Holiday houses in Bird Key

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay

Experience life 4 blocks from the Gulf, ½ mile to Siesta Key — America’s #1 Beach. Effortless access to Siesta’s white sand beaches, Sarasota’s dining/arts scene, St. Armand’s & Gulf Coast adventure! 2BR boutique bungalow • Sleeps 6 • 4 beds In Sarasota’s coveted ‘West of Trail’ Coastal District — marble chef kitchen, beach gear, Smart TVs, spa bath, laundry, fast Wi-Fi. Grill lobster under stars, unwind in your tropical garden & walk palm-lined lanes to cafés & glorious waterfront sunsets.

Hidden Gem in Downtown Sarasota

An oasis in the heart of Sarasota, located in Golden Gate Point within walking distance to downtown Sarasota! Beautifully redesigned interior, mid-century modern exterior. This luxurious space is in a quiet, peaceful setting on a peninsula surrounded by water. You will experience Florida vibes throughout every room of this spacious 2 bedroom condo. Close to the beaches, Bayfront Park, restaurants, bars, shopping, Bird Key Park, & St. Armands Circle. This tropical paradise is the perfect getaway!

Lido Beach Villa | Steps to Beach & St. Armands

Welcome to our cute, spacious, sun filled and newly renovated Beach Villa. A Happy place for sandy feet, friends, and family. The Villa is located 1 block away from world famous Lido Beach, a 7 min walk to St Armand's Circle, and a short 3 mile drive to grocery shopping & the excitement of downtown Sarasota. The 2 bdr villa comfortably sleeps up to 6 people and features a dedicated outdoor patio, spacious dining area, in-unit washer/dryer & dedicated parking. Come enjoy a taste of paradise!

Fruit /Botanical Garden Estate 2 ml to downtown EV

Indulge at this Mediterranean estate, boasting lush botanical gardens and rare tropical fruit trees for your picking pleasure. Enjoy the custom pool, hot tub, sauna, cold plunge and the home gym. The expansive outdoor haven features a fully-equipped kitchen, fireplace, TV, and dining space. Enjoy leisurely games of pool, ping pong & shuffleboard, then retreat to the luxurious indoors with comfortable beds and a massive TV, all within the privacy of a walled-in estate. Your lavish escape awaits.

Quiet luxury on Siesta Key!

Relax at this 3BR/2.5BA Siesta Key home with a private saltwater pool and spa (optional heat $250/wk). Lush palms, a Weber gas grill, and a poolside patio make outdoor living easy. North end of the island: 5 minutes to Siesta Village, 7 to Siesta Beach, with quick on/off island access. Sleeps 8 w/ a king master suite, queen room, twin room, futon, and sofa bed. Smart lock self check-in, fast WiFi, 75-inch TV with all major streaming. City of Sarasota Vacation Rental Certificate VR22-00035

Siesta Key home 5 min from beach

Only 1 booking allowed in a 30 day period. You will be close to everything when you stay at this centrally-located house. It's a 2 min drive to Siesta Key village restaurants and shops. A 5 min drive or 20 min walk to the #1 beach in US. Stocked with beach chairs, umbrellas, cooler, and floats The pool area has a bbq, bar, TV and dining set for 8. There is a high chair, pack and play, puzzles, books and toys. There is a trolly stop around the corner. You will certainly enjoy your stay here!

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. *Brand new pool* VR24-00265

Lido Beach Dream

Bright and sunny updated beach home featuring wood beamed ceilings, new bamboo wood firs, with 3 bedrooms, 2 full baths, master with with en suite, 2 queen beds, 2 twin beds, open and airy kitchen w/ eating bar and table to seat 6 plus, new appliances, w/d, family room, huge year-round air-conditioned lanai, garage. golf, sailing, walking & bike trails. Walk to beach and St Armand's Circle, shops and restaurants. The Vacation Rental License number is 22-00005.

Casa de Zara| Downtown Sarasota- 5mi Lido Beach

Welcome to Casa de Zara! Immerse yourself in Sarasota history by staying in our quaint Adobe style home built in 1925 with a serene garden filled with plants and trees native to Florida. You will be 1 mile from Main St. and 4 miles to Lido Key. One block over you will find a fun filled park with tennis and pickle ball courts, a walking path and basketball courts. Less than a mile away is Bayfront Park which is perfect for watching sunsets!

Rosemary District Flat in Downtown Sarasota 2

Experience Sarasota like a local at Canvas RADD. Just minutes from downtown Sarasota, the Rosemary Art & Design District is a vibrant, up-and-coming neighborhood known for its creative energy. Once industrial, it now thrives with galleries, studios, murals, and an expanding mix of restaurants, cafés, and breweries. Walkable and central, it offers easy access to the bayfront and Sarasota’s beaches, all infused with creative energy.

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

Experience luxury at this newly remodeled home with a brand-new pool, spa, and putting green. Centrally-located near downtown Sarasota, Siesta Key, Lido Key beaches, and St. Armand’s Circle, it features a full kitchen, 3 king bedrooms, 3 full bathrooms, outdoor dining, high speed internet, a 75” outdoor TV, fire pit, and EV charger. Pet-friendly with a fenced yard, pet crate, bowls & treats. License # VR24-00208

Sun Coast Oasis-Heated Pool-Pool Table-Arcade

Welcome to Sun Coast Oasis, a family-friendly Sarasota retreat designed for fun and relaxation. Enjoy a private heated pool, spacious game room, pool table lounge, outdoor hammocks, BBQ area, and a dedicated kids’ room. Perfect for families and groups looking to unwind and make lasting memories. Just 8 minutes from Siesta Key Beach and a short drive to Sarasota’s best dining, shopping, and attractions.