Vacation Rentals By Owner In Sarasota, FL

Showing 2380 Of 3494 Vacation Rentals

$483.68

Condo- 203 Premium Plus - Discover Your Coastal Retreat

Sarasota, Florida, United States

This 1 bedroom Apartment is centered on the second floor it has a king bed in the master bedroom a sleeper sofa in the living room, enjoy lunch on the screened in Lanai over looking the Gulf of Mexico. 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!

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$406.12

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Villa

C08 - Serenity by the Shore

Sarasota, Florida, United States

Wake up in this charming 2-bedroom, 1-bath villa, perfectly designed for a relaxing coastal escape. This inviting retreat blends comfort, convenience, and seaside charm for an unforgettable stay. Inside, you’ll find a thoughtfully arranged layout featuring one queen bed and one twin bed, ideal for couples, small families, or a peaceful getaway with friends. The bright and airy living space flows effortlessly into a fully equipped kitchen, complete with a coffee pot maker—perfect for enjoying your morning brew before heading out to the beach. Refresh in the modern walk-in shower, then unwind on your private screened-in lanai, where you can enjoy ocean breezes without the hassle of bugs—perfect for morning coffee or evening relaxation.

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$409.88

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Villa

C09 - Escape Ordinary, Embrace the Gulf

Sarasota, Florida, United States

Welcome to our little oasis on Siesta Key. We have just completed a full remodel, so be one of the first to enjoy this home. Tastefully decorated in a beach theme, the unit is fully tiled, has granite countertops and, a walk-in shower. We also added a new half bath in the master bedroom. And for your convenience there is an outdoor shower. The air conditioning, insulation, and windows have been updated to provide a quiet comfortable experience. The master bedroom features a Queen mattress and the guest bedroom has two full beds. The oversized living room has super comfortable furniture with a reclining sofa and lounge chair. For your entertainment, there is a 51 flat screen television with Blue Ray player and game system in the living room as well as 32 wall mounted televisions in each of the bedrooms. Private wireless internet access is also included. Come to relax and unwind. Enjoy the beach life without the hassle of traffic, parking or elevators. This unit can occupy up to 6 persons.

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$442.42

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C15 - Your Island Interlude Awaits

Sarasota, Florida, United States

C15 is a large 2 bedroom 2 full bathroom villa, 1064 square feet, with additional enclosed lanai space. Because this is a larger 2 bedroom, it sleeps six (6) individuals comfortably, with a new King Size Bed/Mattress in the Master Bedroom, two new Twin Beds/Mattresses in the Guest Bedroom, and a new Queen leather couch/sleeper in the living room - including all new dressers, side tables, mirrors in each bedroom. In December 2025, C15 was completely remodeled, with all new tile floors, new paint on interior walls, new light fixtures, new ceiling fans, new quartz kitchen countertops, new Frigidaire kitchen appliances (stove, refrigerator, microwave, dishwasher), all new furniture in all rooms, including a new 75” Smart UDH 4K TV (streaming Netflix, Prime Video, Hulu, Apple TV) and also 40” 4K Smart TV’s in each bedroom that stream the same apps. C15’s kitchen is stocked with new dishes, glasses, pots/pans, utensils, cooking supplies, a Keurig coffee maker, and large areas to store your groceries. The Master and Guest bathrooms were completely upgraded in December 2025 with walk in showers, new plumbing fixtures, cabinets, mirrors, and lights. C15 is very close to the Crescent Beach white sand - about a 50 second walk to the beach - and after a fun day at the beach you can relax on the new screened in lanai with lanai furniture. C15 has a completely new air conditioning system that was installed in December 2025, with new blinds on all windows, and the sliding glass door, and new hurricane proof windows and doors were installed into C15. C15 is also equipped with Comcast high-speed internet dedicated to C15 guests only via a dedicated Comcast C15 high speed router. Enjoy your stay with either a couple, family, or extended family sleeping six guests in C15!

