Home Vacation Rentals By Owner In Sarasota, FL

Showing 1960 Of 3494 Vacation Rentals
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$271.24

/ Nightly
Private Vacation Home

CandyPop Retro Retreat | Ms Pac-Man Game + Patio

Sarasota, Florida, United States

BNB Breeze presents: CandyPop Retro Retreat!brDiscover urban living at its finest! This 2-bedroom, 2-bathroom gem is near downtown Sarasota's vibrant scene. Enjoy proximity to shops, dining, movie theaters, and a bowling alley. Relish the entertainment at McCurdy's Comedy Theater. The house boasts modern amenities, a spacious kitchen, and cozy bedrooms. Embrace the convenience of city living without compromising on comfort!brbr-Fully-Equipped Kitchen!br-Ms. PacMan Gamebr-Outdoor Seating Areasbr-and More!brbrWelcome to your dream 2-bedroom, 2-bathroom retreat with modern amenities and a touch of luxury! This charming house invites you with a keypad entry, for easy access. The fully stocked kitchen is equipped with modern appliances and utensils to cater to all your culinary needs. Step outside and relax on the patio set while you grill on the Weber charcoal grill. The outdoor shower provides convenience after a long day at the beach. brbrWe know, contracts aren't the most exciting part of your getaway, but to keep our home safe, we'll need you to sign a quick rental agreement upon booking (this will be sent to you, after you book) — then it's all fun from there! You can see what the contract looks like in the House Rules section. Note, check in details will not be sent until that contract has been signed.brbrTHE INTERIOR SPACEbrOne-Story HousebrWi-FibrWasher + Dryer (Detergent Provided)brSitting Areas w/ Plush FurniturebrOur home is stocked with clean and sustainable products and toiletries to give you and your loved ones a toxin-free stay!brbrKITCHEN + DINING AREAbrFully-Equipped Kitchen w/ Cooking + Baking Essentials (No Food)br4-Person Dining TablebrStove + OvenbrFridge + FreezerbrMicrowavebrDishwasherbrKeurig Coffee Maker + MugsbrKitchen Knife Block SetbrDishesbrSilverwarebrGlassesbrbrLIVING ROOMbrComfy CouchesbrCoffee Table + ChairsbrSmart TVbrThrow Pillows + BlanketsbrbrTHE SLEEPING ARRANGEMENTS | 3 BedroomsbrBedroom 1: King BedbrBedroom 2: Queen BedbrbrBATHROOMS | 2brBathroom 1: Full Bath: Shower/tub combobrBathroom 2: Full Bath: Shower/tub combobrbrTHE OUTDOOR SPACEbrOutdoor Seating area w/ comfortable seatingbrOutdoor ShowerbrLarge Fenced-In BackyardbrGrillbrbrDon't miss out on the opportunity to experience a memorable getaway at CandyPop Retro Retreat. Book your stay today!brbrNAVIGATING THE AREA brThe Bay Runner is a new, open-air trolley that provides complimentary service seven days a week, until midnight, with multiple stops along the way between Lido Key, St. Armands Circle, and downtown Sarasota!brbrSEE HOW WE ARE GOING GREEN!brWe love the environment and are doing everything that we can to minimize our carbon footprint. Sarasota has been voted one of the cleanest and greenest cities in the US! Here are a few ways that we are loving on the beautiful Florida environment and welcoming you to join us!brThis stay is central to beaches, restaurants, and shops! We encourage you to use our loved public transportation system to make traveling easy, and eco-friendly!brWe use high-quality, sustainable mattresses and linensbrWe offer a drip coffee maker so that you can reduce your single-use pod disposable, while opting for a pot of coffee to eliminate waste!brWe offer reusable grocery bags to make shopping at your local farmers market both chic and sustainable!brAll of our toiletries are eco-friendly, clean products that come with reusable dispenser bags to eliminate waste.brWe use LED lighting throughout the home to minimize electricity usage. Thanks to the natural Florida sunshine, you can soak in the sun that floods this home through all of the large windows, without using excessive home lightning during the day!brOur home is in a great location for Instacart! Make grocery shopping for the family easy while saving on gas!brbrHere are a few of our favorite local attractions:brbrLOCAL ATTRACTIONSbr1. Pompana Park for Pickleball Courts!br2. Legacy Trailbr3. Siesta Key Beachbr4. Lido Key Beachbr5. Downtown Sarasotabr6. St Armands Circlebr7. AquariumbrbrGOLFbr1. The Meadowsbr2. University Park Country Clubbr3. Tatum Ridgebr4. The Founders Club (Private Club)br5. Longboat Key (Private Club)br6. The Ritz (Private Club)br7. IMG Academy Golf Clubbr8. Esplanade Golfbr9. WaterleafbrbrRESTAURANTSbr1. The Shore: Trendy waterfront restaurant with amazing seafood!br2. Connors: High-end restaurant without the high price tag!br3. Grillsmith: If you go here, you MUST get the plank grilled salmon!br4. Dry Dock: Waterfront Seafoodbr5. The Fish Camp: Wonderful seafood, but often very busy!br6. Baker + Wife: You will just love this fantastic restaurant.br7. Riverhouse Reef + Grill: Further away in Bradenton, but fantastic!br8. Der Dutchman: Fantastic home-cooked meals just down the road from you!br9. Summer Tap Juice Bar: The BEST A ai bowl in town!brbrCOFFEEbr1. Breaking Wave Coffeebr2. Perq: Do not expect syrups, just great coffee :)br3. Project Coffee (2 Locations)br4. Out About Coffee (O A)br5. Postal 98 Cafe: Just 3 minutes away!brbrGROCERYbr1. Detwilers Farm Markets: The best place to buy organic fruits and vegetables!br2. Publixbr3. Trader Joesbr4. Whole Foodsbr5. Fresh Marketbr6. Walmart GrocerybrbrADDITIONAL AMENITIES:brLinens for each BedbrTowels and WashclothsbrRoll of Paper TowelsbrBottle of Dish SoapbrTrash BagsbrCoffeebrLaundry Detergentbr2 Rolls of toilet paper, per bathroombrBath essentials - Body soap, shampoo conditionerbr*Please be prepared to bring any additional supplies that you will need during your stay.brbrPlease Note:brbr1. Upon booking, each guest will receive a guest rental agreement. This must be signed before the Guide Book (which includes access instructions for the property) is sent.brbr2. PET POLICY: **This property is NOT pet friendly. Please note, if we find evidence of an unauthorized pet in the home, we will ask for it to be removed immediately, and guests will be charged a $400 non-refundable fine. This is also grounds for immediate removal of the guests from the home.brbr3. No Smoking: If any signs of smoking are documented, the renter agrees to pay a $200.00 / per day.brbr4. Quiet hours for the property are between 10:00 PM and 8:00 AM. Please keep the noise levels down over this time.brbr5. There are NO LONG CHECK-OUT INSTRUCTIONS! We want for you to be able to fully enjoy every minute of your stay at!brbr6. This home is equipped with a security camera outside for the protection of home and safety of our guests. It is recording 24/7, 365 days a year. There are no cameras on the interior of the home.brbr7. We offer complimentary 24/7 communication to ensure that your stay exceeds your expectations! Please feel free to reach out to us day or night, and we will provide you with a swift response.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

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$298.16

/ Nightly
Private Vacation Home

Palm Retreat | On The Legacy Trail | Location, Location Location

Sarasota, Florida, United States

BNB Breeze Presents: Palm RetreatbrRelax in the quiet backyard or enjoy nearby beaches, dining, and downtown attractions. Located within walking distance of the scenic Legacy Trail, guests can easily explore the beautiful landscapes and outdoor activities that Sarasota has to offer. Whether you're looking to enjoy the nearby beaches, indulge in local dining, or partake in recreational activities, Palm Retreat is the perfect base for your Florida getaway.br- Covered Patiobr- Private yard br- Gas Grillbr- Smart TVbr- and More!brbrWelcome to Palm Retreat, a stunning new home nestled in the heart of Sarasota, Florida. This charming property offers a serene escape with beautiful landscaping and a unique ambiance that invites relaxation and enjoyment. Three spacious bedrooms make it perfect for families or groups of friends. Inside, the home features a cozy living room equipped with a smart TV, ideal for movie nights or catching up on your favorite shows. The fully equipped kitchen includes modern appliances, along with all the essentials for cooking and diningbrbrWe know, contracts aren t the most exciting part of your getaway, but to keep our home safe, we ll need you to sign a quick rental agreement upon booking (this will be sent to you, after you book) then it s all fun from there! You can see what the contract looks like in the House Rules section. Note, check in details will not be sent until that contract has been signed.brbrTHE INTERIOR SPACEbr- One Story Homebr- Wi-Fibr- Laundry Room w/ Washer + Dryer (Detergent Provided)br- Our home is stocked with clean and sustainable products and toiletries to give you and your loved ones a toxin-free stay!brbrKITCHENbr- Fully-Equipped Kitchen w/ Cooking + Baking Essentials (No Food)br- Coffee Makerbr- Dining Area w/ Table + 6 Chairsbr- Stove + Ovenbr- Fridge + Freezerbr- Microwavebr- Dishwasher (Detergent Provided)br- Dishesbr- Silverwarebr- Glassesbr- Coffee MugsbrbrLIVING ROOMbr- Spacious Living Roombr- Large Smart TVbr- Large Sofabr- Coffee Table (Perfect for Game Nights!)br- Throw Pillows + BlanketsbrbrSLEEPING ARRANGEMENTS | 3 BedroomsbrBedroom 1: Queen BedbrBedroom 2: Queen BedbrBedroom 3: Queen BedbrbrBATHROOMS | 2 BathroomsbrFull Bath: Standing Shower (located in bedroom 1 )brFull Bath: Shower/tub combo (located in the hallway)brbrStep outside to discover an inviting outdoor dining area, complete with a grill, perfect for al fresco meals under the Florida sun. The private yard provides a tranquil space for relaxation, while the patio and outdoor seating invite you to unwind and soak in the beautiful surroundings.brbrTHE EXTERIOR SPACEbrPatio brOutdoor Dining TablebrGas GrillbrPrivate yard for games and loungingbrbrDon't miss the opportunity to experience this delightful home—book your stay at Palm Retreat today!brbrNAVIGATING THE AREAbrbrThe Bay Runner is a new, open-air trolley that provides complimentary service seven days a week, until midnight, with multiple stops along the way between Lido Key, St. Armands Circle, and downtown Sarasota!brbrSEE HOW WE ARE GOING GREEN!brWe love the environment, and are doing everything that we can to minimize our carbon footprint. Sarasota has been voted one of the cleanest and greenest cities in the US! Here are a few ways that we are loving on the beautiful Florida environment, and welcoming you to join us!brThis stay is central to beaches, restaurants, and shops! We encourage you to use our loved public transportation system to make traveling easy, and eco-friendly!brWe use high-quality, sustainable mattresses and linens.brAll of our toiletries are eco-friendly, clean products that come with reusable dispenser bags to eliminate waste.brWe use LED lighting throughout the home to minimize electricity usage. Thanks to the natural Florida sunshine, you can soak in the sun that floods this home through all of the large windows, without using excessive home lighting during the day!brOur home is in a great location for Instacart! Make grocery shopping for the family easy while saving on gas!brbrHere are a few of our favorite local attractions:brbrLOCAL ATTRACTIONSbr1. Pompana Park for Pickleball Courts!br2. Legacy Trailbr3. Siesta Key Beachbr4. Lido Key Beachbr5. Downtown Sarasotabr6. St Armands Circlebr7. AquariumbrbrGOLFbr1. The Meadowsbr2. University Park Country Clubbr3. Tatum Ridgebr4. The Founders Club (Private Club)br5. Longboat Key (Private Club)br6. The Ritz (Private Club)br7. IMG Academy Golf Clubbr8. Esplanade Golfbr9. WaterleafbrbrRESTAURANTSbr1. The Shore: Trendy waterfront restaurant with amazing seafood!br2. Connors: High-end restaurant without the high price tag!br3. Grillsmith: If you go here, you MUST get the plank grilled salmon!br4. Dry Dock: Waterfront Seafoodbr5. The Fish Camp: Wonderful seafood, but often very busy!br6. Baker + Wife: You will just love this fantastic restaurant.br7. Riverhouse Reef + Grill: Further away in Bradenton, but fantastic!br8. Der Dutchman: Fantastic home-cooked meals just down the road from you!br9. Summer Tap Juice Bar: The BEST A ai bowl in town!brbrCOFFEEbr1. Breaking Wave Coffeebr2. Perq: Do not expect syrups, just great coffee :)br3. Project Coffee (2 Locations)br4. Out About Coffee (O A)br5. Postal 98 CafebrbrGROCERYbr1. Detwilers Farm Markets: The best place to buy organic fruits and vegetables!br2. Publixbr3. Trader Joesbr4. Whole Foodsbr5. Fresh Marketbr6. Walmart GrocerybrbrADDITIONAL AMENITIES:brLinens for each BedbrTowels and WashclothsbrRoll of Paper TowelsbrBottle of Dish SoapbrTrash BagsbrCoffeebrLaundry Detergentbr2 Rolls of toilet paper, per bathroombrBath essentials - Body soap, shampoo, conditionerbr*Please be prepared to bring any additional supplies that you will need during your stay.brbrPlease Note:br1. Upon booking, each guest will receive a guest rental agreement. This must be signed before the Guide Book (which includes access instructions for the property) is sent.brbr2. Pet Policy: **This property is NOT pet friendly. Please note, if we find evidence of an unauthorized pet in the home, we will ask for it to be removed immediately and guests will be charged a $400 non-refundable fine. This is also grounds for immediate removal of the guests from the home.brbr3. No Smoking: If any signs of smoking are documented, the renter agrees to pay a $200.00 / per day.brbr4. Quiet hours for the property are between 10:00 PM and 8:00 AM. Please keep the noise levels down over this time.brbr5. There are NO LONG CHECK-OUT INSTRUCTIONS! We want for you to be able to fully enjoy every minute of your stay!brbr6. We offer complimentary 24/7 communication to ensure that your stay exceeds your expectations! Please feel free to reach out to us day or night, and we will provide you with a swift response. brbrCity of Sarasota Vacation Rental License #VR25-00137.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

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Exceptional(2)

$268.7

/ Nightly
Private Vacation Home

Pelican Cove | Heated Pool + Outdoor Dining

Sarasota, Florida, United States

Welcome to this charming 3-bedroom, 2-bathroom home in Sarasota's sought-after Pinecraft Community! Just 3.2 miles from downtown and a short drive to the world-famous shores of both Lido Beach (5.8 miles) and Siesta Key Beach (7.2 miles), you'll enjoy the perfect blend of coastal living and city convenience. Spend sunny days lounging by the heated pool, ideal for year-round enjoyment with family and friends. With spacious rooms and a cozy neighborhood feel, this property is the ideal vacation retreat! Don't miss out on this gem!brbr- Private Heated Pool - heated at NO extra cost from Nov 21 - April 1st.br- Fully-Equipped Spacious Kitchen!br- Outdoor Dining and Seating Areasbr- Screened-In Porchbr- Outdoor Fire Pitbr- and More!brbrWelcome to your Florida getaway — a stylish 3-bedroom, 2-bath home designed for easy indoor-outdoor living. Bright, open living spaces flow into a full-equipped kitchen and dining space. Step outside to your own resort-style backyard featuring a sparkling pool, an outdoor dining area perfect for weekend cookouts, and a breezy screened-in porch ideal for morning coffee or evening drinks without the bugs. Surrounded by tropical landscaping and made for relaxed entertaining, this home delivers the ultimate Florida lifestyle in one effortless package!brbrWe know, contracts aren't the most exciting part of your getaway, but to keep our home safe, we'll need you to sign a quick rental agreement upon booking (this will be sent to you, after you book) — then it's all fun from there! You can see what the contract looks like in the House Rules section. Note, check in details will not be sent until that contract has been signed.brbrTHE INTERIOR SPACEbrWi-FibrLaundry Room w/ Washer + DryerbrSitting Areas w/ Plush FurniturebrTwo Level HomebrOur home is stocked with clean and sustainable products and toiletries to give you and your loved ones a toxin-free stay!brbrKITCHEN + DINING AREAbrFully-Equipped Kitchen w/ Cooking + Baking Essentials (No Food)brBeautiful 6-Person Dining TablebrStove + OvenbrFridge + FreezerbrMicrowavebrDishwasherbrKeurig Coffee Maker + MugsbrKitchen Knife Block SetbrDishesbrSilverwarebrGlassesbrbrLIVING ROOMbrComfy CouchesbrCoffee Table + ChairsbrSmart TVbrThrow Pillows + BlanketsbrbrTHE SLEEPING ARRANGEMENTS | 3 BedroomsbrBedroom 1: Queen Bed, floor onebrBedroom 2: Queen Bed, floor twobrBedroom 3: Queen Bed, floor twobrbrBATHROOMS | 2brBathroom 1: Full Bath: Shower/tub combo, located on floor onebrBathroom 2: Full Bath: Walk-in shower, located on floor twobrbrTHE OUTDOOR SPACEbrPrivate Heated Pool - heated at NO extra cost from Nov 21 - April 1st.brOutdoor Dining area w/ comfortable seatingbrStunning landscape lightingbrScreen-in Porch with comfortable seatingbrbrDon't miss out on the opportunity to experience a memorable getaway at Pelican Cove. Book your stay today!brbrNAVIGATING THE AREA brThe Bay Runner is a new, open-air trolley that provides complimentary service seven days a week, until midnight, with multiple stops along the way between Lido Key, St. Armands Circle, and downtown Sarasota!brbrSEE HOW WE ARE GOING GREEN!brWe love the environment, and are doing everything that we can to minimize our carbon footprint. Sarasota has been voted one of the cleanest and greenest cities in the US! Here are a few ways that we are loving on the beautiful Florida environment, and welcoming you to join us!brThis stay is central to beaches, restaurants, and shops! We encourage you to use our loved public transportation system to make traveling easy, and eco-friendly!brWe use high-quality, sustainable mattresses and linensbrWe offer a drip coffee maker so that you can reduce your single-use pod disposable, while opting for a pot of coffee to eliminate waste!brWe offer reusable grocery bags to make shopping at your local farmers market both chic and sustainable!brAll of our toiletries are eco-friendly, clean products that come with reusable dispenser bags to eliminate waste.brWe use LED lighting throughout the home to minimize electricity usage. Thanks to the natural Florida sunshine, you can soak in the sun that floods this home through all of the large windows, without using excessive home lightning during the day!brOur home is in a great location for Instacart! Make grocery shopping for the family easy while saving on gas!brbrHere are a few of our favorite local attractions:brbrLOCAL ATTRACTIONSbr1. Pompana Park for Pickleball Courts!br2. Legacy Trailbr3. Siesta Key Beachbr4. Lido Key Beachbr5. Downtown Sarasotabr6. St Armands Circlebr7. AquariumbrbrGOLFbr1. The Meadowsbr2. University Park Country Clubbr3. Tatum Ridgebr4. The Founders Club (Private Club)br5. Longboat Key (Private Club)br6. The Ritz (Private Club)br7. IMG Academy Golf Clubbr8. Esplanade Golfbr9. WaterleafbrbrRESTAURANTSbr1. The Shore: Trendy waterfront restaurant with amazing seafood!br2. Connors: High-end restaurant without the high price tag!br3. Grillsmith: If you go here, you MUST get the plank grilled salmon!br4. Dry Dock: Waterfront Seafoodbr5. The Fish Camp: Wonderful seafood, but often very busy!br6. Baker + Wife: You will just love this fantastic restaurant.br7. Riverhouse Reef + Grill: Further away in Bradenton, but fantastic!br8. Der Dutchman: Fantastic home-cooked meals just down the road from you!br9. Summer Tap Juice Bar: The BEST A ai bowl in town!brbrCOFFEEbr1. Breaking Wave Coffeebr2. Perq: Do not expect syrups, just great coffee :)br3. Project Coffee (2 Locations)br4. Out About Coffee (O A)br5. Postal 98 Cafe: Just 3 minutes away!brbrGROCERYbr1. Detwilers Farm Markets: The best place to buy organic fruits and vegetables!br2. Publixbr3. Trader Joesbr4. Whole Foodsbr5. Fresh Marketbr6. Walmart GrocerybrbrADDITIONAL AMENITIES:brLinens for each BedbrTowels and WashclothsbrRoll of Paper TowelsbrBottle of Dish SoapbrTrash BagsbrCoffeebrLaundry Detergentbr2 Rolls of toilet paper, per bathroombrBath essentials - Body soap, shampoo conditionerbr*Please be prepared to bring any additional supplies that you will need during your stay.brbrPlease Note:brbr1. Upon booking, each guest will receive a guest rental agreement. This must be signed before the Guide Book (which includes access instructions for the property) is sent.brbr2. PET FRIENDLY: We love your furry friends! A fee of $150 per dog must be paid BEFORE the guest arrival date. There is a max of 2 dogs on the property and a max weight of 50 lbs. per dog. Sorry, but no cats or exotic animals are allowed in the home. If evidence of an unapproved (or unpaid for) pet is located on the property, there will be a $400 non-refundable fine. Please clean up after your pet in the yard (bring your own doggy waste bags) and in the home. Additionally, any pet brought to the property must not be left unattended in the home. If they are left at the property alone, they will need to be kept in a pet crate.brbr3. No Smoking: If any signs of smoking are documented, the renter agrees to pay a $200.00 / per day.brbr4. Quiet hours for the property are between 10:00 PM and 8:00 AM. Please keep the noise levels down over this time.brbr5. There are NO LONG CHECK-OUT INSTRUCTIONS! We want for you to be able to fully enjoy every minute of your stay at Pelican Cove!brbr6. This home is equipped with a security camera outside for the protection of home and safety of our guests. It is recording 24/7, 365 days a year. There are no cameras on the interior of the home.brbr7. We offer complimentary 24/7 communication to ensure that your stay exceeds your expectations! Please feel free to reach out to us day or night, and we will provide you with a swift response.brbr8. Pool Heat: This property is equipped with pool heat. Heat is turned on from November 21st through April 1st and is included with your stay at no extra costs. The FL sunshine does an incredible job at warming the pool for stays outside of these dates. Any request for pool heat outside of these dates will be considered individually and will incur an extra fee. Swim at your own risk.brbrCity of Sarasota Vacation Rental License #VR24-00274.
Bed 3

Bed

Bath 2

Bath

Sleep 6

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Very Good(1)

$334.18

/ Nightly
Condo

Sea Grape Cottage - 1123 “Siesta Key”

