Vacation Rentals By Owner In Sarasota, FL

SIESTA BREAKERS - Siesta Key Beachfront Vacation Rental Condo on Crescent Beachbr(Two Bedroom Vacation Units for Rent)br Located Directly on Crescent Beach on the middle of Siesta Key, Sarasota, FL brThis gorgeous Siesta Key luxury beach view condo is directly on world famous Crescent Beach located mid-Key, just south of the south bridge and right across the street from South Village with easy access on/off the island. This Siesta Key vacation rental condo is located in the Siesta Breakers Condominium Complex. The condo has been completely renovated with new kitchen, bathrooms, granite and modern tile throughout, beautiful decor/furnishings, making it one of the most impressive units at Siesta Breakers! This unit has a view of the powder white sand and azure waters of the Gulf, as well as the pool and tropical landscaping below. It is mere steps to the world famous beach!! br brThe Siesta Breakers Condo complex is a gated community and one of the premier beachfront properties on Siesta Key, boasting exceptional amenities. It has covered parking, a spacious club house, lighted tennis courts, large heated pool, all in a tropical landscaped setting. br brAttractions and conveniences are (short) walking distance and include shops, fine dining, a marina, fishing charters, jet ski rentals, boat rentals, parasailing, Dolphin Tours, intimate night clubs with dancing and free lighted tennis courts. You can avail yourself of the miles of bike/jogging paths or miles of beaches to walk on and enjoy. Over 20 golf courses are within a 20 minute drive. Across the bridge on the mainland, Sarasota and the surrounding area has unmatched cultural activities.br brThis fantastic - completely updated - two bedroom unit is exceptionally appointed with a king size bed in the master bedroom, plus 2 twin beds in the second bedroom, and 2 full bathrooms (master has a shower and 2nd bath has tub/shower combo). Cable HD LCD TV, DVD and CD / Stereo receiver are provided in the living room. Each bedroom is also equipped with a cable TV. Recently updated with new furniture, stainless kitchen appliances, new washer/dryer and more.. It includes fully furnished kitchen with microwave, dishwasher, 4 burner stove, and all cooking utensils, silverware and dishes. br brSleep at night with the ocean surf outside your Lanai windows! A laundry with washer / dryer is in the unit. Free WIFI is included. Just 90 minutes from Tampa, two and a half hours from Orlando. Twenty-five minutes from Sarasota airport. It's not unusual to be able to watch dolphins swim by in the gulf.brbrSiesta Breakers is on the south/middle of Siesta Key on Crescent Beach.brbrNote: Rates based on occupancy of 4 - additional occupants $105/week up to max occupancy.

