
Holiday rentals with a kayak in Englewood
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Englewood
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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!

STUNNiNG! YOUR OWN PARADiSE Pool, Beaches, Fish
BOOK YOUR OWN PARADISE! Stay in this beautifully designed vacation home, featuring vaulted ceilings that add an airy, open feel to every room. The gourmet kitchen is equipped with granite countertops and everything you need to create delicious meals. Gather in the elegant dining room with seating for eight, relax in the living room by the cozy electric fireplace with views of the pool. The enclosed, screened-in pool area offers a second dining space with seating for eight and a Weber gas grill.

The Manatee Flat at ManasotaKeyHouse 2bed/2bath
* Due to hurricanes in Sept. 2024, Manasota Key sustained damage. We are thrilled and fortunate that our property had minimal damage and we were able to complete repairs quickly. However, there are still some businesses and home owners who are working hard to rebuild. What is mentioned/pictured in our listing may not be exact due to potential changes on the island. We will do our best to keep our guests up to date. The beaches are open and as beautiful as ever! Most restaurants have reopened.

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! .

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

Free kayak/bikes/walk to beach/full cottage #1
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.

Peaceful Waterfront Orchard 1
bring the whole family including your pets to this peaceful orchard and garden oasis. the action packed backyard of this duplex proudly boasts over 40 fruit trees of various varieties including banana, orange, lemon, fig, mango, papaya... and many more! choose to fish from the dock in the backyard canal, go exploring with the kayaks or paddleboards, play in the sandbox, try out the slackline, or even say hi to the chickens in the coop (maybe even grab a few fresh eggs for breakfast).

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.

šVenice Cute Pool Villa with bikes Kayaks šš¬
Escape to our charming Venice pool home, where relaxation meets adventure! Perfectly located near the water, this tranquil three-bedroom retreat is nestled on a quiet, palm-lined street. Enjoy easy access to bikes and kayaks for exploring, plus all the beach essentials: cooler, umbrella, and chairs. The pool awaits for sunny days and peaceful evenings (note: a brand-new pool cage is on its way, expected in December). Book now to experience Veniceās beauty from your private oasis!

Lux Home on Gulf w/Private POOL & 100ft 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!

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.

Luxury Beach Front 1 BR, private hot tub & deck
Welcome to Paradise Palms. This 2nd level 1 BR is totally renovated with all new furniture, large private deck & hot tub, bedroom with king, queen sleeper sofa in LR, laundry, high speed WIFI, all new appliances, plenty of closets, smart TV's, & music wing. Walk out your door to a semi private beach, and a quite, neighborhood of single family homes. There is Bay access too, Kayaks available for rent. his is a 2nd story unit with another unit below.
Popular amenities for kayak rentals in Englewood
House rentals with a kayak

Lu's Lookout~A Beachfront Beautyš¤š š LGI

Venice Adventure Retreat Near Beaches & Bike Path

Pet Friendly Canal Home w Pool, Dock, Gulf Access

2/2 PaRaDiSe HoMe *HeAtEd POOL* Kayaks* BiKeS !

North Port - Canal Home- Fish & Canoe

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

Renovated Modern house with pool -Port Charlotte

SunCoast Garden Family Retreat
Cottage rentals with a kayak

Good after Milton -Free Kayaks! Steps to Beach-bb

Quaint Cottage w/access to Peace River canoe/kayak

Oystercatcher 3min walk to sunset, bikes, kayaks

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

The Coastal Oasis. Only 8 minutes from the Beach!

Free Kayaks/bikes/walk to beach/pet friendly #3

Good after Milton - Waterfall Pool! Beach! am

Island Getawayā¢Beach Houseā¢Dockā¢Pet Friendly
Other holiday rentals with a kayak

Nokomis Waterfront Unit Walk to the Beach & Dining

Key Condo located on Manasota Key

Island Beachfront Cottage. Secluded! Lux! Extras!

Ripple Inn @Fennario: Lagoon pool + SVB ferry ½ mi

Architect's waterfront home is a fisherman's dream

Family Vacation Gateway

Private Beach, Fishing Dock & Heated Pool Paradise

Tropical Island Beach Condo Ferry & Parking Incl.
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £155 | £177 | £198 | £150 | £137 | £117 | £135 | £118 | £118 | £190 | £190 | £152 |
| 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 100 holiday rentals in Englewood

Nightly prices starting at
Englewood holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 3,720 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
40 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
100 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 ā averaging 4.9 out of 5!
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Anna Maria Public Beach
- Lido Key Beach
- Bean Point Beach
- Manasota Key Beach
- Lovers Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- Point Of Rocks
- Lakewood National Golf Club
- Marie Selby Botanical Gardens
- Myakka River State Park
- Blind Pass Beach
- South Jetty Beach
- North Jetty Beach
- Tara Golf & Country Club
- Stump Pass Beach State Park