Vacation Rentals By Owner In Sarasota, FL

Off Tropic by Tropical Sands Accommodations brVR24-00055 brMinimum stay duration of 7 days/nights br brWelcome to Off Tropic, your luxurious vacation retreat nestled in Sarasota, Florida! This stunning home features three spacious bedrooms and three luxurious bathrooms, providing an opulent atmosphere for relaxation. With its serene screened in pool area, Off Tropic offers easy access to the breathtaking Siesta and Lido Key beaches, as well as the vibrant Shops and Dining of Downtown Sarasota and the iconic St. Armands Circle. brbrIMPORTANT: The Spa is Temporarily Out of ServicebrbrHighlights br• Private screened-in pool br• 3 Bedroom / 3 Bathroom br• 1 King, 1 Queen, 2 Twin beds br• Outdoor living space br• BBQ grill br• Outdoor shower br• Less than 5 miles to stunning Siesta and Lido Key beaches br• Washer and dryer br• Proximity to restaurants and shops for local dining experiences br• 3 Parking spaces br brStep inside Off Tropic and be greeted by gorgeous views of the tropical backyard. The warm, homey vibe of the living room invites you to unwind on the comfortable seating while enjoying your favorite shows on the large TV. Seamlessly flowing into the dining room, the space is designed for family gatherings. The modern kitchen showcases granite counters, stainless steel appliances, essential appliances, a walk-in pantry, and a family style breakfast bar, perfect for casual morning meals or coffee. br brThis stunning home also features dedicated office space, making it ideal for remote workers or students. Feel free to both work and enjoy the surrounding beauty of the area. br brTransport to an opulent retreat in the primary bedroom, boasting luxe furnishings, a comfortable king bed, and a spacious walk-in closet. The ensuite bathroom features stunning finishes, including a double vanity, a walk-in shower, and a relaxing soaking tub. The second bedroom offers a queen bed, while the third bedroom is designed with two twin beds and includes its own ensuite bathroom with a shower and tub combination. A convenient hallway bathroom and laundry room add to your comfort during your stay. brbrRoom Details br• Primary Bedroom: King bed, ensuite bathroom with walk-in shower and soaking tub br• Second Bedroom: Queen bed br• Third Bedroom: Two twin beds, ensuite bathroom with shower and tub combinationbr brOff Tropic’s screened in outdoor space epitomizes outdoor luxury, perfect for entertaining and embracing the Florida lifestyle. Lounge by the gorgeous pool, enjoy the BBQ grill, and gather around the outdoor dining table. Additionally, guests have easy access to the stunning Lido Key and Siesta Key beaches, nearby St. Armands Circle, and the chic Villages for upscale shopping and luxury dining. Every moment here is a celebration of relaxation and indulgence in this tropical paradise! br brBook your dream getaway today with Tropical Sands Accommodations at Off Tropic, where luxury meets comfort and discover the best of Sarasota living, all just a short distance from the beach! br brbr- brNo pets are allowed in this home. br brThese premises are monitored by video surveillance in select exterior areas. brbrThis home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Tropical Sands Accommodations Rental Policies for full details. brbr3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. brbrIn accordance with the City of Sarasota's Rental Ordinance, this property requires a minimum rental period of 7 nights. The maximum occupancy for this home is 10 adults; however, children under 6 years of age are not included in the City’s occupancy limit. Tropical Sands Accommodations enforces a total occupancy limit of 8 persons, including both adults and children under 6. Should you have any questions regarding the City’s occupancy restrictions, alternative homes without such restrictions, or details about our rates, amenities, or policies, please feel free to reach out.

Welcome to Off Tropic!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$234.79

VR24-00175brThe SpacebrbrWelcome to the Indian Beach Sapphire Shores neighborhood of Sarasota, one of Sarasota's most desirable neighborhoods. The Alameda is a rare treat for one of the best locations in Sarasota off the keys. Drive down the canopy lined streets to this adorable 2 bedroom, 2 bath private recently refurbished mid-century bungalow. The mid-century detail of this home has been beautifully restored, from the glimmering terrazzo floors to original mid-century bathrooms. brbrThe entrance to the Alameda House is a large wrap around shelled driveway with tropical landscaping. Park in the covered carport for 1 car and enter the home through the solid wood front door to the cozy living room. The living room features well maintained eclectic furnishings that crosses modern and mid century design styles. The living room features a large window opening to the front yard and 2 sliding glass doors that open up directly to the backyard and provide lots of natural light and air into the property.brbrTo the left of the living room is the wood crafted dining room table for 4, and the fully stocked kitchen. To the Right of the living room is the hallway leading to the two bedrooms and bathrooms. The master bedroom is located in the back part of the house and features a king-size bed, plush bedding, plenty of clothes storage, a reading nook, and the full master bathroom. The guest bedroom is in the front of the house and features a queen bed. The full guest bathroom is located directly off of the guest bedroom.brbrEnjoy the warm summer nights in the private backyard space with outdoor seating for 6, a propane firepit, and a propane grill. The backyard is surrounded by large hickory trees, and has fun edible surprises of Surinam cherries, and mangoes when in season.brbrThe Alameda House comes with two kayaks for those looking for water adventures. The closest launching spot would be located 2 blocks away (roughly a ¼ mile) at Indian Beach overlooking Sarasota Bay and the Inter-coastal Waterway. Indian Beach is one of the local's favorite evening areas to enjoy with a glass of wine to watch one of Sarasota's famous sunsets.brbrThe Alameda does welcome boaters to bring their boats with them to park at the property. The area directly to the left of the driveway is landscaped with rocks and can accommodate a boat up to 30'. The Sarasota boat ramps are located less than a half-mile from the property and are very easy to access.brbrThe Alameda is located one mile from downtown Sarasota, making it one of the most convenient locations to stay to access the best attractions of the Sarasota and Bradenton area. Within the immediate location of The Alameda House is some of Sarasota best attractions including, The Ringling College, The Ringling Museum, New College, The Sarasota Boat Ramps, The Van Wezel, The Players Theatre, The Oslo Theatre, and numerous restaurants and bars.brbrFor those looking for a Sarasota Experience that involves getting out and enjoying all that Sarasota has to offer, and having a cozy property to come back to and enjoy a BBQ in the back yard, this is the property for you. We recommend this property for small families, young couples, and single travelers alike. This a great property for families of students or adjunct professors at The Ringling College, New College, East West College of Natural Medicine, or exhibitors at the Ringling Museum.brbrWhat's provided for your stay: Have fun at the beach with chairs, coolers, umbrellas, toys and more, pre-stocked into the villa prior to your arrival. Each residence has their own Property Liaison to ensure any problems or concerns will be resolved in an effective and timely manner. brbrCancellation PolicybrbrBookings canceled at least 30 days before the start of the stay will receive a 93% refund. Bookings canceled at least 14 days before the start of the stay will receive a 43% refund. Bookings canceled within the 14-day window are non-refundable. brbrReservations of 15 nights or more may be canceled at least 90 days before the start of the stay will receive a 93% refund. Cancellations within 45 days of the check-in date and are refundable up to 43%.brbrShould a refund be issued, a credit to the original credit card in the amount of the reservation minus the cost of the cancellation fees will be issued within 5 to 7 business days.brbr**Minimum Age 25: All Reservations must be booked by and accompanied by an adult who is 25 years of age or older. Valid photo I.D. may be required at the time of booking. br**Your inquiry on our property will be responded directly to your personal email. Please keep a lookout for our response so we may best service your request.

