Home Vacation Home Rentals By Owner In Sarasota, FL

Showing 780 Of 1667 Vacation Rentals
Slider Thumb
Exceptional(55)

$329.35

/ Nightly
Private Vacation Home

2 BR Siesta Key Villa with Pool Access

Sarasota, Florida, United States

The PropertybrbrSiesta Villa Coralline is a stand-alone single story villa located in the beautiful community of Polynesian Gardens on Siesta Key. Villa Coralline has been designed & decorated as an upscale beach cottage featuring two bedrooms, one with a King bed and the second with two twins. The villa's tropical beach theme is displayed throughout the home offering a true connection between the Siesta Key atmosphere and the comforts of home. Enjoy the private outdoor space provided in the backyard as well as the large heated community pool for Polynesian Garden residents and guests.brbrAmenitiesbrbr Large Heated Community Poolbr Private Backyardbr Smart TVbr Bedroom Tv'sbr King Bedbr Washer & Dryerbr Fully Stocked Kitchenbr Charcoal/Smoker Outdoor Grillbr Beach Supplies: Chairs, Umbrellas, Coolers, Carts & Toysbr Extra Beddingbr Extra TowelsbrbrLocationbrbrPolynesian Gardens is a quiet community which features shady streets, a large well-kept pool, clubhouse, and private dock. Siesta Villa Coralline is steps away from the Private Polynesian Gardens Dock, allowing easy access for you to spend the day fishing or watching the sunset. brbrVilla Carolline is a short walk to the beach, and all supplies needed for the perfect beach day are provided. The Crescent Beach Access is one-half of a mile south, and Siesta Beach is just under a mile north of the Villa Carolline. The white sand beach shoreline connects the beaches from Point of Rocks to the Siesta Beach Pavilion, and then all the way to the Siesta Village. brbrWhat's provided for your stay: Have fun at the beach with chairs, coolers, umbrellas, toys and more, pre-stocked into the villa prior to your arrival. Each residence has their own Property Liaison to ensure any problems or concerns will be resolved in an effective and timely manner. brbr***Reservations During the months of Jan-March must be for the beginning of the month to the end. Reservations that do not meet this time requirement may be canceled.br**Minimum Age 25: All Reservations must be booked by and accompanied by an adult who is 25 years of age or older. Valid photo I.D. may be required at time of booking. brbrCancellation PolicybrBookings canceled at least 30 days before the start of the stay will receive a 93% refund. Bookings canceled at least 14 days before the start of the stay will receive a 43% refund. Bookings canceled within the 14-day window are non-refundable. brbrReservations of 15 nights or more may be canceled at least 90 days before the start of the stay will receive a 93% refund. Cancellations within 45 days of the check-in date and are refundable up to 43%.brbrShould a refund be issued, a credit to the original credit card in the amount of the reservation minus the cost of the cancellation fees will be issued within 5 to 7 business days.brbrbrFAQbrbrQ. How far away is the property from the closest beach access brbrA. Polynesian Gardens is roughly 1/2 mile down the road from the closest beach access #12, located at the intersection of Midnight Pass Rd and Stickney Point Rd.brbrQ. How far away is the Siesta Key Village brbrA. The Siesta Key Village is roughly 2 miles from Polynesian Gardens. The best way to reach the village is either by bike or the free Siesta Key Trolley. brbrQ. Are the beach supplies included at the property brbrA. Yes, we provide beach chairs, umbrellas, coolers, toys, and a pull cart to help bring everything down to the beach.
Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps

Slider Thumb

$1143.57

/ Nightly
Private Vacation Home

Lido Key Home with Pool and Dock

Sarasota, Florida, United States

Welcome to 440 Cleveland Drive, a stunning, fully renovated rental property on Lido Key where luxury meets coastal charm. Completed in 2025, everything inside and outside this home is brand new! Nestled on a canal off the Intracoastal Waterway, this Lido Key 3-bedroom, 3-bathroom retreat offers a perfect blend of modern amenities and serene waterfront living. Whether you're here for relaxation or adventure, 440 Cleveland Drive has it all.brbr--Outdoor SpacebrStep into your private oasis featuring a heated pool and hot tub, perfect for unwinding after a day of exploring. The property boasts a dock that accommodates boats up to 48 feet, making it ideal for boating enthusiasts. Enjoy great fishing opportunities and frequent dolphin sightings right from your backyard. For water and beach activities, take advantage of 4 kayaks, a paddleboard, and a beach wagon stocked with chairs, an umbrella, and boogie boards. Relax on the chaise lounges, dine al fresco at the outdoor dining table, or fire up the Weber grill for a BBQ. Additional outdoor amenities include 4 bikes and a bag toss game for family fun. Jet Skis pictured are NOT part of the rental.brbr--Living RoombrThe spacious living room is designed for comfort and entertainment, featuring a large TV with YouTube TV and streaming app compatibility. The Sonos sound system, with speakers in all main rooms, ensures top-notch audio for your favorite shows or music.brbr--Bedrooms and BathroomsbrThis home offers three beautifully appointed bedrooms:brPrimary and second bedroom, each with king-sized beds.brA third bedroom with two double beds.brEvery bedroom features its own TV with You-Tube TV and streaming options, ensuring everyone has their own space to unwind. The spa-like master bathroom includes a luxurious bubbler tub, offering a tranquil retreat after a long day.brbr--Kitchen and DiningbrThe chef’s kitchen is a culinary dream, equipped with state-of-the-art Bosch appliances, a convection microwave/air fryer, an ice maker, and a full-service coffee maker. A separate filtered water faucet adds convenience. The extendable dining table comfortably seats 8-10 guests, with the extension stored under the double bed.brbr--LaundrybrThe property includes a washer/dryer tower, making laundry a breeze during your stay.brbr--ParkingbrAmple parking is available, ensuring convenience for all guests.brbr--Area AttractionsbrLocated on Lido Key in a prime spot, 440 Cleveland Drive offers easy access to some of the Gulf Coast’s top attractions. Enjoy nearby beaches and activities, including:brbrLido Beach – 7 min walkbrTed Sperling Park Nature Trail – 9 min walkbrSouth Lido Nature Park Kayak Launch – 8 min walkbrSt. Armand's Circle – 14 min walkbrMote Marine Laboratory and Aquarium – 9 min drivebrDowntown Sarasota – 10 min drivebrMarie Selby Botanical Gardens – 10 min drivebrSiesta Key Beach – 24 min drivebrThe John and Mable Ringling Museum of Art – 17 min drivebrSarasota Airport – 20 min drivebrSarasota Jungle Gardens – 15 min drivebrH2O Watersports -20 min drive (Boat Rentals, Jet Ski Rentals, Fishing ChartersbrWhether you’re kayaking, biking, or simply relaxing by the pool, this property is perfectly situated to make the most of your Florida getaway.brbrSorry - No Pets AllowedbrbrVacation rental certificate of registration number: VR22-00019brbrThis Lido Key rental is managed by FGC - Florida Gulf Coast Vacation Rentals.
Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps

Slider Thumb

$521.8

/ Nightly
Private Vacation Home

Luxury 3BR Townhouse w/Elevator & Rooftop | Walk to Downtown

Sarasota, Florida, United States

Welcome to Uptown Oasis, a brand-new, chic, and luxurious three-story townhouse in the heart of Sarasota! Designed for comfort and style, this 3-bedroom, 3.5-bath retreat features modern décor, and premium amenities—perfect for travelers seeking an upscale urban escape.brbrProperty Highlights:brbrPrime Location – Just a short walk to downtown Sarasota’s vibrant shops, restaurants, and nightlife.brbrConvenient Access – Steps away from the trolley stop, providing easy access to Downtown, St. Armand's Circle, Lido Beach, and more.brbrSpacious and Stylish – An open floor plan with high-end finishes and contemporary décor throughout.brbrInterior FeaturesbrbrFirst Floor:brGrand entrance leading to a guest bedroom with a queen bed and ensuite bathroom—your private, quiet retreat for visitors.brbrSecond Floor – Open Living Space:brGourmet kitchen with state-of-the-art appliances, sleek cabinetry, and an oversized island.brbrExpansive dining and living area featuring a SMART TV and access to the balcony.brbrOutdoor high-top dining set and grill on the balcony for alfresco meals.brbrDedicated office space with a queen Murphy bed, desk, and chair for added convenience.brbrConvenient powder room for guests.brbrFull-size stacked washer and dryer.brbrThird Floor – Ultimate Comfort:brbrPrimary bedroom with a king bed, ensuite bathroom, and walk-in closet.brbrPrivate balcony with sun loungers, a couch, and chairs—your personal outdoor retreat.brbrGuest bedroom with a queen bed, with a bathroom conveniently located across the hall.brbrEntertainment and Tech:brSMART TVs in the living room and all three bedrooms.brHigh-speed WiFi throughout the home.brbrExplore Sarasota:brSteps from the Legacy Trail—ideal for biking, running, and walking.brQuick access to Sarasota’s best beaches, restaurants, shopping and boutiques.brTrolley access for easy trips to Sarasota’s top attractions.brbrWhether you're here for a workcation, a weekend getaway, or an extended stay, Uptown Oasis offers the perfect blend of luxury, convenience, and modern charm!brbrAREA: 12 miles from IMG Academy, 1 minute from Downtown Sarasota, 2 minutes from Payne Park, 1 mile from Bayfront Park, 1 mile from Marie Selby Botanical Gardens, 1 mile from the Ritz-Carlton and Westin Hotels, 3 miles from Bobby Jones Golf Club, 11 miles to Waterside at Lakewood Ranch brbrAIRPORTS: 5 Miles from Sarasota-Bradenton International Airport (SRQ) , and 63 miles from Tampa International Airport (TPA)brbrBEACHES: Lido Key Beach (4 miles), Siesta Key Beach (7 miles), Turtle Beach (9 miles), Longboat Key Beach (10 miles), Anna Maria Island (20 miles)brbrPET FRIENDLY: This is a pet friendly home! Please include your pet in your booking so we can make the appropriate arrangements for the departure cleaning. A $250 pet fee per dog is required to help remove pet hair and dander from any furnishings and floors for our future guests. Thank you for your understanding, and we look forward to hosting you and your pup!brbrELEVATOR: Elevators are subject to wear and tear as they have complex mechanical parts and could malfunction if not used properly causing temporary interruptions in service. While we address maintenance and repairs promptly, please be aware that you may have to use the stairs during your stay.
Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(13)

$1080.12

/ Nightly
Private Vacation Home

Your Personal Resort-7BR-12 Beds, Pool, Bocce Ball, Boating & so much more!

Sarasota, Florida, United States

About this space brFEATURES OF YOUR PERSONAL RESORT: brOur roomy and elegant three-story holiday home and boating getaway is the ideal spot for you and your loved ones to unwind together. Take advantage of a private bocce ball court, bicycles, boat dock, beach gear, outdoor grill, and a gorgeous pool and spa. Within minutes, you can boat, kayak, or paddleboard to Big Pass or Sarasota Bay to enjoy the open water or a nearby sandbar.brbrThe space brThis charming Key West–style home boasts wraparound porches and ample gathering spaces both indoors and out. With multiple sleeping areas, a pool, spa, bocce ball, ping pong, an elevator, and more, it offers something for everyone to enjoy. brbr• Sleeps 15+ br• Primary Bedroom – En Suite with King Bed br• Primary Level Loft – Twin over Twin Trundle br• Main Level Guest – Twin over Queen Bunk Bed br• Main Level Guest – Queen Bed br• Main Level Guest – Queen Bed br• Additional sleeping options include a bunk bed (double over two twins), a double bed, another room with a double bed, and a queen sleeper sofa. brbrFor safety, we provide four exterior security cameras: one covering the driveway and street, one on the stairway from the pool deck, and two on the balcony deck—covering the walkway, part of the pool area, and the main entry steps with a video doorbell. brbrGuest access brGuests can enjoy full access to the home and all resort amenities. Bring your own boat or rent one to make the most of the boat dock with direct water access.brbrCheck these locations for things to do:brbrSiesta Key Public Beach 3.1 Miles (6 Min)brSelby Botanical Gardens 3.3 Miles (9 Min)brSarasota Farmers Market 4 Miles (12 Min)brBayfront Park 4 Miles (11 Min)brMcCurdy’s Comedy Theater 4 Miles (10 Min)brDowntown Sarasota 4.1 Miles (11 Min)brSt Armands Circle 6.8 Miles (17 Min)brSarasota Jungle Gardens 6.8 Miles (18 Min)brTurtle Beach 6.8 Miles (15 Min)brRingling Museum 7.9 Miles (19 Min)brBig Cat Habitat 9.8 Miles (23 Min)brUTC Mall 12.5 Miles (26 Min)brMote Marine Laboratory 12.5 Miles (26 Min)brMyakka River State Park 17.3 Miles (30 Min)brPunta Gorda Airport 53.4 Miles (57 Min)brHard Rock Casino 63.5 Miles (71 Min)brBusch Gardens 70 Miles (78 Min)
Bed 7

Bed

Bath 4

Bath

Sleep 14

Sleeps

Slider Thumb

$172.64

/ Nightly
Private Vacation Home

Stunning 3-bedroom, 2 Bath home with private preserve views, Sarasota

Sarasota, Florida, United States

brbrStunning Custom 3-Bedroom, 2-Bath Pool Home with Private Preserve ViewsbrbrWelcome to your private Sarasota retreat! This beautifully renovated home features a solar-heated saltwater pool and overlooks a peaceful pond and nature preserve—perfect for enjoying sunsets from the lanai.brbrStep inside to find luxury flooring, a fully equipped kitchen, and a spacious family room with all-new furnishings and smart TVs in every room. Each bedroom offers ample closet space, with bonus sleeping options including a queen-size sofa bed and a Murphy bed for added flexibility.brbrWhether you’re relaxing indoors or entertaining outdoors, this home is designed for comfort and convenience. The lanai features an outdoor TV, propane grill, infrared sauna, retractable privacy screen, and pool awning—making it your ultimate year-round getaway.brbrLocated just 5 miles from Siesta Key Beach, and minutes from The Legacy Trail, Costco, restaurants, and shopping, this home blends resort-style living with everyday practicality.brbrFeatures & Highlights:br    •    3 Bedrooms / 2 Bathroomsbr    •    Solar-Heated Saltwater Poolbr    •    Luxury Furnishings and Appliancesbr    •    Fully Equipped Kitchenbr    •    Smart TVs in Every Roombr    •    Queen Sofa Bed + Murphy Bedbr    •    Outdoor TV, Grill, and Saunabr    •    Retractable Screen & Pool Awningbr    •    Private Preserve and Pond Viewsbr    •    Convenient Access to Beach, Trails & ShoppingbrbrHouse Rules:br    •    No smoking on premisesbr    •    No burning candlesbr    •    No parties or eventsbr    •    No pets
Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps

Slider Thumb

$807.93

/ Nightly
Private Vacation Home

Grand Oak at Seaview | Waterfront + Private Heated Pool

Sarasota, Florida, United States

BNB Breeze Presents: Grand Oak at SeaviewbrDiscover the enchanting Grand Oak at Seaview, a stunning waterfront haven nestled in the heart of Sarasota, Florida. Experience the best of the Florida lifestyle with nearby attractions featuring beautiful beaches, local dining, and vibrant cultural spots just a short drive away. br- Heated Saltwater Pool - heated at NO extra cost from Nov 21 - April 1stbr- Waterfront Viewsbr- Gas Grillbr- Outdoor Dining br- Lux Design and Furnishingsbr- and More!brbrImmerse yourself in breathtaking ocean views from the comfort of the inviting living area, designed with relaxation in mind. This charming three-bedroom, two-bathroom home accommodates up to eight guests, providing an ideal escape for families or friends seeking a tranquil retreat. The spacious bedrooms maintain a cozy yet modern ambiance, ensuring everyone feels right at home.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 SPACE:br- Single 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!brbrKITCHEN + DINING AREAbr- Fully-Equipped Kitchen w/ Cooking + Baking Essentials (No Food)br- Dining Area w/ Table + Chairsbr- Stove + Ovenbr- Fridge + Freezerbr- Microwavebr- Dishwasher (Detergent Provided)br- Toasterbr- Keurig coffee maker (all the fun features to make the perfect cup of coffee)br- Kitchen Knife Block Setbr- Cutting Boardbr- Dishesbr- Silverwarebr- Glassesbr- Wine Glassesbr- Coffee Mugsbrbr1ST LIVING ROOMbr- Spacious Living Roombr- Large Sofa + Relaxing Chairsbr- Coffee Table (Perfect for Game Nights!)br- Throw Pillows + Blanketsbrbr2ND FLOOR LIVING ROOMbr- Large Smart TVbr- Large Sofa + Relaxing ChairsbrbrTHE SLEEPING ARRANGEMENTS | 3 Bedrooms |br- Bedroom 1: King Bedbr- Bedroom 2: King Bed with Twin and trundle br- Bedroom 3: Queen BedbrbrBATHROOMS | 2 Bathroomsbr- Bathroom 1: Full Bath w/ Standing Showerbr- Bathroom 2: Full Bath w/ Tub/Shower CombobrbrGrand Oak at Seaview truly shines with its outdoor amenities, including a heated pool perfect for leisurely swims and a dedicated outdoor dining space where you can savor meals alongside the picturesque waters. Fire up the gas grill and enjoy delightful barbecues with friends and family while lounging in the classic Adirondack chairs, all of which overlook the scenic waterfront.brbrTHE OUTDOOR SPACEbr- Private saltwater pool (Heated seasonally: see below for more info)br- Gas Grillbr- Outdoor Lounge Area & Dining br- Lounge Seating on the pool deckbr- Adirondack chairs overlooking the waterbrbrDon't miss the chance to make unforgettable memories at Grand Oak at Seaview—a blend of luxury, comfort, and adventure awaits! Book your stay today and start planning your perfect getaway.brbrNAVIGATING THE AREAbrThe 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!br- This 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!br- We use high-quality, sustainable mattresses and linensbr- All of our toiletries are eco-friendly, clean products that come with reusable dispenser bags to eliminate waste.br- We 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!br- Our 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. 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. brbr2. No Smoking: If any signs of smoking are documented, the renter agrees to pay a $200.00 / per day.brbr3. Quiet hours for the property are between 10:00 PM and 8:00 AM. Please keep the noise levels down over this time.brbr4. There are NO LONG CHECK-OUT INSTRUCTIONS! We want for you to be able to fully enjoy every minute of your stay at Coastal Lodge!brbr5. 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.brbr6. 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 cost. 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.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(5)

