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

  • Siesta Key Gulf Front-2 BR-B103, Beautiful Sunsets + Water Views

    • 6 Guests · 2Bedrooms
    10 Exceptional (86)
    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 ...
  • Direct Gulf-Front Beach Condo - with Boat Dock on Intercoast

    • 6 Guests · 2Bedrooms
    9.8 Exceptional (18)
    Located in Siesta Key, this condo is near theme parks and on the beach. Sarasota Square and Westfield Sarasota Square are worth checking out if shopping is on the agenda, while those wishing to experience ...
  • Queen unit at a Waterfront with Pool, on Siesta Keys’ exclusive Heron Lagoon!

    • 3 Guests · 1Bedroom
    9.6 Exceptional (17)
    Located in Siesta Key, this apartment is near the beach. Nontando and Sarasota Opera House are cultural highlights, and some of the area's landmarks include Ca’ d’Zan and Powel Crosley Estate. Looking ...
  • 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 ...
  • SPRING SPECIAL NOW!!! Fully furnished, Pool and Jacuzzi, FreeWiFi, BookNow!!!!!

    • 4 Guests · 1Bedroom
    10 Exceptional (6)
    Located on a lake, this condo is in Palmer Ranch, a neighborhood in Sarasota with great shopping. Shoppers can check out St. Armands Circle, while everyone can enjoy the natural beauty of Siesta Key Beach ...
  • 2 bedroom condo in osprey

    • 6 Guests · 1Bedroom
    10 Exceptional (2)
    This condo is located in Osprey. While the natural beauty of Nokomis Beach and Turtle Beach can be enjoyed by anyone, those looking for an activity can check out Marina Jack.
    Coconuts Family Entertainment ...

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

  • 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 ...
  • Sarasota Villa w/ Pool Access ~ 4 Mi to Beach!

    • 3 Guests · 1Bedroom
    10 Exceptional (15)
    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. ...
  • Sunny Sarasota Villa w/ Lanai < 5 Mi to Beach

    • 3 Guests · 1Bedroom
    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 12.2 mi (19.7 km) from Lido Beach and 5.9 mi (9.6 km) from Nokomis Beach. ...
  • Guest House Next to Marina, Private Beach Access, Onsite Kayaks, Golf Cart

    • 4 Guests · 1Bedroom
    7.4 Very Good (32)
    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. ...

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

The best places to stay in Osprey

Book an apartment in Osprey and choose the right accommodation for your needs

  • Turtle Beach Resort and Inn

    • Hotel
    8.4 Fabulous (477)
    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 hotel is 3.7 mi (5.9 km) from Siesta Key Beach and 9 mi ...
  • Casey Key Resorts - Mainland

    • Hotel
    5 Pleasant (3050)
    With a stay at Casey Key Resorts - Mainland in Osprey, you'll be within a 15-minute drive of Siesta Key Beach and Turtle Beach. This hotel is 2.6 mi (4.1 km) from Nokomis Beach and 6.8 mi (10.9 km) from ...
  • Siesta Key Bungalows

    • Hotel
    8.6 Fabulous (245)
    One of our top picks in Siesta Key.Located in Sarasota, Florida, this resort features a heated outdoor swimming pool and direct access to Heron Lagoon. Free bicycle and kayak use is offered. A fully ...
  • 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. ...
  • 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. ...
  • 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. ...