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Vacation rentals with a kayak in Lemon Bay

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Top-rated kayak rentals in Lemon Bay

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Top guest favorite

A serene canalfront view is presented with a wooden dock, offering comfortable seating areas under a vibrant sunset sky. Palm trees line the space, and colorful lounge chairs create an inviting atmosphere for relaxation by the water's edge.

Home in Port Charlotte

4.97 out of 5 average rating, 32 reviews

Saltwater Serenity Villa/ Dock/ Heated Pool/

Welcome to Saltwater Serenity Villa your canalfront paradise! ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀️ Your Dream COFFEE Station ☕️ All kinds of coffee makers! ☀Dock Ideal to FISH 🎣| ☀️Kayaks ☀️ HEATED Pool 🏊‍♀️👙 ☀DEDICATED WORKSPACE 💻 ☀Arcade game🕹️ ☀Smart TVs in every room📺 ☀Fast WIFI📶 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀FREE Onsite parking🅿️ ☀ Outside dining table 🍝 ☀BBQ🍖 ☀Self check in🔐 Lock Box BOOK NOW🔜⛱️

A private backyard features a sparkling pool equipped with a slide, surrounded by lounging chairs. A shaded area is provided by a large awning over outdoor seating. Lush greenery frames the space, creating an inviting atmosphere for relaxation and enjoyment.

Home in Englewood

4.86 out of 5 average rating, 56 reviews

New Listing! Resort-like Oasis on Canal

You may not want to go to the beach once you step into this paradise! This completely private backyard has everything you could want including pool with slide, hot tub with surrounding bar to relax, horseshoe pit and cornhole, firepit and more. The homes been completely updated with a unique beach feel to it. Separate workstation area for you to get your work done (if needed) quickly so you can get back to enjoying life. Large floating dock for you to park a boat etc.. and be out in Lemon Bay.

Bungalow in Englewood

5 out of 5 average rating, 9 reviews

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 for the ultimate coastal escape.

Home in Englewood

5 out of 5 average rating, 14 reviews

Relax & Play • Pool • Family-Friendly • Near Beach

Looking for a list of local recommendations? Shoot me a message! Welcome to 🍍Pineapple in Paradise Luxurious oasis is nestled close to the historic charm of Dearborn Street and the pristine beauty of the beach. 🏖️ 🌟Prime Location: .5 Miles to Dearborn Street 10 Miles to Wellen Park 11 Miles to Historic Downtown Venice Beaches: 🌴🍹🍉⛱️🥥 4 Miles to Englewood Beach 6 Miles to Manasota Key Beach 13 Miles to Boca Grande Causeway (GIBA Bridge Pass included in your stay, $6/value per day)

A tranquil beach scene captures soft white sand meeting calm turquoise waves under a bright blue sky. Gentle clouds drift above, while a few distant figures enjoy the shoreline, surrounded by lush greenery along the beach's edge, enhancing the serene atmosphere.

Apartment in Englewood

4.93 out of 5 average rating, 44 reviews

Upscale Beachfront 1+BR,Kayaks,SUPs,Pets OK

Cozy/Private 1+ Bedroom Private Waterfront Suite (King and Sleep Sofa) with Kitchen and Full Bath with the Beach literally 5 Steps from your Front Door. This rental is in a quiet residential neighborhood, further away from restaurants and bars. This property is one of the last remaining "Old Florida" regions of the Gulf Coast of Florida, with subtropical rainforest flora and fauna surrounding the property, a hammock waiting for you on the beach, and a dock for fishing or boating 100 yds away.

Home in Englewood

4.93 out of 5 average rating, 89 reviews

20 Steps to Water! Sunsets, and Hot tub!

• The dock is being replaced and is not usable at this time. Gorgeous Sunsets: Enjoy stunning 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 • Beach: 2 miles away

An outdoor view of the tiny home reveals a spacious yard with lush green grass. A stone pathway leads from the house to a circular fire pit area, where wooden chairs are arranged around the fire pit, offering a relaxing spot for gatherings.