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Very Good(1)

$441.33

/ Nightly

Villa

D11 - Come for the Beach, Stay for the Peace

Sarasota, Florida, United States

Welcome to your perfect coastal retreat! This large and comfortable 2-bedroom, 2-bathroom villa is ideally located just steps from the pristine white sands of Crescent Beach—consistently ranked among the #1 beaches in the United States—and only moments from the oversized resort-style pool for a refreshing dip. Designed for comfort and convenience, this villa sleeps up to 4 guests, featuring a king-size bed in the primary bedroom and two twin beds in the guest room, making it ideal for couples, families, or a relaxing getaway with friends. Enjoy the laid-back island lifestyle with everything right at your fingertips. Take a short walk to nearby shops and restaurants in Crescent Beach Village, or hop on the convenient trolley to explore the lively Siesta Key Village or head south to Turtle Beach for a quieter coastal experience. Unwind and soak in the warm Gulf breezes as you relax in your private villa at Casa Blanca—where location, comfort, and convenience come together for the perfect beach vacation.

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$412.84

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D16 - Turn Moments into Memories on Siesta Key

Sarasota, Florida, United States

Experience the ultimate coastal getaway in this newly renovated 2-bedroom, 1-bathroom villa, located just steps from the world-renowned Siesta Key Beach, famous for its powdery white sand and crystal-clear waters. Designed with a fresh coastal-inspired style, both bedrooms feature brand-new furnishings for maximum comfort. The primary bedroom offers a queen bed and a 50” Smart TV, while the guest bedroom includes two twin beds and a 40” Smart TV, making this villa ideal for families or small groups. After a day at the beach, rinse off in the convenient outdoor shower or unwind in the fully renovated bathroom with a modern walk-in shower. The spacious living room is perfect for relaxing or entertaining, featuring two motion reclining sofas, two swivel chairs, and a 50” flat-screen Smart TV—creating a comfortable and inviting space for everyone. The fully equipped, newly updated kitchen includes everything you need to prepare meals, from gourmet dinners to quick snacks, along with a Keurig coffee maker for easy mornings. Whether you're enjoying the beach just steps away or relaxing inside your beautifully updated villa, this property offers the perfect home away from home on Siesta Key.

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$444.25

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B01 - Siesta Key Getaway

Sarasota, Florida, United States

Enjoy the perfect getaway in this two bedroom one bathroom poolside villa, ideally located just steps away from the water for the ultimate relaxation and convenience. The villa comfortably sleeps up to five guests with a king bed in the master bedroom and a double bed plus a twin in the guest room, making it perfect for families or small groups. The bathroom features a modern walk in shower for a clean and refreshing experience. Step outside and enjoy the screened in lanai, the perfect spot to enjoy morning coffee, unwind in the evening or soak in the relaxing poolside atmosphere. Inside, the open layout includes a kitchen island perfect for conversation or preparing meals. Start your mornings off the right way with the coffee pot maker, offering a simple and convenient way to enjoy freshly brewed coffee before heading out to the pool or the beach!

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$460.65

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Villa

C06 - Where Island Dreams Come to Life

Sarasota, Florida, United States

Unit 6C is a lovely unit where Island Dreams truly come to life. It has been completely remodeled and refurnished, awaiting your arrival to enjoy. It can accommodate up to 6 people. The spacious living room has large couch, love seat, swivel chair, coffee & end tables. Dining Room has table & chairs, with ceiling fan. Get ready to cook in the fully equipped kitchen with new refrigerator, stove/oven, microwave, dishwasher, and garbage disposal. Adjacent to the kitchen is a bar and barstools with outlets for computer or phone charging. There is a 65” UHD Smart TV located in the living room and viewable from the dining room, kitchen, or bar area. The exceptionally large Master Bedroom has a king-size bed, 2 nightstands, 2 chests, power recliner, and smart TV. Guest Bedroom has two full beds, nightstand, chest, and wall-mounted smart TV. Both bedrooms have ceiling fans. Both the master and guest bath have walk-in showers and are handicap accessible with grab bars. brbrAmenities include all new flooring throughout the unit, cable, Wi-Fi, Keurig coffee maker that uses either pods or filter for easy coffee making, closet stocked with board games, cards, puzzles & books, iron & ironing board, & hair dryer. There is a screened-in lanai with patio table & chairs, beach box with toys and towel/bathing suit drying racks. There is an outside shower near the back door of villa. We are close to the heated community pool, recreation room, laundry facilities, and the FREE trolley on Midnight Pass Road (runs to the village for plenty of shopping, restaurants and attractions) and only a couple minutes’ walk to the beach. A short drive will take you to downtown Sarasota, nightlife, cultural district, marina, Longboat Key, St. Armand’s Circle for shopping and less than 30 minutes to the Sarasota Airport.

