Home Vacation Rentals By Owner In Sarasota, FL

Showing 600 Of 3494 Vacation Rentals
Slider Thumb

$448.08

/ Nightly
Villa

D13 - Relaxation Comes Standard

Sarasota, Florida, United States

This is a fun tropically decorated beach villa that will put a smile on your face when you walk in!!  This unit can easily occupy up to 6 people. With recently remodeled the kitchen and both bathrooms, the master bedroom features a king size bed with a new pillow top mattress. The master bath is new with a roman walk in shower. There is an LCD TV, DVD player and a nice closet. The second bedroom has a queen size bed and a full with an LCD TV and a huge closet. Many children's books and games are also found in this bedroom. The guest bathroom is also new with a large step in shower. The living room features a large LCD flat screen TV, as well as a DVD player. The large glass dining table seats six for dinner. The villa has free high speed internet available, as well as free long distance phone calls within the United States and Canada.  One of the special areas in our villa is a magic closet with many things that you can borrow during your stay - movies, books, games, coolers, and beach toys/chairs are easily available.  The renovated kitchen includes fridge, stove/oven, microwave, toaster, coffee maker as well as a dishwasher and garbage disposal. You may also use our griddle, crockpot, blender and quesadilla maker to make your stay more pleasant. When you're not in the mood to cook, grab dinner at our favorite restaurant, Captain Curt's and tell Brad that the Greer's sent you. You can also visit the brand new Daiquiri Deck located right next to Captain Curt's.  For time you want to spend outside, but out of the sun - enjoy your morning coffee, paper or evening cocktail on the fully screened in lanai. Villa D13 has always been, and will always be, a smoke free unit. For those who visit during the winter holiday season, a decorated Christmas tree can be requested. This way Santa will be sure to find you.  Lastly, but surely not least, the white, powdery flour like sand of Siesta Key is just over a minute's walk away from our front door. If you're not in the mood for salt water, a leisurely dip in the complex's large pool awaits you. We have a new outside shower that can be used after your outing. Casa Blanca and Villa D13 is a quiet beachfront complex with all the comforts of home. Come enjoy our blue water, white sand and a tropical paradise that lets you put your cares a million miles away.  
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(3)

$169.59

/ Nightly
Private Vacation Home

Duplex-2 Apts, 4br/3bth/Playground, backyard walk to Downtown, LidoBeach - 8mins

Sarasota, Florida, United States

Welcome to our affordable downtown Sarasota duplex vacation rental! This private, fully fenced entire property offers two separate units that can be rented together as one spacious home. Perfect for large groups, families, or multiple couples, this Sarasota vacation rental comfortably sleeps up to 10 guests and is ideal for vacations, family reunions, or weekend getaways in Florida.brbrSpecial Deals:brLast Minute – 5% offbrMobile Deal – 10% offbrMember-Only – Up to 20% offbrEarly Booking – 10% offbrWeekly & Monthly Stays – 10% offbrbrThe UnitsbrFront Unit (3 bedrooms, 2 bathrooms)br1 King bed + 4 Queen bedsbrLiving room with 1 futon and dedicated workspace (desk)brFully equipped kitchenbrSmart TVs and high-speed WiFibrWasher & Dryerbr2 bathrooms (1 full bath with shower + 1 half-bath with toilet only)brBed linens and towels providedbrbrBack Unit (1 bedroom, 1 bathroom)br1 Queen bedbrLiving room with sofabrFully equipped kitchenbrSmart TV and high-speed WiFibrFull bathroom with showerbrPrivate deck for outdoor relaxationbrBed linens and towels providedbrbrImportant Note about the Back UnitbrbrPlease note that the back unit has a few small broken floor tiles. These are pre-existing minor imperfections. They do not affect the safety, comfort, or functionality of the property. We are planning to replace them soon and appreciate your understanding.brbrBoth units are clean, modern, and completely private with their own entrances, making this a perfect downtown Sarasota duplex for groups who want space and privacy.brbrOutdoor Spaces & AmenitiesbrLarge private backyard with playground – perfect for kidsbrPrivate deck on the back unitbrCharcoal grill for family BBQsbrLarge driveway with 5 dedicated parking spots (P1 to P5) – no parking worriesbrFully fenced and secure propertybrbrPrime LocationbrThis downtown Sarasota vacation rental is just 2 minutes walking to Sarasota Downtown (restaurants, bars, shops, and nightlife) and only 8 minutes driving to beautiful Lido Beach and the bay coast. You’re in a quiet, safe residential neighborhood but super close to everything.brbrCheck-in & ConveniencebrEasy self check-in / check-out with door codebrCheck-in available anytime after 3:00 PMbrFast WiFi throughout both unitsbrbrPet-Friendly PolicybrWe are a pet-friendly vacation rental in Sarasota! Up to 2 dogs are welcome with a one-time fee of $100 per pet per stay. Please note: this fee does not cover any damages caused by pets.brbrBook your downtown Sarasota duplex today and enjoy the perfect blend of convenience, comfort, and location. Whether you're looking for a pet-friendly vacation rental near Lido Beach or a spacious home for your large group, this property has everything you need for an unforgettable stay in Sarasota, Florida.
Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(17)