Sarasota, Florida, United States

KEEP READING BELOW. THIS IS NOT JUST A BASIC DESCRIPTION OF THE HOME. THERE IS VERY USEFUL INFORMATION THAT YOU WON’T WANT TO MISS!!brbrNOTE: This property is under new ownership and going through aesthetic changes inside and out. New paint, fixtures, and high end furniture. Check out the last 12 photos to see a few of those changes! brbrPremier local manager, Destination Paradise welcomes you “Sea Grape Cottage”… a beautifully renovated, nautical themed, 2 bedroom 2 bath vacation condo. Enjoy your morning coffee or vacation drink by the shared heated wading pool(3 1/2 feet deep). “Sea Grape Cottage” is JUST a 4 minute walk to the #1 beach in the USA. Equipped with spacious bedrooms: The first bedroom has a king size bed with ensuite bathroom and the second bedroom has 2 twin beds with ensuite bathroom. A queen size sleeper sofa is in the living room. Brand new mattresses.brbrThis listing is for 1 of 2 condos, adjoined by a shared breezeway and pool. The listing for the other condo is “Cabbage Palm Cottage”. The listing for “Royal Palm Retreat” combines these condos for a total of 4 bedrooms and 4 baths.brbrNew wall mounted TVs throughout. Fully stocked kitchen. Brand new private heated wading pool (3 1/2 feet deep) with sun shelf and seating bench. “Sea Grape Cottage” accommodates up to 6 people. Beach chairs, beach towels, beach cart are provided at this property. Private parking for 2 cars.brbrThe lush tropical landscaping is illuminated at night creating a special experience and private porches and outdoor seating are provided for lounging and al fresco dining. Private washer and dryer on site. There is also a propane grill.brbrwww.vacationDP .(c o m)brbr“Sea Grape Cottage” can accommodate up to 6 guests with a bedding configuration as follows:br• Bedroom # 1, King Bed (1) - Sleeps: 2br• Bedroom # 2, Twin Beds (2) - Sleeps: 2br• Living Room, 1st Floor: Queen Sofa Bed (1) - Sleeps: 2brbrbr***PLEASE NOTE***brbrCOFFEE MAKER: Combo Coffee maker (both drip and K-cups)brbrPOOL HEATER POLICY: Pool heat temp is set at 83º and runs each day from 7 AM until 7 PM from October 15-April 15. Outside of these dates, the Florida weather should naturally heat the pool. Pool temps are not guaranteed. This pool is heated by a heat pump and is only capable of heating to around 20-25 degrees warmer than the ambient temperature. (If the high for the day is 55, the pool may only be able to reach 75).brbrPET POLICY: This home has a $15/pet/day fee. Aggressive breeds (ie. pitbulls, etc) may not be allowed and will need to be approved by management prior to your stay. If you bring your pet without claiming them on the reservation or by trying to avoid paying the pet fee, a minimum fine of $500/pet will be collected. By making this reservation, you agree to this policy. DOGS ONLY. CATS ARE NOT ALLOWED.brbrA SIGNED DESTINATION PARADISE RENTAL AGREEMENT AND ID WILL BE REQUIRED FOR ALL RESERVATIONS.brbr******CCTV cameras on site - one overlooking the parking lot and one overlooking the pool gate.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

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Exceptional(6)

$329.96

/ Nightly
Condo

Cabbage Palm Cottage - 1125 “Siesta Key”

Sarasota, Florida, United States

KEEP READING BELOW. THIS IS NOT JUST A BASIC DESCRIPTION OF THE HOME. THERE IS VERY USEFUL INFORMATION THAT YOU WON’T WANT TO MISS!!brbrNOTE: This property is under new ownership and going through aesthetic changes inside and out. New paint, fixtures, and high end furniture. Check out the last 12 photos to see a few of those changes! brbrPremier local manager, Destination Paradise welcomes you to “Cabbage Palm Cottage”… a beautifully renovated, nautical themed, 2 bedroom 2 bath vacation condo. Enjoy your morning coffee or vacation drink by the shared heated wading pool(3 1/2 feet deep). “Cabbage Palm Cottage” is JUST a 4 minute walk to the #1 beach in the USA. Equipped with spacious bedrooms: The first bedroom has a king size bed with ensuite bathroom and the second bedroom has 2 twin beds with ensuite bathroom. A queen size sleeper sofa is in the living room. Brand new mattresses.brbrThis listing is for 1 of 2 condos, adjoined by a shared breezeway and pool. The listing for the other condo is “Sea Grape Cottage”. The listing for “Royal Palm Retreat” combines these condos for a total of 4 bedrooms and 4 baths.brbrNew wall mounted TVs throughout. Fully stocked kitchen. Brand new private heated wading pool (3 1/2 feet deep) with sun shelf and seating bench. “Cabbage Palm Cottage” accommodates up to 6 people. Beach chairs, beach towels, beach cart are provided at this property. Private parking for 2 cars.brbrThe lush tropical landscaping is illuminated at night creating a special experience and private porches and outdoor seating are provided for lounging and al fresco dining. Private washer and dryer on site. There is also a propane grill.brbrwww.vacationDP .(c o m)brbr“Cabbage Palm Cottage” can accommodate up to 6 guests with a bedding configuration as follows:br• Bedroom # 1, King Bed (1) - Sleeps: 2br• Bedroom # 2, Twin Beds (2) - Sleeps: 2br• Living Room, 1st Floor: Queen Sofa Bed (1) - Sleeps: 2brbrbr***PLEASE NOTE***brbrCOFFEE MAKER: Combo Coffee maker (both drip and K-cups)brbrPOOL HEATER POLICY: Pool heat temp is set at 83º and runs each day from 7 AM until 7 PM from October 15-April 15. Outside of these dates, the Florida weather should naturally heat the pool. Pool temps are not guaranteed. This pool is heated by a heat pump and is only capable of heating to around 20-25 degrees warmer than the ambient temperature. (If the high for the day is 55, the pool may only be able to reach 75).brbrPET POLICY: This home has a $15/pet/day fee. Aggressive breeds (ie. pitbulls, etc) may not be allowed and will need to be approved by management prior to your stay. If you bring your pet without claiming them on the reservation or by trying to avoid paying the pet fee, a minimum fine of $500/pet will be collected. By making this reservation, you agree to this policy. DOGS ONLY. CATS ARE NOT ALLOWED.brbrA SIGNED DESTINATION PARADISE RENTAL AGREEMENT AND ID WILL BE REQUIRED FOR ALL RESERVATIONS.brbr******CCTV cameras on site - one overlooking the parking lot and one overlooking the pool gate.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

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Exceptional(8)

$359.08

/ Nightly
Private Vacation Home

Walk to Beach, Hot Tub, Entertainment, Great Spot!

