Holiday rentals 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!

Lido Beach Dream

Bright and sunny updated beach home featuring wood beamed ceilings, new bamboo wood firs, with 3 bedrooms, 2 full baths, king in primary with with en suite, second bedroom with queen and bedroom with 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, restaurants. The Vacation Rental License number is 22-00005.

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

Private Heated Pool Retreat for Two Families

🌴 Welcome to your private Sarasota escape - designed for easy, extended stays, where two families can relax together around a private heated pool. With generous living spaces and thoughtful touches throughout, the home balances comfort and connection. Located minutes from Siesta Key, Lido Beach, and downtown Sarasota, and within walking distance of a park with playground, public pool, courts, fitness areas, and scenic trails. Relaxed, comfortable, and ideal for memorable family getaways.

St. Armands Circle Vintage Beach Bungalow

Escape to this luxury 2BD/2BA coastal retreat tucked in the heart of iconic St. Armands Circle, minutes from Lido Beach's pristine Gulf sands. A sun-filled open layout blends boutique beach-chic style with modern comfort: chef's kitchen, cozy living area, private garage, laundry, and two beautifully appointed bedrooms. Enjoy complimentary bikes & beach gear, an EV charger, and easy strolls to St. Armands' boutiques, waterfront dining, and beaches, then unwind on your shaded private patio.

Siesta Key Paradise - Golf Cart Included

Unwind at this remodeled 3-bedroom, 3.5-bath retreat. Step through the tropical courtyard and into a bright, inviting home featuring a spacious living room, and fully equipped kitchen with a bar. Enjoy two screened porches with outdoor seating, fire up the grill, or take a dip in the private pool. The bedrooms are designed for comfort with two king beds and one queen. With everything you need for cooking and relaxing, this home is the perfect setting for your next getaway.

Siesta Key Beach & Village 2BR/2BA Steps to Beach

This charming tropical 1,320 sq.ft. 2 bedroom 2 bath home is located in the heart of Siesta Key Village. You will be within a 2 minute walk to Siesta Key Beach and Siesta Village. With a beach house décor and equipped with 3 smart TVs, WIFI, cable, refrigerator, microwave, W/D, grill, beach chairs, toys for the kids, beach wagon, 1 queen bed, 2 twin beds and sleeper queen sofa. This private beach home has everything you need for a beach vacation. Local ownership.

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!

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.