
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 130 holiday rentals in Englewood

Nightly prices starting at
Englewood holiday rentals start at $85 NZD per night before taxes and fees

Verified guest reviews
Over 3,570 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
70 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
130 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.

Xanadu|Fishing/ Pool/Dock|Kayaks|Bar/Gazebo/ Kids
Welcome to XANADU Luxury Villa 🌊 your canalfront paradise with a private BOAT DOCK ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀Dock Ideal to FISH 🎣| Deck🎴 ☀BAR🍷 ROOM Dancing Light 🪩 ☀DEDICATED WORKSPACE 💻 ☀GAME🎮 Room /Roblox/Arcades🕹️ ☀Smart TVs in every room📺 ☀HEATED Pool 🏊♀️ ☀Fast WIFI📶 ☀Ping Pong Area in Sand 🏓 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀ Outside dining table😋/Fireplace ☀BBQ🍖Ice Maker🧊 ☀Self check in 🔐 Smart Lock
Outdoor spacesValueIndoor spaces

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
LocationValueBarbecue

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!
Outdoor spacesLocationFamily

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
Outdoor spacesComfortQuiet

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!
Outdoor spacesLocationHot tub

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.
Outdoor spacesValueAccuracy

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.
Outdoor spacesLocationQuiet

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.
Outdoor spacesValueWalkability

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 🌟
LocationOutdoor spacesSleep quality

Cape Haze Cottage
2023 Cape Haze Cottage , 3 bedroom 2.5 bath elevated canal front pool home. Quiet waterfront neighborhood with easy access to everything this amazing area has to offer. Screened lanai provides sunset views, private pool, outside shower, steps away from canal front for Kayaking and fishing or just watching the endless variety of nature. Situated just six minutes from stump pass by boat, access to the gulf , beaches and fishing both inshore and offshore. This is a piece of heaven.
Outdoor spacesLocationAccuracy

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!
ValueOutdoor spacesGetting around

Stunning Bay Waterfront! Jaw dropping Water Views!
Spectacular Lemon Bay views! Upstairs at Blue Island Inn, waterfront “Bella Vista” with Bay & Pool views! 2 bedrooms; kitchenette & family room. Enjoy “Lemon Bay-front beach” in backyard. Low-key quiet vacationers. 1 car parking spot. No visitor parking. Free 2 kayaks. Login to your favorite streaming services with Smart TVs. Beautiful Blind Pass Beach, Englewood Beach, 5 restaurants & Tiki Bars are just 1.5 mile away or hop on Stumpy's Free Shuttle (tip based)
Outdoor spacesValueCheckout
Popular amenities for Englewood kayak rentals
Holiday House Rentals with a Kayak

Castadiva-A Gorgeous Gulf Coast Beach Home!
LocationOutdoor spacesComfort

Florida Vacation on the bay
ValueLocationCondition

Englewood FL Waterfront | Dock+ Kayaks+Fishing
Outdoor spacesLocationHospitality

Private Pool, Outdoor Bar, BBQ, Fully Fenced Yard
Outdoor spacesLocationNearby

Waterfront Oasis w/ Pool on Myakka – Near Beaches
LocationOutdoor spacesCheck-in

Englewood 3 Bedroom Private Pool+Spa on Lemon Bay
LocationValueCondition

Newly renovated home on canal with salt water pool
ValueLocationCondition

Luxury Waterfront Home With Heated Pool & Hot Tub
LocationValueCheck-in
Cottages with a kayak

Quaint Cottage w/access to Peace River canoe/kayak
ValueLocationBackyard

Manasota Key Beach Bungalow
LocationValueQuiet

Oystercatcher 3min walk to sunset, bikes, kayaks
Outdoor spacesLocationHospitality

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

Unit #3 Free Kayaks/bikes/beach/pet friendly
LocationValueWi-Fi

Island Getaway•Beach House•Dock•Pet Friendly
LocationValueIndoor spaces

Beachside cottage w/ heated pool & BBQ
LocationIndoor spacesBeach

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

Private Dock & Beach Access + Hot Tub, Bay Views
ValueOutdoor spacesCondition

Key Condo located on Manasota Key
LocationParkingAccess

Tropical Paradise
Outdoor spacesLocationCheck-in

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

Spot manatees from your balcony
LocationOutdoor spacesAmenities

Turtle Nest Retreat - Manasota Key (upper unit)
LocationOutdoor spacesTV

20 Steps to Water! Dock, Sunsets, and Hot tub!
LocationValueKitchen

The Mangrove House
Outdoor spacesLocationCondition
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $380 NZD | $441 NZD | $477 NZD | $406 NZD | $395 NZD | $360 NZD | $273 NZD | $273 NZD | $256 NZD | $256 NZD | $273 NZD | $305 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 |
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- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Captiva Island
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
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