Vacation rentals in Boca Grande

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Top-rated vacation rentals in Boca Grande

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Guest favorite
A tranquil pool reflects a colorful sunset with hues of orange and pink in the sky, surrounded by lush greenery. The paved area features decorative stonework, enhancing the serene outdoor setting by the Gulf of Mexico.
Guesthouse in Englewood
4.91 out of 5 average rating, 275 reviews

Gulf front romantic cottage in paradise

Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

Guest favorite
An aerial view captures the coastline of Manasota Key, showcasing the blue-green waters and sandy beach. The surrounding area features a mix of residential buildings and green spaces, with multiple boats visible in the water and a bridge connecting to nearby islands.
Cottage in Englewood
4.9 out of 5 average rating, 156 reviews

Free kayak/bikes/walk to beach/full cottage #1

Unit #1 Beach cottage very private and quiet, has a full kitchen, King bed in the master and queen sofa bed in the tv room, very comfortable, fast WiFi, AC & heat. All you need to relax and just have fun. Outdoor shower and laundry area, Private parking, Enjoy amazing sunsets/fishing/and restaurants and bars, all walking distance to the beach and bay. Kayaks/snorkel gear/beach toys are included. So start enjoying the beautiful sandy beach on Manasota Key, Lots of sea life and turtles.

Guest favorite
A serene beach scene showcases smooth, soft sands meeting the gentle waves of a turquoise ocean. A piece of driftwood rests in the foreground, complementing the clear blue sky and tranquil waters that stretch into the horizon.
Home in Captiva
4.95 out of 5 average rating, 132 reviews

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE FALL SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach STAY WITH US

Top guest favorite
An aerial view showcases a raised townhome surrounded by palm trees, with the beach and ocean visible in the background. The home's light blue exterior complements the coastal setting, while a spacious deck on the lower level offers an inviting space for relaxation.
Townhouse in Englewood
4.96 out of 5 average rating, 135 reviews

Amazing Sunsets just 50 steps to uncrowded beach

Escape to your dream coastal retreat! This exquisite 2- king bedroom, 2-bathroom home is a paradise, located just steps from the beach. Nestled among swaying palm trees, this haven offers a serene oasis where the calming sounds of the water create a tranquil atmosphere for you and your loved ones. Live among palm trees, with the ocean as your neighbor and the sand as your playground. Natural light floods the modern interior through the large windows creating a warm and inviting atmosphere.

Top guest favorite
A charming yellow house is embraced by tall palm trees and lush greenery. A welcoming entrance features a black wrought iron gate framed by vibrant tropical plants. Light cascades from the windows, reflecting the historic character of the home.
Apartment in Port Charlotte
4.93 out of 5 average rating, 106 reviews

Old Florida Charm near Beaches

Take it easy at this unique and tranquil getaway. Florida charm at its finest. Tropical garden setting in an historic home in your own private space. Walking distance to three restaurants including an original landmark restaurant, the Bean Depot. Fishing pier and boat ramp on the Myakka River to the gulf are also nearby. The house was originally owned by the Adams Family, makers of chewing gum ( chicklets and tea berry gum). Beautifully restored older home with lush tropical landscaping.

Top guest favorite
A contemporary dining area features a round table set for four, surrounded by sleek chairs. Large glass walls provide abundant natural light, revealing views of the outdoor space. A modern chandelier hangs above, adding an elegant touch to the inviting atmosphere.
Home in Rotonda West
5 out of 5 average rating, 6 reviews

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!

Top guest favorite
A spacious patio area is showcased, featuring a comfortable sectional sofa adorned with colorful pillows. A coffee table is positioned in front, while the heated pool and a wooden pergola are visible through large screened windows, enhancing the outdoor experience.
Home in Englewood
4.99 out of 5 average rating, 108 reviews

Green Bamboo - saltwater pool, great backyard.

Welcome to Green Bamboo, the charming and cozy vacation rental located in the beautiful Englewood, Florida! With its prime location, Green Bamboo is the perfect place to explore all that the area has to offer, from the most amazing beaches in the US to world-class golf courses and spectacular sunsets. Home is situated in a peaceful and gorgeous neighborhood. Just a short drive away (5 miles) you will find beautiful beaches, boat rentals and vibrant shopping and dining options.

