Vacation rentals with a kayak in Sarasota

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

Siesta Key 1/1 King bed “Sunset Suite” Pool Kayaks

We pay your AIRBNB service fees for you! Updated & inviting coastal getaway, located on the island of Siesta Key in a small resort called Solitude Suites on Siesta Key. The “Sunset Suite” has a living/dining/kitchenette area w/ 65” TV, a separate bedroom & a separate bathroom. Off the bedroom is a private open wood deck. Table & chairs allow you to enjoy the perfect view of a Siesta Key sunset. New shower in Dec 2023! 2 min drive or 10 min walk to beach! Enjoy FREE Kayaks, SUPs & Tiki Huts!

@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.

Peaceful Oasis: King Bed & Incredible Views

You have arrived, upon entering you will go upstairs to your spacious duplex. You will be greeted by an amazing view of the intercoastal waterway. You will love kayaking on the waterway & seeing all the amazing wildlife. You can sit on your downstairs patio with a cup of coffee or you can take a stroll to Turtle Beach & enjoy the sunset. Hop aboard the trolley & go to the Village & eat and drink at one of our famous restaurants or one of our favorite hot spots. See Guidebook.

Florida Cove Cottage - 2BD/2BA in the heart of SRQ

Discover timeless charm in this 2BD/2BA Sarasota gem! Centrally located near restaurants and entertainment, just 1.3 mi from Downtown Sarasota. Explore Lido Key beach (4.3 mi) or Siesta Key beach (6.9 mi) for sun-soaked adventures. Or take the kayaks to the water right near the home! Immerse yourself in old Florida living with modern comforts making it ideal for a relaxing getaway or exploring Sarasota's vibrant scene. Bring your furry friends along, 2 dogs under 30lbs are allowed.

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach

The Siesta Key Bungalows offer a heated pool, courtyard & a dock on Heron Lagoon. A resort with something for everyone. The Mermaid Bungalow's airy one bedroom space; has an open floor plan connecting a welcoming living room and full-kitchen. With a king-size bed, bathroom and a veranda, you'll feel at home. The Coquina is fully stocked with linens, care essentials, plus eating & cooking utensils. An additional single-roll-away-bed allows accommodations for three guests.

2/2 Charming Riverfront Cottage w Deck & Kayaks

Let your worries drift away at this unique and tranquil river house getaway we call the Lazy Gator Lodge. Craftsman cottage offering 2 large bedrooms with en suite bathrooms, open layout with great views of Braden River. The house has a large deck out back plus a fenced in yard for pet owners and families to enjoy. Centrally located for the best of Bradenton/Lakewood Ranch/Sarasota -- and its world class beaches of Siesta Key and Anna Maria.

Siesta Key Beach 2 miles, warm Pool, kayaks, bikes

Enjoy a stylish stay in the Daisy Apartment at the Southside Village at this centrally located one bedroom apartment with gorgeous new pool! Best location in Sarasota! Wonderful Boutique Village, walk to everything. 20 great restaurants and Morton gourmet grocery. Ten minutes to Siesta and Lido Key beaches. We have a selection of bicycles and kayaks that you are welcome to use during your stay. Beach chairs, cooler and umbrella available too.

Stunning Home, Heated Pool and Boat Dock

Be among the initial guests to relish in the splendor of this charming 3-bed, 2-bath abode overlooking Phillippi Creek, with a rejuvenating pool and fresh, deluxe furnishings. It offers all you need for an unforgettable escape, featuring a well-equipped open kitchen, 2 fun large Roku smart TVs in the living spaces, and a 50" Roku Smart TV in the master bedroom. Essential bathroom amenities are provided for your comfort.