Home Vacation Condo Rentals By Owner In Sarasota, FL

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Exceptional(2)

$119.45

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Beautiful golf course view from this condo

Sarasota, Florida, United States

Vacation RentalbrbrCondo Association Approval Required. Application Will be sent after property is booked.brbrWelcome to the Meadows Country Club! Nestled in the heart of Sarasota, Florida, this ground floor condo offers a fantastic opportunity for a comfortable and convenient rental experience. With a stunning view of the lush golf course, this 2 bedroom, 2 bathroom condo is perfect for those seeking a serene and relaxing lifestyle. As you enter the condo, you'll be greeted by a tastefully decorated living space that exudes warmth and style. The cozy living room features ample seating and a large flat-screen TV, perfect for movie nights or watching your favorite sports games. The adjacent dining area offers a lovely space to enjoy meals with family and friends. The well-equipped kitchen boasts modern appliances, including a dishwasher, oven, and microwave, making meal preparation a breeze. Enjoy your morning coffee or evening cocktails on the screened lanai, overlooking the golf course, and soak in the tranquil ambiance. The master bedroom features a comfortable queen-sized bed, perfect for a good night's sleep after a day of golfing or exploring the nearby attractions. The en-suite bathroom offers a walk-in shower and all the amenities you need for your stay. The guest room features two twin-sized beds, perfect for accommodating additional guests or setting up a home office. The second bathroom includes a bathtub/shower combination and is conveniently located adjacent to the guest room. This condo is located within minutes of the popular UTC shopping area, offering a wide variety of shops, restaurants, and entertainment options. Siesta Key Beach, known for its pristine white sand and turquoise waters, is also just a short drive away, making it easy to enjoy beach outings and water activities. Additional amenities of this rental property include access to the community pool, tennis courts, and golf course (for an additional fee), as well as a washer and dryer in the unit for added convenience. Don't miss this opportunity to experience the best of Florida living in this beautifully decorated condo with golf course views, convenient location, and all the comforts of home. Book your stay now and create unforgettable memories in the Meadows Country Club!
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Exceptional(11)

$238.3

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Book Me Baby! Esquina Paraiso on Siesta Key

Sarasota, Florida, United States

Pinkie Flamingo Welcomes You To Esquina Paraiso!brKing / Queen / Fullbr“A Little Corner of Paradise!”brbrPinkie Flamingo had actually taken 6 years of Spanish along the way, which had proven very helpful. As a curator of fine vacation rentals along Florida's Gulf coast, it was Pinkie's job to find the very best guest nests and make them available to her flock of friends & travelers. “¡Qué lugar de vacaciones tan fabuloso!” Pinkie exclaimed. From her vantage point well above the tree line, Pinkie Flamingo had a spectacular “bird's eye view” of the entire lay of the land. Stretching her wings luxuriously, she floated over private homes and resorts…each standing ready to welcome those fortuitous enough to have discovered the long-standing charm of Siesta Key.brbrConsistently ranked in the top beaches in America, Siesta Key enjoys a year-round appeal with everything a tourist might want close at hand…shopping, dining, beaches and fun! Consistently ranked The #1 Beach in America, Siesta Key achieves its lofty position in the beach rankings among some fierce competition. While no beach can ever be considered a bad beach…(I mean it's a beach right ) This 8-mile barrier island delivers on every level imaginable! Public beach access points are frequent including the large Siesta Key Park, with dining, restroom facilities, lifeguards and lots of parking. “This is as world-class as it gets!” says Pinkie, who can often be spotted soaking up the sun on a sunny afternoon. A total beach snob of sorts, Pinkie is quick to highlight the exceptionally fine snow-white crunchy sand and wide walkable beaches. With a shallow shelf that extends far out in the Gulf, the turquoise sparkling water is almost always the right temperature for a dip. A free trolley carries patrons up and down the island…often with the ultimate destination of Siesta Key Village. The heart and soul of the island, “The Village” is the hub of activity with beach bars, restaurants and touristy shops.brbrLet's Find Out More About Esquina Paraiso!brbr2 Bedroom / 2 bath 5th floor unit with sweeping coastal viewsbrSunny corner condo with 3 balconiesbrOutdoor seating & diningbrGorgeous views of the Intercoastal Waterway and the GulfbrCozy living space featuring beach decor in soothing beige & blue palettebrBeach gear included…beach cart / 4 chairs / umbrella / beach towelsbrPrimo resort location at The Anchorage near south bridgebrPrivate beach access right across the streetbrSeasonally-heated Olympic size swimming poolbrLighted tennis courtsbrFitness centerbrClub roombrPicnic area by IntercoastalbrGrillsbrShuffleboardbrBasketballbrCorn HolebrBoat dockingbrbrWorld-class favorites Siesta Key, Longboat Key and Anna Maria Island head the line-up of this all star cast along the 35-mile stretch of pristine beaches to the west of Sarasota. With an undeniable sophistication and long-standing international appeal, the area has rightfully earned the nickname the Culture Coast. From the classy vibe surrounding St. Armand's Circle to the laid-back beachy charm of Anna Maria Island, there is something for everybody. The area's cultural heritage was defined in large part by philanthropist John Ringling. As a renowned patron of the arts and co-founder of the Ringling Bros Circus, his contributions in art and architecture set the stage for the area to flourish as a tourism hotspot for concerts, theater, festivals, award-winning dining, outdoor sports, aquatics, shopping and much more!brbrCome To Florida…For The Fun of it!brbrAll of Pinkie's Properties Have A Few Things In CommonbrMust Be 25 To BookbrNo SmokingbrCancellation OK 30 Days Prior To Check-InbrSheets & Bath Towels Included…BYO Beach TowelsbrAll Kitchens Fully-Equipped With Cooking/Eating Utensils… BYO Spices & FoodbrBasic Essentials Starter Set Only…TP, Paper Towels, Trash Bags, Soaps, Etc …Depending obrBasic Essentials Starter Set Only…TP, Paper Towels, Trash Bags, Soaps, Etc …Depending on Length of Stay You May Need More
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$233.42

