Vacation Rentals By Owner In Sarasota, FL

Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks - UpscalebrbrLocated Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FLbrbrFisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the Gulf on all of Siesta Key. You could throw a tennis ball into the gulf from this Siesta Key beachfront condo! Located at Turtle Beach on the island of Siesta Key off Sarasota, Florida, this vacation home has the best of both worlds - the beach in front and boat docks with access to the Intracoastal Waterway in back. While not as powdery white as Crescent (Siesta) Beach, it is less crowded and great for collecting shells. NOTE: Because of minimal beach directly in front, access to the beach is at the north end of the property at Turtle Beach.brbr brThis spectacular unit is on the third floor, accessible using the elevator or outside stairwell. This unit has been completely renovated with modern plank tile flooring, and new kitchen and baths, making it one of the nicest units at Fisherman's Cove. The kitchen has granite countertops with glass tile backsplash, and modern stainless steel appliances including refrigerator with through the door ice/water, glass top range and oven, dishwasher and microwave. The kitchen is fully equipped including a range of small appliances. The dining area has seating for four and is right off the kitchen. The living room is well appointed with stylish couch and loveseat, large flat panel HDTV and an amazing view out to the lanai and the Gulf. The air-conditioned lanai has floor to ceiling glass sliders overlooking the Gulf of Mexico and the beach below. The lanai is furnished with comfortable chairs and table to let you get comfortable as close to the water as possible.br brSleep at night with the ocean surf right outside your window! The master bedroom has a bay window overlooking the Gulf and beach below. It has a king-size bed, large HDTV, walk-in closet, and en suite bathroom with a large subway tiled shower. The second bedroom has two twin-size beds, flat panel HDTV and a large window overlooking the bay and boat docks. Additionally, a twin self-inflating/deflating aerobed is provided that can be placed wherever you choose. The second bath has a subway tiled tub/shower combo.br brThis unit has its own dedicated high-speed broadband WIFI. This unit also comes equipped with a full size washer/dryer. Boat docks are available for guest use at no extra charge!! Bring your boat or rent one after you get here. Keep it right at the condo all week long. (Note; trailers cannot be stored on site)brbrFisherman's Cove is located less than 25 minutes from Sarasota airport, 90 minutes from Tampa, and two and a half hours from Orlando. Tons of great restaurants and golf courses are nearby.brbrFisherman's Cove is on the southern end of Siesta Key at Turtle Beach and is very quiet and un-crowded. The view is to the west for spectacular sunsets! It's not unusual to be able to watch dolphins swim by in the Gulf from the lanai / patio.brbrNote: Rates based on occupancy of 4 - additional occupants $105/week up to max occupancy.

Condo

Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Upscale

Sarasota, Florida, United States

Bed

Bath

Sleeps

$190.6

This new 3-bedroom house is perfect for your escape to Sarasota. Each bedroom features a comfortable king bed, ensuring a good night's sleep for all guests. The 2 bathrooms are equipped with showers, and one with a bathtub. Enjoy the lanai out the rear of the home with a nice area to relax after a great day at the pool! Also equipped with a washing machine and dryer. All linens and towels are provided as well as pool toys! We'll be available to answer any questions while you stay at our place. More photos coming soon!

Private Vacation Home

New 3-bedroom house located in Waterside, Lakewood Ranch!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$288.11

PERFECT LOCATION - approx 2 min walk to LIDO BEACH & approx 5-7 min walk to ST ARMAND’S CIRCLE. Ideal for 2 couples or couples with children. brPrivate en-suite bathrooms in each bedroom.br2 futons in living room.

