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.

4.8 out of 5 average rating, 116 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.

Home in Holmes Beach

5 out of 5 average rating, 45 reviews

Book 7 Nts get 2 FREE! Heated Pool~beach~trolley

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!

An aerial view captures the beachfront property with direct beach access, surrounded by lush greenery and pathways leading to the shore. The tranquil Gulf waters reflect a vibrant blue sky, providing a serene coastal backdrop.

Siesta Sunset | Luxurious Beach Front Penthouse!

Exclusive Amenities Include: • Direct Beach Access with Panoramic Beach Views From 3 Rooms • Spacious Balcony With Breathtaking Gulf Views & Lounge Space • Siesta Key Beach Just Steps Away • Less Than 0.5 miles to Siesta Key Village • 3 Bedrooms, 2 Full Baths (1 Master Bedroom) • 2 King Beds, 1 Queen Bed, & 1 Twin Bed (Sleeps 6) • 2 Private Carports • Free WiFi & 4 HDTV’s • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Provided • Pellet Ice Maker • Gas Grill

4.89 out of 5 average rating, 9 reviews

A screened-in porch features a green wooden floor and white railing, providing an inviting space to relax. Coastal wicker chairs are arranged for comfort, with light filtering through lush greenery, creating a serene atmosphere. Decorative plants enhance the warmth of the space.

Home in Longboat Key

Beautiful Island Beach House

Beautiful Island Beach House with pool/hot tub and private beach access on Longboat Key. The large light-filled spacious home is close to everything that you want for a fun, yet relaxing beach vacation: restaurants, bars, shopping, nature walks, and sandy white private beaches. Due to island restrictions, a 28-day stay is the shortest rental period allowed. Please note that this property is not available for young children given the surrounding water. Ages over 6 are welcome with supervision.

A private balcony showcases a wooden deck with a table and four chairs, surrounded by lush greenery. A floral centerpiece rests on the table, while glimpses of the beach and sea can be seen in the background underneath a clear blue sky.

4.48 out of 5 average rating, 44 reviews

Ocean Views & Siesta Key Beach – 2BR Beachfront

Enjoy your peaceful escape to the world-famous Siesta Key Beach, in this lovely 2 bedrooms 2nd-floor condo on the 2nd floor of the Beachfront Suites on Siesta Key, located directly on the beach. Enjoy your morning coffee on the private balcony as the stress of the world falls from your shoulder and you sink into the calming aesthetic of the Serenity Condo. Complete with everything you need for your getaway, the Serenity Condo is here to ensure your vacation brings you into a state of Zen.

Top guest favorite

The duplex features a light blue exterior with a welcoming porch adorned with yellow and blue chairs. Lush palm trees and vibrant landscaping enhance the outdoor space, while a clear blue sky adds brightness to the scene. Graveled parking is visible in front of the unit.

Home in Anna Maria

4.95 out of 5 average rating, 94 reviews

Do you love the beach?

Seaside Sanctuary is the ground floor unit of a beachfront duplex. It is the 2nd house from the beach with no roads to cross. The front yard is thirty steps from one of the most pristine beaches on the Gulf of Mexico. The house is located on a quiet residential street near the north end of the island. The front porch is a great place to watch the sunset. The house is clean, comfortable and well appointed. We welcome well behaved dogs and have a fully fenced yard for your pup to play.

Top guest favorite

Home in Bradenton Beach

4.99 out of 5 average rating, 77 reviews

Direct Beach front! Bridge Street+ Restaurants!

🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

4.9 out of 5 average rating, 110 reviews

Spacious & Modern Gem ~ Walk to Gated Beach ~ Pool

Step into the spacious and modern 4BR 2Bath getaway in a tranquil area just a few steps from the gated beach. It offers a relaxing retreat from which you can easily explore local restaurants, shops, exciting attractions, and natural beauties. The stylish design and rich amenity list will leave you in awe. ✔ 4 Comfortable Bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Patio ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Building Amenities (Pool, BBQ, Lounges) See more below!

A panoramic view showcases the rooftops of adjacent buildings and the coastline of Siesta Key. The vibrant blue waters meet the sandy shore under a bright sky, with hints of greenery from the surrounding landscape. A glimpse of the beach reveals a pathway leading towards the water.

5 out of 5 average rating, 6 reviews

Sundeck, 20ft to Beach Access, 500ft from Village

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.

4.91 out of 5 average rating, 65 reviews

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.

Home in Holmes Beach

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.

4.97 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.