Tiny home in Sarasota

4.89 out of 5 average rating, 219 reviews

@Tiffanythetinyhome| island | netflix|bike|hammock

You are about to book a famous HGTV 270ft² / 25m² tiny home on a private 1.5-acre island! ☆ Walk to dining, nightlife, and shopping ☆ Fully equipped kitchen (K-cup) ☆ Backyard fire pit + BBQ ☆ Screened-in outdoor lounge w/ hammocks ☆ 415Mbps ☆ Smart TV w/ Netflix ☆ Memory foam bed ☆ FREE Bikes + kayaks + beach gear 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing) We use a compost toilet. Please read house rules for info.

An aerial view captures the coastline of Manasota Key, showcasing the blue-green waters and sandy beach. The surrounding area features a mix of residential buildings and green spaces, with multiple boats visible in the water and a bridge connecting to nearby islands.

Cottage in Englewood

4.88 out of 5 average rating, 138 reviews

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.

An aerial view showcases a vibrant blue stilt home among tropical surroundings. The turquoise waters of the Gulf are visible in the background, complemented by sandy beach access. Surrounding properties exhibit a mix of colors and styles, highlighting the coastal essence of the area.

Home in Englewood

4.98 out of 5 average rating, 55 reviews

The Manatee Flat at ManasotaKeyHouse 2bed/2bath

* Due to recent hurricanes, Manasota Key sustained heavy damage. Repairs have been completed on our property and we are excited to be renting again! Businesses and home owners are working hard to recover/rebuild. Things are constantly changing on the island, with some closures. What is mentioned/pictured in our listing may not be accurate due to the constant changes. We will do our best to keep our guests up to date. Englewood and Manasota Beaches are open! Most restaurants are open.

A front porch is framed by pink hibiscus flowers and lush greenery. Rocking chairs are positioned along the porch, with a view of a well-kept garden and trees in the background. The overall atmosphere reflects a serene outdoor space.

Guest suite in Englewood

4.98 out of 5 average rating, 209 reviews

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 rental includes use of bikes and kayaks. Kayaks are kept at 998 Oxford Dr. We are available to launch or to help you launch kayaks at a local spot. Front porch pictured is part of the main house and is use of this space is not included.

A comfortable living room features a light-colored sectional sofa with a decorative pillow. A flat-screen TV is mounted above a brick fireplace, enhancing the space's functionality. Natural light filters through the nearby windows, illuminating the wood-look flooring.

Home in Englewood

4.78 out of 5 average rating, 36 reviews

Englewood beach and Dearborn St!

Welcome Home! Newly renovated, tastefully decorated 4/3 home. Come enjoy everything Englewood has to offer! Open eat-in, well stocked kitchen for the chef, a gas bbq grille for the grill masters. Smart tv’s in all the rooms and living. Centrally located less than 10 minutes from Manasota key, Englewood beach and 5 minutes from famous Dearborn Street. We are also less than 20 minutes from Venice. World class fishing, golf and dining Come relax and enjoy laid back coastal living.

A large screened-in patio surrounds a sparkling Gunite pool, with a pink float in the water. Comfortable seating is provided at the bar area and poolside loungers, while palm trees and greenery are visible in the background.

Vacation home in Venice

4.85 out of 5 average rating, 137 reviews

🌟Venice Cute Pool Villa with bikes Kayaks 🌈🐬

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 Venice’s beauty from your private oasis!

Vacation rentals for every style

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Popular amenities for Lemon Bay kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

The image reveals an inviting pool area within a screened lanai, featuring sun loungers adorned with black and white stripes. A glass-topped dining table accommodates four, accompanied by a potted plant. The pool glimmers with clear water, surrounded by lush greenery.

Home in Rotonda West

4.92 out of 5 average rating, 38 reviews

Tropical Retreat-HeatedPool Tennis PickleBall Golf

Top guest favorite

A dining area features a large wooden table surrounded by navy blue chairs, with woven placemats placed atop. Natural light fills the space through sliding glass doors that open to a deck, while a cozy seating arrangement is visible in the adjoining living area.

Home in Englewood

5 out of 5 average rating, 40 reviews

Cape Haze Cottage

Top guest favorite

A tranquil pool area is highlighted by a heated lap pool with a dolphin fountain, surrounded by lush coconut palms. The water view captures a serene canal lined with boats and docks, framed by a screened enclosure that invites natural sunlight.

