
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.

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!

Unique Cotton Cottage
Take it easy at this unique and tranquil getaway. This private one of a kind home, with plenty of space, sleeps four comfortably. Free-access to kayaks and a professional tour guide is available to guests. The cottage is within walking distance to Lemon Bay park Environmental center and 10 minute drive to the extraordinarily exciting and beautiful Englewood beach. Just a short drive to Olde Englewood Village and famous Dearborn Street where you can enjoy the taste and charm of this small town!

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

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.

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.

Exceptional Bay Views!
Fantastic Manasota Key Location! Upstairs at Blue Island Inn, waterfront “Seaglass Villa” dazzles with spectacular Bay views! 2 cozy bedrooms; 1 bathroom, kitchen & 1 cozy family room. On-site resort pool overlooks stunning Lemon Bay. 5-minute walk to ocean-side beach or enjoy “Bay-front beach” out back. Quiet island street. low-key quiet respectful vacationers. 1 car parking spot. No visitor parking. No boats. No pets. No smoking. Free use of kayaks!

Paradise on the Bay
Waterfront pool home just a short drive to Boca Grande with all the amenities that you would expect. Enjoy spectacular sunsets over Lemon Bay. With more than 250 ft of seawall for deepwater dockage, this home can accomodate even the largest boats. Fantastic fishing from your front yard! Three bedrooms and two baths make this the perfect vacation destination for family and friends. 3 Kayaks and a canoe are available for your enjoyment.

Quaint Cottage w/access to Peace River canoe/kayak
This 2.2 cottage located on 10+ acres features waterfront view and ample parking. Tranquility and paradise intersect here. There are multiple buildings on site, so you may see other guests. There are kayaks and canoes on property. First come first serve. There is a boat ramp on property you are welcome to use for boats or kayaks. No smoking and No animals. We are a farm, so we cannot allow outside animals to the property.
Popular amenities for kayak rentals in Englewood
House rentals with a kayak

Island Beachfront Cottage. Secluded! Lux! Extras!

Englewood, Fl 2 bedroom home with heated pool.

Sea La Vie

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

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

Tropical Paradise

Canal Front Vacation Oasis

Perfect Beachy Couple Space On Manasota Key FL
Cottage rentals with a 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

2BR Beach Cottage-Steps to Beach, Heated Pool

Seaside Studio Cottage Retreat

2 bedroom, walk to beach-bikes-kayaks-grill-picnic

Coastal Key Cottage on Manasota Key
Other holiday rentals with a kayak

Bayfront House, Private Dock, Steps to the Beach

Nokomis Waterfront Unit Walk to the Beach & Dining

Coco Plum

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

Spot manatees from your balcony

Modern Island Oasis: steps2beach

Turtle Nest Retreat - Manasota Key (upper unit)

Daze Inn Between: Resort 10 mins to Manasota Beach
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £150 | £171 | £192 | £145 | £133 | £113 | £118 | £118 | £111 | £111 | £118 | £132 |
| 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 £44 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
120 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!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Rentals with a firepit Englewood
- Rentals with lake access Englewood
- Waterfront rentals Englewood
- Rentals with beach access Englewood
- Fitness-friendly rentals Englewood
- Rentals with a washing machine and dryer Englewood
- Flat rentals Englewood
- House rentals Englewood
- Beachfront rentals Englewood
- Rentals with outdoor seating Englewood
- Villa rentals Englewood
- Pet-friendly rentals Englewood
- Beach house rentals Englewood
- Beach apartment rentals Englewood
- Rentals with a fireplace Englewood
- Apartment rentals Englewood
- Rentals with pools Englewood
- Rentals with a hot tub Englewood
- Rentals with a patio Englewood
- Family-friendly rentals Englewood
- Rentals with a kayak Sarasota County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- Bean Point Beach
- Coquina Beach
- Turtle Beach
- Anna Maria Island Beach
- Lido Key Beach
- Caspersen Beach
- Tiny House Siesta
- Cortez Beach
- Anna Maria Public Beach
- Manasota Key Beach
- River Strand Golf and Country Club
- Lovers Key Beach
- Englewood Beach
- Lakewood National Golf Club
- Myakka River State Park
- Img Academy
- Stump Pass Beach State Park
- Marie Selby Botanical Gardens
- Blind Pass Beach
- North Jetty Beach




