House in Siesta Beach
4 guests · 1 bedroom · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area
About this house rental
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
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
Amenities at Walk to the Beach | Osprey Villa | Siesta Key
Non-smoking
Pets allowed
Family friendly
Map of Siesta Beach
Ratings and reviews
8 / 10Excellent·Nov 2025
Great location - right near the beach and town. Everything we wanted to do was within a couple minute walking distance. Property is spacious for two people, simple layout and the bed was comfortable. Highly recommend for parties of two. It was mostly clean as well, but there were a few things we noticed during our stay that we didn’t love. Multiple plates and utensils were clearly not clean, as they had hardened bits of food stuck to them (presumably because there’s no dishwasher so whomever hand washed them just didn’t do a thorough enough job). This wasn’t a big deal as we ended up just buying paper plates and plastic utensils from the grocery store in town for the few quick meals we ate at the property. Some of the white shower towels also had some less than pleasant looking stains on them.
8 / 10Excellent·Oct 2025
The room was very clean and close to everything. We had to buy toilet paper and Kleenex as there wasn’t enough for the room. Enjoyed our stay
10 / 10Outstanding·Oct 2025
This place was incredible! We stayed 3 nights. Very clean! Pool was great, and the beautiful beach was about a 3 min walk. All of the bars/ restaurants were maybe a 3-4 min walk. We had a great time. We brought our own beach cruisers which was nice too. We will definitely come back!
10 / 10Outstanding·Sep 2025
Nice clean and a short walk to everything!
$$$$
Top rated by guests
10Outstanding
(19 Ratings)
"This place was incredible! We stayed 3 nights. Very clean! Pool was great, and the beautiful beach was about a 3 min walk. All of the bars/ restaurants were maybe a 3-4 min walk. We had a great time. ..."
Verified guestDon't miss out! Price and availability may change