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Condo# 402A Siesta Sunsets from Lanai

Sarasota, Florida, United States

Relax and enjoy spectacular Florida sunsets overlooking world famous Siesta Key Beach. This upscale, coastal design condo comfortably accommodates 6 and features 2 bedrooms, 1 full bath, a full kitchen with a comfortable living room overlooking a large, private screened balcony. The spacious primary suite faces the beach and features a comfortable king size bedroom set with a full size dresser, large walk-in closet and bedside tables to make you feel right at home. The 48” wall mounted tv and plenty of USB charging ports will keep you as connected as you wish to be. The quaint second bedroom features a full over full bunk bed, a full size dresser, walk-in closet and 32” wall mounted smart tv. The new living room couch converts to a queen sleeper to provide additional sleeping options.brbrDon’t worry about packing all the beach gear, we’ve got you covered. Chairs, sand toys, beach towels, umbrellas and more beach gear is provided for your convenience. When you’re not exploring the warm, crystal clear Gulf waters and powdery white sand beaches, cozy up in the overstuffed couch to binge your favorite guilty pleasure or enjoy an afternoon siesta in one of the comfy reclining chairs. The large 55’’ smart tv and private high speed WiFi covers your entertainment needs from work to play.brbrBudget minded guests who prefer to eat in will appreciate the fully equipped kitchen to whip up homemade meals. For those who prefer to enjoy the local flavors, charming Siesta Key Village is just a short walk or FREE trolley down the street. There you can shop, dine, drink and dance at some of Sarasota’s favorite establishments.brLa Siesta is conveniently located directly across from Siesta Key public beach, midway of the key at the corner of Beach Rd and Beach Dr. The resort style amenities include a large heated pool, 2 shuffleboard courts, spacious clubhouse with pool table, ping pong, exercise room, large kitchen and open gathering space. With two gas bbq grills, laundry facilities and an assigned covered parking spot for each unit all you need for your dream vacation is a swim suit, sunglasses and flip flops. The cheerful on site staff will ensure every aspect of your stay is so extraordinary, you may never want to leave!
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Exceptional(4)

$124.3

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2/2 Condo in Gated Community with resort pool, tennis courts and fitness gym.

