
Vacation rentals with a kayak in Englewood
Find and book unique kayak rentals on Airbnb
Quick stats about vacation rentals with a kayak in Englewood

Total vacation rentals
Explore 120 vacation rentals in Englewood

Nightly prices starting at
Englewood vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 3,100 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
120 of Englewood vacation rentals include wi-fi access

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

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

Dockside Delight:Waterfront/Gulf Access/4minsbeach
Canal-Front, Direct Gulf Access & Private Dock Stylish home w/ hotel-grade amenities Prime Location: Just 2-5 minutes from Englewood's vibrant dining, shopping, and entertainment on Dearborn Street. Outdoor Fun & Watersports: Guests can enjoy scenic paddles with our complimentary kayaks or unwind in style with lounge chairs, a hammock, firepit, BBQ, games and cozy ambiance, perfect for day or night relaxation Manasota Key's breathtaking beaches 2 miles away. Myakka Pines Golf Club just 4 miles

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!

Unit #3 Free Kayaks/bikes/beach/pet friendly
"Perfect for family / friends/pets, who want to escape the stress into paradise on Manasota Key. One block from beach. 1 bed 1 bath beach cottage 1st floor has great spaces, king size bed and aqueen sofa bed, full kitchen, private lanai, electric grill/ garage/laundry area/free bikes/kayaks/ that you can enjoy at the beach or the bay. Great restaurants/bars/trails and much more just walking distance from the house. Beach toy, chairs/umbrellas/snorkeling gear included. Just come relax and enjoy.

Island home w/POOL, Private DOCK & BEACH access!
Forget the crowds, if you're dreaming of a private beach escape, this spot has you covered! Located on the private Palm Island-ONLY accessible by 5 minute car ferry or private boat. Relax in this 3BR/3BA private retreat with a PRIVATE POOL & PRIVATE DOCK w/power&water in your backyard. Private BEACH access across the street, ultra comfortable premium mattresses, beach chairs/toys, kayaks, plus a fully equipped kitchen, outdoor dining space with grills easy for coastal living. No bridges to gulf

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!

Englewood 3 Bedroom Private Pool+Spa on Lemon Bay
Englewood Private Pool+ Spa Vacation Home On Lemon Bay Canal - 4 Miles To Gulf Beaches * Englewood Vacation Home with Private Pool+Spa * 3 Bedrooms / 3 Bathrooms * On Canal * Boat Dock * 4 miles to Englewood Beach * Fully Equipped Kitchen * Dining for 6 at the dining table * Wrap Around Porch overlooks the canal * Parking for 2 cars in the driveway (boat trailer parking available) * Beach Supplies including chairs, umbrella, cart + cooler * Dog-Friendly +$ *Two 2-person Kayaks *Pack & Play

The perfect retreat with canal view
Discover the perfect family house with 3 bedrooms, an office, pool, and all the necessary amenities. It is located in Port Charlotte, just minutes away from Manasota key beach! And very close to a wide variety of different beaches, restaurants and shops! This family friendly property promises a delightful retreat, even if you decide to stay at mostly inside. You can dive into the refreshing pool, go fishing, enjoy outdoor games, or just unwind in the spacious bedrooms. It'll be a great fit! .

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.

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.

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 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!

Peaceful waterfront home
Take it easy at this unique and tranquil getaway. Nestled alongside a serene canal, our home is a sanctuary of tranquility and natural beauty. From the moment you step onto the property, you are met with charm and allure that only canal front residence can offer. For those who enjoy outdoor activities, the canal provides a perfect venue for kayaking, fishing and lounging in our cocktail pool and hot tub. Surrounding sliding glass doors opens up to 3 separate patios.

Exceptional Bay Views!
Fantastic Manasota Key Location! Upstairs at Blue Island Inn, waterfront “Seaglass Villa” dazzles with spectacular Bay views! 2 cozy bedrooms; 1 bathroom, kitchen & 1 cozy family room. On-site resort pool overlooks stunning Lemon Bay. 5-minute walk to ocean-side beach or enjoy “Bay-front beach” out back. Quiet island street. low-key quiet respectful vacationers. 1 car parking spot. No visitor parking. No boats. No pets. No smoking. Free use of kayaks!
Popular amenities for Englewood kayak rentals
House rentals with a kayak

Englewood, Fl 2 bedroom home with heated pool.

Sea La Vie

Hibiscus |Waterfront|Heated Pool-Dock-Bikes-Kayaks

Heated Pool, Sleeps 10. Walkable to Restaurants

Old Englewood Village Home with Fenced Yard

Tropical Paradise

Canal Front Vacation Oasis

Modern Island Oasis: steps2beach
Cottage rentals with a kayak

Quaint Cottage w/access to Peace River canoe/kayak

Manasota Key Beach Bungalow

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

Oystercatcher 3min walk to sunset, bikes, kayaks

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

Island Getaway•Beach House•Dock•Pet Friendly

2BR Beach Cottage-Steps to Beach, Heated Pool

2 bedroom, walk to beach-bikes-kayaks-grill-picnic
Other vacation rentals with a kayak

Island Beachfront Cottage. Secluded! Lux! Extras!

Newer 4bd/2ba Canal Pool House, Hot Tub & Game Rm!

The Villa Peaceful Secluded Lake & Pool in Nature

Spot manatees from your balcony

Coastal Retreat ~ Near Beaches, Parks & Shopping

Turtle Nest Retreat - Manasota Key (upper unit)

The Harbor House-Waterfront-Private- Heated Pool

Newly renovated home on canal with salt water pool
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ746 | ﺩ.ﺇ852 | ﺩ.ﺇ955 | ﺩ.ﺇ723 | ﺩ.ﺇ661 | ﺩ.ﺇ566 | ﺩ.ﺇ588 | ﺩ.ﺇ588 | ﺩ.ﺇ551 | ﺩ.ﺇ551 | ﺩ.ﺇ588 | ﺩ.ﺇ657 |
| 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 |
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