Siesta Key - 2BR - Beachfront Condo on Crescent Beach - Heated Pool - Tennis Ct

Sarasota, Florida, United States

Bed

Bath

Sleeps

$284.76

Summary:brbrThis 3-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Sarasota, FL!brbrbrbr• Private Poolbrbr• Outdoor Patiobrbr• Private Balconybrbr• Board & Card Gamesbrbr• Fully Stocked Kitchenbrbr• Drip & Keurig Coffee Makerbrbr• Plush Bedsbrbr• High Speed WIFIbrbr• Family Friendly - High Chair & Pack ’n Playbrbr• Washer & Dryerbrbr• Dog Friendlybrbr• Ample ParkingbrbrbrbrThe Space:brbrWelcome to your Sarasota getaway! This beautifully appointed home offers the perfect blend of comfort, style, and convenience for families and groups alike. With 3 spacious bedrooms, 2.5 bathrooms, and room to accommodate up to 6 guests, you’ll have plenty of space to relax, unwind, and make unforgettable memories.brbrbrbrStep inside to enjoy bright, airy living spaces, a fully equipped kitchen, and cozy gathering areas perfect for movie nights or game time. Outside, soak up Florida’s sunshine while enjoying the backyard retreat, or take a short drive to explore Sarasota’s world-famous beaches, cultural attractions, and dining scene.brbrbrbrWhether you’re planning a family vacation, a couples’ getaway, or a trip with friends, this Sarasota gem is designed for comfort and connection.brbrbrbrMAIN SPACES OF THE HOME:brbrbrbr– 3 BEDROOMS & 2.5 BATHROOMS –brbrbrbrBEDROOM 1:brbr* 2 Twin-sized Bedbrbr* Nightstand and Lampbrbr* Ceiling Fanbrbr* Ensuite BathroombrbrbrbrBEDROOM 2:brbr* King-sized Bedbrbr* Smart TVbrbr* Nightstand and Lampsbrbr* Ceiling Fanbrbr* Direct Outdoor Accessbrbr* Ensuite BathroombrbrbrbrBEDROOM 3:brbr* Queen-sized Bedbrbr* Smart TVbrbr* Nightstand and Lampbrbr* Direct Balcony Accessbrbrbrbr– 2.5 BATHROOMS –brbr* Ensuite Bathroom with Walk-in Showerbrbr* Ensuite Bathroom with Walk-in Showerbrbr* Half Bathroombrbrbrbr– CHEF’S KITCHEN –brbr* Fully Stockedbrbr* High-end Appliancesbrbr* Large Refrigeratorbrbr* Ample Cabinetry brbr* Large Island w/ High Seatingbrbr* Coffee Maker: Drip & Keurigbrbrbrbr– LIVING ROOM –brbr* Smart TVbrbr* Large Plush Sofa + Seatingbrbr* Expansive Windows brbr* Board & Card Gamesbrbr* Ceiling Fanbrbr* Open Floor PlanbrbrbrbrGuest Access:brbrThe guest has access to the entire home minus the locked cleaners' closet.brbrbrbrThe Neighborhood:brbrNearby Attractions:brbrbrbrSiesta Key Beach – about 7 miles – Famous for its soft white quartz sand and turquoise waters.brbrbrbrMarie Selby Botanical Gardens – about 2 miles – Stunning bayfront gardens filled with orchids and tropical plants.brbrbrbrThe Ringling Museum of Art & Circus Museum – about 6 miles – Explore world-class art, circus history, and the beautiful Ca’ d’Zan mansion.brbrbrbrSarasota Jungle Gardens – about 4 miles – Family-friendly gardens with flamingos, animal shows, and tropical plants.brbrbrbrMyakka River State Park – about 30 miles – A natural escape with hiking, canopy walks, airboat rides, and wildlife viewing.brbrbrbrRestaurants:brbrbrbrMarina Jack Patio Bar & Grill – about 3 miles – Waterfront dining with fresh seafood and beautiful sunset views.brbrbrbrOwen’s Fish Camp – about 3 miles – A local favorite serving Southern-style seafood in a fun atmosphere.brbrbrbrBoca Kitchen Bar & Market – about 3 miles – Farm-to-table restaurant with seasonal, locally sourced dishes.brbrbrbrIndigenous Restaurant – about 3 miles – Known for sustainable, locally inspired fine dining.brbrbrbrLocal Favorites near The Ringling (about 4 miles) –brbrRico’s Pizzeria – Classic New York–style pizzabrbrKasa Sushi – Fresh Japanese cuisinebrbrMirna’s Cuban Cuisine – Authentic Cuban flavorsbrbrSunnyside Café – Cozy breakfast and lunch spotbrbrMama G’s Coffee Bakery – German-style bakery and cafébrbrbrbrGetting Around:brbrBy Car: Renting a car is a convenient option to explore the area at your own pace. Having a car makes it easy to visit the many shopping centers, restaurants, and other points of interest in the area.brbrRideshare Services: Services like Uber and Lyft are readily available in the area, providing a convenient alternative to driving. Simply book a ride through the app, and you'll be on your way to your destination in no time.brbrbrbrOther Things to Note:brbrCheck-in is at 4pmbrbrCheck-out is at 10ambrbrbrbr- Up to 2 dogs are allowed for $125 per stay, no cats please. We kindly ask that your dog is crate trained and that you pick up after your dog.brbr- No parties allowed—violations may result in immediate termination of the stay. We aim to maintain a respectful environment for our neighbors.brbr- An exterior camera is installed solely to monitor our cleaning team for quality and security purposes.brbr- Parking in the driveway for 8 cars max. Street parking allowed: NObrbr- If you're interested in a long-term stay, please reach out to inquire about availability. brbr- Guests must be 21 years or older to book this property. brbrbrbrGUEST VERIFICATION:brbrTo help ensure a smooth and secure stay for all guests, the primary guest listed on the reservation may be asked to complete a quick verification process within 48 hours of booking, depending on the platform used to book the reservation.brbrbrbrPrior to check-in, guests may also be asked to sign a Rental Agreement that includes agreeing to our rental terms and conditions and, on certain booking platforms, providing a valid government-issued ID and matching credit card before arrival.brbrbrbrIncluded with your booking is our damage waiver coverage, which helps protect against accidental, self-reported damage during your stay when reported prior to check-out.

