Vacation Villa Rentals By Owner In Sarasota, FL

Showing 230 Of 230 Vacation Rentals

$385.36

58 Premium Plus - Casa Mar

Sarasota, Florida, United States

Escape to coastal comfort in this charming 2-bedroom villa just steps from the beach. This beautifully furnished retreat boasts a bright and airy living space with vaulted ceilings, exposed wood beams, and abundant natural light. The open-concept living area features cozy seating, a large flat-screen TV, and stylish coastal décor that perfectly blends comfort with elegance. Both bedrooms are tastefully decorated for relaxation, while the full kitchen and dining area make meal preparation and entertaining effortless. Step outside and you’re moments away from sun-soaked shores and refreshing ocean breezes. Ideal for a family getaway, romantic retreat, or friends’ vacation, this beachside villa offers the perfect mix of comfort, style, and location. At Casa Mar, indulge in resort-style amenities including two sparkling swimming pools, tennis, pickleball, and shuffleboard courts for friendly competition under the sun. Enjoy grilling at multiple outdoor BBQ areas with picnic tables, or unwind at one of two beach pavilions overlooking over 200 feet of private beachfront. Stay fresh with multiple laundry facilities conveniently located within the community, and explore the area easily via the Siesta trolley stop right at the front, eliminating the hassle of driving. Embrace the beach life at Casa Mar, where every moment is filled with sun, sand, and endless possibilities!

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$374.81

/ Nightly

Villa

B09 - Let the Gulf Be Your Guide

Sarasota, Florida, United States

Escape to paradise in this beautifully appointed 1 bedroom, 1 bathroom private villa in Siesta Key, perfectly located just steps from the sugar-white sands of your private beach. Ideal for couples or small families, this cozy retreat offers the perfect blend of comfort, convenience, and coastal charm. Relax and unwind with easy access to the near Olympic-sized pool, clubhouse, and on-site laundry facilities—all just a short stroll from your door. Spend your days soaking up the Florida sunshine on the beach, where complimentary lounge chairs and chaise seating await you. Inside Villa B09, you’ll find a fully furnished space with a well-equipped kitchen, designed to make your stay effortless. Enjoy modern comforts including private WiFi, comfortable living spaces, and tasteful décor that creates a warm, relaxing atmosphere—your true home away from home. Located within the sought-after Casa Blanca community, you’re just a short walk to the charming shops and dining of Crescent Beach Village, while the vibrant nightlife, restaurants, and boutiques of Siesta Key Village are only a quick drive away. Whether you're planning a romantic getaway or a peaceful beach vacation, this villa offers prime location, resort-style amenities, and unbeatable beach access.

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Exceptional(114)

$256.67

/ Nightly

Villa

ROYS PLACE is romantic and ALL TO YOURSELF

Sarasota, Florida, United States

NAMED #1 BEST VACATION RENTAL WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE MAGAZINE for the past 3 years.br I LOVE ROYS PLACE! Romantic 800 sq. ft. boutique villa apartment. Only property in urban Sarasota with totally private (all yours, not shared) clothing optional heated pool.. Tropical Chic décor, quality furnishings, lush tropical landscaping. One block walk to beautiful sunsets over Sarasota Bay. All tropical serenity yet close to everything. Alternative lifestyle friendly allows you the freedom to totally be yourself many miles from your home town. Have fun creating new memories. One block walk to beautiful sunsets over Sarasota Bay. You will appreciate the quality, cleanliness and charm of this villa apartment. You can choose between cooking in the well equipped kitchen or dining al fresco in your pool side lanai. Shower under the stars in the special outdoor bamboo shower. The lush landscaping makes Roys Place an urban jungle. A short one block stroll will reward you with wonderful sunsets at our humble bay front park where local neighbors gather to chat and drink wine. You will have access to: Fully fenced back yard (very private), covered lanai, pool, grill, off street parking, laundry. This is a rare for Sarasota, jogging, bike friendly neighborhood with an excellent access along the waterfront where you will enjoy 100 year old oak trees, Spanish moss, modest houses to mansions and the beautiful Ringling Museum. Downtown Main St. Sarasota is a 5 minutes drive with over 100 restaurants, night life and shopping. The sugar white sand of Lido Beach is a short 10 minute drive. Staying in the Indian Beach neighborhood is truly Old Florida. Safe, quiet and friendly. Houses are an eclectic mix of modern to over 100 years old. There are three colleges in this neighborhood, a word class museum, micro-brew pub, Starbucks and a local restaurant in walking distance. The tiny yet beautiful bay front park is a one block walk. Sarasota is mainly a car reliant city. However, the public bus stop is a two block walk. SRQ airport is a ten minute drive. Complimentary beach chairs on property. PLEASE NOTE: OCCUPANCY IS LIMITED TO MAXIMUM TWO GUESTS. ADULTS ONLY PROPERTY (21+)

