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Vacation rentals in Boca Grande

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Boca Grande vacation rentals

Self check-in
Beachfront
Free parking on premises
Gym
BBQ grill

Stay near Boca Grande's top sights

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

Home rentals in Boca Grande

Top guest favorite
A screened-in swimming pool area is illuminated by soft purple lighting as sunset colors adorn the sky. The pool features a unique shape with a spa integrated into the design. Surrounding palm trees are visible, enhancing the tranquil setting.
Home in North Port
5 out of 5 average rating, 31 reviews

Charming Saltwater Heated Pool House (North Port)

Top guest favorite
A single-story cottage features a light blue exterior with a brown roof, framed by lush green grass and flowering plants. A small porch with railing provides entry, and a driveway leads to an attached garage on the left side.
Home in Punta Gorda
4.93 out of 5 average rating, 72 reviews

At Home in Seahorse Themed, Cozy Cottage

Guest favorite
A screened-in area features a heated salt-water pool surrounded by tropical plants. Two lounge chairs are positioned nearby on a tiled surface, offering a relaxing space while sunlight filters through the mesh enclosure.
Home in Venice
5 out of 5 average rating, 8 reviews

Pool - Tropical Retreat! Minutes to local Beaches!

Top guest favorite
The entrance of the home is framed by lush greenery and vibrant flowering plants. The façade features large windows that provide ample natural light, while a covered porch welcomes guests. A clear blue sky complements the fresh and inviting exterior.
Home in North Port
4.79 out of 5 average rating, 152 reviews

3 bdrm Pool Home / Quiet Cul De Sac

Superhost
A spacious outdoor area features a sparkling swimming pool and a surrounding hot tub, both encapsulated within a screened lanai. Loungers are positioned nearby, framed by lush greenery and bright blue skies, creating a serene atmosphere for relaxation.
Home in Pelican
4.72 out of 5 average rating, 39 reviews

Sunshine-Quiet Cape Coral Neighborhood - Tiki Hut

Guest favorite
A screened-in patio surrounds a heated swimming pool, featuring a swimming ladder and steps leading into the water. Lounge chairs are positioned nearby, and colorful blue chairs add a pop of color against the backdrop of lush greenery and palm trees.
Home in Caloosahatchee
5 out of 5 average rating, 12 reviews

Waterfront fun! Boat, Pool, Hot tub, Near Beach

Superhost
A spacious outdoor area features a heated pool alongside a hot tub, both surrounded by a screened enclosure. The pool area is paved with light-colored tiles, and greenery is visible beyond the enclosure, adding a natural backdrop.
Home in Saint James City
4.83 out of 5 average rating, 6 reviews

Gorgeous 3/2 with Heated Pool!

Superhost
A well-lit bedroom features a spacious bed adorned with blue decorative pillows. A ceiling fan with light fixtures complements the contemporary style. A flat-screen TV is mounted on the wall, while a dresser offers storage. An en suite bathroom is visible through an open door.
Home in Caloosahatchee
5 out of 5 average rating, 4 reviews

Cape Cottage

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Condo rentals in Boca Grande

Top guest favorite
Condo in Englewood
4.95 out of 5 average rating, 111 reviews

Sunset Beach

Guest favorite
An expansive sandy beach stretches along the coastline, meeting calm turquoise waters under a clear blue sky. Light clouds are visible in the distance, and a gentle breeze appears to add movement to the tranquil scene.
Condo in Englewood
4.9 out of 5 average rating, 60 reviews

Key Condo located on Manasota Key

Superhost
The kitchen features modern white cabinetry, complemented by a marble countertop. A stainless steel sink is seamlessly integrated into the countertop. Key appliances, including a refrigerator, microwave, and stove, are visible, alongside a window that allows natural light to illuminate the space.
Condo in Fort Myers Beach
4.78 out of 5 average rating, 9 reviews

New condo on Fort Myers Beach

Superhost
A sandy beach is bordered by gentle waves and lined with lush palm trees. In the background, a contemporary condo building is visible, reflecting the sunny sky and serene waterfront of the Sanibel Harbour Resort.
Condo in Fort Myers
4.57 out of 5 average rating, 7 reviews

Sanibel Harbour Resort - 714: Coastal condo

Top guest favorite
An aerial view captures the long stretch of silky white beach alongside the Gulf of Mexico. Lush greenery and beachfront properties line the coast, reflecting the area's tropical ambiance. The tranquil blue waters contrast with the sandy shoreline, inviting exploration and relaxation.
Condo in Bonita Springs
4.79 out of 5 average rating, 110 reviews

Oceanview unit! Beachfront Complex! Pool is open!

