Holiday homes by the sea in Osprey
Choose the right place for you
FACILITIES
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Wi-Fi
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Non Smoking Only
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Pets Allowed
REVIEWS
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9+ Exceptional
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8+ Fabulous
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7+ Very Good
DISTANCE FROM CENTRE
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Less than 1 km
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Less than 3 km
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Less than 5 km
Holiday rental deals in Osprey
We have selected the best holiday accommodation by the sea in Osprey. Bluepillow allows you to save money, by finding the best rates on the main vacation rental websites in Osprey
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Osprey - United States
Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key
- 4 Guests 1Bedroom
9 Exceptional (75)Located in Siesta Key, this condo is on the waterfront. Shoppers can check out St. Armands Circle, while everyone can enjoy the natural beauty of Siesta Key Beach and Lido Beach. Jim Neville Marine Preserve ...Check Availability -
Osprey - United States
Bayfront Beauty
- Hotel
4 Pleasant (6)With a stay at Bayfront Beauty in Nokomis, you'll be within a 15-minute drive of Siesta Key Beach and Turtle Beach. This guesthouse is 0.4 mi (0.6 km) from Nokomis Beach and 8.2 mi (13.2 km) from Venice ...Check Availability -
Osprey - United States
Siesta Key Beach Front condo, Sunsets and sand 1st floor
- 6 Guests 2Bedrooms
9.8 Exceptional (198)This apartment is located in Siesta Key. While the natural beauty of Siesta Key Beach and Turtle Beach can be enjoyed by anyone, those looking for an activity can check out Marina Jack.
Coconuts Family ...Check Availability -
Osprey - United States
Siesta Key Beach Front Condos -A104, Free boat docks & WiFi
- 6 Guests 2Bedrooms
9.8 Exceptional (33)Located in Siesta Key, this condo is on the beach. Ca’ d’Zan and Venice Theater are local landmarks, and some of the area's attractions include Jim Neville Marine Preserve and Evie's Golf Center. Looking ...Check Availability -
Osprey - United States
Exquisitely renovated with direct Gulf front access on First floor – Free Boat Docks & WiFi
- 6 Guests 2Bedrooms
9.2 Exceptional (14)Located in Siesta Key, this condo is on the beach. While the natural beauty of Siesta Key Beach and Turtle Beach can be enjoyed by anyone, those looking for an activity can check out Marina Jack.
Looking ...Check Availability -
Osprey - United States
WINTER SPECIAL NOW!!! Fully furnished, Pool and Jacuzzi, FreeWiFi, BookNow!!!!!
- 4 Guests 1Bedroom
10 Exceptional (4)This condo is located in Palmer Ranch, a neighborhood in Sarasota. Shoppers can check out St. Armands Circle, while everyone can enjoy the natural beauty of Siesta Key Beach and Crescent Beach. Consider ...Check Availability -
Osprey - United States
Beautiful Stoneybrook Golf Course Condo! Veranda Greens - Overlooks 16th green
- 5 Guests 2Bedrooms
10 Exceptional (2)This condo is located in Palmer Ranch, a neighborhood in Sarasota. While the natural beauty of Siesta Key Beach and Nokomis Beach can be enjoyed by anyone, those looking for an activity can check out Marina ...Check Availability -
Osprey - United States
Siesta Key Beach Front condo on Turtle Beach, 2nd floor
- 6 Guests 2Bedrooms
9.6 Exceptional (195)This apartment is located in Siesta Key. While the natural beauty of Siesta Key Beach and Turtle Beach can be enjoyed by anyone, those looking for an activity can check out Marina Jack.
Looking to ...Check Availability -
Osprey - United States
Gulf Front Millionarie's Retreat with Boat Dock & WiFi
- 6 Guests 2Bedrooms
9.8 Exceptional (16)Located in Siesta Key, this condo is on the beach. While the natural beauty of Siesta Key Beach and Turtle Beach can be enjoyed by anyone, those looking for an activity can check out Marina Jack.
Coconuts ...Check Availability -
Osprey - United States
Siesta Key Charming Condo that Offers So Much and is So Affordable
- 4 Guests 1Bedroom
10 Exceptional (2)Located in Siesta Key, this condo is on the waterfront. While the natural beauty of Siesta Key Beach and Turtle Beach can be enjoyed by anyone, those looking for an activity can check out Marina Jack. ...Check Availability -
Osprey - United States
Beachfront - Two Bedroom Condo at Fisherman's Cove - Free Boat Docks
- 6 Guests 2Bedrooms
9.6 Exceptional (30)This condo is located on the beach and in a walkable area with great shopping. While the natural beauty of Siesta Key Beach and Turtle Beach can be enjoyed by anyone, those looking for an activity can ...Check Availability -
Osprey - United States
Unit 101a - walkout beachfront corner unit has the best Location on Siesta Key
- 6 Guests 2Bedrooms
10 Exceptional (45)This condo is located on the beach and in a walkable area with good shopping. Point of Rocks and Siesta Key Marina are worth checking out if an activity is on the agenda, while those looking for area attractions ...Check Availability -
Osprey - United States
Welcome To Our 2B/2B Beach Getaway That Is A Home Away From Home! B109
- 6 Guests 2Bedrooms
9.7 Exceptional (186)Located in Siesta Key, this condo is on the beach. Ca’ d’Zan and Venice Theater are local landmarks, and some of the area's attractions include Jim Neville Marine Preserve and Coconuts Family Entertainment ...Check Availability -
Osprey - United States
Step Out Of Our 2nd Floor Condo And Step Right Onto The Beach B208
- 6 Guests 2Bedrooms
9.8 Exceptional (147)Located in Siesta Key, this condo is on the beach. Siesta Key Marina and Gulf Gate Golf Club are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Jim ...Check Availability -
Osprey - United States
SEASONAL SPECIAL!! Gorgeous Gulf and Pool View No Streets between you & the Gulf
- 3 Guests 0Bedroom
10 Exceptional (22)This condo is located in Siesta Key. While the natural beauty of Siesta Key Beach and Turtle Beach can be enjoyed by anyone, those looking for an activity can check out Marina Jack.
