Check rooms and rates
Check rooms and rates
exclusive online offers!
Destination
Check-in
Select date
Check-out
Select date
Rooms and Guests
2Guests1room
Check rooms and rates
exclusive online offers!
Destination
Check-in
Select date
Check-out
Select date
Rooms and Guests
2Guests1room
View map
Check rooms and rates
exclusive online offers!
Destination
Check-in
Select date
Check-out
Select date
Rooms and Guests
2Guests1room

51 vacation apartment rentals in Osprey, Florida

Search the best hotels and places to stay in Osprey

Filter by
Sort by
  • Sort by
  • Pricefrom low to highfrom high to low
  • Popularityfrom low to highfrom high to low
  • Guest ratingfrom low to highfrom high to low
Applied filters
Apartments ×
Similar properties near Osprey
Flip Flop Cottages Siesta KeyApartment8254 Midnight Pass Road, Siesta Key, United States, 34242View on map
3.0 mi from Osprey3.0 mi from City Center
Overlooking the sea, this villa has a private bathroom and a sunbathing terrace, a picnic area and a swimming pool.
  • The apartment has
    • Free Wi-Fi in rooms
    +1
  • The apartment has
    • Kitchen
    • Microwave
    • Refrigerator
    • Cooking hob
    • Cookware/ Kitchen utensils
    +5
Price fromUS$ 184per nightSelect
Not available
The Inn At Turtle Beach Siesta KeyApartment9004 Midnight Pass Road, Siesta Key, United States, 34242View on map
2.1 mi from Osprey2.1 mi from City Center
Located in Siesta Key district, this romantic venue features a sunny patio with an outdoor pool.
  • The apartment has
    • On-site car park
    +1
  • The apartment has
    • Cookware/ Kitchen utensils
    +1
Price fromUS$ 240per nightSelect
Not available
Timberwoods Vacation VillasApartment8378 South Tamiami Trail, Sarasota, United States, 34238View on map
2.9 mi from Osprey2.9 mi from City Center
The budget hotel is located in a resort area with quick access to TNT Freedom Fishing Charters.
9.0
Perfect6 reviews
Price fromUS$ 168per nightSelect
Not available
Bianco Sands By Beachside ManagementApartment1126 Point Of Rocks Road, Siesta Key, United States, 34242View on map
4.3 mi from Osprey4.3 mi from City Center
Located within 22 km from Longboat Key, the apartment provides a kitchen, an outdoor pool and a sunny patio.
Price fromUS$ 196per nightSelect
Not available
Casey Key RetreatApartment217 Casey Key Road, Nokomis, United States, 34275View on map
4.9 mi from Osprey4.9 mi from City Center
Offering a kitchen with a microwave, a dishwasher and a toaster, the venue is located 30 minutes' walking distance from the center of Nokomis.
Price fromUS$ 199per nightSelect
Not available
Timberwoods Vacation Villas SarasotaApartment8388 South Tamiami Trail #297, Sarasota, United States, FL 34238View on map
2.9 mi from Osprey2.9 mi from City Center
Located less than 13 km from Sarasota City, this venue features a balcony and a fully equipped kitchen.
Price fromUS$ 123per nightSelect
Not available
Lj'S Cottages By Beachside ManagementApartment1021 Point Of Rocks Road, Siesta Key, United States, FL 34242View on map
4.4 mi from Osprey4.4 mi from City Center
Situated 30 km from Bradenton Beach, the apartment features a patio with an outdoor pool.
Price fromUS$ 178per nightSelect
Not available
Parkdale Home Four Bedroom HomeApartment312 Parkdale Dr., Venice, United States, 34285View on map
6.8 mi from Osprey6.8 mi from City Center
Located in the beach area of Venice, the villa comprises 4 bedrooms and a kitchen for guests' convenience.
Price fromUS$ 296per nightSelect
Not available
Updated Apartment Walking Distance To Venice BeachApartmentVenice, FL, 34285, Venice, United States, 34285View on map
6.9 mi from Osprey6.9 mi from City Center
This property near Epiphany Cathedral consists of 2 bedrooms, 1 bathrooms and a fully furnished kitchen for up to 6 guests.
Select
Not available
Beach Residences On Siesta Aka The HyattApartment915 Sea Side Drive Apt 310, Siesta Key, United States, 34242View on map
4.5 mi from Osprey4.5 mi from City Center
Located in Siesta Key, and a short stroll from Siesta Key Marina, this venue includes a fully-fitted kitchen with a microwave, coffee/tea makers and a washing machine, as well as 3 bathrooms.
