Apartment holiday rentals in Little Gasparilla Island

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.

Modern Room • Private • Outdoor Space

Welcome to The Royal Escape, a cozy, elegant studio featuring rich royal blue accents and modern decor. Perfect for relaxation or work, enjoy a plush king-size bed, fast Wi-Fi, and a well-equipped kitchenette with a microwave and fridge. Please note, there is no stove or cooking range available. Conveniently located in the heart of Cape Coral, enjoy nearby dining, shopping, and parks. Thoughtfully designed for comfort and style, The Royal Escape is your perfect getaway. Book your stay today!

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.

Vacation in Paradise

This vacation in Paradise is tucked along a freshwater canal that is full of wildlife. On the dock you can enjoy beautiful sunrises and sunsets. With a heated salt water pool. This is a duplex home that shares its outdoor space with the owner that lives on the other side of the duplex. The inside has a cozy beach theme. It has a work at home station with business Wi-Fi, also has cable television to each of the bedrooms and living room. It is stocked with every amenities you might need.

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.

Luxury Ocean View

🇺🇸 Luxury Ocean View – 500 characters Luxury Ocean View is a stunning 29th-floor retreat just 2 minutes from Downtown Fort Myers, offering breathtaking views of the Caloosahatchee River and unforgettable sunsets. This elegant apartment accommodates up to 4 guests and features 2 bedrooms, 2 full bathrooms, in-unit laundry, and a fully equipped kitchen. Located in a luxury building with pool, gym, game room, kayaks, and a private boat ramp. More than a stay — it’s an experience.

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.

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.

17th Floor Riverfront • Downtown • Pool & Gym

🌅 Ember Horizon · 17th Floor Riverfront Wake up to panoramic river views from the 17th floor of a modern downtown high-rise. This 2BR/2BA features floor-to-ceiling windows, two private en-suite bedrooms, and a fully equipped kitchen. Enjoy the building's pool, 24-hr gym, secure access, and free garage parking — all just steps from Fort Myers' best restaurants, bars, and nightlife.

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.