Vacation rentals with a kayak near Bean Point Beach

Waves on Anna Maria Island

Welcome to Waves — the ultimate beachside vacation home for your perfect Anna Maria Island getaway! Enjoy breathtaking views and easy access to the beach just steps away. A contemporary yet comfortable living area with modern amenities and plenty of natural light. Plus, four inviting bedrooms, a full-equipped gourmet kitchen, and desirable outdoor features like bikes, SUP, and a kayak. Four adult bikes , paddle boards, kayak, beach wagon, beach chairs and a 6 passenger golf cart all included

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.

BEACH! Sunny Escape! Steps 2 Famous Beach w/2 Bike

Welcome to your island beach escape! This charming coastal abode boasts all the island vibes you need for a relaxing getaway. Enjoy the quaint historic village (5 houses wide) while being just steps away from the most beautiful beach in Florida! Take a stroll through the picturesque streets of Pass A Grille and soak up the old beach charm. The rental home has hardwood floors, a screened-in porch, and a sun patio, 2 bikes to cruise around the area! open-concept kitchen + bar and smart TVs.

Waterfront Oasis: Pool, Kayaks & Sunset views

Relax at your waterfront oasis in Apollo Beach with a private pool, kayaks, and sunset views. Spot dolphins and manatees from the backyard or unwind on loungers with outdoor dining and games. Inside: full kitchen, dining area, 2 bedrooms, 2 baths, plus an extra living room with sleeper sofa and closet that serves as a 3rd bedroom. Close to Tampa, beaches, dining, and family attractions — ideal for families, friends, or a romantic getaway in a spacious private home. LIC# DWE3913431

Waterfront Gem/ Pool Spa+ Dock/ Near Bridge Street

Anna Maria Waterfront oasis! **5 min walk to beach, private dock, pool heat included!!** Relax in the private heated pool, sip coffee on the dock, or walk to the beach. This bright, updated home has spacious living areas, a stocked kitchen, smart TVs, fast Wi-Fi, and cozy beds. Great for families or couples! Grill by the pool, dine under the stars, or fish from the dock. Includes washer/dryer, beach gear, and parking. Your peaceful, sunny getaway awaits—book now!

*New* Waterfront Retreat: Pool, Spa, Dock & Views

*Brand New Listing from a Superhost* Experience elevated canalfront luxury with breathtaking views, a private pool, spa, and modern, stylish design throughout. Lounge by the pool, unwind in the spa, or paddle the canals with provided kayaks. Minutes from Apollo Beach’s beaches, waterfront dining, and lively local spots. Bringing a boat? Enjoy direct Tampa Bay access from your private dock. A perfect upscale waterfront escape for couples and friends.

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.

Breathtaking Waterview & Pool View Condo

Waterfront condo with pool view. The view of the intercoastal is fantastic. Especially beautiful sunsets! Pinellas trail across the street to ride your bike or hike, a beautiful 38 mile trail. Plenty of restaurants nearby and grocery stores. Only 8 min drive to beach. 15 min from downtown St. Pete. Enjoy pool and hot tub overlooking intercoastal or stay indoors and enjoy puzzles and games.

My Mistress by Beach Boutique Rentals

*Features include* * Huge backyard with private pool and hot tub * Canal front * 3 bedrooms, 3 full bathrooms * 2 master king suites * Fun bunk bedroom for the family * Washer and dryer * Massive outdoor space with loungers and Adirondack chairs * Gas grill and gazebo * Patio dining table for 6 * Walkable to beach and bay * Dog Friendly!