Sleeps 8 • Private Pool • Dog Friendly • Balcony

Sarasota, Florida, United States

Bed

Bath

Sleeps

$1455.44

Summary:brbrVunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result Unmatched value for travelers who expect more from their getaway.brbrbrbrThe Space:brbrPrivate Beach! This amazing home is just steps from the sands of the world-famous Siesta Key Beach and the private section of it that is just for those on this private street! The heated saltwater pool and spa has a rock waterfall with integrated water slide, rock jumping platform, poolside basketball hoop, bocce ball and rope swing for those brave enough to literally slide, swing, or jump in! There is also a large sun shelf with loungers, bubblers, and lights. At the backside of the pool, there is a turf area that includes putt-putt golf. Adjacent to the pool is the covered patio area that has 3 smart TVs, outdoor grill (natural gas), and plenty of covered seating and dining. These spaces are all within the fenced backyard for privacy and security making it family friendly and perfect for the home’s pet friendly policy (fees and restrictions apply).brbrbrbrThis nearly 3,600 square foot home provides views and balconies on all levels, including the rooftop deck that is over 50 feet above the ground. This home has an elevator with service to all floors (except the rooftop). This home has 5 bedrooms (all with en suite baths and balcony access); and 5 full baths and 2 half baths. There are 4 king beds and 2 custom Queen over Queen bunk beds. The home comfortably sleeps 14 people in beds. The great room is family friendly and includes the kitchen, living, dining areas, and balcony. The kitchen is fully stocked, and we mean that because we know how important it is to you, our valued guests! Not only is it stocked, but it’s also stocked with the products and manufacturers you trust. This home also has a club room with multiple games, bar area, and a balcony with seating that provides access to the home’s 50-foot-high rooftop deck!brbrbrbrFloor Plan Description (by level):brbrbrbrGround Level:brbrFree parking for up to 4 vehicles. The fully fenced pool and backyard area (pet friendly – fees and restrictions apply) includes the covered patio space and pool that was previously described with ceiling fans throughout. The home’s ping pong table, corn hole boards, outdoor connect 4 and beach equipment can be found here that includes 2 beach wagons, 2 coolers, 10 beach chairs, and 4 bikes. We include a full refrigerator and deep freezer nearby for easy storage of food, drinks, and ice, so your beach prep and breakdown are that much easier. These appliances can also be used to support your pool days and time at home. You’ll also access the home’s main entrance foyer with elevator and stair access to the home's three (3) living levels and rooftop deck above.brbrbrbrThe First Level of Living (2nd Floor):brbrThe great room has a fully stocked kitchen with a large pantry, cooktop with hood vent, double ovens (2), full sized refrigerator (w/ ice maker) and freezer, trash/recycling pull-outs, 2 dishwashers, microwave, toaster, coffee maker, and is very well appointed with cookware, bakeware, dishware, cutlery, and specialty items like crockpots, blenders, and more. If you have any questions on kitchen supplies, our team would be happy to provide more details. The living area is very comfortable and the dining area here seats 14 people comfortably via a 8-person dining table, 6-person kitchen bar top. Master bedroom 2 has double ‘Juliet balconies’, a king bed, and an en suite bathroom with double faucet vanity and walk-in shower. There is a half bath on this floor.brbrbrbrThe Second Level of Living (3rd Floor):brbrBedrooms 3 and 4 both have balcony access, a king bed, and an en suite bath with double faucet vanity and walk-in shower. Bedroom 5 has balcony access (with parental safety features), 2 smart TVs, seating, workspace with TVs to connect your computer for dual screens for work or computer gaming, 2 queen over queen bunk beds, city closets, and an en suite bathroom with vanity and shower/bathtub combination. There is also an oversized laundry room on this level with utility sink and 2 stackable washer/dryer units.brbrbrbrThe Third Level of Living & Rooftop Deck (4th Floor):brbrMaster bedroom 1 has Gulf views, balcony access, walk in closet, and a large en suite bathroom with 2 vanities, walk-in double shower, freestanding bathtub, and private water closet. The club room has a wet bar, seating, and games (Nintendo Switch 2, air hockey and wall Scrabble). The bar has a sink, beverage and wine refrigerators, ice maker, and trash pull-out. It also has a half bath, and a balcony with stair access to the roof top deck (both with Gulf views). The rooftop deck is perfect for enjoying sunrise or sunset. So, be sure to grab a book, a coffee or cocktail, and enjoy the sea breeze and Florida sun from this amazing elevated outdoor living space that overlooks all of Siesta Key. These are great indoor and outdoor entertainment spaces!brbrbrbrGetting Around:brbrNorth and South Siesta village entertainment districts and all the restaurants, entertainment, shopping, grocers, and more on the Key can be accessed by bike, golf cart, car, or free trolley. If you want to explore further, without the hassle of driving, you’ll find multiple stops nearby for the free trolley that provides transportation service to the entirety of Siesta Key. You’re also just a quick drive or Uber/Lyft (10-15 minutes) to downtown Sarasota for access to the amazing Sarasota Performing Arts scene, and numerous fantastic restaurants, shops, marinas, bars and entertainment, and more. And, day trips to Lido Key and Anna Maria Island are just 30 minutes away, as well as the amazing theme parks of Tampa and Orlando that are all just 1-2 hours away!brbrbrbrOther Things to Note:brbrThis home provides private beach access. Access to the private beach is controlled. Please accurately list the number of travelers associated with your reservation, and our team will contact you and walk you through the easy to follow private beach rules.brbrbrbrThis Siesta Key luxury vacation rental features Smart TVs with cable and streaming services, as well as Free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms.brbrbrbrAccessibility - in addition to the home’s elevator access to all levels, most doorways and walkways are 30 inches or larger and walk-in showers featured in most bathrooms. Please see the Photos, 3D Tour, & Video for this home for exact information.brbrbrbr*Don't forget to check out our Matterport 3D Tour for this home* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!brbrbrbrInteraction with Guests:brbrPersonal service and attention to detail define the Vunique Difference. We want your vacation to fit your schedule, which is why we offer flexible bookings starting at just 3 nights for most of the year and any-day arrivals. Our homes are spacious and thoughtfully designed, made for connection as much as comfort. Here, luxury isn’t an upgrade – it’s the standard. Within our portfolio of branded residences, you have every amenity that you need for an unforgettable stay - waterslides, movie rooms, resort-style pools, sport courts, golf simulators, climbing walls, putt-putt courses, zip lines, gaming systems, rooftop decks, biked and beach equipment and more. Our proactive maintenance team ensures everything is in top shape before your arrival, and each property has a dedicated manager who welcomes you personally and stays available throughout your stay should you need anything. Transparency is at the core of everything we do. What you see is what you pay – no hidden fees for pool heat (up to 86 degrees), bikes, propane, or any of the extras that should already be included. Why settle, when you can stay somewhere extraordinary

Private Beach. ROCK WALL. POOL W/ Zip Line & Slide

Sarasota, Florida, United States

5

Bed

Bath

14

Sleeps

$150.66

Incredibly unique hand-crafted Gypsy Caravan-style Tiny House for a one-of-a-kind Glamping experience in Sunny Florida!brbrThe Gypsy Mermaid Caravan Tiny House is available to be rented, fully set up and delivered, to one of several amazing local County and State Parks. Including Myakka River State Park, Turtle Beach Campground and Oscar Scherer State Park.brThe spacebrThis tiny house features a queen size bed with comfortable memory foam mattress that folds to a couch/daybed for day use. Two 4-foot skylights that allow for a lot of natural light and allow you to you to stargaze at night.brThe tiny house is equipped with, 30 amp power, LED lighting A/C, & a small kitchenette. (Which includes a breakfast station with toaster oven, griddle and coffee pot.) There's even a tiny electric fireplace with heat and no heat options!