Relaxing 2BR Retreat w/ Outdoor Dining & Kayaks

Sarasota, Florida, United States

Bed

Bath

Sleeps

$496.89

Why Winter is Perfect Here:brIdeal Weather: Escape the cold with pleasant 70s temperatures and sunshine-filled days and cooler evenings perfect for fire pit gatheringsbrPeak Season Perks: Experience Siesta Key at its liveliest with vibrant dining, events, and beach culturebrGreat Value: Experience paradise during the prime season at a competitive ratebrPerfect Winter Home: Your sunny escape and perfect snowbird retreat - warm days, cool comfortable evenings, and stunning Gulf sunsets!brbrYour Private Resort Experience:brBrand New Hot Tub: Perfect for sunset soaks, holds 6 brFire Pit Paradise: Great for cool evening gatheringsbrPrime Location: 7 minutes to Siesta Key, 10 minutes to downtown SarasotabrJust Renovated in 2025: Everything brand new from kitchen to bathrooms, and a brand new privacy fence in the backyardbrPerfect for Groups Up to 10brbrThe House:br5 queen beds with premium Sealy hybrid mattressesbr2 full bathrooms with showersbrScreened lanai with ping pong table and gamesbrOutdoor shower for post-beach rinsesbr65 smart TV and lightning-fast WiFibrFully stocked kitchen with stainless steel appliancesbrBaby/child gear included: Pack and Play, High Chair, Inflatable Bath TubbrbrOutdoor Paradise:brPrivate hot tubbrFire pit with seating areabrScreened lanai entertainment area with pingpong table and cornholebrOutdoor showerbrBrand new privacy fence in the backyard, the yard is fully fenced inbrDriveway parking for 2-4 cars, and street parkingbrbrLocal Insider Access:brYour hosts live here part-time and know all the hidden gems! Plus, our property manager is a local professional chef who can create custom meal experiences (additional cost, inquire if interested).brFoodie's Dream: Walking distance to incredible restaurants like Kolucan, Brine, Food+Beer, and Gecko's. Full kitchen for home cooking too!brBonus Perks: Fresh coffee, tea, and snacks waiting for you! brbrExtra Fees:brPet-Friendly -- Up to 2 pets welcome, $150 one-time fee. Please do not leave your pets in the backyard unattended. brbrOther:brFull head count is required at booking. No longer charging extra large group fees. The price reflects a flat rate with maximum headcount of 10. With only two bathrooms, 10 is the maximum number of people this house can hold. Most comfortable stays are between 6 and 8 people, however, we do allow for 10 with the number of beds. brFees are charged for extra people over 10 total, children included. The extra headcount fee is $200 per person per night. We aren’t encouraging this, we’re merely implementing a fine after so many have abused our maximum head count. Thanks for understanding. brbrGuest AccessbrLockbox with keys provides easy access to the entire property during your stay. Please park in the driveway (we keep our car in the garage).brbrSecurity & PrivacybrExterior cameras for security - no interior cameras. Full privacy inside your vacation home.brbrRecent note from past renter, Alyssa:br“Hi Kathleen, we stayed at the house in June and just want to say how all of the little things you did as a host made a big impression. We recently stayed at another property and we were so underwhelmed. No laundry detergent, coffee, etc. Fortunately I had packed my own since we drove there so it didn’t change anything but it def changes the energy when you stay out of town for a week. Thanks again for making our stay so nice and easy.”brbrLicense: DWE6806124

