Vacation rentals in Gasparilla

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Gasparilla

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Cottage in Englewood

4.9 out of 5 average rating, 106 reviews

Free bikes/kayaks/walk to beach/2bed/2bath #2

Unit # 2 Beautiful 2 bed 2 bath cottage, great space to relax with family and friends. With full kitchen/ garage/laundry/outdoor shower. WiFi/Free bikes, kayaks, beach toys. Great Lanai to spend wonderful afternoons. You will love to walk to the beach and enjoy the most breathtaking sunset pictures. This cottage is fully furnished beach style for a wonderful vacation feeling. You have not only the beach and the bay to explore, but great restaurants/bars and more just walking distance. Enjoy!

Aug 24 – 31

G$29,195 GYD per night

Guest favorite

Apartment in Englewood

5.0 out of 5 average rating, 9 reviews

New Property! Teeny Bikini

New Property! On desirable Manasota key at charming waterfront Blue Island Inn,"Teeny Bikini" features 1 cute & cozy bedroom,1 bathroom & kitchenette. Spectacular Lemon Bay view from pool &backyard common areas! (no view in suite) On-site resort pool overlooks Lemon Bay. 5-minute walk to beach or enjoy “bay-front beach” out back. Quiet island street. low-key respectful vacationers. Free WiFi. 1 car parking spot. no visitor parking. no boats. No pets. No smoking. Free use of kayaks. 171 sq ft

May 15 – 22

G$23,885 GYD per night

Guest favorite

Home in Port Charlotte

5.0 out of 5 average rating, 6 reviews

Sunshine Retreat | NEW 4/2, King Bed, Near Beaches

Welcome to our new home in the serene community of Gulf Cove. Conveniently located near Port Charlotte, it offers easy access to a variety of attractions and activities. Explore the shops and restaurants downtown, or spend a day soaking up the sun on the beautiful Gulf Coast beaches A modern style and a long range of amenities will meet all of your needs: ✔ Comfy King & Queen Beds ✔ Fully Equipped Kitchen ✔ Washer & Dryer ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Free Parking Learn more below!

Jun 17 – 24

G$24,296 GYD per night

Guest favorite

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 .

Sep 14 – 21

G$28,362 GYD per night

Guest favorite

Guest suite in Englewood

4.96 out of 5 average rating, 67 reviews

Cozy Studio with Balcony & View of Gulf!

Cozy & clean & close to the Gulf! In this studio apartment you have a separate entrance up the back stairs with a balcony & windows with a view of the beautiful Gulf of Mexico. You will be 3 houses away from the beach. This is a studio apartment with a comfortable queen-size Murphy bed and a Click Clack couch that opens into a small double bed, if needed. There is a full bathroom with nice shower. There is a small kitchenette with stovetop, microwave and toaster oven for cooking.

Jul 24 – 31

G$25,451 GYD per night

Guest favorite

Home in Rotonda West

4.86 out of 5 average rating, 7 reviews

Paradise Pool Oasis Vacation Home in Rotonda

Paradise Pool Oasis Vacation Home in Rotonda Heights Florida. New 1753 Sq Ft, 3 bed/2 bath, private pool and lanai! Sleeps 6 guests, large kitchen and dining space. Primary bedroom with private bath and on site laundry, 2 car garage. 7 miles to Gulf Beaches on Manasota Key, and 10 miles to Boca Grande! Rotonda West is also golfers dream location with over 5 courses, one even less than 1/2 mile away. Many restaurants and tiki bars just short 5 min drive. Pets welcome(with fee)

Sep 28 – Oct 5

G$29,240 GYD per night

Guest favorite

Home in Placida

5.0 out of 5 average rating, 54 reviews

Little Gasparilla Island Beachfront Oasis

Little Gasparilla Island (LGI) is a barrier island with seven miles of beautiful white sand beaches on the west coast of south Florida. The island is only accessible by boat which makes it the perfect getaway to relax and enjoy beach life, water sports and great fishing. There is a water taxi service or boats are available to rent to make the quick 5 minute ride from the mainland. The house is located on the beach facing the gulf of Mexico and accommodates up to 6 guests.

Jan 28 – Feb 4

G$120,244 GYD per night

Guest favorite

Home in Rotonda West

5.0 out of 5 average rating, 9 reviews

Rotonda West Poolside Bungalow

Experience tranquility and leisure in our 2-bedroom, 2-bathroom Airbnb nestled in the serene neighborhood of Rotonda West, where you’ll find ample opportunities for relaxation and recreation. This home is just minutes away from the area's excellent golf courses, world-class fishing, and beautiful Gulf beaches. The Rotonda West area also offers miles of walking and biking trails, restaurants, shopping, and community park.

May 8 – 15

G$32,897 GYD per night

Guest favorite

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.

Dec 8 – 15

G$24,021 GYD per night

Guest favorite

Loft in Boca Grande

4.97 out of 5 average rating, 101 reviews

The Loft on Park Ave--Boca Grande FL

We survived Ian 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.

Jul 31 – Aug 7

G$79,393 GYD per night

Guest favorite

Apartment 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.

G$29,245 GYD per night

Guest favorite

Apartment in Englewood

4.94 out of 5 average rating, 338 reviews

The Oz Cottage Room Studio with Jacuzzi

The Oz Cottage room apartment is funky with all kinds off nooks and crannies! Walking distance to Lemon bay for beautiful sunsets. Great restaurants with outdoor dining and music on Dearborn St. Tennis courts, wonderful Library and a nice park are all within walking distance. 2.9 miles to Englewood Beach

Jul 21 – 28

G$24,249 GYD per night