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Exceptional(35)

$466.63

/ Nightly

Villa

Luxury Villa with Pool, Game Room, Near Beach

Sarasota, Florida, United States

Welcome to Villa Palma, your tropical escape in the charming Arlington Park neighborhood. Whether you’re sipping coffee in the enclosed sunroom, splashing in the heated pool, or enjoying the Fun Zone game room, this home is designed for unforgettable gatherings.brbrLiving SpacesbrCoastal-Inspired ComfortbrRelax in the stylish, open-concept living room, where a tropical palette meets high-end furnishings. Whether you’re curled up for movie night or chatting over morning coffee, you’ll feel right at home.brbr• Sonos surround soundbr• Blazing-fast Wi-Fi throughoutbr• 4K Smart TVs with Roku in living room & 3 bedroomsbr• Full-sized washer & dryerbrbrGame Room – The Fun ZonebrYour all-weather entertainment hub with:br• 412 retro arcade gamesbr• LED-lit shuffleboard tablebr• Family board games, Jenga, cards, dominoesbr• Cozy seating for relaxed game nightsbrbrKitchen & DiningbrChef’s KitchenbrA stunning space with a waterfall island, stainless steel appliances, wine cooler, ice maker, and a fully stocked coffee bar. Perfect for everything from big breakfasts to beach-day picnics.brbrDining Optionsbr• Formal dining table with seating for allbr• Outdoor dining in the enclosed sunroombr• Propane BBQ for alfresco mealsbrbrBedrooms & BathsbrDesigned for comfort after days of beach walks and pool fun:brbr• Primary Suite: King bed, luxury hybrid mattress, en suite with glass shower & soaking tubbr• Second Suite: Queen bed, hybrid mattress, private en suite with rainfall showerbr• Third Bedroom: Queen bed, tropical green decor, shared bath with tub/shower combobr• Fourth Bedroom: Bunk + trundle, twin sleeper sofa, workstation — perfect for kids or extra guestsbrbrSleeps 10 guests over age 6 + 2 children under 6.brbrOutdoor AmenitiesbrSurrounded by palms and lush greenery, Villa Palma feels like your own private oasis:br• Heated pool with loungersbr• Florida sunroom with outdoor living room & diningbr• Propane fire pit with Adirondack chairsbr• Beach cart, chairs, umbrella, towels & toysbr• Covered front porch for quiet momentsbrbrLocation HighlightsbrYou’re in the heart of Sarasota’s best attractions:brbr• Arlington Park – Walkable green oasis with trails & courtsbr• The Ringling Museum – 2.5 mi / under 10 minbr• St. Armands Circle – 5.2 mi / under 15 minbr• Lido Key Beach – 5.2 mi / under 15 minbr• Siesta Key Beach – 5.7 mi / under 15 min (Rated #1 in the US)brbrGuest Infobr• Pet-friendly br• No large events, max occupancy enforcedbr• Equipped with smoke/CO detectors, fire extinguisher, noise monitorbr• Free parking: 2 driveways for 3 cars + street parkingbrbrDistance to Beaches & Airport:brbr• Siesta Key Beach – 5.7 miles (~15 min)br• Lido Key Beach – 5.2 miles (~15 min)br• Sarasota-Bradenton Intl. Airport – 5.8 miles (~15 min)brbrUse pool at your own risk, no lifeguard on duty. Please supervise children at all times.brbrVR24-00060

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Exceptional(1)

$315.0

/ Nightly

Villa

02 Premium Plus - Sun, Sand, and Studio Bliss - Your Siesta Key Escape Awaits

Sarasota, Florida, United States

Escape to the perfect beachside retreat at our charming and cozy studio on beautiful Siesta Key. Just steps from the world-renowned white sands of Siesta Beach, this inviting space is ideal for couples or solo travelers looking to unwind in comfort. The studio features two plush queen-size beds, a relaxed seating area, and a flat-screen TV for your entertainment. Prepare meals with ease in the fully equipped kitchen, complete with a refrigerator, stove, microwave, and all the essentials. The bathroom offers a refreshing shower, fresh towels, and a complimentary starter kit of toiletries. Start your mornings on the front patio or enjoy a relaxing swim in the shared pool. Convenient amenities include high-speed Wi-Fi, two on-site laundry facilities, and free parking. Nestled in the heart of Siesta Key, you'll be just a short walk from local shops, restaurants, and everything this vibrant beach town has to offer. Whether you're here for a quick weekend escape or a longer stay, our studio offers the ideal blend of comfort, convenience, and laid-back island charm. Book your stay today and experience the best of Siesta Key.

