Holiday rentals in Casey Key

A spacious living area features two large sofas and a patterned accent chair arranged around a central coffee table. Tall windows allow natural light to fill the room, highlighting the neutral color palette. A staircase leads to the upper level, enhancing the open layout.

4.88 out of 5 average rating, 218 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).

A screened-in patio is featured with comfortable seating made of woven material. A low table sits in the center with decorative items. The backdrop includes soft purple hues from the sunset and surrounded by tropical plants, offering a serene outdoor setting.

4.96 out of 5 average rating, 76 reviews

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!

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.

4.77 out of 5 average rating, 30 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

5.0 out of 5 average rating, 21 reviews

Nokomis Beach | Canal Front Unit | Boat Friendly

Escape to this newly renovated waterfront retreat in Nokomis, just a 10-minute walk to Nokomis Beach. Spend your mornings kayaking from the backyard, your afternoons relaxing on the Gulf Coast, and your evenings enjoying waterfront restaurants just minutes away. Whether you’re planning a couples getaway, family beach vacation, or snowbird stay, this peaceful canal-front home makes it easy to enjoy everything Nokomis, Venice, and Casey Key have to offer.

4.98 out of 5 average rating, 189 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!

5.0 out of 5 average rating, 15 reviews

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

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!

A screened-in pool area is presented, featuring a clear blue pool surrounded by stone pavers. Lush greenery and water views are visible through the screen, enhancing the sense of tranquility and connection with nature.

4.96 out of 5 average rating, 113 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

4.97 out of 5 average rating, 114 reviews

The exterior of the property features palm trees and well-maintained landscaping, creating a welcoming atmosphere. A light-colored house is shown with a spacious driveway and a covered porch area, indicating a tropical setting. A clear blue sky is visible above, enhancing the bright scene.

Bungalow in Nokomis

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.

Superhost

Flat in Nokomis

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!

4.9 out of 5 average rating, 10 reviews

4.96 out of 5 average rating, 203 reviews

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

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.

4.87 out of 5 average rating, 193 reviews

Apartment in Nokomis

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.

Aerial view features a serene coastal landscape, highlighting a sandy beach alongside a vibrant blue ocean. A narrow waterway runs through lush greenery, with a bridge crossing over it. Parking areas are visible near the beach, offering access to nearby attractions.

4.84 out of 5 average rating, 116 reviews

"The Lobster" at The Shore Beach Houses Resort

Relax with the whole family at the Peaceful Lobster Cottage, Enjoy the Heated Saltwater Pool, Grilling or Chilling on your own Private Lanai, Patio or Backyard. Only a 5-minute bike ride to Nokomis Beach or awesome nearby restaurants and shopping.

Popular amenities for Casey Key holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Casey Key

5.0 out of 5 average rating, 11 reviews

Fishing Paradise by the Gulf! New Dock & Seawall

A modern kitchen is highlighted by navy blue cabinetry and white quartz countertops. Stainless steel appliances, including a refrigerator and microwave, are visible. Pendant lights hang above an island with seating for several. The space is brightened by recessed lighting and a window offering natural light.

4.97 out of 5 average rating, 37 reviews

La Niña 5 minutes to Nokomis Beach Fenced In Yard

A spacious covered lanai features woven seating and a dining table, providing an inviting space for relaxation and outdoor dining. Three overhead fans enhance airflow. The backdrop reveals a landscaped pool area through large screened windows, with sun loungers positioned beside the heated pebble tech pool.

4.94 out of 5 average rating, 97 reviews

Tropical Pool Paradise - Minutes from the Beach!

5.0 out of 5 average rating, 31 reviews

The image captures an ocean scene as waves crest against the shoreline, showcasing dynamic white foam. The sky is filled with a gradient of orange and gray hues, signaling sunset, with the sun's rays peeking above the horizon, creating a serene and tranquil atmosphere.

Home in Osprey

5 mins to the beach! Come relax!

An aerial view captures the tranquil surroundings of the property, showcasing nearby waterways and the serene setting of the neighborhood. The proximity to Nokomis Beach is highlighted, with lush greenery and homes present, creating a peaceful coastal atmosphere.

5.0 out of 5 average rating, 30 reviews

Walking distance to Nokomis Beach!

4.56 out of 5 average rating, 34 reviews

Casey Key Island House!

A single-story home is showcased, featuring a well-manicured front yard with green grass and palm trees. Decorative stone landscaping is visible around the entrance, while the facade includes blue shutters and an American flag. Neighboring houses are seen in a friendly residential area.

5.0 out of 5 average rating, 18 reviews

The Bayshore Beach Get Away

A cheerful cottage exterior is highlighted by its pink facade and surrounded by lush green grass. A screened patio extends from the house, while a small, circular heated pool is enclosed with a safety fence. Tall trees and clear blue skies create a serene setting.