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!

Wellen Park Golf Condo Balcony, Golf View - Pool -

Imagine enjoying a glass of fine wine on a private balcony, marveling at the spectacular views of a championship golf course! Well, this stylish 3BR, 2BA gem overlooks the 5th hole of the Wellen Park Golf & Country Club, offering unparalleled comforts and conveniences in a prime, well-connected location. ✔ 3 Comfortable BRs ✔ Open Design Living ✔ Full Kitchen ✔ Balcony ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Washer/Dryer ✔ Golf & Resort Amenities (available at a surcharge in season) See more below!

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 5 Steps from your Front Door. This rental is in a quiet residential neighborhood, further away from restaurants and bars. This property is one of the last remaining "Old Florida" regions of the Gulf Coast of Florida, with subtropical rainforest flora and fauna surrounding the property, a hammock waiting for you on the beach, and a dock for fishing or boating 100 yds away.

Starfish 1A | Walk to Gulf Beach! | 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.

Downtown Boca Grande Flat#3

We beat the old 1-2 of Huricaines Helene and Milton and are ready to host you. This is a great, renovatred , one bath flat, in the heart of Boca Grande on the gorgeous Gasparilla Island. Located across the street from The Temp Rest. Going to the beach, no worries, it is just down the road. Please note: there is a small fridge and coffee maker in this flat, but no other cooking facilities. Rent our place through Air BnB and receive a 10% discount on golf cart and bike rentals.

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 water taxi that will take you to the island and rum bay bar for $6/person. 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. And hang out at the community pool.

Private Apartment with sunny pool

One-bedroom plus den apartment attached to the main house with private entrance. The apartment has a small kitchenette for basic meal preparation. A large pool is right outside your door! Come relax by the pool & cool off on a hot day. The pool is for your private use. We have a gas BBQ grill located in the fenced yard for your use. Ft. Myers Beach 35 min away Sanibel Beach 45 min away Naples Beaches 60 min away

The Oz Parlor 2.9 mi beach hot tub pool

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 and Amazon prime. 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.

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.

Tranquil Hideaway, King Bed & Amazing Views

Come on in and make your self at home. Enjoy our fully stocked kitchen. Sit on the patio and watch the boats cruise by, maybe you want to take the kayaks out and join the fun. You can see dolphins playing in the bay from your patio while sipping a glass of wine. Quiet and tranquil is how everyone describes our piece of paradise.