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$138.19

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Villa

Private pool, 2bed/2bath 1700sf villa, pet ok, mins to beaches, downtown, golf

Sarasota, Florida, United States

Experience Sarasota like a local in this 2-bedroom villa with private pool. The space features 1 king bed and 1 queen bed, perfect for a small group. Guests enjoy 2 bathrooms including a relaxing soaking tub to unwind after a day of exploring. The villa offers a soothing atmosphere with your own private pool and lanai; heating and AC to keep you comfortable year-round. Whether you’re preparing a meal in the kitchen (with all you need to cook except the food) or just relaxing indoors, the tranquil setting invites you to slow down and recharge. brbrYou will be less than 1 mile to the Baltimore Orioles training stadium; 20 minutes to beaches; 5 minutes to downtown Sarasota. One dog (under 50 pounds is allowed with deposit and cleaning fee charges). No children are allowed. brbrWe’re happy to assist with any questions while you stay at our villa.

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$2415.14

/ Nightly

Villa

Clean + Private QUEEN Room w/Hot Tub, Grill

Sarasota, Florida, United States

Last-minute stay in Sarasota We’ve got you covered!brSleep in a brand-new, clean, and tastefully decorated Sarasota home! This spacious bedroom in a shared house features a comfortable Queen bed, dresser, and closet. The home is well-stocked for travelers. brShared access to bathrooms, a modern kitchen, dining area, and cozy lounges with TVs.brEnjoy the tropical backyard with hot tub, grill, fire pit, and outdoor showers. brJust 5 minutes from Downtown and 15 minutes to Lido Beach.brbrWelcome to our modern, tastefully decorated shared home in Sarasota—designed with the vibe of a boutique hostel! You'll be staying in a private, lockable queen bedroom located on the second floor. While your room is fully private, the rest of the house is shared with other friendly Airbnb guests—or occasionally with us, your hosts.brbrGuests have full access to shared spaces, including a fully stocked kitchen (with complimentary coffee and tea, spices and oils), dining area, cozy upstairs lounge, full and half bathrooms, and a garage movie theater (A/C coming Sept 2025). Outside, relax in the tropical community-style backyard, featuring a hot tub, outdoor showers, gas grill, propane fire pit, hammocks, an outdoor TV, and multiple lounge areas.brbrEach bedroom has its own lock and key for your safety and privacy. We're always available if you need us—either in person or by phone—and we provide our personal cell numbers upon booking so you can reach us anytime.brbrWe’re located just 5 minutes from downtown Sarasota and 15 minutes from Lido Key Beach, making it the perfect crash pad between exploring the city, hitting the beach, or attending a nearby event.brbrSkip the overpriced hotel—book your spontaneous Sarasota stay with us for comfort, convenience, and great vibes!brbrGuest has access to the entire home except other bedrooms.brbrPlease text or call. If i cannot be there to help i will send someone who can.brbrAccommodating Every Traveler: Our Pricing Model ExplainedbrTo ensure our home maintains its 5-star quality, we've adjusted our pricing to reflect the increased costs of utilities and maintenance. This includes a small extra fee per guest.brThis new model allows us to offer the perfect getaway for single travelers looking to indulge in a whole home experience, while also being able to comfortably host large parties of 20+ guests at a price that remains effective for everyone. We believe this approach provides flexibility and value, ensuring a luxurious and comfortable stay no matter the size of your group.brbrbrImportant Security Camera Information for Your Safety and Our PropertybrbrFor the safety and security of our guests and our property, please be aware that our home is equipped with exterior security cameras. These cameras are located in the following areas and record both video and audio 24/7:brbr * Google Doorbell Camera: Located at the front entrance, monitoring the front door and immediate entryway.br * Google Driveway Camera: Located overlooking the driveway and front yard.brbrPlease Note:br * These cameras only monitor the exterior of the property.brbr * There are NO cameras inside the home or in any private areas (such as bedrooms or bathrooms), nor are they directed at areas where guests would have a reasonable expectation of privacy brbr * The purpose of these cameras is to enhance security, deter theft, and monitor compliance with our house rules (e.g., occupancy limits).brbr * Any attempt to disable, redirect, or obscure the cameras is prohibited and may result in immediate termination of your reservation without refund.brbrBy booking and staying at our property, you acknowledge and consent to the presence and operation of these exterior security cameras as described.brbrIf you have any questions or concerns, please do not hesitate to contact us.brbrWe take pride in offering a clean and healthy space. For the comfort and well-being of all our guests, smoking (including tobacco, cannabis, and vaping) is absolutely forbidden inside our home. The lingering odor and damage caused by smoke require extensive cleaning. Therefore, a $1,000 deep cleaning fee will be assessed to any guest found to have smoked indoors. We appreciate your understanding and cooperation.

