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House vacation rentals in Casey Key, Florida

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Top-rated house rentals in Casey Key, Florida

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A serene lake mirrors the surrounding landscape, showcasing greenery and trees along the shoreline. The cloudy sky is reflected in the still water, creating a calming ambiance. The scene emphasizes the natural beauty and tranquility of the property.

Home in Nokomis

4.73 out of 5 average rating, 342 reviews

The Ibis Cottage

Freshly renovated, The Ibis Cottage is a cozy studio on a beautiful property overlooking a small lake. It is a 5 minute drive to Nokomis Beach, Siesta Beach and Venice Beach are within easy reach, and a block away to the Legacy Trail bike path (Sarasota to Venice). Enjoy seeing a variety of birds on the property including the ibis, heron, and snowy egret. The cottage is conveniently located between Sarasota and Venice. The perfect location for enjoying the Gulf coast and outstanding beaches.

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, 39 reviews

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Located right on the Gulf, our renovated beach cottage is equipped with everything you need for a relaxing getaway. With private beach access and outdoor dining area, take in the views and enjoy with your family, friends or a solo trip to reset with a little R&R. This 2-bedroom, 2-bath bungalow has all the accoutrements for your a home-away-from-home, complete with beach chairs, boogie boards, beach games and of course, sun tan lotion. Come for some fun in the sun, your beachfront oasis awaits!

Top guest favorite

A private heated pool is enclosed by a screened lanai, surrounded by lush tropical plants. Soft purple lights create a relaxed ambiance. Comfortable seating and dining areas are positioned nearby, inviting leisurely moments by the water.

Home in Sarasota

4.97 out of 5 average rating, 158 reviews

ROYS PLACE private, tropical, romantic paradise.

NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR 2022, 2023, 2024. An exceptional vacation is a frame for an exceptional life. Offered for you, a romantic boutique home. Sarasota Chic decor, quality furnishings, lush tropical landscaping. Only property in urban Sarasota with your own private (EXCLUSIVE to you, NOT shared) CLOTHING OPTIONAL heated pool for tropical fun. One block walk to beautiful sunsets over Sarasota Bay. All tropical serenity yet close to everything.

Top guest favorite

An outdoor area is showcased featuring a wooden pergola above a dining table with four chairs. A geometric-patterned rug extends under the table, and a pool is visible nearby, surrounded by greenery. Sunlight filters through the trees, illuminating the inviting space.

4.98 out of 5 average rating, 49 reviews

#1 Venice island Home w Heated Pool

Welcome to our beautifully renovated house on Venice Island Florida. Minutes away from the beaches, historical downtown, restaurants, shops, Venice airport. House has large pool, spacious driveway with on-site parking and a closed garage , projector and screen perfect for presentations, movies or catching a big game . It's perfect for getaway & seasonal rental. Enjoy the prime, convenience, comfort, quiet, very safe of this location while exploring all that our beautiful Venice has to offer.

Top guest favorite

A pool area is enclosed by a screened patio, featuring a curvilinear pool with clear water. Lounge chairs and a vibrant red umbrella are positioned beside the water. The home’s large windows offer views of the surrounding outdoor space.

Home in North Port

4.97 out of 5 average rating, 147 reviews

Cozy & Beautiful Pool Villa in Sarasota County, FL

Welcome to our home! It’s our pleasure to host you! Your family & friends will be close to everything when you stay at this centrally-located place: shopping, dining, beaches, entertainment, Warm Mineral Springs, Aquatic Center, etc. This charming house located in a beautiful & quiet neighborhood, tastefully furnished & decorated, fenced for your privacy & perfect for making memories with family & friends. Plenty of amenities to make your stay as comfortable as possible. Great location.

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

4.92 out of 5 average rating, 66 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.

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.

Home in Nokomis

4.98 out of 5 average rating, 55 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!

Top guest favorite

Home in Nokomis

5 out of 5 average rating, 6 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.

A serene outdoor space features a sparkling pool surrounded by lush greenery and tropical plants. Comfortable lounge chairs are placed along the poolside, and string lights cast a warm glow overhead. A shaded seating area with a gazebo can be seen in the background.

