Vacation Rentals By Owner In Sarasota, FL

This second floor newly renovated 2-bedroom 2-bathroom condominium is located on the Bayside of our property. The Bayside has a pool, hot tub, fishing pier and charcoal grills. It is also a very short stroll to the Gulf side part of our property which has another pool, two tennis courts and our white sandy beach. To comply with the Sarasota County Fire Code, our two bedroom units sleep a maximum of six people. The comfortably decorated master bedroom is furnished with a king size bed and the guest bedroom has one Full bed and one bunk bed with a full sized bed on the bottom and twin on top. Both bedrooms have 32 flat screen TV's for your entertainment while the living room has a 40 flat screen TV with HD TV service. Both bathrooms have walk in showers. The newly renovated kitchen has granite counter tops and stainless steel appliances. It is fully equipped with all the items you need for cooking - pots/pans, dishes, utensils, toaster and a coffee maker. The condo has tile throughout. There is also a comfortably furnished outdoor patio that can be used by you and your family to enjoy our warm tropical breezes.

Unit 349-2 Bedroom 2 Bathroom Bay Side Standard Condominium

Sarasota, Florida, United States

Bed

Bath

Sleeps

$275.83

Feel the smooth warm sand between your toes as you enjoy a cold tropical daiquiri at our beautifully remodeled 2-bedroom Sandy Toes Condo, Siesta Key. 10- minute walk to Siesta Key Beach. Located just across the south bridge from Siesta Key, Sandy Toes Condo is in the highly desirable Castel Del Mare, welcoming guests to the best of both Siesta Key and mainland Sarasota. The Sandy Toes Condo is a 2 bedroom, 1.5 bath, 2 story walk-up which has been fully remodeled in 2022, featuring new furnishings and an in-house washer and dryer. Enjoy evening drinks on the private screened in Lanai or the open patio located directly off the master bedroom.brbrSandy Toes Condo is in the Castel Del Mare Condominium complex located directly across the south bridge from Siesta Key. Castel Del Mare features 2 swimming pools, one of which is directly on the Inter-Coastal Waterway, tennis and pickle ball courts, and shuffleboard. Castel Del Mare has beautiful views of the inter-coastal waterway including from a mangrove walk and gazebo. A quick 5-minute walk brings you to restaurants and shops. You can hear the steal drums playing from the Boatyard Waterfront Grill from your patio.brbrSiesta Key Beach access is located a quick 10 minute 1/2 mile down Stickney Point Rd to Crescent Beach at beach access #12.brbrThe location of Sandy Toes Condo is ideal for those traveling during peak season. The off island location allows for quick in and out access of the condo, avoiding the traffic of crossing Stickney Point Bridge onto Siesta Key.brbrKey Featuresbr10-minute walk to the beachbrIn-House Washer and Dryerbr2 Large community swimming poolsbrScreened in LanaibrFully Stocked KitchenbrbrPet Policy:brSandy Toes Condo is pet friendly for 1 Dog up to 25lbs. An Additional $250 pet fee will be applied to reservations with a pet. brbrWhat's provided for your stay: Have fun at the beach with chairs, coolers, umbrellas, toys and more, pre-stocked into the villa prior to your arrival. Each residence has their own Property Liaison to ensure any problems or concerns will be resolved in an effective and timely manner. brbrCome to enjoy Siesta Key in true luxury, and find out why Sarasota is one of the world's top travel destinations.brbr**Minimum Age 25: All Reservations must be booked by and accompanied by an adult who is 25 years of age or older. Valid photo I.D. may be required at the time of booking.