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Exceptional(20)

$148.81

/ Nightly

Villa

Cozy and Clean Villa in Gulf Gate Close to Siesta Key

Sarasota, Florida, United States

This cozy villa is nestled in the heart of the Gulf Gate community and is only a ten-minute drive to Siesta Key Beach! Walking distance to the new Gulf Gate Library and Gulf Gate shops, with too many restaurants to count, groceries (Publix & Sprouts), bakeries, banks, retail shops such as Total Wines, Marshalls, Bed Bath & Beyond, Ross, and many more. brThis villa sits on a quiet street with friendly neighbors, the community is a walk/bike/live atmosphere, and the beautiful new library is just a hop-skip-jump away!brbrAdditional Notes: Renters continue to inquire about pets, the owner has allergies and pets are NEVER accepted.

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$392.85

/ Nightly

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A13 - Your Dream Beach Stay Is Here

Sarasota, Florida, United States

All new! Fully renovated thanks to Hurricanes Helene and Milton. Villa A13 has been redesigned with a focus on couples. It features a cook's kitchen, screened in lanai, and an interior design that combines mid-century modern with luxury comfort. The master bedroom features a new king mattress; the second bedroom has a new queen mattress. Both bedrooms have new 50 Sony Bravia TVs. Couples traveling together can each enjoy comfortable accommodations. The renovated bathroom has a new walk- in shower and significantly expanded storage and counter space. The kitchen and bathroom are simply wonderful! The kitchen has an expanded dining area with comfortable seating for four. The living room is furnished and arranged to facilitate conversation. If conversation runs dry, there is a 55 Sony Bravia TV. The villa is coinvent to the beach and the pool. It has in-villa wi-fi providing reliable, high speed internet access. Casa Blanca is within walking distance of restaurants, grocery and shops. Siesta Key Village is just a short free bus ride away. Non smoking villa; Occupancy is strictly limited to four persons; Minimum 7 day rental.

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$544.9

/ Nightly

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Golden Palms - Pool • Billiards • Firepit • BBQ

Sarasota, Florida, United States

Golden Palms is a top tier luxury retreat and one of the most amenity rich VRBOs in the Sarasota area. Designed for unforgettable experiences, it features a resort style pool, private hot tub spa bath, outdoor chef’s kitchen, firepit lounge, billiards, karaoke lounge, massage chair, kayak, and curated games for all ages, including a mini trampoline for little ones. Every detail elevates your stay; this isn’t just a home, it’s a private resort experience.

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Most popular vacation rentals in Sarasota

$1940.37

/ Nightly

Private vacation home

Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key

Sarasota, Florida, United States

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$1972.73

/ Nightly

Private vacation home

Luxury Villa • Waterfront 9BR/9BA • Pool + Spa • Steps to Lido Key Beach

Sarasota, Florida, United States

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$1981.32

/ Nightly

Private vacation home

Shore is Something | 5000sqft, Walk to Lido Beach, Bike to St Armand Circle

Sarasota, Florida, United States

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$2014.81

/ Nightly

Private vacation home

Siesta Beachfront Paradise: Infinity Pool & Spa!

Sarasota, Florida, United States

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$2070.75

/ Nightly

Private vacation home

Steps to Beach/Pool w/Slide and Chipping Green

Sarasota, Florida, United States

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$2113.04

/ Nightly

Private vacation home

Lagoon Pool/Slide/Spa - Beach Volleyball/Ping Pong

Sarasota, Florida, United States

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$2113.99

/ Nightly

Private vacation home

Holiday Home 'Modern Townhouse with Stunning View' with Sea View, Wi-Fi and Air Conditioning

Fuengirola, Andalusia, Spain

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$2137.71

/ Nightly

Private vacation home

#1 Rooftop Gulf Views-Theatre Room-Unmatched Slide

Sarasota, Florida, United States

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$2211.43

/ Nightly

Private vacation home

Sport Court Feat. Pickleball - Theatre Room - Pool

Sarasota, Florida, United States

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$2292.60

/ Nightly

Private vacation home

60ft Water Slide/Spa-Theatre Room/Air Hockey

Sarasota, Florida, United States

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Vacation Villa Rentals By Owner In Sarasota, FL

$385.36

$374.81

$256.67

$466.63

$315.0

$138.19

$2415.14

$148.81

$392.85

$544.9

Rent a place that suits your needs

Most popular vacation rentals in Sarasota

$1940.37

$1972.73

$1981.32

$2014.81

$2070.75

$2113.04

$2113.99

$2137.71

$2211.43

$2292.60

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