Vacation rentals with a kayak in North Port

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Top-rated kayak rentals in North Port

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Guest favorite

Guest suite in Sarasota

4.94 out of 5 average rating, 479 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 9 – 16

G$22,636 GYD per night

Guest favorite

Home in Port Charlotte

4.91 out of 5 average rating, 23 reviews

Dogs welcome, Pool, Canal, Kayaks, Fishing! Yard!

Take it easy at this unique and tranquil getaway. Pool, use of 2 kayaks, boat lift available for extra fee (accommodates up to a 24 foot boat, 5000 pounds). SUPER close to the harbor (20 minutes at no wake). Kayak from the back door beautiful mangroves are only a few minutes away! Descent fishing right off the dock, great fishing in the mangroves and harbor.. Gulf access is only about 45 minutes away. Close to Charlotte Beach. Volleyball🏐, Horseshoes, Cornhole! Reverse osmosis drinking water.

Dec 2 – 9

G$42,284 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!

Jul 29 – Aug 5

G$29,896 GYD per night

Guest favorite

Home in North Port

4.99 out of 5 average rating, 78 reviews

North Port Retreat house convenient to the beach!

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 convenient to area beaches and golfing. Walk or bike the lighted pathways with a wide variety of shopping and restaurants close by. Our favorite thing to do is beach combing the fabulous beaches in the area.

Nov 30 – Dec 7

G$24,032 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!

Nov 13 – 20

G$24,376 GYD per night

Guest favorite

Tiny home in Sarasota

4.9 out of 5 average rating, 173 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.

Jul 24 – 31

G$33,806 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.

Oct 10 – 17

G$29,783 GYD per night

Guest favorite

Home in Venice

4.9 out of 5 average rating, 162 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!

Dec 7 – 14

G$31,991 GYD per night

Guest favorite

Guest suite in North Port

4.98 out of 5 average rating, 45 reviews

Scenic Cocoplum Canal Retreat

Beautiful canal view through out this scenic 1 bedroom tropical suite. Enjoy a cup of coffee on your own garden patio under a very large Oak tree. Extra chairs and swinging hammock available . 2 kayaks available with 9 miles of waterway to explore nature. Very close to a huge variety of shopping and restaurants. 3 miles to Warm Mineral Springs, Several awesome beaches 25-45 min drive. Water park 2 miles. Golf nearby. Parks within walking distance, Bike paths and more!

Jul 13 – 20

G$16,046 GYD per night

Guest favorite

Home in North Port

5.0 out of 5 average rating, 43 reviews

Stunning Heated Pool Home !

Location couldn't be better! Immaculate 1900 sq ft. Extra Large 28x14 "HEATED" pool home (no extra charge) House to Beaches 20 to 25 mins. Nestled in a quaint bedroom community of Venice, fully furnished with all the amenities of home. Beaches, Golf, Fishing, Kayaking, World famous Warm Mineral Healing Springs, Myakka River State Park & bird, Bike trails. Low traffic area! New water Park minutes away . Easy keyless check in. Super SAFE neighborhood with 24hr. camera system.

Aug 10 – 17

G$37,625 GYD per night

Guest favorite

Cottage in Englewood

4.85 out of 5 average rating, 137 reviews

Free Kayaks! Waterfall Pool! Beach! om

In a prime Manasota Key location, our talented interior designer created this beach bungalow gem with 2 bedrooms and sofa sleeper, Smart Tv's & granite kitchen with dining set. Walk only 1 minute until your toes are in Gulf of Mexico at delightfully uncrowded beach! 5 walk to Stump Pass. Longer walk or free shuttle to good restaurants with live music. Unwind in on-site Swim Spa with waterfall & massage therapy jets in common area. Spot dolphins with free Kayaks. Peaceful, quiet

Sep 3 – 10

G$32,475 GYD per night

Guest favorite

Farm stay in Punta Gorda

5.0 out of 5 average rating, 18 reviews

Peaceful Waterfront Orchard 2

bring the whole family including your pets to this peaceful orchard and garden oasis. the action packed backyard of this duplex proudly boasts over 40 fruit trees of various varieties including banana, orange, lemon, fig, mango, papaya... and many more! choose to fish from the dock in the backyard canal, go exploring with the kayaks or paddleboards, play in the sandbox, try out the slackline, or even say "hi" to the chickens (maybe even grab a few fresh eggs for breakfast).

Aug 26 – Sep 2

G$24,405 GYD per night