Vacation Rentals By Owner In Sarasota, FL

Pinkie Flamingo Welcomes You to The Wildflower Inn Siesta Key!brSuite #6 Bird of ParadisebrMax of 1 Pet with $150 Pet Fee Added After BookingbrbrYou have found the best kept secret on Siesta Key! Tucked among the lush, tropical foliage on picturesque Canal Road, this charming collection of 8 one-bedroom units stands waiting to serve as the memorable backdrop on which to paint your next vacation memories. As a curator of fine vacation rentals along Florida's Gulf Coast, it was Pinkie Flamingo's sworn duty to seek out the best “guest nests” she could find and serve them up to those who could truly appreciate the finer things in life….like unforgettable vacations, top-rated beaches and sunshine.brbrYou have found your own little slice of paradise.br“Shhhh… It's a secret!”brbr“I heard the owner has been making a lot of updates here” said Pinkie as she literally hopped from The Village in the heart of Siesta Key “I can't wait to see!” Completely renovated 2025 with all new everything…be among the first to enjoy the fresh new furnishings and décor. Adorned with vibrant tropical flora, each of the 8 guest suites surround a common courtyard that features a sparkling, seasonally heated pool. Ambiance abounds with the sights and sounds of the bubbling waterfall as guests relax after a day at the beach. Resort access includes 2 screened common areas with amenities galore! “I have never seen such a nice set-up!” Pinkie exclaimed.brbrLet's Look Around!brbrResort HighlightsbrSeasonally Heated PoolbrHot TubbrWaterfallbrOutdoor ShowerbrGame RoombrWide Screen TVbrPool TablebrPing Pong TablebrMs. Pac Man Arcade GamebrPopular GamesbrFire PitbrPool RestroombrPropane GrillbrBeach Carts Loaded with Backpack ChairsbrBeach UmbrellasbrPool/Beach ToysbrFloats/NoodlesbrCommon Area Laundry RoombrDock Access to Siesta Key Grand Canal with Kayak LaunchbrbrLet's Check Out The Rooms!brbrEach of the 8 guest suites features tropical décor and is named for a different wildflower. Finding your favorite will be a labor of love. Suites 1-4 are on the ground floor and suites 5-8 are on the upper level requiring steps.brQueen Size Master Bedroom with Smart TVbrComfy Living Area with Smart TVbrQueen Size Fold Out Sleeper SofabrModern Full Bathroom with Walk-In ShowerbrFully-Stocked KitchenbrBoth Keurig & Reg Drip Coffee-MakerbrDining Table Seats 4brbrLet's Head to the Beach!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….all within walking distance.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…Plus 2 Beach TowelsbrAll Kitchens Fully-Equipped With Cooking/Eating Utensils… BYO Spices & FoodbrBasic Essentials Starter Set Only…TP, Paper Towels, Trash Bags, Soaps, Etc …Depending on Length of Stay You May Need More

Book Me Baby! Wildflower Inn Siesta Key #6 Bird of Paradise

Sarasota, Florida, United States

Bed

Bath

Sleeps

$305.54

Pinkie Flamingo Welcomes You to The Wildflower Inn Siesta Key!brSuite #5 PineapplebrMax of 1 Pet with $150 Pet FeebrbrYou have found the best kept secret on Siesta Key! Tucked among the lush, tropical foliage on picturesque Canal Road, this charming collection of 8 one-bedroom units stands waiting to serve as the memorable backdrop on which to paint your next vacation memories. As a curator of fine vacation rentals along Florida's Gulf Coast, it was Pinkie Flamingo's sworn duty to seek out the best “guest nests” she could find and serve them up to those who could truly appreciate the finer things in life….like unforgettable vacations, top-rated beaches and sunshine.brbrYou have found your own little slice of paradise.br“Shhhh… It's a secret!”brbr“I heard the owner has been making a lot of updates here” said Pinkie as she literally hopped from The Village in the heart of Siesta Key “I can't wait to see!” Completely renovated 2025 with all new everything…be among the first to enjoy the fresh new furnishings and décor. Adorned with vibrant tropical flora, each of the 8 guest suites surround a common courtyard that features a sparkling, seasonally heated pool. Ambiance abounds with the sights and sounds of the bubbling waterfall as guests relax after a day at the beach. Resort access includes 2 screened common areas with amenities galore! “I have never seen such a nice set-up!” Pinkie exclaimed.brbrLet's Look Around!brbrResort HighlightsbrSeasonally Heated PoolbrHot TubbrWaterfallbrOutdoor ShowerbrGame RoombrWide Screen TVbrPool TablebrPing Pong TablebrMs. Pac Man Arcade GamebrPopular GamesbrFire PitbrPool RestroombrPropane GrillbrBeach Carts Loaded with Backpack ChairsbrBeach UmbrellasbrPool/Beach ToysbrFloats/NoodlesbrCommon Area Laundry RoombrDock Access to Siesta Key Grand Canal with Kayak LaunchbrLet's Check Out The Rooms!brbrEach of the 8 guest suites features tropical décor and is named for a different wildflower. Finding your favorite will be a labor of love. Suites 1-4 are on the ground floor and suites 5-8 are on the upper level requiring steps.brQueen Size Master Bedroom with Smart TVbrComfy Living Area with Smart TVbrQueen Size Fold Out Sleeper SofabrModern Full Bathroom with Walk-In ShowerbrFully-Stocked KitchenbrBoth Keurig & Reg Drip Coffee-MakerbrDining Table Seats 4brLet's Head to the Beach!brConsistently 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….all within walking distance.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…Plus 2 Beach TowelsbrAll Kitchens Fully-Equipped With Cooking/Eating Utensils… BYO Spices & FoodbrBasic Essentials Starter Set Only…TP, Paper Towels, Trash Bags, Soaps, Etc …Depending on Length of Stay You May Need More

