Vacation rentals with a kayak in Manatee County

4.98 out of 5 average rating, 96 reviews

A bright and airy living area features large windows allowing natural light to fill the space. Comfortable seating is arranged around a woven coffee table, with art pieces adorning the walls. A door leads to outdoor views, enhancing the inviting atmosphere.

Home in Terra Ceia

Private Island Old FL Waterfront Heaven on Earth

Discover the hidden secret of "Terra Ceia Island" (Heaven on Earth.) This 3 bed / 2 bath completely remodeled and charming A frame home offers breath taking sunrises from the bayfront private dock. Imagine enjoying your coffee in adirondack chairs while the sun rises over the Tilette Bayou. Enjoy bike rides through the old Florida country side (Bikes included). And rent a boat and cruise the pristine waterways around the keys. This home has everything you need for relaxation, peace, and fun.

A kayak is suspended between two trees in a natural setting, surrounded by lush greenery and palm undergrowth. The bank of the river is visible in the background, evoking a sense of tranquility in this secluded outdoor space.

4.89 out of 5 average rating, 83 reviews

Rambling River Retreat on the Manatee River

Secluded 3.8 acres,1000 feet river frontage, luxurious 3 bdrm 2 bath 2013 sq ft central air, A home in a peaceful relaxing area with Manatees, otters, owls in an old Florida setting. Private drive thru large oak trees to a beautiful home with surrounding decks away from the city noise, yet close to dining and gulf beaches. Fishing, kayaks, canoe, lounging on the decks or relax in the hammock next to the river. Beautiful sunsets and river views in a peaceful setting. Mosquitonix system for bugs.

An elegant outdoor space features a heated pool surrounded by stylish stone pavers and tropical landscaping. Large covered porches provide shaded seating areas with colorful furniture, while palm trees enhance the inviting atmosphere of the home's exterior.

4.95 out of 5 average rating, 145 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

Superhost

The outdoor area showcases a heated saltwater pool surrounded by lounge chairs and a covered seating area. A manicured artificial turf putting green is prominently featured, providing a playful touch to the spacious backyard, which is framed by lush landscaping and bright skies.

4.8 out of 5 average rating, 342 reviews

Heated saltwater pool home - turf putting green

Private 3 bedroom single family home 4 miles to white sand gulf beaches Longboat Key and Anna Maria Island. HEATED SALTWATER POOL home with access to ride bikes to the beach. Spread out in the oversized backyard with your own private pool and sitting area, featuring artificial turf yard and putting green, and beautiful landscaping. All hurricane damage has been repaired. The fence is fixed and the backyard is again completely private. The pergola pictured in photos was lost in the storm.

4.96 out of 5 average rating, 359 reviews

Tiny home in Sarasota

@Shellmateisland |tiny home| island| bikes| kayaks

⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)

4.97 out of 5 average rating, 464 reviews

An outdoor common area features a decorative umbrella over a bistro table, surrounded by potted plants. A wooden deck leads to a staircase, with warm lights illuminating the setting. A grill is positioned nearby, creating an inviting outdoor space for relaxation.

Guesthouse in Sarasota

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.

5 out of 5 average rating, 44 reviews

A scenic view from a spacious balcony showcases the tranquil waters of the Manatee River. Comfortable white Adirondack chairs are positioned for relaxation, overlooking a heated pool and the glistening water, with lush greenery lining the waterfront.

Home in Ellenton

The Pink Riverhouse- Waterfront Paradise

Unleash Your Inner Flamingo: Experience Pure Delight at the Pink River House! Nestled between Sarasota (20-30 min) and Tampa (45 min), on the largest part of the Manatee River, this centrally located retreat offers a secluded family getaway like no other. Siesta Beach, Lido Beach, and the sun-kissed shores of St. Pete are nearby, beckoning you to unwind and soak up the sun. As a bonus, enjoy a complimentary parking pass for PAG Beach in St. Pete Beach.

4.94 out of 5 average rating, 36 reviews

Cottage in Bradenton

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.

4.94 out of 5 average rating, 179 reviews

A private pool is surrounded by a tropical landscape, featuring palm trees and vibrant plants. The clear water reflects the blue sky, and a spacious deck with paver stones offers a welcoming area for relaxation. A canal can be seen in the background.

Home in Anna Maria

Discounted 20% - Two open August weeks w/Dock-Pool

* 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.

Superhost

Two green kayaks are positioned on a grassy bank beside a calm river. Tall trees frame the scene, their leaves creating a soft canopy overhead. The tranquil water reflects the surrounding greenery, providing a serene setting for outdoor activities.

5 out of 5 average rating, 3 reviews

Riverhouse Retreat

There's nothing like relaxing on the River. Whether you're enjoying coffee watching the sunrise, listening to the wildlife wake up, or kayaking with the otters... you'll surely love the Riverhouse. With it's kingsize bed and large kitchen / living area, relaxation is all around you. Please only 2 guests. All overnight guests will be charged at $50 per night/ per guest. This Airbnb is upstairs. 2nd story.. Great views!

Apartment in Bradenton Beach

The exterior of a charming yellow bungalow is visible, featuring a covered patio area with potted plants. The entrance is accessed via a set of steps leading to the upper level, while brick pavers create a welcoming pathway.

4.87 out of 5 average rating, 387 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 Free parking to registered guest. Fully equipped kitchen with markets nearby, Restaurants and shopping, within walking or hop free trolly. Trolly stop nearby. Linens and basic supplies are included. Overnight guest are welcome to arrive early to adventure the island, stay parked until after sunset on departure day.