Holiday rentals with a kayak in Anna Maria

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Top-rated rentals with kayak in Anna Maria

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

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Guest favourite

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!

10–17 Aug

₹9,227 per night

Guest favourite

Cottage in Tampa

4.99 out of 5 average rating, 140 reviews

Bay Lake Cottage

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake.Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, smart TV’s, blackout curtains,shampoo/conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Pet fee $50. Elope/Proposal packages IG lakepossibility

19–26 Aug

₹14,951 per night

Guest favourite

Home in Anna Maria

4.93 out of 5 average rating, 152 reviews

Private 30' Pool and Boat Dock - Rated best on AMI

* 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. * There's no better way to unwind and forget all your troubles than staying at Sunshine Cottage, located in the City of Anna Maria!

6–13 Nov

₹45,277 per night

Guest favourite

Tiny home in Sarasota

4.89 out of 5 average rating, 171 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.

2–9 Jul

₹15,706 per night

Guest favourite

Apartment in Tierra Verde

4.96 out of 5 average rating, 237 reviews

Natural Beauty on Tierra Verde, Waterfront Condo

Feels like the Florida Keys! Fully renovated & well appointed second floor, 1 bed, 1 bath condo in Holiday Island condo resort. The condo features a beautiful waterfront & pool view, tennis, bicycles, hot tub, dock with grills, gym, and more. Remodeled in 2015 the condo features a fully equipped kitchen, Keurig coffee maker, beautiful views from the living room, dining room, kitchen, balcony. Walking distance to many local restaurants & minutes away from St. Pete Beach & Fort DeSoto.

14–21 Dec

₹11,156 per night

Guest favourite

Guest house in Sarasota

4.97 out of 5 average rating, 407 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.

1–8 Oct

₹12,046 per night

Guest favourite

Home in Ruskin

4.94 out of 5 average rating, 162 reviews

Private Beach Nature 2 ppl pets Work space remote

Unique, modern beachfront guest house-sits on a MULTI million $ property. Blend of Frank Lloyd Wright & Luis Barragan design. Located on Tampa Bay btwn Sarasota and Tampa/St Pete. Surrounded by palm trees, mangroves, birds chirping, dolphins, manatees, waves gently lapping and breezes. Sand from door to private beach. Fresh sheets, outdoor shower, small fridge, microwave, air fryer, & in and outdoor seating areas. Kayak and paddle board available. SUNRISE'S UNIQUE We are DOG FRIENDLY!

26 Jan – 2 Feb

₹20,589 per night

Guest favourite

Holiday home in Holmes Beach

4.91 out of 5 average rating, 22 reviews

The Manatee Luxury Beach House 1 Block from Beach!

The Manatee Apartment is one of two apartments in the Beach House located at 8106 Gulf Drive. Once inside, the Beach House will surround you with an open floor plan, lively colors and tile floors. This two-bedroom, two-bath home features an upgraded kitchen and bathrooms. Beautiful deck around the house allows you to relax comfortably on the comfortable furniture. There is a grill in the backyard for your grilling pleasure. The apartment includes a laundry room on the first floor.

29 Sep – 6 Oct

₹22,366 per night

Guest favourite

Guest suite in Largo

4.97 out of 5 average rating, 316 reviews

Private Pool, Jacuzzi, Walk to Beach.

This Guest Suite is a large Studio Apt(360 sq ft) attached to our home. It has a private entrance, a large bath, large bedroom with pool view and private deck. Also includes a kitchenette with full size fridge, toaster, coffee maker and microwave. No Stove. Complimentary breakfast snacks including Coffee and tea. Relax on the deck and watch the birds on the bird feeder or grab our bikes, beach chairs and head to the beach. Grill available. Please read house rules before booking.

30 Jul – 6 Aug

₹9,806 per night

Guest favourite

Guest house in Clearwater

4.98 out of 5 average rating, 191 reviews

Guest House close To Clearwater Beach

Welcome to Clearwater! Located just a short distance from a variety of restaurants, unique shops, and grocery stores, we offer convenient access to anything you might need during your stay. Our studio is 4 miles from Clearwater & 5 miles to Indian rocks Beach. There is no shortage of things to do in the area, local parks, museums, cruises, and a variety of nightlife. Enjoy jet skis, bike trails, tennis, parasailing, and pier fishing!

10–17 Jul

₹9,594 per night

Guest favourite

Flat in Clearwater

4.85 out of 5 average rating, 136 reviews

Bright & Beachy Studio 2 Blocks to Beach

Updated and welcoming Clearwater Beach studio apartment situated directly on the intracoastal waterfront. Quiet and centrally located neighborhood on the edge of residential and commercial districts, allowing for walking distance to everything on Clearwater Beach! Watersports on-site with office, offering amazing Island Jet ski tours, kayak & paddleboard rentals, parasailing!

14–21 Oct

₹9,556 per night

Guest favourite

Flat in Bradenton Beach

4.87 out of 5 average rating, 326 reviews

Las Palmas Beach Rentals unit 2

Unit 2 Ground floor;800 sq ft; patio; limited beach view . Steps to the white sandy beach across the street. Fully equipped kitchen with markets nearby, Restaurants and shopping within walking or hop on the free trolly. Trolly stop nearby. Outdoor open air patio with Caldera Spa and screen porch for outside enjoyment. Linens and basic supplies are included.

6–13 Apr

₹20,982 per night