Vacation Rentals By Owner In Sarasota, FL

BNB Breeze Presents: Twin Palms!brThis stunning 2 house oasis resides in the heart of Sarasota Florida and is located just 13 minutes away from Siesta Key Beach. This beautiful and entertaining home includes: br- Heated Saltwater Pool (Heat is seasonal) br- Fully Fenced in Back Yardbr- Putting Greenbr- Outdoor Grillbr- Beach Suppliesbr- Fully-Equipped Kitchen br- Wi-Fibr- and More!brbrExperience double the fun at Twin Palms. This TWO-HOUSE property is your ideal getaway in Sarasota, Florida— these charming homes are nestled minutes from pristine beaches. This tranquil oasis offers spacious living areas bathed in natural light, two gourmet kitchens perfect for culinary adventures, and a serene backyard oasis with a private pool. Ideal for relaxation and exploration, these homes promise unforgettable moments in the heart of Sarasota's vibrant cultural scene and sun-soaked shores.brbrTHE INTERIOR SPACE br- Wi-Fibr- Laundry Rooms w/ a Washer + Dryer (Detergent Provided) br- Our home is stocked with clean and sustainable products and toiletries to give you and your loved ones a toxin-free stay! brbrKITCHEN + DINING AREAbr- 2 KITCHENS!! br- Fully-Equipped Kitchen w/ Cooking + Baking Essentials (No Food)br- Dining Tablebr- Beautiful Appliances (the chef in your group will thank you!)br- Stove + Ovenbr- Fridge + Freezerbr- Microwavebr- Dishwasher (Detergent Provided)br- Drip Coffee Makerbr- Hot Water Kettle br- Toaster br- Dishesbr- Silverwarebr- Glasses + Coffee Mugs brbrLIVING ROOM br- Two Living Room Spaces! br- 55 Smart TV in each Living Roombr- Plush Sofa + Comfy Chairsbr- Throw Pillows + BlanketsbrbrTHE SLEEPING ARRANGEMENTS | 4 Bedrooms |br- Bedroom 1: King Bed (Located in House 1) br- Bedroom 2: 3 Twin Beds (Located in House 1) br- Bedroom 3: King Bed (Located in House 2) br- Bedroom 4: King Bed (Located in House 2) br- Twin Day Bed (Located in Bedroom 1)brbrBATHROOMS | 3 |br- Bathroom 1: Full Bath: Standing Shower (Located in House 1)br- Bathroom 2: Full Bath: Shower/Tub Combo (Located in House 1)br- Bathroom 3: Full Bath: Standing Shower (Located in House 2)brbrEnjoy the ULTIMATE outdoor living at this Sarasota home—a serene retreat boasting a private heated (seasonally: see details below), saltwater pool and a gas grill for alfresco dining. Surrounded by lush tropical landscaping, this inviting space invites relaxation and memorable gatherings under the warm Florida sun.brbrTHE OUTDOOR SPACE br- Private heated saltwater pool (Heat is seasonal - see details below) br- Gas Grill br- Fully Fenced in Back Yardbr- Parking Space for up to 3 Vehicles in the Driveway! brbrWe cannot wait to (hopefully) host you at Twin Palms soon! We are confident that this stunning home has everything that you need for your next dream vacation. The only question that we have for you is... When are you going to book brbrNAVIGATING THE AREAbrThe Bay Runner is a new, open-air trolley that provides complimentary service seven days a week, until midnight, with multiple stops along the way between Lido Key, St. Armands Circle, and downtown Sarasota! If you park in Sarasota, this trolley system makes getting out to the beach a breeze! brbrSEE HOW WE ARE GOING GREEN! brWe love the environment, and are doing everything that we can to minimize our carbon footprint. Sarasota has been voted one of the cleanest and greenest cities in the US! Here are a few ways that we are loving on the beautiful Florida environment, and welcoming you to join us! br- This stay is central to beaches, restaurants, and shops! We encourage you to use our loved public transportation system to make traveling easy, and eco-friendly!br- We use high-quality, sustainable mattresses and linensbr- We offer a drip coffee maker so that you can reduce your single-use pod disposable, while opting for a pot of coffee to eliminate waste! br- We offer reusable grocery bags to make shopping at your local farmers market both chic and sustainable! br- All of our toiletries are eco-friendly, clean products that come with reusable dispenser bags to eliminate waste. br- We use LED lighting throughout the home to minimize electricity usage. Thanks to the natural Florida sunshine, you can soak in the sun that floods this home through all of the large windows, without using excessive home lightning during the day! br- Our home is in a great location for Instacart! Make grocery shopping for the family easy while saving on gas! brbrNEARBY AIRPORTS:br1. Sarasota Airport (SRQ)br2. Tampa International Airport (TPA)br3. St Pete/Clearwater Airport (PIE)brbrLOCAL ATTRACTIONS:br1. Bradenton Beach- 30 Minbr2. Lido Beach- 30 Minbr3. Oak & Stone has the best pizza by far and is just 10 minutes from the house!br4. Coquina Beach (a personal fav) 30 min. If you have a hammock along, there are some great places to hang out in the trees here:) br5. Anna Marie Island (full of shops and fun restaurants) 30 min. If you visit - North Shore Cafe is a must! Wonderful little cafe/coffee shop. br6. Smugglers Cove Adventure Golf- 15 minbr7. River Run Golf Links- 3 minbr8. Norma Loyd Park- 3 minbr9. Pier 22 is one of our favorite restaurants nearby and right on the water! 10 minbr brI hope that gives you a few places to visit on your trip!brbrADDITIONAL AMENITIES:br- Linens for each Bedbr- Towels and Washclothsbr- Roll of Paper Towels br- Bottle of Dish Soap br- Trash Bagsbr- Coffeebr- Laundry Detergent br- 2 Rolls of toilet paper, per bathroom br- Bath essentials - Body soap, shampoo & conditionerbr*Please be prepared to bring any additional supplies that you will need during your stay. brbrPlease Note:brbr1. Pet Policy: We love your furry friends! A fee of $150 per dog must be paid BEFORE the guest arrival date. There is a max of 2 dogs on the property and a max weight of 50 lbs. per dog. Sorry, but no cats or exotic animals are allowed in the home. If evidence of an unapproved (or unpaid for) pet is located on the property, there will be a $500 non-refundable fine. Please clean up after your pet in the yard (bring your own doggy waste bags) and in the home. Additionally, any pet brought to the property must not be left unattended in the home. If they are left at the property alone, they will need to be kept in a pet crate.brbr2. No Smoking: If any signs of smoking are documented, the renter agrees to pay a $200.00 / per day.brbr3. This home is equipped with a security camera outside for the protection of home and safety of our guests. It is recording 24/7, 365 days a year. There are no cameras on the interior of the home. brbr4.Quiet hours for the property are between 10:00 PM and 8:00 AM. Please keep the noise levels down over this time.brbr5. This property is equipped with pool heat. Heat is turned on from November 20th through April 1st and is included with your stay at no extra costs. The FL sunshine does an incredible job at warming the pool for stays outside of these dates. Any request for pool heat outside of these dates will be considered individually and will incur an extra fee.brbr6. We offer complimentary 24/7 communication to ensure that your stay exceeds your expectations! Please feel free to reach out to us day or night and we will provide you with a swift response!brbr7. There are NO LONG CHECK-OUT INSTRUCTIONS! We want for you to be able to fully enjoy every minute of you stay in the Sunshine State!

Twin Palms | Two Houses + Private Pool + Putting Green

Sarasota, Florida, United States

Bed

Bath

Sleeps

$181.94

Looking for a relaxing retreat in sunny Sarasota Kick back and relax in this fresh, new apartment with modern farmhouse vibes. This cozy, newly remodeled and refurnished apartment has everything you need to enjoy your Sarasota vacation!brbrThe Farmhouse Flat is the perfect place to relax and enjoy your vacation. Located in the heart of Pinecraft (Amish Village), this apartment is a short walk away from restaurants, coffee & ice cream shops, a park, and only a 20 minute drive from the #1 rated Siesta Key Beach!brbrThis bright, newly remodeled 1 bedroom, 1 bathroom apartment is complete with a dining area, plush memory foam mattress, front-porch, outdoor furniture, grill, and plenty of other amenities. You can relax out front under the covered porch during a rainstorm, or chill in the beautiful living room. A fully stocked kitchen (food not provided) is available – The Farmhouse Flat retreat has everything you need for a relaxing FL vacation!!brbrbrTHE SPACE:br- Living Room: with love seat, sitting chair & entertainment centerbr- Kitchen br- Dining Roombr- Bedroom: Queen bed w/ memory foam mattressbr- Full ensuite bathroombr- Covered front porch with outdoor furniturebr- Grillbrbrbr--- Proximity to Local attractions. br• #1 Rated Beach in the USA Siesta Key Beach 20 Minutesbr• Lido Beach 20 Minutesbr• Downtown Sarasota 10 Minutesbr• Der Dutchman Restaurant 2 minutesbr• Anna Marie’s ice cream 2 minutesbr• Marina Jack 12 Minutesbr• SRQ Sarasota Airport only 17 MinutesbrbrbrCouple NOTES:brbr1. Pet Policy: **This property is NOT pet friendly. Please note: if we find an unauthorized pet in the home, we will ask for it to be removed immediately and charged an additional Non-Refundable fee of $500 and in some cases can be up to $1,000.brbr2. No Smoking: If any signs of smoking are documented, the renter agrees to pay a $200.00 / per day.

Apartment

Farmhouse Flair Getaway ~ In Pinecraft Village!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$128.02

Totally Renovated Vintage Cottage one minute to the downtown of Sarasota with the recently completed Legacy Trail right out your back door. A true Bike Riders Dream.... The home is completely restored 2023... with a wide split floor plan for the bedrooms - Open Concept living with high ceilings that you would not expect to find within a cottage of this vintage. Well appointed, thoughtfully furnished and close to everything that Sarasota has to offer.brbrCity of Sarasota Rental Registration # 26-VR-000044

Sarasota Downtown on The Legacy Bike Trail

Sarasota, Florida, United States

Bed

Bath

Sleeps

$557.68

Sandpiper Cove is a fresh, tranquil, clean and bright pool home!! With 3 bedrooms and 2 baths, this home sleeps up to 6.brbrOutdoor space:brAs soon as you open the front door, your eyes are drawn to the beautiful pool beyond the living room. During the day, the large pool, patio and backyard make for a quiet, private retreat. The yard backs up to green space and is fully fenced. An outdoor TV allows you to catch up on the news with your morning coffee by the pool. Enjoy a grilled dinner from the BBQ at the outdoor dining set or lounge in the sun on the chaise lounges. After sunset, enjoy the comfortable entertainment area complete with white lights strung over head that provide a relaxing ambience.brbrKitchen:brThe kitchen is fully stocked with everything you need to prepare delicious meals! brThere is a drip coffee maker, French press, blender, toaster, pots, pans, baking sheets, and serving ware for your use.brWe provide starter essentials including a few: laundry pods, dishwasher tabs, garbage bags, hand soap, and paper products. There is a Publix (grocery store) a mile away to restock with your favorites!brbrLiving Room:brBright, open, and comfortable! Kick back and relax!brbrDining:brDining Room has a table with settings for six. In addition, you can grab a drink or quick bite to eat at the bar connecting the living room and kitchen as well as in the kitchen at a table for two. brbrBedrooms:brMaster-luxurious, memory foam king bed, dresser, large closet and ensuite bath. There is patio access from the master bedroom. brGuest bedroom-comfortable memory foam queen and twin beds with super soft bedding to allow for a restful night! A dresser and closet will allow you to settle in and feel at home. There is also a pack and play available in this room, if you are traveling with a little one.brDen-Memory foam twin bed in a bright room off of the kitchen with ample clothing storage space and made private with a sliding barn door.brEntertainment:brMaster bed and Living room with ROKU TVs for streaming. There is no traditional cable but clear and easy instructions for you to find popular networks. Bring your passwords for other streaming apps.brOur WiFi is reliable and fast!! brThere is an assortment of games and books for you to enjoy!brbrBathrooms:brMaster bath-ensuite, with shower, iron and ironing board in the linen closetbrGuest-tub and showerbrShampoo, conditioner and body wash are availablebrbrGarage:brParking is available in the garage for one car as well as for one car on the driveway. No RVs or boats are allowed. No street parking is allowed.brWasher, dryer and drying rack are available for your use. brbrBeach/Pool Gear (all found in the garage):brBeach chairsbrUmbrellabrBeach wagonbrBoogie boardbrSkim boardbrSand toysbrBeach towelsbrPool toysbrbrNote: Pool is heated 12 hours per day November through March. No additional charge. Temp is set to 84 degrees during that time. brThere is a child safety fence around the pool. Cost to guest is $100 if it is taken down (so we can have it properly reinstalled).brbrFor a complete list of amenities, please refer to the Amenities section of this listing.brbrThe neighborhood is lovely for walking or jogging on sidewalks, well lit, safe and well maintained. A multitude of restaurants, shops and pubs are a walk away! Some favorite spots to check out include:brSiesta Key-3 milesbrLegacy Trail-3 milesbrVenice-13 milesbrDowntown Sarasota-7 milesbrSt. Armands Circle-10 milesbrLido Key Beach-11 milesbrSRQ Airport-12 milesbrIMG Academy-19 milesbrAnna Maria Island-27 milesbrTampa-64 milesbrOrlando-135 miles

