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Holiday houses in Casey Key

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Top-rated holiday rentals in Casey Key

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 88 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.

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Top Guest favourite
An outdoor area is showcased featuring a wooden pergola above a dining table with four chairs. A geometric-patterned rug extends under the table, and a pool is visible nearby, surrounded by greenery. Sunlight filters through the trees, illuminating the inviting space.
Home in Venice
4.99 out of 5 average rating, 90 reviews

Venice Island Home w Heated Pool

Welcome to our beautifully renovated house on Venice Island Florida. Minutes away from the beaches, historical downtown, restaurants, shops, Venice airport. House has large pool, spacious driveway with on-site parking and a closed garage , projector and screen perfect for presentations, movies or catching a big game . It's perfect for getaway & seasonal rental. Enjoy the prime, convenience, comfort, quiet, very safe of this location while exploring all that our beautiful Venice has to offer.

ValueFamilyOutdoor spaces

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
4.98 out of 5 average rating, 82 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

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Top Guest favourite
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.
Home in Nokomis
4.97 out of 5 average rating, 35 reviews

La Niña 5 minutes to Nokomis Beach Fenced In Yard

Welcome to our charming and completely remodeled 3 bedroom, 2 bathroom house in beautiful Nokomis, Florida! With its large and fully fenced backyard, this pet-friendly home is perfect for families and groups of up to 8 guests. As you step inside, you'll be impressed by the modern and stylish decor throughout the spacious living areas. The fully equipped kitchen features stainless steel appliances and quarts countertops, making it easy to cook your favorite meals during your stay…

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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, 75 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!

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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
4.75 out of 5 average rating, 28 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

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Guest favourite
Home in Nokomis
5 out of 5 average rating, 20 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.

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Top Guest favourite
Cottage in Nokomis
4.98 out of 5 average rating, 187 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!

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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
4.95 out of 5 average rating, 109 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

LocationFamilySleep quality

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
4.97 out of 5 average rating, 112 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.

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Superhost
Apartment in Nokomis

Honeymoon Suite on Casey Key

Romantic newly renovated one-bedroom suite on the second floor! The unit boasts a large picture window with fabulous views of the beach. Enjoy cooking a delicious meal in the new kitchen or walk to a nearby waterfront restaurant. Take a romantic stroll and watch the sunset over the beautiful Gulf of Mexico. This suite is perfect for a honeymoon, anniversary, or just a needed getaway.

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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, 366 reviews

DEC SALE! 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!

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Popular amenities for Casey Key holiday rentals

Frequently Asked Questions

  • Where is Casey Key, Florida located?

    Casey Key, Florida is a narrow barrier island situated along the Gulf Coast, near Sarasota and Venice. The area is known for scenic beaches and a relaxed coastal atmosphere.

  • When is the best time to visit Casey Key, Florida?

    Many travelers choose to visit Casey Key, Florida in spring or fall, when temperatures are comfortable and humidity is lower. Summer has warmer days and frequent rain, while winter brings mild weather suitable for outdoor activities.

  • What are some things to do near Casey Key, Florida?

    Visitors frequently explore sandy beaches, kayaking routes through coastal bays, and spots for birdwatching. The area also has seafood restaurants, galleries around nearby communities, and seasonal art markets.

  • How is the weather near Casey Key, Florida?

    Casey Key, Florida has warm, humid summers around 90°F (32°C), with frequent rainfall, while winters are mild, ranging from 51–72°F (10–22°C). Spring and fall are often suggested for lower humidity and pleasant temperatures.