Holiday houses in Casey Key

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Top-rated holiday rentals in Casey Key

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Top Guest favourite
Aerial view of a two-story condo unit located along a waterway, surrounded by lush greenery and other residences. A manicured lawn leads to a floating dock, where boats are moored. The clear blue sky reflects on the calm water, enhancing the serene setting.
Condo in Nokomis
5 out of 5 average rating, 83 reviews

Family Friendly Beach Condo

Property located on Lyon’s Bay, in Nokomis, Florida. This three-bedroom upper Condo unit is situated within a ten minute walk to Nokomis Beach on the Gulf of Mexico. Open kitchen fully equipped, Office area. Wi-Fi Large master suite, second bedroom has a queen bed. Third bedroom features four twin beds, walk-in closet and its own full bath. Your stay comes with access to paddle boards kayaks, which can be launched from a floating dock. Also available for your use are beach chairs and coolers.

Top Guest favourite
A spacious living area features a light-colored sectional sofa and a round coffee table in the center. Natural light pours in through large windows, illuminating the room's wood accents and open layout. A dining area with a wooden table and chairs is visible in the background.
Home in Osprey
4.97 out of 5 average rating, 61 reviews

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!

Guest favourite
A bright dining area features a round table surrounded by three colorful chairs in pink and blue. A decorative chandelier hangs above, and soft natural light enters through the large sliding door, showcasing views of the tropical surroundings and bay.
Condo in Nokomis
4.97 out of 5 average rating, 79 reviews

Casey Key cottage-steps from private beach

PRIVATE BEACH AND STAND ALONE COTTAGE. Remodeled, spacious, detached bay front one bedroom private extra clean, well maintained cottage located on Casey Key just steps from our private beach. King sized bed & TV in bedroom. Full kitchen & dining area. Large walk-in shower. Queen sized pull out sofa sleeper for additional sleeping space. Enjoy the tropical backyard overlooking the bay & boat docks or enjoy tropical breezes on your attached private porch. Ask for beach chairs/grill

Guest favourite
Apartment in Nokomis
5 out of 5 average rating, 7 reviews

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.

Guest favourite
Home in Nokomis
5 out of 5 average rating, 6 reviews

The Cove House on Casey Key

Kick back and relax in this one-of-a-kind, contemporary haven! Nestled along the canal, this retreat offers a unique blend of charm and luxury. Enjoy the view from the deck or relax by the pool and spa after a workout in your own private gym. Bring your boat or jet skis and head out the Intracoastal to the Gulf of Mexico, or just enjoy a peaceful paddle with one of our paddle boards. Boat and jet ski lifts, as well as an RV hookup included. Nokomis Beach is less than a mile away!

Guest favourite
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.
Home in Nokomis
4.96 out of 5 average rating, 69 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!

Guest favourite
Home in Nokomis
5 out of 5 average rating, 18 reviews

Nokomis Waterfront Unit Walk to the Beach & Dining

Relax in this freshly renovated 2-bedroom, 2-bath canal-front retreat just a 10-minute walk to Nokomis Beach! Enjoy peaceful mornings on the deck, paddle out with the included kayaks, or stroll to local favorites like waterfront restaurants and ice cream shops. With modern comforts, a fully stocked kitchen, plush king + queen beds, and thoughtful amenities throughout, this is your perfect home base for a family getaway, snowbird stay, or beachside couple’s escape.

Top Guest favourite
Cottage in Nokomis
4.98 out of 5 average rating, 183 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!

Top Guest favourite
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.
Cottage in Nokomis
4.99 out of 5 average rating, 103 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
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
4.98 out of 5 average rating, 107 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.

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, 362 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.
Apartment in Nokomis
4.95 out of 5 average rating, 196 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.

Popular amenities for Casey Key holiday rentals

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