Apartment holiday rentals in Little Gasparilla Island

Luxury in the sky

Experience an unforgettable stay in this stylish 24th-floor apartment located in the heart of Downtown Fort Myers. With its modern design, full amenities, and sweeping views of the Caloosahatchee River, this space is perfect for relaxing and recharging. You'll be just steps from the city’s best nightlife, restaurants, and entertainment. Whether you're here to explore the downtown scene or enjoy a peaceful retreat with a view, this apartment offers the perfect blend of comfort and convenience.

BeachBay SeaHouse (1519)

Best location/value on Manasota Key. 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 from 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. 1519 Beachway Bungalows has one bedroom with a queen bed and a pull-out sofa. There is a full kitchen and a great outside screened in patio that is shared with SeaHouse 1521.

2 Bedroom Flat: Downtown Boca Grande:#1

We’ve weathered the storms of Hurricanes Helene and Milton, and now we’re thrilled to welcome you! This beautifully renovated 2-bedroom, 1-bath flat is nestled in the heart of historic Boca Grande on stunning Gasparilla Island. The ground-floor location and a private outdoor sitting area, it’s your perfect island retreat. Steps away from The Temp Restaurant, a 3-minute stroll to the Gasparilla Inn, and only 2 minutes to the beach. Everything you need for an unforgettable vacation awaits!

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.

Starfish 1B | Walk to Gulf Beach | 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

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.

The Coastal Nest w/King Bed

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.

Casa del Sol II (Non-Smoking Property)

Spacious 3 bedroom 2 bath with 800 sq ft covered porch overlooking neighborhood. Carport under building for up to 4 cars. Private stairway entrance. Lots of sliding glass doors gives you a treehouse effect. All electric home powered by 120 solar panels. 4 minute walk to beautiful Nokomis Beach.

Peaceful Cape Coral Escape

Relax and recharge in this quiet, cozy getaway studio—perfect for solo travelers or couples. Located in a tranquil neighborhood, you’re just minutes from Fort Myers Beach and all the best that Cape Coral has to offer. Enjoy a peaceful stay close to restaurants, shops, and waterfront attractions.