Beach house vacation rentals in Siesta Key

A vibrant outdoor area features a cozy splash pool surrounded by a stylish deck. Colorful pink lounge chairs are arranged nearby, and a large, eye-catching mural depicting marine life and a ship creates a captivating backdrop.

4.79 out of 5 average rating, 118 reviews

Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool

Retreat to the trendy 3BR 2Bath home and experience the laid-back ambiance of the beachfront Siesta Key area. This unique home is nestled just a few steps from the pristine sandy beaches and the vibrant Siesta Key Village, offering a fun getaway close to numerous restaurants, shops, and attractions. ✔ 3 Comfortable Bedrooms (Sleeps 12) ✔ Open Design Living ✔ Foosball & Arcade ✔ Full Kitchen ✔ Luxury Tiki Hot Tub & Splash Pool ✔ #Instaworthy Mural ✔ Smart TVs ✔ Wi-Fi ✔ Parking See more below!

Top guest favorite

An outdoor lounge area is showcased under a wooden ceiling, featuring a heated pool and elegant patio furnishings. A television is mounted on the wall, and a dining set is positioned nearby, with a barbecue grill just outside the lounging space, surrounded by tropical landscaping.

5 out of 5 average rating, 46 reviews

Book Family Tides 7 Nts get 3 FREE~Pool~Beach view

Let me know if you need a stay for a period not listed. Unbeatable location, HEATED POOL, ultimate makeover & NEW bedrm, bathrm, lounge, & covered patio additions for spacious beauty are a few things that set us apart! Hidden behind our private gate, the beach is just a few steps away & remains uncrowded-even during busiest season. Premium fixtures, appliances, & plush furnishings create elegance. Garage/parking for 6 cars! Near restaurants, Publix, activities! 30 steps to FREE TROLLEY pick up!

5 out of 5 average rating, 38 reviews

Four beach chairs with vibrant tropical patterns are positioned on sandy shore, facing the sparkling Gulf waters. The bright sunlight reflects off the water's surface, creating a serene coastal scene perfect for relaxation.

Home in Englewood

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Located right on the Gulf, our renovated beach cottage is equipped with everything you need for a relaxing getaway. With private beach access and outdoor dining area, take in the views and enjoy with your family, friends or a solo trip to reset with a little R&R. This 2-bedroom, 2-bath bungalow has all the accoutrements for your a home-away-from-home, complete with beach chairs, boogie boards, beach games and of course, sun tan lotion. Come for some fun in the sun, your beachfront oasis awaits!

Top guest favorite

A rooftop lounge area features comfortable seating arrangements with a central fire pit, surrounded by views of the Gulf of Mexico and lush greenery. The open space is bathed in natural light, with clear skies enhancing the serene atmosphere.

4.97 out of 5 average rating, 94 reviews

Incredible BEACH HOME! Location! Heated Pool/Spa!

Are you looking for a beach home that offers all the convenience of beachfront access and top notch luxury & sophistication? Look no further. With Gulf views from the large sliders and windows that line the second and third levels, to the high end furnishings and appliances throughout, to the breathtaking resort style pool and spa, and the awe inspiring spiral staircase leading to the rooftop lounge area, this home will not disappoint. Sandy beaches, local food, shopping & fun await.

4.84 out of 5 average rating, 67 reviews

Home in Anna Maria

Serendipity Gulfront

Gulf Beach Front 3 bedroom/3 bathroom home and separate 1/1 cottage Sunset's from your back deck and morning shell searches out your back door. All bedrooms are King Bed en-suite. For those guests wanting to use the Equipment provided, we do require a signed waiver for anyone 18 or older. Four adult bikes, paddle boards, kayak, beach cart, beach chairs are included We are pet friendly! Pre-approved pet's , a signed pet agreement and pet fee paid in full will be needed.

A semi-private heated pool is surrounded by a spacious outdoor area, featuring lounge chairs and an umbrella for shade. A gas grill is positioned nearby, alongside a variety of seating options. Lush greenery provides privacy, while bright blue skies add to the serene setting.

