Holiday rentals with a patio in Osprey

Venice Beach Villa/walk to beach/swimspa-pool

Location, Location! Have fun with family and friends at this stylish villa. Beautiful set up and spacious outdoor area with grill and pool with a river jet, spa jets and option of heating. Located very close to the beach (10 min walk, 3 min bike ride and 2 min car ride), less than 2 mile to downtown Venice for restaurants and shopping and less than 1 mile to the famous Sharky’s on the pier. 2 bedroom/2 bath with open concept, private lanai and centrally located. Perfect for memorable get aways.

Charming Florida Cottage - Kayaks Included

Welcome to the Spanish Point Cottage! Our Old Florida style cottage is conveniently located within steps of some of Sarasota's most historic sites making it the ideal place to experience true Florida. Enjoy exploring Historic Spanish Point, kayaking to a secluded beach, walking to Historic Bay Preserve, watching the sunset over the Bay, fishing at Osprey Fishing Pier, walking to dinner all from your well appointed and peaceful oasis. There is no better place to experience true Florida living!

Sarasota Summer Beach Bliss!

Welcome to our serene haven in the heart of Sarasota, Florida! Our spacious 3 bed, 2-bath home offers the perfect blend of comfort, convenience, and style. Set in a tranquil neighborhood, this retreat is an ideal destination for families, groups, or couples seeking a memorable vacation in beautiful Sarasota. We are excited to welcome you to our serene Sarasota haven, where comfort and convenience await. Book your stay today and create unforgettable memories in this idyllic Florida destination!

🌺 Stunning 2 Br/2 Ba Pool Home Near Beaches

Welcome to your home away from home. This inviting, happy home is spacious, bright, comfortable, and situated in a quiet neighborhood - conveniently located to 3 nearby beaches and the historic downtown Venice. The home is newly renovated with an open floor plan and private pool. The master bedroom and en-suite has a king-sized bed. Second bedroom offers your choice of bed configuration with the option for two XL twin beds which can be pushed together to create the equivalent of a king-sz bed.

Lovely 2-Bedroom Condo, 7 min from Siesta Beach

Welcome to our beautiful condo, which is located just 4 miles to Siesta Key! Enjoy Vamo Park, just steps from our door, where you can launch a kayak or paddle board. Fishing is also allowed from this location. There are also picnic tables at the park where you can enjoy sunset. Our condo is fully equipped with all the necessary things you need. Beach chairs, shops, theaters, gyms, and the legacy trail, Sarasota Sharks Inc. Plus more. These are just a few of the things available in the area.

Sarasota vacation Home!

Welcome to our new coastal retreat between Siesta Key Beach and Nokomis Beach. Enjoy quick access to Costco, Walmart, Publix, and restaurants within 5 min. Sarasota downtown is just 15 min away. Launch your boat 2.5 miles from here. Inside, find modern comforts and vacation vibes. Relax in stylish living spaces, cook in the well-equipped kitchen, and sleep soundly in comfy bedrooms. Enjoy outdoor dining and lush surroundings. High-speed Wi-Fi included! Book now for an unforgettable getaway

Private Coastal Getaway - Your Home Away from Home

Enjoy privacy, luxury, and comfort in this 2-bed, 1-bath coastal guesthouse, perfect for business trips or extended stays. Accommodating up to 4 guests, it features a leather Reclining Sectional, two Queen Beds with storage, and a Private Outdoor Space with seating and a Blackstone grill. Located in Osprey, FL, you're ideally situated between Siesta Key, Nokomis, and Venice beaches—just minutes from sand and sun! Set down your bags and grab complimentary beach chairs, umbrella, and cooler!

Pineapple and Palms

This beautiful home is located in the best neighborhood in Nokomis with a fishing hole and 2 kayak launches into the bay! The attached guest house offers its own entrance, driveway and fenced yard located less than 1 mile to Nokomis Beach and Casey Key and 2 miles to Venice Island. Includes everything you need to relax in Paradise! Coffee on the porch, kids or dogs safe in the fenced yard. Kayaking, walks, serene biking on Legacy trail. That's Life here, come join!

Great location! Updated & loaded with all you need

Looking for great location for vacation…This coastal 2 BR/2 Bath remodeled home is located in a great neighborhood and close to everything that you would want to explore. Within minutes of Siesta Key, Casey Key, Venice Beach and famous Shark Tooth Caspersen Beach. Only an hour from Tampa, within minutes of all the amenities and shopping you could want. After a day of fun, return to a cozy, clean and comfortable home where you can relax and unwind.

Family and Dog Friendly Home, Monthly available

Have your best Gulf vacation at the beautiful beach town of Venice. Our newly renovated 2 BD, 2 BR home is in a quiet neighborhood, less than 5 miles to Venice Beach, downtown. Close to dinning, biking, hiking, etc. Home is equipped with beach items (towels, umbrella, chairs, cooler) baby, kids and dog items. Enjoy your evening BBQs in our fully fenced backyard! *Please read our pet policy at the end of listing!!!*Well water on the property.

Charming Osprey Home

Your family will be close to everything when you stay in this centrally located, single-story duplex unit. Designed for families, small groups, or traveling professionals. This unit is fully furnished with all the necessities you need to make your stay relaxing and enjoyable, and some nice-to-haves, including Netflix and complimentary coffee.

Sea Turtle Cottage

🌴☀ Bright + beachy 2 bed, 2 bath retreat w/ modern comforts. Relax on the backyard deck + enjoy grill, patio dining + outdoor games. 🚲🛶 Bikes + kayaks included, kayak ramp just 5 min away! On-site laundry. Close to Nokomis Beach, Casey Key, historic downtown Venice, Legacy Trail + Waterford Golf Club—all within 10 min! 🏖️⛳