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Walk to the Beach | Osprey Villa | Siesta Key

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Siesta Key beach retreat with a mural-lined pool and pergola shade—styled for relaxed swims and laid-back coastal living.
Siesta Key beach bedroom featuring a bold yellow wall, tropical bedding, and beach-inspired art—crafted for cheerful rest and effortless seaside comfort.
Siesta Key coastal living room featuring a teal sofa, pink accent chairs, and blue kitchen backdrop—crafted for breezy comfort and effortless seaside style.
Siesta Key beach complex with lush landscaping, palms & blue charm—styled for breezy stays and relaxed coastal ease.
Siesta Key beach retreat kitchen with ocean-blue cabinets, modern stainless appliances, and a sunny sink view—styled for relaxed prep and laid-back coastal living.

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Steps from the shore
    Top-rated for its nearby beach, ideal for sunbathing and swimming.
  • Discover nearby landmarks
    Near Siesta Key Beach
1 bedroom1 bathroomSleeps 4

Popular amenities

  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue

Explore the area

View map
Sarasota, FL
  • Place, Siesta Key Beach
    ‪3 min walk‬
  • Place, Siesta Key Farmers Market
    ‪3 min walk‬
  • Place, Siesta Key Beach Playground
    ‪2 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪27 min drive‬

Rooms & beds

1 bedroom (sleeps 4)

Bedroom 1

1 Queen Bed

Common Spaces

1 Double Sofa Bed

1 bathroom

Bathroom 1

Spaces

Kitchen
Balcony

About this property

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

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 1998202vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts cash
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Siesta Key

Located near the beach, this holiday home is in Siesta Key Village, a neighbourhood in Siesta Key. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Looking to enjoy an event or a game while in town? See what's going on at Ed Smith Stadium, or consider a night out at Tarpon Bay Grill and Tiki Bar.
View more Holiday homes in Siesta KeyOpens in a new window
Map
Sarasota, FL

What's nearby

  • Siesta Key Beach - 3 min walk - 0.3 km
  • Siesta Key Farmers Market - 3 min walk - 0.3 km
  • St. Boniface Episcopal Church Labyrinth - 2 min drive - 2.0 km
  • Siesta Key Beach Playground - 2 min drive - 1.7 km
  • Irma Beach - 3 min drive - 2.1 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 23 min drive

Restaurants

  • ‪Siesta Beach Pavilion - ‬16 min walk
  • ‪Circle K - ‬7 min walk
  • ‪Siesta Key Snack Bar - ‬16 min walk
  • ‪Gilligan's Island Bar & Grill - ‬5 min walk
  • ‪Sun Garden Cafe - ‬6 min walk

Frequently asked questions

Is Walk to the Beach | Osprey Villa | Siesta Key pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Walk to the Beach | Osprey Villa | Siesta Key?

As of 27 June 2026, prices found for a 1-night stay for 2 adults at Walk to the Beach | Osprey Villa | Siesta Key on 31 July 2026 start from AU$512, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Walk to the Beach | Osprey Villa | Siesta Key?

On-site parking is available at the property.

What time is check-in at Walk to the Beach | Osprey Villa | Siesta Key?

Check-in begins at 4:00 PM.

What time is check-out at Walk to the Beach | Osprey Villa | Siesta Key?

Checkout is at 10:00 AM.

Where is Walk to the Beach | Osprey Villa | Siesta Key located?

