Boca Grande vacation rentals

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Popular amenities for Boca Grande vacation rentals

Stay near Boca Grande's top sights

Gasparilla Island Lighthouse8 locals recommend
Gasparilla Inn & Club7 locals recommend
Loose Caboose Restaurant9 locals recommend
Eagle Grille and Miller's Dockside10 locals recommend
Pink Elephant23 locals recommend
Temptation Restaurant12 locals recommend

Boca Grande house rentals

Guest favorite
Home in Matlacha
The Secret Island Retreat HeatedPool/4b/open water
Apr 13 – 20
$526 per night
5.0 out of 5 average rating, 137 reviews
Guest favorite
Home in Naples
Peaceful Gulf Access, Kayaks, Bikes, ebikes
May 27 – Jun 3
$161 per night
5.0 out of 5 average rating, 118 reviews
Guest favorite
Home in Englewood
"Lighthouse" 7 mins from Beach, direct gulf access
Sep 22 – 29
$153 per night
4.95 out of 5 average rating, 111 reviews
Guest favorite
Home in Matlacha
Matlacha Paradise! NEW Waterfront Home-Free Kayaks
May 2 – 9
$152 per night
4.98 out of 5 average rating, 180 reviews
Superhost
Home in Englewood
Stunning Home, Saltwater Heated Pool By the Beach
Oct 13 – 20
$145 per night
4.93 out of 5 average rating, 120 reviews
Guest favorite
Home in Englewood
New Home w/ Pool, 10 mins to Manasota Key beaches
Aug 12 – 19
$191 per night
4.95 out of 5 average rating, 133 reviews
Guest favorite
Home in Englewood
Waterfront Cottage by Manasota Key
Jun 9 – 16
$130 per night
4.96 out of 5 average rating, 101 reviews
Guest favorite
Home in Boca Grande
Perfect Beach House Excellent Location
Aug 17 – 24
$679 per night
4.95 out of 5 average rating, 56 reviews

Boca Grande condo rentals

Guest favorite
Condo in Siesta Key
On the Beach; Siesta Key SunBum Studio
Nov 5 – 12
$259 per night
4.96 out of 5 average rating, 267 reviews
Guest favorite
Condo in Longboat Key
Beachfront Resort, Ocean View, Pool, Tennis, Gym
Oct 16 – 23
$268 per night
4.93 out of 5 average rating, 143 reviews
Guest favorite
Condo in Longboat Key
Cute Condo with a Stunning View!
Sep 9 – 16
$236 per night
4.97 out of 5 average rating, 146 reviews
Guest favorite
Condo in Englewood
Walk to beach~Sleeps 6 (B2)
Jun 6 – 13
$245 per night
4.89 out of 5 average rating, 103 reviews
Guest favorite
Condo in Sarasota
Beachside Siesta Key Cottage steps from the ocean
May 22 – 29
$266 per night
4.91 out of 5 average rating, 117 reviews
Guest favorite
Condo in Englewood
A Beautiful Sunset Awaits - Steps to Beach
Sep 18 – 25
$155 per night
4.88 out of 5 average rating, 110 reviews
Guest favorite
Condo in Venice
The Studio at the Beach 56
Dec 9 – 16
$110 per night
4.86 out of 5 average rating, 132 reviews
Guest favorite
Condo in Longboat Key
The Beach Condo Unit #107 Beachfront
Jan 6 – 13
$238 per night
4.86 out of 5 average rating, 154 reviews

Boca Grande beach vacation rentals

Guest favorite
Cottage in Englewood
Free bikes/kayaks/walk to beach/2bed/2bath
Aug 10 – 17
$121 per night
4.89 out of 5 average rating, 102 reviews
Guest favorite
Cottage in Englewood
Family-Friendly Beach Cottage Manasota Key
Aug 21 – 28
$194 per night
4.95 out of 5 average rating, 133 reviews
Guest favorite
Guesthouse in Osprey
Cozy Cottage by the Bay
May 15 – 22
$69 per night
4.99 out of 5 average rating, 280 reviews
Guest favorite
Cottage in Nokomis
Staycation Sanctuary - 100% Smoke-Free Property
Jul 19 – 26
$102 per night
4.98 out of 5 average rating, 123 reviews
Guest favorite
Bungalow in Englewood
TROPICAL OASIS, MINUTES FROM THE BEACH!!
Oct 18 – 25
$99 per night
4.96 out of 5 average rating, 166 reviews
Superhost
Cottage in Boca Grande
Charming beach cottage house with pool.
Aug 1 – 8
$351 per night
4.87 out of 5 average rating, 83 reviews
Superhost
Villa in Boca Grande
Yacht Watch
Sep 13 – 20
$762 per night
4.89 out of 5 average rating, 19 reviews
Guest favorite
Cottage in Englewood
Private Cottage on Manasota Key
Dec 9 – 16
$494 per night
5.0 out of 5 average rating, 53 reviews

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

1.3K reviews

Nightly prices starting at

$150 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.

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