
Holiday rentals with a kayak in Manasota Key
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Top-rated Accommodation with a Kayak in Manasota Key
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

#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!

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!

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!

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.

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.

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!

Island Getaway•Beach House•Dock•Pet Friendly
Take it easy at this unique and tranquil getaway only accessible by boat. Little Gasparilla Island is a bridge-less barrier island off Florida’s West Coast in the Gulf of Mexico. Access is for residents and renters only, you will arrive by your private boat or jump aboard the water taxi for a 10 minute ride to our dock. No cars, shops, or restaurants on the island. The 7 mile beach is private and uncrowded. Get around LGI by renting a golf cart or explore by foot-you decide.

Island Beachfront Cottage. Secluded! Lux! Extras!
Welcome to the most secluded spot on Little Gasparilla Island! Our Beach Cottage property is on the beach with all-natural surroundings: a state park, a mangrove lagoon, and the Gulf of Mexico. It boasts front views of the water and gorgeous island sunsets year-round. You'll have boat space on our private dock and amenities including kayaks, paddle boards, an outdoor bayside dining area, coffee bar with complimentary coffee, private grilling area, fire pit, and much more!

The Manatee Flat at ManasotaKeyHouse 2bed/2bath
Escape to beautiful Manasota Key and enjoy the perfect blend of beachside relaxation and coastal charm. Our property sits just a short walk to both the Gulf beach and Lemon Bay, giving you easy access to stunning sunsets and peaceful water views. Wake up to the sights of Lemon Bay, spend your days shelling, looking for sharks teeth, or kayaking. Unwind in our newly updated bright and comfortable space. This is the ideal getaway on Florida’s hidden gem of a barrier island.

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.

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
Holiday House Rentals with a Kayak

Tropical Retreat-HeatedPool Tennis PickleBall Golf

Luxury Waterfront Home in Sarasota w/ Pool & Dock

Canal Home w/ Escape Room, Pool & Dock, Pets OK

The perfect retreat with canal view

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

The Mangrove House

AMAZING Cape Haze Location -community kayak launch

SunCoast Garden Family Retreat
Cottages with a kayak

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

Oystercatcher 3min walk to sunset, bikes, kayaks

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

The Coastal Oasis. Only 8 minutes from the Beach!

Unit #3 Free Kayaks/bikes/beach/pet friendly

Good after Milton - Waterfall Pool! Beach! am

Great after Milton -Pool & Waterfall! Beach! im

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

Private Oasis on Canal with Dock

Stunning 2BR Lagoon-View Steps To Siesta Key Beach

Waterfront w/ Pool, mins to SK Beaches, bikes/sups

River View W/nearby beaches/golfing/fishing 3Bedr

Coastal Retreat ~ Near Beaches, Parks & Shopping

Cozy Condo in Siesta key with boat dock

Lux Canal Front | Pool, Kayaks, Bikes, & Boat Dock

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 | $399 NZD | $456 NZD | $537 NZD | $485 NZD | $377 NZD | $317 NZD | $291 NZD | $300 NZD | $317 NZD | $499 NZD | $516 NZD | $589 NZD |
| 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 holiday rentals with a kayak in Manasota Key

Total holiday rentals
Explore 70 holiday rentals in Manasota Key

Nightly prices starting at
Manasota Key holiday rentals start at $69 NZD per night before taxes and fees

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

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

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
70 of Manasota Key holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Manasota Key rentals

4.9 Average rating
Manasota Key stays are highly rated by guests—averaging 4.9 out of 5!
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