Search Best Hotels in Osprey

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 6.8 mi (10.9 km) from Venice Beach and 17.5 mi (28.1 km) from Lido Beach. Enjoy recreation amenities such as an outdoor pool or take in the view from a terrace. Additional amenities at this hotel include complimentary wireless internet access, a picnic area, and a banquet hall. You can enjoy a meal at the restaurant serving the guests of Casey Key Resorts - Mainland, or stop in at the snack bar/deli. Relax with your favorite drink at the bar/lounge or the poolside bar. Full breakfasts are available daily from 7:00 AM to 11:00 AM for a fee. Featured amenities include a business center, express check-out, and complimentary newspapers in the lobby. This hotel has 4 meeting rooms available for events. Free self parking is available onsite. Make yourself at home in one of the 145 air-conditioned rooms featuring iPod docking stations and flat-screen televisions. Your room comes with a pillowtop bed. Complimentary wireless internet access is available to keep you connected. Bathrooms have showers and hair dryers.

Step inside and feel instantly at home in a space that effortlessly blends warmth, comfort, and style. Though the home is cozy, it’s overflowing with charm and character, making every corner feel inviting and uniquely delightful. Each room is thoughtfully curated with plush linens and inviting touches, ensuring a serene and restful night’s sleep. Extra pillows and cozy accents make it easy to sink in, unwind, and recharge after a day of adventure.The heart of the home is the kitchen, a modern haven for culinary inspiration. Fully stocked with premium appliances, cookware, and everything you need—from your morning coffee ritual to a gourmet dinner—preparing meals becomes a delight.Embrace the sun, sand, and surf! The cottage comes equipped with beach chairs, towels, and all the essentials for a perfect day by the water. Just grab your gear and let the beach adventures begin.We’ve anticipated every detail to make your stay effortless and enjoyable. From luxurious toiletries and plush towels to all the everyday essentials, every convenience is at your fingertips. Whether you’re here for a quick getaway or an extended retreat, comfort and ease are always part of the experience.About pets:Pets allowed: dogs and cats less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Look no further than this private guesthouse that is a great retreat for the family. Enjoy the pool, hot tub on a nice warm day. Go swing the tennis racket on the private courts. Or take a quick drive to Nokomis Beach to lay out, catch some rays, or enjoy the water. This 3 bedroom private guesthouse will be perfect for the family vacation. Enjoy the newly renovated home with custom kitchen, waterfall showers, high speed internet and a private balcony. You will not want to miss this! About pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 10:30 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Have fun with the whole family at this brand new, modern private free standing guest house. Full bedroom with king size bed, with a finished loft including a queen bed. There’s also a queen pull out sofa in the living area. Enjoy your privately fenced backyard with a hot tub and putting green. About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Sparkling pool view, tennis courts, and ample open space on Blackburn Bay. 2 Oversized Master EnSuite with King sized bed, walk in closet, and private access to enlarged screened patio. Dedicated garage parking space in building with direct access to elevators. Enjoy exquisite finishes in this tastefully renovated condominium. Large Enjoy sunsets every night on the screened in Balcony. There is no better peaceful quiet location to spend the season in style.About pets:Pets allowed: less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 10:30 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:30 PM.About smoking:Smoking is not permitted.About events:No events allowed.

Escape to our relaxing 2-bedroom home in Osprey, Florida, just minutes from the stunning beaches of the Gulf of Mexico, pristine golf courses and MLB spring training. This peaceful retreat sleeps up to 7 adults and offers a perfect blend of comfort & convenience. The master bedroom features a queen bed and the second bedroom has a bunkbed sleep system with a queen mattress on bottom and twin mattress elevated above. There is also an office with a daybed & trundle for additional sleeping space.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 23.About events:No events allowed.

Relax at this peaceful place to stay. The little heated pool is a big hit, outdoor kitchen and lanai is a great hang, Take a kayak to the beach bar, take a bike ride down the beautiful neighborhood or go to the beach Nokomis 5 min away siesta 15 min away. Breweries, grocery stores and Oscar Scherer park all nearby. Lots of space and fast wifi. Plenty of space for a big group to spread out. 2 master bedrooms both go out to the pool deck. We want to make this the best trip you ever have!About pets:Pets allowed: dogs and cats less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

While staying here, you will be able to walk over to Casey Key by crossing the romantic swing bridge each morning. Take in the view and sightings of pelicans, dolphins, and mullets jumping in the intercostal. You can walk over to the famous Casey Key Fish House or Deep Lagoon Seafood Restaurant. Rent a waterski jet, kayak, SUP or hire a water taxi and explore the beautiful intercostal waterways. Sit in the balcony or take a short drive down to the Nokomis Beach and North Jetty to catch a techno color sunset. Amenities include heated swimming pool, two hot tubs, outdoor shower, kayak launch, picnic area with gas grill, gym, sauna, and clubhouse with a pool table. Located right across from the Blackburn Point Park. Come and experience this paradise!About pets:No pets allowed.About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 23.About events:No events allowed.

Located in Siesta Key, Turtle Beach Resort is by the ocean, a 1-minute drive from Turtle Beach and 6 minutes from Siesta Key Marina. This hotel is 3.3 mi (5.4 km) from Siesta Key Beach and 9 mi (14.5 km) from Marie Selby Botanical Gardens. Take advantage of recreation opportunities such as an outdoor pool or take in the view from a terrace and a garden. This hotel also features complimentary wireless internet access, concierge services, and a picnic area. The complimentary beach shuttle makes getting to the surf and sand a breeze. Featured amenities include express check-out, luggage storage, and laundry facilities. Limited parking is available onsite. Make yourself at home in one of the 12 individually decorated guestrooms, featuring kitchens with refrigerators and stovetops. Rooms have private furnished patios. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include separate sitting areas and microwaves, and housekeeping is provided on a limited basis.

When you stay at Siesta Heron Suites & Villas in Siesta Key, you'll be on the waterfront, within a 5-minute drive of Turtle Beach and Crescent Beach. This vacation home is 2.3 mi (3.7 km) from Siesta Key Beach and 11.3 mi (18.3 km) from St. Armands Circle. Enjoy recreation amenities such as an outdoor pool or take in the view from a garden. Additional features at this vacation home include complimentary wireless internet access and barbecue grills. Free self parking is available onsite. Make yourself at home in one of the 7 air-conditioned rooms featuring kitchens with full-sized refrigerators/freezers and ovens. 39-inch flat-screen televisions with digital programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include microwaves and coffee/tea makers, and housekeeping is provided on request.