Holiday rentals in Casey Key

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Top-rated holiday rentals in Casey Key

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Guest favourite
A spacious living area features a large sectional sofa adorned with colorful cushions. Natural light floods through large windows, illuminating the open floor plan. A staircase leads to a balcony, while a dining area can be seen in the background, complemented by vibrant patterned chairs.
Home in Nokomis
4.88 out of 5 average rating, 211 reviews

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).

Top guest favourite
An aerial view captures a waterfront property surrounded by tranquil blue waters. Lush greenery and palm trees frame the scene, while spacious homes line the coast, reflecting a serene coastal environment. A winding road leads into the property, showcasing the expansive lawn.
Apartment in Nokomis
5 out of 5 average rating, 46 reviews

Private Waterfront 2 Bedroom Condo

"Beach Water Front Condo" is located on Lyon’s Bay, in Nokomis, Florida. This two bedroom lower downstairs Condo unit is situated within a ten minute walk to Nokomis Beach on the Gulf of Mexico. Open kitchen fully equipped, Wi-Fi, Bedroom with King size bed, second bedroom has 2 bunk beds. A full bathroom with shower, and a half bath. Your stay comes with access kayaks and paddle boards, which can be launched from a floating dock. Also available for your use are beach chairs and coolers.

Superhost
A wooden deck overlooks the beachfront, featuring lounge chairs and a small table. The scene is set against a vibrant sunset sky with hues of pink and purple, while the Gulf of Mexico is visible in the background, bordered by lush greenery.
Cottage in Nokomis
4.73 out of 5 average rating, 26 reviews

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

Top guest favourite
A row of brightly colored Adirondack chairs is positioned on the sandy beach, facing the tranquil ocean. The hues include yellow, orange, green, blue, pink, and purple. A clear blue sky with soft clouds complements the serene shoreline.
Cottage in Nokomis
4.98 out of 5 average rating, 181 reviews

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!

Guest favourite
A pathway lined with palm trees leads to a sandy beach under a clear blue sky. Gentle waves can be seen in the distance, accompanied by outdoor seating areas and picnic tables set against the shoreline.
Flat in Nokomis
5 out of 5 average rating, 12 reviews

Bayview Oasis on Casey Key

Forget your worries in this spacious and serene space! Relax in a 2 bedroom 2 bath plus den 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
An outdoor space contains a screened enclosure framing a serene private pool. Surrounding the pool, natural stone tiles complement the lush, tropical greenery and the serene water view. The tranquil scene is enriched by the reflection of trees and nearby houses in the water.
Cottage in Nokomis
4.99 out of 5 average rating, 100 reviews

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
Bungalow in Nokomis
4.98 out of 5 average rating, 105 reviews

Cozy Beach Cottage, 2 Blocks to Nokomis Beach

Two blocks to Nokomis Beach. Walk to waterfront dining, ice cream, and local shops without touching your car. This cozy 2BR/1BA beach cottage sleeps 4 with two queen bedrooms, a fully stocked kitchen, and all the beach gear you need (chairs, umbrellas, towels). Fast WiFi, smart TVs, gas grill, and washer/dryer. Single level home in a laid back old Florida neighborhood. Just show up and relax.

Guest favourite
Flat in Nokomis
5 out of 5 average rating, 5 reviews

Renovated Double Efficiency

Welcome to this newly renovated double efficiency with pool and beach access . Modern aesthetics greet you with neutral colors and a beach vibe. You're just steps from the sand for a walk on the beach and soaking up the warm rays. The mini kitchen is a convenient option for meals and local restaurants are a short walk away. Enjoy the peaceful island atmosphere of Casey Key!

Top guest favourite
A stunning pool area is surrounded by lush greenery and tropical plants. A prominent rock feature with multiple waterfalls is visible, providing a serene focal point in the outdoor space. The vibrant blue water complements the natural elements, creating a tranquil retreat.
Island in Sarasota
4.98 out of 5 average rating, 360 reviews

JULY AVAIL! Sarasota #1 Luxury Villa w/PRIV BEACH!

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

Guest favourite
A bright and spacious bedroom features a large bed with colorful pillows and a striped accent bench at the foot. A comfortable chair and a standing coat rack are positioned nearby. Natural light enters through sliding glass doors, complemented by soft blue walls and wooden flooring.
Flat in Nokomis
4.95 out of 5 average rating, 193 reviews

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.

Guest favourite
A sparkling swimming pool is surrounded by a white picket fence and patio area, with lounge chairs positioned around it. Palm trees stand nearby, and a bright blue sky adds to the inviting atmosphere.
Apartment in Nokomis
4.86 out of 5 average rating, 185 reviews

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.

Top guest favourite
A screened lanai features a spacious saltwater pool, surrounded by smooth stone flooring. Sunlight filters through the mesh, illuminating the tranquil water. Lush greenery is visible beyond the enclosure, providing a private and serene outdoor space.
Home in Nokomis
4.98 out of 5 average rating, 112 reviews

Peaceful Getaway just minutes from the beach

Beautiful, bright, freshly decorated 3 bedroom house just 2 miles from Gulf Coast beaches. When not at the beach, relax out at the lanai with a saltwater pool (heated November-March) and hot tub in our private backyard.

Popular amenities for Casey Key holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Casey Key