Coconuts Family ...Check Availability -
Osprey - United States
2 bedroom condo in osprey
- 6 Guests 1Bedroom
10 Exceptional (2)This condo is located in Osprey. Shoppers can check out St. Armands Circle, while everyone can enjoy the natural beauty of Siesta Key Beach and Venice Beach. Nancy's Consignments and Jim Neville Marine ...Check Availability -
Osprey - United States
Siesta Key Bungalow - Hibiscus - Queen unit at a Waterfront with Pool, on Siesta
- 3 Guests 1Bedroom
9.8 Exceptional (22)Located in Siesta Key, this apartment is near the beach. Shoppers can check out St. Armands Circle, while everyone can enjoy the natural beauty of Siesta Key Beach and Lido Beach. Consider Venice Train ...Check Availability -
Osprey - United States
Bay Tree Beach Side
- Hotel
9.4 Exceptional (12)When you stay at this condo in Siesta Key, you'll be on the beach, a 1-minute drive from Turtle Beach and 6 minutes from Siesta Key Beach. This 4-star condo is 10.9 mi (17.6 km) from Nokomis Beach and ...Check Availability -
Osprey - United States
Hickory on the Golf Course
- Hotel
With a stay at this condo in Sarasota (Palmer Ranch), you'll be within a 15-minute drive of Siesta Key Beach and Stoneybrook Golf & Country Club. This golf condo is 6.4 mi (10.3 km) from Nokomis Beach ...Check Availability -
Osprey - United States
Sunrise Cove - Siesta Key Large 3 BR/2 BA, Beautiful Water Views and Beach
- 6 Guests 3Bedrooms
9.8 Exceptional (9)Located in Siesta Key, this condo is on the waterfront. Historic Spanish Point and Ca’ d’Zan are local landmarks, and the area's natural beauty can be seen at Siesta Key Beach and Lido Beach. Looking to ...Check Availability
Bed and breakfast offers in Osprey by the sea
Are you looking for an accommodation in Osprey and do you want to save money? Choose from 4 Bed & Breakfasts in Osprey
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Osprey - United States
Sarasota Villa w/ Pool Access ~ 4 Mi to Beach!
- 3 Guests 1Bedroom
10 Exceptional (17)With a stay at this villa in Sarasota, you'll be within a 10-minute drive of Siesta Key Beach and Sarasota Square. This villa is 12.3 mi (19.7 km) from Lido Beach and 6 mi (9.6 km) from Nokomis Beach. ...Check Availability -
Osprey - United States
Private guesthouse near the beach
- 4 Guests 2Bedrooms
9.2 Exceptional (12)Located near the beach, this guesthouse is in Vamo, a neighborhood in Sarasota with good shopping. Shoppers can check out St. Armands Circle, while everyone can enjoy the natural beauty of Siesta Key Beach ...Check Availability -
Osprey - United States
Guest House Next to Marina, Private Beach Access, Onsite Kayaks, Golf Cart
- 4 Guests 1Bedroom
7.2 Very Good (35)Located in Nokomis, this guesthouse is on the waterfront. Venice Theater and Nontando are cultural highlights, and some of the area's attractions include Jim Neville Marine Preserve and Nancy's Consignments. ...Check Availability -
Osprey - United States
Remodeled Waterfront Cottage
- 6 Guests 2Bedrooms
Remodeled Waterfront Cottage is located in Osprey. Shoppers can check out St. Armands Circle, while everyone can enjoy the natural beauty of Siesta Key Beach and Venice Beach. Nancy's Consignments and ...Check Availability
Farmhouse or Hotel? Choose from the best offers
Choose the accommodation tailor-made for you for your next vacation: sleep in a farmhouse or sleep in a hotel?
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Farmstays in Osprey -
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Hotels in Osprey
Verified owners in Osprey
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Osprey - United States
Private Beach Access - Siesta Key 2 BD/2Bath Condo
- 3 Guests 2Bedrooms
Warm natural light fills this home making it the vacation oasis you have always dreamed about! With 2 bedrooms and 2 bathrooms, everyone has plenty of space to call their own on your tropical vacation. ...