$247.51

/ Nightly
Private Vacation Home

Sleeps 7-Heated Saltwater Pool-Near Beach, Airport

Sarasota, Florida, United States

Relax with the whole family at this peaceful place to stay. Looking for a place to stay that you don't need to pack your entire house You found the right spot at The Backyard Family Oasis! This house has all the amenities you need to make your vacation the best and most relaxing ever! The pool area is a private oasis with great seating for dining or just relaxing. It is a heated salt-water pool.brbrIf you're in Sarasota for more than a few nights — whether for work, a family relocation, a medical stay, or just an extended escape — The Backyard Family Oasis is set up to actually live in, not just sleep in.brbr The practical stuff is covered. The kitchen is fully equipped with everything you need to cook real meals — no paper plates or single-use pans. The in-unit washer and dryer mean you can pack light and stay as long as you need. There's a dedicated workspace with fast WiFi, so remote work is never an issue. Bath towels, pool towels, starter toiletries, and basic cleaning supplies are all provided.brbr The home sleeps 7 comfortably across three bedrooms. The master suite has a king bed, private en-suite bathroom, walk-in closet, and direct pool access. The guest bedroom has a queen bed, and the third bedroom has a full and a twin — great for kids, a nanny, or visiting family. Both full bathrooms are well stocked. Every room has a smart TV, and central AC keeps the whole home comfortable year-round.br brThe outdoor space makes longer stays genuinely enjoyable. The private heated saltwater pool is available year-round and easy to maintain — it's gentler on skin than traditional chlorine pools, which matters when you're swimming regularly. The screened lanai with in-pool lighting and string lights means evenings outside are just as comfortable as the days. There's a full outdoor dining area, lounge chairs, and a gas grill for nights when you don't feel like going out.br Families traveling with young children will find a Pack & Play, kids' toys, and books already here — one less thing to pack or ship ahead.br brThe location works well for extended stays. You're 4 miles from Sarasota-Bradenton Airport, close to UTC Mall, Publix, and everyday errands, and within easy reach of downtown Sarasota, the Ringling Museum, and MOTE Aquarium. Siesta Key Beach is 14 miles out and Bradenton Beach is 11 — close enough for a day trip, not so close that the area feels like a tourist corridor. The neighborhood is quiet and residential, which makes a real difference when you're staying for weeks rather than days.brbr Self check-in via keypad. Leon and co-host Beth are available and responsive throughout your stay — whether it's a quick question or something that needs attention. We want your stay to feel effortless from day one.
Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps

Slider Thumb
Exceptional(46)

$436.67

/ Nightly
Condo

Beachfront Condo- Discounted Summer Rates!

Sarasota, Florida, United States

Five Star Location with Gorgeous View From Every RoombrbrPremier location. 2 Bedroom/2 Bath penthouse condo has fabulous, million-dollar views from every room. This super-clean unit sits directly facing the water, with unsurpassed postcard-like views down the length of Siesta Key Beach, all the way to downtown Sarasota. Or enjoy sitting on the expansive 32 foot screened-in lanai, sipping a glass of wine, or cold beer while enjoying the serenity of a direct beach front view. Gorgeous sunsets enjoyed nightly. Few other vacation complexes on this barrier island come as close to the water as this one. Let the waves serenade you, while you enjoy the white powdery sand on your private beach, complete with complimentary beach chairs. Or if a direct ocean-front pool is more to your liking, relax in your beach chair, while listening to the surf and sea gulls; at one of our two heated swimming pools.brbrCompletely Updated. Ceramic tile and natural stone throughout, granite countertops, crown molding, plus expanded panoramic view from living room, from walls that were opened up to extend one's awesome view. brbrThe condo is fully furnished to make your vacation carefree. Every convenience of home, including pots & pans, beach towels, and a washer and dryer in the unit for your convenience. brbrThe building complex offers two heated swimming pools, 3 elevators (one is glass enclosed with sky line views of the entire island), assigned covered parking, on-site maintenance and security for all entrances and pool area. This top-of-the-line condo has a million dollar view, plus the amenities and beach front accommodations of a 5 star resort. Minutes away is Siesta Village with its quaint shops and restaurants, or within a short drive is St. Armand’s Circle, an upscale area with trendy restaurants and shops situated next to Lido Beach. Or if you want to leave paradise for a short drive north, stop at any number of ocean front restaurants on your way to downtown Sarasota, home of the Ringling Museum, Marina Jack’s, or the many sidewalk cafes and pubs lining Main Street. However, at the end of the day, come back to your ocean retreat, because after all, it is all about the VIEW! brbrKeywords: Siesta Key Condominium
Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps

Slider Thumb

$197.96

/ Nightly
Condo

1BR Harbor Towers Condo – Pool, Marina, Gym

Sarasota, Florida, United States

Soak up classic Siesta Key living from this sixth-floor 1BR/1BA condo at Harbor Towers, a gated bayfront community just moments from public access to Siesta Beach—ranked #1 in the USA. With sunset views, resort-style amenities, and the free trolley stopping right out front, this coastal retreat delivers effortless island relaxation close to both the North and South Villages.brbrWhy You’ll Love Itbr• Gated Harbor Towers community on Siesta Keybr• Sixth-floor location with beautiful sunset and distant Gulf viewsbr• Walk to public access for Siesta Beach’s world-famous white sandbr• Free trolley pickup right in front of the buildingbr• Easy access to Siesta Key Village & South Village dining and shopsbrbrSleeping Arrangementsbr• Primary Bedroom – King bed with sitting area and coastal viewsbr• Living Area – Sofa sleeper (ideal for one additional guest)brbrOutdoor Highlightsbr• Heated waterfront pool overlooking the marinabr• Marina with boat mooring availablebr• Tennis courts and waterfront walking areasbr• Large community grilling stationbrbrInterior Comfortsbr• Open-concept living br• Comfortable seating with chairs and sofa sleeperbr• Breakfast bar seating for twobrbrKitchen & Diningbr• Open floor plan kitchenbr• Full-size refrigeratorbr• Stove, microwave & dishwasherbr• Breakfast bar for casual diningbrbrIncluded Home Essentialsbr• Wireless internetbr• Dedicated parking spacebr• Elevator accessbr• Linens, towels & starter suppliesbrbrCommunity Amenitiesbr• Fitness center & saunabr• Clubhouse with pool table, books & TV sitting areabr• Full community kitchen—great for hosting gatheringsbrbrAccess & Parkingbr• Dedicated assigned parking spacebr• Elevator buildingbr• Secure gated entrybrbrVacay Your Way on Siesta Key—book now with the Gulf Coast experts at Gulf Coast Vacations.
Bed 1