Sarasota, Florida, United States

Incredible location next to the South Siesta Bridge! Short walk over the bridge and you're at the Beach, Restaurants, Bars, Shopping, Bike Rentals, Ice Cream, etc. Strong WIFI, Flat Screen Smart TVs, Washer/Dryer, Nice open floor plan with fully-equipped kitchen, Several dining tables, Garage and Hot Tub out back! Cozy and private. Quiet, safe area with little to no traffic. Publix and Gulf Gate area shops just on other side of 41. You will absolutely love the convenience here!brbrStarter Supplies ProvidedbrbrTo help you get settled, we provide a limited supply of essential starter items upon arrival. These are intended to get you through the first few days and may not last for the duration of your stay,.brbrKitchen & LaundrybrPaper towelsbrDishwashing liquidbrAll-purpose cleaning spraybrDishwasher tablets (if a dishwasher is available)brTrash bags (a few provided in each trash can)brLaundry detergent for one load (if the property has a washer)brbrBathroomsbrToilet paperbrSmall bottle of shampoo & ConditionerbrBar soap at each sinkbrbrGuests are responsible for purchasing any additional supplies needed during their stay.brbrThe spacebrYour ultimate vacation rental in a home that really has it all.brbrThis roomy 4-bedroom, 2 bathroom home features all the amenities you can think of for your beach vacation and offers an unbeatable location. This home is ideal for families and small groups.brbrThis home can accommodate up to 8-10 guests with a bedding configuration as follows:brbr• Bedroom # 1: King Bed (1)br• Bedroom # 2: Bunk Bed (1 - Double, 1 Twin)br• Bedroom # 3: Queen Bed (2)br• Bedroom #4: Queen Bed (1)brbrExclusive Amenities Include:brbr• Outdoor Covered Lanaibr• Washer/Dryerbr• Several Dining Tablesbr• Secure garage Parkingbr• Gourmet Kitchenbr• Hi-Speed WIFIbr• Hot TubbrbrApprox. drive times to airport and major attraction cities:br5 to 15 min - beaches, theater, restaurants, shopping, and morebr20 min - SRQ Airportbr30 min - Outlet mallbr50 min - St Petebr60 min - TPA Airport/Port of Tampabr2hr - Disney WorldbrbrGuest accessbrGuests access via coded lockbox. Code and welcome book detailing all needed information about the property and surrounding area will be provided prior to check-in and within the unit.brOther things to notebr- Phenomenal Sarasota location - only minutes from downtown, Siesta Key and other local favoritesbr- Quiet Time Hours from 10pm to 6am: We request guests not be notably loud or rowdy during this time frame.br-This home has an attached mother-in-law unit that is rented separately.brOccasional activity may be heard when this unit is occupied.br-It is possible for guests on this unit to hear footsteps coming from the unit above if it is occupied.br-This property has a minimum primary renter age requirement of 25.br- Upon booking, a signed rental agreement and government issued photo identification are required prior to receiving an electronic access code to the property.br-Pet allowed with Pet fee of $150 per pet - (1) Pet MaxbrTrash pick-up day is every Wednesday morning of each week, unless interrupted by a Holiday (next day)br- NO Live TV!!! just apps to login your accountbr-Stays in excess of three weeks shall incur an additional cleaning fee.
Bed 4

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$249.14

/ Nightly
Private Vacation Home

Gulf Gate Getaway-2BR/2BA w/ Htd Pool Pet Friendly

Sarasota, Florida, United States

Summary:brbrWelcome to your Gulf Gate retreat! This 2-bedroom, 2-bath home features a private heated pool and the perfect Sarasota location for beach days, shopping, and dining out.brbrbrbrThe Space:brbr Beach Access: Just a 10-minute drive to world-famous Siesta Key Beach with its soft white quartz sand and turquoise waters. Turtle Beach and Crescent Beach are also close by for quieter Gulf escapes.brbrbrbr Dining & Entertainment: Located in the heart of Gulf Gate, you’ll be steps from an incredible variety of restaurants, coffee shops, pubs, and local favorites. Whether you’re craving fresh seafood, international eats, or live music, Gulf Gate Village has it all.brbrbrbr Shopping & Convenience: Boutique shops, grocery stores, and everyday essentials are all nearby — everything you need is right around the corner.brbrbrbrHome Features:brbr- Pet Friendlybrbr- 2 spacious bedrooms brbr- 2 full bathroomsbrbr- Private heated pool with lounge seatingbrbr- Fully equipped kitchen with modern appliancesbrbr- Comfortable living + dining areasbrbr- Smart TV & Wi-Fibrbr- Washer & dryerbrbr- Driveway parkingbrbrbrbrOther Things to Note:brbrWhy Guests Love It:brbrAfter a day of exploring Siesta Key or downtown Sarasota, come home to your own private pool, enjoy a sunset swim, and walk to Gulf Gate Village for dinner and drinks. The location couldn’t be better for a mix of beach relaxation and vibrant local culture.
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Exceptional(1)

$247.34

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Private Vacation Home

Gulf Gate Dream 2bd 2ba Htd Pool Beaches Shopping

Sarasota, Florida, United States

Summary:brWelcome to your Gulf Gate dream! This 2-bedroom, 2-bath home features a private heated pool and the perfect Sarasota location for beach days, shopping, and dining out.brbrThe Space:br Beach Access: Just a 10-minute drive to world-famous Siesta Key Beach with its soft white quartz sand and turquoise waters. Turtle Beach and Crescent Beach are also close by for quieter Gulf escapes.brbr Dining & Entertainment: Located in the heart of Gulf Gate, you’ll be steps from an incredible variety of restaurants, coffee shops, pubs, and local favorites. Whether you’re craving fresh seafood, international eats, or live music, Gulf Gate Village has it all.brbr Shopping & Convenience: Boutique shops, grocery stores, and everyday essentials are all nearby — everything you need is right around the corner.brbrHome Features:br- 2 spacious bedroomsbr- 2 full bathroomsbr- Private heated pool with lounge seatingbr- Fully equipped kitchen with modern appliancesbr- Comfortable living + dining areasbr- Smart TV & Wi-Fibr- Washer & dryerbr- Driveway parkingbrGuest accessbrNot definedbrThe neighborhoodbrNot definedbrGetting aroundbrNot definedbrOther things to notebrWhy Guests Love It:brAfter a day of exploring Siesta Key or downtown Sarasota, come home to your own private pool, enjoy a sunset swim, and walk to Gulf Gate Village for dinner and drinks. The location couldn’t be better for a mix of beach relaxation and vibrant local culture.
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$740.78