Sarasota, Florida, United States

Newly Remodeled 2 Bedroom, 2 Bath Corner Unit Condo in Gated Serenata Community. brbrBeautifully remodeled and tastefully decorated corner unit condo on the 3rd floor of the gated Serenata Condo Complex, just off University Parkway.brbrFeatures:brbrBrand new kitchen with white cabinets and granite countertopsbrOpen living room that opens to a large screened-in lanai overlooking the pool and waterfrontbrSpacious master bedroom with a queen-size bed, ensuite renovated bathroom with a walk-in tiled shower, and large walk-in closetbrGuest bedroom with two twin beds and an attached full bathroom with a bathtubbrWasher & dryer in unitbrNo carpet — all hardwood floors and tile throughoutbrPrivate carport includedbrbrbrbrbrCommunity Amenities:brbrResort-style poolbrClubhousebr24-hour fitness centerbrTennis courtsbrScenic lakes and walking pathsbrCar wash areabrGated entry for peace of mindbrWi-fibrbrbrbrPrime Location:brbrWalking distance to shops, restaurants, and coffee shops. Just 10 miles to downtown Sarasota and Lido Beach, and only 5 miles to UTC Mall and I-75. Short drive to Siesta Key Beach, Anna Maria Island, Saint Pete and Venice.brbrbrbr Pets:brbrNo pets allowed.brbrbrbrRates:br Includes cable, water and Internet. Plus a $75 a month electric allowance. brMinimum stay: One monthbrbrbrbrbrNote: This building does not have an elevator.
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Exceptional(5)

$395.17

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Bayside Escape-Condo w/ Dock, Pool, and Near Beach

Sarasota, Florida, United States

Summary:brbrThis unique 2 bedroom/ 2 bath condo is right on the waterfront in Siesta Key! It is the upper condo of a two story complex that has a perfect view and feels like your own personal getaway! It comes with a full kitchen, living room, and two decks. Part of what makes it amazing is the private dock on the Pass. Perfect for kayaking and exploring! Or maybe you'd like to just relax and take a dip in the heated pool Located in the quiet end, you can enjoy the calm, or head to Siesta Village!brbrbrbrThe Space:brbrThe Top unit of a two story condominium complex. The condo has two bedrooms, 2 full bathrooms, a full kitchen and a living room. The heated pool sits right behind the condo and facing the gorgeous waterfront.brbrbrbrGuest Access:brbrYou will have access to your condo, a shared washer and dryer(free parking on site, and access to a private heated pool that is shared by only those staying at the complex.)brbrbrbrThe Neighborhood:brbrRight near Siesta Key Beach, Lido Beach. The Jim Neville Marine Preserve and Coconuts Family Entertainment Center is great! Plenty of restaurants and activities are just a short drive or walk away! brbrbrbrJim Neville Marine Preserve- 3 min walkbrbrTurtle Beach- 9 min walkbrbrCrescent Beach- 5 min drivebrbrSiesta Key Marina- 6 min drivebrbrSiesta Key Beach- 7 min drive.brbrbrbrThe Siesta Key Breeze Trolley operates 7 days a week and goes all over!brbrOn Demand Pick up is also available for $2 a person, per trip, find more info on their website or call 941/3001553brbrbrbrGetting Around:brbrThe Siesta Key Breeze Trolley is FREE and goes all over!brbrTrolley hours: Daily 8 to 10 brbrOnDemand Pickup is also available, operates daily and is only $2.00 per person, per trip. Call 941/3001553brbrbrbrOther Things to Note:brbrLooking to bring your boat We just need proof of insurance and if you need a home for your trailer, we also have a secure home for it for $50.
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Sleep 7

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$353.07

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Coastal Comfort with Gulf-Front Views

