
Vacation rentals with a kayak in Manasota Key
Find and book unique kayak rentals on Airbnb
Top-rated accommodations with a kayak in Manasota Key
Guests agree: these accommodations with a kayak are highly rated for location, cleanliness, and more.

Waterfront, 3 Bed, 3 Bath, Pool/Hot Tub, Kayak
Relax with the whole family at this peaceful place to stay right on the intercoastal. Enjoy the newly renovated amenities this home has to offer. Enjoy a meal in the brand new kitchen, relax in the pool/hot tub, grill poolside, take kayak's out or paddle board to float with the dolphins and soak in the beautiful sunsets. Your stay will reinvent what true relaxation feels like! Enjoy our neighborhood restaurant just walking distance from the front door. This home has the "Coastal Charm" you need!

The Manatee Flat at ManasotaKeyHouse 2bed/2bath
* Due to hurricanes in Sept. 2024, Manasota Key sustained damage. We are thrilled and fortunate that our property had minimal damage and we were able to complete repairs quickly. However, there are still some businesses and home owners who are working hard to rebuild. What is mentioned/pictured in our listing may not be exact due to potential changes on the island. We will do our best to keep our guests up to date. The beaches are open and as beautiful as ever! Most restaurants have reopened.

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 5 Steps from your Front Door. This rental is in a quiet residential neighborhood, further away from restaurants and bars. This property is one of the last remaining "Old Florida" regions of the Gulf Coast of Florida, with subtropical rainforest flora and fauna surrounding the property, a hammock waiting for you on the beach, and a dock for fishing or boating 100 yds away.

Free kayak/bikes/walk to beach/full cottage #1
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.

Peaceful Waterfront Orchard 1
bring the whole family including your pets to this peaceful orchard and garden oasis. the action packed backyard of this duplex proudly boasts over 40 fruit trees of various varieties including banana, orange, lemon, fig, mango, papaya... and many more! choose to fish from the dock in the backyard canal, go exploring with the kayaks or paddleboards, play in the sandbox, try out the slackline, or even say hi to the chickens in the coop (maybe even grab a few fresh eggs for breakfast).

🌟Venice Cute Pool Villa with bikes Kayaks 🌈🐬
Escape to our charming Venice pool home, where relaxation meets adventure! Perfectly located near the water, this tranquil three-bedroom retreat is nestled on a quiet, palm-lined street. Enjoy easy access to bikes and kayaks for exploring, plus all the beach essentials: cooler, umbrella, and chairs. The pool awaits for sunny days and peaceful evenings (note: a brand-new pool cage is on its way, expected in December). Book now to experience Venice’s beauty from your private oasis!

Lux Home on Gulf w/Private POOL & 100ft 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 100 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!

1 Bed-Walk beach-bikes-kayaks-grill-out hot shower
3min. walk to beach. 3min. drive to restaurants! -3 kayaks and launch nextdoor -Bikes, beach gear, cooler, grill -Private back patio, outdoor shower, laundry -Roku TVs, full kitchen Welcome to your perfect beach escape on Manasota Key! This charming 1-bedroom cottage located in a peaceful neighborhood with easy access to parks, kayaking, and waterfront dining. Enjoy all the comforts of home, relax, explore, and make unforgettable memories in this beautiful paradise!

Blue Cottage Suite- Peaceful Old Englewood Charm!
This charming rental is in historic Old Englewood right at the edge of Lemon Bay. The Blue Cottage is in a quiet neighborhood just 4 blocks from Dearborn Avenue with all great entertainment, eclectic shopping and restaurants, live music, and more. The Front porch pictured is part of the main house and is NOT included for use while renting the Blue Cottage Suite. IF the main home is vacant during your stay, I will let you know and it can be used during that time.

Luxury Beach Front 1 BR, private hot tub & deck
Welcome to Paradise Palms. This 2nd level 1 BR is totally renovated with all new furniture, large private deck & hot tub, bedroom with king, queen sleeper sofa in LR, laundry, high speed WIFI, all new appliances, plenty of closets, smart TV's, & music wing. Walk out your door to a semi private beach, and a quite, neighborhood of single family homes. There is Bay access too, Kayaks available for rent. his is a 2nd story unit with another unit below.

Quaint Cottage w/access to Peace River canoe/kayak
This 2.2 cottage located on 10+ acres features waterfront view and ample parking. Tranquility and paradise intersect here. There are multiple buildings on site, so you may see other guests. There are kayaks and canoes on property. First come first serve. There is a boat ramp on property you are welcome to use for boats or kayaks. No smoking and No animals. We are a farm, so we cannot allow outside animals to the property.

