B&B and Vacation Rentals
B&B and Vacation Rentals
B&B and Vacation Rentals
Choose the right place for you

FACILITIES

  • Wi-Fi
  • Non Smoking Only
  • Pets Allowed

REVIEWS

  • 9+ Exceptional
  • 8+ Fabulous
  • 7+ Very Good

DISTANCE FROM CENTRE

  • Less than 1 km
  • Less than 3 km
  • 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

  • Hidden Paradise Among Tropical Landscape on Lakefront Property on Siesta Key

    • 4 Guests · 1Bedroom
    12.1 Exceptional (110)
    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. Looking to enjoy an event ...
  • Bayfront Beauty

    • Hotel
    5.3 Pleasant (6)
    With a stay at Bayfront Beauty in Nokomis, you'll be within a 15-minute drive of Siesta Key Beach and Venice Beach. This guesthouse is 15.9 mi (25.6 km) from St. Armands Circle and 17.7 mi (28.4 km) ...
  • Bay Tree Beach Side

    • Hotel
    9.8 Exceptional (28)
    With a stay at this condo in Siesta Key, you'll be on the beach, within a 10-minute drive of Siesta Key Beach and Turtle Beach. This upscale condo is 11.8 mi (19.1 km) from St. Armands Circle and 14.5 ...
  • 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 11.7 mi (18.8 km) from Venice Beach ...
  • Sunrise Cove - Siesta Key Large 3 BR/2 BA, Beautiful Water Views and Beach

    • 6 Guests · 3Bedrooms
    9.8 Exceptional (12)
    Located in Siesta Key, this condo is on the waterfront. The area's natural beauty can be seen at Siesta Key Beach and Lido Beach. Jim Neville Marine Preserve and Coconuts Family Entertainment Center are ...
  • Yellow Pine Villa

    • 4 Guests · 0Bedroom
    Situated in Sarasota, 15 km from Marina Jack Restaurant and Marina and 16 km from Sarasota County Visitor Information Center and History Museum, Yellow Pine Villa offers air conditioning. ...
  • Yellow Pine Duplex Close to Pool & Tennis

    • 4 Guests · 0Bedroom
    Located in Sarasota, 15 km from Marina Jack Restaurant and Marina and 16 km from Sarasota County Visitor Information Center and History Museum, Yellow Pine Duplex Close to Pool & Tennis offers air conditioning. ...
  • Island Reef Bayside With Private Beach

    • Hotel
    With a stay at this condo in Siesta Key, you'll be on the beach, within a 10-minute drive of Siesta Key Beach and Turtle Beach. This condo is 12 mi (19.3 km) from St. Armands Circle and 14.6 mi (23.4 ...
  • Sarasota Stoneybrook Golf Condo near Siesta Key

    • 6 Guests · 0Bedroom
    9.4 Exceptional (6)
    Located near the beach, this condo is 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 Venice ...
  • Lovely 2 bed 2 bath condo with spectacular sunsets from the pier

    • 5 Guests · 2Bedrooms
    10 Exceptional (7)
    Located in Osprey, 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 Venice Beach. Nancy's Consignments and ...
  • Fisherman's Cove 50ft from the Gulf of Mexico Amazing View

    • 6 Guests · 2Bedrooms
    This condo is located in Siesta Key. Shoppers can check out St. Armands Circle, while everyone can enjoy the natural beauty of Siesta Key Beach and Lido Beach. Looking to enjoy an event or a game while ...
  • Romantic comfort from - B303, 3rd Floor and Gulf View, Free Boat Docks & WiFi

    • 4 Guests · 1Bedroom
    12.5 Exceptional (45)
    Located in Siesta Key, this condo is on the beach. Shoppers can check out St. Armands Circle, while everyone can enjoy the natural beauty of Siesta Key Beach and Lido Beach. Looking to enjoy an event or ...
  • Unit 101a - walkout beachfront corner unit has the best Location on Siesta Key

    • 6 Guests · 2Bedrooms
    10 Exceptional (88)
    Located in Siesta Key, this condo is on the beach. 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 ...
  • Welcome To Our 2B/2B Beach Getaway That Is A Home Away From Home! B109

