Boca Grande vacation rentals
Book unique homes, vacation rentals, and more on Airbnb
Top-rated vacation rentals in Boca Grande
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Boca Grande vacation rentals
Boca Grande beach vacation rentals
Cottage in Bokeelia
4.99 out of 5 average rating, 112 reviewsRomantic Getaway “Waterside” Dockage~Canal front
Home in Englewood
4.96 out of 5 average rating, 105 reviewsWaterfront Cottage by Manasota Key
Condo in Siesta Key
4.93 out of 5 average rating, 181 reviewsSiesta key getaway!
Cottage in Nokomis
4.98 out of 5 average rating, 124 reviewsStaycation Sanctuary - 100% Smoke-Free Property
Condo in Englewood
4.95 out of 5 average rating, 100 reviewsSunset Beach
Home in Port Charlotte
4.99 out of 5 average rating, 104 reviewsFull home, Low Cleaning fee, heated salt pool.
Guesthouse in Osprey
4.99 out of 5 average rating, 290 reviewsCozy Cottage by the Bay
Apartment in Englewood
4.92 out of 5 average rating, 127 reviewsShoreview Beach House, Unit A
Boca Grande house rentals
Home in Venice
4.89 out of 5 average rating, 163 reviewsVenice Pool Villa with Bikes Kayaks Great Beaches!
Home in Fort Myers
4.86 out of 5 average rating, 302 reviewsAlmost Sanibel, 5 min. Peace, Privacy & Nature.
Home in Cape Coral
4.87 out of 5 average rating, 181 reviewsRecently Renovated Home with Pool in SW Cape Coral
Home in Englewood
4.84 out of 5 average rating, 156 reviewsManasota Key Florida House Rental
Home in Captiva
4.97 out of 5 average rating, 102 reviewsSteps To Private Beach Captiva Retreat Golfcart
Home in Englewood
4.93 out of 5 average rating, 126 reviewsStunning Home, Saltwater Heated Pool By the Beach
Home in Port Charlotte
4.97 out of 5 average rating, 145 reviewsCute comfy clean canal home fishing wildlife 3B/2B
Home in Englewood
4.91 out of 5 average rating, 11 reviewsQuaint Surf Cottage on Beach
Boca Grande condo rentals
Condo in Venice
4.82 out of 5 average rating, 223 reviewsUpdated beachy condo - ready for you!
Condo in Venice
4.83 out of 5 average rating, 178 reviewsVenice Beach Studio 71
Condo in Longboat Key
4.97 out of 5 average rating, 151 reviewsCondo with a View, Open Thurs, May 30th, $165!
Condo in Siesta Key
4.96 out of 5 average rating, 277 reviewsOn the Beach; Siesta Key SunBum Studio
Condo in Longboat Key
4.92 out of 5 average rating, 146 reviewsBeachfront Resort, Ocean View, Pool, Tennis, Gym
Condo in Longboat Key
4.8 out of 5 average rating, 213 reviewsSRQ/Longboat Key Beach - kid friendly/romantic B1
Condo in Bradenton
4.98 out of 5 average rating, 171 reviewsShorewalk full condo IMG Beaches Anna Maria
Condo in Bradenton Beach
4.86 out of 5 average rating, 103 reviewsCharming and Updated 1 Bedroom in Runaway Bay
Quick stats about vacation rentals in Boca Grande
Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.4K reviews
Nightly prices starting at
$200 before taxes and fees
Your guide to Boca Grande
All About Boca Grande
Located off the Gulf Coast in southwest Florida on Gasparilla Island sits Boca Grande, an enchanting beach town abundant in history and natural beauty. Downtown lies the historic district, where attractive “Old Florida” homes, stores, boutiques, and churches line the streets. The magnificent Our Lady of Mercy Catholic Church has trinket stores and a charity shop for a souvenir or two, and you can grab some local seafood or some southern comfort food at one of the local eateries. First Street East showcases Whidden’s Marina, one of Boca Grande’s oldest marinas, where you can learn snippets about Boca Grande’s history, browse the exhibitions on display, and peruse the store. You can also note the canals that run throughout the island and go for a peaceful paddle along the waterway or spot manatees.
Just south of downtown, you’ll find Banyan Street, a breathtaking natural attraction where dozens of beautiful banyan trees create a lush canopy over the road. The Boca Grande Bike Trail provides a scenic ride along the stretch of island where you can enjoy panoramic views of the Gulf’s turquoise waters and stretches of pearly white sand. Gasparilla Island State Park features two of Boca Grande’s most iconic landmarks — nearly identical well-preserved and restored lighthouses, which hold ties to the island’s industrial, phosphate-mining past.
The best time to stay in a vacation rental in Boca Grande
Winter and spring boast comfortable temperatures and provide the balmy weather that makes an exceptional backdrop for enjoying the island’s state parks and outdoor activities, making it a great time to book rentals in Boca Grande. From January through May, you’re likely to see snowbirds along the shores of Boca Grande’s beaches. As the season moves into summer, temperatures and humidity levels rise, often carrying over into fall.
Top things to do in Boca Grande
Gasparilla Island State Park
Gasparilla Island State Park offers a one-mile stretch of pristine turquoise beaches, where visitors can swim, sunbathe, collect seashells, or walk along the shoreline. This spot is also a haven for native plants and wildlife, including beach-nesting birds, such as the snowy plover. While you’re here, you won’t want to miss the Gasparilla Island Lighthouse, a classic Boca Grande’s landmark and symbol. You can even climb the towering 105-foot structure for sweeping views of the coast.
Boca Grande Lighthouse Museum
The Boca Grande Lighthouse Museum is the oldest structure on Gasparilla Island and a historic home to numerous artifacts and detailed exhibits providing insight into the island’s rich social and cultural history. You will learn about the Calusa Native Americans, the island’s first inhabitants, Boca Grande’s role in the phosphate industry in the 1900s, tarpon fishing in the Boca Grande Pass, and more. A hands-on display lets you touch local bones, shells, and fossils.
Boca Grande Arts Center
The Boca Grande Arts Center showcases local artists’ visual art and talent in a unique setting with historic lighthouses, wildlife, and spectacular sunsets over the Gulf of Mexico. The island’s natural landscape inspires many of the works displayed throughout the arts center. You can take in exhibits, workshops, and classes to learn more about the community’s thriving cultural life. The events calendar will show you the exhibits scheduled during your visit to Boca Grande.
Destinations to explore
- Sarasota Vacation rentals
- Naples Vacation rentals
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Boca Raton Vacation rentals
- Orlando Vacation rentals
- West Palm Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Key West Vacation rentals
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes