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Featured Cottages in Osprey

The Inn On Siesta Key

Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill

Country Cottage Home

Across The Street From #1 Beach

1 Bedroom Duplex On Intracoastal W/ Beach Access

Chic cottage, Vamo area, close to beaches, pet friendly, kayaks

2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill

Villa Mojito Dazzles

ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal

#4 Charming cottage across of warm mineral springs great for 2 person
Top trending hotels in Osprey

Tropical Beach Resorts
Osprey Cottages For Rent
Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Osprey that will make you feel like you’ve stepped inside your vacation dreams.
The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.
These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Osprey is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?
Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…
Osprey Cottages essential information
Accommodation | 313 Cottages |
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Lowest Price | CA $68 |
Highest Price | CA $431 |
Popular accommodation | The Inn On Siesta Key, Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi, Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village, Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill, Country Cottage Home, Across The Street From #1 Beach, 1 Bedroom Duplex On Intracoastal W/ Beach Access, Chic cottage, Vamo area, close to beaches, pet friendly, kayaks , 2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill, Villa Mojito Dazzles, ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal, #4 Charming cottage across of warm mineral springs great for 2 person |