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$450.31

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D18 - Ocean Air, Salty Hair, Zero Worries

Sarasota, Florida, United States

Welcome to your perfect coastal escape—one of the closest villas to the beach, where silky white sand meets the stunning blue Gulf waters. This beautifully renovated, spacious 2-bedroom, 2-bathroom villa offers the ideal blend of comfort, style, and unbeatable location. Step inside and enjoy a warm, inviting space with cozy cottage-style beach décor and an open-concept layout designed for relaxation and connection. The fully stocked kitchen makes cooking effortless and includes a drip/Keurig combo coffee maker for your morning brew or afternoon pick-me-up. The primary suite features a king-size bed and a private en-suite bathroom with a modern walk-in shower, creating a peaceful retreat. The guest bedroom includes a queen bed and a single daybed, offering flexible sleeping arrangements for families or small groups. A second full bathroom also features a walk-in shower for added convenience. The living space seamlessly extends outdoors with large sliding glass doors opening to a screened-in lanai, perfect for enjoying cool coastal evenings, dining, or unwinding after a day at the beach. After soaking up the sun, rinse off in the convenient outdoor shower, then relax indoors in your comfortable, refreshed space—ready to recharge for another day on beautiful Siesta Key.

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$410.98

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B11 - Paradise Found

Sarasota, Florida, United States

Welcome to your perfect coastal escape! This beautifully designed 2-bedroom, 2-bathroom villa blends comfort, style, and convenience to create an unforgettable stay. Inspired by calming colors of the sea, the space features soft ocean hues, airy décor, and a cozy atmosphere that instantly helps you relax and unwind.brThe primary bedroom offers a luxurious king-size bed, providing a peaceful retreat after a day of exploring. The second bedroom is perfect for families or groups, featuring a bunk bed with a full-size bed on the bottom and a twin on top—ideal for both kids and adults. This thoughtfully arranged villa maximizes indoor living space, offering a comfortable layout without a lanai, making it easy to enjoy a low-maintenance, cozy environment year-round. The open living and dining areas are perfect for gathering, while the fully equipped kitchen allows you to prepare meals with ease. Whether you're planning a beach getaway, a family vacation, or a relaxing retreat, this charming coastal villa delivers the perfect blend of comfort, functionality, and seaside serenity.

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$431.17

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A12 - Stay. Relax. Repeat.

Sarasota, Florida, United States

Relax and unwind in this charming two bedroom one bathroom villa featuring a simple, cozy beach inspired aesthetic that creates the perfect laid back getaway atmosphere. Ideal for couples or small families, the villa comfortably sleeps up to four guests with a king bed in the master bedroom and two twin beds in the guest bedroom. The updated bathroom includes a walk in shower. Kick back in the inviting living area with comfortable reclining couches, perfect for movie nights or relaxing after a day of adventures. The villa also features both a Keurig and traditional coffee pot, so you can enjoy your morning coffee just the way you like it. Step outside to the screened in lanai, where you can sip your coffee, enjoy the breeze and soak in the peaceful surroundings.