Serene and Clean! Big, heated pool! Prime location!

Sarasota, Florida, United States

3

Bed

Bath

6

Sleeps

$139.5

Unwind at this fantastic house featuring three spacious bedrooms, each with a comfortable queen bed. Guests will appreciate two pleasant bathrooms, complete with both a bathtub and shower for added convenience. The home stays cozy with heating and cool with AC, making it perfect for any season. A hair dryer is also available to help guests feel right at home. Whether relaxing indoors or exploring nearby, this peaceful retreat offers a welcoming space to recharge. Enjoy all that the area has to offer when you stay at our place.

Cozy Palm Retreat Enjoyable 3-bedroom house with AC for a relaxing stay

Sarasota, Florida, United States

Bed

Bath

Sleeps

$283.82

Summary:brbrEscape to this peaceful 3-bedroom, 2-bathroom pool home, offering the ideal retreat just minutes from the world-famous Siesta Key Beach. brbr- Cozy living area with natural light brbr- Fully equipped kitchen brbr- Tranquil pool with BBQ grill brbr- Comfortable bedrooms with queen beds and a twin daybed brbr- Free parking and beach gear included brbr- Just minutes from top restaurants and attractions brbrTranquil Pool Home Near Siesta Key Beach and Top Restaurants.brbrbrbrThe Space:brbrEscape to this peaceful 3-bedroom, 2-bathroom pool home, offering the ideal retreat just minutes from the world-famous Siesta Key Beach. Perfectly located near top-rated restaurants, shops, and all the attractions Sarasota has to offer, this home combines comfort, convenience, and privacy for a memorable stay.brbrbrbrStep inside to an open and inviting living area with cozy furnishings and plenty of natural light. The fully equipped kitchen is perfect for preparing meals, with modern appliances and ample counter space for cooking your favorite dishes. Stay connected with Wi-Fi throughout the home, and relax in the living room with a TV for your entertainment.brbrbrbrComfortable Accommodation:brbr- Three bedrooms designed for relaxationbrbr- First bedroom features a queen bed, TV, and closetbrbr- Second bedroom offers another queen bed with a TVbrbr- Den includes a twin daybed, trundle, and deskbrbrbrbrInterior Feeling:brbr- Open living area with cozy furnishingsbrbr- Fully equipped kitchen with modern appliancesbrbr- Two full bathrooms with modern fixturesbrbr- Air conditioning for comfortbrbrbrbrOutdoor Bliss:brbr- Serene backyard with a tranquil poolbrbr- BBQ grill and outdoor dining area for al fresco mealsbrbr- Perfect for sunbathing, swimming, or relaxing by the waterbrbrbrbrDelightful Dining:brbr- Ample space for preparing and enjoying mealsbrbr- Outdoor dining area ideal for evening cocktails under the starsbrbrbrbrProfessional Cleaning:brbr- Ensures a stress-free, relaxing staybrbr- All the comforts of home for your conveniencebrbrbrbrFor your convenience, free parking on premises is available, and the garage includes beach chairs and a cooler for your beach outings. Whether you’re looking to relax by the pool, explore the beach, or enjoy local attractions, this property is your perfect home base. Enjoy a fully equipped kitchen, cozy living area, and Wi-Fi.brbrbrbrGuest Access:brbrGuests will have exclusive and private access to the entire property. There are no shared spaces.brbrbrbrThis includes:brbr• The entire 3-bedroom, 2-bathroom house.brbr• The fully equipped kitchen.brbr• The private backyard with a screened-in pool, patio, BBQ grill, and fire pit.brbr• Free on-site parking, including access to an EV charger.brbr• The garage, which is stocked with beach chairs, a cooler, and bikes for your use.brbrbrbrThe Neighborhood:brbr Welcome to Whitfield Estates – A Storied Sarasota NeighborhoodbrbrLocated in one of Sarasota’s most historic and charming neighborhoods, Whitfield Estates offers the perfect blend of Old Florida charm and modern-day convenience. Established in the 1920s during the Florida land boom, this peaceful community is known for its elegant architecture, tree-lined streets, and a strong sense of character.brbrbrbrWhitfield Estates was originally designed as a luxury community complete with a country club, yacht club, and bayfront living—and that vision still shines through today. You’ll find a quiet, walkable neighborhood with vintage homes, friendly neighbors, and lush tropical landscaping that gives a true sense of retreat.brbrbrbr Nearby Attractions & Local HighlightsbrbrWhether you’re here to relax or explore, you’ll be perfectly positioned to enjoy the best of Sarasota and beyond:brbrbrbrSara Bay Country Club – Just a short stroll or drive away, this historic Donald Ross-designed course offers optional guest access for golf and dining.brbrbrbrThe Ringling Museum of Art & Ca' d'Zan Mansion – Less than 20 minutes away, this stunning cultural complex features a world-class art museum, historic architecture, and beautiful bayfront gardens.brbrbrbrDowntown Sarasota – Explore vibrant Main Street, filled with art galleries, boutique shops, fine dining, and a lively weekend farmers market.brbrbrbrSt. Armands Circle – A must-visit for shopping, dining, and people-watching just minutes from Lido Beach.brbrbrbrBeaches – You're a short drive from Lido Key, Siesta Key, and Longboat Key, where soft white sands and turquoise waters await.brbrbrbrSRQ Airport – Conveniently located less than 20 minutes away for easy arrivals and departures.brbrbrbr Nature & RecreationbrbrThe area is perfect for outdoor