
Vacation rentals in Boca Grande
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Top-rated vacation rentals in Boca Grande
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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.

Beach Chalet
Experience the ultimate beach vacation in our stunning beachfront condo, located on the Gulf of Mexico. It offers breathtaking ocean views and direct access to pristine sandy beaches. The condo sleeps four and offers one bedroom with a king size bed with a private attached bathroom. It also has a queen size murphy bed and an additional full bathroom. The modern kitchen is fully equipped with all the essentials. Plus, the resort offers an onsite pool, fitness center, tennis courts & restaurant.

Steps to Beach Captiva Includes CLUB & Golfcart
HOST PAYS AIRBNB FEE WINTER 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

Unit #1 Free kayak/bikes/walk to beach/fullcottage
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.

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.

Blue Laguna - Vacation in paradise!
Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

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...

Island Getawayâ˘Beach Houseâ˘Dockâ˘Pet Friendly
Take it easy at this unique and tranquil getaway only accessible by boat. Little Gasparilla Island is a bridge-less barrier island off Floridaâs West Coast in the Gulf of Mexico. Access is for residents and renters only, you will arrive by your private boat or jump aboard the water taxi for a 10 minute ride to our dock. No cars, shops, or restaurants on the island. The 7 mile beach is private and uncrowded. Get around LGI by renting a golf cart or explore by foot-you decide.

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.

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.

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.

The Oz Parlor 2.9 mi beach hot tub pool
The Oz Parlor apartment was originally the main house of this whimsical property. It has loads of charm It is a great place to relax and Just Bee... Please note I donât have cable TV my TVs are wireless I have Netflix and Amazon prime. Located in the Historic District of Englewood a lovely walk to fine restaurants, Indian Mound Park on Lemon Bay and 2.9 miles to Englewood Beach.
Popular amenities for Boca Grande vacation rentals
Boca Grande beach vacation rentals

Beachfront fully equipped apartment

South Seas Resort Beach Villa đ´ On The Beach !

LG Beach Bungalow on Gulf w/Bay Access & deck too!

Gulf Side Condo Englewood Florida

"Lost Loon" Oceanfront Cottage by Roxy Rentals

The Palms â 3BR Gulffront, Sand & Sunsets

Ocean View Villa Manasota Key

Blue Beach Bungalow
Boca Grande house rentals

The Harbor House

Coastal Sol: Private Island Beach Escape

Tropical Oasis, pool, golf, dog friendly

â¤ROTONDA RETREATâ¤*Spacious*Fully Furnished*Pool*

Fishing and Nature Paradise

The Turtle House

Beautiful Floridian Oasis

AMAZING Cape Haze Location -community kayak launch
Boca Grande condo rentals

Perfect Escape | Boca Grande Beach | Pool & Golf

South Seas Beach Villa 2617: Captiva Island Paradi

Pickleball, beachfront, Amazing GULF VIEWS!

Beachside Retreat Perfect for 2 The Salty Surfer

Studio, pool, private beach, boat dock shark teeth

Beach Bliss Retreat on Manasota Key - Ocean View

Right on the Beach with the Best Views and Rates!

Sundial G406 - Brand New w/Beautiful Beach Views
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 âOld Floridaâ 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 Whiddenâs Marina, one of Boca Grandeâs oldest marinas, where you can learn snippets about Boca Grandeâs 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, youâll 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 Gulfâs turquoise waters and stretches of pearly white sand. Gasparilla Island State Park features two of Boca Grandeâs most iconic landmarks â nearly identical well-preserved and restored lighthouses, which hold ties to the islandâs 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 youâre here, you wonât want to miss the Gasparilla Island Lighthouse, a classic Boca Grandeâs 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 islandâs rich social and cultural history. You will learn about the Calusa Native Americans, the islandâs first inhabitants, Boca Grandeâs 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 artistsâ visual art and talent in a unique setting with historic lighthouses, wildlife, and spectacular sunsets over the Gulf of Mexico. The islandâs 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 communityâs 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 $150 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 guestsâaveraging 4.8 out of 5!
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