Top guest favorite
Home in Port Charlotte
4.94 out of 5 average rating, 127 reviews

Luxury Bungalo with Pool in Port Charlotte

Please make yourself at home. Relax in a in ground heated pool. Centrally located in a peaceful neighborhood & close to beaches, parks, golf, entertainment & restaurants. You will find all the comforts you are looking for. Grocery stores like Publix, Aldis, Sprouts & Walmart within 3 miles. Sunseeker Resort 4.2 miles away. Downtown Punta Gorda is 6 miles away. Fisherman’s Village has shopping & restaurants. Port Charlotte Beach Park is 2 miles away.

Guest favorite
A spacious outdoor lanai features comfortable seating arrangements with tropical-themed cushions, alongside a dining area. A saltwater pool is visible through the screened enclosure, surrounded by lush greenery. A grill is positioned nearby, offering a perfect space for al fresco dining.
Home in Englewood
4.91 out of 5 average rating, 171 reviews

Sleeps 10! Coastal Home, Heated Pool, Near Beach!

Follow the sunshine & salty air & arrive at your meticulously maintained home away from home. Whether cooking for one or ten, the chef in the group is certain to appreciate this fully upgraded, open concept kitchen. Start the day brewing coffee in the Keurig & end the day sharing a bottle of chilled Pinot from your wine fridge. Open the sliders & the party extends outdoors. Inflate the raft & spend your days daydreaming afloat in the heated, salt water pool.

Guest favorite
The charming villa is framed by lush palm trees and vibrant greenery, with a private dock visible at the water's edge. A boat is moored nearby, and the sky is bright with scattered clouds, while the three-story structure exhibits a classic coastal design.
Villa in Boca Grande
4.91 out of 5 average rating, 32 reviews

Luxury Retreats at Boca Grande - Boca Bay Watch

Watch the yachts cruise by en route to and from Miller's Dockside, while rocking on your private and serene breeze-filled balcony. Boca Bay Watch sleeps 8 and has 3 bedrooms and 3 bathrooms. This charming villa is a quick walk or golf cart ride downtown Boca Grande for shopping and dining. It is a most idyllic and exclusive community. Very walkable area allows for viewing of local palms and birds and exotic wildlife in addition to local attractions.

Guest favorite
A beachfront property is depicted, featuring a two-story structure with a spacious porch. Surrounding landscape includes sand and lush greenery, leading to the waves of the Gulf of Mexico. Sunbathers are seen in the distance, enjoying the beach atmosphere.
Condo in Englewood
4.91 out of 5 average rating, 203 reviews

Manasota Key

Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

Guest favorite
A spacious living area is highlighted by a comfortable blue sofa and a glass-top coffee table, resting on a soft area rug. Exposed timber beams and stylish light fixtures create a warm ambiance. A spiral staircase leads to the upper level, while a modern kitchen is visible in the background.
Loft in Boca Grande
4.98 out of 5 average rating, 126 reviews

The Loft on Park Ave--Boca Grande FL

We survived the old 1-2 of Huricaines, Helene and Milton and are ready to host you! A unique loft in the heart of Boca Grande. Grab dinner and drinks and simply walk home. The loft apartment has great views of the main drag in Boca Grande. The timber framed interior and high end appliances assure you will have a comfortable stay. This is a great place to park your car-grab a golf cart- and enjoy the Boca Grande lifestyle.

Popular amenities for Boca Grande vacation rentals

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.

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.

Quick stats about vacation rentals in Boca Grande

  • Total vacation rentals

    Explore 10 vacation rentals in Boca Grande

  • Nightly prices starting at

    Boca Grande vacation rentals start at ﺩ.ﺇ551 per night before taxes and fees

  • Verified guest reviews

    Over 1,610 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Boca Grande vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront, and Free parking on premises across Boca Grande rentals

  • 4.8 Average rating

    Boca Grande stays are highly rated by guests—averaging 4.8 out of 5!

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  2. United States
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  4. Lee County
  5. Boca Grande