Bed

Bath 1

Bath

Sleep 3

Sleeps

Slider Thumb
Exceptional(1)

$330.33

/ Nightly
Private Vacation Home

Private Oasis | 4BR Pool Home | 2 Primary suites

Sarasota, Florida, United States

Unwind in this stunning, newly refreshed home. Centrally located and perfect for snowbirds, traveling nursing or relocating professional. This bright and spacious split level 4BR/2Bath home will not disappoint. You will enjoy the open floor concept and just a quick drive to UTC Mall, Benderson Park, Siesta Key or Lido Beach for a morning stroll on the fine white sand or evening sunset. Although shops, restaurants & the barrier islands are a short drive away, the area feels peaceful and secluded.brbrStep into paradise at our newly refreshed, 4 Bedroom, 3 Bath pool home that’s tucked away in a quiet cul-de-sac neighborhood of Sarasota. Experience coastal living surrounded by tropical landscaping, a spacious layout, and just minutes from the white sugary sands of the Gulf. Close by to coastal dining, shopping, Siesta Key, downtown Sarasota, St. Armands Circle, Lakewood Ranch, UTC Mall and Lido Beach. This home has that “chic” charm and is the perfect Sarasota getaway destination. brbr》8.3 Miles from Sarasota Airportbr》6 Miles from Sarasota Memorial Hospitalbr》11.3 Miles from Siesta Key Beachbr》8.4 Miles from St. Armands Circlebr》5.4 Miles from Main Street Sarasotabr》4 Miles from UTC Mallbr》9 Miles from Lido Key Beachbr》16.8 Miles from Longboat Keybr》.03 Miles to Fruitville ParkbrbrWhen you walk through the front door of this split level home, you will enter the foyer. Up the stairs is the main living space with an open style layout and an abundance of natural sunlight. The living room overlooks the kitchen and dining room with doors opening up to the back patio which over looks the pool area. Relax in comfort on the over-sized sofa in the spacious living area. Off of the living room is the hallway where you'll find the guest bathroom, King suite with the ensuite bathroom and two more queen bedrooms. Back down the hall and to the living area, you'll take the stairs down to the foyer and to the lower level of the home. Here you'll find the second primary King suite with a cozy sitting area, coffee bar and mini refrigerator. Off the sitting area is a sliding glass door that leads to the pool and the ensuite bathroom. The ensuite features a huge open closet, double sinks, and a large walk-in shower. Also on the lower level, is the oversized two car garage and laundry room. This home was recently refreshed and comes completely furnished (including a fully stocked kitchen) with refrigerator, microwave, range, washer/dryer, and two car garage. (Not available for parking) Really cute private patio perfect for your morning coffee or a glass of wine at night! Off street parking included.brbrWhether you’re escaping to the area to soak up Vitamin-Sea, searching for night life and fine cuisine, or looking to kayak along the bay, there is something fun for everyone! Discover the beauty of Sarasota and surrounding beaches, catch a sunset or two as they are legendary, and live the Sarasota dream. brbrHome Layout:brBedroom #1 (Upstairs Primary Bedroom)-King Bed with ensuite bathroombrBedroom #2- Queen BedbrBedroom #3-Queen BedbrBedroom #4-(Downstairs Primary Bedroom)-King Bed with ensuite bathroom and sitting areabrLiving areabrDining areabrFully Stocked KitchenbrPool areabrOutdoor Patio areabrbrThe home is professionally maintained and cared for throughout the year.brbr》No pets allowed. Please note that we cannot accommodate pets, service animals or emotional support animals in our rental property due to health reasons. If it is found that an animal, including a service animal or emotional support animal may be present at the property, we reserve the right to cancel the reservation. We apologize for any inconvenience this may cause and appreciate your understanding. If you need an exception for your small furry friend please contact me.brbr》 High speed wireless internetbrbr》 All TVs are smart TVs with Netflix, Hulu, YouTube TV, Disney Plus, etc. available brbr》All linens & towels and extra pillowsbrbr》Bathroom necessities – shampoo, conditioner, bodywash, hand soapbrbr》A hairdryer brbr》Kitchen staples including coffeebrbr》A wide variety of small kitchen appliances including a coffee machine, toaster, and microwavebrbr》Pool/beach towelsbrbr》Beach equipment – chairs, towels, etc.brbr》Washer and Dryer are located in the garage.brbr》We provide a starter pack with basic household supplies (toilet paper, paper towels, trash bags, cleaning products, and soap) Guests will need to need to supply these products once the starter pack runs out. brbr》2 cars maximum are able to park at this home. Garage is not available for parking.
Bed 4

Bed

Bath 3

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(1)

