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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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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

4.82 out of 5 average rating, 60 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, 10 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

4.81 out of 5 average rating, 16 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, 45 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.

Top guest favorite

A spacious area designed for recreational equipment is visible, featuring two vibrant green kayaks resting on a tiled surface. Bicycles and additional gear are neatly arranged against the wall, with light streaming through slatted partitions, creating a pattern on the floor.

Home in Placida

5 out of 5 average rating, 10 reviews

Sea La Vie

Escape to 3 acres of tropical bliss on exclusive Palm Island, where luxury meets seclusion. This beautifully updated 5-bedroom, 4-bathroom retreat offers breathtaking views of a serene pond and the Gulf of America. Heated pool & jacuzzi, 50-ft private boat dock, Home theater & game room, Kayaks, bikes, pool table, ping pong, and more, Fire pit, basketball court, volleyball, Steps from a private beach. Accessible only by private ferry, this is more than a getaway; it’s your slice of paradise.

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

4.89 out of 5 average rating, 140 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.

The exterior of a two-story home is depicted, featuring a light blue facade with a large archway entrance. Tall palm trees are positioned beside a neatly landscaped yard, while a driveway leads to the entrance. A pair of bicycles is visible, resting against the side of the house.

Home in Englewood

4.94 out of 5 average rating, 31 reviews

Spacious 4 BR Across From Beach w/ Heated Pool

Enjoy the ocean view from our renovated 4 bedroom haven on the coveted Manasota Key. With a new pool and deeded private beach. Relish in the breathtaking views, idyllic beaches and stunning sunsets. This home is perfect for families, providing versatile sleeping arrangements. The screened in lanai boasts ping-pong, cornhole and paddle boards. Nestled just a short bike ride or drive from the vibrant restaurants and shops on Manasota Key, where nightly live music adds a touch of local charm.

Top guest favorite

An aerial view captures the property nestled among coastal homes, with the vibrant turquoise waters of the Gulf and the sandy beach in the background. Palm trees sway gently, framing the scene, while the stilt home showcases its unique colors and neighboring greenery.

Home in Englewood

5 out of 5 average rating, 62 reviews

The Turtle 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.

Tiny home in Sarasota

4.96 out of 5 average rating, 356 reviews

@Shellmateisland |tiny home| island| bikes| kayaks

⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)

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.

Top guest favorite

An aerial view captures a two-story home nestled along a quiet waterway with lush greenery surrounding it. Nearby, other residences and a private dock are visible. The scenic backdrop showcases calm waters merging with a blue sky, highlighting the tranquil atmosphere of the location.

Home in Englewood

5 out of 5 average rating, 24 reviews

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!

Top guest favorite

The image captures a serene waterfront view, showcasing a vibrant sunset with colorful streaks across the sky. Gentle ripples are observed on the water's surface, reflecting the warm hues of the evening light, creating a tranquil ambiance.

Townhouse in Englewood

5 out of 5 average rating, 16 reviews

Architect's waterfront home is a fisherman's dream

Enjoy this unique, contemporary waterfront home designed and built by coastal architect FV Rossa. Imagine waking up to the sound of fish jumping in the early morning and watching the manatees in the private boat basin, then loading up your skiff for a day of fishing or beach hopping. This 3-story property is a fisherman's dream, located just off the intracoastal waterway from some of the most vibrant waters in Southwest Florida.

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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

The exterior of a modern family house is displayed, featuring a manicured lawn and a two-car garage. A welcoming entrance is visible, accentuated by a porch and green vines. The contemporary design is complemented by large windows and a neutral color palette.

Home in Port Charlotte

5 out of 5 average rating, 8 reviews

The perfect retreat with canal view

Top guest favorite

The modern kitchen features a large central island with four black stools. High-end appliances, including a stainless-steel refrigerator and a sleek range hood, complement the marble countertop. Natural light brightens the space, enhanced by decorative pendant lights and beach-themed artwork on the walls.

Home in Punta Gorda

4.91 out of 5 average rating, 46 reviews

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

A screened-in pool area is highlighted, featuring a sparkling swimming pool with a red float. Surrounding the pool are various seating options, including lounge chairs and a dining set, all set against a backdrop of lush greenery and a spacious fenced yard.

4.89 out of 5 average rating, 186 reviews

Venice Pool Villa with Bikes Kayaks & fun!

A clear view of the inviting swimming pool is presented, bordered by lounge chairs with red and white stripes. Palm trees sway gently in the background, framing the scenic vista of Sarasota Bay and lush greenery beyond.

Home in Sarasota

4.78 out of 5 average rating, 9 reviews

Bayfront Beauty: Heated Pool, King size Bed

Top guest favorite

A serene waterfront view showcases calm waters bordered by lush greenery and palm trees. The area features manicured lawns and docks extending toward the water, surrounded by a spacious patio with a lounge area and umbrella, ideal for relaxation and enjoying the scenery.

Home in Port Charlotte

5 out of 5 average rating, 73 reviews

Luxury modern waterfront 4BR/3.5BA pool beach

Top guest favorite

A well-appointed bedroom features a spacious bed with a decorative quilt in soft ocean-themed colors. Pillows are artfully arranged, and light filters through sheer curtains, revealing a view of the private pool and patio area beyond sliding glass doors.

Home in Port Charlotte

5 out of 5 average rating, 15 reviews

The Harbor House - Waterfront - Private Pool

An outdoor seating area is presented with dark wicker furniture, blue cushions, and an orange throw draped over the arm. A table sits in the center, with manicured grass and a view of the waterfront in the background, framed by a decorative gazebo.

4.95 out of 5 average rating, 142 reviews

MCM Waterfront Getaway w/ Private Dock + 4 Kayaks

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, 103 reviews

Quaint Cottage w/access to Peace River canoe/kayak

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, 21 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

4.9 out of 5 average rating, 162 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

4.85 out of 5 average rating, 119 reviews

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

Two kayaks and a kayak-like canoe rest on a grassy area next to a white fence, with a purple-trimmed building in the background. The colorful kayaks are positioned upright, showcasing their yellow, orange, and red hues, while a sleek black canoe lies nearby.

Cottage in Englewood

4.89 out of 5 average rating, 169 reviews

Good after Milton - Waterfall Pool! Beach! am

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, 49 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, 167 reviews

Siesta Key Cozy Cottage across from the beach!

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