Sarasota, Florida, United States

From the lanai and your private patio, you are directly on the beach where it is easy to keep an eye on the children playing, or walk down to the Gulf for a swim. Located on Turtle Beach, Siesta Key's quiet south end - this lovely Gulf front first floor unit with large washer and dryer and new living room furnishings can accommodate up to six guests. Completely stocked kitchen, beach chairs, umbrella and cooler with lots of beach toys for the children. Bring or rent a boat as you can see your boat dock from the entrance doors and can enjoy watching the fisherman. Your car will be parked near the entrance for easy load in. This unit is very comfortable for both couples that want a well equipped kitchen and easy beach and boat access, or families looking to enjoy their vacation. Just bring the sunscreen and your groceries!brbrFisherman’s Cove, Siesta Key Gulf Front! Sandwiched between the Gulf and Blind Pass Lagoon which leads to Sarasota Bay, you can enjoy sunning or fishing from the Gulf or Lagoon or kayaking and paddle boarding. Our Siesta Key location on the island’s south end features the best shelling on the island as well. The Gulf waters are only 150 feet from your beachfront lanai. Enjoy romantic sunsets from the comfort of your private terrace or directly on the beach. brbrYou can walk south along our beachfront and enjoy over a mile of beautiful shoreline.br brBring your boat or rent one for a day as the boat docks are free! Your boat trailer must be kept off property and the on-site office can provide a list of places in the area for storage. brbrNO Pets allowed. brbrThe on-site office staff is there to be of service.brbrDine at several excellent restaurants within walking distance, or drive to Crescent Beach, approximately 2.5 miles north, where there is a grocery store, other stores, and restaurant options. The Siesta Key Village is approximately 7 miles from the island. Off-island trips bring you to diverse neighborhoods and shopping and dining areas within a 15 to 30-minute drive.brbrFisherman’s Cove, Siesta Key, is adjacent to Turtle Beach with a picnic area, grills, and a boat ramp. You will drive through Turtle Beach Park to our gated community – leaving the traffic behind. The south end of Siesta Key is known as the quieter end of the island and has a laid-back feel. The action on the northern end is available via free trolley service or through one of the free ride services that work for tips.brbrWhile you are here, you will want to visit Siesta Key Public Beach and put your toes in the world-famous white sand, which consists of 99% pure quartz, ultimately derived from the southern Appalachians. Over millennia, rivers carried the grains of sand into the Gulf of Mexico and south along Florida’s coast. Those quartz grains are fine, without any coral or shell fragments, which results in sand with a soft, flour-like texture.
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Exceptional(51)

$177.86

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Quiet and Comfortable Condo Near Turtle Beach on Siesta Key

Sarasota, Florida, United States

Cozy Cove is a small condominium complex of six total units, located on the south end of Siesta Key in Sarasota, Florida. The complex is on the Gulf side inlet along Blind Pass with a dock at the back of the property where you will often see fish jump and sometimes a manatee floating by. brbrTurtle Beach is approx. 10 minute walk down the street and offers a public boat launch, picnic and children's areas. There is a trolley stop for the free Siesta trolley. We have a 20' boat dock available for your use with the rental of this unit at no additional charge. brbrFAQbrThe pool is not heated.brDue to association rules, renters and guests are not permitted to bring pets.brFishing is allowed off the pier; you have to check licensing requirements.brBoat trailers are not allowed to be parked in the lot, but trailer parking rental is available nearby. From the pass you have access to the Gulf and the intercoastal.brbrPROVIDEDbrBed Linens, extra pillows, blanketsbrBath and beach towelsbrBeach chairsbrBeach umbrellabrBeach toysbrSome baby amenities, such as high chair, bed railsbrGames, booksbrComputer printer brBasic condiments are provided.brDishwasher and detergent and dishwashing liquid are provided.brLaundry detergent is provided and washer/dryer is in the unit.brTelevisions have streaming apps available. brWIFI service provided.brCeiling fans in all rooms.brbrNOT PROVIDEDbrShampoo, conditioner, and body soap are not provided.brBBQ grill is not provided and not allowed near building due to insurance rules.brCable television service is not provided.brThere aren't any bicycles, paddle boards or kayaks provided, but rentals are available within walking distance.brbrI mostly love how small the complex is, giving it a personal, private feel. The value in this rental is the location, the privacy, and the waterway. It is important to us that you know what to expect when you arrive because this unit is clean, private, and well stocked but this is not a luxury condo and our rates remain beneath those of newly remodeled units. brbr***Please note - Florida temperatures can reach extremely high heat indexes. Florida summers regularly have 90-100 degree days in the summer and even though our system was replaced in 2025, our HVAC contractors have advised us that 20 degrees below outside temps is a reasonable expectation for this condo. There are fans installed in every room to assist with cooling.***
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Exceptional(142)

$233.28

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Water Front on Turtle Lagoon. Minutes from Turtle Beach & Siesta Key Beach