Cabin

Gypsy Mermaid Caravan Tiny House Glamping!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$460.89

**Newly remodeled home with all new furniture and decor*. Peaceful home surrounded by lush palms in the heart of Sarasota, Florida. The home is located in Arlington Park minutes away from top-ranked beaches in the US (Siesta/Lido Beach) and fine-dining in downtown Sarasota and South Gate Village.brbrThe neighborhood is a short walk to Arlington Park. The park covers 40 acres, includes a dog park, walking paths and playgrounds. There is also a 50 meter lap pool, 25 yard instructional pool, outdoor basketball and tennis courts and outdoor fitness gym.brbrArlington Park is located:brbr- 5 minutes away from the Marie Selby Botanical Garden campus in downtown Sarasota, offering 15 acres of bayfront sanctuaries connecting people with air plants of the world, native nature, and our regional history.brbr- 7 minutes from downtown Sarasota where boutiques, fine-dining, Farmers Market, theaters, Sarasota Ballet and the Van Wezel Performing Arts Hall are all located.brbr- 10 minutes away from Siesta Key, ranked the #1 Beach in the U.S. in 2020 by TripAdvisor's Traveler's Choice Awards.brbr- 10 minutes away from St Armand's Square, Lido Beach and Long Boat Key where fine-dining, beaches and premier Golf courses can be found.brbr- 12 minutes away from The John and Mable Ringling Museum of Art.brbr- 15 minutes away from the Sarasota Bradenton International Airport.brbr- 15 minutes away from the UTC Mall for premier shopping can be found. PLEASE NOTEbrThis property is a registered vacation rental with the City of Sarasota (Registration No. VR25-00179). In accordance with City of Sarasota vacation rental code, the home may only be rented once during any seven (7) day period.

Traquil Gem

Sarasota, Florida, United States

Bed

Bath

Sleeps

$466.58

This fabulous brand new house in Sarasota is a gem for guests seeking an amazing location to enjoy living in Sarasota like a local. Gillespie Park neighborhood is walkable to downtown and all it has to offer.. br1.2 miles from Lido key beach (free parking) and 20 min ride to the beautiful Siesta Key1 brThe house has a wonderful feel and setup.brWith 3 bedrooms featuring a comfortable king bed, Queen bed and a 2 Twin beds, this gorgeous space is perfect for a small group or family. The 3 ensuite bathrooms come equipped with a hair dryer for added convenience. Enjoy amenities like a washing machine, iron, AC, heating, and WiFi during your stay. We'll be available to answer any questions while you live at our place.

Welcome to Casa Blue! Come enjoy Sarasota!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$333.35

❤Welcome to paradise! Safe, extra clean, beautifully decorated...wonderful neighborhood where you can relax and unwind. Your private heated pool and lanai is right outside your bedroom door. Your dual rain shower head will relax tensions and refresh your spirits in the master bath. Just 5.8 miles to the world famous Siesta Key beach, downtown nightlife and shopping. Close to everything! Plenty of private parking. Large outdoor entertaining area . Granite countertops, gas stove, bbq, private, and pet friendly. Check out this amazing property! Also check out my other property at Casa Azul Tropical Retreat!

Casa Verde Tropical Retreat/Siesta Key /Sarasota sparkling house and pool!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$309.86

Prefer Saturday arrival check in brbrOur beautiful and spacious split-level townhouse with a one car garage is located across the street from Siesta Key Beach voted #1 beach in the world. Siesta Key Beach is known for its white powdery quartz sand that never gets hot to the touch. Siesta Key Beach offers tennis courts, volleyball courts, picnic tables, grills, snack bar and playground area for children. They also have a drum circle every Sunday night at sunsetbrbrOur spacious first floor unit (approximately 1400 sq ft) has a large living room (16x24) with high ceilings that gives you an open and airy feeling when you walk in the door. There are ceiling fans through out the entire unit. The living room has a large balcony that overlooks the lake. There is a 55' Flat screen TV, DVD player, and a stereo/CD player for your entertainment. The new Key West style living room furniture has a sleeper sofa if you need additional sleeping space.brbrThe formal dining room (12x12) seats 6 comfortably and overlooks the lower level living room. The dining room also has new Key West Style furniture. brbrThe master bedroom (12x16) also has high ceilings and sliding doors to the balcony that overlooks the lake. The master bedroom is furnished with new Key West style furniture. It has a king size bed with a new mattress & box springs and a 32' flat screen TV. brbrThe master bath has just been remodeled with all new tile, walk in shower, new vanity and sink, new dressing area vanity, all new mirrors and has mirrored closet doors.brbrThe second bedroom (12x12) has twin beds, 32' flat screen TV, large closet and its own bathroom. The second bedroom is located on the upper level away from the master bedroom providing privacy for the guests. This bedroom also has new Key West style furniture with new mattress & box springs.brbrThe second bath which is located next to the second bedroom has been completely remodeled and updated. New tub, sink, toilet, tile floor and lighting. brbrThe fully equipped eat in kitchen (12x12) also offers a laundry closet with a full size washer and dryer. The kitchen has totally been remodeled with new cabinets, tile floor and new appliances. You should find the kitchen fully stocked with everything that you would need. brbrThe unit includes a one car garage (with garage door opener) that is located right below the unit. We provide some chairs, floats, beach toys, two adult bikes and one child's bike in the garage for your use. brbrOur House At The Beach offers a large pool (heated), two private tennis courts, large open gazebo with tables/chairs and a grill if you wish to grill out during your stay. You can enjoy the sun by the pool or relax in the shade under the gazebo.brbrIsland activities include paddle boarding, jet skiing, fishing, boating (boat rentals), kayaking, parasailing, or just walking on the beach enjoying the beautiful white sand and the beautiful sunsets. The sunsets are MAGNIFICENT! They also have a weekly drum circle on the beach every Sunday night at sunset.brbrYou will want to go to Siesta Village where they have numerous nice restaurants and shops. Enjoy island style nightlife with some dancing or just listen to the band. The village is within walking distance (moderate walk) or short drive. There are several companies that offer FREE RIDES that you can take which are offered for TIP only.brbrDowntown Sarasota is only 10 minutes away. There you can enjoy many fine restaurants, shopping, performing arts centers, opera, ballet, and symphony. If you are a golfer, Sarasota has numerous golf courses to choose from.brbrIf amusement parks are in your plans Busch Gardens, Tampa Zoo, and Tampa Aquarium are approximately one hour away. Disney, Universal, Epcot, and Sea World are approximately two hours away. brbrThis is a non-smoking unit. Smoking permitted on the two outside balconies only. brbrKeywords: Condominium

