Holiday rentals in Casey Key, Florida

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Top-rated holiday rentals in Casey Key, Florida

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Top guest favourite
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.
Home in Nokomis
5 out of 5 average rating, 18 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 Come unwind in our bungalow & create lasting memories with your loved ones.

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.
Apartment in Nokomis
5 out of 5 average rating, 71 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
4.98 out of 5 average rating, 50 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!

Top guest favourite
An outdoor dining area features a wooden table with two matching chairs positioned on a patterned rug. A decorative wall with colorful fish accents and a window reflects natural light. A door leads to the interior space, framed by lush greenery.
Home in Nokomis
5 out of 5 average rating, 23 reviews

The Nautilus Casita

A cozy spot to unwind the day after enjoyingTiki Bars, beaches and all Sarasota has to offer. We are 6 minutes from the Gulf and its white sandy beaches. Enjoy fishing the Jetty, boating the ICW, biking Legacy trail and enjoying sunsets at the Tiki bars with a famous grouper sandwich. So many activities to choose from in this town nestled next to the nation's #1 beach destination, Siesta key. All pets MUST be on a vet approved flea medication & proof sent prior to check in. No exceptions.

Top guest favourite
The modern kitchen features sleek stainless steel appliances, including a refrigerator and oven. White cabinetry provides ample storage, while a large island with seating offers a relaxed dining area. Open shelving displays dishware and cooking essentials, and natural light brightens the space.
Holiday home in Nokomis
4.99 out of 5 average rating, 101 reviews

Bright & Modern Getaway - Walk to Beach and Dining

Welcome to your clean, modern beach retreat just 2 blocks from the Gulf. This fully renovated 3BR/2BA home is perfect for families and groups with all new furnishings, mattresses, linens, and appliances. Featuring a private king suite with wet bar & separate entrance, 2 queen bedrooms, and a fully stocked kitchen. Walk to Nokomis beach, waterfront dining, ice cream and local shops. Fast WiFi, smart TVs, coffee bar, washer/dryer, and all beach gear provided for a stress-free coastal escape.

Guest favourite
A light blue wall complements a comfortable living area with two distinct seating options, including an armchair and a stool. A flat-screen TV is mounted on the wall, and a wooden coffee table holds decorative items, enhancing the cozy ambiance.
Flat in Nokomis
4.88 out of 5 average rating, 193 reviews

Casa del Sol I (Non-Smoking Property)

A four minute walk and your toes are in the sand on the beach of beautiful Nokomis Beach on the Gulf of Mexico! This quiet, comfy one bedroom apartment with a sunset deck is on the second floor over your private 2 car carport. Newly remodeled with 49” TV with AppleTV you can sleep 2 additional guests on a comfortable queen size air bed which automatically opens up and closes at a touch of a button. Shopping, banking and post office 1 mile away and 10 restaurants a few minutes away.

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.
Apartment in Nokomis
4.97 out of 5 average rating, 73 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

Top guest favourite
Home in Nokomis
5 out of 5 average rating, 7 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.

Superhost
An aerial view captures a quaint beach cottage surrounded by lush greenery, with the Gulf of Mexico stretching in the background. The vibrant blue water meets a sandy shoreline, while nearby properties are visible, creating a serene coastal atmosphere.
Cottage in Nokomis
4.88 out of 5 average rating, 16 reviews

Private Beachfront Casey Key Cottage B

Step into Old Florida with this direct beachfront cottage. You will wake up everyday looking at the aqua blue and emerald green sparkling water of the Gulf of Mexico. This crystal clear body of water is great for year round swimming. The sand will powder your feet and provide you with the upmost relaxation. This gorgeous cottage is very roomy with two separate bedrooms, living room, full kitchen, washer/dryer, and patio wraparound deck. Come stay in paradise!

Top guest favourite
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, 167 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 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, 342 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!

Top guest favourite
The interior of the cottage features wooden walls and a spacious layout. A comfy sofa is positioned next to a well-equipped mini kitchen, which includes cabinets and countertop space. Large windows allow natural light to fill the space, complementing the warm wood tones.
Guest house in Osprey
4.99 out of 5 average rating, 343 reviews

Cozy Cottage by the Bay

Enjoy this modern yet rustic looking 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 holiday rentals