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$412.48

/ Nightly

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C07 - Your Beach Escape Begins Here

Sarasota, Florida, United States

Welcome to your cozy and inviting 2-bedroom, 2-bath villa—perfect for a relaxing getaway in the heart of Florida. Designed for comfort and convenience, this charming retreat is ideal for couples, small families, or friends traveling together. The villa features a comfortable queen bed in the primary bedroom and a double bed plus a twin bed in the guest room, offering a restful night’s sleep for up to four guests. With two full bathrooms and a convenient walk-in shower, everyone has the space they need to unwind and refresh after a day of exploring. Enjoy your mornings with a fresh cup of coffee made from the in-unit coffee pot maker, then step out to your private screened-in lanai. This peaceful outdoor space is perfect for sipping your morning brew, enjoying a meal, or relaxing in the warm Florida breeze—without the hassle of bugs. Inside, you’ll find a welcoming layout that makes it easy to relax and feel at home, whether you're staying for a weekend or an extended vacation. Whether you're here to explore nearby attractions, soak up the sun, or simply unwind, this villa offers the perfect blend of comfort, convenience, and laid-back Florida living.

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$420.96

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D05 - Where Flip Flops and Tank Tops Are Formal Wear

Sarasota, Florida, United States

Welcome to Deb’s Dream Villa D5, a beautifully newly refurbished 2-bedroom, 2-bathroom beachside villa located directly on Siesta Key Beach in Sarasota, Florida—with no streets to cross to reach the sand. You’re already at one of the most celebrated beaches in the country, recognized as a Trip advisor 2025 Best Beach in the United States. This charming villa offers the perfect blend of comfort, convenience, and coastal living. Inside, you’ll find a fully updated kitchen featuring new appliances, matching cookware, dishes, a coffee maker, and a Keurig, making it easy to prepare meals during your stay. The villa is thoughtfully furnished with new furniture, a king bed and twin bedding, and three new flat-screen TVs, creating a relaxing and functional space for families or couples. Step outside to your private patio, ideal for dining, conversation, and enjoying the island breeze. After the beach, rinse off in the convenient outdoor hot and cold shower. Located just steps from the large, heated resort-style pool, guests can enjoy swimming or take advantage of the on-site recreation room, which includes ping pong, pool tables, TV lounge, a lending library, and clean restroom facilities. A truly special experience awaits at sunset, when Taps is played by a beloved Casa Blanca owner, honoring fallen service members—a meaningful tradition that adds to the unique charm of your stay. With on-site management through the Casa Blanca office and convenient booking options, your stay is seamless from start to finish. Weekly stays are available for 1–4 guests, making it an ideal escape for a relaxing beach vacation. Arrive quickly, unwind slowly, and leave with unforgettable memories of Siesta Key.

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$253.45

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Condo

Condo# 318 2 Bed/1 bath Condo Steps to Siesta Key Beach!

Sarasota, Florida, United States

This Two Bedroom, One Bath Condo has a screened lanai overlooking the pool and gulf perfect for enjoying your breakfast outside or taking in the cool night time gulf breeze. You are just steps away from putting your toes in the sand.brbrThere is a King bed in the master bedroom, two twin beds in the guest room and sofa in the living room. brThe condo offers you easy access to Siesta Key Village with it's numerous restaurants, specialty shops, night life and other attractions. Your perfect vacation awaits you here at famous Siesta Key Beach, always included in the world's top ten best beaches.

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Exceptional(4)

$149.43

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Villa

Beautiful Two-bedroom, One-bathroom House in a perfect location, Sarasota, FL!