Siesta Key 2BR Condo • Pool - Intercoastal

Sarasota, Florida, United States

Bed

Bath

Sleeps

$95.82

Excellent Location. Private & Quietbrbr- Private Entrance & Quiet Surroundingsbr- Comfortable Bedroom & Bath with King Bedbr- Small Kitchenette fridge/freezer/microwave/coffee makerbrbrPrivate entrance to Guest Suite with full bathroom, kitchenette, sink and countertop, fridge and freezer, microwave, and coffee maker. This provides ample utility to prepare simple meals, but it is not suited for cooking.brbrLocated in a popular neighborhood just off Siesta Key called Gulf Gate with over 100 shops including bakeries, coffee shops, restaurants and much morebrbrThe NeighborhoodbrGulf Gate is a very popular residential neighborhood because of its closeness to everything – golf, shopping, restaurants and Siesta Key Beach. You can walk or bike on the streets. The area has retirees, young professionals, and growing families. It is located about 5 minutes from Siesta Key, 15 minutes from downtown Sarasota, and 20 minutes to the Sarasota International Airport (SRQ)brbrGulf Gate Village is closeby with over 150 shops, bakeries and cafes, coffee shops, bars and restaurants, grocery stores and retail shopping and much more..

Apartment

Two Miles to Siesta Key

Sarasota, Florida, United States

Bed

Bath

Sleeps

$502.22

This stunning 4-bedroom, 3-bath house in Sarasota features a heated pool. It's just minutes from downtown, shopping centers, restaurants, and Siesta Key Beach, one of the top-ranked beaches in the country. Nearby, you'll find the Legacy bike trail for walking or biking. The house is about 45 minutes from Tampa Airport and Busch Gardens, and two hours from Orlando's amusement parks. It comes with smart TVs in every room and stainless steel appliances.

Lovely 4-bedroom 3 Bath Heated Pool house Near Siesta Key Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$285.13

Sunrise Landings by Tropical Sands Accommodations brHome in Sarasota, FL 34231 brbrExperience Sunrise Landing, a historic vacation retreat with three bedrooms and two bathrooms. Located in Sarasota, this property is perfect for families, friends, and dogs. Enjoy nearby attractions like Siesta Key Beach, just a short drive away, along with Phillippi Estate Park, unique boutiques, and dining options.brbrHighlights br• Newly Updated Historic Home br• Less than a 5-mile drive to Siesta Key Beach br• Screened-in Lanai br• Near Walking Trails br• Washer and Dryer br• Dog friendly with approval and additional feebrbrSunrise Landings offers a spacious backyard, ideal for family fun and relaxation with pets. The screened-in lanai provides a peaceful retreat, perfect for enjoying morning coffee or reading in the sun. Whether barbecuing or soaking up rays, this outdoor space ensures enjoyment and comfort.brbrInside, an inviting open layout exudes warmth. The family room features plush recliner sofas and a flat-screen TV, perfect for cozy movie nights and games. The upgraded kitchen boasts stainless steel appliances and essential cooking tools. Gather at the stylish island or the bright dining area, which easily accommodates all guests.brbrThe primary bedroom is a tranquil oasis with a King-size bed, lanai access, and an ensuite bathroom featuring a double vanity and a spacious walk-in shower. The second bedroom has a comfortable Queen bed, while the whimsical third bedroom offers a full-over-full bunk bed with a trundle, ideal for kids. A modern hallway bathroom with a shower-tub combination adds convenience.brbrRoom Details br-Primary Bedroom: King bed, lanai access, and ensuite bathroom with a walk-in shower br-Second Bedroom: Queen bed br-Third Bedroom: Full over full bunk with trundle brbrDon’t miss your chance to create lasting memories in sunny Florida at Sunrise Landings! Book your stay today!brbr-brThis property has an active Ring doorbell on the garage facing driveway.brbrThis property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Tropical Sands Accommodations Rental Policies for full details. brbrThis home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Tropical Sands Accommodations Rental Policies for full details.

Experience a Family and Dog-Friendly Historic Home Close to Siesta Key!

