Holiday rentals in Casey Key

4/2.5 Oak Bahay, Heated Pool! 5min to Beach,4Acres

Welcome to Oak Bahay Ranch, our beautiful 4+ acre ranch home with pool! Enjoy the tranquility of this 4 bedroom/2.5 bathrooms with a pool (heated during winter). Bike or drive the quick 2.5 miles to Nokomis and Casey Key Beaches! Oak Bahay Ranch is a nature lover's paradise, close to Legacy Trail, Sarasota County's premier 20+ mile biking/walking trail. Oak Bahay Ranch is an easy drive to world famous Siesta Key Beach (15 mins), downtown Sarasota (20 mins), and downtown Venice (10 mins).

Family Beach Vibes, Walk to Beach, Dining & More

Two blocks to Nokomis Beach. Walk to waterfront dining, ice cream, and local shops without touching your car. This fully renovated 3BR/2BA home has everything your family needs for an easy beach trip. A private king suite with its own bath and entrance, two queen bedrooms, a fully stocked kitchen, and all the beach gear you could want (chairs, umbrellas, towels, wagon, even shark tooth kits for the kids). Fast WiFi, smart TVs, gas grill, outdoor shower, and washer/dryer. Just show up and relax.

Walk to Nokomis Beach • Canal Front • Sleeps 10

Gather your favorite people and settle into the kind of beach vacation everyone talks about long after it's over. This spacious 5-bedroom, 4-bath canal-front duplex sleeps 10 and is just a 10-minute walk to Nokomis Beach. Spend your chasing dolphins on the kayaks, relaxing on Casey Key, and exploring nearby waterfront restaurants before gathering for magical sunsets and late night conversations around the fire table. Designed for families and groups, it's the perfect Florida Gulf Coast getaway.

Top guest favourite

Guest favourite

Fishing Paradise by the Gulf! New Dock & Seawall

WALK to BEACH * BOAT to GULF! 3-bedroom, 2-bathroom, renovated home. New seawall, dock, 10K lift, snook light and cleaning table. Fully equipped kitchen, dining area, laundry room, 2 king beds, 4 twin beds, 2 full bathrooms, & outdoor hot shower. Smart TVs in living and main bedroom. Comfy seating & closet of books, games & puzzles. Covered porch with daybed, lounge chairs, grill, & al fresco dining. Adirondack chairs on dock. Fishing gear for dock; beach chairs/umbrellas/towels.

Cute Deluxe Beach Studio

This deluxe studio offers a small living room and a pretty bedroom separated by French doors for privacy. Located close to the heated pool and the beach it's the perfect place to relax and rejuvenate. Spend a lazy day on the beach or check out the lively North Jetty. Local restaurants are a short walk away or enjoy cooking a meal in your own kitchen. After a long day, the queen-sized bed offers a good night's sleep. A futon in the living room allows space for a 3rd guest.

Summer sunset. 3 minutes away from beach!

Welcome to your Summer Sunset Beach Retreat! It's a new property, just listed! Just a 3-minute drive to Nokomis Public, and very close to Shark Tooth Beach where to gather some shark tooths. Waterfront restaurants are just minutes away and Casey Key Gulf Club is too. The house offers the perfect blend of modern comfort. Fully equipped kitchen, Comfortable couches and beds. The clean, light, and airy atmosphere inside and beautiful surroundings outside make this stay perfect!

Private Beachfront Casey Key Cottage B

Experience Old Florida charm! This direct beachfront retreat offers stunning views of the aqua-blue Gulf of Mexico. Wake up to the sound of waves and enjoy year-round swimming in crystal-clear waters just steps from your door. The powdery sand invites pure relaxation. Inside, you'll find a spacious layout with two bedrooms, a full kitchen, living room, and washer/dryer. Unwind on the wraparound patio deck and soak in paradise. Book your beach escape today

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Guest favourite

Staycation Sanctuary

Our property is clean and welcoming. You can enjoy a relaxing, warm and peaceful getaway from the rest of the world just steps to the beach. This is the perfect "Old Florida-style" location to experience the comfort and hospitality you so deserve! Grab your bathing suit/flip flops and enjoy tranquillity of beach life, sunsets and lazy days of fishing and bird/dolphin/manatee watching and gathering sea shells-- all only 2 blocks away!

Bayview Oasis on Casey Key

Forget your worries in this spacious and serene space! Relax in a 3 bedroom 2 bath condo overlooking the canal. Sit outside in the screened in lanai outside your back door and enjoy the nature & boats or grab a fishing pole and fish off the docks. Only a short walk across the street to beautiful private Nokomis Beach. Amazing sunsets. Old Florida beach island still close to all the amenities you need for an amazing vacation!

Top guest favourite

Guest favourite

New Pool Tropical Waterfront Dock & Optional Boat

Located on a highly desirable street, the house is perched high above Curry Creek offering spectacular water views from every room. The property includes a boat ramp to avoid the public launch. Three kayaks (two tandems and one single). Two miles from Nokomis Beach and only half a mile from The Legacy Bike Trail. You can do so many fun things, or just have a drink on the dock and watch the manatees. Pet Friendly

Top guest favourite

Guest favourite

Casa del Sol II (Non-Smoking Property)

Spacious 3 bedroom 2 bath with 800 sq ft covered porch overlooking neighborhood. Carport under building for up to 4 cars. Private stairway entrance. Lots of sliding glass doors gives you a treehouse effect. All electric home powered by 120 solar panels. 4 minute walk to beautiful Nokomis Beach.

Private Beachside Kitchenette

14 room Beach Resort on beautiful Casey Key. This newly designed condo features memory foam beds, couch, safe, HDTV, WIFI, kitchenette & dinette, keurig coffee maker, quiet mini split ac/heat, walkin granite shower & is 25 steps to the sandy beach.