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

Total holiday rentals
Explore 120 holiday rentals in Englewood

Nightly prices starting at
Englewood holiday rentals start at $102 NZD per night before taxes and fees

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

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

Pet-friendly accommodation
Find 50 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
120 of Englewood holiday 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 Accommodation with a Kayak in Englewood
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock
Welcome to Saltwater Serenity Villa your canalfront paradise! ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀️ Your Dream COFFEE Station ☕️ All kinds of coffee makers! ☀Dock Ideal to FISH 🎣| ☀️Kayaks ☀️ HEATED Pool 🏊♀️👙 ☀DEDICATED WORKSPACE 💻 ☀Arcade game🕹️ ☀Smart TVs in every room📺 ☀Fast WIFI📶 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀FREE Onsite parking🅿️ ☀ Outside dining table 🍝 ☀BBQ🍖 ☀Self check in🔐 Lock Box BOOK NOW🔜⛱️

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

Gulf Front Escape + Beach Access
🦩 Exclusive Amenities Include: • Walk Out to the Beach – Steps from Your Door • Coastal & Surf Decks - Outdoor Seating • Historic Old Florida Charm • Beach Towels, Chairs & Umbrellas Provided • Community Pool with Picnic Tables & Chaise Lounges • Community Grills & Post-Beach Outdoor Showers • Free WiFi & TV • Coffee Maker & Kitchenette Smallwares Provided • Starter Packs of Essentials for Kitchen & Bath • Enhanced Cleaning Protocols • Combo Tub/Shower Bathroom • Desk/Chair in Unit

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!

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.

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.

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.

Amazing Peace River Views
House is a 2 bed, 2 bath layout. The Master bed is a king bed and the guest bedroom is a queen. Both bedrooms have walks in closets with easy and convenient shelving and built in hampers. The laundry is stocked with liquid soap and fragrance free powder with fast efficient machines. There are speakers in the house, lanai and pergola. You will be able to control them via your phone. There is a desk work area with extra monitor for laptops and a printer for your use.

Bayview: Waterfront sunsets, pool, hot tub, dock
Escape to “Bayview”, a newly remodeled three bedroom 2 1/2 bath luxury home on the Intracoastal. Enjoy stunning sunsets, a private heated pool, attached relaxing hot tub, dock with boat lift, great fishing with underwater green light, with regular visits from the dolphins and manatees. Two Kayaks and two paddle boards included, as well as brand-new modern amenities. Perfect for families, couples, or boating enthusiasts seeking the ultimate waterfront getaway!
Popular amenities for Englewood kayak rentals
Holiday House Rentals with a Kayak

Sea La Vie

Englewood, Fl 2 bedroom home with heated pool.

Tropical Retreat - Minutes from Boca Grande beach!

Beach Vacation: Pool, BBQ, Bar, Bikes &Family Fun!

Old Englewood Village Home with Fenced Yard

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

Tropical Paradise

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

Quaint Cottage w/access to Peace River canoe/kayak

Manasota Key Beach Bungalow

Oystercatcher 3min walk to sunset, bikes, kayaks

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

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

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 holiday rentals with a kayak

Nokomis Waterfront Unit Walk to the Beach & Dining

Island Beachfront Cottage. Secluded! Lux! Extras!

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

Spot manatees from your balcony

Coastal Retreat ~ Near Beaches, Parks & Shopping

Hidden Gem (Water Front Home)

Spacious 4 BR Across From Beach w/ Heated Pool

Luxury modern waterfront 4BR/3.5BA pool beach
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $378 NZD | $439 NZD | $474 NZD | $334 NZD | $305 NZD | $261 NZD | $271 NZD | $271 NZD | $254 NZD | $254 NZD | $271 NZD | $303 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 |
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Pet-friendly rentals Englewood
- Rentals with a fireplace Englewood
- Beach house rentals Englewood
- Rentals with a washing machine and dryer Englewood
- Fitness-friendly rentals Englewood
- Rentals with lake access Englewood
- Rentals with a hot tub Englewood
- Rentals with outdoor seating Englewood
- Condo rentals Englewood
- Waterfront rentals Englewood
- Family-friendly rentals Englewood
- Beachfront rentals Englewood
- Beach condo rentals Englewood
- Rentals with beach access Englewood
- Rentals with a patio Englewood
- Rentals with pools Englewood
- Rentals with a fire pit Englewood
- Villa rentals Englewood
- Apartment rentals Englewood
- House rentals Englewood
- Rentals with a kayak Sarasota County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Turtle Beach
- Lido Key Beach
- Caspersen Beach
- Cortez Beach
- Anna Maria Public Beach
- Manasota Key Beach
- River Strand Golf and Country Club
- Lovers Key Beach
- Englewood Beach
- Lakewood National Golf Club
- Myakka River State Park
- Img Academy
- Stump Pass Beach State Park
- North Jetty Beach
- Blind Pass Beach
- Marie Selby Botanical Gardens
- Florida Gulf Coast University