Book Me Baby! Wildflower Inn Siesta Key #5 Pineapple

Sarasota, Florida, United States

Bed

Bath

Sleeps

$296.5

Pinkie Flamingo Welcomes You to The Wildflower Inn Siesta Key!brSuite #4 FrangipanibrMax of 1 Pet with $150 Pet FeebrbrYou have found the best kept secret on Siesta Key! Tucked among the lush, tropical foliage on picturesque Canal Road, this charming collection of 8 one-bedroom units stands waiting to serve as the memorable backdrop on which to paint your next vacation memories. As a curator of fine vacation rentals along Florida's Gulf Coast, it was Pinkie Flamingo's sworn duty to seek out the best “guest nests” she could find and serve them up to those who could truly appreciate the finer things in life….like unforgettable vacations, top-rated beaches and sunshine.brbrYou have found your own little slice of paradise.br“Shhhh… It's a secret!”brbr“I heard the owner has been making a lot of updates here” said Pinkie as she literally hopped from The Village in the heart of Siesta Key “I can't wait to see!” Completely renovated 2025 with all new everything…be among the first to enjoy the fresh new furnishings and décor. Adorned with vibrant tropical flora, each of the 8 guest suites surround a common courtyard that features a sparkling, seasonally heated pool. Ambiance abounds with the sights and sounds of the bubbling waterfall as guests relax after a day at the beach. Resort access includes 2 screened common areas with amenities galore! “I have never seen such a nice set-up!” Pinkie exclaimed.brbrLet's Look Around!brbrResort HighlightsbrSeasonally Heated PoolbrHot TubbrWaterfallbrOutdoor ShowerbrGame RoombrWide Screen TVbrPool TablebrPing Pong TablebrMs. Pac Man Arcade GamebrPopular GamesbrFire PitbrPool RestroombrPropane GrillbrBeach Carts Loaded with Backpack ChairsbrBeach UmbrellasbrPool/Beach ToysbrFloats/NoodlesbrCommon Area Laundry RoombrDock Access to Siesta Key Grand Canal with Kayak LaunchbrLet's Check Out The Rooms!brbrEach of the 8 guest suites features tropical décor and is named for a different wildflower. Finding your favorite will be a labor of love. Suites 1-4 are on the ground floor and suites 5-8 are on the upper level requiring steps.brQueen Size Master Bedroom with Smart TVbrComfy Living Area with Smart TVbrQueen Size Fold Out Sleeper SofabrModern Full Bathroom with Walk-In ShowerbrFully-Stocked KitchenbrBoth Keurig & Reg Drip Coffee-MakerbrDining Table Seats 4brLet's Head to the Beach!brConsistently 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….all within walking distance.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…Plus 2 Beach TowelsbrAll Kitchens Fully-Equipped With Cooking/Eating Utensils… BYO Spices & FoodbrBasic Essentials Starter Set Only…TP, Paper Towels, Trash Bags, Soaps, Etc …Depending on Length of Stay You May Need More