Price fromUS$ 786per nightSelect
Not available
Sandy Cabana One Of The Cottages On The KeyApartment1104 Crescent St., Siesta Key, United States, 34242View on map
4.3 mi from Osprey4.3 mi from City Center
Featuring a terrace and 3 bedrooms, the property is set close to Christopher Wheeler Park.
Price fromUS$ 374per nightSelect
Not available
New-Casey Key Apt W/Patio & Bbq - 1 Block To BeachApartmentNokomis, FL, 34275, Nokomis, United States, 34275View on map
4.0 mi from Osprey4.0 mi from City Center
The accommodation consists of a full kitchen, 2 bedrooms and is situated near Siesta Key Tennis.
Price fromUS$ 205per nightSelect
Not available
Siesta Palms By The BeachApartment1017 Point Of Rocks Rd, Siesta Key, United States, 34242View on map
4.4 mi from Osprey4.4 mi from City Center
Set in Siesta Key, this 8-room property is an ideal base for visits to Siesta Key Sports Fishing Charters.
Price fromUS$ 249per nightSelect
Not available
Casita Morning Star One Of The Cottages On The KeyApartment6920 Midnight Pass Rd., Siesta Key, United States, 34242View on map
4.3 mi from Osprey4.3 mi from City Center
Located 22 km from Longboat Key, this villa features a private pool and is equipped with a kitchen.
Price fromUS$ 359per nightSelect
Not available
Casa Junonia One Of The Cottages On The KeyApartment1032 Point Of Rocks, Sarasota, United States, 34242View on map
4.4 mi from Osprey4.4 mi from City Center
Located within a stroll from a beach, this property features a terrace and a private swimming pool.
Price fromUS$ 389per nightSelect
Not available
Honey Mango Cabana One Of The Cottages On The KeyApartment1144 Crescent St., Siesta Key, United States, 34242View on map
4.3 mi from Osprey4.3 mi from City Center
Offering a full kitchen equipped with a microwave, a dishwasher and kitchenware, this villa is set near Siesta Key Bike and Kayak.
Price fromUS$ 206per nightSelect
Not available
Seahorse Cabana One Of The Cottages On The KeyApartment1106 Crescent St., Siesta Key, United States, 34242View on map
4.3 mi from Osprey4.3 mi from City Center
Featuring a fully-fitted kitchen along with 2 bathrooms, this villa is set in Siesta Key district.
Price fromUS$ 259per nightSelect
Not available
Crescent Cottage One Of The Cottages On The KeyApartment1034 Crescent St., Siesta Key, United States, 34242View on map
4.3 mi from Osprey4.3 mi from City Center
Located 22 km from Longboat Key, this villa features a private pool and is equipped with a kitchen.
Price fromUS$ 387per nightSelect
Not available
Juicy Mango Cabana One Of The Cottages On The KeyApartment1144 Crescent St, Siesta Key, United States, 34242View on map
4.3 mi from Osprey4.3 mi from City Center
Featuring a terrace and 2 bedrooms, the property is set close to Siesta Key Sports Fishing Charters.
Price fromUS$ 193per nightSelect
Not available
The Solaster One Of The Cottages On The KeyApartment6920 Midnight Pass Rd., Sarasota, United States, 34242View on map
4.3 mi from Osprey4.3 mi from City Center
Set 4 km from Siesta Key, this 6-bedroom property boasts a private pool.
Price fromUS$ 550per nightSelect
Not available
The Abalone One Of The Cottages On The KeyApartment1032 34 Point Of Rocks, Sarasota, United States, 34242View on map
4.4 mi from Osprey4.4 mi from City Center
Situated in proximity to CB's Saltwater Outfitters, the villa has a private pool and balcony with views of the beach.
Price fromUS$ 904per nightSelect
Not available
Bay Tree Club A407 GulfsideApartment8630 Midnight Pass Rd Unit 407 , Siesta Key, United States, 34242View on map
2.6 mi from Osprey2.6 mi from City Center
Select
Not available
L' Pavia 2 Bedrooms Sleeps 8 Private 1 Car Garage Heated Pool WifiApartment4204 L Pavia Blvd, Venice, United States, 34292View on map
8.4 mi from Osprey8.4 mi from City Center
Set 6 km from Brohard Paw Park, this 2-bedroom property boasts a heated pool.