Sarasota, Florida, United States

*** UPDATE January 2025 - We recently did a major update to our property. We addressed all issues from our previous guests. A total deep cleaning was done from top to bottom. We got a beautiful new couch w/ a chaise, ottoman and 2 new arm chairs to relax in. Chaise can be used to sleep an additional person. All new linens, towels, a new tv to accompany the queen bed in the guest room, new kitchen utensils, glassware, dishware and cookware. We purchased new beach chairs, new coffee maker and a host of other items for a better overall experience. brbr*We do not have an elevator on property. Even though it is listed, VRBO can't seem to remove it from the description.brbrWelcome to Cozy Cove located just 1 minute from Turtle beach & 10 minutes from Siesta Key Beach. Amazing water views and a FREE Trolley that runs steps away from our location to Siesta Key Beach & Village. Our guests love it. We have a beautiful 2 story - 2 bedroom 2 1/2 bath which sleeps up to 5. TV's in all bedrooms & Smart TV in the living room. We are located on Turtle Lagoon and you can walk to nearby restaurants and Turtle beach next door. Enjoy the most beautiful sunsets that have made Siesta Key world-famous. Completely furnished with all the amenities of home including WI-FI & Smart TV Access. This vacation rental is in a great location. The Cozy Cove community, comprised of six intimate units, includes a shared pool, reserved parking, a private boat dock, and just a few minutes away is the Turtle Beach public boat ramp. Boat rentals and water sports available nearby. Additional features include private washer/dryer, fully loaded kitchen, real fireplace, wireless internet, towels, beach chairs, and 2 private patio decks.br br*There is a $150 cleaning fee and no other hidden fees by us for the prices quoted except for the 12% Florida tax & the VRBO fee which is added onto the quoted price when booked. We cannot control VRBO fees. * There is no elevator onsite.
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Exceptional(12)

$223.58

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Waterfront Condo, Breathtaking Sunsets, Walk To Beach, Family-Friendly

Sarasota, Florida, United States

brEnjoy the beautiful water view in this 2 bedroom, 2 bath fully-furnished unit. The split floor plan gives each bedroom lots of privacy. The beautifully decorated Master Bedroom with an adjoining newly remodeled Master Bath, has a king-sized bed, large dressers and a walk-in closet. The 2nd bedroom has a queen-sized bed, dressers for storage and a double-sized closet. The newly remodeled 2nd bathroom is adjacent to the 2nd bedroom. The open floor plan LR/DR is a great room for entertaining. The enclosed lanai is a perfect room for enjoying your morning coffee or evening cocktail while overlooking the gulf waters. A brand new kitchen remodel was just finished in 2025. The kitchen is furnished with all dishware, glassware, cookware and utensils. All bedding, linens and towels are provided in the unit. The Bay Tree Club includes 2 heated pools with lounge chairs, picnic grilling areas for parties and cookouts, boat/kayak docks, storage cabanas, beach restroom facilities with rinse off shower. Elevator access to all floors, grocery cart for transporting supplies and washer/dryer on floor. Beautiful Siesta Key is the perfect vacation spot. Enjoy the white sandy beaches with gorgeous sunsets. Crescent Beach area offers boating, jet skiing and fishing excursions. Spend the day at St. Armand's Circle, perfect for dining and shopping. Or visit the nearby Ringling Museum and Mote Aquarium.
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Exceptional(8)

$480.25

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Siesta Key Condo- Private Beach Access- The Beach Club 200C

Sarasota, Florida, United States

Private Access to Siesta Key BeachbrbrOn Site front desk servicebrbrLocated on the turquoise water and crystal white sand of Siesta Key- This new resort features modern decor, mixed with the youthful attitude of this world-famous destination, making this chic resort one of the most desired accommodations on Siesta Key. Unit features a full-size kitchen, large flat-screen TV, modern decor, Avonite countertops, and top-of-the-line Four Seasons, plush mattresses.brbrBeach Access: The Beach Club at Siesta Key offers convenient beach access to the world-famous Siesta Key sand just across the street from our property. Access is steps away thru a shared community gate; the code to the gate is provided upon arrival. complimentary beach chairs and umbrellas (available outside the office on a first-come, first-served basis). Siesta Key public beach is a short 2 mile drive from the resort and includes a snack bar, tennis courts, a playground, picnic and grilling areas, a weekly drum circle and more.brbrResort Features: Beach Access Footsteps Away, Heated Swimming Pool, Hot Tub, On-site Office, Private or Community Patios, Complimentary Wireless Internet Access, Full-size Kitchens, Avonite Countertops, Stainless Steel Appliances, LCD Flat-Screen TV's, Private Washer/Dryer, Ideal Siesta Key LocationbrbrThis unit is a self-service environment, however daily maid service is available upon request for an additional fee.
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