Bayfront 3 Bedroom Condo Walkable to Beach. Unit 1
Walk to everything the key has to offer. This 3 bedroom 2 bath bay-front condo is 1500 sq. ft. and features an open layout with large balcony expanding the entire condo. Full size washer/dryer. The Master and guest bedroom have a king bed, the 3rd bedroom has two sets of twin over full bunk beds. Outdoor kitchen area with a grill, tiki bar and fire pit. Have a boat? Reserve your slip using the DockWa App.
Popular amenities for Manasota Key kayak rentals
House rentals with a kayak

Pet Friendly Canal Home w Pool, Dock, Gulf Access

The perfect retreat with canal view

Luxury long waterview w/pool-kayaks-clubs-bikes!

North Port - Canal Home- Fish & Canoe

Turtle Nest Retreat - Manasota Key (upper unit)

SunCoast Garden Family Retreat

20 Steps to Water! Dock, Sunsets, and Hot tub!

The Mangrove House
Cottage rentals with a kayak

Good after Milton -Free Kayaks! Steps to Beach-bb

Free bikes/kayaks/walk to beach/2bed/2bath #2

The Coastal Oasis. Only 8 minutes from the Beach!

Free Kayaks/bikes/walk to beach/pet friendly #3

Good after Milton - Waterfall Pool! Beach! am

Island Getaway•Beach House•Dock•Pet Friendly

Great after Milton -Pool & Waterfall! Beach! im

Good after Milton - Waterfall Pool! Beach! om
Other vacation rentals with a kayak

Nokomis Waterfront Unit Walk to the Beach & Dining

Bayside Escape-Condo w/ Dock, Pool, and Near Beach

Ripple Inn @Fennario: Lagoon pool + SVB ferry ½ mi

Noko Life on Shore T

Peaceful waterfront home

Private Beach, Fishing Dock & Heated Pool Paradise

On the water in Venice FL.

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool
When is the best time to visit Manasota Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $326 CAD | $372 CAD | $439 CAD | $396 CAD | $308 CAD | $259 CAD | $295 CAD | $254 CAD | $235 CAD | $408 CAD | $422 CAD | $481 CAD | 
| 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 | 
Quick stats about vacation rentals with a kayak in Manasota Key

Total vacation rentals
Explore 70 vacation rentals in Manasota Key

Nightly prices starting at
Manasota Key vacation rentals start at $56 CAD per night before taxes and fees

Verified guest reviews
Over 2,890 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
70 of Manasota Key vacation 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!
Destinations to explore
- Seminole Vacation rentals
 - Central Florida Vacation rentals
 - Miami Vacation rentals
 - Saint Johns River Vacation rentals
 - Orlando Vacation rentals
 - Gold Coast Vacation rentals
 - Miami Beach Vacation rentals
 - Havana Vacation rentals
 - Fort Lauderdale Vacation rentals
 - Four Corners Vacation rentals
 - Tampa Vacation rentals
 - Kissimmee Vacation rentals
 
- Rentals with a washer and dryer Manasota Key
 - Rentals with a patio Manasota Key
 - Villa rentals Manasota Key
 - Cottage rentals Manasota Key
 - Family-friendly rentals Manasota Key
 - Rentals with a hot tub Manasota Key
 - Apartment rentals Manasota Key
 - Rentals with a fireplace Manasota Key
 - Condo rentals Manasota Key
 - House rentals Manasota Key
 - Beach condo rentals Manasota Key
 - Rentals with beach access Manasota Key
 - Waterfront rentals Manasota Key
 - Rentals with a firepit Manasota Key
 - Pet-friendly rentals Manasota Key
 - Rentals with outdoor seating Manasota Key
 - Rentals with lake access Manasota Key
 - Beachfront rentals Manasota Key
 - Beach house rentals Manasota Key
 - Rentals with pools Manasota Key
 - Rentals with a kayak Charlotte County
 - Rentals with a kayak Florida
 - Rentals with a kayak United States
 
- Anna Maria Island
 - Siesta Beach
 - Crescent Beach
 - Captiva Island
 - Turtle Beach
 - Caspersen Beach
 - Coquina Beach
 - Cortez Beach
 - Anna Maria Public Beach
 - Lido Key Beach
 - Bean Point Beach
 - Manasota Key Beach
 - Lovers Key Beach
 - River Strand Golf and Country Club
 - Englewood Beach
 - Point Of Rocks
 - Lakewood National Golf Club
 - Marie Selby Botanical Gardens
 - Myakka River State Park
 - Blind Pass Beach
 - South Jetty Beach
 - North Jetty Beach
 - Tara Golf & Country Club
 - Stump Pass Beach State Park