Select
Not available
San Marco 611, Gulf Views, 2 Bedrooms, 6Th Floor, Heated Pool, Sleeps 4Apartment1255 Tarpon Center Drive, Venice, United States, 34285View on map
6.3 mi from Osprey6.3 mi from City Center
This 2-bedroom property includes a heated swimming pool, and lies in proximity to Venice Fishing Pier.
Select
Not available
Unique 2Nd Story Venice Beach Apt W/ Balcony!ApartmentVenice, FL, 34285, Venice, United States, 34285View on map
6.9 mi from Osprey6.9 mi from City Center
The accommodation consists of a fully-fitted kitchen, 1 bedrooms and is situated near Service Club Park.
Select
Not available
Vista Hermosa 189, Wireless Internet, 2 Bedrooms, Pool, Sleeps 6Apartment189 Vista Hermosa Circle, Sarasota, United States, 34242View on map
4.4 mi from Osprey4.4 mi from City Center
Price fromUS$ 220per nightSelect
Not available
Bay Tree Club 106, 2 Heated Pools, 2 Bedrooms, Spa, Wifi, Sleeps 6Apartment8630 Midnight Pass Rd, Siesta Key, United States, 34242View on map
2.6 mi from Osprey2.6 mi from City Center
Select
Not available
Moorings Unit 13Apartment9070 Midnight Pass Rd, Unit 13 , Siesta Key, United States, 34242View on map
2.0 mi from Osprey2.0 mi from City Center
Select
Not available
1012 Point Of Rocks Road-Next To The Beach And Pet Friendly!Apartment1012 Point Of Rocks Rd , Siesta Key, United States, 34242View on map
4.4 mi from Osprey4.4 mi from City Center
Select
Not available
Fisherman'S Cove -A207-Full Gulf Front!Apartment8900 Blind Pass Rd # A207 , Siesta Key, United States, 34242View on map
2.0 mi from Osprey2.0 mi from City Center
Select
Not available
1010 Point Of Rocks Road-Pet Friendly By The Beach!Apartment1010 Point Of Rocks Rd , Siesta Key, United States, 34242View on map
4.4 mi from Osprey4.4 mi from City Center
Select
Not available
Playa Y Blanca One Of The Cottages On The KeyApartment1139 Sun And Sea Dr., Siesta Key, United States, 34242View on map
4.6 mi from Osprey4.6 mi from City Center
Featuring a terrace along with 4 bedrooms, this villa is set 6 km from Sarasota Square.
Price fromUS$ 385per nightSelect
Not available
Timberwood 33Apartment, Vamo, United States, 34241View on map
3.0 mi from Osprey3.0 mi from City Center
The apartment is located 8 miles from Pinelands Reserve and comes with a fully furnished kitchen and an private bathroom.
Select
Not available
Nokomis 01 HomeApartment, Nokomis, United States, 34275View on map
4.5 mi from Osprey4.5 mi from City Center
Offering a private pool, the accommodation lies 15 km from Siesta Key.
Price fromUS$ 157per nightSelect
Not available
1012 Point Of Rocks Road Next To The Beach And Pet Friendly 3 Bedroom AptsApartment1012 Point Of Rocks Rd, Siesta Key, United States, 34242View on map
4.4 mi from Osprey4.4 mi from City Center
Boasting a patio, this 3-bedroom apartment is located a short distance from Siesta Key Sports Fishing Charters and Siesta Key Sports Fishing Charters.
Price fromUS$ 319per nightSelect
Not available
1010 Point Of Rocks Road Pet Friendly By The Beach 2 Bedroom AptsApartment1010 Point Of Rocks Rd, Siesta Key, United States, 34242View on map
4.4 mi from Osprey4.4 mi from City Center
Staying in this 2-bedroom apartment, nestled near Sunshine & Sand Hidden Treasures, guests can enjoy a patio to relax after a busy day.
Price fromUS$ 287per nightSelect
Not available
Sea Esta On Shakett CreekApartment, Nokomis, United States, 34275View on map
5.5 mi from Osprey5.5 mi from City Center
Situated 21 km from Sarasota Square, this venue features a private swimming pool.
Select
Not available
Nokomis 02 4 Bedroom HomeApartment329 Sunrise Dr, Nokomis, United States, 34275View on map
6.2 mi from Osprey6.2 mi from City Center
Situated 18 km from Siesta Key, this venue features a private pool.