Home in Bradenton

4.91 out of 5 average rating, 387 reviews

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

Enjoy Florida sun in a stunning, newly renovated 4/2 pool home! We have provided almost everything we could think of including five 4k TVs w/ Netflix and cable, wifi, heated (optional) salt water pool w/ 7' privacy fencing, adult bikes, beach gear, Pack & Play, office, board games, relaxing lounge chairs, stocked kitchen, washer & dryer, garage parking, dog crate, all in a quiet and safe neighborhood. Oh, and of course it's just 5 miles to world renowned beaches.

An open living area features a stone fireplace as its focal point, flanked by a large window overlooking the private pool area. Comfortable seating is arranged around a glass coffee table, with a wall clock and decorative accents enhancing the space.

Home in Nokomis

5 out of 5 average rating, 15 reviews

Spacious 3 Br Home w/ Heated pool -1 Mile to Beach

Forget your worries in this spacious and serene space. As you enter, you will immediately feel at ease with the open floor plan where the living room and kitchen look out to the pool area and a very private backyard.(Private outdoor space to enjoy grilling, dining, and games.) Split-floor plan allows for extra privacy. Intercostal kayak launch in neighborhood (2 included w/ rental). 1 mile walk to the beach and beautiful Casey Key.

4.91 out of 5 average rating, 120 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.

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Popular amenities for Casey Key, Florida house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

A serene outdoor space features a sparkling pool surrounded by lush greenery. Comfortable seating is provided under a large umbrella, while decorative light fixtures enhance the ambiance. Tropical plants and well-maintained landscaping create a refreshing atmosphere for relaxation and enjoyment.

Home in Sarasota

4.97 out of 5 average rating, 79 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

A tranquil heated swimming pool is enclosed by a screened patio, with clear blue water reflecting the sky. Surrounding palm trees add a touch of tropical greenery, while a shaded seating area is visible in the background, creating an inviting outdoor space for relaxation.

4.96 out of 5 average rating, 109 reviews

Venice Getaway 3 bedrooms, private heated pool

Top guest favorite

A heated pool sits within a screened enclosure, surrounded by lush greenery. The smooth, tiled patio offers ample space for relaxation. Reflections of trees and a colorful sky can be seen in the tranquil water, creating a serene outdoor atmosphere.

4.94 out of 5 average rating, 18 reviews

Venice Gardens getaway

Top guest favorite

4.98 out of 5 average rating, 42 reviews

Venice Retreat-Saltwater Pool+Hot Tub+Near Beach

Top guest favorite

A screened lanai showcases a heated pool and spa, surrounded by twinkling string lights. Lounger chairs and outdoor dining furniture are positioned nearby. A grassy area is visible beyond the pool, while a pink inflatable floats in the water, enhancing the serene outdoor setting.

Home in Sarasota

4.98 out of 5 average rating, 62 reviews

Coastal Home in Sarasota-8min from Siesta Key

A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.

Home in Sarasota

4.93 out of 5 average rating, 103 reviews

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Top guest favorite

A private pool is surrounded by lush tropical foliage, creating a serene atmosphere. A waterfall feature can be seen cascading into the clear water. Colorful plants, including vibrant bougainvillea, enhance the natural beauty of the outdoor space.

Home in Sarasota

5 out of 5 average rating, 29 reviews

Walk to Lido Beach &St. Armands -grill/HEATED POOL

Top guest favorite

An open living area is presented, featuring a light wood ceiling and modern furnishings. A spacious sectional couch faces a wall-mounted TV and electric fireplace. Pendant lighting hangs above a dining table, which is complemented by natural decor elements and greenery.

4.94 out of 5 average rating, 50 reviews

Bali Bliss Villa • Pool • 6 Min Drive to Beach

Weekly house rentals

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, 525 reviews

Beachfront Getaway in Siesta Key

Top guest favorite

An airy dining area features a glass table supported by a unique wooden base, surrounded by four woven chairs. Natural light floods the open space, highlighting the modern kitchen with white cabinetry and high-end finishes, while a large pendant light adds a stylish touch.

Home in Siesta Key

4.99 out of 5 average rating, 89 reviews

Relax in a Private Tropical Retreat on Siesta Key!

Top guest favorite

The image captures an ocean scene as waves crest against the shoreline, showcasing dynamic white foam. The sky is filled with a gradient of orange and gray hues, signaling sunset, with the sun's rays peeking above the horizon, creating a serene and tranquil atmosphere.

5 out of 5 average rating, 14 reviews

5 mins to the beach! Come relax!

