
Vacation rentals with a kayak in Englewood
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Top-rated kayak rentals in Englewood
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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

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!

North Port Home on Canal
Relax in this well appointed guest house as you enjoy the warmth of the Florida sunshine. Read a book on the garden swing next to the canal while you watch the birds, fish off the dock or canoe. Immaculate 2 bed/2 bath home with sun porch and patio complete with BBQ grill located in lovely neighborhood next to lighted bike paths. Close to Routes 41 and 75 for beaches, shopping, restaurants, sports events etc. Our favorite thing to do is beach combing the fabulous beaches -equipment provided.

Gulf Front Escape + Beach Access, Pet Friendly
🦩 Exclusive Amenities Include: • Walk Out to the Beach – Just Steps from Your Door • Historic Old Florida Charm • Coastal and Surf Decks with Outdoor Seating • Community Pool with Picnic Tables and Chaise Lounges • Community Grills and Post-Beach Outdoor Showers • Free WiFi and TV • Full Kitchen, Wares • Starter Pack of Toiletry Essentials • Starter Pack of Home Essentials • Beach Towels, Chairs and Umbrellas Provided • Tub/Shower Combo in Bathroom • Desk and Chair in Unit, Community Laundry

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

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.

Coastal Retreat ~ Near Beaches, Parks & Shopping
Welcome to this sunny coastal retreat in beautiful Venice, renowned as the Shark Tooth Capital of the World! This bright and breezy home offers comfort, convenience, and adventure-all just a short drive from beaches buzzing with fossil-hunting fun! Shamrock Park & Nature Center is a short walk away-perfect for a quick game of tennis or basketball and has a beautiful kids park. Historic downtown Venice 8 mins away offers a variety of shopping, restaurants and weekly farmers market.

Halo cottage pool, hot tub ,Myakka River
Reconnect with nature at this unforgettable escape. In the beautiful RV resort park that offers a resort style swimming pool and hot tub, fully equipped exercise gym, pickle ball, tennis courts, billiards room and so much more. Halo cottage is fully remodeled mobile home. The kitchen in stocked with basic needs, dishwasher, fridge and a washer/dryer. Enjoy the Myakka River view and head out and enjoy coffee in the morning at the dock, or launch a kayak. Absolutely no smoking.

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.

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.
Popular amenities for Englewood kayak rentals
House rentals with a kayak

3/2 LGI Gulf Front w/Dock

Tropical Retreat-HeatedPool Tennis PickleBall Golf

Private Oasis on Canal with Dock

Lu's Lookout~A Beachfront Beauty🤎🌊 🏝 LGI

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

Old Englewood Village Home with Fenced Yard

Fantastic! Luxury-Remodel-Sunny Heated Pool

Luxury long waterview w/pool-kayaks-clubs-bikes!
Cottage rentals 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

Good after Milton - Waterfall Pool! Beach! am

Island Getaway•Beach House•Dock•Pet Friendly

Great after Milton -Pool & Waterfall! Beach! im

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

Sea La Vie

Hot Tub Tropical Escape, Kayak, Minutes to Sand

Florida Vacation on the bay

Private Beach, Fishing Dock & Heated Pool Paradise

Executive Level Home with Pool

Island Getaway Pool-Ferry-Grocery Delivery Incl.

The Harbor House-Waterfront-Private- Heated Pool

Cozy, Comfortable, 4/2 Pool and Canal View
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 |
Quick stats about vacation rentals with a kayak in Englewood

Total vacation rentals
Explore 110 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 3,850 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
110 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!
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