Townhouse with Garage - Across from Siesta Key Beach!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$551.95

Siesta Dunes Beachfront Condominiums offers our special guests a selection of over 100 Siesta Key vacation condo rentals located on the beach at 6200 Midnight Pass Road, Siesta Key, Florida 34242. Our beautiful sandy beaches of Siesta Key along the Florida Gulf Coast are right out your door, and you'll also enjoy the pool and hot tub, beach deck and pavilion, tennis courts, club house, and plenty of restaurants and entertainment along Midnight Pass Road. Call us today and rent a condo on the world's best beaches. Our friendly staff looks forward to meeting you and can be reached at (941) 346-0210 or by email at info@SiestaDunes.com

2 Bedroom Beach retreat

Sarasota, Florida, United States

Bed

Bath

Sleeps

$551.95

Siesta Dunes Beachfront Condominiums offers our special guests a selection of over 100 Siesta Key vacation condo rentals located on the beach at 6200 Midnight Pass Road, Siesta Key, Florida 34242. Our beautiful sandy beaches of Siesta Key along the Florida Gulf Coast are right out your door, and you'll also enjoy the pool and hot tub, beach deck and pavilion, tennis courts, club house, and plenty of restaurants and entertainment along Midnight Pass Road. Call us today and rent a condo on the world's best beaches. Our friendly staff looks forward to meeting you and can be reached at (941) 346-0210 or by email at info@SiestaDunes.com

Spectacular view on Crescent beach

Sarasota, Florida, United States

Bed

Bath

4

Sleeps

$702.74

Come stay and play on Crescent Beach! Take in the views and sounds of the gulf. brThe master features a king size bed, The guest room has two queens size beds. For convenience, the washer/dryer is in the guest room closet. The loft room has 2 twin beds. The kitchen is well equipped. Just a short walk to the pool or beach makes this unit even more desirable. Please note, Building 3 Units have stair access only.

Cresent Beach Gulf view 2Bd/2Ba Condo

Sarasota, Florida, United States

Bed

Bath

Sleeps

$434.49

Bay Breeze Bungalow - Waterfront Pool, Dock & Kayaksbrbr Why You'll Love This HomebrGlide your kayak from a private dock into Sarasota's serene canals as the sun rises over Hudson Bayou. At Bay Breeze Bungalow, your backyard is the water—and your days move at the pace of the tide. This screened-in pool home blends cozy comfort with outdoor adventure in the heart of Sarasota.brbr ‍ ‍ Perfect ForbrCouples, families, and small groups looking for a water-centric Sarasota stay just minutes from beaches, shopping, and dining.brbr ️ Imagine ThisbrStart your day with sunrise reflections on the bayou from your private dock, a hot mug in hand and the gentle splash of fish in the canal. Slip into the pool for a refreshing dip or launch a kayak straight into the calm waters to explore hidden mangrove tunnels. Inside, the open living area invites you to kick back with loved ones, and the full kitchen makes mealtime a breeze. As the sun sets, gather by the fire pit with a glass of wine under a canopy of stars. Whether it's water play, poolside lounging, or peaceful evenings, you'll feel like the bayou belongs to you. This home has just had an entire outdoor remodel, so book today and enjoy a stunning, pristine, and amenity packed experience.brbr Where You'll Sleepbr- Bedroom 1: Queen Bed, Ensuite Tub/Shower Combo, TVbr- Bedroom 2: Two Twin Beds, Shared Bath Accessbr- Bedroom 3: King Bed, Shared Bath Accessbr- Den: Twin Bed, Shared Bath Accessbrbr Explore the Areabr- 1.8 miles to Downtown Sarasota – Local Eats, Shopping, and the Sarasota Farmers Marketbr- 3.2 miles to Siesta Key North Bridge – Quick Access to the #1 Beach in the U.S.br- 4.0 miles to Siesta Key Beach Access 7 – Powdery Quartz Sand & Turquoise Waterbr- 3.9 miles to St. Armands Circle – Upscale Dining and Boutique Shoppingbr- 4.2 miles to Lido Beach – Swim and StrollbrbrEnjoy peaceful, residential surroundings with walkability to nearby parks and a short drive to vibrant waterfront destinations.brbr Don't Wait—This Home Books FastbrYour stay includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection before your arrival.brbrPLEASE NOTE: This property is registered as a vacation rental within the City of Sarasota with the Registration Number VR24-00111. Due to the City of Sarasota vacation rental code, this property can only be rented once during a seven (7) day period and has a maximum occupancy of 6 guests. The pool is heated from November 15th to April 15th.