    • 6 Guests · 2Bedrooms
    12.8 Exceptional (195)
    Located in Siesta Key, this condo is on the beach. Shoppers can check out St. Armands Circle, while everyone can enjoy the natural beauty of Siesta Key Beach and Lido Beach. Looking to enjoy an event or ...
  • Step Out Of Our 2nd Floor Condo And Step Right Onto The Beach B208

    • 6 Guests · 2Bedrooms
    13.3 Exceptional (165)
    Located in Siesta Key, this condo is on the beach. Shoppers can check out St. Armands Circle, while everyone can enjoy the natural beauty of Siesta Key Beach and Lido Beach. Looking to enjoy an event or ...
  • 2 bedroom condo in osprey

    • 6 Guests · 1Bedroom
    13.3 Exceptional (3)
    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 ...
  • Siesta Key Bungalow - Hibiscus - Queen unit at a Waterfront with Pool, on Heron Lagoon!

    • 3 Guests · 1Bedroom
    10 Exceptional (47)
    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. Looking to enjoy an event ...
  • Newly Furn. Resort style gated community with Large Pool, 1st level no stairs.

    • 4 Guests · 2Bedrooms
    13.3 Exceptional (3)
    Located near the beach, this condo is 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 Lido Beach. ...
  • 2/2 condo on siesta keys turtle beach with boat dock. sat to sat rentals

    • 6 Guests · 2Bedrooms
    10 Exceptional (7)
    Located in Siesta Key, this condo is in the city center and on the beach. Shoppers can check out St. Armands Circle, while everyone can enjoy the natural beauty of Siesta Key Beach and Lido Beach. Jim ...
  • Bayfront resort Condo, walk to Turtle Beach

    • 4 Guests · 1Bedroom
    10 Exceptional (2)
    Located in Siesta Key, this condo is near theme parks and on the waterfront. Shoppers can check out St. Armands Circle, while everyone can enjoy the natural beauty of Siesta Key Beach and Lido Beach. Traveling ...

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

  • Close To Gulf, beautifully remodeled.

    • 4 Guests · 1Bedroom
    10 Exceptional (40)
    Located in Nokomis, this guesthouse is in the city center and on the waterfront. The area's natural beauty can be seen at Venice Beach and Siesta Key Beach. Nancy's Consignments and Jim Neville Marine ...
  • Guest House Next to Marina, Private Beach Access, Onsite Kayaks, Golf Cart

    • 4 Guests · 1Bedroom
    9.3 Exceptional (42)
    Located in Nokomis, this guesthouse is on the waterfront. Shoppers can check out St. Armands Circle, while everyone can enjoy the natural beauty of Venice Beach and Siesta Key Beach. Traveling with kids? ...
  • 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. The area's natural beauty can be seen at Siesta Key Beach and Lido Beach. Jim Neville Marine Preserve and Coconuts Family ...
  • 1200 Tree Bay

    • Hotel
    With a stay at this villa in Siesta Key, you'll be within a 10-minute drive of Siesta Key Beach and Turtle Beach. This villa is 12.1 mi (19.4 km) from St. Armands Circle and 13.8 mi (22.2 km) from Lido ...

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?

  • Farmstays in Osprey
    Farmstays in Osprey
  • Hotels in Osprey
    Hotels in Osprey

Hotels in Osprey, our top selection just for you

Are you looking for hotels in Osprey? Here is a selection of the best hotels in Osprey

  • Casey Key Resorts - Mainland

    • Hotel
    10.9 Exceptional (2934)
    Situated in Osprey, 27 km from The John and Mable Ringling Museum of Art, Casey Key Resorts - Mainland features accommodation with an outdoor swimming pool, free private parking, a restaurant and a bar. ...
  • Turtle Beach Resort and Inn

    • Hotel
    11.2 Exceptional (754)
    Located in Siesta Key, Turtle Beach Resort and Inn is by the ocean, a 1-minute drive from Turtle Beach and 6 minutes from Siesta Key Marina. This spa hotel is 3.3 mi (5.4 km) from Siesta Key Beach and ...
  • Turtle Beach Resort

    • Hotel
    8.5 Fabulous (80)
    The 4-star Turtle Beach Resort offers comfort and convenience whether you're on business or holiday in Siesta Key (FL). The property features a wide range of facilities to make your stay a pleasant experience. ...
  • Virage Hotel

