Walk to the Beach | Osprey Villa | Siesta Key

Welcome to Osprey Villa — a coastal Florida gem steps from America`s #1 beach on Siesta Key. Named for the magnificent osprey that glides above these Gulf waters, this bright, blue-themed 1BR retreat is perfectly positioned for couples who want the beach, the Village, and the best of Siesta Key right outside their door.

Siesta Retreats: Osprey Villa — Your Coastal Florida Escape

The space
Osprey Villa sleeps up to 4 guests in a thoughtfully designed coastal-blue interior that reflects the shimmering Gulf just steps away. The bedroom is a calm, comfortable haven, and the fully equipped kitchen means you can enjoy a quiet breakfast before heading out to the beach. The space is ideal for couples or small groups looking for a private, relaxed base on one of Florida`s most beloved barrier islands.

Your Backyard: Siesta Key Step outside and you`re minutes from everything:

🏖️ 3-minute walk to Siesta Key Beach — soft white sand, clear turquoise water
🍹 3–4 minute walk to the Village — restaurants, bars, shops, live music
🚲 Flat, bike-friendly streets perfect for cruisers
🐬 Wildlife everywhere — ospreys, pelicans, dolphins, manatees

Property Highlights
- Shared pool on-site
- Air conditioning throughout
- Pet friendly
- Assigned off-street parking (1 space); limited guest overflow parking available

Why Osprey Villa At Siesta Retreats we`ve managed properties on Siesta Key for over 14 years. Osprey Villa is one of our most popular units for couples — private, well-located, and true to the natural Florida Gulf Coast character that keeps guests coming back year after year. The osprey is a hunter, a soarer, a creature perfectly suited to this coast — and we think your stay here will feel just as perfectly matched.

★☆ 𝗚𝘂𝗲𝘀𝘁 𝗔𝘁𝘁𝗿𝗮𝗰𝘁𝗶𝗼𝗻𝘀 𝗡𝗲𝗮𝗿𝗯𝘆 :
☀ Sarasota Beach: 3 min walk
☀ Siesta Key Craft Festival: 7 min walk
☀ Point of Rocks: 9 min drive
☀ Sunset Beach: 10 min walk
☀ Red Bug Slough Preserve: 15 min drive
☀ Saint Armonds Circle: 15 min drive
☀ Sarasota Art Museum: 15 min drive
☀ TPC Prestancia (Golf Club): 20 min drive
☀ Bayfront Park: 21 min drive
☀ Quick Point Nature Preserve: 19–24 min drive
☀ The John and Mable Ringling Museum of Art: 25 min drive
☀ Ted Sperling Park Nature Trail: 25 min drive
☀ South Lido County Park: 26 min drive
☀ Ca` d`Zan (Historical Museum): 27 min drive
☀ South Lido Key Beach Park on the Gulf: 28 min drive
☀ Manatee Village Historical Park: 39 min drive
☀ Palma Sola Botanical Park: 52 min drive

★☆ 𝗥𝗲𝘀𝘁𝗮𝘂𝗿𝗮𝗻𝘁𝘀 𝗡𝗲𝗮𝗿𝗯𝘆 :
☀ Gilligan`s Island Bar & Grill: 5 min walk
☀Summer House Restaurant: 5 min walk
☀ Lobster Pot Restaurant: 6 min walk
☀ Siesta Key Oyster Bar: 6 min walk
☀ The Cottage: 6 min walk
☀ Another Broken Egg Cafe: 7 min walk
☀ Sun Garden Cafe: 7 min walk
☀ The Old Salty Dog Siesta Key: 10 min walk
☀ Daiquiri Deck Siesta Key Village: 2 min drive
☀ Cafe Gabbiano: 2 min drive
☀ Clayton`s Siesta Grille: 8 min drive
☀ SPEARFISH GRILLE: 8 min drive
☀ The Toasted Yolk Cafe: 11 min drive
☀ Florence & The Spice Boys: 12 min drive
☀ Casa Masa - The Landings: 13 min drive

★☆ 𝗛𝗼𝘀𝗽𝗶𝘁𝗮𝗹𝘀 𝗡𝗲𝗮𝗿𝗯𝘆:
☀ Sarasota Memorial Hospital: 14 min drive
☀ Medical Center of Sarasota: 17 min drive
☀ HCA Florida Sarasota Doctors Hospital: 23 min drive

★☆ 𝗕𝘂𝘀 𝗦𝘁𝗼𝗽𝘀 𝗡𝗲𝗮𝗿𝗯𝘆:
☀ Beach Rd @ Calle De La Siesta: 3 min walk
☀ Ocean Blvd @ Calle Miramar NB: 4 min walk
☀ Ocean Blvd @ Canal Rd SB: 6 min walk
☀ Enjoy free rides to all major island attractions with two hop-on hop-off services: 77 Siesta Islander and Bay Runner Trolley.
☀ Travel easily with Breeze, the local bus service, connecting Downtown Sarasota and Siesta Key.

★☆ 𝗔𝗶𝗿𝗽𝗼𝗿𝘁𝘀 𝗡𝗲𝗮𝗿𝗯𝘆:
☀ Sarasota Bradenton International Airport: 26 min drive
☀ Venice Municipal Airport: 32 min drive
☀ Hidden River Airport-22FA: 47 min drive

★☆ 𝗨𝗽𝗰𝗼𝗺𝗶𝗻𝗴 𝗘𝘃𝗲𝗻𝘁𝘀 𝗶𝗻 𝗦𝗶𝗲𝘀𝘁𝗮 𝗞𝗲𝘆 𝗕𝗲𝗮𝗰𝗵:
☀ Sarasota Music Festival — June 1–13, 2026
☀ USRowing Youth National Championships — June 11–14, 2026
☀ Tasting the City - Sarasota Food Tasting Event — June 15, 2026
☀ Juneteenth Celebrations — June 19–20, 2026
☀ Downtown Venice Craft Festival — June 20–21, 2026