
Holiday rentals in Bird Key
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Top-rated holiday 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
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.
4.97 out of 5 average rating, 104 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 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!
4.95 out of 5 average rating, 59 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
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.
5.0 out of 5 average rating, 14 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, 121 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, 251 reviews
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
5.0 out of 5 average rating, 110 reviewsPopular amenities for Bird Key holiday rentals
Other great holiday rentals in Bird Key

Siesta Key Paradise - Golf Cart Included
4.96 out of 5 average rating, 24 reviews
Coastal Studio, Walk to St Armand's or Lido Beach
4.96 out of 5 average rating, 25 reviews
Hidden Gem in Downtown Sarasota
4.97 out of 5 average rating, 34 reviews
Lautus Villa
4.92 out of 5 average rating, 12 reviews
Siesta Key Hidden Beach Sandbar #1
5.0 out of 5 average rating, 6 reviews
The Ringling House | Pool, Pickleball & Beach
5.0 out of 5 average rating, 19 reviews
Poolside Paradise • Spa & Firepit • Near Siesta
5.0 out of 5 average rating, 4 reviews
Siesta Key House, Pool & Hot Tub, 1 mile to beach
5.0 out of 5 average rating, 15 reviewsDestinations to explore
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Anna Maria Island Beach
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Turtle Beach
- Hard Rock Casino
- Caspersen Beach
- Vinoy Park
- Manasota Key Beach
- John's Pass
- Tropicana Field
- Englewood Beach
- Crescent Beach
- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Img Academy
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Cortez Beach
- Splash Harbour Water Park





