Home Vacation Rentals By Owner In Sarasota, FL

Showing 660 Of 3494 Vacation Rentals
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Exceptional(1)

$303.58

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Private Vacation Home

Tropical Retreat – Gulf Gate Retreat w/ Heated Pool, 7 Beds, Near Siesta Key, Families/Couples Only

Sarasota, Florida, United States

Welcome to Tropical Retreat — A Gulf Gate Retreat with Heated Pool, Perfect for a Family Getaway Near Siesta Key brbr brbrExperience the ultimate Sarasota getaway at Tropical Retreat, a guest favorite 4-bedroom sanctuary in the heart of the desirable Gulf Gate neighborhood. Designed specifically with families and couples in mind, this true vacation home pairs breezy coastal elegance with fun pops of color and whimsical beach-themed decor that makes every room feel like a vacation. The owners cherish this as their family getaway and wish to share it with other families who will treat it with care. brbr brbrPRIVATE BACKYARD PARADISE brbr- Heated Pool: Spend your afternoons in the private, sparkling pool surrounded by a quiet, residential setting (Note: Pool heat is extra) brbr- Family Setup: From the modern, fully stocked kitchen to the exterior security cameras for added peace of mind, every detail has been curated for a stress-free stay. brbr brbrVIBRANT COASTAL INTERIORS: brbr- Designer Beach Vibes: Each bedroom features its own unique coastal personality, from serene master retreats to playful guest rooms. brbr- Whimsical Kids' Rooms: Little ones will love the immersive ocean and island-themed walls - designed to spark the imagination before a day at the beach. brbr- Space for Everyone: With 7 total beds, this home offers rare flexibility for large families, multi-generational groups, or couples traveling together. brbr brbrLOCATION HIGHLIGHTS brbr- Minutes to the Sand: A quick 10-minute drive to the world-famous quartz sands of Siesta Key Beach. brbr- Foodie Haven: A short stroll or drive to the Gulf Gate dining scene, home to Sarasota’s best breweries, sushi, and bakeries. brbr brbrIMPORTANT INFO brbr- To preserve the quiet atmosphere of our neighborhood, we exclusively host families and couples. We do not allow large parties, events, or corporate rentals. brbr- Essentials: Smart TVs for streaming (streaming only, no cable) so bring your logins! High-speed WiFi. brbr- Sorry, no pets. brbr- Smoke-free environment. brbr- Pool Heat: Optional pool heat is available for an additional fee to ensure the perfect temperature. brbr brbrWhether you’re gathering with family, planning a seasonal escape, or just looking for a serene spot to unwind, Tropical Retreat offers the space, comfort, and location to make your Sarasota stay unforgettable.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.
Bed 4

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Bath 2

Bath

Sleep 8

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Exceptional(70)

