Vacation rentals in Boca Grande

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Top-rated vacation rentals in Boca Grande

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Top guest favorite
A private saltwater pool is surrounded by a screened lanai, featuring clear water reflecting sunlight. Poolside, a handrail is visible for safety, and tropical landscaping can be seen in the background, enhancing the outdoor recreational space.
Villa in Englewood
4.92 out of 5 average rating, 143 reviews

Escape to Casa Blu- private pool, minutes to beach

Your next retreat to Florida paradise should be Casa Blu with it's private pool and serene backyard. It's just minutes to area beaches, restaurants and parks. Let the stresses of daily life melt away as you float in the salt water pool, sipping margaritas, listening to Jimmy Buffett singing "It's Five O' Clock Somewhere" The single-floor layout, comfy bedrooms with private baths await. Fast WiFi, Smart TVs, and fully equipped kitchen. Everything's covered, from beach gear to a pack 'n play.

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, 296 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.

Top guest favorite
A two-story beach house features a bright blue exterior and large windows, surrounded by palm trees and lush greenery. A wooden staircase leads to the entrance, with a deck visible on the upper level. The sandy area offers a welcoming beach environment.
Home in Captiva
4.91 out of 5 average rating, 129 reviews

Blue Laguna - Vacation in paradise!

This bright, fully equipped welcoming three‑story home features a private heated pool and a rooftop observation deck with stunning 360‑degree water views. It offers three comfortable bedrooms and three full bathrooms for up to six guests, plus two screened lanais where you can relax in the island breeze and listen to the birds. A four‑seater golf cart is included, so you can easily explore the beaches and sandy paths of beautiful North Captiva Island. Also full access to Island Club amenities!

Top guest favorite
A vibrant blue exterior of the home is showcased, framed by tall palm trees under a partly cloudy sky. A spacious driveway is visible, providing ample parking space in front of the house, which features a welcoming façade with multiple windows.
Home in Englewood
4.98 out of 5 average rating, 137 reviews

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!

Luxury Prime Island Location-Enjoy the best location on the island with our family & pet-friendly home (pets require approval & $200/pet fee). Just steps from our private beach & 1 mile from bars and restaurants, with a free shuttle service to beaches, dining, & nightlife. Relax in comfort w/ soft beds, a spacious couch, and flat-screen smart TVs in every room & fast WiFi. We offer bikes and beach equipment. 1 mile from Manasota Key public beach. Book now for the ultimate island retreat!

Top guest favorite
An aerial view captures a lush island landscape, featuring dense greenery enveloping multiple structures. Surrounding a tranquil waterway, several docks are visible, accommodating boats with the ocean visible in the distance. The scene portrays a serene environment, ideal for relaxation.
Cottage in Don Pedro Island
4.99 out of 5 average rating, 67 reviews

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.

Top guest favorite
Home in Rotonda West
5 out of 5 average rating, 17 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 beach house with a two-story design is surrounded by lush greenery and palm trees. A driveway leads up to the property, which features large windows and a covered porch. A golf cart is parked in the foreground, enhancing the coastal appeal.
Home in Boca Grande
4.96 out of 5 average rating, 74 reviews

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...

Top guest favorite
An aerial view captures a two-story home nestled along a quiet waterway with lush greenery surrounding it. Nearby, other residences and a private dock are visible. The scenic backdrop showcases calm waters merging with a blue sky, highlighting the tranquil atmosphere of the location.
Home in Englewood
5 out of 5 average rating, 51 reviews

Lux Home on Gulf w/Private POOL & 50ft Dock

Rest your feet & your soul as you getaway from it all! This luxurious little piece of paradise is tucked away on a quiet Gulf Coast waterway. 10min from Englewood Beach and 5 min from stores. Tie your boat up in the back yard to the private 100 ft dock. Spend your days fishing, catching sunsets or in the pool every evening! Easy access to Don Pedro Island, local sandbars, inlet and several restaurants, all at your fingertips! Pack your bags, kick back- paradise is waiting!