Red Door Siesta

Sarasota, Florida, United States

4

Bed

Bath

10

Sleeps

$829.7

Bliss by the Bay - Steps to Downtown & BaybrRenovated coastal beach house located in downtown Sarasota steps from Sarasota Bay (unincumbered views of the bay are 600 feet away via a public park across the street), beaches, restaurants and shopping. This 3 bedroom home is perfect for a romantic getaway or a family adventure to the culture coast of Sarasota. Modern, coastal, bohemian vibes are felt throughout the space allowing guests to relax and unwind from the daily grind. Walking distance to amazing restaurants and retail shops.brbrProperty offers great outdoor space complete with grill area, courtyard, outdoor seating/dining, and much more. Bay Park, St. Armands and Gulf Beaches all within easy reach.brbrFor those that need to stay plugged in and electronically entertained, the living room and each bedroom has a flatscreen T.V. and high-speed wifi is throughout the house. The living room offers abundant seating including a sectional couch, oversized arm chair and hanging swing chair.brbrAn all-new Kitchen boasts beautiful quartzite countertops and stainless steel appliances. Enjoy the plentiful counter bar space for breakfast or a happy hour cocktail. The kitchen offers an open concept design into the spacious dining room seating six (6) comfortably with ability to extend to eight (8) with table leaf located in primary bedroom closet.brbrAfter a full day of adventure, retire to one of three bedrooms offering privacy and sanctuary. The Primary bedroom is complete with a King Bed, full desk/make-up table and modern en-suite bathroom. The second bedroom has a King bed and third bedroom has 2 twin beds (perfect for families or can be pushed together to create a larger bed if desired). A full bathroom situated in between the second and third bedrooms makes for easy access for everyone. Separate studio, is across the terrace with its own private entrance and features a king bed, full living area and bathroom. brbrFull size front load washer and dryer are just outside of the kitchen and make doing laundry a breeze. Fill your morning coffee at the coffee bar and take a morning break on one of the Adirondack chairs in the courtyard - Peace!brbrBliss by the Bay is the perfect getaway for city and water lovers!brbrAdditional Studio SpacebrWill have access to entire main home. An additional Studio Villa is available that is accessed through the same patio of the main house. This is available at an additional charge and includes a king size bed, a living area, full bathroom and laundry. Please inquire if needed. For privacy reasons, only those that rent the main house can add the studio. No access to garage is granted.brbrNotable Nearby Attractions:brSarasota Bay Views (via a park across the street) – 600 FeetbrLido Beach - 4 milesbrSt. Armands - 3 milesbrRingling Bridge - 2 milesbrVan Wezel – ½ mile (walking distance)brRingling Museum - 2.6 milesbrSarasota Opera House - 1.2 milesbrSiesta Key - 8.1 milesbrbrMinimum restrictions apply, please contact the reservations team for details.

Bliss to Bay Home + Guest Suite by RVA

Sarasota, Florida, United States

Bed

Bath

Sleeps

$694.83

Bliss by the Bay - Steps to Downtown & BaybrRenovated coastal beach house located in downtown Sarasota steps from Sarasota Bay (unincumbered views of the bay are 600 feet away via a public park across the street), beaches, restaurants and shopping. This 3 bedroom home is perfect for a romantic getaway or a family adventure to the culture coast of Sarasota. Modern, coastal, bohemian vibes are felt throughout the space allowing guests to relax and unwind from the daily grind. Walking distance to amazing restaurants and retail shops.brbrProperty offers great outdoor space complete with grill area, courtyard, outdoor seating/dining, and much more. Bay Park, St. Armands and Gulf Beaches all within easy reach.brbrFor those that need to stay plugged in and electronically entertained, the living room and each bedroom has a flatscreen T.V. and high-speed wifi is throughout the house. The living room offers abundant seating including a sectional couch, oversized arm chair and hanging swing chair.brbrAn all-new Kitchen boasts beautiful quartzite countertops and stainless steel appliances. Enjoy the plentiful counter bar space for breakfast or a happy hour cocktail. The kitchen offers an open concept design into the spacious dining room seating six (6) comfortably with ability to extend to eight (8) with table leaf located in primary bedroom closet.brbrAfter a full day of adventure, retire to one of three bedrooms offering privacy and sanctuary. The Primary bedroom is complete with a King Bed, full desk/make-up table and modern en-suite bathroom. The second bedroom has a King bed and third bedroom has 2 twin beds (perfect for families or can be pushed together to create a larger bed if desired). A full bathroom situated in between the second and third bedrooms makes for easy access for everyone.brbrFull size front load washer and dryer are just outside of the kitchen and make doing laundry a breeze. Fill your morning coffee at the coffee bar and take a morning break on one of the Adirondack chairs in the courtyard - Peace!brbrBliss by the Bay is the perfect getaway for city and water lovers!brbrAdditional Studio SpacebrWill have access to entire main home. An additional Studio Villa is available that is accessed through the same patio of the main house. This is available at an additional charge and includes a king size bed, a living area, full bathroom and laundry. Please inquire if needed. For privacy reasons, only those that rent the main house can add the studio. No access to garage is granted.brbrNotable Nearby Attractions:brSarasota Bay Views (via a park across the street) – 600 FeetbrLido Beach - 4 milesbrSt. Armands - 3 milesbrRingling Bridge - 2 milesbrVan Wezel – ½ mile (walking distance)brRingling Museum - 2.6 milesbrSarasota Opera House - 1.2 milesbrSiesta Key - 8.1 milesbrbrMinimum restrictions apply, please contact the reservations team for details.

