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Guest Houses in Osprey

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Featured Guest Houses in Osprey

Estimated price for 1 night / 2 adults
Lido Beach  Corner of Beach and St. Armand Circle B
Lido Beach Corner of Beach and St. Armand Circle B
222 John Ringling Blvd, B, Sarasota, FL

Lido Beach Corner of Beach and St. Armand Circle B: Romantic guesthouse with WiFi and parking. Located by the ocean.

No reviews
Lido Beach Corner of Beach and St. Armand Circle B
Short walk to beach/restaurants from this charming newly constructed guest house
Short walk to beach/restaurants from this charming newly constructed guest house
7245 Midnight Pass Rd, Guest House, Siesta Key, FL

Short Walk to Beach/restaurants From This Charming Newly Constructed Guest House: Guesthouse with WiFi and parking. Located by the sea.

No reviews
Short walk to beach/restaurants from this charming newly constructed guest house
Upscale Oasis IN Sarasota! - NEW Construction
Upscale Oasis IN Sarasota! - NEW Construction
2390 Bahia Vista Street, Sarasota, FL

Upscale Oasis IN Sarasota! - NEW Construction: Guesthouse with parking and TVs. Located in the city centre.

No reviews
Upscale Oasis IN Sarasota! - NEW Construction
Adorable 1920s Cottage in a Lush Tropical Wooded Setting!
Adorable 1920s Cottage in a Lush Tropical Wooded Setting!
3231 Gocio Rd Extention, Sarasota, FL
The price is AU$217 per night

Adorable 1920s Cottage in a Lush Tropical Wooded Setting!: Guesthouse with WiFi and parking.

No reviews
Adorable 1920s Cottage in a Lush Tropical Wooded Setting!
Lido Beach Vacation on Corner Beach and St. Armand Circle C
Lido Beach Vacation on Corner Beach and St. Armand Circle C
222 John Ringling Blvd, C, Sarasota, FL

Lido Beach Vacation on Corner Beach and St. Armand Circle C: Romantic guesthouse with WiFi and parking. Located on the waterfront.

No reviews
Lido Beach Vacation on Corner Beach and St. Armand Circle C
Newly Built Guest House
Newly Built Guest House
2112 McIntosh Rd, Sarasota, FL

Newly Built Guest House: Romantic guesthouse with WiFi and parking.

No reviews
Newly Built Guest House
Lido Beach Walk! One Block to Beach, Easy 10 min Stroll to St Armand's Circle
Lido Beach Walk! One Block to Beach, Easy 10 min Stroll to St Armand's Circle
147 Garfield Dr, Sarasota, FL

Lido Beach Walk! One Block to Beach, Easy 10 min Stroll to St Armand's Circle: Pet-friendly guesthouse with parking and a garden.

No reviews
Lido Beach Walk! One Block to Beach, Easy 10 min Stroll to St Armand's Circle
1 Bedroom, 1 Bath Guesthouse Suite With Private Entrance
1 Bedroom, 1 Bath Guesthouse Suite With Private Entrance
344 Lantana Ave, Sarasota, FL

1 Bedroom, 1 Bath Guesthouse Suite With Private Entrance: Historic guesthouse with parking and TVs.

No reviews
1 Bedroom, 1 Bath Guesthouse Suite With Private Entrance
Gulf Coast Holiday Homes Englewood
Gulf Coast Holiday Homes Englewood
North Indiana Av, TMI Real Estate Co, & Rentals - 650, Sarasota, Florida

Gulf Coast Holiday Homes Englewood: Guesthouse with parking and TVs.

No reviews
Gulf Coast Holiday Homes Englewood
Adorable 1 Bedroom, 1 Bath guesthouse < 1block to Lido Beach
Adorable 1 Bedroom, 1 Bath guesthouse < 1block to Lido Beach
226 Garfield Dr, Sarasota, FL

Adorable 1 Bedroom, 1 Bath guesthouse < 1block to Lido Beach : Guesthouse with parking and a garden. Guests give the walkability a thumbs up.

No reviews
Adorable 1 Bedroom, 1 Bath guesthouse < 1block to Lido Beach
Bright king size guest suite 10min walk to Siesta Beach
Bright king size guest suite 10min walk to Siesta Beach
Sarasota, FL

Bright King Size Guest Suite 10min Walk to Siesta Beach: Guesthouse with parking and patios.

No reviews
Bright king size guest suite 10min walk to Siesta Beach

Guest Houses in Osprey

When it comes to holidays, we know you like to keep it interesting. You’ve done the fancy 5-star hotel stay, and you’ve hostel-hopped along the coast. Cosy cabin? Darling B&B? Check and check. You even camped in the wilderness for two weeks without running water, but we know you don’t like to talk about that trip. Think you’ve seen it all? Not so fast. If you haven’t stayed at a guest house in Osprey, you’re seriously missing out.

Guesthouses in Osprey take it up a notch. Forget being a tourist. When you stay at a guest house, you’ll earn your local stripes in no time. Get to know the neighbours, whip up some breakfast in your private kitchen, and stake out the local pub. No doubt you’ll fool everyone into thinking you’re a native. Once you step into your guest house, it’ll feel like your own. Go on, make yourself at home. Turn on the telly and put up your feet. Have a question or need recommendations? No worries; the property owner is usually just a stone’s throw away. Being an honorary local never felt so good!

To make it easier on you, Wotif has a whole selection of guest houses in Osprey and awesome deals. Score a guest house with us today, and get ready to live like a local, at least until you head back home.

Top Trending Hotels in Osprey

Estimated price for 1 night / 2 adults
Bentley's Boutique Hotel, BW Premier Collection
Bentley's Boutique Hotel, BW Premier Collection
3.5 out of 5
1660 South Tamiami Trail, Osprey, FL
The price is AU$111 per night

Situated in the historical district, this resort is 0.3 mi (0.5 km) from Oscar Scherer State Park, and within 3 mi (5 km) of Turtle Beach and Nokomis Beach. ...

5/5Exceptional! (1 review)
Bentley's Boutique Hotel, BW Premier Collection
Virage Hotel
Virage Hotel
3 out of 5
1650 South Tamiami Trail, Osprey, FL
The price is AU$122 per night

Situated in Osprey, this hotel is 0.3 mi (0.6 km) from Oscar Scherer State Park and within 3 miles (5 km) of Turtle Beach and Nokomis Beach. Historic Spanish ...

No reviews
Virage Hotel
337 COMFY  COZY PLACE
337 COMFY COZY PLACE
337 Bay Vista Ave, Osprey, FL
The price is AU$234 per night

Located in Bay Acres, this holiday home is 0.9 mi (1.5 km) from Historic Spanish Point and within 3 miles (5 km) of Turtle Beach and Nokomis Beach. Oscar Scherer ...

No reviews
337 COMFY COZY PLACE

Travel to Osprey & explore

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