$158.39

/ Nightly
Cottage

Walkable to Downtown and Parks Brand New Furniture

Sarasota, Florida, United States

Summary:brbrDiscover Siesta Sunset, a charming two-bedroom, one-bathroom unit just minutes from downtown Sarasota and the stunning Siesta Key Beach. This duplex features a spacious, inviting living area and a large outdoor sitting space with a cornhole game. Enjoy the convenience of being close to vibrant city life, exquisite dining, and shopping, while only a short drive from the beautiful beaches of Siesta Key. Perfect for a relaxing getaway with family or friends!brbrbrbrThe Space:brbr Pink Pineapple Properties brbrbrbrIntroducing: The Siesta SunsetbrbrbrbrWelcome to The Siesta Sunset, our newest gem in the heart of Sarasota! This charming property at 1903 7th Street offers a perfect blend of urban excitement and coastal tranquility. Your Perfect Sarasota EscapebrbrbrbrLocated just minutes from downtown Sarasota and a short drive to the stunning Siesta Key Beach, The Siesta Sunset is ideally situated for those who want to experience the best of both worlds. Whether you’re here for a relaxing beach getaway or to explore the vibrant cultural scene of Sarasota, this property has it all.brbrInside The Siesta SunsetbrbrbrbrStep inside to find a beautifully decorated, spacious home that combines modern comforts with coastal charm. This two-bedroom, one-bathroom unit is one side of a duplex and designed to make you feel right at home from the moment you walk through the door.brbrbrbr Living Area: The inviting living room features a plush sofa, large smart TV, and tasteful décor, perfect for unwinding after a day of exploring.brbr Kitchen: The fully-equipped kitchen boasts stainless steel appliances, granite countertops, and everything you need to prepare delicious meals. Enjoy your morning coffee at the breakfast bar or a family dinner at the dining table.brbr Bedrooms: The master bedroom offers a luxurious king-sized bed and ample closet space. The second bedroom is equally comfortable with a queen-sized bed and plenty of storage.brbr Bathroom: The modern bathroom features high-end fixtures and a walk-in shower, with plenty of plush towels provided. Please note, there is no tub.brbrbrbrOutdoor OasisbrbrbrbrThe outdoor space at The Siesta Sunset is a true highlight. Relax in the large sitting area with a good book, or enjoy a game of cornhole with loved ones. The spacious backyard is perfect for sunbathing, playing games, or simply enjoying the beautiful Florida weather.brbrUnbeatable Locationbrbrbrbr Beaches: A short drive brings you to the world-famous Siesta Key Beach, known for its powdery white sand and crystal-clear waters.brbr Downtown Sarasota: Just minutes away, downtown Sarasota offers a vibrant arts scene, fantastic shopping, and a variety of dining options.brbr Activities: From boating and fishing to museums and theaters, there’s no shortage of things to do in Sarasota.brbrbrbrExperience the best of Sarasota at The Siesta Sunset. Whether you're looking for a romantic retreat, a family vacation, or a fun getaway with friends, this property is the perfect choice.brbrbrbrWhy Choose Pink Pineapple Properties brbrbrbrAt Pink Pineapple Properties, we pride ourselves on offering only the best vacation rentals. Each of our properties is carefully selected and maintained to ensure a top-notch experience for our guests. When you stay at The Siesta Sunset, you can expect exceptional service, attention to detail, and a stay that exceeds your expectations.brbrbrbrBook your stay at The Siesta Sunset today and discover why our guests keep coming back to Pink Pineapple Properties.brbrbrbrGuest Access:brbrWe will provide you with a Personalized access code a few days prior to arrival. Use your unique 4-digit code to enter the home. The code is active starting at 4pm on check in day and automatically deactivates at 10am on check out day.brbrbrbrThe Neighborhood:brbrSituated just minutes from downtown Sarasota, with Gillespie Park directly in the backyard.brbrbrbrOther Things to Note:brbrHere are answers to some of our most commonly received questions!brbrbrbr Is there a minimum age requirement to make a reservation brbrYes, the minimum age required to make a reservation is 21 years old.brbrbrbr Is the property pet-friendly brbrWe are ONLY dog friendly. To ensure a comfortable and enjoyable stay for all guests a non-refundable fee of $150 per reservation will be charged. Pet fees are NOT included in the original reservation price or nightly rate provided. Any applicable pet fees will be added to your reservation MANUALLY and charged AFTER booking. If you do not honor our pet policy and bring an unapproved pet, there is a $500 fine.brbrbrbr Is smoking allowed brbrWe have a strict NO SMOKING policy. If you smoke inside, there is a $250 fine plus the cost of remediation.brbrbrbr If I leave something it be sent back to me brbrWe are not responsible for items left behind by guests. If you leave an item behind and you want it to be sent back to you. We charge $50 for that item to be shipped plus the shipping costs.brbrbrbr What kind of coffee machine do you have brbrWe have a kurig in the home.brbrbrbr Can I book for less than 5 nights brbrUnfortunately not, due to the amount of wear and tear on the homes from frequent turnovers we have a 5 night minimum across our portfolio.brbrbrbr What is the nearest beach brbrThe nearest beach is Lido Beach which is 4 miles from the house.brbrbrbr What beach equipment do you provide brbrWe provide beach chairs for our guests. If there is additional equipment you need you would either need to bring it or rent it.brbrbrbr Is it possible to have a late check-out brbrUnfortunately, we’re not able to accommodate a late checkout. Our cleaning team works on a scheduled timeline and has an agreed arrival time to prepare the property properly for the next guests. Thank you very much for your understandingbrbrbrbrInteraction with Guests:brbrOur 24/7 dedicated support team is always available to ensure your stay is smooth, comfortable, and five-star-worthy. If there’s anything you need—questions, recommendations, or assistance—please don’t hesitate to reach out. We're just a message away and happy to help.
Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps

Slider Thumb
Exceptional(2)

