasparilla Island. This ground-floor studio is in the heart of Boca Grande — The Temp is across the street, the beach is 2 minutes away. Designed for travelers who want great coffee, great sleep, and a great location. Coffee station, mini-fridge, A/C, private entrance, in-unit laundry. Note: studio with coffee bar and mini-fridge only — no full kitchen. 10% off golf cart and bike rentals through Gasparilla Adventures.

Island Getaway•Beach House•Dock•Pet Friendly
Take it easy at this unique and tranquil getaway only accessible by boat. Little Gasparilla Island is a bridge-less barrier island off Florida’s West Coast in the Gulf of Mexico. Access is for residents and renters only, you will arrive by your private boat or jump aboard the water taxi for a 10 minute ride to our dock. No cars, shops, or restaurants on the island. The 7 mile beach is private and uncrowded. Get around LGI by renting a golf cart or explore by foot-you decide.

Island Beachfront Cottage. Secluded! Lux! Extras!
Welcome to the most secluded spot on Little Gasparilla Island! Our Beach Cottage property is on the beach with all-natural surroundings: a state park, a mangrove lagoon, and the Gulf of Mexico. It boasts front views of the water and gorgeous island sunsets year-round. You'll have boat space on our private dock and amenities including kayaks, paddle boards, an outdoor bayside dining area, coffee bar with complimentary coffee, private grilling area, fire pit, and much more!

BG Beach House South Unit - Great Price & Location
Boca Grande Beach House - South Unit - is half of a 1-story duplex. The South Unit has 2 bedrooms, a combination living room/dining rm, well stocked kitchen & bathroom with a step-in shower. There is a large screened porch across the back and a generous side yard. We are directly across the street from the beach and tennis courts are down the street. It is a short walk to the Community Center where there is a playground for kids and to the charming town of Boca Grande.

Salty Mermaid on Little Gasparilla Island/LGI
Charming beach house on Little Gasparilla Island (LGI) The Salty Mermaid offers a unique tropical paradise with 7 miles of undisturbed white sandy beaches. Embrace the old Florida Island vibe. Enchanted island steeped in pirate lore, legend has it, the spanish pirate Jose Gaspar, nicknamed Gasparilla, made this beautiful island his secret base hideaway. Local legends whisper of buried treasures hidden beneath the islands sandy shores. Come get Salty!

Luxury Beach/Gulf Front 1 BR, hot tub & deck
Welcome to Paradise Palms. This 2nd level 1 BR is totally renovated with all new furniture, large private deck & hot tub, bedroom with king, queen sleeper sofa in LR, laundry, high speed WIFI, all new appliances, plenty of closets, smart TV's, & music wing. Walk out your door to a semi private beach, and a quite, neighborhood of single family homes. There is Bay access too, Kayaks available for rent. his is a 2nd story unit with another unit below.
Popular amenities for Gasparilla Island holiday rentals
Other great holiday rentals in Gasparilla Island

Tiki Life! Boca Grande Apartment

3/2 LGI Gulf Front w/Dock

The Harbor House

The Salty Sister Retreat

3BR Condo w/ Pool + Pickleball

5 Star Coastal Oasis with Private Pool & Ping pong

Beachfront Island Condo on Florida Gulf Coast

ArtSea Beachfront Remodeled Pool Old Florida
Frequently Asked Questions
Where is Gasparilla Island located?
Gasparilla Island lies along Florida's southwest Gulf Coast, nestled between Charlotte Harbor and the Gulf of Mexico. The island has vibrant local neighborhoods and waterfront areas with easy access to beaches.
When is the best time to visit Gasparilla Island?
Spring and fall are frequently suggested for their pleasant temperatures, ranging from 59 to 86°F (15–30°C), and lighter rainfall. Many travelers come during these seasons to explore outdoor activities and enjoy milder weather.
What are some things to do near Gasparilla Island?
Gasparilla Island has sandy beaches, wildlife viewing spots, and traditional fishing opportunities. Visitors often explore local shops, galleries, and parks around the island’s lively center.
How is the weather near Gasparilla Island?
Gasparilla Island experiences warm, humid summers, often reaching 90°F (32°C), and mild winters around 49–74°F (10–23°C). Rainfall peaks in summer months, so visitors sometimes pack lightweight layers and rain gear for outdoor activities.
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