Book Me Baby! Wildflower Inn Siesta Key #4 Frangipani

Sarasota, Florida, United States

Bed

Bath

Sleeps

$301.42

Pinkie Flamingo Welcomes You to The Wildflower Inn Siesta Key!brSuite #3 OrchidbrMax of 1 Pet with $150 Pet FeebrbrYou have found the best kept secret on Siesta Key! Tucked among the lush, tropical foliage on picturesque Canal Road, this charming collection of 8 one-bedroom units stands waiting to serve as the memorable backdrop on which to paint your next vacation memories. As a curator of fine vacation rentals along Florida's Gulf Coast, it was Pinkie Flamingo's sworn duty to seek out the best “guest nests” she could find and serve them up to those who could truly appreciate the finer things in life….like unforgettable vacations, top-rated beaches and sunshine.brbrYou have found your own little slice of paradise.br“Shhhh… It's a secret!”brbr“I heard the owner has been making a lot of updates here” said Pinkie as she literally hopped from The Village in the heart of Siesta Key “I can't wait to see!” Completely renovated 2025 with all new everything…be among the first to enjoy the fresh new furnishings and décor. Adorned with vibrant tropical flora, each of the 8 guest suites surround a common courtyard that features a sparkling, seasonally heated pool. Ambiance abounds with the sights and sounds of the bubbling waterfall as guests relax after a day at the beach. Resort access includes 2 screened common areas with amenities galore! “I have never seen such a nice set-up!” Pinkie exclaimed.brbrLet's Look Around!brbrResort HighlightsbrSeasonally Heated PoolbrHot TubbrWaterfallbrOutdoor ShowerbrGame RoombrWide Screen TVbrPool TablebrPing Pong TablebrMs. Pac Man Arcade GamebrPopular GamesbrFire PitbrPool RestroombrPropane GrillbrBeach Carts Loaded with Backpack ChairsbrBeach UmbrellasbrPool/Beach ToysbrFloats/NoodlesbrCommon Area Laundry RoombrDock Access to Siesta Key Grand Canal with Kayak LaunchbrbrLet's Check Out The Rooms!brbrEach of the 8 guest suites features tropical décor and is named for a different wildflower. Finding your favorite will be a labor of love. Suites 1-4 are on the ground floor and suites 5-8 are on the upper level requiring steps.brQueen Size Master Bedroom with Smart TVbrComfy Living Area with Smart TVbrQueen Size Fold Out Sleeper SofabrModern Full Bathroom with Walk-In ShowerbrFully-Stocked KitchenbrBoth Keurig & Reg Drip Coffee-MakerbrDining Table Seats 4brbrLet's Head to the Beach!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….all within walking distance.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…Plus 2 Beach TowelsbrAll Kitchens Fully-Equipped With Cooking/Eating Utensils… BYO Spices & FoodbrBasic Essentials Starter Set Only…TP, Paper Towels, Trash Bags, Soaps, Etc …Depending on Length of Stay You May Need More

Book Me Baby! Wildflower Inn Siesta Key #3 Orchid

Sarasota, Florida, United States

Bed

Bath

Sleeps

$297.73

Pinkie Flamingo Welcomes You to The Wildflower Inn Siesta Key!brSuite #8 CoconutbrMax of 1 Pet with $150 Pet FeebrbrYou have found the best kept secret on Siesta Key! Tucked among the lush, tropical foliage on picturesque Canal Road, this charming collection of 8 one-bedroom units stands waiting to serve as the memorable backdrop on which to paint your next vacation memories. As a curator of fine vacation rentals along Florida's Gulf Coast, it was Pinkie Flamingo's sworn duty to seek out the best “guest nests” she could find and serve them up to those who could truly appreciate the finer things in life….like unforgettable vacations, top-rated beaches and sunshine.brbrYou have found your own little slice of paradise.br“Shhhh… It's a secret!”brbr“I heard the owner has been making a lot of updates here” said Pinkie as she literally hopped from The Village in the heart of Siesta Key “I can't wait to see!” Completely renovated 2025 with all new everything…be among the first to enjoy the fresh new furnishings and décor. Adorned with vibrant tropical flora, each of the 8 guest suites surround a common courtyard that features a sparkling, seasonally heated pool. Ambiance abounds with the sights and sounds of the bubbling waterfall as guests relax after a day at the beach. Resort access includes 2 screened common areas with amenities galore! “I have never seen such a nice set-up!” Pinkie exclaimed.brbrLet's Look Around!brbrResort HighlightsbrSeasonally Heated PoolbrHot TubbrWaterfallbrOutdoor ShowerbrGame RoombrWide Screen TVbrPool TablebrPing Pong TablebrMs. Pac Man Arcade GamebrPopular GamesbrFire PitbrPool RestroombrPropane GrillbrBeach Carts Loaded with Backpack ChairsbrBeach UmbrellasbrPool/Beach ToysbrFloats/NoodlesbrCommon Area Laundry RoombrDock Access to Siesta Key Grand Canal with Kayak LaunchbrLet's Check Out The Rooms!brbrEach of the 8 guest suites features tropical décor and is named for a different wildflower. Finding your favorite will be a labor of love. Suites 1-4 are on the ground floor and suites 5-8 are on the upper level requiring steps.brQueen Size Master Bedroom with Smart TVbrComfy Living Area with Smart TVbrQueen Size Fold Out Sleeper SofabrModern Full Bathroom with Walk-In ShowerbrFully-Stocked KitchenbrBoth Keurig & Reg Drip Coffee-MakerbrDining Table Seats 4brLet's Head to the Beach!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….all within walking distance.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…Plus 2 Beach TowelsbrAll Kitchens Fully-Equipped With Cooking/Eating Utensils… BYO Spices & FoodbrBasic Essentials Starter Set Only…TP, Paper Towels, Trash Bags, Soaps, Etc …Depending on Length of Stay You May Need More