Top guest favorite
A single-story beachfront home is set amidst lush greenery and palm trees. The exterior features a soft blue hue with multiple windows, each equipped with protective shutters. A sand and gravel driveway leads up to the entrance, contributing to the property's inviting ambiance.
Home in Boca Grande
4.98 out of 5 average rating, 41 reviews

BG Beach House North Unit-Great Price & Location

Boca Grande Beach House - North Unit, is half of a 1-story duplex. It has 2 bedrooms, living/dining rm, a fully stocked kitchen & 1 bathroom with step-in shower. There is a large screened porch across the back and a generous side yard with table & 4 chairs, 2 lounge chairs. We are directly across the street from the beach & tennis courts are down the street. It is a short walk to the Community Center with a playground for kids and to the charming town of Boca Grande..

Top guest favorite
A stylish pool area is illuminated by soft lighting at night, featuring two large red umbrellas over submerged seating. Calm waters reflect the surroundings, while palm trees frame the view, creating a serene atmosphere by the water's edge.
Home in Port Charlotte
4.95 out of 5 average rating, 65 reviews

Amazing Peace River Views

House is a 2 bed, 2 bath layout. The Master bed is a king bed and the guest bedroom is a queen. Both bedrooms have walks in closets with easy and convenient shelving and built in hampers. The laundry is stocked with liquid soap and fragrance free powder with fast efficient machines. There are speakers in the house, lanai and pergola. You will be able to control them via your phone. There is a desk work area with extra monitor for laptops and a printer for your use.

Top guest favorite
Home in Englewood
5 out of 5 average rating, 48 reviews

"The Lost Loon" Oceanfront Cottage by Roxy Rentals

Welcome to Lost Loon Oceanfront Cottage, a beautifully renovated 2-bedroom, 2-bath retreat on the Gulf. Enjoy private beach access, outdoor dining, and the soothing sound of waves just steps away. Inside, find a fully equipped kitchen and beach essentials like chairs, boogie boards, and games. Perfect for families, friends, or solo travelers seeking coastal comfort and charm. One pet is welcome (other pets upon request). Please note: the property is not fenced.

Top 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, 218 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.

Popular amenities for Boca Grande vacation rentals

When is the best time to visit Boca Grande?

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Avg. priceﺩ.ﺇ1,109ﺩ.ﺇ1,197ﺩ.ﺇ1,054ﺩ.ﺇ955ﺩ.ﺇ940ﺩ.ﺇ936ﺩ.ﺇ885ﺩ.ﺇ830ﺩ.ﺇ676ﺩ.ﺇ966ﺩ.ﺇ1,021ﺩ.ﺇ1,120
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Frequently Asked Questions

  • What are the best places to stay in Boca Grande?

    Boca Grande has a range of vacation rentals, from beachfront homes to cozy cottages near the historic district. Many guests prefer staying near the village center for easy access to shops and local dining.

  • What are the best things to do in Boca Grande with kids?

    Boca Grande has calm beaches for sandcastle-building, searching for seashells, and relaxed time by the ocean. Children often enjoy visiting local parks and exploring the island’s historic lighthouse, which shares stories about maritime traditions.

  • What are some of the best things to do in Boca Grande?

    Explore quiet beaches, wander the historic lighthouse, and discover local boutiques and galleries in the village. Nature lovers often join fishing charters or rent bikes to experience the island’s scenic paths.

  • How is the weather in Boca Grande?

    Boca Grande has mild winters between 49-74°F (10-23°C) and hot summers reaching 91°F (33°C), with increased rainfall in summer months. Light clothing, sun protection, and a light jacket for cooler evenings are frequently suggested.

  • When is the best time to visit Boca Grande?

