We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

House vacation rentals in Casey Key, Florida

Find and book unique houses on Airbnb

Top-rated house rentals in Casey Key, Florida

Guests agree: these houses are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Home in Sarasota

4.96 out of 5 average rating, 71 reviews

True Island Living House/beach/water views

Charming Bayfront Home in heart of Siesta Key. 3 bdrm/3.5 bath, full water views, spectacular sun rises, private, gas heated pool, boat dock/ lift, outdoor sitting area /lush tropical landscape. Open floor plan, contemporary decor, gas fireplace, hardwood floors throughout, updated kitchen, stainless steel appliances, granite counters and a full walk-in pantry. 2 Master Suites upstairs and one guest bdrm on main floor. Washer and dryer inside, 3 TV’s. Outdoor shower. Fishing. Parking for 2 cars.

Top guest favorite

Home in Sarasota

5 out of 5 average rating, 113 reviews

Living The Dream: Heated Pool + Mini Golf +Swings

BNB Breeze Presents: Living The Dream! From the swings at the dining room table and the neon sign, to the moss wall and the private putt-putt course, Living the Dream is fully loaded and is the ultimate luxury vacation home! Located just 15 minutes away from BOTH Lido Key and Siesta Key Beach, this incredible stay includes: ✔ Backyard Putt-Putt Course ✔ Private Heated Saltwater Pool w/ Lounge Chairs ✔ Covered Patio w/ String Lights ✔ Jura Espresso Machine ✔ 65" Frame TV w/ Youtube TV Included!

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.

4.95 out of 5 average rating, 151 reviews

MCM Waterfront Retreat • Dock, Kayaks & Beaches

Welcome to our Mid-Century Modern waterfront escape on Curry Creek, minutes from Nokomis Beach (2 miles) and Venice Beach (3 miles). Spend your days fishing from the private dock, paddling one of 4 kayaks, or biking the Legacy Trail with 6 bikes. Evenings are for the firepit, grilling on the charcoal BBQ, or cornhole under the stars. We’ve stocked shark tooth gear, beach essentials, toiletries, coffee, tea, olive oil, spices, and a welcome bottle of wine — so you can arrive, unpack, and relax.

Top guest favorite

Home in Sarasota

4.97 out of 5 average rating, 157 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, 146 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, 65 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 Sarasota

4.94 out of 5 average rating, 125 reviews

Pool Courtyard, patio w/ fire pit, 2 mls downtown

Enjoy this unique courtyard-style Spanish colonial home just steps to Sarasota Bay and 2 miles from downtown. The property consists of a 2 bed / 1 bath main house AND a detached studio. Everything pictured is yours to enjoy, nothing is shared. The houses are separated by a quaint & private pool courtyard w/ outdoor shower. Capture a photo of the local peacocks, eat fresh mangos from the yard, catch a sunset over the bay, or enjoy the sun by the pool listening to the Zen fountains.

Top guest favorite

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

An aerial view captures a serene private pool encompassed by a stone patio, with several lounge chairs arranged nearby. Lush greenery and tropical plants border the scene, while a dark pond reflects the surrounding nature, enhancing a tranquil outdoor space.

Home in Bradenton

5 out of 5 average rating, 108 reviews

AMI Beaches + IMG Sports + Hot Tub & Pool!

🌴Welcome to Beachway Haven! This 5-Star ⭐️ hideaway is just mins from Anna Maria Island's Pristine Beaches & the Gulf of Mexico. Dive into relaxation with your own Heated Saltwater Pool & Spa Hot Tub, nestled in a tropical oasis. Only a skip away from Golf Courses, Nature Parks, IMG Academy, & Palma Sola Causeway's Beach Access – your gateway to Horseback Riding, Kayaking, & endless sandy adventures. Shopping & dining are only a few mins away too!

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodations with great services and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Casey Key, Florida house rentals

Free parking on premises

Air conditioning

House rentals with a 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

A heated pool is framed by a screened enclosure, allowing for sunlit swims while providing shade. Comfortable lounge chairs are lined along the poolside, and greenery is visible in the background, creating a serene atmosphere for relaxation.

Home in Sarasota

4.93 out of 5 average rating, 106 reviews

2BR/2BA home w/ heated pool, 5 min to Siesta Key!

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

Top guest favorite

The swimming pool with a panoramic view showcases clear blue water beneath a screened lanai. Sunlight filters through the structure, reflecting off the surface. A serene lake is visible in the background, framed by lush greenery and clouds in the sky.

4.94 out of 5 average rating, 93 reviews

Venice Florida Stunning Lake Front Oasis!

A bright entryway showcases a decorative shelf displaying coastal-themed items and art. A starfish-patterned rug lies on white tiled floors, while a vintage trunk adds a charming touch. Soft lighting illuminates the space, complemented by a glimpse of the adjoining open kitchen area.

Home in Sarasota

4.93 out of 5 average rating, 373 reviews

☀Coastal Gem☀Heated pool & amazing location!☀

Top guest favorite

A private pool area is surrounded by lush greenery, featuring a clear blue water pool and four lounge chairs positioned for relaxation. Umbrellas provide shade, enhancing the serene outdoor space. Tropical plants are situated along the edge, adding to the natural atmosphere.

Home in Sarasota

4.98 out of 5 average rating, 109 reviews

SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!

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, 30 reviews

Sarasota Escape | Minutes to Beaches + Downtown

Weekly house rentals

Home in Siesta Key

4.92 out of 5 average rating, 13 reviews

Crystal Sands | Luxury Home w/ Ocean View & Pool

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

A bright bedroom features a spacious bed adorned with decorative pillows. Large windows allow natural light to flood the room, offering views of the outdoors. Two modern lamps flank the bed and a flat-screen television is mounted on the wall opposite.

Home in Manasota Key

5 out of 5 average rating, 43 reviews

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Top guest favorite

An outdoor seating area is captured, featuring a comfortable wicker sofa adorned with decorative cushions. A wooden coffee table holds breakfast items, including a teapot and cups. The space overlooks a fenced saltwater pool, with sunlight filtering through the screened enclosure.

5 out of 5 average rating, 64 reviews

Beach Time Villa- Heated Pool & Spa Oasis-4 Bikes

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!

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

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!

Private house rentals

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, 78 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Top guest favorite

4.98 out of 5 average rating, 40 reviews

Venice Retreat-Saltwater Pool+Hot Tub+Near Beach

Home in Placida

4.8 out of 5 average rating, 41 reviews

3/2 LGI Gulf Front w/Dock

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, 5 reviews

Turtle Bay - minutes to Boca Grande!

Top guest favorite

An open and airy living space is shown, featuring comfortable seating with a light color palette. A modern dining area accommodates several black chairs around a wooden table, while a fully equipped kitchen showcases sleek cabinetry and appliances. Warm lighting is provided by stylish fixtures.

5 out of 5 average rating, 33 reviews

SunCoast Luxury Estates

Top guest favorite

A one-story house is shown with a carport on the left side. The front yard features low shrubs and tall palm-like plants. Large windows are visible, allowing natural light to enter. The house is set against a background of trees and a clear blue sky.

Home in Nokomis

5 out of 5 average rating, 22 reviews

Updated house close to the Beach

A serene view showcases a manicured lawn leading to a calm lake, bordered by palms and grasses. The bright blue sky reflects softly on the water's surface, creating a peaceful outdoor ambiance.

Home in Nokomis

5 out of 5 average rating, 28 reviews

Lake View, 6 Miles From Beach

Top guest favorite

5 out of 5 average rating, 32 reviews

Serenity in Venice!Steps to Shamrock Park & Trail!

Destinations to explore