enthusiasts, with nearby walking and biking trails, waterfront parks, and kayak launches along Sarasota Bay. Bird watchers and nature lovers will especially enjoy a visit to Sarasota Jungle Gardens or Celery Fields, a haven for local wildlife.brbrbrbrThis neighborhood offers a rare combination of quiet coastal living with easy access to Sarasota’s rich arts scene, beaches, and culinary delights. Whether you're here for a weekend escape or an extended stay, Whitfield Estates is the perfect home base for your Florida adventure.brbrbrbrGetting Around:brbrWhitfield Estates is ideally located for guests looking to explore both Sarasota and the surrounding Gulf Coast area with ease. Here’s how to get around during your stay:brbrbrbrBy Car: A personal vehicle is the most convenient way to get around. Major attractions like downtown Sarasota, St. Armands Circle, and the beaches at Siesta Key and Lido Key are all within a 15–20 minute drive. Free parking is available on-site.brbrbrbrRideshare Services: Uber and Lyft are readily available in the area and are a great option for airport transfers or quick trips to local restaurants, shops, and attractions.brbrbrbrBiking: The neighborhood is quiet and bike-friendly, making it pleasant for a morning ride or a scenic cruise along the bay. Bring your own or rent from local bike shops nearby.brbrbrbrPublic Transportation: Sarasota County Area Transit (SCAT) provides limited bus service in the area. While not as fast as driving, it's an option for getting around without a car.brbrbrbrAir Travel: Sarasota-Bradenton International Airport (SRQ) is just a 20-minute drive away, making arrivals and departures a breeze.brbrbrbrOther Things to Note:brbrHere are the important policies and guidelines to note for your stay:brbrbrbrCheck-in: You can check in anytime after 4:00 PM. The property will be prepared and ready for your arrival.brbrbrbrCheck-out: We kindly ask that you check out on or before 10:00 AM on your departure date. This allows us enough time to clean and prepare the property for the next guests.brbrbrbrPets allowed / Pet Friendly. brbrbrbrWe are delighted to welcome your pets to our property. To ensure a comfortable experience for both you and your furry companions, please review our pet fees and policy:brbrbrbrPet Fee: For stays of less than 14 nights, there is a pet fee of $50 per pet per stay. This fee covers the additional cleaning and maintenance required to maintain a pet-friendly environment throughout your stay.brbrbrbrOne-Month Stay: For guests staying with us for one month or longer, we are pleased to offer a waived pet fee. This benefit applies to stays of 30 consecutive nights or more, meaning there will be no additional charge for accommodating your pets during your one-month stay.brbrbrbrRefundable Pet Deposit: A refundable pet fee of $200 will be charged for any length of stay. This fee is intended to cover any potential damages or additional cleaning that may be required after your departure. Upon satisfactory inspection of the room or premises, the pet fee will be fully refunded.brbrbrbrNo Smoking: Smoking is strictly prohibited inside the condo and within any common areas of the complex. Please respect this policy to maintain a clean and smoke-free environment.brbrbrbrNo Parties: The house is intended for quiet and peaceful stays, and hosting parties or large gatherings is not allowed. Please be considerate of the neighbors and keep noise levels to a minimum, especially during nighttime hours.brbrbrbrThese policies are in place to ensure a comfortable and enjoyable experience for all guests and to maintain the integrity of the property. brbrbrbrbrbrIf you have any questions or need further clarification about these policies, please feel free to contact us. We want to ensure that your stay is pleasant and in accordance with these guidelines.brbrbrbrInteraction with Guests:brbrWe value your privacy and aim to provide a seamless, uninterrupted stay. You will be able to self-check-in upon arrival. While we will not be present at the property, we are always available and happy to assist with any questions or recommendations. Please feel free to reach out to us via the messaging app or by phone at any time.brbrbrbrCheck-In: Prior to your arrival, we will provide you with detailed instructions on how to access the condo. If you have any questions or need assistance during the check-in process, we are just a phone call or message away.brbrbrbrCommunication: We are available to address any questions, concerns, or issues you may have throughout your stay. We strive to respond promptly and provide you with the support you need to make your stay comfortable.brbrbrbrRecommendations and Assistance: If you need recommendations for local attractions, dining options, or any other information about the area, please don't hesitate to ask. We are familiar with the surroundings and can provide guidance to enhance your experience.brbrbrbrEmergencies: In case of any emergencies or urgent matters, please refer to the provided emergency contact information. We will provide you with the necessary assistance to address the situation promptly.brbrbrbrWe aim to strike a balance between respecting your privacy and ensuring you have a pleasant and hassle-free stay. Our goal is to make your experience enjoyable and memorable. If you have any specific preferences or requirements regarding our interaction, please let us know, and we will do our best to accommodate them.