Bliss to Bay Home by RVA

Sarasota, Florida, United States

Bed

Bath

Sleeps

$172.11

Lido-Key- Newly remodeled TINY Studio. 7-10 min walk to the beach and St.Armands Circle. Quaint main floor studio in a great location. This is an affordable way to enjoy this popular area. One of the top beaches in the U.S. This cozy cottage features a Queen bed, refrigerator, stove, microwave, coffee maker, fully stocked cooking items & dishes, along with beach chairs, and beach towels. Located at 170 Roosevelt Dr., SarasotabrThe space:brStudio is tiny, yet roomy for 2 people. Completely remodeled.brGuest access:brWe have an on-site heated pool for the condo complex to use. On-site free parking for guests.brOther things to note:brWe offer beach chairs and beach towels. Also, behind our complex is kayak rental. Bike rental within 2 blocks. VEO e scooter rentals found throughout the area. The Beach is a 7-min walk and there are 2 public access points.brbrThe location is amazing, but our vintage building was built in the 50’s, so keep that in mind so that your not expecting a brand new complex. Updates are always on-going. Our studio is small, yet comfortable.brbr**NO Children & NO Electric Car Usage on complex allowed**

Apartment

Lido-Key, Tiny Cute Studio-D

Sarasota, Florida, United States

1

Bath

Sleeps

$282.22

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrWelcome to Island Walk at Vista Hermosa on South Siesta Key. This updated 2BR, 2BA second-floor condo blends comfort and convenience with a screened balcony, modern kitchen, assigned covered parking, and resort-style amenities. You’re close to the south village district, public beach access points, dining, and island conveniences. (Note: New pictures coming soon!) brbr brbrTHE SPACE brbr- Second floor condo in Building B overlooking the pool. Elevator access brbr- Open living and dining area with plenty of seating brbr- Fully equipped kitchen with modern appliances and essentials for cooking at home brbr- Screened balcony for morning coffee or evening drinks without the bugs brbr brbrSLEEPING brbr- Primary: King bed, en-suite bath with walk-in shower brbr- Guest: Two queen beds brbr- Second full bath serves the guest bedroom brbr- Sleeps up to 6 guests comfortably brbr brbrLOCATION HIGHLIGHTS: brbr- Heated communal pool just a few steps from the building brbr- Clubhouse, shuffleboard, communal BBQ area brbr- Southern side of Siesta Key, just a 10-minute walk to Public Beach Accesses #12 & #13 on Crescent Beach brbr- Close to restaurants, bars, ice cream shops, specialty stores, and grocery options brbr- Siesta Key Village approximately 10 minutes away; free trolley access available brbr brbrEXTRA PERKS: brbr- Complimentary beach items provided: a couple of beach chairs, a beach umbrella, and beach towels brbr- Assigned parking + guest spots (first-come, first-served) brbr- Elevator building; screened private balcony brbr brbrIMPORTANT INFO: brbr- No smoking or vaping inside the home brbr- No pets allowed brbr- HOA application required brbr- This condo observes Vista Hermosa community rules brbr brbrWe look forward to hosting you!brbrWe help make the most of your vacation by providing Xplorie's Free Admission to some of the area’s top attractions each and every day including a choice of a free bike rental, kayak rental, a dolphin cruise tour, or admission to the Ringling Museum ! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance reservation. The fare is free but please tip the driver. Limited to one activity for just one person each day (other members of the group can partake but will need to pay). Create exciting memories, have more fun, and truly experience the Beaches of Sarasota! Book now for an amazing vacation experience! Activities are subject to change and based on availability; non-cumulative and non-transferrable.brbrbrbrimg src=https://admin.itrip.net/upload/360/marketingimageitripsarasota.1718820503.jpg alt=marketing /brbrbrbrFeel free to book for a month or longer but Xplorie is not available for booking 25 days or longer.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

Condo

Modern 2BR at Vista Hermosa | Pool View Balcony | Walk to Crescent Beach & South Village Dining!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$382.67

Buttonwood 442

Sarasota, Florida, United States

Bed

Bath

Sleeps

$408.4

Summary:brbrLocated in the heart of south Sarasota, less than 5 minutes to Siesta Key Beach completely renovated home has it all. Ranch style has modern kitchen, open layout. Four bedrooms to choose from . A spacious master bedroom and a spa like bathroom that has a soaking tub, rain shower head, and huge walk in closet. The back yard will make you feel like you are on vacation,Large pool and privacy fence surrounding the property.brbrbrbrBedrooms: 4brbrBed:5 (2 king beds,1 queen bed, 1 full & 1 twin)brbrBathrooms: 2brbrbrbrThe Space:brbrSunny Retreat in SarasotabrbrbrbrbrbrYour Home Away from HomebrbrAs soon as you step through the front door, you'll be greeted by a warm and inviting atmosphere. Our thoughtfully decorated space is designed for both relaxation and enjoyment. With modern furnishings and a touch of coastal flair, you'll feel right at home in our cozy haven.brbrbrbr Proximity to Siesta Key BeachbrbrEscape to the world-renowned Siesta Key Beach, just a short drive away. Sink your toes into the soft, powdery sand, and let the gentle waves lull you into a state of tranquility. After a day in the sun, return to your private oasis to unwind and refresh.brbrbrbrPrivate Pool ParadisebrbrTake a refreshing dip in our sparkling pool, surrounded by lush landscaping for added privacy. Whether you're seeking a morning swim to start your day or a relaxing evening under the stars, our pool area is the perfect retreat. Lounge on comfortable poolside furniture and soak up the Florida sunshine.brbrbrbr Fully Equipped KitchenbrbrPrepare delicious meals in our fully equipped kitchen featuring modern appliances and ample counter space. Whether you're a culinary enthusiast or simply prefer dining in, our kitchen has everything you need to create memorable meals.brbrbrbr Comfortable BedroomsbrbrRetreat to our well-appointed bedrooms for a restful night's sleep. Crisp linens, plush pillows, and tasteful decor create a serene atmosphere to ensure you wake up feeling refreshed and ready for another day of exploration.brbrbrbr Entertainment and RelaxationbrbrWind down in the evenings with your favorite shows or movies on the flat-screen TV. Additionally, our cozy living spaces are perfect for conversation, board games, or simply enjoying the company of loved ones.brbrbrbr Explore the Surrounding AreabrbrDiscover the vibrant local scene, with shops, restaurants, and entertainment options nearby. Embrace the laid-back Florida lifestyle as you explore the beauty of Siesta Key and its surroundings.brbrbrbrPoolbrbrFeel free to enjoy the pool and spa. Pool rules: no drink/food in the pool. No diving neither. Please watch your children all the time and swim at your own risk. There is a daily charge for the pool heater, $60/day. If you need the pool heater, please let me know and I will ask our technician to turn on the heater prior to your arrival as it takes 10+ hours to heat up. Please understand that when the lowest air temperature is below 60F, the pool temperature might not be able to maintain 80+F.brbrbrbrBook your stay with us and make lasting memories in this poolside paradise close to Siesta Key. We look forward to hosting you!brbrbrbrGuest Access:brbrthey will have the full access

