Vacation rentals in Casey Key

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Top-rated vacation rentals in Casey Key

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Guest favorite
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.
Home in Nokomis
4.88 out of 5 average rating, 216 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).

Guest favorite
An aerial view of Manasota Key showcases the expansive beach lined with soft sand and crushed shell. The vacation home is highlighted, surrounded by lush greenery and close proximity to the warm Gulf waters, with clear blue skies enhancing the tranquil environment.
Bungalow in Englewood
4.83 out of 5 average rating, 121 reviews

LG Beach Bungalow on Gulf w/Bay Access & deck too!

Welcome to Golden Girl. Our 3 bedroom 2 bath home is totally renovated with all new furniture. A 2nd level observation deck, private hot tub, bunkroom sleeps 6, two bdrms with kings, queen sleeper sofa in LR, laundry, high speed WIFI, all new appliances, smart TV's, so much more! Lanai opens up to semi private beach and a quiet neighborhood of single family homes. There is Bay access too. Kayaks available for rent. There is a separate apartment above not included. The location cannot be beat!

Guest favorite
A tranquil pool reflects a colorful sunset with hues of orange and pink in the sky, surrounded by lush greenery. The paved area features decorative stonework, enhancing the serene outdoor setting by the Gulf of Mexico.
Guesthouse in Englewood
4.91 out of 5 average rating, 305 reviews

Gulf front romantic cottage in paradise

Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

Guest favorite
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

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
4.76 out of 5 average rating, 29 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 favorite
A sandy pathway leads to the beach, framed by lush greenery and tall grasses. The gentle waves of the ocean are visible in the distance, with a clear blue sky overhead. Sunlight casts a warm glow on the pathway, inviting relaxation.
Condo in Venice Beach
4.96 out of 5 average rating, 118 reviews

Short walk to beach 4, King bed, Dog Friendly

Location Location Location! A few steps to beach, and short walk or bike ride down the tree lined boulevard takes you to Historic Downtown Venice where you'll find, Restaurants, Cafes, and Boutiques. Experience island life from this 1 BR, 1st floor condo, walk to everything. Pack your bathing suit, and flip flops, with all the comforts of home, beach towels, umbrella, and chairs, provided, that's all you'll need here! Sofa bed also available.

Top guest favorite
A beachfront property is depicted, featuring a two-story structure with a spacious porch. Surrounding landscape includes sand and lush greenery, leading to the waves of the Gulf of Mexico. Sunbathers are seen in the distance, enjoying the beach atmosphere.
Condo in Englewood
4.91 out of 5 average rating, 233 reviews

Manasota Key

Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

Top guest favorite
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!

Guest favorite
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

Top guest favorite
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.

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.

Superhost
A charming cottage features a vibrant pink door and soft blue exterior surrounded by tropical landscaping. Flagstone pathways lead through white gravel and palm trees, with decorative flamingo and parrot sculptures enhancing the welcoming curb appeal.
Vacation home in Nokomis
4.79 out of 5 average rating, 118 reviews

"Sea Turtle" Saltwater Pool, Shore Beach House

The Sea Turtle cottage is one of 5 in this beautiful Resort. This is a private resort with a relaxing vibe and short walk to the beach. We have set up social distancing at the pool for safely. Speaking of sterilization, we are using UV-C Light in each unit after guests leave to make sure it is safe for us and our guests. We also have beach chairs and umbrellas for your use.

Popular amenities for Casey Key, Florida vacation 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.