$290.92

/ Nightly
Private Vacation Home

The Palmy Pickle w/ Pickleball Court + Fire Pit!

Sarasota, Florida, United States

BNB Breeze Presents: The Palmy Pickle brNewly renovated space in Sarasota, FL with private pickleball court, fire pit, lanai, and more! Located in the heart of Pinecraft, just 15 minutes away from Siesta Key Beach, This dream stay has something for everyone including:br- Pickle Ball Court (regulation size) br- Fire Pit br- Lanaibr​​​​​​​- Infinity Game Table br- Beach Supplies brbrExperience the ultimate Florida escape at our delightful 3-bedroom, 2-bath rental! Challenge friends on the private, colorful pickleball court, relax around the cozy fire pit, or kick back on bean bags in the lanai. Inside, enjoy endless fun with our infinity game table. Your perfect blend of relaxation and entertainment awaits!brbrTHE INTERIOR SPACE:br- Lightning Fast Wi-Fibr- Single-Level Home br- Beautifully-Decorated Home brbrKITCHEN + DINING AREAbr- Fully-Equipped Kitchen w/ Cooking + Baking Essentials (No Food)br- Dining Room w/ Beautiful 8-Person Dining Table br- Stove + Oven br- Fridge + Freezer br- Microwavebr- Drip Coffee Maker br- Hot Water Kettle br- Kitchen Knife Blockbr- Dishesbr- Silverwarebr- Glasses + Coffee Mugs brbrLIVING ROOMSbr- Living Areabr- 2 Sofasbr- Smart TVbr- Throw Pillows + Blanketsbr- Entertainment center w/board gamesbrbrTHE SLEEPING ARRANGEMENTS | 3 Bedrooms | br- Bedroom 1: King Bed w/ Ensuite Bathroom br- Bedroom 2: King Bed br- Bedroom 3: 3 Twin Beds +Twin Trundle (This is very full when trundle is open) brbrBATHROOMS | 2 Bathrooms | br- Bathroom 1: Full Bath w/ Standing Shower (Located in Bedroom 1)br- Bathroom 2: Full Bath w/ Shower + Tub Combo (Located in the Hallway)brbrStep outside to soak up the sunshine and to enjoy this incredible outdoor oasis! With a private PICKLE BALL COURT, a fire pit, a lanai, a grill, and more - this backyard space will become a highlight for your group! We have a feeling that your only problem while on vacation will be figuring out a way to get the kids inside for bedtime! brbrTHE OUTDOOR OASIS:br- Pickle Ball Court (Regulation Size) br- Beach Supplies br- Fire Pit (firewood not provided) br- Grill br- Outdoor Lanai w/ Lounge Furniture br- Parking Space for up to 3 vehiclesbrbrBeyond the confines of our charming property, Downtown Sarasota extends a warm invitation to explore a world of delights. With multiple sun-kissed beaches just a stone's throw away, a delectable array of restaurants to satisfy your cravings, and a wealth of shopping experiences, this enchanting destination promises endless adventures. Venture westward to embrace the breathtaking coastal vistas that await!brbrNAVIGATING THE AREAbrThe 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:br• This 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!br• We use high-quality, sustainable mattresses and linensbr• We 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! br• All of our toiletries are eco-friendly, clean products that come with reusable dispenser bags to eliminate waste. br• We 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! br• Our home is in a great location for Instacart! Make grocery shopping for the family easy while saving on gas! brbrADDITIONAL AMENITIES:brLinens for each BedbrTowels and WashclothsbrRoll of Paper TowelsbrBottle of Dish SoapbrDishwasher podsbrTrash 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. 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. brbr2. No Smoking: If any signs of smoking are documented, the renter agrees to pay a $200.00 / per day. brbr3. Quiet hours for the property are between 10:00 PM and 8:00 AM. Please keep the noise levels down over this time. brbr4. There are NO LONG CHECK-OUT INSTRUCTIONS! We want for you to be able to fully enjoy every minute of your stay at Sapphire Shores!brbr5. 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! br brNEARBY AIRPORTS:br1. Sarasota Airport (SRQ)br2. Tampa International Airport (TPA)br​​​​​​​3. St Pete/Clearwater Airport (PIE)brbrLOCAL ATTRACTIONSbr1. Pompana Park for Pickleball Courts! br2. Legacy Trail br3. Siesta Key Beach br4. Lido Key Beach br5. Downtown Sarasota br6. St Armands Circle br7. Aquarium brbrGOLFbr1. The Meadows br2. University Park Country Club br3. Tatum Ridge br4. The Founders Club (Private Club)br5. Longboat Key (Private Club)br6. The Ritz (Private Club)br7. IMG Academy Golf Club br8. Esplanade Golf br9. Waterleaf brbrRESTAURANTSbr1. 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! 8. Der Dutchman: Fantastic home-cooked meals just down the road from you!br9. Summer Tap Juice Bar: The BEST Açai bowl in town! brbrCOFFEEbr1. Breaking Wave Coffee br2. 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 Grocery brbrWe are absolutely thrilled to have the opportunity to host you at The Palmy Pickle, your perfect slice of Florida paradise.brbrCity of Sarasota Vacation Rental License #VR24-00230.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(5)