Tranquil Pool Home Near Siesta Key

Sarasota, Florida, United States

Bed

Bath

6

Sleeps

$140.93

Are you coming to Sarasota on vacation or perhaps considering moving here If yes, then the Carriage House is the perfect place to use as a base camp while you explore the area and experience the best that Sarasota has to offer. Stay 7 nights or more!brbrThe Carriage House is right in the heart of everything. Very safe and easy walk to literally dozens of casual restaurants, cool bars and interesting shops. 5 minute walk to Selby Gardens. 10 minute walk and you are at the Sarasota Bayfront. That's a great place to enjoy the sunset. The hustle and bustle of main street is just half a mile away. They have an awesome farmer's market every Saturday morning year round. If you prefer the beach, drive 10 minutes South to Siesta Key, home of #1 beach in the USA. You are less than 4 miles from St. Armands Circle and Lido Key. It's always sunny in Sarasota and you will never run out of things to do. We provide tons of amenities including bikes, kayaks, beach chairs and a beach umbrella. brbrThis place is so much better than a hotel room. You will have your own private guest house with nobody above or below. Main bed is a King sized luxury memory foam mattress from Tuft and Needle. Sofa pulls out to a surprisingly comfortable twin size memory foam bed. We are neat freaks. The Carriage House will be immaculately clean. Free clothes washer and dryer. Tons of amenities including; snacks, cold beverages, coffee pods, toiletries and laundry detergent. Lightning fast wifi, bikes, kayaks, beach chairs, umbrella and more available for your use and enjoyment. brbrHere are my top ten recommendations on things to do:br1. Start your day at Fresh Start Cafe (.2 miles, 4 min walk). The food is outstanding.br2. Walk to Selby Gardens (.4 miles, 8 min walk). World Class botanical gardens.br3. Main Street (.5 miles, 11 min walk) is packed with boutiques and restaurants. br4. Hop an Uber or drive to the Ringling museum (4.6 miles)br5. For amazing seafood, eclectic decor and live entertainment, try Owen's Fish Camp. It is .3 miles away, only a 6 minute walk. br6. Burn's Court Cinema is right next door to Owens. Not your run of the mill cineplex. It is a small theater offering first-run foreign, independent & art films along with beer, wine & popcorn.br7. St. Armand's Circle shopping and entertainment district is 3.4 miles away. Great people watching, coffee shops and boutiques.br8. Want to go to the beach Lido Beach is consistently rated as one of the best beaches in the US. It is 4.1 miles away, about a 12 minute drive.br9. Want an up close experience with the creatures of the sea Try Mote Marine Laboratory, it is 4.7 miles from your front door. This aquarium has: Sharks, lionfish, jellyfish, etc. You can pet stingrays, horseshoe crabs, sea cucumbers, starfish, and urchins. There's also a giant squid preserved in a tank.br10. Bayfront Park is .6 miles away, about a 13 minute walk. It has the bay on one side and downtown Sarasota on the other side. Wait for the sunset in the evenings and you will never be bored, because the pelicans entertain you. Good spot to see wild dolphins. Try O'Leary's Tiki Bar and Grill. Sunset ferry available too!

Guest House

Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball

Sarasota, Florida, United States

Bed

Bath

Sleeps

$157.85

This is a 2 bedroomed, 1 bath house, centrally located near downtown Sarasota, pet friendly within walking distance to a great dog and family park that also has yoga, sports, and an Olympic size heated pool for only $2 a day entrance fee. Siesta Key beach and Lido Beach are both a 15 minute drive away. You won't have to drive far to enjoy all the amenities Sarasota has to offer, 5 minute drive to fabulous restaurants, supermarkets, including the farmers market on Saturdays and the Amish village where you will find all your fresh fruits and vegetables. Cinemas, theaters, the comedy club. the opera house are all a few minutes away. VR24-00163

Cottage

Cozy 2 Bed, 1 Bath cottage close to Downtown Sarasota and the Beaches

Sarasota, Florida, United States

Bed

1

Bath

4

Sleeps

$174.27

Wake up to sweeping bay views at this 2BR/2BA bayside condo at Siesta Harbor, just north of the Stickney Point Bridge. Set in a desirable 55+ boating community, this third-floor retreat offers panoramic Intracoastal scenery, deeded beach access across the street on Crescent Beach, and walkable convenience to South Village shops and dining.brbrWhy You’ll Love Itbr• Panoramic Intracoastal Waterway views from the third floorbr• Bayside location with deeded private beach access across the streetbr• Prime spot for boaters with community docks and open water accessbr• Watch dolphins, manatees, and boats glide by from the lanaibr• Walk to South Village shops, dining, and island favoritesbrbrSleeping Arrangementsbr• Primary Suite – King bed – ensuite bath with rainfall showerbr• Guest Bedroom – Queen Murphy bedbr• Sleeps up to 4 comfortablybrbrOutdoor Highlightsbr• Heated bayside pool and spabr• Community boat docks with direct Intracoastal accessbr• Shuffleboard courts and waterfront seating areasbr• BBQ grills for outdoor diningbrbrInterior Comfortsbr• Bright, open living space with bay viewsbr• Enclosed lanai/sunroom with panoramic water scenerybr• Cable TV and Wi-Fibr• Elevator building plus convenient open-air stairwell accessbrbrKitchen & Diningbr• Fully stocked kitchenbr• Breakfast bar seating for twobr• Ideal setup for extended stays and seasonal livingbrbrIncluded Home Essentialsbr• Beach cart, beach chairs, and umbrellabr• Linens, towels, and starter supplies providedbrbrNeighborhood Perksbr• Bayside Siesta Key location just north of Stickney Point Bridgebr• Walking distance to South Village restaurants and boutiquesbr• Easy access on and off the islandbr• Free Breeze Trolley stops nearbybrbrAccess & Parkingbr• Designated covered parking (1 vehicle)br• Elevator access or nearby open-air stairwellbr• Monthly-stay friendly layoutbrbrIMPORTANT INFObr• 55+ community – main renter must be 55 or olderbr• Children allowed as guests only – limited stay rules applybr• Adult swim hours: 3–5 PM (no children permitted)br• No children allowed in the hot tub per HOA rulesbr• Monthly minimum stay requiredbr• Winter stays must arrive on the 1st and depart on the last day of the monthbr• Two-week HOA approval required prior to arrivalbr• Parking limited to 1 vehicle – no boats, trailers, motorcycles, jet skis, oversized, or commercial vehiclesbr• HOA application fee covered for first two married occupants; additional guests incur extra feesbr• International renters subject to an additional HOA processing feebrbrBook now with Gulf Coast Vacations — locally rooted, expertly managed, and ready to host your Siesta Key escape.

Siesta Harbor 2BR – 55+ Pool, Hot Tub & Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$218.2

This updated studio offers the perfect blend of convenience and relaxation! Located minutes from Sarasota-Bradenton International Airport (SRQ) and just a short drive to pristine Gulf Coast beaches, you'll have easy access to everything Sarasota has to offer. Enjoy a comfortable king bed, well-equipped kitchenette, and modern amenities like a 55 Roku TV and high-speed Wi-Fi. As part of the Sarasota Cay Club Condominiums at the Ramada Sarasota, you can also take advantage of resort-style amenities, including a waterfront restaurant and tiki bar, heated pool, fitness center, and more.

Hotel

King Bay Studio Kitchenette Pool & Tiki Bar

Sarasota, Florida, United States

Bed

Bath

Sleeps

$212.46

Newly listed, fully remodeled 3 bedroom, 2 bath home near Siesta Key Beach and Gulf Gate! Cook in the beautiful kitchen offering marble countertops and updated appliances. Enjoy the brand new furniture, beds, and outdoor grill. The home offers a screened in porch for dining or relaxing and a fully fenced backyard for privacy. 3 smart TVs are featured in the family room, king bedroom, and queen bedroom. Schedule your vacation today and let this vacation be truly one to remember.

