Beach house holiday rentals in Lido Key

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

☀️Welcome to Bayberry Beach Cottage A 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

Siesta Sunset Villa

Recently renovated & steps to the beach. Luxurious Beachfront Villa on Siesta Key. Discover the ultimate beachside vacation at our exclusive villa located on the pristine sands of Siesta Key. With breathtaking views of the Gulf of Mexico, this villa offers a perfect blend of luxury, comfort, and convenience. Step out your door onto a private access to the soft, powdery sands of Siesta. Enjoy expansive living spaces with windows that flood the villa with natural light and stunning sunset views.

Summer House longboat key

Luxurious waterfront home with bay and and canal view, new custom kitchen with a view to the pool and your own private tiki bar, dock that can accommodate up to 21 ft boat , whole house just received a complete inside and out make over. Tropical coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach. minutes from St Armand’s circle. feel free to reach out with any questions or requests

Luxury Siesta Key Beach Condo Steps from the Sand

🦩Exclusive Amenities Include: • Semi Private Heated Pool • Breathtaking Gulf Views on 3rd & 4th Story Balconies • Less than .7 miles to Siesta Key Village • Less than 20 ft to Siesta Key Beach • 3 Bedrooms, 3 Full Baths • 2 King Beds, 1 Twin Trundle Bed,1 Twin Futon, and 1 Twin Blow Up Mattress (Sleeps 8) • 2 Spacious Balconies w/ Loungers • Private Garage • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, & Kitchen Essentials • Beach Towels, Chairs, Cooler, & Caddy Provided

Gulf Beach Front! Walk to Restaurants + 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.

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 pool, hot tub & BBQ. Perfect for families, couples, or small groups seeking sun, fun & unforgettable memories. Book now for your dream beach escape! ☀ Steps To Beach ☀ Life-Size Connect 4 ☀ BBQ Gril ☀ Hot Tub

Waterfront Retreat | Pool • Spa • Dock | Bridge St

🌴 Anna Maria Island Waterfront Oasis! Private dock + heated pool included. Relax by the pool, sip coffee on the dock, or walk just 5 minutes to the Gulf’s sugar-sand beach. Bright, updated home with stocked kitchen, fast Wi-Fi, smart TVs, and cozy beds—perfect for families or couples. Grill by the pool, dine outdoors, or fish from the dock. Boat/kayak friendly. Beach gear + parking included. Your peaceful island escape awaits.

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.

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. 🌴

NEW! Coconuts 106! Beach Front! Heat Pool!

Welcome to Coconuts Beachfront #106! This renovated ground-floor condo features 1 bedroom and 1 bathroom, on the sands of Holmes Beach. Enjoy Gulf views from the living room, kitchen, and private patio, or step out your back slider straight onto the beach. Perfect for couples or small families, this retreat offers comfort, relaxation, and unforgettable days by the shore.

2B/2BA Penthouse End-Unit Condo

Welcome to 5600 Beach Way #315! A 2 Bed, 2 Bath End Unit Condo with over $175K worth of renovations. The condo is located directly across from the Main Entrance of Siesta Key Beach. With Pickleball Courts and Tennis Courts across the street and the Trolley Stop (easy ride to the Village) in front of your building this is a MUST STAY for your next vacation to Siesta!