Book Me Baby! Wildflower Inn Siesta Key #8 Coconut

Sarasota, Florida, United States

Bed

Bath

Sleeps

$429.4

A tropical paradise with 4 bedrooms, 3 baths, a one-car garage, and a pool heater, the home is within Short driving distance to Siesta Key Beach, Sarasota downtown, and many shops and restaurants. This pet-friendly home has everything you need for the perfect getaway.

Sarasota Paradise Heated Pool Home Near Siesta Key Beach

Sarasota, Florida, United States

Bed

Bath

10

Sleeps

$314.51

And there will be light! This mid-century architect-designed house will charm you with its bay windows and sliding doors in almost every room. I With its 3 bedrooms including a king, queen, and full bed, guests will have plenty of space to unwind. WiFi, AC, and a washing machine. Kickback, relax, and enjoy everything Sarasota and our villa has to offer.brEnjoy the pool and the Beach ! Close to Sarasota Center, only a 15-minute drive from Siesta Key Beach, the number one beach in the U.S. Enjoy nearby restaurants and the bike trail. Featuring a unique in-ground pool that is the showcase of the L-shaped courtyard. Featuring new beds and comfortable mattresses. 3 beds, 2 baths, the living space is open to the kitchen. The open family living room is filled with light. If you haven’t found your happy place yet, this could be the one!

Villa

Very bright 3-bedroom pool villa, close to siesta Key beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$503.65

Right in the Rosemary District/Gillespie Park, this bright and spacious private home is a 10 minute drive to Lido Beaches and within walking distance to downtown shops, grocery, farmer's market, opera house, restaurants, bars, live music, tennis courts, parks, antique shops and performing arts centers. Old Florida bungalow on the outside, inside it's a recent remodel with new appliances, kitchen, bathrooms, flooring and fixtures. A banyan tree behind the home offers private, shady repose on the fenced-in deck where you can enjoy the grill and dining area.

DT home 10 min. drive from beach

Sarasota, Florida, United States

Bed

Bath

7

Sleeps

$862.6

Experience modern Sarasota living in this new 4BR luxury home featuring a heated saltwater pool, private palm-lined patio, and outdoor fireplace lounge. Enjoy a chef’s gas kitchen with double ovens, a gym, and an open-concept design perfect for families or groups. Relax in the spa-style master shower or unwind by the LED fireplace after a day at the beach—your private oasis awaits. Enjoy a stylish experience at this centrally-located place.brbrWelcome to Saray Bell Luxe, a new luxury retreat where modern Sarasota living meets timeless tranquility. This 4-bedroom, 2-bath home combines elegant design, resort-style amenities, and complete privacy for a truly elevated stay.brbr The SpacebrbrExperience contemporary Sarasota living at its finest. This brand-new 4-bedroom, 2-bath luxury retreat blends modern architecture with everyday comfort. The open-concept layout connects the elegant dining area and inviting living room to a chef’s kitchen, complete with a gas stove, double ovens, a walk-in pantry, and seating for five at the oversized island—perfect for gathering and entertaining.brbrThe master suite features a spa-style shower with triple showerheads and an expansive walk-in closet with built-in lighting for effortless organization. Each bedroom offers plush bedding, premium linens, and calming minimalist décor for a restful night’s sleep.brbr Outdoor OasisbrbrStep into your own private resort. The palm-lined backyard offers total tranquility and privacy, featuring a heated saltwater pool, outdoor smart TV, and stylish lounge seating around a built-in fireplace. The covered lanai includes a dining table for six and a propane BBQ—perfect for alfresco meals or quiet evenings under the stars. Pool access is available directly from the guest bathroom for added convenience.brbr Extras & AmenitiesbrbrThis home is designed for both relaxation and productivity. Enjoy the surround-sound system throughout the living room, kitchen, and patio, or cozy up by the LED fireplace with customizable lighting and optional heat. For remote workers, close the door of the `Einstein` office space. The garage provides parking for one vehicle and includes a private gym with professional-grade equipment.brbrModern, private, and impeccably appointed, this Sarasota retreat offers a boutique luxury experience ideal for families, professionals, and travelers seeking a peaceful yet elevated getaway just minutes from the Gulf Coast’s best beaches, dining, and culture.brbrWhether visiting for work, a seasonal escape, or an extended stay, Saray Bell Luxe offers a private, resort-inspired experience designed for comfort, style, and serenity.brbrThe entire home is available to guests minus one locked closet for management only. The owner stores his vehicle in the second garage parking space, leaving the other side for guest parking.brbrSaray Bell Luxe welcomes guests seeking a peaceful mid-term retreat to enjoy Sarasota’s best attractions in a refined, residential setting.brbrThis home is best suited for guests seeking an extended stay to fully experience Sarasota’s coastal lifestyle. A 30-day minimum is currently required for reservations. Should availability allow, shorter bookings of 14 days may be considered, but stays under 7 days are not accepted.brbrTo maintain a secure and personalized guest experience, all confirmed reservations will require guests to share additional details with the host after booking.brbrLocated near Siesta Key, St. Armands Circle, and Downtown Sarasota, this property offers convenient access to white-sand beaches, waterfront dining, boutique shopping, golf, and cultural attractions such as The Ringling Museum and Sarasota Opera House.brbrPlease note that this home is not a party property—it’s designed for guests who value privacy, comfort, and a peaceful stay in a high-end residential neighborhood.