Stunning 3 bedroom, 2 bath home near Siesta Key Beach!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$913.68

Create memories with friends and family at this unique, and spacious property only 12 minutes from Siesta Key Beach (4.8 miles) It is perfect for large groups or reunions as this house includes 3 separate living spaces and has a total of 13 beds. Right behind the main house, not only will you find a fun area to relax, play games and swim, but you will also see 2 additional units- a mother-in-law suite and guest house. This property allows you to enjoy time together, but to have your own space.brbrThe space:brbrLots to enjoy here in paradise. Swim, play volleyball or badminton, as well as other yard games. Chill by the fire pit, lay out in the sun, enjoy a game of darts or ping pong. Use the large dining area to eat, play cards and enjoy time together.brbrThis home is only a 10-12 minute drive from the beach and we have provided some chairs, beach toys and towels to bring along. There are also a couple of pool floaties and we have provided items for children as well (pack n play, high chair, toys) If young children will be present and you’d like us to include a pool motion sensor alarm, please let us know ahead of time.brbrThere are 7 TV’s total and 2 laundry areas.brbrThe main house has an open layout with a large dining area, living room and kitchen. It has 4 bedrooms and 3 full bathrooms (can sleep 10)brbrMain House Sleeping arrangements-brBedroom 1: Queen bedbrBedroom 2: King bedbrBedroom 3: Queen bedbrBedroom 4: 2 bunk beds (4 twin mattresses)brbrThe mother- in- law suite has 1 bedroom, 1 full bathroom and a living room and kitchen (can sleep 4)brbrMIL Sleeping arrangements-brBedroom: King bedbrLiving area: Queen pull out couchbrbrThe guest house has a studio layout with 1 full bathroom, and a mini kitchenette (mini fridge, coffee maker, microwave) and a small table for dining (can sleep 6)brbrGuest House Sleeping arrangement-brKing size bed, a full pull out couch, and a bunk bed (2 twin mattresses)brbrGuest access: brbrFeel free to enjoy the entire home.brbrOther things to note:brbrWe want you to enjoy your stay and have fun so please let us know if there is anything we can do. We just ask that our guests are respectful of our home and the neighbors.

Family Fun House near Siesta Key

Sarasota, Florida, United States

Bed

Bath

Sleeps

$477.36

**New Images & Video Coming Soon Featuring 2026 Remodel** brbrYou deserve the kind of convenience our condo offers; don't waste your time dealing with parking hassles, slow elevators, and slippery stairs. brbrCompletely remodeled, featuring beautiful & bright modern open kitchen, new bathrooms with custom tile showers, and washer & dryer. This condo has a great Florida vacation vibe with a family friendly layout. Unlike most properties on the island, this condo is ground level making it super convenient to walk in/out. There are (3) Smart TVs with Direct TV subscriptions or use your favorite app. The kitchen is fully furnished with amenities of home. There are (2) full bathrooms, including a master bath in the back bedroom. The spacious master bedroom features a King bed and reading chair plus very large closet augmented by a large dresser unit. The front bedroom has (2) Queen beds and features a closet and a large dresser unit. Our condo has updated hurricane doors and windows, which are nearly soundproof allowing you to sleep peacefully. brbrThis condo has a south-facing walk-out patio that receives incredible amounts of sun year round. The sun is never blocked by nearby high-rises. The space surrounding the patio is referred to as a 'garden setting' and offers seclusion and privacy that units near pools and heavy-traffic walkways do not. The patio is protected from the wind too. On cool or breezy days our patio will feel 10-20 degrees warmer than the beach. We have (4) swivel rocking chairs, table, and umbrella for relaxing/dining/remotely working experiences. There is a very large stainless outdoor gas grill located nearby and (2) more at the beach for your use.brbrThe property is on the Gulf side of the island -- no need to cross any streets or deal with parking hassles. You have an easy walk through the garden to the beach (~5 mins). There are also (3) pools on the property. The closest pool is usually the warmest. brbrYou will love the convenient parking directly at the door of the unit. No need to haul luggage and groceries up stairs or bother with elevators. The condo includes parking space for two small vehicles or one large SUV/truck. brbrDigital door lock (no carrying keys) plus Wi-FibrbrThe condo is equipped with beach gear (can vary by season). We have private folding chairs, a beach umbrella(s), boogie boards, foam pool floats, toys, and a awesome beach wagon to haul everything around. Please rinse them off and return them to the condo daily and once your stay concludes so future guests also can enjoy them.brbrOur family has been coming to Siesta Key for over 40 years and owned this condo since 2000. It is a great place to relax and enjoy the sunshine. The nearby Siesta Village offers good food and entertainment. The island has a free trolley-bus system enabling you to shop, dine, sight-see easily. There are also 'free' taxis where drivers work for tips, making getting around remarkably simple. brbrIf you would like to rent but need a special consideration, please contact me as we are flexible to some extent. We accept alternate payments options as a service to guests to reduce fees.brbr**peak season rentals run Saturday to Saturday (late summer/fall check-in dates can vary). Must be 25 years old to rent per condo bi-laws**

Sunny Walk-out Patio, Spacious Master Suite, Washer-Dryer, ‘26 Remodel

Sarasota, Florida, United States

Bed

Bath

5

Sleeps

$77.73

Our newly-listed one bedroom condo is located in The Meadows community in Sarasota. Convenient to the beach, local food scene, shopping and more. This second-floor unit has all new furnishings. Make yourself at home, enjoy a stroll through the beautiful Meadows community, enjoy a round of golf at a variety of local courses or just relax!

Find your Zen! A peaceful, 1-bedroom condo, modern decor, convenient location!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$244.57

Our property is a 3 Bedroom, 2 Bath home in beautiful Sarasota County. We are located less than five miles from Siesta Key Beach, which is consistently rated the top beach in the USA. In addition to the beach we are only 6.5 miles from downtown where you can enjoy all that Sarasota has to offer. brSarasota is one of the most beautiful vacation destinations in all of Florida. You have great beaches, top tier restaurants, and amazing culture with the theater and museum options available. Enjoy the Legacy Trail which is a spectacular, 18 mile, multi use trail connecting Sarasota to Venice. We can't wait for you to discover, or rediscover what makes Sarasota an amazing place.

