
Vacation rentals with a kayak in Englewood
Find and book unique kayak rentals on Airbnb
Quick stats about vacation rentals with a kayak in Englewood

Total vacation rentals
Explore 130 vacation rentals in Englewood

Nightly prices starting at
Englewood vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 3,570 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Vacation rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
130 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!
Top-rated kayak rentals in Englewood
Guests agree: these kayak rentals 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

Unit #3 Free Kayaks/bikes/beach/pet friendly
"Perfect for family / friends/pets, who want to escape the stress into paradise on Manasota Key. One block from beach. 1 bed 1 bath beach cottage 1st floor has great spaces, king size bed and aqueen sofa bed, full kitchen, private lanai, electric grill/ garage/laundry area/free bikes/kayaks/ that you can enjoy at the beach or the bay. Great restaurants/bars/trails and much more just walking distance from the house. Beach toy, chairs/umbrellas/snorkeling gear included. Just come relax and enjoy.

Waterfront Mermaids Retreat Charms! Pool & Bay
On Blue Island Inn's quiet main floor, Waterfront "Mermaid's Retreat" with 1 full bedroom, 1 bathroom, kitchen, 2 sofa sleepers & Bay views! Pool. Enjoy Bay Beach out back.1 parking spot. No boats. Low-key vacationers. Free use 2 kayaks. Ideal for 1 couple or small family as bathroom is off bedroom. Login to your favorite streaming service 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).

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

The Manatee Flat at ManasotaKeyHouse 2bed/2bath
Escape to beautiful Manasota Key and enjoy the perfect blend of beachside relaxation and coastal charm in this peaceful community. Our property is a short walk to both the Gulf beach & Lemon Bay, offering stunning sunsets and tranquil water views. Wake up to the sights of Lemon Bay, spend your days shelling, looking for sharks teeth, kayaking or biking. Unwind in our updated bright & comfortable space. Ideal for guests seeking a calm/relaxing retreat on Florida’s hidden gem of a barrier island.

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!

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.

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.

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 🌟

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.

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!

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

Bayview: Waterfront sunsets, pool, hot tub, dock

Private Dock & Beach Access + Hot Tub, Bay Views

Modern beach retreat with hot tub and kayaks

Luxury Waterfront Home With Heated Pool & Hot Tub

Peaceful waterfront home

Englewood 3 Bedroom Private Pool+Spa on Lemon Bay

Steps to the Sand! Manasota Key Beachside Retreat!

The Mangrove House
Cottage rentals with a kayak

New Pool Tropical Waterfront Dock & Optional Boat

Quaint Cottage w/access to Peace River canoe/kayak

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

Manasota Key Beach Bungalow

Island Getaway•Beach House•Dock•Pet Friendly

Oystercatcher 3min walk to sunset, bikes, kayaks

Coastal Key Cottage on Manasota Key

LunaSea, WATERFRONT cabin. Gilligan's Island !!
Other vacation rentals with a kayak

Dockside Delight:Waterfront/Gulf Access/4minsbeach

Beachfront Condo on Manasota Key

Spot manatees from your balcony

Key Condo located on Manasota Key

Newly renovated home on canal with salt water pool

#6) 30 Seconds To Beach Path/Tiki Bar/Bikes/Kayaks

Waterfront Paradise w/ Private Pool & Nearby Beach

Lu's Lookout~A Beachfront Beauty🤎🌊 🏝 LGI
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 819 | ﺩ.ﺇ 951 | ﺩ.ﺇ 1,028 | ﺩ.ﺇ 874 | ﺩ.ﺇ 852 | ﺩ.ﺇ 775 | ﺩ.ﺇ 588 | ﺩ.ﺇ 588 | ﺩ.ﺇ 551 | ﺩ.ﺇ 551 | ﺩ.ﺇ 588 | ﺩ.ﺇ 657 |
| 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 |
Destinations to explore
- Miami Vacation rentals
- Four Corners Vacation rentals
- Miami Beach Vacation rentals
- Orlando Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Hollywood Vacation rentals
- Jacksonville Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- St. Augustine Vacation rentals
- Cape Coral Vacation rentals
- Waterfront rentals Englewood
- Rentals with beach access Englewood
- Pet-friendly rentals Englewood
- Beach house rentals Englewood
- Family-friendly rentals Englewood
- Rentals with pools Englewood
- Beachfront rentals Englewood
- Rentals with lake access Englewood
- Beach condo rentals Englewood
- Apartment rentals Englewood
- House rentals Englewood
- Rentals with a hot tub Englewood
- Condo rentals Englewood
- Villa rentals Englewood
- Rentals with a kayak Sarasota County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Anna Maria Island
- Siesta Beach
- Captiva Island
- Anna Maria Island Beach
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Caspersen Beach
- Manasota Key Beach
- Crescent Beach
- Englewood Beach
- Cortez Beach
- Anna Maria Public Beach
- Img Academy
- River Strand Golf and Country Club
- Lovers Key Beach
- Florida Gulf Coast University
- Myakka River State Park
- Lido Beach
- Stump Pass Beach State Park
- Bowman's Beach
- Blind Pass Beach
- Jetblue Park