$329.25

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Private Vacation Home

Beautiful Pool Home minutes from Siesta Key

Sarasota, Florida, United States

Summary:brThe Gulf Breeze Cottage is your home away from home. The tropically decorated interior sets the mood for a relaxing stay. From the minute you enter, you will know you have arrived in Paradise!brbr Take a plunge in the private pool or relax on the loungers sipping a cool drink as you enjoy time with family and friends.brbrAnd when your ready to explore, you are minutes to Siesta Key as well as the shops and restaurants of Gulf Gate Village.brbrThe Space:brWhat the Gulf Breeze Cottage has to offer:brbrBedroom 1 features:br1-King bed, All bed linens, ceiling fan, walk-in closet, 2 dressers, sliding door with views of the pool, smart TVbrBedroom 2 features:br1-King, All bed linens, ceiling fan, closet, dresser, smart TVbrBedroom 3 features:br2-Twin beds, floor fan, closet, dresser, smart TV (when needed there is an air-mattress and bedding in the closet)brbrKitchen features:brBeautiful granite counter-tops, stainless-streel appliances and is fully equipped, allowing you to enjoy anything from a quiet lunch together to preparing a feast for your family!brDinnerware for inside and outsidebrDrinkware, Coffee cups, Wine glassesbrCutlery and Kitchen gadgetsbrToaster, Blender, Crock-Pot, KettlebrCoffee Maker- Drip StylebrPots, Pans, BakewarebrbrDining Options:br6-person dining room tablebr4-person breakfast barbrbrLiving Room:brOffers comfy seating with couch loveseat and chairbrFree WI-FIbr65” Smart TVbrbr2-Bathrooms:brNewly updated, one has a walk-in shower while the other has a tub/shower combobrBath towels/wash clothsbrHairdryerbrbrLaundry Area:brFull Sized Washer and DryerbrIron and Ironing BoardbrbrOutdoor Space:brThe fully fenced private backyard has a screen lanai and heated pool (heated from January 1st to March 31st, other times upon request and additional fee of 25.00 per day)..brThe pool gets serviced weekly by an outside company. Please note that, after it rains, there may be some debris that washes off the screen and into the pool between cleanings due to unpredictable weather conditions in Florida - this is normal. We provide a pool skimmer that you may use to remove light debris throughout your stay.br2-LoungersbrOutdoor Dining Table for 4brGas Grill available for the times you want to eat in.brbrBeach Items:br4-Beach ChairsbrBeach/Pool TowelsbrCoolerbrbrBaby Items:brPack n Play (no bedding supplied)brBooster high chairbrbrSupplies:brA complimentary starter supply includes:br1-Roll of Paper Towelbr1- Small Bottle of Dish Soapbr5- Dishwasher Podsbr10- Trash Bagsbr10-Laundry Detergent Podsbr2- Rolls of toilet paper, per bathroombrFor extended stays, please be prepared to bring any additional supplies that you will need.brbrNoise/Good Neighbor Policy:brThis is a private residence in a residential neighborhood. Quite times are 9pm to 8am and we always follow strict noise regulations and ask you to be respectful and considerate. Strictly no parties or gatherings are to be held at this property. Any breach of these regulations may result in eviction without a refund of the remaining funds or deposit.brbrAge Limit:brWe do not accept reservations for groups with travelers under the age of 26 years unless a specific exception has been approved. Travelers under the age of 26 that are traveling with a family group with a parent are more than welcome to stay with us.brbrRegistered Guests:brONLY the registered guests are allowed to stay at the property!brUnless discussed and agreed with us otherwise, this includes inviting groups over during the day/night beyond the number of persons you have booked for.brbrCheck in is from 4pm and check out is at 10am.brbrGuest Access:brThe whole house.brbrThe Neighborhood:brThis is a quite residential neighborhood close to many shops, restaurants, bars and the beautiful white sand beach of Siesta Key.brbrGetting Around:brA car is recommendedbrbrOther Things to Note:brPLEASE NOTE:brThere is a 1 rental per 30 day period, per Sarasota, FL ordinance, contact us for more information.brReservation must follow under the accordance of the Sarasota County code regulations.brbrInteraction with Guests:brI am available to help with any questions or issues you may experience. Please don't hesitate to message me if needed.
Bed 3

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Bath 2

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Sleep 7

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Exceptional(32)