Price fromUS$ 494per nightSelect
Not available
Villa Cascada One Of The Cottages On The KeyApartment1127 Crescent St., Siesta Key, United States, 34242View on map
4.3 mi from Osprey4.3 mi from City Center
Located 6 km from Sarasota Square, this villa features a private pool and is equipped with a kitchen.
Price fromUS$ 413per nightSelect
Not available
Hibiscus Villa One Of The Cottages On The KeyApartment1129 Crescent St., Siesta Key, United States, 34242View on map
4.3 mi from Osprey4.3 mi from City Center
Sarasota Square is 6 km from this villa that offers 2 bedrooms along with a fully-fitted kitchen.
Price fromUS$ 206per nightSelect
Not available
Casita Mar One Of The Cottages On The KeyApartment1137 Sun N Sea Dr., Sarasota, United States, 34242View on map
4.6 mi from Osprey4.6 mi from City Center
Placed just off Siesta Spirits, this well-equipped villa features 2 bedrooms and a kitchen with a microwave oven, a dishwasher and a toaster.
Price fromUS$ 401per nightSelect
Not available
The Conch One Of The Cottages On The KeyApartment1036 38 Point Of Rocks, Sarasota, United States, 34242View on map
4.4 mi from Osprey4.4 mi from City Center
Set 16 km from John and Mable Ringling Museum, this accommodation features a private swimming pool and a terrace.
Price fromUS$ 1 571per nightSelect
Not available
Casa Eulimia One Of The Cottages On The KeyApartment1038 Point Of Rocks, Sarasota, United States, 34242View on map
4.4 mi from Osprey4.4 mi from City Center
Set 3.8 km from Siesta Key, this villa has 4 bedrooms, 3 bathrooms and a balcony with barbecue.
Price fromUS$ 439per nightSelect
Not available
Mango Manor One Of The Cottages On The KeyApartment1144 Crescent Street, Siesta Key, United States, 34242View on map
4.3 mi from Osprey4.3 mi from City Center
Set 6 km from Sarasota Square, this accommodation features a private pool and a terrace.
Price fromUS$ 393per nightSelect
Not available
Sandy Seahorse Cottage One Of The Cottages On The KeyApartment1104 Crescent St, Siesta Key, United States, 34242View on map
4.3 mi from Osprey4.3 mi from City Center
Set 6 km from Sarasota Square, this 6-bedroom property boasts a private pool.
Price fromUS$ 578per nightSelect
Not available
The Nautilus One Of The Cottages On The KeyApartment1028 30 Point Of Rocks, Sarasota, United States, 34242View on map
4.4 mi from Osprey4.4 mi from City Center
Set 16 km from John and Mable Ringling Museum, this villa has 8 bedrooms, 6 bathrooms and the balcony with barbeque.
Price fromUS$ 899per nightSelect
Not available
Casita Sol One Of The Cottages On The KeyApartment1137 Sun N Sea Dr., Sarasota, United States, 34242View on map
4.6 mi from Osprey4.6 mi from City Center
Featuring a terrace along with 2 bedrooms, this villa is set 16 km from Sarasota National Cemetery.
Price fromUS$ 362per nightSelect
Not available
Casa Coquina One Of The Cottages On The KeyApartment1038 Point Of Rocks, Sarasota, United States, 34242View on map
4.4 mi from Osprey4.4 mi from City Center
Situated 3.8 km from Siesta Key, this venue features a private pool.
Price fromUS$ 424per nightSelect
Not available
Serenity Cottage One Of The Cottages On The KeyApartment1028 Crescent St., Siesta Key, United States, 34242View on map
4.3 mi from Osprey4.3 mi from City Center
Set 22 km from Longboat Key, this accommodation features a private swimming pool and a terrace.
Price fromUS$ 285per nightSelect
Not available
Casa Antilles One Of The Cottages On The KeyApartment1036 Point Of Rocks, Sarasota, United States, 34242View on map
4.4 mi from Osprey4.4 mi from City Center
Located 15 km from Sarasota National Cemetery, this villa features a private swimming pool and is equipped with a kitchen.
Price fromUS$ 363per nightSelect
Not available
Casa Stolida One Of The Cottages On The KeyApartment1030 Point Of Rocks, Sarasota, United States, 34242View on map
4.4 mi from Osprey4.4 mi from City Center
This 4-bedroom property includes a private pool, and lies in proximity to Silver City Sarasota.
Price fromUS$ 345per nightSelect
Not available

Filtering results

Please wait...

51 hotels found