Guest favorite
A sandy beach area is framed by lush palm trees and native vegetation, with gentle waves visible in the distance. Sunlight brightens the scene, and a small dock is seen nearby, enhancing the natural coastal beauty.
Condo in Fort Myers
4.97 out of 5 average rating, 117 reviews

2nd Floor Beachfront Condo Sanibel Harbour

Superhost
A serene beach scene features gentle waves lapping against a sandy shore. The horizon displays a cloudy sky, hinting at an impending storm. Sparse footprints are traced along the water's edge, while distant figures walk leisurely on the beach.
Condo in Englewood
4.78 out of 5 average rating, 46 reviews

Cozy Condo With Heated Pool

Guest favorite
A heated pool features clear, inviting water surrounded by a stone patio. The area includes a thatched-roof pavilion for shade and several lounge chairs positioned nearby. Lush greenery and palm trees enhance the tranquil setting, creating an inviting environment for relaxation.
Condo in Bonita Springs
4.93 out of 5 average rating, 116 reviews

Amazing Condo-1 mile from Bonita Beach

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Boca Grande beach vacation rentals

Top guest favorite
An aerial view captures the lush greenery of North Captiva Island, dotted with various houses and surrounded by pristine sandy beaches. The distant shoreline meets the calm waters, reflecting the sky's soft clouds, creating a peaceful coastal scene.
Home in Captiva
5 out of 5 average rating, 20 reviews

Tropical Family Oasis: Pool, Spa, Golf Cart

Top guest favorite
Condo in Nokomis
5 out of 5 average rating, 23 reviews

Private Waterfront 2 Bedroom Condo

Guest favorite
An aerial view reveals a mid-century vacation villa surrounded by lush greenery and open spaces, with the coastline and sandy beach visible in the distance. The calm ocean water stretches towards the horizon beneath a partly cloudy sky.
Condo in Venice
4.96 out of 5 average rating, 101 reviews

Vintage Villa, Thirty-Five

Guest favorite
A gravel pathway is bordered by ornamental grasses leading to a wooden bench, providing a peaceful outdoor space. Utility poles and nearby houses are visible in the background, with a glimpse of a driveway and a boat in the distance.
Home in Nokomis
4.88 out of 5 average rating, 32 reviews

Beach house

Superhost
A screened balcony is depicted, featuring a comfortable seating area with a wooden chair and a cushioned lounge chair. A view of the ocean and surrounding greenery is visible through large windows, while a ceiling fan offers a cooling feature.
Apartment in Sarasota
5 out of 5 average rating, 4 reviews

Just Dune Our Thing Beach Front 2/2, Siesta Key

Top guest favorite
An aerial view showcases a coastal neighborhood with homes lining a sandy beach. Public beach access is marked, highlighting the proximity to the water. Lush greenery and a winding waterway frame the area, with a clear shoreline illustrating the inviting appeal of the beach.
Home in Bonita Springs
5 out of 5 average rating, 11 reviews

Bonita Breeze Retreat - 1 minute walk to the Beach

Superhost
A screened balcony features a round table surrounded by six chairs, providing an outdoor dining space with views of the ocean. The floor is tiled, and the railing allows for visibility of the sky and distant buildings.
Condo in Fort Myers Beach
5 out of 5 average rating, 26 reviews

Beach View Getaway at Gullwing Beach Resort

Superhost
A light-filled primary bedroom features a king-size bed with a multicolored striped blanket, positioned near a window showcasing views of the Gulf of Mexico. A ceiling fan is present, and a flat-screen TV is mounted on the wall opposite the bed.
Condo in Sarasota
4.9 out of 5 average rating, 10 reviews

Beachfront - Siesta Key 2 BR walk out to beach

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Quick stats about vacation rentals in Boca Grande

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ588 before taxes and fees

  • Total number of reviews

    1.6K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

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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