Vacation rentals with a patio in Gasparilla Island

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Top-rated patio rentals in Gasparilla Island

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Guest favorite

Cottage in Englewood

5.0 out of 5 average rating, 35 reviews

Waterfront! Sunset Deck, Pier & FREE Boat Docking!

Welcome to Tiki In Paradise! Enjoy the tropical setting in this restored fishing cottage with direct Lemon Bay front cottage views! Sit back & relax and enjoy Lemon Bay water views from every window in our cottage! All the comforts you want and deserve. You will never find another property with the character, views & cleanliness like this special place. Completely remodeled. We are moments from Gulf front beaches, Historic Dearborn Street & fantastic restaurants! Private, Unique & Special!

Sep 9 – 16

ﺩ.ﺇ543 per night

Guest favorite

Home in Englewood

5.0 out of 5 average rating, 25 reviews

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Located right on the Gulf, our renovated beach cottage is equipped with everything you need for a relaxing getaway. With private beach access and outdoor dining area, take in the views and enjoy with your family, friends or a solo trip to reset with a little R&R. This 2-bedroom, 2-bath bungalow has all the accoutrements for your a home-away-from-home, complete with beach chairs, boogie boards, beach games and of course, sun tan lotion. Come for some fun in the sun, your beachfront oasis awaits!

Sep 1 – 8

ﺩ.ﺇ1,771 per night

Guest favorite

Condo in Englewood

5.0 out of 5 average rating, 39 reviews

Sunrise Over the Bay

Watch the sunrise on Manasota Key in Englewood Florida and dolphins & birds from your balcony. PRIVATE BEACH ACCESS directly across the street! Beach chairs, & umbrella provided for your use. Find restaurants or jet ski rentals near by. This condo has 2 bedrooms, 1 bath and a kitchen. Boat slips available upon request & availability. You must arrange off site trailer parking. A community heated pool & grills are right outside your condo. It’s time for some spring and summer fun!

Jul 27 – Aug 3

ﺩ.ﺇ528 per night

Superhost

Home in Englewood

4.89 out of 5 average rating, 9 reviews

Quaint Surf Cottage on Beach

This quaint surf cottage sits right on the beach, and it has all the amenities necessary for a comfortable extended stay. Situated right on the ocean, you will fall asleep every night to the sound of the waves. Enjoy time in your screen-porch with tables and chairs or a patio with chaise lounges where you can soak up the sun and witness some of the most spectacular sunsets on the Gulf coast. The Surf Cottage generally see repeat customers who love its convenience and privacy.

Dec 4 – 11

ﺩ.ﺇ975 per night

Guest favorite

Cottage in Placida

4.97 out of 5 average rating, 37 reviews

Simply Adrift Island Cottage

Take it easy at this unique and tranquil getaway only accessible by boat. Little Gasparilla Island is a bridge-less barrier island off FL's 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.

Dec 2 – 9

ﺩ.ﺇ1,190 per night

Guest favorite

Condo in Englewood

4.93 out of 5 average rating, 114 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*

May 15 – 20

ﺩ.ﺇ737 per night

Superhost

Home in Boca Grande

4.83 out of 5 average rating, 12 reviews

Island Oasis- Boca Grande Club

The Village Houses in the Boca Grande Club possess a distinct charm and uniqueness that sets them apart. The village houses offer an intimate connection to nature. Our homes is surrounded by lush tropical foliage, providing a serene backdrop of swaying palms and vibrant flowers. Our guests enjoy access to a range of exclusive amenities. Whether lounging by the pool, or indulging in gourmet dining, out home provides a wealth of experiences for our guests.

Jan 29 – Feb 5

ﺩ.ﺇ4,095 per night

Guest favorite

Home in Englewood

4.95 out of 5 average rating, 99 reviews

Coastal Home Away From Home with Pool

Come and relax at the perfect vacation getaway for your family in peaceful Englewood Florida. Only 12 minutes from Gulf beaches. Go out and explore the many amazing beaches, bays, lakes and rivers or lay back, relax and enjoy the beautiful private pool and dining on the lanai from your back door. Fully equipped kitchen for all your cooking needs: coffee maker, blender, and more. Clean, new home that will make you feel cozy and comfortable while on vacation.

May 13 – 20

ﺩ.ﺇ547 per night

Superhost

Home in Captiva

5.0 out of 5 average rating, 3 reviews

Turtle Escape: Pool, Beach & Fun!

🍹 Outdoor Oasis: Pool, Bar, Games, TV & Shower 🐚 Beach Access: A Short Leisurely Stroll Away 🛥️ Shared boat dock - ask about availability. 🏠 Chic Mid-Century Surf Aesthetic 🛌🏽 Supreme Rest: Westin Heavenly Beds ✅ Gourmet Chef’s Kitchen 🏖️ Premium Beach Essentials: Chairs, Umbrellas & Bikes 🐶 Pet-Friendly 🧻 Full Amenities: Luxury Toiletries & Supplies 💻 High-Speed Internet for Connectivity 😊 Dedicated 24/7 Local Host Support for a Perfect Stay!

Dec 3 – 10

ﺩ.ﺇ1,442 per night

Guest favorite

Home in Placida

5.0 out of 5 average rating, 7 reviews

Just listed! BRAND NEW Coastal Sol on Palm Island!

Escape to the Coastal Sol retreat and be one of the first guests to enjoy this newly built home! This brand new 3 bedroom, 2.5 bathroom sanctuary is located on the exclusive Don Pedro-Knight-Palm Island, accessible only by private boat or a 5 minute car ferry ride. Coastal Sol offers a perfect blend of seclusion and accessibility. Enjoy 'old Florida' island life pursuits, complete with spectacular sunsets and leisurely strolls on uncrowded beaches.

Aug 19 – 26

ﺩ.ﺇ1,466 per night

Guest favorite

Apartment in Englewood

4.97 out of 5 average rating, 32 reviews

Your Englewood Beach Retreat!

Escape to your dream beach home in Englewood's hidden gem! This fully furnished 2-bed, 1-bath unit spells convenience and comfort. With 900 sq ft, a washer-dryer, central AC, and a private lanai, it's your seaside sanctuary. Just minutes from the stunning Englewood beach, and surrounded by vibrant restaurants and entertainment. Your beachy paradise awaits – book now for a hassle-free coastal living experience! and centrally located place.

May 16 – 23

ﺩ.ﺇ264 per night

Guest favorite

Condo in Punta Gorda

4.95 out of 5 average rating, 37 reviews

One bedroom condo overlooking Harbor with Pool

Looking to get away? This is a one bedroom, one bath, condo is overlooking the Harbor in Burnt Store Marina (not the parking lot). Perfect for a couple or small family. Freedom Boat Club on site! Watch the beautiful sunset! Second floor unit with elevator or stairs. Pool, marina, fitness center, tennis courts, golf course available Screen porch with marina views and patio furniture

Oct 31 – Nov 7

ﺩ.ﺇ549 per night