$169.63

/ Nightly
Private Vacation Home

Charming Bungalow | Close to Beach | 2 Beds

Sarasota, Florida, United States

Summary:brbrThe Sandy Starfish is a newly decorated coastal bungalow just a short walk from the powdery sands of Siesta Key, ranked the #1 beach in the USA. Designed for comfort and charm, this two-bedroom retreat features a bright living area with Smart TV, a fully equipped kitchen, and whimsical handcrafted décor throughout. Relax with a glass of wine on the covered front porch, share meals in the stylish dining space, or enjoy sunny afternoons in the spacious backyard. With a king bedroom, a queen bedroom, and thoughtful design touches at every corner, this home offers a relaxing, beachside escape close to Sarasota’s best dining, shops, and attractions.brbrbrbrThe Space:brbr Pink Pineapple Properties Presents: The Sandy Starfish brbrbrbrDiscover the Sandy Starfish, a meticulously designed home ideally located near all that Sarasota and Siesta Key have to offer!brbrbrbr ️ Just steps from the #1 beach in the USA, Siesta Key, this newly decorated two-bedroom duplex-bungalow invites you to experience the epitome of coastal living. Take a leisurely 15-minute stroll to the pristine shores or unwind with a glass of wine on the covered front porch. The spacious backyard offers ample space for family games or basking in the sun.brbrbrbrStep inside to find an inviting living area, perfect for family movie nights or game nights. Sink into the super comfy sofa and enjoy your favorite shows on the large smart TV after a day at the beach. The outdoor patio is a highlight, featuring a four-person dining area, a grill, and plenty of space to relax. Adorned with whimsical handcrafted decor, the Sandy Starfish exudes charm and thoughtfully curated design.brbrbrbrImmerse yourself in the local art that adorns every corner of this Pink Pineapple Property, reflecting the vibrant spirit of Sarasota.brbrbrbrThe master bedroom boasts a luxurious king bed, a spacious closet, and a TV for added relaxation. A ceiling fan ensures a cool and comfortable rest. The second bedroom offers a cozy queen bed, ample storage, and a serene ambiance.brbrbrbrGather around the trendy dining table, perfect for intimate family dinners. The fully equipped kitchen, complete with a gas oven, microwave, fridge, and dishwasher, offers everything you need for a stress-free vacation. Enjoy the beautiful backyard view from the kitchen sink.brbrbrbrThe bathroom features an updated tile shower, plenty of storage, and plush towels and bath products. For added convenience, a washer and dryer are available on the property, shared with the connecting unit.brbrbrbr Please note: The SMART TVs do not have cable. Use your personal streaming accounts for entertainment.brbrbrbrRest assured, every detail of the Sandy Starfish has been meticulously planned. From the ultra-cozy sofa to the new A/C system, high-end mattresses, and fully stocked kitchen, every aspect ensures a relaxing and rejuvenating stay.brbrbrbrThis property is one side of a duplex, with the other side also available for rent. Inquire for details.brbrbrbrYour Pink Pineapple hosts are nearby and available to assist with anything you may need during your stay. With its fabulous location close to the beach and downtown Sarasota, the Sandy Starfish promises an unforgettable vacation experience.brbrbrbr☀️☀️ Your relaxation and comfort are our top priorities at Pink Pineapple Properties. ☀️☀️brbrbrbrGuest Access:brbrI will provide you with a Personalized access code a few days prior to arrival. Use your unique 4-digit code to enter the home. The code is active starting at 4pm on check in day and automatically deactivates at 10am on check out day.brbrbrbrOther Things to Note:brbrHere are answers to some of our most commonly received questions!brbrbrbr Is there a minimum age requirement to make a reservation brbrYes, the minimum age required to make a reservation is 21 years old.brbrbrbr Is the property pet-friendly brbrWe are ONLY dog friendly. To ensure a comfortable and enjoyable stay for all guests a non-refundable fee of $150 per reservation will be charged. Pet fees are NOT included in the original reservation price or nightly rate provided. Any applicable pet fees will be added to your reservation MANUALLY and charged AFTER booking. If you do not honor our pet policy and bring an unapproved pet, there is a $500 fine.brbrbrbr Is smoking allowed brbrWe have a strict NO SMOKING policy. If you smoke inside, there is a $250 fine plus the cost of remediation.brbrbrbr What is the parking situation brbrPlease park in your unit's designated driveway only (Right side driveway). Garage parking is not permitted.brbrbrbr If I leave something it be sent back to me brbrWe are not responsible for items left behind by guests. If you leave an item behind and you want it to be sent back to you. We charge $50 for that item to be shipped plus the shipping costs.brbrbrbr What kind of coffee machine do you have brbrWe have a kurig in the home.brbrbrbr Can I book for less than 5 nights brbrUnfortunately not, due to the amount of wear and tear on the homes from frequent turnovers we have a 5 night minimum across our portfolio.brbrbrbr What is the nearest beach brbrThe nearest beach is Crescent Beach which is less than a mile from the house.brbrbrbr What beach equipment do you provide brbrWe provide beach chairs for our guests. If there is additional equipment you need you would either need to bring it or rent it.brbrbrbr Is it possible to have a late check-out brbrUnfortunately, we’re not able to accommodate a late checkout. Our cleaning team works on a scheduled timeline and has an agreed arrival time to prepare the property properly for the next guests. Thank you very much for your understandingbrbrbrbrInteraction with Guests:brbrOur 24/7 dedicated support team is always available to ensure your stay is smooth, comfortable, and five-star-worthy. If there’s anything you need—questions, recommendations, or assistance—please don’t hesitate to reach out. We're just a message away and happy to help.
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb

$341.8

/ Nightly
Private Vacation Home

Sarasota Pool Home| Hot-tub| 2-miles to Siesta

Sarasota, Florida, United States

Summary:brbrStep into coastal comfort at The Turquoise Turtle, a charming Sarasota retreat just two miles from Siesta Key Beach. This cozy home features a bright open layout with a fully equipped kitchen, stylish living area, and three comfortable bedrooms designed for restful nights. The true highlight awaits outdoors—a private backyard oasis with a heated pool, hot tub, lounge chairs, and a covered lanai with grill, perfect for sunny days and starry evenings. With its thoughtful details, modern amenities, and unbeatable location near beaches, dining, and shops, The Turquoise Turtle is your perfect Sarasota escape.brbrbrbrThe Space:brbr Pink Pineapple Properties presents: The Turquoise Turtle brbrbrbrEscape to your own private sanctuary nestled in the heart of paradise at the Turquoise Turtle. This charming short-term rental promises a perfect blend of comfort, style, and convenience, ensuring an unforgettable vacation experience for you and your loved ones.brbrbrbrAs you step through the door, you'll be greeted by an inviting ambiance. Decorated in coastal-inspired hues and adorned with tasteful furnishings, this cozy retreat exudes warmth and charm at every turn. The open-concept living area is ideal for relaxation after a day of exploration, with plush seating, a flat-screen TV, and plenty of natural light streaming in through the windows.brbrbrbrThe fully-equipped kitchen is a chef's dream, featuring modern appliances, ample counter space, and all the essentials needed to whip up delicious meals and snacks. ️ Enjoy your culinary creations at the dining table, or take your meals al fresco on the private patio, where you can savor the fresh Gulf breezes and soak up the sunshine. brbrbrbrWhen it's time to rest and rejuvenate, retreat to one of the inviting bedrooms. Each bedroom is thoughtfully appointed with comfortable bedding, ample storage space, and serene coastal decor, ensuring a peaceful night's sleep for all guests. brbrbrbrOutside, you'll discover your own personal oasis, complete with a lush backyard, sparkling swimming pool, and hot tub. ‍♂️ Take a refreshing dip in the pool or hot tub, lounge on the sun deck with a good book, or fire up the grill for a fun-filled barbecue with family and friends. With its secluded setting and tropical landscaping, Turquoise Turtle offers the perfect backdrop for making lifelong memories.brbrbrbrConveniently located just minutes from Sarasota's world-renowned beaches, shopping, dining, and attractions, it provides easy access to all the best that Sarasota has to offer. Whether you're seeking outdoor adventure, cultural experiences, or simply relaxation by the sea, you'll find it all within reach at the Turquoise Turtle.brbrbrbrAt Pink Pineapple Properties, we're dedicated to providing exceptional service and ensuring that your stay at the Turquoise Turtle is nothing short of perfection. Contact us today to reserve your dates and start planning your dream vacation in Sarasota, Florida. Your oasis awaits at the Turquoise Turtle! brbrWelcome to your coastal haven at The Turquoise Turtle, brought to you by Pink Pineapple Properties!brbrbrbrStep into relaxation as you enter the spacious living area, perfect for family movie nights or game nights. Sink into the super comfy sectional and unwind in front of the huge smart TV after a long day at the beach.brbrbrbrVenture outside and discover the highlight of the home – the expansive outdoor oasis. Dive into the huge private pool, soak in the hot tub, or lounge in style on the four comfy lounge chairs. The large lanai offers a dining table for four and a built-in propane grill, creating the ideal setting for lazy afternoons after a morning at the beach.brbrbrbrRetreat to the master bedroom, featuring a luxurious king bed, a large closet, and a TV for extra relaxation. A ceiling fan ensures a cool and comfortable rest. The second bedroom offers a comfy full bed, a spacious closet, and a ceiling fan for added comfort. Need extra space The third room is perfect for the kids or relaxing on the daybed with a book, complete with a pull-out and thoughtful touches in the sunroom.brbrbrbrThe kitchen and breakfast area boast large sliding glass doors leading to the sparkling pool. The trendy breakfast table seats six and is ideal for family dinners. The fully equipped kitchen features stainless steel appliances and offers a beautiful view of the backyard and pool from the sink.brbrbrbrFor added convenience, two bathrooms are equipped with plenty of fluffy towels and bath products. A washer and dryer located in the garage ensure you have everything you need for a seamless stay.brbrbrbrPlease note that there is NO cable – feel free to use your personal Netflix, Hulu, Sling, etc., for entertainment. brbrbrbrAt Pink Pineapple Properties, we're dedicated to providing you with a memorable and comfortable vacation experience. Book your stay at The Turquoise Turtle today and immerse yourself in the coastal charm of Sarasota!brbrbrbrGuest Access:brbrWe will provide you with a Personalized access code a few days prior to arrival. Use your unique 4-digit code to enter the home. The code is active starting at 4pm on check in day and automatically deactivates at 10am on check out day.brbrbrbrThe Neighborhood:brbrWe love this property because of its proximity to the beach, downtown Sarasota, and Gulf Gate Village. The location is fabulous! So close to everything you could need. We also love the huge pool, hot tub, and built in grill!brbrbrbrOther Things to Note:brbrThe pool is open year-round and can be heated in the winter for a fee of $25/day. brbrbrbrThe minimum age required to make a reservation is 21 years old.brbrbrbrUnfortunately, we’re not able to accommodate a late checkout. Our cleaning team works on a scheduled timeline and has an agreed arrival time to prepare the property properly for the next guests. Thank you very much for your understandingbrbrbrbr**In order to maintain our units we must make you aware of the following:brbrbrbrWe are ONLY dog friendly. To ensure a comfortable and enjoyable stay for all guests a non-refundable fee of $150 per reservation will be charged. Pet fees are NOT included in the original reservation price or nightly rate provided. Any applicable pet fees will be added to your reservation MANUALLY and charged AFTER booking.brbrbrbrIf you do not honor our pet policy and bring an unapproved pet, there is a $500 fine.brbrbrbrStrict NO SMOKING policy. If you smoke inside, there is a $250 fine plus the cost of remediation. brbrbrbrWe are not responsible for items left behind by guests. If you leave an item behind and you want it to be sent back to you. We charge $25 for that item to be shipped plus the shipping costs.brbrbrbrInteraction with Guests:brbrOur 24/7 dedicated support team is always available to ensure your stay is smooth, comfortable, and five-star-worthy. If there’s anything you need—questions, recommendations, or assistance—please don’t hesitate to reach out. We're just a message away and happy to help.
Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps

Slider Thumb

$196.08

/ Nightly
Private Vacation Home

Downtown Living, Steps to Parks, Newly Furnished

Sarasota, Florida, United States

Summary:brbrExperience Sarasota like a local at Sarasota Sunrise, a freshly furnished two-bedroom retreat designed for both relaxation and convenience. Start your mornings with coffee in the cozy living room or take a short stroll to Gillespie Park for tennis, basketball, or a peaceful walk under the trees. After a day exploring downtown’s cafés, shops, and cultural spots, return to your private space with a fully equipped kitchen, comfy queen bedrooms, and all the modern comforts you need. Whether you’re here for work, a weekend getaway, or an extended stay, this charming home offers a warm welcome and the perfect base for your Sarasota adventure.brbrbrbrThe Space:brbrWelcome to Sarasota Sunrise! Our stylish and comfortable two-bedroom, one-bathroom retreat. This charming property is the perfect blend of modern amenities and cozy living, making it an ideal choice for your next stay.brbrbrbrStep into the inviting living room, complete with a smart TV for your entertainment and a small desk area, perfect for working on your laptop. The fully stocked kitchen features everything you need to prepare your favorite meals, including an oven, stove, refrigerator, dishwasher, microwave, coffee maker, and toaster.brbrbrbrEach of the two bedrooms is furnished with a comfortable bed, ensuring a restful night's sleep. The full bathroom is well-appointed with modern fixtures and amenities.brbrbrbrLocated within walking distance to Gillespie Park, you'll have access to tennis courts, basketball courts, and a children's play area, offering plenty of outdoor activities for everyone.brbrbrbrExperience the best of comfort and convenience in a beautifully designed space. Book your stay with us today!brbrbrbrGuest Access:brbrWe will provide you with a Personalized access code (Last 4 digits of the phone number associated with the reservation) a few days prior to arrival. Use your unique 4-digit code to enter the home. The code is active starting at 4pm on check in day and automatically deactivates at 10am on check out day.brbrbrbrThe Neighborhood:brbrSituated just minutes from downtown Sarasota, with Gillespie Park directly in the backyard.brbrbrbrOther Things to Note:brbrHere are answers to some of our most commonly received questions!brbrbrbr Is there a minimum age requirement to make a reservation brbrYes, the minimum age required to make a reservation is 21 years old.brbrbrbr Is the property pet-friendly brbrWe are ONLY dog friendly. To ensure a comfortable and enjoyable stay for all guests a non-refundable fee of $150 per reservation will be charged. Pet fees are NOT included in the original reservation price or nightly rate provided. Any applicable pet fees will be added to your reservation MANUALLY and charged AFTER booking. If you do not honor our pet policy and bring an unapproved pet, there is a $500 fine.brbrbrbr Is smoking allowed brbrWe have a strict NO SMOKING policy. If you smoke inside, there is a $250 fine plus the cost of remediation.brbrbrbr If I leave something it be sent back to me brbrWe are not responsible for items left behind by guests. If you leave an item behind and you want it to be sent back to you. We charge $50 for that item to be shipped plus the shipping costs.brbrbrbr What kind of coffee machine do you have brbrWe have a kurig in the home.brbrbrbr Can I book for less than 5 nights brbrUnfortunately not, due to the amount of wear and tear on the homes from frequent turnovers we have a 5 night minimum across our portfolio.brbrbrbr What is the nearest beach brbrThe nearest beach is Lido Beach which is 4 miles from the house.brbrbrbr What beach equipment do you provide brbrWe provide beach chairs for our guests. If there is additional equipment you need you would either need to bring it or rent it.brbrbrbr Is it possible to have a late check-out brbrUnfortunately, we’re not able to accommodate a late checkout. Our cleaning team works on a scheduled timeline and has an agreed arrival time to prepare the property properly for the next guests. Thank you very much for your understandingbrbrbrbrInteraction with Guests:brbrOur 24/7 dedicated support team is always available to ensure your stay is smooth, comfortable, and five-star-worthy. If there’s anything you need—questions, recommendations, or assistance—please don’t hesitate to reach out. We're just a message away and happy to help.
Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps

Slider Thumb

$249.44

/ Nightly
Private Vacation Home

Beachy Cottage close to Siesta | 3 Bed | Huge Pool

Sarasota, Florida, United States

Summary:brbrWelcome to The Salty Unicorn, your cheerful Sarasota escape just five miles from Siesta Key Beach. This fully renovated 3-bedroom home is designed for relaxation and fun, with a bright open layout, stylish coastal décor, and plenty of space to gather with family or friends. Start your mornings with coffee by the pool, spend sunny afternoons swimming or lounging in the spacious backyard, and end the day with dinner in the screened lanai. Whether you’re here for beach days, family time, or a peaceful getaway, this cottage offers a welcoming retreat close to everything Sarasota has to offer.brbrbrbrThe Space:brbr Pink Pineapple Properties proudly presents The Salty Unicorn, just five miles from the stunning SIESTA KEY!! brbrbrbrStep into this fully renovated, designer home nestled close to all Sarasota has to offer. A quick five-mile drive takes you to one of the nation's most beautiful beaches, or unwind at home with a glass of wine on the screened lanai and take a dip in the spacious private pool. The expansive backyard offers ample space for family games or soaking up the sun. ️ brbrbrbrThe heart of the home is the large living area, ideal for family movie nights or game gatherings. Sink into the plush sectional and enjoy the large smart TV after a day of beach adventures! brbrbrbrMy favorite part of the house The outdoor area! Dive into the sizable pool equipped with plenty of pool toys. The generous lanai features four cozy lounge chairs, a dining table for four, and a brand-new grill, perfect for post-beach relaxation. ‍♂️ brbrbrbrThe master bedroom boasts a luxurious king bed, a spacious closet, and a ceiling fan for added comfort. The second bedroom offers a comfortable queen bed, ample storage, and a ceiling fan to keep you cool. ️ brbrbrbrFor the kids or a peaceful reading retreat, the third room features a twin day bed and a pull-out twin bed, along with a charming mid-century room divider adorned with thoughtful touches. This room includes a small dresser and a curated bookshelf for your enjoyment. The second bathroom adjoins this room. ️brbrbrbrAdjacent to the seaside room divider, you'll find the spacious dining room with sliding glass doors leading to the sparkling pool. The trendy dining table seats six and offers a perfect spot for family dinners, while the rocking chair in the corner invites you to relax with a poolside view. ️ brbrbrbrThe kitchen is fully equipped with a stainless steel oven, fridge, and dishwasher, along with a charming mid-century microwave. Enjoy the backyard and pool views from the kitchen sink. ️ brbrbrbrTwo bathrooms, one with a tub/shower combo and the other with a standard shower, are stocked with fluffy towels and bath products. For added convenience, a washer and dryer are available on the property. brbrbrbrPlease note that the SMART TVs do not have cable; feel free to use your personal Netflix, Hulu, or Sling accounts for entertainment. A personalized access code will be provided a few days before your arrival. brbrbrbrWe're just a stone's throw away from the property and available for anything you need during your stay. We adore this property for its proximity to the beach and downtown Sarasota, offering a fabulous location for all your needs. Plus, we can't get enough of the huge pool and backyard—it's a whimsical cottage where we're sure you'll have a blast! brbrbrbrGuest Access:brbrWe will provide you with a Personalized access code a few days prior to arrival. Use your unique 4-digit code to enter the home. The code is active starting at 4pm on check in day and automatically deactivates at 10am on check out day.brbrbrbrThe Neighborhood:brbrWe love this property because of its proximity to the beach and downtown Sarasota. The location is fabulous! So close to everything you could need. We also love the huge pool and back yard. Its a fun, quirky cottage I know you will have a blast at!brbrbrbrOther Things to Note:brbrHere are answers to some of our most commonly received questions!brbrbrbr Is there a minimum age requirement to make a reservation brbrYes, the minimum age required to make a reservation is 21 years old.brbrbrbr Is the property pet-friendly brbrWe are ONLY dog friendly. To ensure a comfortable and enjoyable stay for all guests a non-refundable fee of $150 per reservation will be charged. Pet fees are NOT included in the original reservation price or nightly rate provided. Any applicable pet fees will be added to your reservation MANUALLY and charged AFTER booking. If you do not honor our pet policy and bring an unapproved pet, there is a $500 fine.brbrbrbr Is the pool heated brbrThe pool is open year-round and can be heated in the winter for a fee of $25 per day. Due to the nature of the heating system we can only offer it for the entirety of your stay and not on an ad hoc basis. brbrbrbr Is smoking allowed brbrWe have a strict NO SMOKING policy. If you smoke inside, there is a $250 fine plus the cost of remediation.brbrbrbr If I leave something it be sent back to me brbrWe are not responsible for items left behind by guests. If you leave an item behind and you want it to be sent back to you. We charge $50 for that item to be shipped plus the shipping costs.brbrbrbr What kind of coffee machine do you have brbrWe have a kurig in the home.brbrbrbr Can I book for less than 5 nights brbrUnfortunately not, due to the amount of wear and tear on the homes from frequent turnovers we have a 5 night minimum across our portfolio.brbrbrbr What is the nearest beach brbrThe nearest beach is Crescent Beach which is 3 miles from the property.brbrbrbr What beach equipment do you provide brbrWe provide beach chairs for our guests. If there is additional equipment you need you would either need to bring it or rent it.brbrbrbr Is it possible to have a late check-out brbrUnfortunately, we’re not able to accommodate a late checkout. Our cleaning team works on a scheduled timeline and has an agreed arrival time to prepare the property properly for the next guests. Thank you very much for your understandingbrbrbrbrInteraction with Guests:brbrOur 24/7 dedicated support team is always available to ensure your stay is smooth, comfortable, and five-star-worthy. If there’s anything you need—questions, recommendations, or assistance—please don’t hesitate to reach out. We're just a message away and happy to help.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(1)

$198.59

/ Nightly
Hotel

Waterfront Hotel Room, Huge Pool, Tiki Bar, Close to Beaches & Great Food!

Sarasota, Florida, United States

Waterfront, Ground Floor, Hotel Room-Condo at the Ramada Inn on 41. One large, Comfy Queen bed w/ Pullout Queen, Smart TV w/ cable, strong WIFI. All-New Shower, Vanity, Coffee/Tea bar w/ fridge and microwave. Heated Pool, gym access, Tiki Bar and Grill with daily meal and drink specials. Live music too! Beautiful Marina steps from your door...Bring your boat or rent one! Minutes drive to SRQ airport, USF, New College, IMG Academy, Downtown Sarasota, St. Armand's Circle & All area beaches!brThe spacebrEnjoy your trip with the hotel-vibe being part of the Ramada Inn. Tiki Bar and Grill with Huge heated pool is literally just outside your front door.brbrThis adorable room features all the amenities you can think of for your beach vacation and offers an unbeatable location. This home is ideal for families, business travelers, students or singles.brbrThis property can accommodate up to 4 guests with a bedding configuration as follows:brbr• Bedroom # 1: Queen Bed (1)br Pullout Sofa (1)brbrExclusive Amenities Include:brbr• Heated Poolbr• Onsite Tarpon Bay Grill & Tiki Bar w/ Live Music!br• Marina - Boat rentals availablebr• Secure parking in front of roombr• Strong WIFIbrbrApprox. drive times to airport and major attraction cities:br5 to 15 min - beaches, theater, restaurants, shopping, SRQ airportbr20 min - Outlet mallbr50 min - St Petebr60 min - TPA Airport/Port of Tampabr2hr - Disney WorldbrOther things to notebr- Breakfast is NOT included but can be purchased for $10/$5 per Adult/Child.br- No Pets allowedbr- Daily housekeeping NOT includedbr- Dock fee NOT included, Charge per linear foot per night paid to front desk upon arrival.br-Check out is by 11am. A check out after 12pm will be considered “late” and a $100 late check out fee shall apply.
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

Home Most popular vacation rentals in Sarasota