Sarasota, Florida, United States

Welcome to your private paradise! This beautiful house, part of a duplex, provides a private entrance and all the necessary amenities. With two bedrooms and one bathroom, it's the perfect size for a small family or group of friends. Each bedroom has a comfortable queen-sized bed, regular closet, dresser, nightstand, full-length mirror, and wall-mounted smart TV. The bathroom features a convenient walking shower.brbrStep outside to the beautiful outdoor space, complete with a screened patio with a fire pit and comfortable couches and a large outdoor patio with a huge Jacuzzi and a spacious dining area. And with an outdoor griller, it's the perfect place for outdoor cookouts and gatherings.brbrInside, the home features high ceilings and ceiling fans for your comfort. The living room boasts a comfortable recliner leather couch, a recliner chair, a smart TV, and an electric fireplace. The beautiful terrazzo floors add to the modern and clean aesthetic of the home. And for your convenience, the open-plan modern kitchen features a peninsula with three bar stools and quartz countertops.brbrOne unique feature of this home is its proximity to Sarasota Beach, just a 15-minute drive away. So why wait Contact the landlord to book today and come and experience the comfort and luxury of this beautiful house!

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Exceptional(3)

$249.92

/ Nightly

Condo

Condo# 419 Directly across from Siesta Beach - beach, gulf and pool views

Sarasota, Florida, United States

** This unit offers reservations with a 4-night minimum from April/11/2026 through December/11/26br and April/10/27 through December/10/27** Please contact our Office for assistance.brbrNow with 400 Mbps private WiFi. Welcome to our beautiful Two Bedroom, One Bath Condo overlooking Siesta Beach, the Gulf of America and the pool. It has a screened in lanai. Perfect for enjoying your breakfast outside or taking in the great ocean breeze and the beautiful view. br We just had the kitchen remodeled with new high quality cabinets, quartz counter tops and stainless steel appliances. The condo sleeps up to 6 with a king bed in the master bedroom, two twin beds in the guest room and a full size pull out sofa in the living room. The unit has free wireless internet and cable TV with flat screen TVs in the living room and both bedrooms. It’s also stocked with beach chairs, towels.brYour perfect vacation awaits you here at famous Siesta Key Beach, which is always considered one of the best beaches in the country and the world. Just walk across the street anytime you want! Morning walks, beach during the day or beautiful sunsets at night. It doesn't get much better than Siesta Beach.

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$119.76

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Condo

AWESOME 1-bedroom Lakeview condo in charming Sarasota with AC, WiFi,fitness room

Sarasota, Florida, United States

Will not find a better furnished one bedroom condo than this. It has been recently remodeled and has an Awesome view of the lake and fountains. The unit comes Fully furnished will all utilities included. Water, Cable, electric, WIFI, Garbage receptacle right outside door as well. The complex features a resort style pool, Tennis, and workout facility and is Gated and very secure. The location is amazing as well. Can walk to countless places. Publix, panera bread, Culvers, CVS, Banks, and much much more. serenata sarasota condo complex can check out website....best complex in area

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Exceptional(3)

$181.6

/ Nightly

Cottage

Charming 1 Bed 1 Bath Cottage in wonderful Sun Outdoors Sarasota that sleeps 6.

Sarasota, Florida, United States

This memorable cozy park model home is the perfect home base for your trip to Sarasota. Nestled in a tranquil setting, this cozy retreat features 1 bedroom with a queen bed, a large lanai with AC containing a twin over full bunk bed, and a bathroom with a hair dryer. The living room also has brand new queen sofa sleeper. Guests can enjoy the soothing ambiance in the large heated pool, WiFi, AC, and more. You're sure to make fantastic memories with a stay at our place.

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$268.88

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Private Vacation Home

Cozy Lakeview Home Min to I-75 and near to Siesta key beach

Sarasota, Florida, United States

Welcome to your perfect Sarasota getaway! This beautiful home offers a relaxing side water view and a peaceful atmosphere in a safe and quiet neighborhood.brbrEnjoy a fully equipped kitchen with everything you need to cook and feel at home. The space is thoughtfully furnished, comfortable, and maintained with impeccable cleanliness to ensure a five-star stay. We have a full coffee bar with free coffee, water and tea for your arrival brbrConveniently located just minutes from Interstate 75, making travel easy and stress-free. You’ll also be a short drive from the world-famous beaches of Siesta Key, known for their white quartz sand and crystal-clear waters.brbrClose to top-rated hospitals, great restaurants, shopping, and all the best Sarasota attractions — yet tucked away in a quiet residential area.brbrPerfect for families, business travelers, or anyone looking for comfort, convenience, and relaxation in beautiful Sarasota.