Sarasota, Florida, United States

3

Bed

2

Bath

7

Sleeps

Select Dates for Price

Vacation Studio 10 Mins From The Beach

Sarasota, Florida, United States

Located in Sarasota, enjoy what this 1-bedroom studio has to offer. This quaint space features a comfortable twin bed and a fabulous bathroom with a refreshing shower. Guests stay cozy year-round with heating and AC to keep the temperature just right. Whether you’re here for a quick getaway or an extended stay, this tremendous studio provides a peaceful retreat. Kick back, relax, and enjoy everything Sarasota and our studio has to offer.

Bed

Bath

2

Sleeps

$302.95

Welcome to your spacious family home in Sarasota’s Arlington Park. This 3-bedroom, 2-bathroom retreat offers a huge covered outdoor lounge with ping pong, screened porch, and plenty of room for fun—plus parking for your boat or RV. Walk to Arlington Park, minutes to Siesta Key, St. Armands, and downtown. Pet-friendly, kid-friendly, and perfect for relaxing or exploring!brbr⭑CONTACT US FOR SEASONAL DISCOUNTS⭑brbr⭑Master Bedroom:⭑ br✔ Spacious Master King size bedroom with ensuite bathroom br✔ Premium linens, extra pillows & blankets br✔ Closet, dresser, hangersbr✔ Blackout shades for restful sleep br✔ Smart TV with streaming accessbr✔ Ceiling fan brbr⭑Second Bedroom:⭑ br✔ Comfortable Double bed, cotton linens, extra pillows & blankets br✔ Premium linens, extra pillows & blankets br✔ Closet, dresser, hangersbr✔ Smart TV with streaming accessbr✔ Ceiling fan br✔ Dedicated workspace br br⭑Third Bedroom:⭑ br✔ Comfortable Queen bed, cotton linens, extra pillows & blankets br✔ Closet, dresser, hangers br✔ Smart TV with streaming accessbr✔ Ceiling fanbrbr⭑Living Room:⭑ br✔ Large family room with TV, cozy seating, board games, books br✔ Stylish décor, open layout, children’s playroom with toys and games brbr⭑Kitchen and Dining Area:⭑ br✔ Fully equipped kitchen: refrigerator, freezer, electric stove, oven, microwave, dishwasher br✔ Cooking basics, pots/pans, oil, salt & pepper, baking sheet br✔ Coffee maker, toaster, hot water kettle, wine glasses, dining table for 6 br✔ Children’s dinnerware brbr⭑Bathrooms:⭑ br✔ Master ensuite with bathtub, hair dryer br✔ Second bathroom with shower/tub combo br✔ Shampoo, conditioner, soap, cleaning products, towels, toilet paper brbr⭑Outdoor Space:⭑ br✔ Huge covered patio with ping pong table, lounge seating, outdoor dining br✔ Private backyard with fire pit, sun loungers, outdoor furniture br✔ Beach essentials: towels, umbrella, blanket, snorkeling gear brbr⭑Additional Amenities:⭑ br✔ Washer & dryer in unit, iron, dedicated workspace, Wi-Fi br✔ Exercise equipment, books, board games, children’s playroom br✔ Essentials kit: towels, linens, soap, toilet paper