Vacation rentals with a kayak in Englewood

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Top-rated kayak rentals in Englewood

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Guest favorite

Guest suite in Sarasota

4.94 out of 5 average rating, 477 reviews

Studio Apartment. Priv Yard. 5 min to Siesta Key!

Self checkin. Includes kayak and bikes! You’ll love my place because of the coziness, the high ceilings, and the location. My place is good for couples, solo adventurers, and business travelers. Converted garage space. Your own private fenced back yard, kitchenette, fridge, private bathroom, Amazon Firestick with Netflix, Hulu and dock/boat ramp just 30 sec from your door and in a beautiful neighborhood. Just a 10 min bike ride to Siesta Key. The #1 beach in America! What more could you ask for!

Aug 6 – 13

G$22,640 GYD per night

Guest favorite

Guest suite in Englewood

4.88 out of 5 average rating, 17 reviews

WATERFRONT HOME WITH SUNSETS AND MANATEES!

Welcome to your vacation! Get ready to have fun and relax. We have gorgeous indoor and outdoor spaces for you to enjoy. Use our private dock to launch the kayaks or paddleboards to explore the mangroves near by, or even out to the intercoastal waterway. Catch/release fish right off the dock, or even have a possible visit from our local manatees. Enjoy a cup of coffee on the dock in the morning, or a glass of wine at night, then take our beach chairs for an unforgettable sunset at Englewood beach

Jul 21 – 28

G$21,683 GYD per night

Guest favorite

Guesthouse in Englewood

5.0 out of 5 average rating, 10 reviews

Beautiful Modern Florida Guest House

This beautiful spacious place is the perfect blend of Farm Life meets Salt Life!! You get the best of both worlds in this one-of- a- kind studio guesthouse on an active farm, just a few miles from the most beautiful beaches in the world! Vacation like royalty in this cozy space! You will feel completely at home with all the bells and whistles. We even have kayaks onsite to cruise through the mangroves or intercoastal, Just ask! a blow mattress is availabe upon request ahead of you arrival date.

Jul 24 – 31

G$26,354 GYD per night

Guest favorite

Home in Englewood

4.84 out of 5 average rating, 32 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.

May 20 – 27

G$58,452 GYD per night

Guest favorite

Cottage in Englewood

4.9 out of 5 average rating, 110 reviews

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

Unit # 2 Beautiful 2 bed 2 bath cottage, great space to relax with family and friends. With full kitchen/ garage/laundry/outdoor shower. WiFi/Free bikes, kayaks, beach toys. Great Lanai to spend wonderful afternoons. You will love to walk to the beach and enjoy the most breathtaking sunset pictures. This cottage is fully furnished beach style for a wonderful vacation feeling. You have not only the beach and the bay to explore, but great restaurants/bars and more just walking distance. Enjoy!

Nov 12 – 19

G$31,503 GYD per night

Guest favorite

Home in Englewood

4.97 out of 5 average rating, 34 reviews

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!

Sep 22 – 29

G$24,379 GYD per night

Guest favorite

Home in Englewood

5.0 out of 5 average rating, 24 reviews

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.

Nov 29 – Dec 6

G$36,848 GYD per night

Guest favorite

Tiny home in Sarasota

4.9 out of 5 average rating, 172 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.

Aug 3 – 10

G$31,943 GYD per night

Guest favorite

Guest suite in Englewood

4.98 out of 5 average rating, 180 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.

Nov 27 – Dec 4

G$29,788 GYD per night

Guest favorite

Home in Venice

4.89 out of 5 average rating, 161 reviews

Venice Pool Villa with Bikes Kayaks Great Beaches!

Relaxing pool home with 2 bedrooms, 1 king bed, 1 queen bed, 1 sofa double bed and one single foldout bed. 2 bathroom pool home just a 8 minute ride away from Manasota beach. Venice beach and caspersons beaches close by too. A great selection of restaurants and plenty of shopping and convenient grocery stores just 5 minutes away!. Also close to bike trails with two FREE bikes at the house and FREE kayaks too. My home is great for everyone! Pets welcome with pet fee, large fenced yard!

Sep 20 – 27

G$30,571 GYD per night

Guest favorite

Home in Englewood

4.97 out of 5 average rating, 78 reviews

20 Steps to Water! Dock, Sunsets, and Hot tub!

Gorgeous Sunsets from the dock! Spacious, Updated! Your worries melt away. Watch dolphins n manatees play. Main level living. Lower part of an up/down duplex. Others do live upstairs. No steps. Separate entrances. Gourmet kitchen w/ granite counters n Family room w/ a view! Relax on enclosed porch, dock, or hot tub! 2 kayaks, 2 paddle boards, n 2 bikes provided. Outdoor shower. Beach 2 miles away. Fish from the dock. Bring your boat! Grill for Outdoor BBQ! Level 1 outlet for EV Charger.

Oct 6 – 13

G$43,745 GYD per night

Guest favorite

Home in Englewood

4.97 out of 5 average rating, 36 reviews

The Manatee Flat at ManasotaKeyHouse

The Manatee Flat at ManasotaKeyHouse is newly listed and newly renovated! Over 1000sqft of spaciousness in this 2 bedroom, 2 bath home with view of Lemon Bay. ManasotaKeyHouse is a stilt home with two 1,000sqft Flats, both available for rent! Manatee Flat - Middle Level - 2Bed-2Bath-Bay view Turtle Flat - Top Level - 2Bed-2Bath - Gulf and Bay views 3 min walk to Stump Pass Beach/State Park 100 yards to the Gulf 30 yards to the Bay Free on site parking Shuttle service to restaurants

Sep 16 – 23

G$38,871 GYD per night