Apartment

Lido Beach 1/4 Block/St Armand's Circle / Pool At Beach, Aptartment Building 2R

Sarasota, Florida, United States

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Bath

Sleeps

$168.37

Imagine having a leisurely day in the sunshine, sitting by the edge of your own private pool. Adorable fully-equipped house has endless opportunities for enjoying the beauty of the Sarasota area. Everything you want is within easy reach.brbrIf you want to cook a meal for family, then the fully equipped kitchen has everything you could want to make your life easier, including cutlery/crockery, a large fridge/freezer, dishwasher, microwave, and of course the all-important coffee-maker for those early wake-ups! Plus, you can take care of any of your laundry needs in the utility room, which includes a washing machine, tumble dryer, ironing board and a dedicated drying area.brbrNo traditional Florida villa would be complete without a swimming pool, and you can take advantage of ours whenever you fancy a lazy day or a quick dip. The private pool is 32ft long, meaning you’ll have plenty of space to splash around in. Once you step out you can enjoy a light lunch on the lanai – which benefits from a dining table – or cook up a storm with friends on the nearby grill.brbrWhen it’s time to put your head down for the evening, we have a selection of cozy rooms to offer. The master bedroom features a welcoming king-sized bed, as well as a private en-suite bathroom to help you relax before you turn in. The serene second bedroom also has a king, and shares the main bathroom with another spacious king bedroom. Part of a larger party No problem – the 4th bedroom has a comfortable queen bed. All bath towels and bedding are provided, (with extras on-site), so you won’t need to worry about a thing once it’s time for sleep. brParking is no issue either, as there is space for two cars on the driveway, as well as a further two in the double garage, which has both an electric external and secure internal door for easy access after a long day out.brbrP.S. The villa contains a guestbook with full details of both the accommodation and local activities. Monthly Rental Only

Private Vacation Home

Spacious Remodeled Monthly Rental House with a Pool

Sarasota, Florida, United States

Bed

Bath

8

Sleeps

$431.31

Enjoy a relaxing stay at this simple yet cozy 2-bedroom, 1.5-bathroom villa located just minutes from the beach. Perfect for families, couples, or small groups, this comfortable space offers everything you need for a stress-free getaway. The primary bedroom features a comfortable king-size bed, while the second bedroom includes two twin beds, making it ideal for kids or additional guests. The villa includes a walk-in shower and a convenient half bath for added comfort and functionality. Start your mornings with a fresh cup from the in-unit coffee Keurig maker, then unwind in your private screened-in lanai, where you can relax and enjoy the coastal breeze in a peaceful setting. With its inviting atmosphere and convenient location near the beach, this villa is the perfect spot for a laid-back vacation focused on comfort and simplicity.

B05 - Relax. Refresh. Reconnect.

Sarasota, Florida, United States

Bed

Bath

Sleeps

$391.1

Villa B10 is a 1 bedroom, 1 bath villa located halfway between the award winning white sand Crescent Gulf Beach and the Casa Blanca Olympic Pool. A GREAT location! The villa has been beautifully newly renovated with a nautical look! The bedroom features a king size bed adjacent to a walk in shower along with numerous other amenities. It is our home away from home! Relax on the newly screened lanai. Experience some of the best sunsets in Florida. Come, relax, play, and stay with us! You won't want to leave!

B10 - Savor the Siesta Key Lifestyle

Sarasota, Florida, United States

Bed

Bath

Sleeps

$449.39

Welcome to your perfect coastal retreat. This large two bedroom, two bathroom villa is made for comfort, relaxation and effortless vacation living. With its calm and coastal inspired decor and open concept layout, this villa offers the ideal setting for families, couples or groups looking to unwind in style. The bright and airy open kitchen flows seamlessly into a large living room completed with big flat screen TV- perfect for movie nights or relaxing after a day at the beach. Whether you are cooking meals or gathering together, the layout creates a welcoming space for everyone. This villa comfortably sleeps guests with a king bed in the master bedroom and two double beds in the guest room. Each bathroom features modern walk in showers. Every detail of this villa has been thoughtfully designed to create a peaceful, beachy and convenient atmosphere, which is also why you have the choice of a traditional coffee pot maker and a Keurig maker to start all your mornings off just right.

