Holiday rentals with a kayak in Manasota Key

#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!

The Turtle Flat at ManasotaKeyHouse 2bed/2bath

Escape to beautiful Manasota Key and enjoy the perfect blend of beachside relaxation and coastal charm in this peaceful community. Our property is a short walk to both the Gulf beach & Lemon Bay, offering stunning sunsets and tranquil water views. Wake up to the sights of Lemon Bay, spend your days shelling, looking for sharks teeth, kayaking or biking. Unwind in our updated bright & comfortable space. Ideal for guests seeking a calm/relaxing retreat on Florida’s hidden gem of a barrier island.

LG Beach Bungalow on Gulf w/Bay Access & deck too!

Welcome to Golden Girl. Our 3 bedroom 2 bath home is totally renovated with all new furniture. A 2nd level observation deck, private hot tub, bunkroom sleeps 6, two bdrms with kings, queen sleeper sofa in LR, laundry, high speed WIFI, all new appliances, smart TV's, so much more! Lanai opens up to semi private beach and a quiet neighborhood of single family homes. There is Bay access too. Kayaks available for rent. There is a separate apartment above not included. The location cannot be beat!

Beachfront Escape + Private Deck

🦩 Exclusive Amenities Include: • Walk Out to the Beach – Just Steps from Your Door • Historic Old Florida Charm • Coastal and Surf Decks with Outdoor Seating • Community Pool with Picnic Tables and Chaise Lounges • Community Grills and Post-Beach Outdoor Showers • Free WiFi and TV • Full Kitchen, Wares • Starter Pack of Toiletry Essentials • Starter Pack of Home Essentials • Beach Towels, Chairs and Umbrellas Provided • Tub/Shower Combo in Bathroom • Desk and Chair in Unit, Community Laundry

Private Dock & Beach Access + Hot Tub, Bay Views

Enjoy the ultimate in Bay-to-Beach living with your own bayside dock, sweeping water views from every window, hot tub, fire pit, and a private beach just steps away across the street. After a day at the beach or out on the water, rinse off in our convenient outdoor shower. Centrally located in paradise, you're surrounded by pure nature (manatees and dolphins often sighted!). The restaurants all mere feet from your doorstep. Everything you need for the perfect coastal getaway is right here!

Private Beach & Bay Access. Kayak & SUP

Discover your private slice of paradise! This home offers the best of both worlds, 2 minute walk from private beach access where you can soak up the sun & enjoy the ocean waves. Plus, you have private bay & dock access 2 houses down, with a kayak & stand-up paddleboard for your water adventures. Cast a line or dock for the day while Moe & Millie (our neighborhood manatees splash around)! Sip your morning coffee in the sunroom and end the day under the tiki torches in the large private yard.

Beach Retreat, Families, Bachelorette, Pool, Kayak

Your dream beach getaway awaits at Sunset Beach Retreat, on Manasota Key— 2 blocks from the beach! Whether you’re planning a family vacation or a girls’ weekend, this retreat has everything you need for relaxation, adventure, and unforgettable memories. Unwind and recharge with our heated pool, 5-person infrared sauna, and cold plunge. For those who love to stay active, enjoy our kayaks, kids play set, bicycles, putting green, or rent our 6-person golf cart to explore the island in style.

Unit #1 Free kayak/bikes/walk to beach/fullcottage

Unit #1 Beach cottage very private and quiet, has a full kitchen, King bed in the master and queen sofa bed in the tv room, very comfortable, fast WiFi, AC & heat. All you need to relax and just have fun. Outdoor shower and laundry area, Private parking, Enjoy amazing sunsets/fishing/and restaurants and bars, all walking distance to the beach and bay. Kayaks/snorkel gear/beach toys are included. So start enjoying the beautiful sandy beach on Manasota Key, Lots of sea life and turtles.

Castadiva-Your Gorgeous Gulf Coast Beach Home!

Looking for Paradise with your own Private Gulf Front Beach only for you and your Family? It Still exists at Castadiva! A Cathedral Ceiling renovated three bedroom, two bathroom Beautiful Home where you will never want to leave…ever…. Come Stay and let us Pamper You! Manatees, Dolphins Jumping, Shark Tooth Hunts, Sea Turtle Hunts, Today’s Grilled Fresh Catch caught, Frozen Island Drinks and your private Gulf Front beach only for Castadiva guests a minute walk from front door!!

Lux Home on Gulf w/Private POOL & 50ft Dock

Rest your feet & your soul as you getaway from it all! This luxurious little piece of paradise is tucked away on a quiet Gulf Coast waterway. 10min from Englewood Beach and 5 min from stores. Tie your boat up in the back yard to the private 50 ft dock. Spend your days fishing, catching sunsets or in the pool every evening! Easy access to Don Pedro Island, local sandbars, inlet and several restaurants, all at your fingertips! Pack your bags, kick back- paradise is waiting!

Steps to the Sand! Manasota Key Beachside Retreat!

BEACH LOVERS' DREAM! Only Steps from the Sand! Experience Old Florida charm in this renovated Gulf-view condo with an updated kitchen, open living area, and flexible sleeping options including a queen suite, twin to king beds, and a cozy flex space. Enjoy direct access to your own sandy beach, relax by the pool, or watch stunning sunsets from the shoreline. Explore scenic trails with complimentary bikes and kayaks. Your perfect Englewood beach getaway awaits, book today!

Stunning Bay Waterfront! Jaw dropping Water Views!

Spectacular Lemon Bay views! Upstairs at Blue Island Inn, waterfront “Bella Vista” with Bay & Pool views! 2 bedrooms; kitchenette & family room. Enjoy “Lemon Bay-front beach” in backyard. Low-key quiet vacationers. 1 car parking spot. No visitor parking. Free 2 kayaks. Login to your favorite streaming services with Smart TVs. Beautiful Blind Pass Beach, Englewood Beach, 5 restaurants & Tiki Bars are just 1.5 mile away or hop on Stumpy's Free Shuttle (tip based)