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, 503 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!

Guest favorite

Home in Englewood

4.89 out of 5 average rating, 47 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.

Guest favorite

Cottage in Englewood

4.88 out of 5 average rating, 133 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!

Guest favorite

Home in Englewood

4.97 out of 5 average rating, 35 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!

Guest favorite

Home in Englewood

5 out of 5 average rating, 29 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.

Guest favorite

Home in Englewood

4.98 out of 5 average rating, 45 reviews

The Manatee Flat at ManasotaKeyHouse 2bed/2bath

The Manatee Flat (middle level) at ManasotaKeyHouse is a newly renovated space! 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

Guest favorite

Home in Englewood

5 out of 5 average rating, 31 reviews

Cape Haze Cottage

New 2023 Cape Haze Cottage , 3 bedroom 2 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.

Guest favorite

Guest suite in Englewood

4.98 out of 5 average rating, 187 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.

Superhost

Home in Englewood

4.88 out of 5 average rating, 24 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.

Guest favorite

Vacation home in Venice

4.83 out of 5 average rating, 125 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!

Guest favorite

Home in Venice

4.95 out of 5 average rating, 121 reviews

MCM Hideaway w/ Private Fishing Dock + 4 Kayaks

Welcome to our Mid Century Modern waterfront hideaway on the highly sought after Curry Creek. Perfectly situation between Nokomis Beach (2 miles) and Venice Beach (3 miles). Enjoy spending time fishing on the private dock or getting out on the water with our 4 kayaks and slip. We're located a half mile away from The Legacy Bike Trail (we have 6 bikes for guest use). large firepit, charcoal grill, cornhole, tons of supplies for shark teeth hunting and days spent at the beach

Guest favorite

Home in North Port

4.99 out of 5 average rating, 84 reviews

North Port -Nov/Dec Available - Fish/Canoe/Bike

Relax in this darling guest house as you enjoy the warmth of the Florida sunshine. Read a book on the garden swing next to the canal while you watch the birds or fish off the dock. Immaculate 2 bed/2 bath home with sun porch and patio complete with BBQ grill located in lovely neighborhood. Walk or bike (2 adult bikes provided) the lighted pathways with a wide variety of shopping and restaurants. Our favorite thing to do is beach combing the fabulous beaches in the area.