B06 - Find Peace in the Sea Breeze

Sarasota, Florida, United States

Bed

Bath

Sleeps

$435.83

Welcome to one of the most desirable villas in Casa Blanca—the closest villa to the beach, offering unmatched convenience, space, and even a rare glimpse of the Gulf. Just 5 steps from Crescent Beach, recently ranked among the #1 beaches in the USA, this beautifully fully renovated 2-bedroom, 2-bath villa is the ultimate coastal retreat. Step inside to discover a spacious, modern interior with all-new furnishings and stylish finishes throughout. As one of the largest 2BR/2BA villas in Casa Blanca, this home offers plenty of room for families and groups to relax comfortably. Take in gulf views from both the family room and your private screened-in lanai, the perfect place to enjoy morning coffee or unwind after a day in the sand. The primary suite features a luxurious king-sized bed, a private full bathroom with a walk-in shower, a dedicated workspace/desk, and a flat-screen TV—ideal for both relaxation and remote work. The second bedroom is thoughtfully designed for flexibility, offering a bunk bed with a full bed on the bottom and twin on top, plus an additional twin bed, making it perfect for kids or extra guests. A second flat-screen TV and ample storage complete the space. The second full bathroom includes another walk-in shower and generous space for guest comfort. Both bedrooms feature large closets and ample storage, making this villa ideal for extended stays. Located within walking distance to Crescent Beach Village shops and restaurants, and just a short drive to the vibrant Siesta Key Village, you’ll have easy access to everything this world-famous destination has to offer.

C18 - The Beach is Just the Beginning

Sarasota, Florida, United States

Bed

Bath

Sleeps

$437.96

A relaxing vacation awaits you at Villa D03! Located close to the pool and clubhouse with just a short walk down the driveway to the famous white-sand private beach, this comfortably appointed two-bedroom, one-bath villa features soothing beach tones to enhance your stay. A free-standing unit without shared walls allows for a peaceful escape. Open the sliding doors from the large living room and enjoy the screened lanai (perfect for morning coffee, a meal, or a cocktail before sunset) or relax inside on the large sectional or comfy chairs as the breezes flow through the villa. The villa sleeps up to five in two bedrooms. The primary bedroom has a king bed, and the second bedroom boasts a queen and a twin, along with a desk for any WFH vacationers. The bathroom sports a full-size walk-in shower. In the kitchen you’ll find everything you need for cooking and dining – just add food! – along with a separate dining area. A duo-coffeemaker allows you to choose single serve pods or a pot! An assortment of toys, games, puzzles, and sand toys can be found in the villa, waiting for your visit. Whether you're here for a few days or a longer stay, this villa will have everything you need for a perfect stay.

D03 - The Keys to Your Perfect Getaway

Sarasota, Florida, United States

Bed

Bath

5

Sleeps

$413.29

Enjoy a relaxing stay at this simple yet cozy 2-bedroom, 1.5-bathroom villa located just minutes from the beach. Perfect for families, couples, or small groups, this comfortable space offers everything you need for a stress-free getaway. The primary bedroom features a comfortable king-size bed, while the second bedroom includes two twin beds, making it ideal for kids or additional guests. The villa includes a walk-in shower and a convenient half bath for added comfort and functionality. Start your mornings with a fresh cup from the in-unit coffee Keurig maker, then unwind in your private screened-in lanai, where you can relax and enjoy the coastal breeze in a peaceful setting. With its inviting atmosphere and convenient location near the beach, this villa is the perfect spot for a laid-back vacation focused on comfort and simplicity.

B04 - Your Oceanfront Oasis Awaits

Sarasota, Florida, United States

Bed

Bath

Sleeps

$454.0

Enjoy the perfect blend of space, comfort and convenience with this large two bedroom two bathroom villa. Designed with an inviting open floor plan that flows seamlessly from the kitchen into the living room. The villa comfortably sleeps up to six guests with a king bed in the master bedroom and two double beds in the guest room, making it ideal for families, couples or small groups. Both bathrooms feature stunning walk in showers, offering a clean, updated spa feel. While relaxing in the living area with a large comfortable couch this makes it perfect for movie nights or unwinding after hanging out by the pool or beach all day. The beautifully designed kitchen connects effortlessly to the living room, creating a welcoming environment for cooking and gathering. Start your mornings with ease with the duo coffee pot maker, offering both single serve and full pot brewing to suit every preference. Step outside to the screened in lanai, where you can enjoy the fresh air, morning coffee or a peaceful evening.