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Condo

Spacious 3-bedroom condo in peaceful Sarasota with direct bay view, furnished

Sarasota, Florida, United States

Experience panoramic Sarasota Bay and skyline views from this one-of-a-kind fifth-floor, double residence at Alinari, located in the heart of the vibrant Rosemary District. Thoughtfully combined and completely re-imagined during a major 2014 renovation, this expansive three-bedroom layout offers nearly 3,000 square feet of refined living space with multiple terraces capturing sunrise, sunset, and twinkling city lights. A private foyer opens to a light-filled interior featuring gorgeous hardwood flooring, modern architectural detailing, and oversized impact-rated windows and sliders that frame sweeping vistas from almost every room. The open living and dining areas flow effortlessly into a second family/dining room, creating an ideal environment for entertaining or quiet relaxation. At the center of the design is a modern chef’s kitchen appointed with premium Miele appliances—including a built-in coffee system—Thermador cooktop, multiple built-in ovens and microwaves, sleek cabinetry, and a curved Carrara marble island with breakfast bar seating. The kitchen’s placement ensures connectivity to both gathering areas and the expansive views beyond. The secluded primary suite offers sunny exposures, a large walk-in closet, and a spa-inspired bath with stone counters, custom built-ins, and its own dedicated laundry. Two additional guest suites are thoughtfully positioned for privacy, each featuring en-suite baths, separate laundry facilities, and an adjacent den that can serve as an office, fitness room, or media space. Additional highlights include multiple terrace spaces, three coveted under-building parking spaces, plus two climate-controlled storage units. Residents of Alinari enjoy a long list of amenities, including on-site management, a stylish club room, tearoom, business center, conference rooms, library, wine room with optional owner wine lockers, theater, and a comprehensive fitness center with sauna, aerobics room, and men’s/women’s locker rooms. Outdoor amenities include a grilling area, resort-style swimming pool with sundeck and cabanas, and a heated spa. Guest suites are available to owners on a first-come basis for visiting friends and family. Set within Sarasota’s coveted Rosemary District, Alinari places you moments from the Van Wezel Performing Arts Hall, The Bay Park, downtown restaurants, boutique shopping, the Farmers Market, the emerging waterfront redevelopment, and the cultural energy that defines Sarasota. Lido Beach, St. Armands Circle, and Marina Jack are just a short drive away, offering world-class recreation and dining. This exceptional residence combines scale, location, and unobstructed views—an extraordinary downtown offering with the space and livability of a single-family home in one of Sarasota’s most dynamic neighborhoods. 3 MONTH MINIMUM STAY, THANK YOU!
Bed 3

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$312.3

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Condo

Siesta Key Beach Condo | 1 BR, 1 Bath, Sleeps 4

Sarasota, Florida, United States

This beautiful condo in Sarasota is a cozy coastal retreat designed for guests looking to relax, unwind, and enjoy the best of Siesta Key. The one-bedroom, one-bath space is thoughtfully appointed for a comfortable stay, featuring a king bed in the bedroom, a sleeper sofa in the living area, and a fold-away twin bed for added flexibility. brbrThe unit can accommodate up to 5 guests, with 4 staying most comfortably. The bathroom includes a walk-in shower (no bathtub), along with essentials like a hair dryer. The condo also offers a fully equipped kitchen with a coffee maker, spacious living and dining areas, air conditioning, WiFi, linens, and everything you need for an easy, comfortable stay. Located on the Gulf side of Midnight Pass Road, there are no roads to cross to reach the beach. brbrYou are just steps away from the powdery white quartz sand of Siesta Key Beach, consistently ranked among the best beaches in the United States. Set within the sought-after Casa Mar community, this resort-style property offers gated access for added peace of mind, a reserved covered parking space just outside the unit, and access to a wide range of amenities. brbrEnjoy two heated pools, private beach access with chairs, tennis and pickleball courts, shuffleboard, grilling areas, and beautifully maintained tropical grounds. Guests also have access to convenient on-site laundry facilities, as well as two beach cruiser bikes to use during their stay, making it easy to explore the island or take a ride along the coast. brbrWhether you are spending your days soaking up the sun, cruising the island, or simply relaxing in a quiet coastal setting, this condo provides everything you need for a memorable beach getaway.
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Exceptional(2)

$173.97

/ Nightly
Condo

Waterfront Condo with Pool, Spa, and Fitness Center near Downtown Sarasota

Sarasota, Florida, United States

The Strand | Waterfront Balcony + Saltwater Pool Accessbrbr Why You'll Love This HomebrWake up to panoramic water views, sip your coffee on a wraparound balcony, and stroll to Sarasota's vibrant arts scene. Nestled in a luxury waterfront complex, this stylish corner-unit condo offers upscale comforts, natural light, and instant access to the city's most iconic coastal experiences.brbr ‍ ‍ Perfect ForbrIdeal for couples, small families, or remote workers seeking a peaceful, design-forward home base near beaches, parks, and downtown Sarasota culture.brbr ️ Imagine ThisbrStart your morning with a yoga session or paddle on the bay from the dock. After a stroll through The Bay Park or a show at Van Wezel, return to a bright, open living space with plush seating, sleek finishes, and coastal elegance. Prep dinner in your modern kitchen, then enjoy alfresco dining on your wraparound balcony. End your night with a soak in the saltwater spa or a cozy movie in bed before drifting off to the sound of the bay breeze.brbr Where You'll Sleepbr• Bedroom 1: King Bed, En Suite Bath, TVbr• Flex Space: Two Twin XL Beds, Hall Bath, TVbr• Living Room: Queen Sleeper Sofabrbr Explore the Areabr• 0.4 miles to The Bay Parkbr• 0.5 miles to Van Wezel Performing Arts Hallbr• 1.2 miles to Downtown Sarasotabr• 2.5 miles to St. Armands Circlebr• 2.9 miles to Lido Beachbr• Walk or bike to coffee shops, live music, and waterfront parks. Explore the Ringling Museum, the boutiques of the Rosemary District, or take in sunset views over Sarasota Bay—all within minutes.brbr⌛ Don't Wait - This home books fast. Your reservation includes peace of mind with a professional 6-hour deep clean and 35-point inspection.brbrNeed to Know: HOA application required ($150) with 7-night minimum. Please note: elevator access may be restricted during storms—contact us for alternatives if stairs present a challenge.
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$822.61

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Private Vacation Home

Harbour Retreat - Luxury Waterfront Pool Home close Siesta Key by The Bay & Key Collection