Luxury 4BR | Pool, Gym, Fireplace & Outdoor Dining

Sarasota, Florida, United States

Bath

8

Sleeps

Exceptional(7)

$359.0

Our Casa Macademia, with nordic boho-chic decor, is situated in Sarasota’s charming neighborhood of South Poinsettia Park. The home peaceful setting is a perfect place to relax. Siesta Village and Downtown Sarasota and all its restaurants, bars, and shops are just minutes away. Plus 3 beautiful beaches - including #1 rated Siesta Key Beach - are only a 8-min ride away! We love to entertain and to make ALL our guests feel at home.brbrWelcome to Casa Macademia - a contemporary stay near beaches and downtown! Combined with its sister property Casa Azul Getaway, both units make up Siesta Getaways and sleep up to 16 (8 in each property).brbrThe Space:brbrThe property is in a great location with easy access to all of the wonderful amenities Sarasota has to offer. Our Getaway has a comfortable living room to relax and unwind, spacious bedrooms to sleep in, an outdoor patio with seating, and a BBQ for the nights you would like to eat in. The house is newly renovated with all new finishes, appliances, and furniture. Like to fish Our house is less than a 3-min walk from the bay, and don`t worry about those beach towels, umbrella, cooler, and beach chairs...we`ve provided those items as well, to ensure your stay with us is as convenient as possible.brbrIn order to provide an enhanced experience, we go above and beyond the industry standards for our cleanings. To ensure a safe and quality stay to you and your guests, we have permanently adopted CDC cleaning guidelines to comply with COVID-19. A quality control check is performed prior to your arrival.brbrbrCasa Macademia Getaway can accommodate up to 8 guests with bedding configuration as follows:brbrBedroom#1: King Bed (1) - Sleeps 2 brBedroom#2: Queen Bed (1) - Sleeps 2brBedroom#3: Queen Bed (1) + Twin Bunk Bed (1) - Sleeps 4 brCommon Space: *Air Mattress (1) -Sleeps 1 (requires host approval)brbrAfter 6 guests for any additional guests, a $25/guest/ per night charge will apply as noted in the booking instructions.brbrbrExclusive Amenities Include:brbrCoffee Maker (Regular, French Press, Keurig*)brOutdoor GrillbrOutdoor Lounging AreabrOutdoor Dining AreabrLinens ProvidedbrKitchen Essentials ProvidedbrToasterbrBlenderbrDishwasherbrIron and Ironing boardbrWasher and DryerbrDrying rackbrHairdryerbrBeach towelsbrBath towelsbrComforter and BlanketsbrFree Wi-fibrWall-Mounted Smart HDTVs (1 in each bedroom)brStainless Steel AppliancesbrDining Room (seats up to 8pp)brDog-Friendly with a Fee *1 dog up to 25lbs (host approval required)brCentral airbr3 car drivewaybrbrNeed another property to accommodate additional guests traveling with you Ask me in advance for increased booking availability in nearby properties.brbrGuests are free to use the entire house, patio, and backyard for the duration of their stay.brbrVacation Rental Certificate of Registration: VR24-00180brbrWe’re happy to assist before, during, and after your stay via the booking platform’s messaging system. This property is locally managed by Siesta Getaways, with 24/7 support available for guest questions or concerns.brbrThe Poinsettia Park neighborhood of Sarasota is a lovely place to visit. Quite and in a prime location to enjoy Sarasota`s beaches and entertainment.brbrNo car, no problem! The cottage is a block away from multiple bus routes and a 10-min walk from Publix supermarket, Ricos Pizzeria, CVS, Einstein Bagels, and China Taste Restaurant.brbrFAQ:brQ: Why is there a 7-night