Sarasota Family Getaway

Sarasota, Florida, United States

Bed

Bath

Sleeps

$281.37

Welcome to your freshly updated 3/2 Sarasota retreat near UTC and just 6.5 miles from the beach! Enjoy a thoughtfully decorated interior with a full kitchen, full laundry room, remodeled baths, a king bed in the master, a cozy full-size bedroom, and a fun bunk room with three twins. Outside, relax in the hot tub or unwind on the beautifully tiled, covered, and fully screened back porch—perfect for bug-free evenings with warm, inviting outdoor lighting. Your ideal Sarasota getaway starts here.

Near UTC! Fresh 3/2 Retreat, New Baths — Just 6.5 Miles to Sarasota Beaches

Sarasota, Florida, United States

Bed

Bath

Sleeps

$340.91

BNB Breeze Presents: Bahama Breeze!brThis beautiful coastal home is nestled in the heart of Sarasota, just 15 minutes away from both Lido Key Beach and Siesta Key Beach! With a backyard oasis, this cozy home is a haven to return to after a day at the #1 beach in the US, Siesta Key Beach! br- Private Heated Pool - heated at NO extra cost from Nov 21 - April 1stbr- Pet Friendly br- Outdoor TVbr- Located Next to the Gorgeous Legacy Trail!br- Grillbr- Adult Bikes br- Outdoor Dining + Sitting Area br- Private Backyard br- Beach SuppliesbrbrWake up with your morning cup of coffee enjoyed from the beautiful screened-in porch overlooking the backyard oasis. Then, spending the day lounging by the pool or relaxing on one of the nearby 5-star beaches. Going to the beach is even easier with all of our provided beach supplies (toys, towels, chairs, umbrellas, etc.)! Enjoy the afternoon relaxing after a day in the sun in the cozy living room, catching up on one of your favorite shows on the large Smart TV, then grill outside and enjoy a cookout under the stars! This place is magical at night!brbrWe know, contracts aren't the most exciting part of your getaway, but to keep our home safe, we'll need you to sign a quick rental agreement upon booking (this will be sent to you, after you book) then it's all fun from there! You can see what the contract looks like in the House Rules section. Note, check in details will not be sent until that contract has been signed.brbrTHE INTERIOR SPACE:br- Lightning Fast Wi-Fibr- Laundry Room w/ Washer + Dryer (Detergent Provided)br- Single-Story Homebr- Beautiful + Modern Decorationsbr- Our home is stocked with clean and sustainable products and toiletries to give you and your loved ones a toxin-free stay!brbrKITCHEN + DINING AREAbr- Fully-Equipped Kitchen w/ Cooking + Baking Essentials Provided (No Food)br- Beautiful 8-Person Dining Tablebr- Kitchen Island w/ 2 Additional Seatsbr- New Appliances!br- Stove + Ovenbr- Fridge + Freezerbr- Microwavebr- Dishwasher (Detergent Provided)br- Keurig Coffee Makerbr- Hot Water Kettlebr- Knife Block Setbr- Cookbooksbr- Dishesbr- Silverwarebr- Glasses + Coffee MugsbrbrLIVING ROOMbr- Large Mounted Smart TVbr- Oversized Plush Sofabr- 2 Cozy Relaxing Chairsbr- 2 Ottomansbr- Coffee Table (Perfect for Game Nights!)br- Indoor Fireplace (Unfortunately, unavailable at this time)brbrTHE SLEEPING ARRANGEMENTS | 3 Bedroom |br- Bedroom 1: King Bedbr- Bedroom 2: Queen Bedbr- Bedroom 3: King Bed + Twin Bunk Bed in the closetbr- Linens Provided for Each BedbrbrBATHROOMS | 2 |br- Full Bath: Accessible from the Hallway (Shower + Tub Combo)br- Full Bath: Accessible through Bedroom 3 (Standing Shower)brbrStep outside and into your very own private oasis, complete with a pool, screened-in porch, grill, outdoor dining area, and more! While you are going to love the interior of this home, we have a feeling that this is where you will be spending most of your time!brbrTHE OUTDOOR SPACEbr- Private Pool! (See below for heat details.)br- Pool Floatsbr- Lounge Chairsbr- Outdoor TVbr- 2 Adult Bikesbr- Outdoor Dining Table + Chairsbr- Grillbr- Beach Supplies (Chairs, Umbrellas, Toys, Towels)br- Yard Gamesbr- 4 Pickleball Paddles + Balls (Perfect for the nearby court!)br- Parking Space for up to 4 Vehicles in the Driveway!brbrWe cannot wait to (hopefully) host you and your loved ones at Bahama Breeze soon! This is going to be your next DREAM vacation home in sunny Sarasota!brbrNAVIGATING THE AREAbr- The Bay Runner is a new, open-air trolley that provides complimentary service seven days a week, until midnight, with multiple stops along the way between Lido Key, St. Armands Circle, and downtown Sarasota!brbrSEE HOW WE ARE GOING GREEN!brWe love the environment and are doing everything that we can to minimize our carbon footprint. Sarasota has been voted one of the cleanest and greenest cities in the US! Here are a few ways that we are loving on the beautiful Florida environment and welcoming you to join us!br- This stay is central to beaches, restaurants, and shops! We encourage you to use our loved public transportation system to make traveling easy, and eco-friendly!br- Love on the environment by exploring the surrounding area sustainably with our provided bikes!br- We use high-quality, sustainable mattresses and linensbr- We offer a drip coffee maker so that you can reduce your single-use pod disposable, while opting for a pot of coffee to eliminate waste!br- We offer reusable grocery bags to make shopping at your local farmers market both chic and sustainable!br- All of our toiletries are eco-friendly, clean products that come with reusable dispenser bags to eliminate waste.br- We use LED lighting throughout the home to minimize electricity usage. Thanks to the natural Florida sunshine, you can soak in the sun that floods this home through all of the large windows, without using excessive home lightning during the day!br- Our home is in a great location for Instacart! Make grocery shopping for the family easy while saving on gas!brbrNEARBY AIRPORTS:br1. Sarasota Airport (SRQ)br2. Tampa International Airport (TPA)br3. St Pete/Clearwater Airport (PIE)brbr---- Proximity to Local Attractionsbr1. Pompano Park for Pickleball Courts! (3/4 Mile Walk or Bike Ride via the Legacy Trail)br2. Legacy Trail (2 Blocks Away)br3. Siesta Key Beach (15 Minutes)br4. Lido Key Beach (15 Minutes)br5. Downtown Sarasota (10 Minutes)br6. St Armands Circle (13 Minutes)br7. Aquarium (20 Minutes)brbrRESTAURANTSbr1. The Shore: Trendy waterfront restaurant with amazing seafood!br2. Connors: High-end restaurant without the high price tag!br3. Grillsmith: If you go here, you MUST get the plank grilled salmon!br4. Dry Dock: Waterfront Seafoodbr5. The Fish Camp: Wonderful seafood, but often very busy!br6. Baker + Wife: You will just love this fantastic restaurant.br7. Riverhouse Reef + Grill: Further away in Bradenton, but fantastic!br8. Der Dutchman: Fantastic home-cooked meals just down the road from you!br9. Summer Tap Juice Bar: The BEST A ai bowl in town!brbrCOFFEEbr1. Breaking Wave Coffeebr2. Perq: Do not expect syrups, just great coffee :)br3. Project Coffee (2 Locations)br4. Out About Coffee (O A)br5. Postal 98 Cafe: Just 3 minutes away!brbrGROCERYbr1. Detwilers Farm Markets: The best place to buy organic fruits and vegetables!br2. Publixbr3. Trader Joesbr4. Whole Foodsbr5. Fresh Marketbr6. Walmart GrocerybrbrADDITIONAL AMENITIES:br- Linens for each Bedbr- Towels and Washclothsbr- Paper Towelsbr- Bottle of Dish Soapbr- Detergentbr- Trash Bagsbr- Coffeebr- 2 Rolls of toilet paper, per bathroombr- Bath essentials - body soap, shampoo conditionerbr*Please be prepared to bring any additional supplies that you will need during your stay.brbrPlease Note:brbr1. Pet Policy: We love your furry friends! A fee of $150 per dog must be paid BEFORE the guest arrival date. There is a max of 2 dogs on the property and a max weight of 50 lbs. per dog. Sorry, but no cats or exotic animals are allowed in the home. If evidence of an unapproved (or unpaid for) pet is located on the property, there will be a $500 non-refundable fine. Please clean up after your pet in the yard (bring your own doggy waste bags) and in the home. Additionally, any pet brought to the property must not be left unattended in the home. If they are left at the property alone, they will need to be kept in a pet crate.brbr2. No Smoking: If any signs of smoking are documented, the renter agrees to pay a $200.00 / per day.brbr3. Quiet hours for the property are between 10:00 PM and 8:00 AM. Please keep the noise levels down over this time.brbr4. This home is equipped with a security camera outside for the protection of home and safety of our guests. It is recording 24/7, 365 days a year. There are no cameras on the interior of the home.brbr5. Upon booking, each guest will receive a guest rental agreement. This must be signed before the House Manual (which includes access instructions for the property) is sent.brbr6. We offer complimentary 24/7 communication to ensure that your stay exceeds your expectations! Please feel free to reach out to us day or night and we will provide you with a swift response!brbr7. This property is equipped with pool heat. Heat is turned on from November 21st through April 1st and is included with your stay at no extra costs. The FL sunshine does an incredible job at warming the pool for stays outside of these dates. Any request for pool heat outside of these dates will be considered individually and will incur an extra fee.brbr8. There are NO LONG CHECK-OUT INSTRUCTIONS! We want for you to be able to fully enjoy every minute of your stay at Bahama Breeze!brbrCity of Sarasota Vacation Rental License #VR24-00133.