$245.68

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Condo

Charming 2BR Condo Pool View ~ Siesta Key Bay Oaks

Sarasota, Florida, United States

Pinkie Flamingo Welcomes You to Bay Oaks #E44!brKing / Queen / Twin Bunks / Sleeper SofabrbrRelax on the pier as you watch the beautiful sunrise over the bay of this waterfront resort that is nestled between the bay and the gulf. Bay Oaks is centrally located on Siesta Key and close to dining, shopping, nightlife, and breathtaking views of America's #1 beach! Feel the powdery white, quartz sand between your toes as you enjoy the sights and sounds of the Gulf of Mexico. For your convenience, Siesta Key offers a free trolley for those that don't want to walk or drive on the island, and has a stop right in front of the resort. brbrThis 2 bedroom, 2 bathroom condo non-smoking unit has an open floor plan and is nicely furnished with coastal decor. It comfortably sleeps 6 with 1 king bed in the master and 1 queen and 1 set of twin bunk beds in the second bedroom. In addition, the sofa has a pullout queen bed. There is a full kitchen with all the essentials for your use and it even has a washer and dryer in the unit. There are beach towels, beach chairs, umbrellas, fishing rods, tennis rackets, and other outside toys for renters to use located in a private storage off the balcony. Relaxing on this comfortable screened-in balcony overlooking the pool, is a great way to start or end your day. brbrAmenitiesbrElevatorbrHeated PoolbrTennis & Pickle Ball CourtbrScreened LanaibrNo PetsbrCovered Parking SpotbrCablebrFishing PierbrPool Table in Club HousebrbrSafety FeaturesbrDeadbolt LockbrSmoke DetectorbrFire ExtinguisherbrExterior LightingbrbrGeneralbrCablebrBeach Towels brIron and BoardbrHair DryerbrbrKitchenbrFull Kitchen including DishwasherbrCoffee MakerbrBlenderbrToasterbrDishes/UtensilsbrMicrowavebrbrEntertainmentbrTV- 3 Total / Guest Bed has a Smart TVbrCablebrDVD Player with MoviesbrGames- Board Games and CardsbrPool Table- In Club HousebrbrOutsidebrPrivate Screened Balcony/LanaibrBeach Chairs, Umbrellas, Noodles, Beach ToysbrTennis RacquetsbrFishing PolesbrBeach TowelsbrbrLocationbrNear the OceanbrPool ViewbrbrSiesta Sol is a great place for couples or the family. Come and claim your own piece of paradise in this comfortable condo, located in a beautiful tranquil resort, on the gorgeous island of Siesta Key!brbrCome To Florida...For The Fun of It!brbrAll of Pinkie's Properties Have A Few Things In CommonbrbrMust Be 25 To BookbrNo SmokingbrCancellation OK 30 Days Prior To Check-InbrSheets & Bath Towels Included…BYO Beach TowelsbrAll Kitchens Fully-Equipped With Cooking/Eating Utensils… BYO Spices & FoodbrBasic Essentials Starter Set Only…TP, Paper Towels, Trash Bags, Soaps, Etc …Depending on Length of Stay You May Need MorebrKeywords: Siesta Key Rental, Condo Rental Siesta Key, Vacation Rental Siesta Key, Florida
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Bath 2

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Sleep 8

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Exceptional(74)

$306.12

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Private Vacation Home

Relaxing 3BR/2Ba Oasis with Heated Pool.

Sarasota, Florida, United States

Welcome to our inviting three-bedroom house, nestled on a quiet dead-end street. With its charming and friendly atmosphere, this professionally designed space is perfect for a relaxing getaway. The house features two bathrooms, ensuring convenience and comfort for all guests.brbrSituated in an old Florida neighborhood, you'll experience the timeless charm and character of the area. Located between the two bridges leading to Siesta Beach, one of the top-rated beaches in the world, you'll have easy access to pristine sands and breathtaking sunsets.brbrOne of the highlights of our house is the private heated pool, offering a serene oasis for you to unwind and rejuvenate. Whether you take a refreshing dip or lounge by the pool with a good book, you'll find tranquility and relaxation right at your doorstep.brbrOur space is designed with your comfort in mind, creating a welcoming and warm ambiance. The friendly and professional touches throughout the house ensure that your stay is seamless and enjoyable. From the cozy bedrooms to the well-appointed bathrooms, every detail has been carefully considered.brbrWhether you're seeking a peaceful retreat or an adventure-filled vacation, our house provides the perfect base for your needs. Enjoy the privacy and serenity of a quiet street while being conveniently located near the stunning Siesta Beach and all its attractions.brbrBook your stay with us today and embark on a memorable and relaxing escape.br
Bed 3

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Bath 2

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Sleep 8

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Exceptional(3)