B02 - Drift Away on Island Time

Sarasota, Florida, United States

Bed

Bath

Sleeps

$438.17

Experience coastal comfort at its finest in this inviting, large two bedroom two bathroom. Thoughtfully designed for relaxation and convenience. Perfect for couples, families or small groups, this spacious retreat offers a warm and welcoming atmosphere. The villa features a king bed in the master bedroom and two twin beds in the guest bedroom, comfortably accommodating up to four guests. Both bathrooms include walk in showers. Enjoy the open living space with plenty of comfortable seating, ideal for unwinding after a full day of exploring. The large dining room table and kitchen island seating make it easy to gather for meals, games or conversation. Start your mornings with your choice of a Keurig or traditional cup of coffee, perfect for every coffee lover. While there is no lanai, the spacious interior layout offers plenty of room to relax and enjoy your stay!

Casa Blanca - VA18 - Siesta Key Is Calling

Sarasota, Florida, United States

Bed

Bath

Sleeps

$415.45

Welcome to your perfect poolside getaway! This charming and comfortable 2-bedroom, 1-bath villa is ideally located just steps from the pool, making it the perfect retreat for families, couples, or small groups looking to relax and enjoy the Florida sunshine. The villa comfortably sleeps up to five guests, featuring a spacious king bed in the primary bedroom, along with a double bed and a twin bed in the guest room—offering flexible sleeping arrangements for any group. The updated bathroom includes a convenient walk-in shower, providing a clean and refreshing space to unwind after a day at the pool or beach. Enjoy your mornings and evenings in the private screened-in lanai, where you can sip your coffee, dine al fresco, or simply relax in a peaceful outdoor setting without the bugs. Inside, you’ll find a coffee maker ready to help you start your day with ease. With its prime location near the pool, comfortable layout, and relaxing outdoor space, this villa offers the perfect combination of convenience and comfort for your next vacation. Whether you're here for a weekend escape or an extended stay, this inviting villa is your home base for soaking up sun, making memories, and enjoying everything the area has to offer.

C03 - Feel the Sand, Forget the Stress

Sarasota, Florida, United States

Bed

Bath

5

Sleeps

$436.35

Welcome to your perfect group getaway! This LARGE two bedroom, two bathroom villa is designed with space and comfort in mind, making it the ideal hangout for families and groups. The villa comfortably sleeps guests with a king bed in the master bedroom and two queen beds in the guest room, offering plenty of room for everyone to relax. Both bathrooms feature modern walk in showers. While gathering around the large dining room table for meals, games and quality time together or spread out in the expansive living room with ample seating, perfect for movie nights or unwinding after a day at the beach. Enjoy flat screen TVs throughout the villa so everyone can stay entertained! And don't forget to take a step outside and enjoy the beautiful screened in lanai, an inviting space to sip your morning coffee or relax in the evening breeze. For added convenience this villa includes a washer and dryer, making it perfect for longer stays.

A11 - Where Memories Begin

Sarasota, Florida, United States

Bed

Bath

Sleeps

$469.71

Escape to this cozy coastal beach inspired two bedroom, two bathroom villa. Perfect for families, couples or small groups, this charming retreat offers comfort, functionality and a touch of seaside style. This villa features a comfortable master bedroom with a king bed and a guest room with two twin beds, making it ideal for up to four guests. Both bathrooms provide convenience and privacy for your stay offering a walk in shower for both bathrooms. While enjoying the efficient and stylish galley- style kitchen, fully equipped for preparing meals, along with a coffee pot maker to start your mornings right. The open flow into the living space creates a cozy setting for relaxing after a long day at the beach. Enjoy stepping outside to the screened in lanai where you can unwind with your morning coffer or evening drink while enjoying the fresh coastal air- without the bugs.

