
Vacation rentals in Bird Key
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Top-rated vacation rentals in Bird Key
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.
5.0 out of 5 average rating, 12 reviews
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!
4.88 out of 5 average rating, 243 reviews
Updated Ranch Near Beaches/Downtown - Pet Friendly
Updated cozy home with all new furnishings and appliances. 2 bedrooms 1 bathroom with an eat-in kitchen, sun room, and comfy living room. Stream shows or work virtually with our high-speed Wi-Fi. Grab the provided beach chairs, umbrella, and cooler to enjoy Lido or Siesta Key Beaches, both within a short drive. Wind down & grab drinks/dinner in downtown Sarasota or relax in the fully fenced private backyard. Enjoy several nearby golf courses, or catch Orioles spring training at Ed Smith Stadium
4.95 out of 5 average rating, 195 reviews
Mid-Century Modern Beach Getaway
Heart of Southside Village 10 minutes from #1 beach in the USA, Siesta Key. Five-minute drive to downtown Sarasota, 10 minutes to St. Armand Circle, Lido & Longboat Key. Enjoy this peaceful space within walking distance to shopping, restaurants & groceries. Charming private guest house offers a queen bed, sitting chairs, table, dresser, large ensuite bathroom with a walk-in shower & private outdoor sunny space and patio. Use the grill to cook your next meal. It's the perfect couple's getaway!
4.99 out of 5 average rating, 250 reviews
Siesta Breeze ~ Charming Coastal Cottage
Message me for 🔥🔥 last minute deals!! 5 miles from Siesta Beach, named No 1 Beach in the US, No 4 in the World by Tripadvisor; close enough to feel the sea breeze:) You will have 2 bathrooms, 2 bedrooms with queen beds and a flex room with a futon and work area, for 3 private sleeping areas. You will be located in the heart of Sarasota, with restaurants and grocers within a mile or two. The kitchen is fully equipped and the yard fully fenced. The host is conveniently located next door.
4.99 out of 5 average rating, 145 reviews
The Oxford Loft
Welcome to The Oxford Loft, the most centrally located Airbnb in Sarasota! Just steps away from the best restaurants, bars, boutiques, theaters, and waterfront views! This thoughtfully curated loft features high ceilings, designer furnishings, and a great main room. Whether you’re here for the beaches, nightlife, business, or a weekend getaway, The Oxford Loft offers the perfect balance of style, comfort, and walkable convenience. Relax. Explore. Indulge. Your Sarasota stay starts here!
5.0 out of 5 average rating, 10 reviews
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
4.95 out of 5 average rating, 199 reviews
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.
4.95 out of 5 average rating, 63 reviews
Graceful Getaway
Welcome to our Graceful Getaway Poolside Studio nestled in the heart of sunny Sarasota! We have a beautiful pool, hot tub, and lounge area.(Shared pool) This cozy retreat offers comfort and convenience for couples or solo travelers seeking a relaxing getaway. You will be greeted by a bright and airy space with cheerful decor and vibrant accents! The open floor plan creates a sense of spaciousness, while large windows flood the room with natural light, providing an inviting atmosphere!
4.98 out of 5 average rating, 116 reviews
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!
4.95 out of 5 average rating, 120 reviews
Studio Minutes to Siesta key, Lido Key, and SMH!
Enjoy sunny Sarasota, FL in our studio apartment. Located between Siesta Key and Lido Key. You can walk to Southside Village, Sarasota Memorial Hospital (SMH) and Arlington Park. Enjoy the beautiful neighborhood and easy access to Legacy Trail. Approximate driving times to popular local destinations: Siesta Key - 10 minutes Lido Key - 14 minutes SRQ airport - 15 minutes St Armands - 10 minutes Downtown - 7 minutes
4.96 out of 5 average rating, 249 reviews
Central Downtown Apartment with Pool and Gym
Stay in the heart of downtown in this stylish 2 bed, 2 bath apartment. Enjoy a bright open layout, fully equipped kitchen, cozy living area, and two comfortable bedrooms including a private primary suite. Building amenities include a sparkling pool with games and fully equipped gym. Walk to top restaurants, shops, and nightlife. Perfect for business trips or weekend getaways!
4.88 out of 5 average rating, 210 reviewsPopular amenities for Bird Key vacation rentals
Other great vacation rentals in Bird Key

Sun Coast Oasis-Heated Pool-Pool Table-Arcade
5.0 out of 5 average rating, 10 reviews
Lido Key Casita w Pool Steps to the Beach
4.84 out of 5 average rating, 87 reviews
Siesta Key home 5 min from beach
4.95 out of 5 average rating, 59 reviews
St. Armands Circle Vintage Beach Bungalow
5.0 out of 5 average rating, 14 reviews
The Ringling House | Pool, Pickleball & Beach
5.0 out of 5 average rating, 19 reviews
Steps to Siesta Key Beach! Sunset Balcony Views!
5.0 out of 5 average rating, 15 reviews
Hidden Gem in Downtown Sarasota
4.97 out of 5 average rating, 34 reviews
Siesta Key Hidden Beach Sandbar #1
5.0 out of 5 average rating, 6 reviewsDestinations to explore
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