minimum brLocal regulations require this property to be reserved for a minimum of seven (7) consecutive nights. As a certified vacation rental, we are required to comply with this regulation.brbrQ: How is the nightly rate set to reflect the 7 night minimum booking brOur nightly rate has been thoughtfully structured so the overall cost of a 7-night reservation remains comparable to a shorter getaway, rather than charging a traditional weekly rate.brbrQ:How can I better understand my booking and pricing brWe’re happy to clarify details about this listing, including regulatory requirements and pricing, through the booking platform’s messaging system. This property is professionally managed by Siesta Getaways with focus on transparency and guest experience.brFAMILY FRIENDLY PROPERTY: Children and infants are more than welcome. Every person in your group must be included in the guest numbers. brbrGUEST ACKNOWLEDGES HOSTS RIGHTS: The host has the right to know who the primary guest is that’s checking into the host’s property. If the primary guest posts a profile picture of an avatar, a cartoon character, an animal, or anything other than a face shot, the host reserves the right to cancel the reservation without penalty at any time prior to check-in.brbrNO 3RD PARTY RESERVATIONSbrbrMAXIMUM NUMBER OF GUESTS: Limit for occupancy as stated on property listing. FOR ADDITIONAL GUESTS, PLEASE INQUIRE. Capacity varies per property.brbrNON-REGISTERED GUESTS: No overnight visitors not listed on the reservation. brbrPURPOSE AND AGE REQUIREMENTS: This rental property is for individual and family vacations and business-related stays only: The host gladly rents to families or responsible adults over the age of 25 years old. The host has a “No-Group” Policy, which includes but is not limited to the following: school, spring break, prom, graduation, sororities, fraternities, or wedding receptions.brbrSELF CHECK-IN: This is a self-check-in property. You will receive instructions by email and check-in instructions are posted online in the house manual. brbrNO SMOKING/VAPING OR PARTIES ON THE PROPERTY.brbrbrPOOL SAFETY: Applicable for property with pool. All guests are free to use and enjoy the pool located on property. For safety prevention ensure that safety locks provided on exterior doors and fence doors are secured when not using the backyard.brbrHEATED POOL: Applicable for property with pool. Pool is heated to 84F from November 15th - April 15th. Pool heat is operational during the filter pump duration period - typically from 9am-7pm. Pool may be heated outside these calendar periods for an additional $200/week.brbrPARKING: Included with the property is driveway parking for 3 vehicles.brbrQUIET HOURS: This host wants you to relax and enjoy your stay and also wants you to be mindful of not disrupting the neighbors. In accordance with the City of Sarasota’s noise ordinance we ask that you respect the quiet hours of 9 PM to 9 AM.brbrHOUSE CLEANING: Guests who are staying with us for more than 14 days will incur an additional $120 cleaning charge per week starting the second week of their stay.brbrGrill must be cleaned before checkout, for grill cleaning you will be charged a $125 fee upon checkoutbrbrPlease follow the house rules, leave the items you found in the house there when you check out, and you will NOT have any additional fees. This host does NOT want to charge extra fees because they have a negative impact on the guest experience. They only exist to cover any loss or extra expense associated with a guest(s) stay.

