
Holiday rentals with a kayak in Englewood
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Top-rated Accommodation with a Kayak in Englewood
Guests agree: these holiday homes with a kayak 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!

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!

Perfect Beachy Couple Space On Manasota Key FL
"Green Gecko" is a roomy and comfortable one bedroom unit, steps from the pool, and a short walk to either our dock or the beach. Enjoy amazing sunrises at the dock and spectacular sunsets at the Gulf! Access to the beach is deeded and insures you can relax minus the crowds. The saltwater pool is a guest favorite and will de-stress you in no time. Inside enjoy a NECTAR queen bed, roomy bathroom and a full kitchen. Come rest and relax, swim in the ocean, collect shells or just lay by the pool.

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.

20 Steps to Water! Dock, Sunsets, and Hot tub!
Welcome to 20 Steps to Water! Dock, Sunsets, and Hot tub! • Newly built dock! • Gorgeous Sunsets: Enjoy stunning dock views • Spacious & Updated: Modern, comfortable stay • Relaxing Atmosphere: Your worries melt away • Wildlife: Watch dolphins & manatees play • Main Level Living: No steps, easy access • Private Entry: Lower duplex unit (others live upstairs) • Gourmet Kitchen: Granite counters • Outdoor Fun: Hot tub, enclosed porch, dock • Water Activities: 2 kayaks, 2 paddleboards

Englewood FL Waterfront | Dock+ Kayaks+Fishing
Peaceful waterfront 2BR/2BA retreat Englewood FL the perfect place for families, couples, or friends looking to unwind. ✔ Mornings with coffee on the dock ✔ Afternoons kayaking straight from the backyard ✔ Evenings watching sunsets ✔Unwind at the fire pit ✔ Private dock, bring your boat or fish right outside ✔ Kayaks included for exploring and adventure ✔ Spacious 2/2 layout perfect for families ✔ Quiet, relaxing neighborhood close to beaches Perfect blend of comfort and waterfront charm

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 🌟

Modern beach retreat with hot tub and kayaks
Discover your perfect beach getaway in this modern, family-friendly home near Englewood Beach, designed for relaxing days and fun-filled nights. With space to sleep up to 8 across 2 bedrooms and 4 beds (including full size bunk beds), plus 2 full bathrooms, it’s a great fit for families and groups who want comfort, convenience, and plenty to do. Enjoy the private backyard, outdoor shower, BBQ, hot tub, ping pong, bikes, kayaks, and a full kitchen with quality appliances and cookware.

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!
Popular amenities for Englewood kayak rentals
Holiday House Rentals with a Kayak

Private Dock & Beach Access + Hot Tub, Bay Views

ManasotaKeyHouse 4bed/4bath, steps to the Beach

Sea La Vie

Old Englewood Village Home with Fenced Yard

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

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

Unique Cotton Cottage

Island home w/POOL, Private DOCK & BEACH access!
Cottages with a kayak

Quaint Cottage w/access to Peace River canoe/kayak

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

Captains Cottage

2BR Beach Cottage-Steps to Beach, Heated Pool

Island cottage w/ pool, kayak & beach access
Other holiday rentals with a kayak

Island Beachfront Cottage. Secluded! Lux! Extras!

Englewood, Fl 2 bedroom home with heated pool.

Tropical Retreat! Hot tub, pool, Kayak, pool table

The perfect retreat with canal view

Canal Front Vacation Oasis

Modern Florida Waterfront 4/3 Pool Gulf Boat Fish

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

Daze Inn Between: Resort 10 mins to Manasota Beach
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $313 AUD | $363 AUD | $392 AUD | $276 AUD | $252 AUD | $216 AUD | $224 AUD | $224 AUD | $210 AUD | $210 AUD | $224 AUD | $251 AUD |
| 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 Englewood

Total holiday rentals
Explore 120 holiday rentals in Englewood

Nightly prices starting at
Englewood holiday rentals start at $84 AUD 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!
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