    Late fall through early spring is often recommended, as milder temperatures around 50-80°F (10-27°C) make outdoor activities comfortable. Summer brings warmer weather, around 70-91°F (21-33°C), and more rainfall, a period popular with fishing enthusiasts.

  • What are the best places to visit in Boca Grande?

    Frequently suggested places include the Port Boca Grande Lighthouse, charming historic downtown, and serene stretches of Gasparilla Island State Park. Visitors can also explore art galleries and boutique shops housed in character-filled buildings.

  • What are some hiking trails in Boca Grande?

    Boca Grande has scenic walking and cycling trails winding through parks and along its sandy shoreline. The Boca Grande Bike Path is frequently suggested for family strolls, birdwatching, or exploring local greenery at a relaxed pace.

  • What are some family activities we can do in Boca Grande?

    Families can play on calm beaches, try fishing from public piers, rent bikes to explore the island, or visit parks for picnics. The Port Boca Grande Lighthouse frequently interests visitors of all ages with interactive exhibits.

  • What are some of the best day trip ideas from Boca Grande?

    Explore nearby nature preserves, visit coastal towns with local markets, or join a boat excursion for shelling and wildlife watching. Art museums, botanical gardens, and historic sites in the surrounding region are also often recommended.

  • Are there any pet friendly accommodations available in Boca Grande?

    Many Boca Grande rentals are described as pet friendly, especially those with fenced yards or close access to outdoor trails. It’s a good idea to confirm specific rules with your host and explore dog-friendly beach areas together.

  • What are some local tips for visiting Boca Grande?

    Renting a bicycle or golf cart is a popular way to explore the island, as parking can be limited near beaches. Early mornings are quieter at local cafes and shoreline paths—bring sun protection and reusable water bottles for outdoor activities.

  • What is Boca Grande known for?

    Boca Grande is known for its peaceful Gulf beaches, historic lighthouse, and long-standing tarpon fishing tradition. The town’s laid-back atmosphere and preserved old Florida architecture attract people interested in a relaxed coastal experience.

  • What are the best hidden gems to explore in Boca Grande?

    Explore quiet shell-covered stretches of beach, tucked-away art galleries, and gardens with native Florida plants in Boca Grande. The historic Port Boca Grande Lighthouse provides insight into local history and maritime traditions.

  • What are the best foods to try in Boca Grande?

    Local seafood, such as grouper sandwiches, shrimp, and fresh-caught fish, are frequently suggested by visitors. The area also has casual spots serving Key lime pie, seasonal tropical desserts, and locally sourced produce.

  • What should I bring for a trip to Boca Grande?

    A wide-brimmed hat, sunscreen, and lightweight clothing help with the sun, while sandals or water shoes suit beach and trail walks. Bug repellent, a reusable water bottle, and a light jacket for cooler evenings are also suggested.

  • What is the nightlife in Boca Grande like?

    Boca Grande has a relaxed nightlife scene, with restaurants and casual bars gathering locals and visitors for live music or coastal cuisine. Evenings often center on friendly conversation, outdoor patios, and sunset beach walks.

  • What are the most popular events or festivals in Boca Grande?

    Boca Grande is known for community fishing tournaments, including celebrated tarpon fishing events in late spring, and seasonal art shows featuring local creators. Holiday parades and nature-themed festivals are also frequently suggested for visitors looking to join local traditions.

  • Are there family friendly vacation rentals in Boca Grande?

    Many vacation rentals in Boca Grande are described as family friendly, with homes and cottages near beaches or in residential neighborhoods. These accommodations often have kitchens, multiple bedrooms, and outdoor spaces for families to relax together.

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.

What are the 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 20 vacation rentals in Boca Grande

  • Nightly prices starting at

    Boca Grande vacation rentals start at ﺩ.ﺇ918 per night before taxes and fees

  • Verified guest reviews

    Over 1,810 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 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

  • 4.7 Average rating

    Boca Grande stays receive an average rating of 4.7 out of 5 from guests

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