Holiday rentals in Boca Grande

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Top-rated holiday rentals in Boca Grande

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Cottage in Matlacha

4.88 out of 5 average rating, 133 reviews

Mojito Island Cottage

Update: In September 2022 we were affected by Hurricane Ian. We had just over 5 feet of flooding in our treasured cottage. We have worked tirelessly to put everything back together. All new tile, walls, electric, lighting, furniture, and we even improved the bathroom! Spacious tropical home with water view from our back yard lanai. Boat Dock with Cleaning Fish Station, BBQ beautiful sunsets with fish jumping in our canal. New large kitchen and one block from art galleries, restaurants and bars.

11–18 Oct

₹9,570 per night

Guest favourite

Flat in Boca Grande

4.89 out of 5 average rating, 179 reviews

Downtown Boca Grande Efficiency Flat#3-Special Rt

We survived Ian and are ready to host you! A great efficiency, one bath flat in the heart of historic Boca Grande on the gorgeous Gasparilla Island. Located across the street from The Temp Restaurant, down the block from Hudson's Market and around the corner from Sister's Pizza. Going to the beach, no worries, it is just down the road. Rent our place through Air BnB and receive a 10% discount on golf cart and bike rentals. You’ll love my place because of the location, and the neighborhood.

21–28 Aug

₹13,374 per night

Guest favourite

Home in Captiva

4.97 out of 5 average rating, 106 reviews

The Pearl Beach House, North Captiva Island,FL

This water-front property offers designer furniture and panoramic views of the Gulf of Mexico throughout the home. Experience unprecedented privacy with direct walking access to the beach, and a very secluded location suitable for couples, friends or families. The property has a Main House and Guest Cottage, both with expansive decking and panoramic windows and doors providing spectacular views of the water and sunsets. StarLink WiFi and Samsung QLED smart TV. We allow dogs up to 50 lbs

18–25 Jul

₹55,649 per night

Guest favourite

Guest suite in Englewood

4.98 out of 5 average rating, 179 reviews

Blue Cottage Suite- Peaceful Old Englewood Charm!

This charming rental is in historic Old Englewood right at the edge of Lemon Bay. The Blue Cottage is in a quiet neighborhood just 4 blocks from Dearborn Avenue with all great entertainment, eclectic shopping and restaurants, live music, and more. The rental includes use of bikes and kayaks. Kayaks are kept at 998 Oxford Dr. We are available to launch or to help you launch kayaks at a local spot. Front porch pictured is part of the main house and is use of this space is not included.

19–26 Mar

₹11,885 per night

Guest favourite

Home in Rotonda West

4.92 out of 5 average rating, 13 reviews

Dream Vacation. First coffee, then beaches & golf

Wake up to the smell of coffee and enjoy the view of your private pool from your walkout master suite. Florida best wildlife in plain site from your poolside view of the canal. Next hit the golf course at one of 5 local golf courses. Then pack your beach gear and start exploring a new world class beaches every day , all just 15-20 minutes from your vacation paradise. World class fishing in the Golf of Mexico. Watch the dolphins from shore. End the day with a quiet bike ride .

16–23 Nov

₹11,323 per night

Guest favourite

Home in Boca Grande

4.95 out of 5 average rating, 57 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...

14–21 Jan

₹66,862 per night

Guest favourite

Villa in Rotonda West

4.94 out of 5 average rating, 16 reviews

Stunning Villa in Golfer's Paradise/Canal Views

Welcome to your new home in Rotonda West! This 3-bedroom, 2-bathroom gem on Marker Rd is all about comfort, style, and tranquility. As soon as you step inside, you'll be greeted by a spacious and open floor plan that will make you feel right at home. We're excited to share that each room in the house is equipped with a smart TV for your entertainment pleasure. And guess what? Two of them even have Roku TV, so you can stream all your favorite shows and movies with ease.

28 Jun – 5 Jul

₹10,423 per night

Guest favourite

Apartment in Englewood

4.93 out of 5 average rating, 111 reviews

Immaculate Ground Floor Beach Studio on the Gulf

Please note: This complex had minimal damage, but you may see remnants of the hurricane in the complex. There is a protective tarp on the roof of my building even though there was very few tiles that blew off in the storm. There is a separate, beachside building with the same protective tarp & is getting new stucco on the west side facing the beach. You do not see the face of this building from my property as my place faces the pool. *See my pictures for more details*

29 Sep – 6 Oct

₹13,882 per night

Superhost

Villa in Boca Grande

4.89 out of 5 average rating, 19 reviews

Yacht Watch

Watch the yachts cruise by en route to and from Miller's Dockside, while rocking on your private and serene breeze-filled balcony. Yacht Watch sleeps 8 and has 3 bedrooms and 3 bathrooms. This charming home 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.

1–8 Dec

₹68,531 per night

Guest favourite

Bungalow in Englewood

4.96 out of 5 average rating, 169 reviews

TROPICAL OASIS, MINUTES FROM THE BEACH!!

This charming 2 bedroom/2 bathroom, dog friendly home in Englewood is located 2 miles away from our beautiful Manasota Beach. Call this your home away from home, as you will find a flat screen TV, Dish, free wireless internet and a gas grill, washer/dryer, and a fully equipped kitchen. Bring your boat (boat ramp is located in the neighborhood), bathing suits, beach towels and sunscreen. We have the rest ready for you.

3–10 May

₹9,590 per night

Guest favourite

Flat in Englewood

4.92 out of 5 average rating, 393 reviews

BEACH FRONT Unit w/Pool Sandy Toe's #4

Directly Beach front unit. Listen to the waves, walk the beach, hunt for beautiful shells and prehistoric shark teeth, take a swim in the gulf, watch the dolphins, manatees swim by. You can even try your luck at fishing from your 75 feet of private beach. Life is good! 1 of 5 units for rent, please inquire if interested in another. 3 night minimum stay.

₹11,676 per night

Guest favourite

Flat in Englewood

4.98 out of 5 average rating, 86 reviews

Super cute fun studio steps from everything beachy

This light and bright space makes you feel like you are outside, but can transform into a cool hideaway when you draw the curtains. The view of the pool creates a calm and happy space and encourages you to relax. A smaller space leaves more room for enjoying the true luxuries - the beach, the sunsets, and time together.

6–13 Oct

₹12,238 per night