Canal Front Home in Sarasota with Private Heated Pool & Outdoor Patio!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$426.66

City Cottage - Cocktail Pool + Walk to Downtownbrbr Why You'll Love This HomebrStep back in time—without sacrificing comfort. City Cottage blends 1920s charm with upscale, modern updates, including a heated cocktail pool, clawfoot soaking tub, and tiki bar, all nestled in a walkable downtown Sarasota location.brbr ‍ ‍ Perfect Forbr Couples, small families, or friend groups looking for a stylish, walk-to-everything Sarasota escape with vintage flair.brbr ️ Imagine ThisbrYou arrive at City Cottage and step through the front door into a storybook bungalow—9-foot ceilings, crown molding, and soft natural light pouring in through oversized windows. Drop your bags, kick off your shoes, and feel the easy rhythm of Old Florida take over. Morning starts with coffee on the front porch, birdsong in the background. Afternoons unfold with dips in the heated cocktail pool, sun-soaked lounging, or a mid-day refresh under the Al Fresco shower. As evening falls, mix a drink at your private tiki bar before heading downtown for a sunset dinner. End your day soaking in the clawfoot tub, wrapped in nostalgia and peace.brbr Where You'll Sleepbr• Main Bedroom: Queen Bed, Ensuite Bath with Clawfoot Tub/Showerbr• Bedroom 2: Queen Bed, Shared Bathbr• Bedroom 3: Two Twin Beds, Shared Bathbr• Living Room: Queen Murphy Bed – Main Living Areabrbr Explore the Areabr• 0.4 Miles to Main Street Sarasota – Walk to Dining, Art, & Entertainmentbr• 0.6 Miles to Marie Selby Botanical Gardensbr• 1.8 Miles to Bayfront Park & Marina Jackbr• 3.0 Miles to Lido Beachbr• 3.2 Miles to St. Armands Circlebr• Access to Free Sarasota Bay Runner Trolleybrbr⌛ Don't wait—this home books fast. Your reservation includes peace of mind with 6-hour deep clean and 35-point inspection.brbr Need to Know: This pool is heated to 85 degrees year round. This unit is DTWN zoned by the City of Sarasota.

Vintage Downtown Escape, Heated Cocktail Pool, Tiki Bar & Walk to City of Sarasota