A09 - Sun, Sand, and Your Perfect Stay

Sarasota, Florida, United States

Bed

Bath

Sleeps

$469.26

This beautifully designed LARGE two bedroom, two bathroom offers a blend of comfort and simplicity featuring a light and delicate aesthetic that creates a calm and inviting atmosphere. Ideal for families or groups the villa comfortably sleeps up to six guests with two queen beds in the master bedroom and two twin beds in the guest bedroom. Both bathrooms include walk in showers. The heart of the home features an open living space with a kitchen island, perfect for cooking, gathering and entertaining. Enjoy all meals together at the large dining room table or unwind in the cozy living area with comfortable recliners and couch. Starting your day with your choice of a coffee pot maker or tea kettle, then step outside to the screened in lanai, a peaceful spot to relax and enjoy the fresh air.

A06 - Unwind Where the Ocean Meets the Sky

Sarasota, Florida, United States

Bed

Bath

Sleeps

$470.89

Welcome to your spacious and family-friendly 2-bedroom, 2-bath villa—perfectly designed for comfort, convenience, and fun! Located just a short walk to the pool, this large villa is an ideal getaway for families or groups looking to relax and enjoy a memorable vacation. The primary bedroom features a plush king-size bed, creating a peaceful retreat for rest and relaxation. The guest bedroom is perfect for kids or larger groups, offering bunk beds with two double beds—providing plenty of space and a fun sleeping setup everyone will love. Both bathrooms include walk-in showers, giving the villa a clean, modern feel and making it easy for everyone to get ready after a day in the sun. The open and airy layout (with no lanai) allows for a spacious interior, perfect for gathering, relaxing, and spending quality time together. Start your mornings with the convenient duo coffee pot maker—whether you prefer a full pot or a quick single cup, you’re covered. Just steps from the pool, you’ll have easy access to cool off, lounge, and soak up the Florida sunshine whenever you like. Whether you're planning a family vacation, a group getaway, or a fun-filled trip with friends, this villa offers the perfect mix of space, comfort, and location to make your stay unforgettable.

C05 - Welcome to Your Beachfront Hideaway

Sarasota, Florida, United States

Bed

Bath

Sleeps

$498.76

Unwind in this peaceful and well appointed 2 bedroom 2 bathroom gulf front view condo. Offering beautiful views and a relaxing retreat for your next getaway. Perfect for couples, families, or a small group, this condo comfortably sleeps four guests. The primary bedroom features a comfortable king size bed, while the guest bedroom includes two twin beds, making it ideal for children, friends, or additional guest. The guest bathroom includes a convenient shower and tub combination, providing flexibility for all travelers. Start your mornings overlooking the gulf with your choice of a freshly brewed coffee using either the Keurig or traditional coffee maker, perfect for every coffee preference. The open living space is bright and inviting, designed for relaxing after a day at the beach.

Private Vacation Home

Condo 301 - Standard Plus

Sarasota, Florida, United States

Bed

Bath

Sleeps

$688.34

The kitchen has recently been updated this unit features Flat screen TV's and private wireless for your enjoyment. The Casa Blanca is within walking distance of Crescent Beach Village restaurants and shops, with Siesta Key Village just a short drive north on the key. This 2 bedrooms Apartment is located on the second floor it has a king bed in the master bedroom a sleeper sofa in the living room. Endless Gulf views from every room. Additional Person fees may apply. Enjoy a dip in one of the largest pools on Siesta Key! This second floor apartment has direct gulf views for stunning sunsets of the only beach to voted #1 twice by Dr. Beach!

Condo

Condo - 204 Premium Plus - Your Perfect Beach Retreat Awaits

Sarasota, Florida, United States

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Bath