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Exceptional(5)

$248.29

/ Nightly

Private Vacation Home

PEACEFUL AND SPACIOUS POND VIEW HOME ON EQUINE RANCH

Sarasota, Florida, United States

2023 BEST OF SARASOTA AWARD for Horse Boarding StablesbrLocated in Sarasota, Florida, a Beautiful Gulf Town Nestled Between Fort Myers and Tampa Along the West Coast of Florida. Within 15 Minutes Drive of the Beautiful White Sands of the Gulf of Mexico and Voted the Number 1 Beach in the Country This Year! We are Around 90 Minutes Away From Orlando, the Theme and Adventure Park Capital of the U.S.! brbrVacation Stays Only! brThe Place You Will Love to Stay At for an Unforgettable Visit to Sarasota! Tranquility At It s Best, With 20 Private Acres Surrounded by Majestic Oaks and Pines. If You Enjoy Outdoor Living then You re Going to Love This Property! Fully Furnished & Equipped 2 Story Home Sleeps 10, on 15 Private Acres in a Country/Tropical Setting with Country Décor & All the Amenities. Available to Rent Monthly, Weekly, or Nightly (7 Night Min.) Aprox. 2500 Sq. Ft. of Living Space, 2 Screened-In Lanais! 2 Bedrooms on the Main Floor & 1 Bedroom Upstairs (2 Bunk Beds, Full Size On Bottom & Twin On Top & Twin Trundle Shared Pool & Suitable for Families, Couples & Groups.brbrYou Are Also Welcome to Bring Along Your Beloved Dog! We Only Allow 1 Dog Per/Property! We Have a Dog Fee of $10.00 Per/Night or $175.00 Per/Month.brbrIn Addition, We Have Our 2 Story Country Home which Sleeps 9 brProperty#7075262. brbrIn Addition, We Have Our Vacation Home With a Private Pool which Sleeps 8 brProperty# 7390224! brbrIn Addition, We Have Our 2 Bedroom Tree House Unit B which Sleeps 6 brProperty# 7104128!brbrIn Addition We Have Our 2 Bedroom Tree House Unit A which Sleeps 4brProperty# 9284684brbrIn Addition, We Have Our Beautiful 1 Bedroom Cottage Which Sleeps 4brProperty #7077929.brbrWe Have a Large List Of Testimonials to Share With You, Just Ask! The Testimonials Are From Families Who Have Stayed With Us All the Way From 2010 - to Present Day! We Have Had Large Amish Groups, Groups From Italy, Business Clients (Who Had Their Annual Meetings Onsite), Golfers, Baseball Spring Training Fans, Triathlon and Rowing Competitors, Couples, Family Reunions etc. Stay With Us! All of Which Were a Pleasure to Have and We Welcome Them Back With Open Arms! Perhaps This May Help in Assisting You With Your Consideration. brbrOur Full Board Horse Facility Offers: Full-Time Caretaker Lives Onsite, 2 Separate Barns for Permanent Boarders Only, Schooling Ring with Jump Course, Round Pen, Cross Country and Open Trail Riding Areas and Paddocks for Turnouts, on a Peaceful and Secluded Property!brbrPlease Give Us a Call and Let Us Assist You In Planning a Vacation Filled With Adventures That You'll Never Forget! We Hope to Establish a Rapport that Transcends the Traditional Customer-Business Relationship!!brbrWe Have a 5 Night Minimum From brDec. - Apr. brWe Have a 4 Night Minimum From brMay - Oct

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Vacation Rentals By Owner In Sarasota, FL

$483.68

$406.12

$409.88

$442.42

$441.33

$412.84

$444.25

$460.65

$450.31

$410.98

$431.17

$412.48

$420.96

$253.45

$149.43

$249.92

$119.76

$181.6

$268.88

$248.29

Rent a place that suits your needs

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