Apartment holiday rentals in Little Gasparilla Island

A scenic rooftop deck is highlighted, featuring several bright orange high chairs positioned along a railing. The expansive view showcases the turquoise waters of the Gulf, with a clear blue sky above and a glimpse of the sandy beach below.

4.96 out of 5 average rating, 23 reviews

#6) 30 Seconds To Beach Path/Tiki Bar/Bikes/Kayaks

Welcome to Stump Pass Place! A perfect mix of comfort, nature and unmatched amenities. Just a 30 second walk to our beautiful neighborhood beach or a just 4 minute walk to Stump Pass State Park at the end of our street. Here you can go to the beach, launch the water toys, and make some lifelong memories. Stump Pass State Park has one of the most beautiful pristine beaches in all of Florida! FREE Kayaks, Sups, beach cruiser bikes, beach chairs, umbrellas, boogie boards, coolers and so much more!

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4.94 out of 5 average rating, 17 reviews

Beachfront Gulf Condo | Englewood Beach| Pool

Relax at this Gulf-side Sunburst condo on Manasota Key, steps from the Gulf’s white-sand beach. Enjoy easy beach access, a step-out balcony w/views toward the Gulf, stunning sunsets, heated pool, and a bayside dock for fishing or boating. Walk to nearby restaurants and shops or unwind in the bright coastal living space. The condo includes: • King bedroom • Enclosed lanai sleeping area • Full kitchen • Comfortably sleeps 4 guests Perfect for couples, small families or a relaxing beach getaway.

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5.0 out of 5 average rating, 5 reviews

2 BR/2 BA Beach Front Suite-Kayaks-SUPs-Bikes-Pets

Waterfront 2 Bed/2Bath (sleeps 7-8) so close to the water that you can hear the waves all day and night with the windows open. One bedroom is extra large with separate sitting and work area, and a king bed and queen sleep sofa and work area. The second bedroom has a queen bed and full size sleep sofa. Both have televisions. The kitchen seats 6. The front door is a double french door that opens out to a small sitting area where the BBQ grill is located, adjacent to the outdoor hot water shower.

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Apartment in Port Charlotte

A charming yellow house is embraced by tall palm trees and lush greenery. A welcoming entrance features a black wrought iron gate framed by vibrant tropical plants. Light cascades from the windows, reflecting the historic character of the home.

4.95 out of 5 average rating, 138 reviews

Old Florida Charm near Beaches

Take it easy at this unique and tranquil getaway. Florida charm at its finest. Tropical garden setting in an historic home in your own private space. Walking distance to three restaurants including an original landmark restaurant, the Bean Depot. Fishing pier and boat ramp on the Myakka River to the gulf are also nearby. The house was originally owned by the Adams Family, makers of chewing gum ( chicklets and tea berry gum). Beautifully restored older home with lush tropical landscaping.

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Superhost

4.87 out of 5 average rating, 118 reviews

Starfish 1B | Walk to beach access | Dog Friendly!

Check into Starfish Stays and enjoy a 2-bedroom apartment a short walk from Manasota Key Beach. Bright, clean, and beachy, this unit offers the perfect mix of comfort and coastal charm. ✨ Fully renovated 2-bedroom apartment with pull-out sofa sleeps up to 6 🏖 Steps from the beach with private beach access 🐾 Dog-friendly — your furry friend is welcome! 🏖 Includes beach chairs, towels, and skim boards 🍳 Fully stocked kitchen with pots, pans, dishes, utensils. 🧺 On-site laundry building

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Superhost

5.0 out of 5 average rating, 4 reviews

Charlottes Web- Your Seaside Sanctuary

Steps from the Gulf, Charlotte Web is a cozy beach retreat on Manasota Key. Enjoy ocean breezes, sunset strolls, and all the comforts of home — Wi-Fi, beach gear, and free parking included. Perfect for couples, families, or solo escapes. Relax, explore, and unwind in laid-back coastal charm. Explore nearby beaches, hunt for shark teeth, kayak through mangroves, or simply unwind. Whether it's a romantic escape, family trip, or solo getaway, Charlotte Web is your perfect island hideaway.

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4.94 out of 5 average rating, 173 reviews

A bright and airy living space features a circular dining table adorned with a green centerpiece. Comfortable seating options are arranged nearby, complemented by a soft area rug. A wall-mounted TV displays a scenic view, while large windows allow natural light to fill the room.

Apartment in Boca Grande

Ground-Floor 2BR · Private Patio · Steps to Beach

The only ground-floor 2BR flat at Grande Flats — no stairs, a private outdoor patio, and a private entrance. Ideal for families, guests with limited mobility, or anyone who wants everything on one level. Full kitchen, dishwasher, king bedroom, twin second room, washer/dryer. Beach is 120 steps. The Temp is across the street. Hudson's Market down the block. 10% off golf cart and bike rentals through Gasparilla Adventures — park your car on arrival and don't move it again.

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Apartment in Port Charlotte

5.0 out of 5 average rating, 12 reviews

Riverfront Condo w Water Views-Heated Pool

Experience the vibrant setting of this 2BR 2Bath condo, ideally situated on the shores of the Myakka River. Take in the area's scenic beauty, stunning views, and diverse selection of water activities, attractions, and landmarks. After a day of exploring, return to our home for a rejuvenating stay. ✔ 2 Bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Balcony ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Community Amenities ( Heated Olympic size Pool, Gym, Clubhouse, Dock)

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5.0 out of 5 average rating, 22 reviews

Stylish 2BR Beach House |Gulf & Bay Access |Unit A

Welcome to Salt & Sand Suites –Unit A Newly renovated 2BR/1BA upstairs unit just two houses from Lemon Bay. Bright and brand new coastal space with private balcony, sliding glass doors, and an open kitchen-living layout with bar top-seating. Sleeps 6 with 2 king beds + a sofa sleeper. Includes a beach wagon, beach chairs, towels and an umbrella. Shared laundry on-site. Relax and unwind in a bright coastal space after a day in the sun on Manasota Key.

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5.0 out of 5 average rating, 268 reviews

The Oz Parlor 2.9 mi beach

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 don’t have cable TV my TVs are wireless. I have Netflix. I will also add additional streaming channels for longer term stays. 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.

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Apartment in South Venice

A comfortable bedroom features a spacious bed with crisp white linens, accented by decorative pillows. Two framed beach-themed images hang on the blue wall, and natural light filters through a nearby window, complemented by light, airy curtains.

4.92 out of 5 average rating, 235 reviews

Private cozy beach guest-suite w/parking next door

Discover your slice of paradise in Venice, Florida! Our charming Airbnb apartment offers a cozy and comfortable retreat in this coastal gem. With a great location, this apartment is your gateway to pristine beaches, local culture, and vibrant dining options. Perfect for a relaxing getaway, this apartment invites you to explore all that Venice has to offer. Book your stay today and experience the magic of Venice, Florida.

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