Apartment holiday rentals in Little Gasparilla Island

#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!

Upscale Beachfront 1+BR,Kayaks,SUPs,Pets OK

Cozy/Private 1+ Bedroom Private Waterfront Suite (King and Sleep Sofa) with Kitchen and Full Bath with the Beach literally 20 Steps from your Front Door. 2nd BR/Bath option available for a small fee.This rental is in a quiet residential area, far away from restaurants/bars. This property is one of the few remaining "Old Florida" regions of the Gulf Coast of Florida, with subtropical rainforest surrounding, a hammock waiting for you on the beach, and a dock for fishing or boating 100 yds away.

Charming King Studio · Private Patio · Boca Grande

King studio in the heart of Boca Grande — your ideal island base for two. Ground floor with a private outdoor sitting area: 120 steps to the gulf beach, across from The Temp Restaurant, close to Hudson's Market and Sister's Pizza. Mini fridge, microwave, and coffee maker — perfect for the Boca Grande lifestyle where most guests are out exploring, not cooking. Guests receive 10% off golf cart & bike rentals at Gasparilla Adventures. Park your car on arrival and don't touch it until checkout.

Starfish 1A | On Manasota Key! | Dog Friendly

Stay in this freshly renovated 2-bedroom apartment with a pull-out sofa, just steps from the sunny shores of Manasota Key. Bright, beachy, and updated, this unit offers all the comforts of home and sleeps up to 6—perfect for families seeking a relaxed Gulf Coast getaway. Traveling with a larger group? We have 8 units on the same property, making it easy to book multiple units for family reunions, or retreats. And yes—we’re dog friendly, so your four-legged family members are welcome too!

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.

Bungalow across from the Beach!

Welcome to your private island retreat! This charming bungalow is tucked among swaying palms and the natural serenity of the island, offering the perfect blend of comfort and laid-back coastal living. Middle Beach Road is NOW OPEN, restoring full access to the entire island, all beaches, shopping, restaurants, and tiki bars. Enjoy a short walk to private beach access, nearby public beaches, dining, groceries, and island attractions—then relax outdoors to the soothing sound of the waves.

Marina front, pool, beach condo!

Enjoy water side living at our stylish condo. Amenities galore offer activities and relaxation for all. Your vacation place comes with the onsite pool/hot tub and ferry pick up to take you to Palm Island. Enjoy lunch or dinner at the island restaurant and stay for the most amazing sunsets. Or view the sunset from the comfort of your condo! You’re just minutes away from boating, fishing, kayaking or shark tooth hunting at any of the nearby beaches.

Condo w/ Marina and ICW views

This is a little slice of paradise, with amazing marina and water views of the Intercoastal waterways. This location is in the slower more peaceful part of Florida, there is a free water taxi ride that provides you access to a pristine private beach. Englewood beach is not far away either. Activities abound in this area, including kayaking, biking, walking trails, fishing, charters, boat rentals, golfing and many bars and restaurants.

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, Amazon I will also add additional streaming channels opion request. 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.

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.

The Palms – 3BR Gulffront, Sand & Sunsets

Experience the beauty of Manasota Key from this spacious and newly updated 3-bedroom, 2.5-bath beachfront condo at The Palms. This corner unit sits on the first floor (just above covered parking), offering sweeping Gulf views, natural light throughout, and direct access to the beach, pool, and everything the island center has to offer — all within walking distance.

BeachBay SeaHouse - 1521

Best location/value on Manasota Key in Englewood, FL... 300 yards to pristine gulf beaches, 300 yards to boat ramp and dock on Lemon Bay if you have a boat or want to see dolphin or fish off the dock. 4/10s of a mile to several great restaurants and 1 mile to Stump Pass State Park and a few more miles to walk via the park to Stump Pass.