Home in Punta Gorda

5 out of 5 average rating, 31 reviews

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

Top guest favorite

A two-story duplex is framed by lush palm trees and landscaping. The property features a welcoming front porch with white railings and ample outdoor seating. A gravel driveway leads to two designated parking spaces in front, enhancing accessibility to the entrance.

Home in Englewood

4.87 out of 5 average rating, 62 reviews

Turtle Nest Retreat - Manasota Key (upper unit)

An outdoor space features a lagoon-style salt pool surrounded by lush greenery and palm trees. Red canopies offer shade, and various seating areas are visible. A well-maintained lawn complements the serene atmosphere, enhancing the appeal of this relaxing oasis.

4.85 out of 5 average rating, 13 reviews

Fennario Resort: Lagoon pool w/ tiki bar & hot tub

Top guest favorite

A private pool area features a heated pool and spa, surrounded by a screened enclosure. The serene outdoor space includes textured stone decking and seating, while lush greenery frames the view. Panoramic sliding doors lead into an inviting interior living space.

Home in Placida

4.92 out of 5 average rating, 26 reviews

AMAZING Cape Haze Location -community kayak launch

A private dock is visible with a tritoon boat secured to it, surrounded by calm waters and greenery. Adjacent to the dock is a heated pool, encased in a screened patio, featuring lounge chairs and a bright blue sky overhead.

Home in Port Charlotte

4.92 out of 5 average rating, 12 reviews

House With A Boat - Boat, Heated Pool, SUP Boards

Top guest favorite

Home in Rotonda West

4.92 out of 5 average rating, 12 reviews

WATERFRoNT 3BR/2BA w/ Pool—Beaches, Golf, Fishing!

Cottage rentals with a kayak

Top guest favorite

A screened-in porch offers a serene view of lush greenery and a calm waterway. Two wooden chairs are positioned at a white table, with a small decorative item placed on its surface. Bright sunlight filters through the trees, enhancing the natural surroundings.

Cottage in Arcadia

5 out of 5 average rating, 98 reviews

Quaint Cottage w/access to Peace River canoe/kayak

Cottage in Englewood

4.89 out of 5 average rating, 129 reviews

Good after Milton - Kayaks & Steps to Beach-pc

A comfortable living space features a light grey sofa with two blue cushions and a yellow accent pillow. A round mirror hangs on the wall, reflecting natural light. The white coffee table displays a decorative bowl, with a woven rug beneath providing texture to the floor.

Cottage in Englewood

4.95 out of 5 average rating, 20 reviews

Oystercatcher 3min walk to sunset, bikes, kayaks

Two individuals ride bicycles along a sandy beach at sunset, with vibrant hues of orange and purple in the sky. Gentle waves lap at the shore, and distant figures can be seen walking along the coastline, creating a serene beach atmosphere.

Cottage in Englewood

4.89 out of 5 average rating, 157 reviews

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

Top guest favorite

The exterior of a charming beach house features a light blue façade with a coral-colored door. A small table with a palm tree design is positioned on a stone pathway leading to the entrance. Lush greenery and a decorative fountain enhance the welcoming outdoor space.

Cottage in Englewood

5 out of 5 average rating, 23 reviews

The Coastal Oasis. Only 8 minutes from the Beach!

Two dolphins are positioned beside each other as they leap from the ocean waves, creating splashes against the turquoise water. The scene captures the dynamic movement and playful nature of the dolphins, set against a vibrant sea backdrop.

Cottage in Englewood

4.84 out of 5 average rating, 116 reviews

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

Top guest favorite

A tree is adorned with vibrant green plants, enhancing the natural setting. In the background, a cottage is visible with a wooden deck that includes colorful seating options. A rustic sign reading 'Happily Ever After' is positioned nearby, adding a charming touch to the outdoor area.

Cottage in Placida

4.98 out of 5 average rating, 48 reviews

West Coast Island Retreat, Simply Adrift Cottage

A sunken living room is seen, featuring a gray sectional sofa and a blue sofa. A coffee table sits between them, complemented by a unique side table. A television is positioned on a stand opposite the sofas, with light streaming through the window-covered double doors.

Cottage in Siesta Key

4.9 out of 5 average rating, 164 reviews

Siesta Key Cozy Cottage across from the beach!

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