Sarasota, Florida, United States

Bed

Bath

8

Sleeps

$358.57

Private 3-bedroom home with a large yard just 5 minutes from Siesta Key Beach. brbrEligible for Community Health & Wellness Funding Grants. brbrIdeal for wellness programs, cancer patient retreats, mental health support, recovery weekends, men’s and women’s healing retreats, youth mentoring, breathwork, yoga, fitness, nutrition, and caregiver support. brbrOur mission is to help organizations secure funding to host life-changing programs in a peaceful, supportive space.brbr About the SpacebrbrWelcome to The Blessings Place @ Siesta Serenity. This private 3-bedroom home offers a calm, restorative environment ideal for families, small groups, retreats, or guests seeking comfort and convenience while being just minutes from Sarasota’s top attractions.brbrThe home is thoughtfully arranged to give every guest comfort, privacy, and room to unwind.brbrbr ️ BedroomsbrbrbrBedroom 1 – Guest Bedroombrbr• Queen-size bedbr• Cozy and quiet — perfect for restful sleepbr• Dresser and closet space for extended staysbr• Located near the hallway bathroombr• Designed for comfort, simplicity, and relaxationbrThis room has an attached laundry room. brbrBedroom 2 – Primary Suitebrbr• Queen-size bed with plush beddingbr• Spacious layout with room for luggage and personal itemsbr• Private ensuite bathroombr• Large window bringing in natural Florida sunlightbr• Ideal for the trip leader, parents, or anyone wanting added comfort and privacybrbrBedroom 3 – Guest Bedroombrbr• Queen-size bedbr• Light and airy atmospherebr• Great for friends, couples, or additional family membersbr• Easy access to the shared bathroombrbrbr BathroomsbrbrBathroom 1 – Ensuite (Primary Bedroom)brbr• Walk-in shower or tub/shower combobr• Fresh towels providedbr• Clean, simple layout ideal for longer staysbrbrBathroom 2 – Hallway Bathroombrbr• Full bathroom with shower/tub combobr• Convenient for families or groupsbr• Stocked with essentialsbrbrbr ️ Living RoombrbrThe living room is designed as the central gathering space of the home:brbr• Comfortable seating area for relaxing or group conversationsbr• 50-inch smart TV for streaming movies or workshopsbr• Open layout that connects to the kitchen and dining areabr• Great for pre-beach hangouts, coffee chats, or end-of-day wind-downsbrbrThis room feels welcoming and has enough space for small group sessions, journaling, meditation circles, or casual discussion meetups.brbrbr ️ Kitchen & Dining AreabrbrThe heart of the home is the spacious, fully equipped kitchen.brbrKitchen Featuresbrbr• Full-size kitchen with generous counter spacebr• Refrigerator, stove, oven, microwave, and essentialsbr• Cookware, utensils, and dishware for group mealsbr• Ideal for preparing family dinners, retreat meals, or batch cookingbr• Opens directly into the dining area for easy flowbrbrDining Spacebrbr• Table comfortably seats your groupbr• Positioned near natural lightbr• Works well for meals, breakout sessions, or laptop workbrbrbr Backyard & Outdoor SpacesbrbrThe outdoor area is one of the home’s standout features:brbr• Large private backyardbr• Perfect for outdoor sessions, yoga, prayer circles, games, or relaxationbr• Plenty of open space for sunlight, quiet time, or group reflectionbr• Enclosed lanai area for shaded gatheringsbrbrThis outdoor setup perfectly complements Sarasota’s warm, peaceful environment.brbrbr☀️ Location BenefitsbrbrThe home is centrally located for convenience and ease:brbr• Short drive to Siesta Key Beach — ideal for grounding, sunrise walks, meditation, and unwindingbr• Close to grocery stores, restaurants, shopping, and local attractionsbr• Quiet residential street that supports a restorative environmentbrbrbr Amenities for Work, Rest, and Retreatsbrbr• Fast WiFi for virtual sessions, content creation, or remote workbr• Indoor & outdoor areas for group activitiesbr• Private, peaceful setting ideal for reflection and connectionbrbrYou have full private access to the entire Sarasota home, including the backyard patio area, laundry area, and driveway.brbrManagement and I are quickly accessible via message center and close by if neededbrbr Interaction with GuestsbrbrWe respect your privacy but are available anytime.brMessage us for help, recommendations, or upgrades — we respond quickly.brbr✨ Other Things to Note (Upgrades & Rules)brbrThis home is optimized for registered guests only but retreat or event-related usage is available through upgrades.brbrUpgrade Options (Message to Request):brbrSmall Gathering Upgrade (for group meals or meetups)brbrHoliday Gathering Upgrade (Christmas, Thanksgiving, etc.)brbrDay Guest Upgrade (non-overnight visitors)brbrEarly Check-In / Late CheckoutbrbrExtra Linens & Towels PackagebrbrbrWe approve most upgrades quickly after reviewing your plans.brbr Faith-Based & Nonprofit Stays (Optional)brbrIf your stay supports a family restoration, church/ministry purpose, healing retreat, or nonprofit activity, message the word “Blessing” to see if your group qualifies for grant-supported upgrades.brbrbrbr Grant Eligibility & PricingbrbrThis listing is specifically for organizations using grants, donor funds, or support budgets.brbrWe offer:brbrOption A — Grant-Based Rate (Recommended)brbrOrganizations may use local, state, federal, or private grants to cover:brVenue accessbrbrProgram days (half-day, full-day, multi-day)brbrOptional overnight team lodgingbrbrOptional facilitator accommodationsbrbrbrWe guide you through the simple steps to qualify.brbrOption B — Reduced Community RatebrbrFor nonprofit or community groups without approved grant funding yet.brbr✨ Why Organizations Choose This Spacebr5 minutes from a world-class beach (perfect for healing & wellness work)brbrbrSafe, private, peaceful settingbrbrFlexible indoor/outdoor layout for workshopsbrbrAffordable with grant supportbrbrFast approval and simple booking processbrbr How to Request Grant SupportbrSend us a message with:brYour organization namebrbrYour event or program typebrbrEstimated number of participantsbrbrGrant or budget source (if known)brbrWe’ll reply with:brGrant guidelinesbrbrEligible categoriesbrbrSample budgetsbrbrSupport letter (if needed)brbrNext steps for bookingbrbrbr This Venue is Part of The Blessings Place MovementbrbrMaking purpose-driven gatherings, healing, and support more accessible.brbr Welcome to SarasotabrbrPeople from around the world come to Sarasota for its stunning Gulf-coast beaches, thriving arts scene, and abundant outdoor recreation — making it an ideal destination for both relaxation and adventure. Our home offers a great launching point for exploring the best of the area.brbr Grocery StoresbrbrTrader Joe’s – ~ 5-7 min drive (4101 S Tamiami Trail, Sarasota) brbrALDI – ~ 5-6 min drive (4230 Bee Ridge Road) brbrPublix – Several locations in Sarasota; e.g., Publix Super Markets #1781 on S. Tamiami Trail brbrLocally-owned / specialty grocery: Detwiler’s Farm Market (6100 N Lockwood Ridge Rd) brbrbr ️ RestaurantsbrbrHere are some good dining options not too far from your location:brbrAthens Family Restaurant – Local Greek restaurant, breakfast/lunch/dinner; on Bee Ridge Rd. brbrMi Pueblo Restaurant – Mexican fare; Bee Ridge Road. brbrOlive Garden – Italian, casual; 4900 S Tamiami Trail. brbrFleming’s Prime Steakhouse & Wine Bar – Upscale steakhouse / wine bar near Siesta area. brbrOff the Hook Seafood Restaurant – Near Siesta Key; seafood in a coastal setting. brbrbr PharmaciesbrbrGuests will find pharmacies within a short drive in the nearby commercial corridors (Tamiami Trail / Bee Ridge area). Also, Walmart Neighborhood Market (with a pharmacy) is nearby. brbrbr Banks / ATMsbrbrThere are many banking options in Sarasota overall — in the same retail corridors (Bee Ridge / Tamiami) your guests can find major banks (Bank of America, Wells Fargo, Chase, etc.) though specific branches within very close walking distance may vary depending on traffic and location.brbrbr⛽ Gas StationsbrbrLikewise, several gas stations are available along Tamiami Trail and Bee Ridge Road, making fuel easy to find for guests driving around Sarasota.brbr ️ Beaches NearbybrbrSiesta Key Beach – Famous for its powder-soft white quartz sand. brbrTurtle Beach – On South Siesta Key; quiet public beach with picnic areas. brbrbr Recreational Activities & Outdoor SpotsbrbrLegacy Trail – A paved multi-use trail great for walking, running, or biking. brbrOscar Scherer State Park – About a 20-30 min drive; hiking, kayaking, wildlife viewing. brbrMyakka River State Park – Larger park within driving distance; canopy walkway, airboat tours, wild Florida scenery. brbrbr ️ Cultural & Museum HighlightsbrbrSarasota Art Museum – Contemporary art museum, located in a historic Gothic-Revival building. brbrSarasota Jungle Gardens – 10-acre garden with flamingos, reptiles, bird shows, and lush tropical landscaping. brbrbr✨ Other Things to NotebrbrAll guests will be asked to follow our house rules before being allowed on property.brbr• Base rate includes 3 hours of daytime access for up to 8 guests.brbr• Longer durations, retreats, celebrations, or overnight stays require host approval.brbr• Groups over 8 guests require event pricing.brbr• Event fees range from $250–$1,000, depending on group size, date, and type of event.brbr• All approved events require a $500–$1,000 refundable damage deposit.brbr• Tours are available after booking approval.brbr• Grant approval is required for all discounted or sponsored rates.brbr• Approved groups may receive daytime retreat access, nightly sponsorship, or mission-aligned support.brbr• Standard Airbnb pricing applies if a stay is not part of a grant-aligned purpose. Message host for nightly rates.brbr• Please share a short message about your project when inquiring so we can review eligibility quickly.