$464.08

/ Nightly
Private Vacation Home

Luxury Sports Vacation Pool House-Downtown Sarasota-Pickleball/Volley/Basketball

Sarasota, Florida, United States

Welcome to the Luxury Sports Vacation Pool House located in Downtown Sarasota, the only vacation rental in Sarasota, that features both a private multi-sport court (pickleball, volleyball, basketball or badminton) and a heated enclosed pool with a spacious covered patio. Additionally, there is a game room equipped with a ping pong table. This luxury, beautifully renovated and fully furnished single-family residence offers 3 bedrooms and 2 bathrooms, accommodating up to 8 guests. Your lovely pets are also welcome here. Situated in the heart of beautiful Sarasota, you are just 1 mile from downtown, easily accessible by walking or biking, allowing you to explore the vibrant city life. Minutes away from Siesta Beach, the number one beach in the USA, as well as the local favorite, Lido Key Beach. The walkable Legacy Trail is perfect for morning walks, runs, or biking. 3 bikes are available for your group to use. Don't forget to visit the nearby Bayfront Marina and Park, St. Armands Circle, and the UTC open mall.brbrThe Luxury Sports Vacation Pool House features an impressive private multi-sport court, perfect for your favorite games, including pickleball, volleyball, basketball, and badminton. It comes with an adjustable multi-sport net system, a basketball hoop, and all necessary paddles and balls. Court measures 56’ x 20’. The expansive enclosed pool area features a heated pool, outdoor seating, a dining space, lounge chairs and a 65” smart TV for your enjoyment. There is no pool fence but there is a pool alarm system installed for your peace of mind. Pool and sports court use must be under adult supervision only and it is under your full responsibility. Moreover, there is a game room with a ping pong table, sofa bed and a 55” smart TV.brbrThe house features a vaulted ceiling in the main living area, a spacious sectional sofa set, kids table, reading cornet, 75” smart TV, creating an open and spacious ambiance ideal for both entertaining and everyday living. The living area overlook the inviting enclosed pool area, allowing you to open the sliders and enjoy an indoor/outdoor living experience on those perfect weather days. The living area seamlessly connects to the modern kitchen, promoting a sense of togetherness. The fully equipped kitchen includes a breakfast bar that opens to a separate dining area. A spacious master bedroom with a comfy king bed, overlook the beautifully landscaped backyard and pool area, feature a private bathroom, walk-in closet, and a 65” smart TV. The second bedroom comes with a queen bed and a bunk bed set with a double and twin size beds, fits a whole family comfortably. One more bedroom with a queen bed. Bathrooms are stocked with towels and beach towels. brbrAdditional features include a beautiful private fenced backyard with a spacious grass area and tropical landscaping, a sprinkler system, a BBQ grill, 4 smart TVs (indoor and outdoor), high-speed Wi-Fi, a security camera system, an in-unit washer and dryer, a water softener for the entire house, an outdoor shed stocked with plenty of beach chairs, umbrellas, and pool floats, and a spacious circular driveway that can accommodate up to 6 vehicles. brbrSmoking only allowed on the outside of the house. No smoking or vaping inside the house. No marijuana or drug use allowed on property, this includes medicinal use. No underage alcohol consumption on property.brbrDisclosure, there are outdoor security cameras installed around the house for the safety of both our guests and the home.brbrCertificate of Registration Number: VR25-00085
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb

$1890.79

/ Nightly
Private Vacation Home

Aloft on Canal – Luxury Beachside Retreat

Sarasota, Florida, United States

Summary:brbrAloft on Canal is a luxury 8BR/6.5BA retreat just steps from Siesta Key Beach ️. Enjoy a private pool with waterslide, spa, swim-up bar, rooftop deck, game room, elevator, and dock access across the street ⚓. Perfect for large groups, this dog-friendly home offers resort-style comfort near Siesta Key Village ✨.brbrbrbrThe Space:brbr Aloft on Canal – Luxury Beachside Retreat ️brbr 542 Canal Rd, Siesta KeybrbrbrbrWelcome to Aloft on Canal, a stunning 8-bedroom, 6.5-bathroom luxury escape just one block from Siesta Key Beach ️ and offering convenient dock and canal access ⚓. Designed for unforgettable group getaways, this spacious coastal retreat blends resort-style amenities with effortless island living—perfect for families and friends traveling together.brbrbrbrStep into your private backyard paradise featuring a heated pool with rock waterslide, spa, swim-up bar, and sun shelf. Relax in the tropical seating areas or head across the street for boating, kayaking, or paddleboarding adventures. Inside, the open-concept living space is filled with sunshine and coastal charm, showcasing ample seating, a large TV, and sliding glass doors that create seamless indoor-outdoor flow .brbrbrbrThe gourmet kitchen is made for entertaining ️ with high-end appliances and two oversized islands, ideal for gathering after a beach day or enjoying morning coffee before exploring Siesta Key Village. Elevator access, a rooftop deck, game room, and dog-friendly accommodations make this home a true island standout.brbrbrbr✨ Highlights ✨brbrbrbr• ️ 3-minute walk to Siesta Key Beachbrbr• ⚓ Dock & canal access across the streetbrbr• Heated private pool with waterslide & spabrbr• Swim-up bar & sun shelfbrbr• Rooftop deckbrbr• Ping pong tablebrbr• Elevatorbrbr• Dog friendly (with approval and fee)brbr• Professional Linen Programbrbrbrbr Bedrooms & Sleeping Arrangements brbrbrbr• Primary Bedroom (3rd Floor): King bed, private balcony, ensuite bath with walk-in shower & soaking tubbrbr• Second Bedroom (3rd Floor): King bed, balcony access, ensuite bath with walk-in showerbrbr• Third Bedroom (3rd Floor): King bed, ensuite bath with walk-in shower; opens to fourth bedroombrbr• Fourth Bedroom (3rd Floor): Twin-over-full bunk with twin trundlebrbr• Fifth Bedroom (2nd Floor): King bed, balcony access, ensuite bath with walk-in showerbrbr• Sixth Bedroom (2nd Floor): King bed, balcony access, Jack-and-Jill bath with walk-in showerbrbr• Seventh Bedroom (2nd Floor): King bed, Jack-and-Jill bath with walk-in showerbrbr• Eighth Bedroom: Two twin bunk bedsbrbrbrbrGuest Access:brbrGuests have full access to the entire home, including a private heated pool/spa and a fully fenced backyard—perfect for relaxing, entertaining, and enjoying your own secluded space.☀️brbrbrbrOther Things to Note:brbr ️ Beach-Ready Convenience brbrTo make your stay effortless, the home is fully stocked with beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️ brbrbrbr Parking InformationbrbrParking is available for up to 4 vehicles maximum. Please plan ahead and coordinate with your group accordingly.brbrbrbr Friendly Island ReminderbrbrThis home is located in a residential neighborhood. We kindly ask guests to be respectful of our neighbors by keeping noise at a considerate level day and night. Thank you for helping preserve the peaceful island atmosphere brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m always here to help! You can call or text me directly on my cell anytime. I’m available 24/7 to answer questions, share local tips ️, or assist with anything that comes up. Your comfort and peace of mind are my top priority! ✨
Bed 8