Top guest favorite

A contemporary dining area features a round table set for four, surrounded by sleek chairs. Large glass walls provide abundant natural light, revealing views of the outdoor space. A modern chandelier hangs above, adding an elegant touch to the inviting atmosphere.

Home in Rotonda West

5 out of 5 average rating, 6 reviews

Turtle Bay - minutes to Boca Grande!

Top guest favorite

A welcoming exterior of a single-story home is showcased, featuring a covered entry with an arched design. Lush greenery flanks the pathway leading to the front door. A well-maintained lawn invites a sense of serenity, and a bright sky enhances the overall appeal.

Home in Sarasota

5 out of 5 average rating, 27 reviews

Sarasota Tropical Place in the Heart of the Gulf!

Top guest favorite

Home in Nokomis

5 out of 5 average rating, 7 reviews

Comfortable Coastal Retreat. 2 Blocks From Beach

A two-story, light blue house is shown against a backdrop of blue skies and scattered clouds. A white picket fence encloses the yard, which features a well-manicured green lawn. A gravel driveway leads to the house, and a deck is visible on the upper level.

Home in Nokomis

5 out of 5 average rating, 14 reviews

On the water in Venice FL.

Top guest favorite

A serene pool area features a vibrant blue tile spa surrounded by lush tropical greenery. A small waterfall cascades gently into the inviting water. Planters with greenery, including various palms, add to the tranquil ambiance of the outdoor space.

Home in Siesta Key

4.97 out of 5 average rating, 31 reviews

Siesta Key~Private Home with Private Pool and Spa

Private house rentals

Top guest favorite

A spacious living area features a large, navy sectional sofa complemented by two light brown chairs. A coffee table sits at the center, adorned with a small plant. A ceiling fan rotates above, and large windows allow natural light to fill the room.

4.93 out of 5 average rating, 59 reviews

Heated Pool! Tranquil Home Near Beach!

A private heated pool is centered in the backyard, surrounded by palm trees and illuminated by soft outdoor lighting. A spacious lanai is visible on one side, featuring a shaded seating area. The sky shows a blend of warm sunset colors in the background.

Home in Siesta Key

4.86 out of 5 average rating, 22 reviews

Private Pool - Beach 100 steps, Village 5-min walk

An inviting living area features a spacious sectional sofa adorned with vibrant pillows and a cozy fireplace. Large glass doors provide natural light and views of the outdoor pool area, while a unique coffee table complements the mid-century modern design.

Home in Siesta Key

5 out of 5 average rating, 5 reviews

Mid-Century Modern, Pool, Mins to Siesta Key Beach

The image showcases a screened-in outdoor space featuring a refreshing pool with a jacuzzi area. Sun loungers are arranged nearby, and a bright blue float rests on the water's surface. A flag is displayed, and landscaping accents the serene environment.

Home in Nokomis

4.95 out of 5 average rating, 19 reviews

Coastal 3BR Getaway|5 Min to Beach|Pool+Peloton

Top guest favorite

A private pickleball court is presented, featuring bright blue and red surfaces with clear boundary lines. The court is set against a backdrop of a large tree and a garage, providing ample outdoor space for activities.

4.97 out of 5 average rating, 38 reviews

Pickleball Haven minutes to Beach!

Top guest favorite

A vibrant outdoor space features a heated pool illuminated with colorful lights. Lounge chairs are arranged near the pool, accompanied by a large umbrella adorned with string lights. Surrounding glass doors offer views into the inviting indoor living areas.

Home in Englewood

5 out of 5 average rating, 18 reviews

Free Heated Pool! Mins from Beach! Private Oasis!

Top guest favorite

A private heated pool is surrounded by a spacious patio with lounge chairs and an umbrella for shade. The modern two-story home features large glass doors that brighten the living spaces, and vibrant greenery enhances the outdoor area.

Home in Sarasota

5 out of 5 average rating, 31 reviews

Sarasota Escape | Minutes to Beaches + Downtown

Top guest favorite

An inviting fire pit is surrounded by a circular stone seating area, featuring two Adirondack chairs. Decorative cushions add color to the seating. A spacious, fenced backyard is complemented by a serene evening sky with pastel hues.

Home in Sarasota

4.97 out of 5 average rating, 95 reviews

Cottage w/Fire Pit Near Siesta!

Destinations to explore