brbr⭑Safety and Security:⭑ br✔ Smoke alarm, carbon monoxide alarm, fire extinguisher, first aid kit br✔ Exterior security cameras, Ring doorbell, floodlight camera in carport brbr⭑Entertainment and Connectivity:⭑ br✔ TV, Wi-Fi, board games, books, ping pong table brbr⭑Heating and Cooling:⭑ br✔ Central air conditioning, ceiling fans, central heating brbr⭑Parking and Facilities:⭑ br✔ Free parking on premises br✔ Room for boat or RV, single-level home, no stairs brbr⭑Services:⭑ br✔ Pets allowed, assistance animals always allowed br✔ Long-term stays (28+ days) welcome br✔ Self check-in with lockbox, cleaning available during stay brbrYour stay at Wisteria Place promises relaxing comfort, unbeatable convenience, and a fun Sarasota experience for the whole family. Book now and start your Arlington Park adventure in style!brbr⭑Conclusion⭑ brDon’t miss out—reserve your Sarasota getaway today and enjoy space, comfort, and all the best of Arlington Park at your doorstep!brbr⭑Point of Interest⭑brbr ️ The Ringling Museum – ~10 min / ~4 mibr Marie Selby Botanical Gardens – ~8 min / ~3 mibr ️ Siesta Key Beach – ~15 min / ~7 mibr Mote Marine Laboratory & Aquarium – ~8 min / ~3 mibr Sarasota Art Museum – ~10 min / ~5 mibr Myakka River State Park – ~25 min / ~14 mibr Lido Beach & Park – ~12 min / ~6 mibr ️ St. Armands Circle – ~10 min / ~5 mibr ️ Crescent Beach – ~14 min / ~7 mibr ️ Oscar Scherer State Park – ~15 min / ~9 mibr Sarasota Bayfront – ~8 min / ~3 mibr Sarasota Opera House – ~9 min / ~4 mibr ️ Historic Spanish Point – ~10 min / ~5 mibr Legacy Trail (Sarasota/Venice) – ~8 min / ~4 mibr ️ Downtown Sarasota Restaurants – ~7 min / ~3 mibr Turtle Beach, Siesta Key – ~15 min / ~6 mibr ️ Golf courses near Sarasota – ~10 min / ~5 mibr Family attractions (Zoo / parks) – ~12 min / ~5 mibr ️ Shopping districts in Sarasota – ~8 min / ~4 mibr ️ Bayfront Gardens – ~10 min / ~4 mibr⚾ Ed Smith Stadium – 8 min / 3.3 mibrbrYou’ll have the entire house and backyard all to yourself! Whether you’re enjoying a movie night inside or soaking up the sun outdoors, every part of the property is yours to enjoy comfortably and freely.brbrWe value your privacy but are always just a message or call away! The host keeps his phone on him at all times, so if you need anything during your stay — from local tips to quick assistance — we’re happy to help right away.brbrArlington Park is one of the nicest areas in Sarasota. Close to everything. The 50's style home fits right in with the attraction of the family friendly neighborhood.brbrOur home is just a short walk to Arlington Park, a perfect spot for furry friends to explore and enjoy. Whether it’s a stroll, playtime, or simply soaking in the outdoors, there’s plenty to do for pets and their humans alike!