Pool home,Pet friendly, 5 mins drive to Siesta Key

Sarasota, Florida, United States

Bath

9

Sleeps

Exceptional(8)

$231.1

This villa tis a slice of paradise! Nestled within the Village des Pins complex, it offers a tranquil garden view and easy access to the pool and spa, making it an ideal tropical retreat.br br The kitchen is a standout feature, boasting granite countertops and modern appliances that make meal preparation a breeze. East in the kitchen at the bistro table, with a full laundry area off to the side. br br br The spacious primary bedroom features a king-sized bed and ensuite bath, and walk-in closet. The second bedroom with twin-sized beds, plus a spacious closet and TV. The second Bath, with a walk-in shower, is centrally located.br br The main living space is inviting and well-appointed, providing plenty of seating options including a reclining loveseat, and entertainment with the large smart TV and high-speed WIFI. With access to a range of amenities within the complex, including the heated outdoor pool, tennis courts, and picnic area, there's no shortage of activities to enjoy.br br br This Villa sleeps four in one king bed and two twins. br br Located in a resort-style neighborhood with lush landscaping, serene lakes and trees, an oversized heated pool and hot tub, two lighted tennis courts, shuffleboard, putting green, and a picnic area with grills. The clubhouse offers a pool table, kitchen, and party room with TV and library. Golfers will enjoy having a golf course close by.br br While we know you love your furry friends, this property is not pet-friendly. Please make other arrangements for your pets.br br Our Cancellation Policy: To protect our owners from loss of income, ALL MONIES PAID TOWARDS YOUR RESERVATION MAY BE NON-REFUNDABLE AFTER A CERTAIN DATE! FULL AND PARTIAL REFUNDS MAY BE GIVEN UNDER CERTAIN CONDITIONS. Ask our office for details, or check your rental agreement.

Village des Pins Villa | 2BR | Resort Amenities | Heated Pool, Spa |Near Siesta Key Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$234.69

Ready for a resort-style getaway Look no further than this comfortable and nicely appointed two-bedroom, two-bath villa with an attached garage just minutes from Siesta Key. br Everything you want in a vacation and everything you need in a home. Timberwoods Villa is set up for you to enjoy a week, a month, or a season.br br Enter a spacious Foyer that opens to the nicely updated kitchen, fully stocked with the essentials to easily prepare meals.br Relax to small meals in the kitchen at the Bistro set. The main dining table seats six in comfortable plush chairs, and has a pass- though to aid with serving and clean up. br br Relax to your favorite TV shows or movies in a comfortable living area with a sofa, loveseat, and chair. This spacious area also accesses the screened lanai where sunny Florida weather invites, you to dine with lush views of Pines and tropical landscaping.br The primary bedroom offers a king-sized bed and en-suite bath with a tub/shower combo. Extra seating and a SMART TV allows for added relaxation. Access to the lanai for morning coffee, play games, and enjoy beautiful views. br br The second bedroom offers two twin beds and a large private TV. The main bath is accessible from all main living areas, and just outside the second bedroom. It is nicely updated and features a walk-in showerbr br This Villa sleeps four in one king bed and two twins. A convenient laundry closet closes off the kitchen and a single-stall garage enters the kitchen.br br Lakes and trees surround the pristine grounds, with serene pathways for daily walks. The clubhouse features a beautifully laid-out resort-like oasis. Easy access to an oversized heated pool and spa, surrounded by a large patio with dining sets and loungers. A sun deck along the water is a perfect space to relax.br br For extra activities, there are two lighted tennis courts, a shuffleboard, a putting green, and a picnic area with grills. Inside the clubhouse, you can challenge one another to Billiards and plan a party or community gathering with the built-in kitchen and banquet area. Golf enthusiasts will find ample courses nearby to choose from.br br While we know you love your furry friends, this property is not pet friendly. Please make other arrangements for your pets.br br Our Cancellation Policy: In order to protect our owners from loss of income, ALL MONIES PAID TOWARDS YOUR RESERVATION MAY BE NON-REFUNDABLE AFTER A CERTAIN DATE! FULL AND PARTIAL REFUNDS MAY BE GIVEN UNDER CERTAIN CONDITIONS. Ask our office for details, or check your rental agreement.

BEAUTIFUL VILLA NEAR SIEATA KEY!! This coveted Community includes Pool/Hot tub/Tennis/Pickleball/ Putting Green, and Shuffleboard

