House 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, 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).

4.97 out of 5 average rating, 64 reviews

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

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!

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!

Welcome to our Brisa Marina Bungalow! Nestled on a quiet street within walking distance from pristine shoreline of Casey Key, our tropical home is the perfect getaway for those seeking a cozy, relaxed atmosphere. 🔘 2 Min Drive to Nokomis Beach 🔘 3 Min Drive to Publix Groceries 🔘 10 Min Drive to Venice Pier 🔘 20 Min Drive to Siesta Beach 🔘 25 Min Drive to Myakka River State Park 🔘 30 Min Drive to Sarasota Airport Unwind in our bungalow & create lasting memories with your loved ones.

4.95 out of 5 average rating, 197 reviews

Home in Sarasota

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. *Brand new pool* VR24-00265

4.98 out of 5 average rating, 124 reviews

Home in Bradenton Beach

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!

🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

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, 36 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…

4.94 out of 5 average rating, 18 reviews

Home in Englewood

Manasota Key Beachfront Oasis w/ Private Jacuzzi

Welcome to “Sea Garden” a delightful, tranquil, beachfront home on Manasota Key. Enjoyment will be plentiful in this 4 bedroom, 3 bath open concept home. This stilt home is multilevel for privacy if needed or all gather around the kitchen or game table for some fun. Two primary en suite bedrooms with updated bathrooms. 3rd and 4th bedrooms are located on the lower level with shared updated bathroom. Climb up to the crow’s nest with a good book with twin bed, and enjoy the view!

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, 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!

A heated pool is surrounded by lush tropical plants and palm trees, offering a relaxing atmosphere. Adjacent to the pool, a tiki bar provides seating for several guests, complemented by a flat surface for refreshments. The area is enhanced by a well-maintained garden visible beyond the pool.

4.95 out of 5 average rating, 110 reviews

Tiki Oasis 3bed on .6 acre paradise 5 min to Beach

Relax with the whole family at this peaceful place to stay. Enjoy 2 master suites with 3 bedrooms and 3 bathrooms. A 5 min drive to Nokomis beach or downtown Venice, and walking distance to legacy trail, tennis courts, and playground in Nokomis park. Fast 500GB up/down internet speed around the property, Tiki bar nestled next to a heated pool and spa ( adtnl charge for spa). Fully stocked kitchen, beach-ready with cooler chairs umbrella wagon, and toys. 4 smart tvs

5.0 out of 5 average rating, 41 reviews

Coastal Retreat, 2 Blocks to Beach, Dining & More

Two blocks to Nokomis Beach. Walk to waterfront dining, ice cream, and local shops without touching your car. This updated 2BR/1BA home sleeps up to 6 with a king bedroom, a queen bedroom, and extra sleeping in the bonus room. Fully stocked kitchen, sunroom loaded with beach gear (chairs, umbrellas, towels), smart TVs, BBQ grill, and washer/dryer. Single level with step-free access throughout. Fast WiFi and easy smart lock check-in. Just show up and relax.

5.0 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.