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Holiday rentals with a kayak in Sarasota Beach

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Sarasota Beach

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Home in Longboat Key

4.86 out of 5 average rating, 110 reviews

Summer House longboat key

Luxurious waterfront 3 Bedroom home with bay and and canal view with extra dock that can accommodate up to 21 ft+-heated pool, tropical landscaping with coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach, It is a private home nestled on a canal that is 2 houses from Sarasota Bay. Our home is situated in the desirable quiet neighborhood of Country Club Shore minutes from at Armand’s circle

Guest favourite

Home in Bradenton

4.97 out of 5 average rating, 111 reviews

WOW-King Bed w/86° Pool, Turf Golf green, Beaches

Location!! Have fun with the whole family at this stylish home. Just minutes to Anna Maria Island beaches. This incredible newly built home sets the highest standards of luxury living. It’s the ideal retreat with its expansive views of the outdoors from the moment you enter. Open concept with large French doors throughout the home creates the perfect indoor-outdoor lifestyle. Spend the day lounging by the heated pool with a cold drink in your hand. Fun turf yard area with games and putting green

Guest favourite

Guest suite in Sarasota

4.94 out of 5 average rating, 505 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 favourite

Villa in Englewood

4.92 out of 5 average rating, 131 reviews

Great after Milton-Gorgeous Waterfront! io

Great news! We've reopened after Milton! 3 Restaurants, stores, our beach access & Stumpy's Free Ride- all now open! On desirable Manasota key at Blue Island Inn, waterfront "Island Oasis" with 1 bedroom,1 bathroom & kitchenette on main floor. Spectacular Lemon Bay views! Pool overlooks Bay. 5-minute walk to beach. Enjoy “bay-front beach” out back. Quiet island street. low-key respectful vacationers. Free Wi-Fi. 1 car parking spot. no visitor parking. no boats. No pets. No smoking. Free kayaks

Cottage in St. Pete Beach

4.8 out of 5 average rating, 258 reviews

Sunny PaG Island rental w/bikes-just steps2beach

Welcome to your perfect beach getaway! This charming cottage rental is just steps away from the beach. With a queen bedroom, private porch, and cozy living room, it's the perfect space for a couple or solo travelers. A fully equipped kitchen, living area, bedroom, and dining space. Step outside onto the upstairs porch/patio and you'll find the perfect spot to relax with a cold drink and take in salt air. Your downstairs patio is equipped with a BBQ grill and seating for a nice outdoor dinner.

Guest favourite

Tiny home in Sarasota

4.89 out of 5 average rating, 192 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.

Guest favourite

Cottage in Englewood

4.89 out of 5 average rating, 116 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.

Guest favourite

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.

Guest favourite

Guest house in Sarasota

4.97 out of 5 average rating, 440 reviews

Quick and Easy Walk Downtown - Tons of Amenities

Are you coming to Sarasota on vacation or perhaps considering moving here? If yes, then the Carriage House is the perfect place to use as a base camp while you explore the area and experience the best Sarasota has to offer. Quick and easy walk to dozens of casual restaurants, cool bars and unique shops. 5 minutes to Selby Gardens. 10 minutes to the Sarasota Bayfront. Main street is half a mile away. We provide tons of amenities including bikes, kayaks, beach chairs and umbrella.

Guest favourite

Home in Venice

4.94 out of 5 average rating, 124 reviews

MCM Waterfront Getaway w/ Private Dock + 4 Kayaks

Welcome to our Mid Century Modern waterfront getaway 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

Apartment in Siesta Key

4.79 out of 5 average rating, 276 reviews

Solitude Suite Studio-Siesta Key-Waterfront Resort

***We pay your AIRBNB fee in this suite! *** Welcome to the Solitude Suite Studio, on Siesta Key. Located in the Solitude Suites on Siesta Key, an adorable small waterfront resort! This is the perfect getaway for 2 people in 1 king bed. Ground floor. Steps to the shared heated pool, Tiki Hut & waterfront dock area. Everything is new! Featuring a 65” smart TV, your own A/C, a king sized bed, full bathroom w/shower, coastal decor, closet & kitchenette.

Guest favourite

Home in Anna Maria

4.94 out of 5 average rating, 167 reviews

New Construction & Ready for Post-Hurricane Visits

* It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the beach. * Enjoy the large 16' x 30' private pool in a picturesque tropical landscape along with a 30' fishing/boat dock. * Within walking distance of Pine Avenue, City Pier, Two Scoops, Waterfront Restaurant, Galati's Marina, and Island Ocean Star Restaurant. *Less than a 3 minute walk to Bay Beach and a 15 minute walk to Bean Point.

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Popular amenities for kayak rentals in Sarasota Beach

Free parking on premises

Air conditioning

House rentals with a kayak

Guest favourite

Home in Holmes Beach

4.93 out of 5 average rating, 41 reviews

Backyard Bliss Anna Maria Island

Guest favourite

Home in Bradenton

4.95 out of 5 average rating, 128 reviews

Historic Wares Creek 3 bedroom with dock access

Guest favourite

Home in Ellenton

5 out of 5 average rating, 31 reviews

The Pink Riverhouse- No damage from Hurricanes

Guest favourite

Home in Sarasota

5 out of 5 average rating, 12 reviews

Modern 3 Bed 2 Bath House Backyard + Pet Friendly

Guest favourite

Home in North Port

4.99 out of 5 average rating, 84 reviews

North Port - Canal Home- Fish/Canoe/Bike

Guest favourite

Home in Osprey

5 out of 5 average rating, 31 reviews

Heated Pool | 3 Beds | Near Beaches and parks

Guest favourite

Home in Port Charlotte

4.94 out of 5 average rating, 47 reviews

Amazing Peace River Views

Guest favourite

Home in Anna Maria

4.98 out of 5 average rating, 55 reviews

skyview friend

Cottage rentals with a kayak

Guest favourite

Cottage in Holmes Beach

5 out of 5 average rating, 5 reviews

Anna Maria Cottage w/Golf Cart

Cottage in Sarasota

4.81 out of 5 average rating, 155 reviews

Cozy clean cottage

Guest favourite

Cottage in Englewood

4.88 out of 5 average rating, 133 reviews

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

Guest favourite

Cottage in Englewood

5 out of 5 average rating, 23 reviews

The Coastal Oasis. Only 8 minutes from the Beach!

Guest favourite

Cottage in Englewood

4.89 out of 5 average rating, 167 reviews

Good after Milton - Waterfall Pool! Beach! am

Guest favourite

Cottage in Placida

4.98 out of 5 average rating, 41 reviews

Escape to a Hidden Gem, Beach Cottage on LGI

Cottage in Holmes Beach

5 out of 5 average rating, 5 reviews

Steps To The Beach, Private & Heated Pool, Renovat

Guest favourite

Cottage in Sarasota

4.96 out of 5 average rating, 74 reviews

Cottage by the Bay - free Level 2 EV charging

Destinations to explore