
Apartment holiday rentals in Little Gasparilla Island
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Top-rated apartment rentals in Little Gasparilla Island
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#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!
4.96 out of 5 average rating, 23 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.
4.94 out of 5 average rating, 17 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.
5.0 out of 5 average rating, 5 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.
4.95 out of 5 average rating, 138 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
4.87 out of 5 average rating, 118 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.
5.0 out of 5 average rating, 4 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.
5.0 out of 5 average rating, 23 reviews
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.
4.71 out of 5 average rating, 14 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.
5.0 out of 5 average rating, 269 reviews
Family-Ready 2BR · King + Twins · Boca Grande
A second-floor 2BR flat in Boca Grande village, set up for families: king in the primary, two twins in the second, children's dinnerware stocked, babysitter recommendations on file, and a full kitchen for cooking breakfast before the beach. Beach: 120 steps. The Temp Restaurant is directly across the street. Book through us for 10% off golf carts and bikes from Gasparilla Adventures — how families actually explore the island.
4.9 out of 5 average rating, 250 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.
4.92 out of 5 average rating, 235 reviews
Condo on the water
1 week min. Beautiful turn-key, fully furnished 1BR/1BA condo with sofa sleeper—wake up to stunning water views. Well-behaved pets are okay. Perfect for relaxation or adventure, sleeps 4. All utilities & amenities included, plus washer/dryer & dishwasher. Resort-style features: Olympic-sized heated pool, gym, pickleball, boat launch, picnic spots, gas grill, pier & gazebo. Low season Apr–Dec, High season Jan–Mar
4.93 out of 5 average rating, 14 reviewsPopular amenities for Little Gasparilla Island apartment rentals
Weekly apartment rentals

Walk to beach, pool, dock, restaurants, shopping
5.0 out of 5 average rating, 20 reviews
Bayfront Condo, Prime Beach Access, Manasota Key
4.82 out of 5 average rating, 11 reviews
Bungalow across from the Beach!
4.92 out of 5 average rating, 64 reviews
Harbor Side Retreat
4.93 out of 5 average rating, 58 reviews
Beach studio 57
5.0 out of 5 average rating, 8 reviews
H2O Blue
4.99 out of 5 average rating, 70 reviews
Riverfront Condo w Water Views-Heated Pool
5.0 out of 5 average rating, 12 reviews
Minimalist Bliss
4.96 out of 5 average rating, 73 reviewsPrivate apartment rentals

#3-The Winchester at Village Green Suites
5.0 out of 5 average rating, 20 reviews
Wildlife Waterfront Condo with Pool
5.0 out of 5 average rating, 8 reviews
Your Seaside Serenity
4.98 out of 5 average rating, 49 reviews
Paradise in the heart of Old Englewood Village
4.93 out of 5 average rating, 14 reviews
Gulf Beach Studio with Pool
4.85 out of 5 average rating, 13 reviews
Golf Course Living at Its Best | 3BR Luxury Stay 8
5.0 out of 5 average rating, 21 reviews
CLEAN*Great Location*Dockage Available*HEATED Pool
4.83 out of 5 average rating, 6 reviews
Luxury Resort-Style Getaway!
5.0 out of 5 average rating, 5 reviewsApartment rentals with a hot tub

Venice Island Pool Casita with 2Bedrooms/2 Baths
4.99 out of 5 average rating, 87 reviews
Marina front, pool, beach condo!
5.0 out of 5 average rating, 8 reviews
Cozy Condo on the Course
5.0 out of 5 average rating, 10 reviews
Heritage Hideaway
5.0 out of 5 average rating, 6 reviews
Jen's Place at Heritage Landing
5.0 out of 5 average rating, 21 reviews
Gulf sunset vista
4.5 out of 5 average rating, 8 reviews
Tiki Life! Boca Grande Apartment
5.0 out of 5 average rating, 24 reviews
Charlotte Harbor Waterfront 3 Bedroom Villa
4.86 out of 5 average rating, 7 reviewsDestinations to explore
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