Sarasota, Florida, United States

Your Sarasota Escape Awaits - stay Harbour Retreat and enjoy modern comfort just minutes from Siesta Key’s world-famous beach. With a private heated pool, stylish living spaces, and the perfect location to explore Sarasota, this home is designed for relaxation and fun!brbrKey Features:br4 Spacious Bedrooms – Perfect for families or groupsbrPrivate Heated Pool – Ideal for year-round relaxationbrJust minutes from Siesta Key Beach – Enjoy world-famous white sand and crystal-clear watersbrFully stocked with beach equipment – Chairs, umbrellas, towels, and more for your beach daybrFully equipped kitchen – Cook your favorite meals with easebrPrime Sarasota location – Close to shopping, dining, and local attractionsbrComfortable and modern amenities – Everything you need for a stress-free staybrOutdoor space for entertaining – Perfect for enjoying the Florida sunshinebrbrThings to Note:br- The pool can be heated for an additional charge. Please inquire separately about pool heating. We will be happy to help.br- The garage is not available to guests, but there is ample parking in front of the home. br- The boat in the backyard is not included in the rental and cannot be used.br- Fire pits within pictures are for illustrative purposes only and are not operable due to guest safety and home insurance.brbrLocated in beautiful Sarasota, Florida, this home is placed right in the center of everything that makes the Gulf Coast so special. Just a short drive away, you’ll find the award-winning Siesta Key Beach, known for its soft white quartz sand and stunning sunsets. Explore Sarasota’s lively downtown with its array of restaurants, shops, and cultural attractions, or spend the day discovering hidden gems along the waterfront and nearby barrier islands.brbrFor outdoor lovers, the area offers endless opportunities — from boating, fishing, and kayaking to scenic nature trails and golf courses. Families will love the nearby parks, Mote Marine Aquarium, and local farmers markets, while those seeking a slower pace can unwind at one of the many beachside cafés.brbrWhether you’re here to soak up the sun, enjoy Sarasota’s vibrant arts and dining scene, or simply relax by the pool, this location offers the perfect balance of convenience, coastal charm, and unforgettable experiences.brbrNearby AttractionsbrSiesta Key Beach – 10 minutes: Famous for its soft white quartz sand and crystal-clear watersbrDowntown Sarasota – 15 minutes: Dining, shopping, art galleries, and nightlifebrSt. Armands Circle – 20 minutes: Upscale boutiques, restaurants, and island charmbrLido Beach – 20 minutes: Relaxed beach vibe and family-friendly atmospherebrMote Marine Laboratory & Aquarium – 20 minutes: Great for families and marine life loversbrMarie Selby Botanical Gardens – 15 minutes: Stunning gardens with a bayfront viewbrUniversity Town Center (UTC Mall) – 20 minutes: Shopping, dining, and entertainmentbrLegacy Trail – 10 minutes: Scenic biking, jogging, and walking pathbrSarasota-Bradenton International Airport (SRQ) – 25 minutes: Easy travel accessbrbrDirections: brIf you’re arriving via I-75, take Exit 205 (Clark Road) and head west toward Sarasota’s beaches. Continue straight for about 6 miles until you reach Swift Road, then turn right and follow it north. After about a mile, turn left onto Holiday Drive and you’ll find the home on your right-hand side. The route is simple, well-marked, and will bring you right into the heart of Sarasota living.brbrParking:brParking is available on site for a maximum of 2 cars in the driveway. Parking is available on the street. The garage is not available to guests.brbrThe House:brThis upscale sanctuary is designed for relaxation, entertainment, and convenience. From the spa-like outdoor living area to the sleek and spacious interiors, each floor serves a distinct purpose—social gathering, culinary delight, and serene private retreat. Perfect for families or groups seeking both luxury and thoughtful amenities in a prime Sarasota location.brbrWhat you'll find:brA luxurious three-story, smart-home gem spans 3,502 sq ft and offers a perfectly balanced blend of elegance, comfort, and modern convenience. Built in 2014, this turnkey furnished dwelling exudes sophistication at every turn—all block construction ensures durability and prestige. brbrGround Level / Pool AccessbrEnter through gracious double doors into your private resort-style outdoor space. The centerpiece is a heated infinity pool and spa, surrounded by a sunken living room with a built-in firepit and a Western Red Cedar pergola and waterfall—an award-winning design featured among the “World’s Most Amazing Pools.” brbrSecond Floor — Main Living HubbrRise via a commercial-grade elevator to the heart of the home. Here you’ll find an inviting open-plan layout with a cozy study/den, formal dining room, and a large great room featuring a wet bar. The adjacent gourmet kitchen is a chef’s dream—with solid wood cabinetry, granite counters, breakfast island, and wine refrigerator. The living area flows out onto a spacious deck equipped with an outdoor kitchen/BBQ and partial bay views. brbrTop Floor — Private Retreat ZonebrThe top level houses three bedrooms. The primary suite is a luxurious hideaway featuring a coffee bar, large en-suite bath, walk-in closet, and private veranda showcasing breathtaking sunset views over Sarasota Bay. Two additional guest bedrooms share a Jack-and-Jill bathroom. A convenient laundry room rounds out this floor. brbrFinishes & Features ThroughoutbrArchitectural elegance shines with designer ceilings (tray, coffered, cathedral), crown moldings, and reclaimed wood and stone accents underfoot. Flooring transitions between rich distressed European oak and high-quality tile. The home is fortified with impact-resistant windows and sliders, spray-foam attic insulation, underground drainage, and a top-tier smart-home and security system. brbrPrior to your stay, we require you to complete a pre-arrival form and sign & agree to our rental conditions.brAccidental Damage Insurance: Accidental Damage Insurance is included within all guest stays at The Bay and Key Collection. On this property, for stays greater than 29 nights, an additional $90 will be due as the current rates are for 29 nights or less. For additional blocks of 30 nights past 59 nights you, will be charged $71.brGuests must cancel at least 60 days before check-in to receive a full refund for all nights, minus a 10% processing fee.brGuests must cancel at least 30 days before check-in to receive a 50% refund for all nights.brIf a guest cancels less than 30 days before check-in, you'll be charged 100% for all nights.brWe strongly recommend that you purchase your own travel insurance for your protection.
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Bath 3

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