Located in Siesta Key Village, this holiday home is within 1 mi (2 km) of Siesta Key Farmers Market and Siesta Key Beach. Crescent Beach is 2.6 mi (4.2 km) away.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 16 out of 19 reviews
Rating 8 - Good. 3 out of 19 reviews
Rating 6 - Okay. 0 out of 19 reviews
Rating 4 - Poor. 0 out of 19 reviews
Rating 2 - Terrible. 0 out of 19 reviews

9.8/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Barbara B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was very helpful. The apt was very comfy
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Ralph S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice clean and a short walk to everything!
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

carolyn c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Great location 💯 easy walk to the beach & great restaurants & pet friendly 😺
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Kristin H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend Getaway

From check in to comfort to location - everything was great! super cute property, great location within walking distance of downtown area. We had a wonderful time, would definitely stay there again
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Danielle G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location! Clean and nicely decorated. The property manager was very accommodating and easy to communicate with.
Stayed 3 nights in Aug 2025
Verified

8/10 Good

Kelly F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Stayed 4 nights in Oct 2025
Verified

10/10 Excellent

Dawne W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Exactly as advertised

Lovely property with great access to Siesta Key Village.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Natasha A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location Location..

Tucked away on a quiet street, it was a charming 1-bedroom apartment within a short walk to everything! We felt like it was our own little seaside secret. The space was thoughtfully decorated, cozy without being cramped. Perfect for our weekend get away
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Arthur M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

The place was very well updated. It’s not huge but the location is perfect close to the Main Street and easy walk to the beach but less traffic to deal with. Pool area was nice and overall had a great stay
Stayed 6 nights in Feb 2023
Response from VrboOwner on 1 Aug 2023
Arthur: We are so happy you enjoyed your stay, and thank you for choosing siesta-retreats.com
Verified

10/10 Excellent

Robert C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Getaway

Great location
Stayed 6 nights in Apr 2024
Verified

10/10 Excellent

Sam F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

"Fiji" - Siesta Key

My wife and I stayed here for just under a week and absolutely loved it. Property is true to description - unit has been recently renovated and has most everything you need to be comfortable for a short stay on Siesta Key. Location is perfect - truly 3 minute walks to beach access or the village.
Stayed 5 nights in Apr 2023
Response from VrboOwner on 1 Aug 2023
Thanks for staying with us! Hope to see you again soon! siesta-retreats.com
Verified

10/10 Excellent

Keith V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fiji Villa Siesta Key

Super clean. Very convenient to Siesta Key Village and Beach access 7. Had a great time!
Stayed 5 nights in Mar 2023
Response from VrboOwner on 1 Aug 2023
Thanks for the great review! and Thanks for staying with us! Hope to see you again soon! siesta-retreats.com
Verified

10/10 Excellent

Diane R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Siesta Key

We were the first guests at this property following the 2024 hurricanes. The unit is totally remodeled and very nice. Has a screened in porch and is right next to the pool. The location is great- literally 5 minutes to town and to the beach. The host was incredibly responsive to our requests, which were requests for a few items that had been overlooked with the remodel. I would definiteliy recommend this for 2 people (would be crowded with 4).
Stayed 8 nights in Jan 2025
Verified

8/10 Good

Connor E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 6 nights in Oct 2025
Verified

8/10 Good

Phyllis B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fiji room was clean and well equipped property close to everything

Quick walk to public access beach entry as well as many wonderful restaurants, grocery and shops. This place has a really nice pool too. Bathroom was small and could have used a shelf or something. 4 people would be tight in this place unless they were small kids. Should have supplied more bath and kitchen towels as we stayed 8 nights and two bath and one kitchen had to wash several times. But there is a washer!! Also, no temp control in main cooling system. But I was never uncomfortable. There is a small wall unit AC which we could run for additional cooling. Blower for AC in room is noisy but I had ear plugs that I def needed to use to sleep. Overall it’s a nice place esp for furbabies to stay, two entries with no steps. They were very happy with the porch, they don’t care for sun or water so they had everything they needed there. I did not notice a smoke detector which did concern me regardless of it being a block structure.
Stayed 8 nights in Apr 2025
Verified

10/10 Excellent

Joanne E.

Stayed 3 nights in Mar 2025
Verified

10/10 Excellent

robert v.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Julie C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Jul 2024

About the host

Hosted by Natty

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Premier Host

They consistently provide great experiences for their guests
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