Bahama Breeze | Private Pool w/ Patio + Outdoor TV!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$338.52

343 Canal Rd - Imagine sunning yourself by the best pool on Siesta Key. This downstairs, 2/2, unit is completely updated and has direct access to the pool area. Enjoy access to a hammock, BBQ and Tiki Bars with plenty of seating for everyone. 343 and 345 can be rented together as a perfect home for a larger group or family. Check availability or call to see if they are both available for your vacation.brbrBedroom 1-1 King Bed (Sleeps 2)brBedroom 2-2 Twin Beds (Sleeps 2)brbrTHE SIESTA BEACH RENTALS ADVANTAGE brbrAll photos, calendar dates, and rates on this website are 100% accurate. All of our homes include cable TV, Wi-Fi, quality linens, beach towels, chairs and umbrellas. Our kitchens are stocked and include pots, pans, plates, silverware, glasses, coffee mugs and other items. The unit is supplied with some basic household needs (starter roll of toilet paper and paper towel one garbage bag). SBR does not supply toiletries, hair dryer, iron or ironing boards during your stay. brbrWe make it easy to stay with us! Drive straight to your rental and access the home with your unique lock code. We will send you detailed check-in instructions 48 hours prior to arrival, and we are available 24 hours a day with live help should you require it. brbrSiesta Beach Rentals follows local/state tax rules. Each reservation includes applicable taxes and fees.brbr*Taxes & Fees not included.br*Check In / Check Out-Strictly Saturday to Saturday during Prime season. Call directly to negotiate options during Summer and Winter seasons.br*Prime Season rates may apply for certain holidays.

Centrally Located Condo with Amazing Pool a Block from SK Village, Pet Friendly

Sarasota, Florida, United States

Bed

Bath

Sleeps

$118.65

Welcome to this quaint condo in Sarasota. Enjoy staying in an excellent large one-bedroom retreat offering a cozy space perfect for relaxing after a day of exploring. Close to downtown Sarasota, museums, beaches, Lido Key, restaurants, the Mote Aquarium, golf and shopping! Floor to ceiling windows in front and back with two private patios. Spacious kitchen with new granite countertops and soaring ceilings. Whether you’re unwinding indoors or planning your next adventure, this enchanting condo provides a welcoming home base. Enjoy all that Sarasota has to offer when you stay at our place. Super close to everything! Take a spin on our cruiser bikes and enjoy Florida. Check in with owner regarding minimum stay.

Tropical Paradise close to Downtown Sarasota, Old Florida Style One Bedroom

Sarasota, Florida, United States

1

Bed

1

Bath