Vacation rentals in Casey Key

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Top-rated vacation rentals in Casey Key

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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
4.98 out of 5 average rating, 100 reviews

Beach Cottage. 2 Blocks to Nokomis Beach. 2BD/1BA

Prepare to be amazed by Poco Tortuga, the ultimate destination for relaxation and exploration! Nestled just a short stroll away from the stunning Nokomis beach, this hidden gem offers you the perfect getaway to unwind and indulge in a truly fulfilling vacation experience. Immerse yourself in the lifestyle of Florida living. Whether you're seeking solace by lounging beach side, embarking on thrilling adventures, or simply basking in the beauty of nature, this remarkable escape has got you covered

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, 209 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
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, 293 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.

Top guest favorite
A private patio with a round wooden table and two chairs overlooks a manicured lawn leading to the beach. Palm trees sway gently beside the outdoor seating area, offering a serene view of the Gulf waters in the background.
Condo in Siesta Key
4.97 out of 5 average rating, 370 reviews

On the Beach; Siesta Key SunBum Studio

Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. If we are booked check out our additional units under our profile.

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
4.95 out of 5 average rating, 107 reviews

Short walk to beach 4, King bed, Dog Friendly

Location Location Location! Experience island life from this 1 BR, 2nd floor condo walking distance to everything. A few steps to Venice beach, and a short walk or bike ride down the tree lined boulevard takes you to Historic Downtown Venice where you'll find, Restaurants, Cafes, and Boutiques. Pack your bathing suit, and flip flops, with all the comforts of home, and all beach gear provided, that's all you'll need here! Sofa bed also available.

Top guest favorite
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, 179 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 favorite
Home in Nokomis
4.97 out of 5 average rating, 117 reviews

Charming vacation home, short walk to the beach

Welcome to our charming vacation home! Just a 10-min walk to beautiful Nokomis Beach and a short drive to Siesta Key, Downtown Venice, and all the area’s attractions. Inside, the home is bright, spotless, and fully stocked with essentials. Two spacious bedrooms, each with a walk-in closet and private bath for your comfort and privacy. Enjoy the patio, grill, and peaceful neighborhood. We are looking forward to hosting you!

Top guest favorite
A spacious living area is highlighted by a comfortable blue sofa and a glass-top coffee table, resting on a soft area rug. Exposed timber beams and stylish light fixtures create a warm ambiance. A spiral staircase leads to the upper level, while a modern kitchen is visible in the background.
Loft in Boca Grande
4.98 out of 5 average rating, 137 reviews

The Loft on Park Ave--Boca Grande FL

We survived the old 1-2 of Huricaines, Helene and Milton and are ready to host you! A unique loft in the heart of Boca Grande. Grab dinner and drinks and simply walk home. The loft apartment has great views of the main drag in Boca Grande. The timber framed interior and high end appliances assure you will have a comfortable stay. This is a great place to park your car-grab a golf cart- and enjoy the Boca Grande lifestyle.

Superhost
A scenic view of a sandy beach extends into the distance, meeting the shimmering blue waters of the Gulf. Sunbathers enjoy the sunshine on colorful towels and beach chairs, with gentle waves lapping against the shore.
Apartment in Nokomis
4.89 out of 5 average rating, 9 reviews

Steps from Private Beach - 2 BR

Spacious 2 bedroom condo just steps from private Nokomis beach on Casey Key. Large kitchen/dining and living room combo. Two large walk in closets! Access to a community washer & dryer. King in first bedroom and queen in second bedroom. Come experience the quiet quaint island life of Casey Key but still close to all the restaurants, shops and water activities. Enjoy the Old Florida lifestyle and the beautiful sunsets!

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
4.8 out of 5 average rating, 106 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.

Top guest favorite
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
4.97 out of 5 average rating, 356 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!

Top guest favorite
The interior of the cottage features light wood paneling and a cozy living area with a soft blue sofa adorned with decorative pillows. A kitchenette, equipped with modern appliances, is visible alongside a round dining table. Natural light fills the space through windows, creating a welcoming atmosphere.
Guesthouse in Osprey
4.99 out of 5 average rating, 132 reviews

Terrific Treehouse by the Bay

Enjoy this modern yet rustic looking second-floor guest cottage in historic Osprey, one of Sarasota County's first settlements. Walk to the bayfront, restaurants, shopping, library, and parks. A short drive takes you to our famous Gulf beaches and all that Sarasota and Venice has to offer. Hurricane Milton: Yes, we are cleaned up and have power and internet!

Popular amenities for Casey Key, Florida vacation rentals

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