The Natural Retreat near to Siesta Key & Downtown Sarasota

Sarasota, Florida, United States

Bed

Bath

Sleeps

$245.78

Quaint Studio on gorgeous Lido Key Beach in Sarasota. Short walk to to the beach...just across the street! Walk, ride, drive to St. Armand's Circle. Many great restaurants and shops galore. brKayak or Paddleboard through the mangrove tunnels in Ted Spurling Nature Park located just a few hundred yards away.

Apartment

Quaint Studio on gorgeous Lido Key Beach in Sarasota.

Sarasota, Florida, United States

Bed

Bath

Sleeps

$311.16

Discover the perfect getaway nestled in the enchanting Timberwoods/Village des Pins community, Sarasota. This exceptional villa, located just across from a stunning pool area and close to all amenities, promises a memorable vacation experience. With two bedrooms, two bathrooms, and accommodation for four guests, it features modern comforts including free WiFi, smart TVs, a fully equipped kitchen, and laundry facilities. Notably, Siesta Beach, renowned for its beauty, is merely a seven-minute drive away. Embrace a serene park-like setting in a location that’s conveniently close to Siesta Key and various local attractions.

Serene retreat awaits at prime location in charming Timberwoods/Village des Pins

Sarasota, Florida, United States

Bed

Bath

Sleeps

$319.21

brNews from Villa Colleen :brbrplease ask always first for your privat special before you made the reservation.brbrNew pool renovation. New saltwater filter, no chlorine in the pool—new AC, all bathrooms renovated—almost all tiled! New pictures to follow.brVilla Colleen is only 310 m from a small boat dock, kayak ramp, and bay, located in a quiet residential area in Tropical Shores Vamo, only about 6 miles from the #1 beach in the USA, Siesta Key. The approximately 250 sqm house has 4 (5) bedrooms (3 with king-size beds), 4 bathrooms, a fully equipped kitchen with breakfast bar, and a comfortable, spacious living and dining area for 8-10 people. The heated pool and large terrace are surrounded by a pool cage. On the first floor, there are 2 more bedrooms with king-size beds – one with its own terrace. The house is equipped with fast wireless internet WiFi 250Mbit/s, a new 65-inch flat-screen TV (with an extended digital TV package of YoutubeTV) in the living area, and a second TV in the master bedroom. The master bedroom downstairs and the two bedrooms upstairs have large king-size beds. The fourth bedroom has two single beds. The fifth bedroom with a queen-size bed is private but can be made available on request. There is a large outdoor grill, a spacious covered terrace, and plenty of sun loungers and chairs.

Villa Colleen 4 BR 4 BA, solar heated Pool near Siesta Key Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$161.27

Enjoy a comfortable stay in this charming apartment featuring private parking, a spacious backyard, and a cozy king bed for restful nights. Stay connected with fast, reliable WiFi and stream your favorite shows on the Smart TV. Perfect for business or leisure, this well-equipped space offers the convenience and comfort you need, all in a great location close to local attractions, dining, and shopping. Ideal for short or extended stays!brbrThe spacebr★This home includes★br￫ Keyless Entry Systembr￫ Smart TVbr￫ Fast WiFi (300mpbs+)br￫ King bed in bedroombrbrbrThis beautifully designed fully furnished property is centrally located.br★★10 min drive to Siesta Key’s Siesta Beach★★br★★5 min drive to Sarasota Memorial Hospital★★br★★15 min drive to the Sarasota Bradenton International Airport★★brbrbr★Fully Equipped Kitchen★br￫ Potsbr￫ Pansbr￫ Dishesbr￫ Utensilsbr￫ Cooking oilbr￫ Salt+Pepperbr￫ Coffee makerbr￫ Tea kettlebrbrGuest accessbrAs our guests, you will have access to all parts of the space as listed. Our property is designed to provide you with a comfortable and convenient stay, and we have made sure that you will have everything you need to feel at home.brbr￫ Important: We are committed to protecting our property and community which is why we require guest screening and verification. Please note that before your booking begins, you will need to verify your details and ID through our verification system. You will also be required to pay a $50 non-refundable damage waiver in case you cause accidental damage during your stay.

Only 10 min to Siesta Key!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$143.34

Stay comfortably in Sarasota at this 2-bedroom house. The master bedroom features a king bed, vanity and television while the second bedroom offers a built in desk with monitor, printer, television and convenient murphy bed. Guests enjoy two bathrooms, each equipped with a shower and one with a tub for your bathing options. The house keeps you comfortable year-round with heating and air conditioning. Small touches like an iron and hair dryer add to the ease of your stay. Whether you’re unwinding indoors, relaxing in the spacious outdoor living area, or exploring nearby, this brilliant house provides a fantastic home base. Experience what Sarasota has to offer with a stay at our bright and inviting home.

Beachy Bungalow near Siesta Key, Beaches, and Beautiful Downtown Sarasota

Sarasota, Florida, United States

Bed

Bath

Sleeps

$278.17

This Two Bedroom, One Bath condo (sleeps six) steps from the white sugar sand of Siesta Key. No need to be concerned about parking, your unit is right across from the beach with your own parking space. Enjoy the gulf facing balcony for amazing sunsets.brbrHere at La Siesta Condominiums you have easy access to a free trolley to Siesta Village and its numerous restaurants, specialty shops, night life and other attractions. It has a full kitchen, well furnished with all the amenities you need to make your stay fun and relaxing. The Master Bedroom has a king bed, and the second bedroom two twins. There are also two sofa beds in the living room. brbrWithin minutes enjoy parasailing, boat rental, wave runner, water skiing, deep sea fishing or simply enjoy a dip in the heated pool.brbrYour perfect vacation awaits you here at 205 at the famous Siesta Key Beach, always included in the world's top ten best beaches.

Condo# 205 Siesta Key Gulf view,steps to sand

Sarasota, Florida, United States

Bed

Bath

6

Sleeps

$118.84

Welcome to SeaDaze, your home away from home! This ground floor newly renovated condo is the perfect home base for your stay in Sarasota. The beautiful one-bedroom features a queen bed, large closet, and a double dresser. The spacious living room offers a sofa bed for extra guests. The bathroom includes a shower, a hair dryer, soaps, and towels. You will enjoy a climate control with heating and air conditioning, making every stay comfortable no matter the season. Kitchen is stocked with all essential cookware and dishes. An additional area by the kitchen is designed as a coffee station, and features a wine cooler as well. All utilities, internet, and assigned parking space is included. All towels, linens, blankets, pillows, beach chairs are included.

