
Holiday rentals with a kayak in Englewood
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Top-rated rentals with kayak in Englewood
Guests agree: these rentals with 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

Unit #2 Free bikes/kayaks/walk to beach/2bed/2bath
Unit # 2 Beautiful 2 bedrooms 2 bath cottage, great space to relax with family and friends. With full kitchen/ garage/laundry/outdoor shower. WiFi/Free bikes, kayaks, beach toys. Great Lanai to spend wonderful afternoons. You will love to walk to the beach and enjoy the most breathtaking sunset pictures. cottage is fully furnished beach style for a wonderful vacation feeling. You have not only the beach and the bay to explore, but great restaurants/bars and more just walking distance. Enjoy!

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, Pet Friendly
🦩 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!

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.

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

Elegant heated pool canal home in very quiet area.
Great location! Bring your dog, bring your boat and enjoy the Florida sun in your heated saltwater swimming pool. Fish off your private dock while watching for dolphins or manatee. You can meet the rest of the opacarophiles who walk to the beach to view the sunset. Relax in the jacuzzi with your favorite beverage. NOTE: Beach is sandy but the water is BRACKISH, not clear. This is mostly a retirement neighborhood. This is NOT a party house and not suitable for unattended children.

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.

Private Beach-Luxury 4BR+SUPs&Kayaks-Pets-BBQ
Charming 4 Bed Cottage (sleeps 9), Private Beach to Gulf Across Street, with Large Screened Porch, Super Shark Tooth Hunting, Free use of 2 Kayaks and SUPs, Restaurants, Live Music, Golf, and Tennis . Uber Eats & Grocery delivery, 50 Minutes from Sarasota Airport (75 minutes from Fort Myers airport). Lush tropical rainforest in the "Old Florida" region on the Gulf surrounds this cute cottage. *Please note small extra $50 pp nightly fee for guests 7-9.

The Mangrove House
Enjoy this mid-century modern gem "The Mangrove House". Walk out to the dock, and enjoy the fish jumping, egret's wading in the water, and the occasional Manatee. Bask in the sun by the pool, after kayaking, and enjoy what nature has to offer at this unique property. Manasota Beach is a 5 minute drive, for a day at the beach finding sharks teeth, or taking in the sunset. Venice and Old Englewood are just minutes away while exploring the area.
Popular amenities for kayak rentals in Englewood
House rentals with a kayak

Bayfront House, Private Dock, Steps to the Beach

Englewood, Fl 2 bedroom home with heated pool.

Island Beachfront Cottage. Secluded! Lux! Extras!

Sea La Vie

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

Coastal Retreat ~ Near Beaches, Parks & Shopping

Florida Vacation on the bay

3 Bedroom 2 Bath with heated Pool
Cottage rentals with a kayak

Quaint Cottage w/access to Peace River canoe/kayak

Manasota Key Beach Bungalow

Oystercatcher 3min walk to sunset, bikes, kayaks

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

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

Key Condo located on Manasota Key

Luxe 5 BR/4 bath. Dock/Lift. View. Pool. Hot Tub.

Tropical-Waterfront|Htd Pool-Spa-Dock-Kayaks-Bikes

"Everglade Kiss" 3b 2b BBQ, hot tub

Daze Inn Between: lagoon pool ½ mi to beach ferry!

AMAZING Cape Haze Location -community kayak launch

Waterfront Paradise w/ Private Pool & Nearby Beach

Spacious 4 BR Across From Beach w/ Heated Pool
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £153 | £175 | £197 | £149 | £136 | £116 | £121 | £121 | £113 | £113 | £121 | £135 |
| 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 110 holiday rentals in Englewood

Nightly prices starting at
Englewood holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 3,850 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
110 of Englewood holiday rentals include wifi 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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