sarasota-escape · Sarasota Escape

Sarasota, Florida, United States

Bed

Bath

Sleeps

$201.71

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

Apartment

Lido-Key-Tiny Adorable Studio-C

Sarasota, Florida, United States

Bath

2

Sleeps

$535.07

Want seclusion on your beach vacation Look no further than this 3 bedroom 3 bath vintage Florida home with private pool! With 2 bedrooms 2 baths upstairs (Master room with a king and second room with a full and twin) and 1 bed 1 bath down stairs with a king and twin size bed. Enjoy home cooked meals with a fully equipped kitchen or if you are wanting a night off the Siesta Key Village is just a short walk with amazing restaurants at your fingertips! This is a great family home with ample outdoor space to enjoy and relax.

Tuquoise Haven Pool home on a canal

Sarasota, Florida, United States

Bed

Bath

Sleeps

$177.98

A newly updated jewel in the heart of Sarasota's historic South Gate neighborhood, this newly renovated, bright home stands as a testament to the mid-century boom that shaped Sarasota. With 2 bedrooms, 1 bathroom and a separate office/sunroom with doors should you need quiet while working on vacation, it has it all. brbrPositioned perfectly, our location boasts more than just the city's dynamic arts scene, delectable eateries, and beaches. Arlington Park is a block away.brbrSpace:brStep into a realm where architectural history meets contemporary luxury. High ceilings and elegant skylights create an atmosphere of spaciousness and light. Our meticulous mid-century design, replete with iconic furnishings and vintage art pieces, paints a tapestry of nostalgia, seamlessly blending the charm of the past with modern conveniences.brbrKitchen: Awaken the chef in you with a fully-equipped kitchen, adorned with sleek countertops and top-tier appliances, complemented by a cozy breakfast bar.brbrBedrooms: Rest and rejuvenate in our luxurious beds, draped with crisp linens, ensuring restful slumbers.brbrOutdoor: Relish the Floridian sun in our beautifully landscaped backyard, which boasts a patio tailor-made for evening soirees. For added security and privacy, the yard is fenced, making it ideal for young adventurers or pets.brbrLaundry: Convenience is key, and our in-home washer and dryer ensure that longer stays feel just like home.brbrExtras: Stay connected and entertained with high-speed Wi-Fi and a smart TV. If work calls, our dedicated workspace awaits, all ensconced in the refreshing ambiance of central AC.brbrArlington Park: Dive into its welcoming pool, challenge someone to a tennis match, hone your basketball skills, or spend quality time with the little ones at the playground. The park's expansive recreational facilities and serene lake make it both a fitness enthusiast's dream and a tranquil oasis.brbrHome is a beautiful mid-century duplex with a solid block wall between for complete privacy. There is covered parking on each side with private entrance. The side door through the laundry leads into your own privately fenced yard. I hope to have time between appointments to meet you. The door has an electronic lock with code.

Mid-Century Bungalow By Arlington Park in South Gate, Central to Siesta and Lido

Sarasota, Florida, United States

Bed

Bath

Sleeps

$128.77

Nestled in Sarasota, brthis awesome house offers a soothing retreat for guests looking to unwind. With a comfortable bedroom, including a queen bed, there’s plenty of space to relax after a day of exploring. The single bathroom is clean and functional, while heating and AC keep the temperature just right no matter the season. Whether you’re enjoying quiet mornings or lively evenings, this gorgeous home provides a welcoming atmosphere. We think our place will help you experience everything Sarasota has to offer.

1 bedroom suite in fabulous Sarasota with cool AC for relaxing stay

Sarasota, Florida, United States

Bed

Bath

Sleeps

$267.15

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

$268.3

Pinkie Flamingo Welcomes You to The Wildflower Inn Siesta Key!brSuite #7 Split LeafbrMax of 1 Pet with $150 Pet Fee brbrYou 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 #7 Split Leaf

Sarasota, Florida, United States

Bed

Bath

Sleeps

$267.62

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

$275.9

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

$282.74

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

$282.74

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

$282.75

Pinkie Flamingo Welcomes You to The Wildflower Inn Siesta Key!brSuite #2 HibiscusbrMax 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.brYou 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!brResort 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 #2 Hibiscus

Sarasota, Florida, United States

Bed

Bath

Sleeps

$139.51

Come relax and enjoy the serene setting with three water views. From the living room, bedroom, and lanai there are water views of the pool, intercoastal, and the Gulf of Mexico. Large, screened lanai with glass doors if air conditioning preferred. Open, full-sky views of the sunset. Enjoy the charm of this upscale one bedroom, one full bathroom condominium. Furnished with all required for a relaxing visit by the water and at the beach. Bedroom includes one King size bed with plush memory foam mattress topper, water views, and walk-in closet. There's also a queen-size Murphy bed in the living room. Features a large, screened lanai with glass doors, so if prefer you can choose air conditioning to watch the boaters, kayakers, wildlife, and sunsets. Located at the quiet end of Siesta Key it is a great place to relax and absorb the sunrays. Swim in the large, heated pool and enjoy the company of very nice people or cherish your privacy. Short walking distance to Turtle Beach, top quality restaurants, cycle (2 adult bikes included), or take the free trolley to famous Siesta Key Beach and Village for local festivities and entertainment. Head out over the bridge to the mainland for even more restaurants and entertainment with top name performers at the theater or live music. Enjoy local golf, sports activities and attractions. Two-person kayak available for use on site with nearby parks and private beaches.

Resort living at Siesta Key

Sarasota, Florida, United States

Bed