Renovated 1-bed condo. Excellent location with convenient access to everything.

Sarasota, Florida, United States

Bed

Bath

Sleeps

$430.34

This fabulously updated pool home is just 3 miles from Siesta Key & features a bright open floor plan, 3 separate bedrooms, 2 bathrooms, and a sparkling new heated pool & spa with ledge loungers. Other features include: All new furniture & appliances, inside washer & dryer, high speed internet, TVs in all bedrooms & a dedicated workspaces in the living room and one of the bedrooms. Your family will be close to everything when you stay at this centrally-located place.brUpon entering the home using your assigned unique access code on the front door keypad you will be welcomed by all of the open space and natural light that floods this house. Directly is the designer kitchen with stainless steel appliances and a coastal contemporary dining table with 8 chairs. There’s also a range/ oven, microwave, toaster, knife block set and coffee maker.brbrOn the side of the kitchen is the large open living room with 65 inch smart TV. The living room offers seating for up to 8 people as well as a work station that allows you to remain in the conversation. brbrThe bed configuration is as follows:brBedroom 1: King bed, closet space, 2 nightstands, TV, desk & chairbrBedroom 2: King bed, closet space, 2 nightstands, TV, benchbrBedroom 3: two full beds, closet space, 1 nightstand, TVbrbrThe washer and dryer and supplies (detergent, dryer sheets) can be found in the closet in the flex space. Access to the private fenced backyard and pool can be found from the dining room. The outdoor space is extremely functional with a gorgeous, heated pool and spa. The fully fenced backyard offers a heated pool, tropical landscaping, BBQ area with an outdoor table with 8 chairs, conversation and seating areas, four lounge chairs with small tables around the pool and two white ledge loungers in the pool.brThere will be a welcome book upon arrival with wifi info, instructions and info about the area. Access info will be provided 24-48 hours prior to your visit.brbrThere are beach chairs and umbrella, pool inflatables, foam noodles and blue stripe cabana pool towels available for guests to use. brbrThe pool will automatically be set to 86 degrees between November 1st and May 1st. Guests will not have the option to heat the pool to a higher temperature. brbrPlease also note the pool is not caged. As a result, leaves and debris will fall in the pool between cleanings every Wednesday. We do have a skimmer on site for guests to use if the leaves and debris get bad but fortunately the leaves don't impact the chemistry of the pool, so the pool is safe for swimming. Thank you for understanding that there is nothing we can do to prevent the wind from blowing and the trees to drop leaves etc.brThis is a tremendous neighborhood both for vacationers and homeowners. It is quiet but very close to amenities including the Siesta Key Mall (1 mile), Publix (2 miles) and all of the dining in and around the Westfield Siesta Key Shopping center (1 mile) including the Cinebistro movie theatre, Rendez Vous bakery, Connor's Steak and Seafood, Baker and Wife, and many others. And being one street North of Siesta Drive you are a straight shot to the #1 beach in the country and can be on Siesta Key in 5 minutes. Having a car will make life very easy since the location allows you to be downtown, on the beach, or on the interstate in about 10 minutes in any direction. brA purposeful walk of around one mile (15 minutes) will put you at the doorsteps of nearly a dozen great restaurants. Arlington Park is a great place for a walk and it's less than 1.5 miles from the house as well.brPremier Sports Campus at Lakewood Ranch and IMG Academy Sport Campus are located 25 min driving north from the house. University Town Mall (UTC) is located 15 min driving north from the house.

Pool Home near Siesta Key, Nathan Benderson Park, Premier Sports Campus & IMG

Sarasota, Florida, United States

Bed

Bath

8

Sleeps

$234.45

Are you considering a visit to Sarasota for work or leisure Why not turn your trip into a memorable beach getaway Experience the beauty of Sarasota, FL, located just 5 minutes from the stunning Siesta Key.brbr**Listing Description:** Discover the ultimate retreat in our inviting two-bedroom, two-bathroom beach villa, where serenity meets convenience. Newly renovated and fully furnished, this spacious villa offers you the perfect home away from home. Enjoy top-notch amenities, including multiple TVs, a fully equipped kitchen with all the necessary utensils and cookware, a laundry room, and a charming covered lanai for relaxation. brbrJust 5 miles from the award-winning Siesta Key Beach, you’re also just a short walk away from an array of restaurants, shopping options, theaters, and various attractions. Don’t miss out on the chance to make lasting memories in this coastal paradise!

Coconut cottage 5 min drive to siesta key

Sarasota, Florida, United States

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Bath