
Holiday rentals with a kayak in Manasota Key
Find and book unique kayak rentals on Airbnb
Quick stats about holiday rentals with a kayak in Manasota Key

Total holiday rentals
Explore 80 holiday rentals in Manasota Key

Nightly prices starting at
Manasota Key holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 2,770 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
80 of Manasota Key holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Manasota Key rentals

4.9 Average rating
Manasota Key stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with kayak in Manasota Key
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Unit #2 Free bikes/kayaks/walk to beach/2bed/2bath
Unit # 2 Beautiful 2 bedrooms 2 bath cottage, great space to relax with family and friends. With full kitchen/ garage/laundry/outdoor shower. WiFi/Free bikes, kayaks, beach toys. Great Lanai to spend wonderful afternoons. You will love to walk to the beach and enjoy the most breathtaking sunset pictures. cottage is fully furnished beach style for a wonderful vacation feeling. You have not only the beach and the bay to explore, but great restaurants/bars and more just walking distance. Enjoy!
4.9 out of 5 average rating, 211 reviews
#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
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.
4.99 out of 5 average rating, 87 reviews
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!
4.83 out of 5 average rating, 122 reviews
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
4.78 out of 5 average rating, 9 reviews
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.
5.0 out of 5 average rating, 38 reviews
Waterfront| Pool & Spa | Near Beach| No Extra Fees
Welcome to Casa-A-Mar, your private slice of coastal paradise at our newly updated waterfront retreat. Step outside and launch straight into the water with direct Gulf access or into Lemon Bay—perfect for exploring the canals on one of our kayaks. Prefer to stay in? Spend your time in the heated pool, then ease into the hot tub as the sun sets. As evening falls, transform the backyard into your own open-air theater with our outdoor projector, perfect for movie nights under the stars 🌟
5.0 out of 5 average rating, 37 reviews
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!!
4.65 out of 5 average rating, 20 reviews
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!
5.0 out of 5 average rating, 65 reviews
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!
5.0 out of 5 average rating, 22 reviews
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)
4.99 out of 5 average rating, 143 reviews
Private Beach-Luxury 4BR+SUPs&Kayaks-Pets-BBQ
Charming 4 Bed Cottage (sleeps 9), Private Beach to Gulf Across Street, with Large Screened Porch, Super Shark Tooth Hunting, Free use of 2 Kayaks and SUPs, Restaurants, Live Music, Golf, and Tennis . Uber Eats & Grocery delivery, 50 Minutes from Sarasota Airport (75 minutes from Fort Myers airport). Lush tropical rainforest in the "Old Florida" region on the Gulf surrounds this cute cottage. *Please note small extra $50 pp nightly fee for guests 7-9.
5.0 out of 5 average rating, 38 reviewsPopular amenities for kayak rentals in Manasota Key
House rentals with a kayak

Xanadu|Fishing/ Pool/Dock|Kayaks|Bar/Gazebo/ Kids
5.0 out of 5 average rating, 106 reviews
Beach Retreat, Families, Bachelorette, Pool, Kayak
5.0 out of 5 average rating, 38 reviews
Waterfront, 3 Bed, 3 Bath, Pool/Hot Tub, Kayak
4.96 out of 5 average rating, 26 reviews
Modern beach retreat with hot tub and kayaks
4.97 out of 5 average rating, 29 reviews
Private Dock & Beach Access + Hot Tub, Bay Views
4.86 out of 5 average rating, 14 reviews
Manasota Key Cottage Steps to Beach with Dock
5.0 out of 5 average rating, 7 reviews
Perfect Beachy Couple Space On Manasota Key FL
4.97 out of 5 average rating, 58 reviews
Englewood FL Waterfront | Dock+ Kayaks+Fishing
5.0 out of 5 average rating, 9 reviewsCottage rentals with a kayak

Quaint Cottage w/access to Peace River canoe/kayak
4.99 out of 5 average rating, 134 reviews
2 bedroom, walk to beach-bikes-kayaks-grill-picnic
5.0 out of 5 average rating, 42 reviews
2BR Beach Cottage-Steps to Beach, Heated Pool
4.9 out of 5 average rating, 20 reviews
Island Getaway, Beach House, Dock, Pet Friendly
4.99 out of 5 average rating, 79 reviews
Oystercatcher 3min walk to sunset, bikes, kayaks
4.95 out of 5 average rating, 41 reviews
Coastal Key Cottage on Manasota Key
5.0 out of 5 average rating, 7 reviews
LunaSea, WATERFRONT cabin. Gilligan's Island !!
4.97 out of 5 average rating, 36 reviews
Unit #1 Free kayak/bikes/walk to beach/fullcottage
4.89 out of 5 average rating, 193 reviewsOther holiday rentals with a kayak

Key Condo located on Manasota Key
4.93 out of 5 average rating, 86 reviews
Waterfront/ Private Dock / 4 Mins to the Beach
5.0 out of 5 average rating, 39 reviews
#1 House in #1 Location on LGI
4.93 out of 5 average rating, 44 reviews
little Gasparilla Island Beach house-Dog friendly
5.0 out of 5 average rating, 9 reviews
Spacious 4 BR Across From Beach w/ Heated Pool
4.79 out of 5 average rating, 63 reviews
Architect's waterfront home is a fisherman's dream
5.0 out of 5 average rating, 27 reviews
Cape Haze Cottage
5.0 out of 5 average rating, 9 reviews
Neptune Tropical Retreat
4.95 out of 5 average rating, 19 reviewsWhen is the best time to visit Manasota Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $282 SGD | $367 SGD | $406 SGD | $319 SGD | $288 SGD | $269 SGD | $216 SGD | $222 SGD | $235 SGD | $225 SGD | $235 SGD | $228 SGD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Destinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Hollywood Holiday rentals
- Jacksonville Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Cape Coral Holiday rentals
- St. Augustine Holiday rentals
- Villa rentals Manasota Key
- Rentals with lake access Manasota Key
- Pet-friendly rentals Manasota Key
- Beach apartment rentals Manasota Key
- Apartment rentals Manasota Key
- House rentals Manasota Key
- Flat rentals Manasota Key
- Rentals with beach access Manasota Key
- Waterfront rentals Manasota Key
- Family-friendly rentals Manasota Key
- Rentals with a hot tub Manasota Key
- Beach house rentals Manasota Key
- Rentals with pools Manasota Key
- Beachfront rentals Manasota Key
- Rentals with a kayak Charlotte County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Anna Maria Island
- Siesta Beach
- Captiva Island
- Anna Maria Island Beach
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Caspersen Beach
- Manasota Key Beach
- Englewood Beach
- Crescent Beach
- Img Academy
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Cortez Beach
- Lovers Key Beach
- Myakka River State Park
- Florida Gulf Coast University
- Lido Beach
- Stump Pass Beach State Park
- Bowman's Beach
- Jetblue Park
- Blind Pass Beach





