House vacation rentals in Casey Key, Florida

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Top-rated house rentals in Casey Key, Florida

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Top guest favorite
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, 51 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 favorite
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.

Guest favorite
Home in Nokomis
5 out of 5 average rating, 5 reviews

Coastal Haven 3BR/2BA Beach Home

Experience the perfect beach getaway at our newly renovated 3-bedroom, 2-bathroom vacation rental. Just minutes from the sandy shores, this charming home offers the ideal blend of relaxation and convenience. Unwind in your private backyard oasis, featuring a sparkling pool—perfect for cooling off on warm days. Located just a short drive from the beach, Coastal Haven combines modern comforts with the charm of coastal living. Book your stay today and make unforgettable memories by the sea!

Guest favorite
A spacious covered lanai features woven seating and a dining table, providing an inviting space for relaxation and outdoor dining. Three overhead fans enhance airflow. The backdrop reveals a landscaped pool area through large screened windows, with sun loungers positioned beside the heated pebble tech pool.
Home in Nokomis
4.93 out of 5 average rating, 68 reviews

Tropical Pool Paradise - Minutes from the Beach!

Welcome to your own slice of paradise! This beautifully updated and completely eco-friendly and HEATED pool home in a quiet neighborhood is the perfect setting for your relaxing Florida vacation! You will love the privacy of this home overlooking tropical landscape vistas from the large covered lanai and solar heated pool welcoming you to your PRIVATE OASIS. You will enjoy easy access to our gulf coast beaches just minutes away. Beautiful Nokomis public beach is a 7 minute drive away.

Top guest favorite
A single-story house is set within a lush green landscape, featuring well-maintained shrubs and palm trees. The façade includes large arched windows and a spacious driveway nearby, with bicycles visible against the side of the house. A clean lawn invites outdoor activities.
Home in Nokomis
4.93 out of 5 average rating, 128 reviews

Sunny Getaway/Beautiful House/Beach/Heated Pool

Beautiful House with 3 bedrooms, heated pool, mini golf and two-car garage. Great location. five-minute drive to the beach. near shopping plazas, restaurants, and the famous Legacy Trail perfect for biking, running, and more. Situated at a dead-end in a peaceful community. Lots of outdoor space around the house with beautiful palm trees and a large patio. bicycles, board games, cornhole, a gas grill, and more at your disposal. Lots of places to visit in the Sarasota and Venice area.

Top guest favorite
Home in Holmes Beach
4.94 out of 5 average rating, 118 reviews

The Peachy Beach House, steps to the gulf

The perfect place for a combination family vacation and some romance-when the kids are in bed, turn on spa and the music. June, July and August, Saturday to Saturday only. If custom trip length is wanted- ask Two bedroom, 2 full bathroom, new heated private pool/spa Steps to semi-private gulf beach, on quiet street in N. HB Well-stocked kitchen, 2 TVs, large primary suite and amazing gulf views from bedrooms. Crib, high chair, beach chairs, wagon, umbrella, beach toys and towels

Top guest favorite
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.

Top guest favorite
Four beach chairs with vibrant tropical patterns are positioned on sandy shore, facing the sparkling Gulf waters. The bright sunlight reflects off the water's surface, creating a serene coastal scene perfect for relaxation.
Home in Englewood
5 out of 5 average rating, 41 reviews

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Welcome to Lost Loon Oceanfront Cottage, a beautifully renovated 2-bedroom, 2-bath retreat on the Gulf. Enjoy private beach access, outdoor dining, and the soothing sound of waves just steps away. Inside, find a fully equipped kitchen and beach essentials like chairs, boogie boards, and games. Perfect for families, friends, or solo travelers seeking coastal comfort and charm. One pet is welcome (other pets upon request). Please note: the property is not fenced.

Guest favorite
Home in Venice
4.91 out of 5 average rating, 125 reviews

Spacious 2 Bedroom Home | Near Beach | Heated Pool

This beautiful home just minutes from the beach offers 2 spacious king bedrooms, a queen sofa bed in the large open living area, and a full kitchen ready for entertaining. Gather your family around the dining room table for food and games and then relax on the lanai or have a float in the pool. The hosts provide Margaritaville frozen concoction machine, 2 bicycles, beach chairs, beach towels, shark tooth tools, and more.

Guest favorite
An outdoor seating area features four woven lounge chairs arranged around a small table, set on a stone patio. Lush greenery, including tall plants, surrounds the space, providing a sense of privacy. Natural light filters through the windows of the adjacent building.
Home in Venice
4.8 out of 5 average rating, 128 reviews

PERFECT FLORIDA GETAWAY !

Only 5min from Venice historic downtown and 10min from Venice beach ! Very well located, our vacation rental home offers everything you need to enjoy your stay. The apartment is a 1bedroom/1bathroom for 2 people. Totally separated from the main house. Restaurants and shops in beautiful historic Venice downtown. Close to many beaches and the Legacy Trail. About 7 miles from Siesta Key, America's #1 beach !

Top guest favorite
Home in Venice
4.95 out of 5 average rating, 100 reviews

Near Beach•Air Hockey• Ping-Pong•Bikes•Beach Gear

Welcome to Vistalodgings Casa Del Mar. 🌴🌊☀️ Modern house in Venice, 8 minutes drive to the beach, close to restaurants, and shops. 5 minutes to Publix, 4 minutes to Walmart. Situated in a serene and relaxing neighborhood with completely fences backyard. Bicycles, beach stuff, outdoor gas grill, and beach towels are available. Plenty of nearby beaches to choose from.

Guest favorite
An inviting beach scene features a sun umbrella providing shade over a wooden lounge chair, set upon soft, sandy shores. The clear blue sky contrasts with the tranquil turquoise waters, creating a peaceful atmosphere near the shoreline.
Home in Siesta Key
4.77 out of 5 average rating, 530 reviews

Beachfront Getaway in Siesta Key

Beachfront complex, this gorgeous home boasts all the luxury you’d expect from a beach house! Beachfront BBQ grills, cabana with lounge chairs,heated swimming pool, Wi-Fi & parking. For your convenience, there are restaurants, grocery store, pharmacy, 24 hours 7-Eleven, bike and Kayak rentals just across the street. A little piece of paradise!

Popular amenities for Casey Key, Florida house rentals