Sarasota, Florida, United States

Bed

Bath

Sleeps

$516.09

Relax on Siesta Key! Beach Bliss with family, friends & More! br Sandy Toes Siesta key Dream StaybrWelcome to paradise! This stunning vacation rental offers 3 bedrooms, 3 bathrooms, with a spacious lower level suite perfect for families or groups seeking a comfortable beach retreat. Features a fully equipped kitchen, allowing for ultimate privacy and convenience. Just steps from the world-famous white sand beaches of Siesta Key, imagine waking up to the gentle sound of waves and spending your days soaking up the sun on the beach or by the sparkling pool.brbr* Prime location: Walking distance to the beach, perfect for quick dips in the turquoise water.br* Private community pool: Take a refreshing plunge or relax poolside with a good book.br* **Lower level suite:*br* Comfortable accommodations: Three bedrooms and three bathrooms ensure everyone has their own space. br* Fun for all ages: Enjoy nearby bike, scooter,boat rentals to explore the island or head to nearby bars and restaurants for a taste of Siesta Key's vibrant nightlife. Walking distance to Captain Curt's, Toasted Mango, and much more. br* **Family-friendly:** This vacation rental is perfect for families with children of all ages.brbr**Guest Amenities:**brbr* **2-Fully equipped kitchens** lower level suite: Prepare delicious meals to enjoy on the private balcony or patio. br* Free Wi-Fi: Stay connected and share your vacation memories with friends and family.br* In-unit laundry: Pack light and enjoy the convenience of laundry facilities.br* Beach gear:** We provide beach chairs , beach toys, wagon for your convenience, so you can pack light and start building sandcastles right away! br* Lower Level Ocean Suite with Queen Bed, Private Bath, Kitchen and fam room TVbr* Main floor Master King Bed, TV with jack and Jill Bath. br** Main family room for entertaining everyone Plenty of room for the entire family!br**Huge Loft with 2 Queen Beds, Private Bath and plenty of room for the kidsbrbrSiesta Key is a barrier island known for its pristine beaches, calm waters, and laid-back atmosphere. Explore charming shops, indulge in fresh seafood at waterfront restaurants, or take a boat tour to spot dolphins. brbr* Unbeatable location: Escape the everyday and create lasting beach memories.br* Perfect for families and groups: The lower level suite offers privacy and ample space.br* Private community pool convenient distance to some of Siesta keys best spots.: Enjoy endless fun and explore the island at your own pace.br* **Beautifully remodeled:** Enjoy modern upgrades and a fresh, inviting atmosphere. br* **Family-friendly:** We provide beach gear and a comfortable space for your entire family. br* **Weekly rentals:** We offer convenient weekly rentals for your beach escape. brbr**Additional Information:**brbrbrbrReady to experience the magic of Siesta Key Book your unforgettable vacation today!

Siesta Key Dream Stay @ Sandy Toes 800' to private beach access. 3 Bed 3 Bath

Sarasota, Florida, United States

Bed

Bath

Sleeps

$337.3

Welcome to Urban Nest on Eighth! A Downtown Sarasota Retreat that is dog-friendly, family-friendly and close to all the fun this area has to offer. This newly renovated vacation home is perfect for families, offering comfortable furnishings, colorful art, and a relaxed coastal vibe. brbrLocated within walking distance of Downtown Sarasota’s shops, dining, and popular parks, it’s ideal for exploring the best of the area on foot. Enjoy evenings gathered around the fire pit, cookouts on the grill, and easy beach days with provided beach essentials.brbrPrime Location:br• Perfectly situated within walking distance of vibrant Downtown Sarasota, filled with top-rated restaurants, cafés, boutiques, galleries, rooftop bars overlooking the Gulf, live music and nightlife.br• Just a quick walk to Payne Park, featuring tennis courts, a circus-themed playground, skate park, and scenic walking trails—a favorite spot for families and furry friends.br• A short drive to popular attractions including Marie Selby Botanical Gardens, St. Armands Circle, and Lido Key Beach for a day in the sun.brbrHome Highlights:br• Dog-friendly and family-friendly, welcoming guests of all ages (and paws!) to relax and enjoy.br• Completely renovated inside and out with a fresh mid-century modern design and all-new furnishings.br• Open floor plan creates a bright, airy, and inviting atmosphere perfect for family gatherings.br• Comfortable, stylish décor with colorful art and cozy touches throughout.br• Large, plush sectional in the living room with SMART TV for movie nights or lounging after exploring Sarasota.brbrGourmet Kitchen and Dining:br• Fully equipped modern kitchen with sleek stainless steel appliances, cookware, utensils, and plenty of kitchen essentials.br• Spacious countertops and an open layout with island and seating - ideal for cooking and family gatherings.br• Indoor dining area perfect for family breakfasts, casual lunches, or evening dinners.brbrBedrooms and Bathrooms:br• 4 total bedrooms designed for comfort and flexibility:br-Primary bedroom: King bed with luxury linens.br-Two guest bedrooms: Each with queen beds and stylish décor (one includes a SMART TV).br-Kids’ bedroom: Bunk bed with twin over full plus twin trundle for extra sleeping space.br• 2 updated bathrooms featuring glass walk-in showers, modern vanities, and plush bath towels provided.brbrOutdoor Living:br• Large private fenced in backyard—safe for kids and dogs to play freely.br• Brick patio with outdoor dining table and chairs for al fresco meals.br• Fire pit area with Adirondack chairs for cozy evenings under the stars.br• Gas grill for cookouts and outdoor shower for rinsing off after a day at the beach or park.brbrExtra Amenities:br• In-home washer and dryer for guest convenience.br• Beach essentials including chairs and towels.br• Pack ’n Play for families traveling with little ones.br• High-speed Wi-Fi, central A/C, and ample parking.brbrThis dog-friendly, family-friendly Sarasota retreat blends modern comfort, convenient location, and relaxed coastal charm, making it the perfect home base for your next Florida getaway.brbrPet Fee: This is a pet friendly home! Please include your pet in your booking so we can make the appropriate arrangements for the departure cleaning. A $250 pet fee per dog is required to help remove pet hair and dander from any furnishings and floors for our future guests. Thank you for your understanding, and we look forward to hosting you and your pup!

