Beach house holiday rentals in Siesta Key

Relax in a Private Tropical Retreat on Siesta Key!

Your dream vacation awaits with a renovated, spacious, and private single-level house. It's a perfect getaway for a relaxing vacation! Enjoy all the comforts of home while being just a short walk away from restaurants, bars, and Siesta Key's beautiful white sand beaches. Nestled on a quiet tree-lined street and tropical gardens, this retreat offers tranquility and serenity. The community boasts a large heated pool and intercoastal waterway pier, ideal for afternoon fishing or sunset beverages!

5 minutes to private Siesta Key Beach + 2 pools

Best getaway, beach vacation, and staycation! The luxurious condo is on the 1st. floor and located on Siesta Key in a tropical setting. It is kid-friendly and has private access to its private beach on Siesta Key Beach within 5 minutes of walking distance (the Best Beach in the U.S.A.) with crystal white sand and turquoise waters of the Gulf of Mexico. There are two heated pools, barbeque areas, lighted pickleball and tennis courts, a fishing pier, a gym, and a sauna, all for your enjoyment.

Siesta Key Hideway -3 bedroom canal pool home

Take a moment to enjoy the quiet side of Siesta Key. This home sits on a tree canopied street and offers a rare and serene location along with 3 large bedrooms and open plan living and dining. Cook in the gorgeous kitchen while looking out over the mangrove lined canal. Walk through the neighborhood , spend time on the patio or in the pool and take in the calm beauty that this home offers. All of this lies a short distance from the beach, Siesta Village, Sarasota and surrounding areas.

Charm Beach House

🌴 Coastal Bliss in Siesta Key – Your Beach Escape Awaits! 🌊 Escape to paradise just minutes from Siesta Key Beach, consistently ranked the #1 beach in America and even #4 worldwide for its powdery white quartz sand and stunning turquoise waters. Whether you're seeking sun-soaked relaxation or an adventure-filled getaway, our charming retreat is your ideal home base. Enjoy a cozy, spacious, fully equipped home designed for comfort and ease. Perfect for couples, families, and groups.

Loggerhead - AMI Oasis w/ Private Pool + Golf Cart

Loggerhead is back and ready to welcome you! ️ Escape to the tranquility of Anna Maria Island in this charming 2-bedroom, 2-bathroom home nestled on a peaceful, secluded street. Relax in your private tropical backyard featuring a heated saltwater pool. You'll never need to worry about parking just steps from the beach, about a 4 minute walk. We provide everything for your getaway including beach essentials and a 6-person street-legal golf cart. Your perfect family paradise awaits!

Beach N Bay 206 by Duncan Real Estate

Welcome to Beach N Bay 206! Pool COOLING for hot summer days! A honeymooners delight or a couple's retreat! Enjoy a romantic getaway! Don't miss your chance to stay at the North end of Anna Maria Island in the highly desirable village of Anna Maria, one of Coastal Living Magazine's Top 10 Happiest Seaside Towns! Located right in the middle of all that happiness, Beach N Bay is the island vacation cottage duplex that's so tropical and fun, you'll swear you can hear steel drums!

Creekside Paradise I

The 1970 sqft living space hosts 3 bedrooms, 2 bathrooms, an open living room with attached ‘library’, a dining area, as well as a fully equipped kitchen. From the caged pool area you have a view of the North Creek and our Boat Dock. The pool can be electrically heated and measures 32.80ft in length/13.12ft in width. You enter Creekside Paradise I thru the attached 2 car garage, where you can find the beach equipment (chairs, umbrella, cooler).

Venice 3BR/2BA*8 min Beach*Baby Gear*Air Hockey*

Modern house in Venice, 8 minutes drive to the beach, close to restaurants, and shops. Situated in a serene and relaxing neighborhood with completely fences backyard. Bicycles, beach stuff, outdoor gas grill, and beach towels are available. Plenty of nearby beaches to choose from. Late check out fee applied past 10 am. No smoking allowed, $500 fee will apply. Sorry no pets (service or emotional) are allowed due to Host allergies.

Lovely Dog-Friendly Oasis ~ Walk to Beach ~ Office

Look no further than the lovely 3BR 1Bath gem, ideally nestled in the tranquil neighborhood just a few blocks from the peaceful and picturesque Golden Beach. Explore the stunning natural attractions and landmarks before retreating to a relaxing, entertaining home with stylish details, modern amenities, and inviting outdoors. Golden Beach .3 miles Sharky's Pier 1.2 miles Brohard Paw Park 1.3 miles