4.6 out of 5 average rating, 5 reviews

Villa Vista Mare | Gorgeous Home w/ Views of Gulf!

🦩Exclusive Amenities Include: • Semi Private Heated Pool • Breathtaking Gulf Views on 2nd Story Balcony • Less than .7 miles to Siesta Key Village • Less than 20 ft to Siesta Key Beach • 3 Bedrooms, 3 Full Baths • 2 Queen Beds, 1 Twin Trundle Bed, 1 Queen Sleeper Sofa (Sleeps 8) • Spacious Balcony Area • Two Story Convenience Elevator for luggage, groceries and personal gear • Private 2 Car Garage • Free WiFi & HDTV’s • Regular & Keurig Coffee Maker, Dishwasher, Wash

An expansive deck offers a scenic view of the shimmering aqua waters and sandy beach. The area features a white table and chairs surrounded by palm trees. The sky is bright with soft clouds enhancing the serene atmosphere of the beachside setting.

4.91 out of 5 average rating, 65 reviews

TOES IN THE SAND!

Waves Edge South is one of two very unique homes situated directly on the sugar white sands of Anna Maria Island. Welcome to a dreamy island which oozes the charm of ‘old’ Florida and will remind you of yesteryear when you were young and the pace was a little slower. A place where visitors and residents are as likely to use a bicycle or a golf cart as hop in a car. An Island where the warm waters will soothe your soul and you will leave longing to return once more.

4.96 out of 5 average rating, 109 reviews

Two bright turquoise adirondack chairs are positioned on a pebbled shoreline, facing a calm canal. Lush palm trees and greenery surround the area, while distant houses line the opposite bank under a clear blue sky.

Home in Bradenton Beach

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!

A heated, shared pool is surrounded by lounge chairs and shaded umbrellas. Lush tropical landscaping provides privacy, while the spacious deck offers ample seating for relaxation. The clear blue water glistens under the sun, inviting guests for a refreshing swim.

5 out of 5 average rating, 3 reviews

Beachside Paradise! Coconuts Poolside! Heated Pool

Coconuts Unit 102 features a king bed, sleeper sofa, professional linen service, fully stocked kitchen, 75" smart TVs in the living room and bedroom, and a private fenced in poolside patio. Located in a Gulf-front complex with a heated shared pool, BBQ grill, beachfront/poolside loungers, coin laundry, and 1 dedicated parking space—all just steps from the beach! Perfect for a relaxing coastal getaway—just bring your sunscreen and unwind!

4.97 out of 5 average rating, 34 reviews

A two-story yellow house is set amidst lush tropical landscaping. A gravel driveway leads to the elevated front entrance, which features a spacious porch with white railings. Palm trees and vibrant foliage surround the property, creating a serene atmosphere.

Home in Anna Maria

'Walk on the Beach" heated pool North End AMI

Welcome to "Walk on the Beach " quiet and perfectly located at the North end of Anna Maria Island, 3 bedroom 2 bath pool home is the perfect vacation retreat. The open concept fully equipped kitchen, dining, and living room offers plenty of space for the whole family. Take a 3 min walk to relax at the most beautiful Bean Point Beach or sit back and relax while taking in ocean views from the spacious second floor balcony.

4.79 out of 5 average rating, 100 reviews

Newly Reno Cozy 1BR w/ Pool - Walk to Gated Beach

Newly renovated gated beach access apartment with a pool. This is a one bedroom and one bath apartment that makes up one unit in a quadplex. It is on a very quiet private road that leads to a gated beach access way that only residents on this street have access too. The house was completely redone and has all new furniture, sheets, pillows, towels, etc. The pool area was just upgraded with new pool/deck furniture.

A living area is depicted with a neutral color palette and light hardwood flooring. A blue sofa and a wooden coffee table sit in front of a television on a console. A dining area with a table and chairs is visible in the background, alongside large sliding doors leading to an outdoor space.