Bed

Bath 6

Bath

Sleep 22

Sleeps

Slider Thumb
Exceptional(2)

$363.19

/ Nightly
Private Vacation Home

The Aqua House | Heated Pool + On The Golf Course

Sarasota, Florida, United States

BNB Breeze Presents: The Aqua House!brLocated in sunny Sarasota, Florida, this inviting home offers a relaxing getaway with beautiful indoor-outdoor living. Enjoy a golf course view, private screened pool, modern kitchen, and open living spaces designed for comfort and fun—perfect for a peaceful retreat or a family vacation. Your extensive amenity list includes:br - Private Heated Pool (heated at NO extra cost from Nov 21 - April 1st)br - Pool Tablebr - Pianobr - Gas Grillbr - and More!brbrRelax and unwind in this bright Sarasota retreat featuring a screened-in pool and peaceful water and golf course views. Inside, you'll find an open layout with a modern kitchen, spacious living area, and pool table—perfect for both entertaining and relaxing. With plenty of natural light and a serene backyard oasis, this home offers the ideal blend of comfort and Florida charm.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 SPACEbr- One Story Homebr- Dedicated office space to work from home. br- Blazing Fast 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!brbrKITCHEN br- Fully-Equipped Kitchen w/ Cooking + Baking Essentials (No Food)br- Coffee Machinebr- Dining Area w/ Table + Chairsbr- Stove + Ovenbr- Fridge + Freezerbr- Microwavebr- Dishwasher (Detergent Provided)br- Toasterbr- Dishesbr- Silverwarebr- Glassesbr- Wine Glassesbr- Coffee MugsbrbrLIVING ROOMbr- Spacious Living Roombr- Large Smart TVbr- Large Sofabr- Coffee Table (Perfect for Game Nights!)brbrSLEEPING ARRANGEMENTS | 3 Bedrooms |br• Bedroom 1: Queen Bedbr• Bedroom 2: Queen Bed br• Bedroom 3: Twin Over Full Bunk BedbrbrBATHROOMS | 2 Bathrooms |br• Bathroom 1: Full Bath with standing showerbr• Bathroom 2: Full Bath with standing showerbrbrThe property also boasts a private outdoor retreat designed for both relaxation and enjoyment. A screened-in pool offers a refreshing escape, while the spacious patio provides ample room to unwind. Enjoy meals together in the outdoor dining area, lounge in the sun, or relax on the swing with a good book. A gas grill is available for easy outdoor cooking, making this space perfect for family gatherings or peaceful evenings at home. Thoughtfully arranged for comfort and connection, this inviting retreat is the perfect place to soak up the beauty of Florida living.brbrTHE EXTERIOR SPACEbr• Screened-in patio with outdoor dining areabr• Gas grillbr• Swing + sun loungersbr• Private Pool (Heated seasonally: see below for more info)brbrDon't miss out on the opportunity to experience a memorable getaway at The Aqua House. 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!br• This 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!br• We use high-quality, sustainable mattresses and linens.br• All of our toiletries are eco-friendly, clean products that come with reusable dispenser bags to eliminate waste.br• We use LED lighting throughout the home to minimize electricity usage. br• 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!br• Our 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: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!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. 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.
Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps

Home Most popular vacation rentals in Sarasota