Dog & Family Friendly, Walk to Downtown & Payne Park, Close to Beaches

Sarasota, Florida, United States

Bed

Bath

Sleeps

$658.63

Siesta Key Escape – Kayak to a Hidden Sandbar & Explore in Style!brDiscover the perfect blend of relaxation, adventure, and luxury at this Sarasota retreat. Just minutes from Siesta Key Beach (3.3 miles), Shell Road Beach (0.5 miles), and a breathtaking sandbar (5-minute kayak ride), this home offers a true coastal getaway. Unwind in spa-like rainfall showers, explore on complimentary bicycles, or book a jet ski adventure through a trusted third-party provider. While not directly on the beach, this prime location puts you near the best of Sarasota’s shoreline for an adventures stay!

#1 Hidden Sandbar Siesta Key Beach & Kayak-Hidden Sandbar

Sarasota, Florida, United States

Bed

Bath

Sleeps

$719.11

Sapphire Shores | Luxury Pool, 2 Fireplaces, Game Room + 2 Bars!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$353.13

Lilac Place: Tropical Pool Paradise Near Siesta Key Beach – Pet-Friendly 3BR/2BA Retreat with Pond ViewsbrbrEscape to Your Private Sarasota Oasis – Where Tranquility Meets Coastal Adventure!brbrDiscover Lilac Place, a charming mid-century modern gem nestled on a serene cul-de-sac in Sarasota's desirable Gulf Gate area. Surrounded by lush tropical trees and offering stunning pond views with easy access, this single-level home feels like your own private resort—perfect for families, couples, or furry friends seeking relaxation just minutes from the powdery sands of Siesta Key Beach. Guests rave about the impeccable cleanliness, peaceful privacy, and sparkling pool that makes every day feel like a vacation highlight!brbrPrime Location for Endless ExplorationbrbrOnly 3 miles to the world-famous Siesta Key Beach (Crescent Beach) – a short drive to sun-soaked shores, vibrant Siesta Key Village, and downtown Sarasota.br1 mile to grocery stores, diverse dining, and shopping – everything you need is at your fingertips.brQuiet, safe neighborhood with pond views that enhance the tropical ambiance, as praised in reviews for feeling like staying in a resort.brEasy access to nearby attractions: birdwatching, cycling, fishing, golfing, jet skiing, kayaking, sailing, snorkeling, swimming, tennis, and wildlife walks.brbrLuxurious Property FeaturesbrbrSpacious 3-bedroom, 2-bathroom layout (1,548 sq ft) – all on one level, no stairs!brScreened-in private pool with patio, BBQ grill, and pond vistas – guests love unwinding here after beach days, calling it wonderful and perfect for cooling down.brPet-friendly for small/medium well-behaved dogs (up to 50 lbs, limit 1) with prior approval and a $300 non-refundable fee + taxes/processing – because your pup deserves a vacation too!br2-car garage + driveway parking.brCentral A/C, high-speed Wi-Fi, and keyless entry for seamless self check-in.brDish soap, shampoo, toilet paper, etc. and beach gear (chairs, umbrella, towels) to kickstart your stay.brbrStylish Living SpacesbrbrOpen, airy living room with mid-century modern flair – comfortable seating, 55 Smart TV with cable, and multiple Wi-Fi-enabled TVs throughout.brIdeal for gathering or relaxing, with plenty of natural light – reviewers highlight the stylish and well-maintained vibe that encourages quality time.brbrFully Equipped Kitchen & DiningbrbrModern kitchen with brand-new appliances, natural stone countertops, dishwasher, microwave, oven, stovetop, refrigerator, toaster, coffee/tea maker, and all cookware/utensils.brDining table seats six – perfect for family meals, as guests appreciate the well-equipped setup for home-cooked dinners.brbrCozy Bedrooms & BathroomsbrbrMaster Bedroom: King bed with 5” memory foam mattress and en-suite bathroom (shower, toilet).brGuest Bedroom 1: Queen bed.brGuest Bedroom 2: Two twin beds (with trundle option for extra flexibility).brHall Bathroom: Shower, toilet.brAll beds come with fresh linens; bathrooms include hair dryers, towels, and essentials – ensuring comfort that guests describe as better than expected.brbrWhy Guests Love Lilac Place (From Real Reviews)brbrSparkling Clean & Well-Maintained: Clean and exactly as pictured – we prioritize professional cleaning between stays.brExceptional Pool & Outdoor Bliss: Ohhhh...did I mention the wonderful pool Enjoy privacy and pond views in a tropical setting that feels secluded yet convenient.brTop-Notch Location & Convenience: Centrally located to shops, restaurants, and beaches – quiet yet close to everything, with easy drives to Siesta Key, downtown, and Venice.brResponsive Hosts & Communication: Owners were easy to reach & responded promptly – our team is on-call for a hassle-free stay, earning consistent 10/10 ratings.brOverall Charm: Felt like we were staying in a resort – the tropical trees, pond access, and peaceful cul-de-sac create a hideaway that's great for families or peaceful escapes.brbrImportant NotesbrbrThis pet-friendly paradise welcomes approved dogs – contact us before booking.brNo smoking/vaping; no RVs, trailers, or oversized vehicles.brPrices include all fees – no hidden surprises, with automatic discounts for longer stays.brSmoke detector, carbon monoxide detector and fire extinguisher provided for safety.brOur team is dedicated to your perfect stay and will promptly address any concerns to ensure you leave happy!brbrWhether you're here for a sun-drenched family vacation, a romantic getaway, or a rejuvenating long-term retreat, Lilac Place delivers unforgettable Sarasota magic. Book now and create memories in this tropical haven – as one guest said, We would definitely stay here again!