Peaceful Sarasota Stay • Professionals •Long Stays

Sarasota, Florida, United States

Bed

Bath

8

Sleeps

$606.43

Siesta Dunes Beachfront Condominiums offers our special guests a selection of over 100 Siesta Key vacation condo rentals located on the beach at 6200 Midnight Pass Road, Siesta Key, Florida 34242. Our beautiful sandy beaches of Siesta Key along the Florida Gulf Coast are right out your door, and you'll also enjoy the pool and hot tub, beach deck and pavilion, tennis courts, club house, and plenty of restaurants and entertainment along Midnight Pass Road. Call us today and rent a condo on the world's best beaches. Our friendly staff looks forward to meeting you and can be reached at (941) 346-0210 or by email at info@SiestaDunes.com

Traditional Gulf view 2bd/2Ba Condo

Sarasota, Florida, United States

Bed

Bath

Sleeps

$666.11

Siesta Dunes Beachfront Condominiums offers our special guests a selection of over 100 Siesta Key vacation condo rentals located on the beach at 6200 Midnight Pass Road, Siesta Key, Florida 34242. Our beautiful sandy beaches of Siesta Key along the Florida Gulf Coast are right out your door, and you'll also enjoy the pool and hot tub, beach deck and pavilion, tennis courts, club house, and plenty of restaurants and entertainment along Midnight Pass Road. Call us today and rent a condo on the world's best beaches. Our friendly staff looks forward to meeting you and can be reached at (941) 346-0210 or by email at info@SiestaDunes.com

Exquisite Deluxe beachfront condo

Sarasota, Florida, United States

Bed

Bath

Sleeps

$702.74

This updated 2 bedroom, 3 bathroom and loft deluxe beachfront condo has everything you could possibly need to enjoy your time in paradise. The main bedroom has a king sized bed while the guest bedroom and loft have 2 twin sized beds in each. Come relax in the condo or play in the beautiful quartz sand of Siesta Key, just a short walk from your front door! Conveniently located near the pool and sundeck.brbrbr**Please note: Garages and basements are under hurricane remediation and may not have accessibility. Please call for more information. **

Deluxe 2Bd/2Ba Beach front

Sarasota, Florida, United States

Bed

Bath

Sleeps

$723.1

Beachfront 2 bedroom, 3 bathroom. Rustic beach vibes throughout and a newly renovated lower level with bathroom and garage. This polished and updated deluxe beachfront unit is located just 60 seconds from the beach. The master has a king bed with a side balcony. The guest bedroom has a queen bed. The kitchen and living room is a perfect area to gather. 2 washer/dryer sets, 2 refrigerators (one in garage), wagon, beach chairs, towels, coolers, thermal cups, bedroom fans, Keurig, and Mr. Coffee supplied in unit.

Deluxe Beachfront Condo 2Bd/2bath

Sarasota, Florida, United States

Bed

Bath

Sleeps

$368.54

Beautiful 2 story house in a lush tropical setting with private pool, walled off property.br The Sun is warm, Beaches are great, and Siesta Key is open for fun!brLocated at the north end of Siesta Key for quick access to and from the mainland. A short 2 block walk to, quaint Shell Beach for fun on the white sand, wading, fishing , and viewing sunsets over the Gulf of America from this island retreat. County has not done the repairs. Only 2 miles to the Villages offering day or night hot spots for shopping, eating, and live music. Additionally, Beach access to the north end of the famous Siesta Key Beach that has spectacular white quartz sand running for more than three miles to the south. brAs you enter the front door, you are welcomed to the living room by a soft blue leather couch, 50 4K Smart TV with 5.1 sound system, further in, a 6 person dining area, a beautiful kitchen with stainless steel appliances and all the basic accessories you expect. With ocean accent decorating throughout, the first of the bedrooms with bath is just off the kitchen area. Upstairs you will find additional bathroom that two bedrooms share. The large second bedroom has a queen bed with 50 Smart 4K, with walk-in closet, and a private balcony to enjoy your morning coffee. The third bedroom has twin captain beds. Downstairs you can exit through the French Doors onto the large wrap around (Trex@) deck to surveil the pool deck and grilling area below. Three smaller seating areas for your group to spread out if you choose to. Evening brings lights accenting tropical foliage, variable colored lights dancing through the pool water and well lit stairs, descending to poolside entertaining area. A larger seating area by the pool. Grill and preparation table are poolside as well.brYou are provided with pool toys, sand toys, beach chairs, and beach towels for your pleasure. RETIRED- A set of older Beach Cruiser bicycles. Pool heat available*. Updated decorations, new paint on all the walls, hardwood floor refinished. Lower add on charges.br City Certificate of Registration VR22-00069

Siesta Key Vacation Property W/Heated Pool and Beach Access

Sarasota, Florida, United States

Bed

Bath