Beach house holiday rentals in Sarasota

Private Pool + Walk 2 blocks to Beach! King Beds!

☀️Welcome to Bayberry Beach Cottage B on Anna Maria Island! Just +/- 400 feet (2 min walk) to the beach! With a Heated private pool, fenced backyard, outdoor games, & grill, it’s the perfect spot for fun-filled days and relaxing nights! 🌴This recently renovated beach cottage has 2 king bedrooms, 1.5 baths. 📍You’re just a 2-minute walk to Salt, a trendy restaurant and craft cocktail bar with live music. More local favorites and beach bars are nearby, & lively Bridge Street is only 1 mile away

2/28-3/13 avail & rate reduced! Act now Won't last

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!

Gulf Front! Beach Sunsets+ Walk to Bridge St Pier!

🌊🏄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.

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Welcome to Lost Loon Oceanfront Cottage, a beautifully renovated 2-bedroom, 2-bath retreat on the Gulf. Enjoy private beach access, outdoor dining, and the soothing sound of waves just steps away. Inside, find a fully equipped kitchen and beach essentials like chairs, boogie boards, and games. Perfect for families, friends, or solo travelers seeking coastal comfort and charm. One pet is welcome (other pets upon request). Please note: the property is not fenced.

Modern & Bright Escape: Mins Beach, Pool, Hot Tub!

Relax & un wind in this stylish 1BR, beachfront Siesta Key duplex. Just steps from the sparkling Gulf Coast beaches, this private getaway features colorful interiors, a cozy bedroom, open-plan living & a backyard oasis with a private pool, hot tub & BBQ. Perfect for families, couples, or small groups seeking sun, fun & unforgettable memories. Book now for your dream beach escape! <b>☀ Private Pool ☀ Hot Tub</b> ☀ Steps To Beach ☀ Life-Size Connect 4 ☀ BBQ Gril

Beautiful New Home with Ocean View, Steps to Beach

Luxurious 3BR/3BA fully furnished new home that sleeps 11. Enjoy the gorgeous ocean views with two large balconies, perfectly located across the street from the beach, Caddy's restaurant and walking distance to several diverse options, and a 15-min walk to John's Pass (jet skis, fishing, restaurants, and more!) Amenities: - Smart TVs in all rooms - Fully equipped Kitchen - Gas grill - Beach accessories - Board Games - Family friendly

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.

Siesta Beach home w/ private access, walk to town!

Welcome to your own private getaway directly on Siesta Beach! Meticulous, updated unit with amazing location to the village and access to tow You will literally, walk out your door, down the steps, and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedroom 3 bathroom beachfront home with Gulf views that sleeps 8.

Perfect Location! Steps to Beach~Heated Pool!

Experience coastal luxury at Villa #2 Shrimp 🌴✨, a stylish studio just a 2-minute walk to Manatee Beach 🌊. Enjoy a king bed 👑, spa-like bath 🚿, kitchenette 🍽️, and a private tropical patio 🌿. Relax by the shared resort-style pool 💦, grill out 🍔, or explore nearby shops and dining 🚎🛍️. Dog friendly 🐾 with approval and includes 1 parking space 🚗—your perfect Anna Maria Island escape awaits!

Ocean Views - Spacious Unit, Bonus Loft & Hot Tub

Welcome to "A Wave From It All" – your perfect retreat on Holmes Beach, Anna Maria Island, FL. Nestled within a charming triplex, our end unit offers front-row views of the Gulf of Mexico, ensuring a truly unforgettable stay. With its unbeatable location, spacious accommodations, and top-notch amenities, this is the perfect escape for families, friends, and couples seeking a memorable AMI getaway.

3BR Gulf-Front Luxury with Panoramic Views

Experience true beachfront luxury at this elevated Gulf-front home on Manasota Key, where breathtaking views, open space, and direct beach access create the ultimate coastal escape. Just steps from the sand, this retreat delivers panoramic Gulf views from the living room, primary suite, and oversized wraparound porch — making every moment feel like front-row seating to paradise.

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