Lilac Place: Tropical Pool Paradise Near Siesta Key Beach – Pet-Friendly 3BR/2BA

Sarasota, Florida, United States

3

Bed

Bath

6

Sleeps

$576.3

This memorable pool w/ hot tub home is the perfect home base for your trip to Sarasota. Stylish 3BR/3BA+ designated office centrally located Sarasota home with private heated pool/spa, and fenced yard—just minutes to Siesta Key & downtown. A short bike ride to Arlington Park and Southside Village. Features upgraded kitchen, smart features and putting green. Bedroom not pictured has a bunk with a queen on bottom, twin XL on top. Perfect for families or couples looking to relax, work remotely.

New Luxury Pool Home by Siesta/Downtown Sarasota

Sarasota, Florida, United States

Bed

Bath

Sleeps

$350.3

Vacation rental: 'Olde Florida' style 2 bedroom, 1 bath cottage one block from Lido Beach! Nestled in the back of Pelican Gardens, this tropical Villa is a short stroll to Ted Sperling Park and St. Armands Circle. Just bring your suitcase and sunglasses. Sunscreen provided! Kitchen is perfectly set up for cooking or entertaining. Between dining area or breakfast bar there's plenty of room! Master bedroom features King accommodations and opens to side deck. Guest room provides both a full bed and twin bed. Perfect for families. There’s also a pull out sofa in the living room for additional guests. Property sleeps 6 comfortably. Designed for making beach memories this tropical retreat is neatly tucked away to provide more living and entertaining space. Morning coffee on the screened front porch, BBQing on the side porch or enjoying watching your favorite team, there's space and privacy! Just recently updated…the cottage features new furnishings, 3 flat screen TV’s, ceiling fans and wifi. The full bathroom includes tub/shower. A large walk-in closet/pantry is great for storage. Community has a parking lot exclusively for guests with passes provided. There are endless activities nearby from the community pool, Lido Beach, walking trails, kayaking, shelling, biking, shopping, dining or simply relaxing! You can bring your furry friend…small dogs with prior approval and $250 pet fee. Sorry, no kitties…No smoking allowed inside or out. Cottage has storage area for bikes and kayaks during your stay. Bring your bikes or rentals are close by. Beach chairs, umbrella, rolling cooler and beach towels provided. ALSO AVAILABLE WEEKLY - 7 day minimum stay required. Guests are required to complete a Guest form prior to arrival. Coin operated washers and dryers are on site for your use. Simply the perfect getaway!

Cottage

NEW...Lido Key Cottage

Sarasota, Florida, United States

Bed

Bath

Sleeps

$232.56

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrWelcome to Kingston Arms on Lido Key 1 BR! brbr brbrThis charming one-bedroom condo in the popular Kingston Arms complex offers courtyard and pool views, just 8 minutes from the famous white sands of Lido Beach and stunning Gulf sunsets. Steps from St. Armand’s Circle, enjoy cafés, shopping, fine dining, and nightly entertainment, all within walking distance. With an assigned covered parking spot and a second-floor location in an elevator building, it’s a peaceful and convenient beach getaway. brbr brbrLOCATION HIGHLIGHTS: brbr- Heated communal pool brbr- Walk to St. Armand’s Circle for high-end shopping, upscale dining, and nightly live entertainment brbr- Just a few minutes walk to North Lido Beach & Park brbr- Just west of Downtown Sarasota across the Ringling Bridge brbr- Easy access to beaches, restaurants, nightlife, and nearby Longboat Key brbr brbrPROPERTY FEATURES: brbr- 1 Bedroom/ 1 bathroom 2nd floor condo (elevator available) brbr- Private screened lanai overlooking the pool brbr- Communal laundry room (no private laundry) brbr- Assigned covered parking for one car brbr- Towels and linens provided brbr- Keyless entry, self check in brbr brbrLIVING ROOM: brbr- Sliding doors to screened balcony brbr- Comfy couches brbr- Open floor concept brbr brbrKITCHEN AND DINING: brbr- Modern full kitchen with brand-new stainless steel appliances brbr- Open-concept layout with large dining table for 6 brbr brbrBEDROOMS AND BATHROOMS: brbr- Master Bedroom: King bed, dresser, ample closet space, natural light brbr- Couch in the living room doubles as a queen sofa bed brbr brbrEXTRA PERKS: brbr- Complimentary beach items: a couple of beach chairs, a beach umbrella, and beach towels brbr brbrLOCAL FAVORITES: brbr- St Armand's: Columbia, Daquiri Deck, Crab and Fin, Cha Cha Coconuts brbr- Shopping: Alvin's Island, Beach Bazaar, Foxy Lady brbr brbrIMPORTANT INFO: brbr- No pets, no smoking or vaping inside or near windows/doors brbr- Parking restrictions for special vehicles: no boats, motorcycles, trailers, jet skis, kayaks, golf carts, vans, or any other oversized or commercial vehicles allowed brbr- No cable services brbr brbrFROM MORNING BEACH WALKS TO EVENING OCEAN BREEZES, YOUR LIDO KEY RETREAT IS READY FOR YOU - BOOK TODAY!brbrWe help make the most of your vacation by providing Xplorie's Free Admission to some of the area’s top attractions each and every day including a choice of a free bike rental, kayak rental, a dolphin cruise tour, or admission to the Ringling Museum ! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance reservation. The fare is free but please tip the driver. Limited to one activity for just one person each day (other members of the group can partake but will need to pay). Create exciting memories, have more fun, and truly experience the Beaches of Sarasota! Book now for an amazing vacation experience! Activities are subject to change and based on availability; non-cumulative and non-transferrable.brbrbrbrimg src=https://admin.itrip.net/upload/360/marketingimageitripsarasota.1718820503.jpg alt=marketing /brbrbrbrFeel free to book for a month or longer but Xplorie is not available for booking 25 days or longer.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

Condo

Walk to Lido Beach & Steps to St. Armand's Circle | Heated Pool and Spa | BBQ

Sarasota, Florida, United States

1

Bed

1

Bath