    • Hotel
    With a stay at Virage Hotel in Osprey, you'll be a 4-minute drive from Turtle Beach and 7 minutes from Nokomis Beach. This hotel is 7.3 mi (11.7 km) from Venice Beach and 8.6 mi (13.8 km) from Siesta ...
  • Island Reef A101

    • Hotel
    Located within 500 metres of Turtle Beach and 21 km of John and Mable Ringling Museum of Art, Island Reef A101 features rooms in Sarasota. ...
  • Timberwoods Retreat

    • Hotel
    Timberwoods Retreat is situated in Sarasota, within 15 km of Marina Jack Restaurant and Marina and 16 km of Sarasota County Visitor Information Center and History Museum. ...
  • Siesta Key Bungalow - Inn

    • Hotel
    Located in Sarasota, within 2.3 km of Crescent Beach and 20 km of John and Mable Ringling Museum of Art, Siesta Key Bungalow - Inn provides accommodation with a restaurant and a garden, and free WiFi throughout ...
  • Siesta Key Bungalow - 3BR Lagoon-Front

    • Hotel
    Located in Sarasota, within 2.3 km of Crescent Beach and 20 km of John and Mable Ringling Museum of Art, Siesta Key Bungalow - 3BR Lagoon-Front provides accommodation with a restaurant and a garden, and ...
  • Sarasota County Condo 1003

    • Hotel
    On-site accessible self parking, Wheelchair accessible, Free Wi-Fi in all rooms!, Internet, Spa, Spa/sauna, Hot water linen and laundry washing, Kitchen, Contactless check-in/out, Elevator, Ironing ...

The best hotels with swimming pool in Osprey

Book your relaxing holiday, by choosing the best deals at hotels with swimming pools in Osprey

  • Casey Key Resorts - Mainland

    • Hotel
    10.9 Exceptional (2934)
    Situated in Osprey, 27 km from The John and Mable Ringling Museum of Art, Casey Key Resorts - Mainland features accommodation with an outdoor swimming pool, free private parking, a restaurant and a bar. ...
  • Turtle Beach Resort and Inn

    • Hotel
    11.2 Exceptional (754)
    Located in Siesta Key, Turtle Beach Resort and Inn is by the ocean, a 1-minute drive from Turtle Beach and 6 minutes from Siesta Key Marina. This spa hotel is 3.3 mi (5.4 km) from Siesta Key Beach and ...
  • Turtle Beach Resort

    • Hotel
    8.5 Fabulous (80)
    The 4-star Turtle Beach Resort offers comfort and convenience whether you're on business or holiday in Siesta Key (FL). The property features a wide range of facilities to make your stay a pleasant experience. ...
  • Virage Hotel

    • Hotel
    With a stay at Virage Hotel in Osprey, you'll be a 4-minute drive from Turtle Beach and 7 minutes from Nokomis Beach. This hotel is 7.3 mi (11.7 km) from Venice Beach and 8.6 mi (13.8 km) from Siesta ...
  • Island Reef A101

    • Hotel
    Located within 500 metres of Turtle Beach and 21 km of John and Mable Ringling Museum of Art, Island Reef A101 features rooms in Sarasota. ...
  • Timberwoods Retreat

    • Hotel
    Timberwoods Retreat is situated in Sarasota, within 15 km of Marina Jack Restaurant and Marina and 16 km of Sarasota County Visitor Information Center and History Museum. ...
  • Siesta Key Bungalow - Inn

    • Hotel
    Located in Sarasota, within 2.3 km of Crescent Beach and 20 km of John and Mable Ringling Museum of Art, Siesta Key Bungalow - Inn provides accommodation with a restaurant and a garden, and free WiFi throughout ...
  • Siesta Key Bungalow - 3BR Lagoon-Front

    • Hotel
    Located in Sarasota, within 2.3 km of Crescent Beach and 20 km of John and Mable Ringling Museum of Art, Siesta Key Bungalow - 3BR Lagoon-Front provides accommodation with a restaurant and a garden, and ...
  • Sarasota County Condo 1003

    • Hotel
    On-site accessible self parking, Wheelchair accessible, Free Wi-Fi in all rooms!, Internet, Spa, Spa/sauna, Hot water linen and laundry washing, Kitchen, Contactless check-in/out, Elevator, Ironing ...