$190.2

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Private Vacation Home

Cozy Ranch Home w/ Heated Pool, near Siesta Beach

Sarasota, Florida, United States

Modern 4 bedroom house 14 minutes from Siesta Key's Beach. Large open Living room for family gatherings. Primary bedroom has bath with walk-in shower. Outside has Partially fenced in yard. Conveniently close to shops, restaurants, and I-75 for an easy commute to Tampa.brbr-4 King Bedsbr-Pullout Sleeper Sofabr-2 Full bathroomsbr-Unlimited High-Speed internetbr- Heated Pool - (Inquire for pricing on pool heat)br-Keurig Coffee Maker w/ K Cupsbr-Crock Pot Slow Cookerbr-Giant Connect 4 game!brbrInquire for pricing on additional pool heat!brWeather Disclaimer: Pool temperatures may not fully reach the temperature the heater is set to if the outside air temperature is below 70 degrees.brbrMinutes from top-rated Siesta Key Beach. This sparkling clean 4BR, 2BA private home with private pool is just what you need to experience the sunny beach community of Siesta Key. Offering easy access to premier restaurants, shops, and the airport, this exceptional vacation rental home has all you need. Reminisce the day’s beach activities with friends while enjoying a cocktail in the private pool before grilling out.brbr“Siesta Key is 6 minutes to the north bridge and 8 minutes to the south bridge. Either way, Siesta Key is minutes from your door.” Modern 4-bedroom home open living room for family gatherings. Primary bedroom has bath with walk-in shower. Outside has Partially fenced in yard. Conveniently close to shops, restaurants, and I-75 for an easy commute to Tampa.brbrPool: 14X28br3-6 Ft in depth with underwater bench to sit in the pool at the deep endbrbrSiesta Key Beach named by TripAdvisor as the top beach in the U.S.!brbr“Minutes away from the beach and the Gulf of America.”brbrPets welcome $10 per day
Bed 4

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Bath 2

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Sleep 10

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Exceptional(16)

$296.31

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Condo

Lulu's Cozy Beach Cottage #1 | 5 Min. Walk to Beach | Dog Friendly | Pool | $185 Free Activities!

Sarasota, Florida, United States

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrWelcome Lulu's Crescent Cottage #1! brbr brbrYour perfect Siesta Key getaway awaits at LuLu’s Crescent, a charming standalone newly renovated duplex cottage just a 5-minute walk to Crescent Beach. This updated retreat features everything you need plus a shared heated dipping pool with the neighboring cottage. Relax under an umbrella, stroll the beach, or enjoy water adventures—paradise is waiting! brbr brbrLOCATION HIGHLIGHTS: brbr- Located on Siesta Key, just a 5-minute walk to Crescent Beach Access #13 brbr- Walkable to local favorites like Toasted Mango Café (8 minutes) and Big Water Fish Market (shorter walk) brbr- Quick trolley ride to Siesta Key Village shops brbr- Easy access to the South Bridge for a short drive to the mainland brbr brbrPROPERTY FEATURES: brbr- 2 bedroom/ 2 bathroom duplex unit (893 sq ft) brbr- Half of a standalone duplex (no shared walls) brbr- Shared heated dipping pool with outdoor shower brbr- Private BBQ grill brbr- Washer & dryer in unit brbr- Open front patio with café-style table brbr- Large shaded private patio with lounge furniture brbr- Two assigned parking spots brbr- Pet friendly (see below for more info) brbr- Dedicated WIFI brbr brbrLIVING ROOM: brbr- Updated furnishings w/ queen sofa sleeper brbr- 65 Smart TV with cable channels brbr- Sliding doors to sunny patio with seating for 4 brbr brbrKITCHEN AND DINING: brbr- Newly remodeled kitchen W/ stainless steel appliances & solid stone counters brbr- Fully stocked with cookware, dishes, and glassware brbr- Dining table seats 6 brbr brbrBEDROOMS AND BATHROOMS: brbr- Master bedroom: king bed, cable TV, walk-in closet, ensuite bathroom brbr- Guest bedroom: king bed, cable TV, and closet brbr- Master ensuite bathroom: tiled walk-in shower with glass doors brbr- Guest ensuite bathroom: tub/shower combo brbr brbrEXTRA PERKS: brbr- Complimentary beach items provided: a couple of beach chairs, a beach umbrella, and beach towels brbr brbrLOCAL FAVORITES: brbrToasted Mango Café – 8-minute walk, great for breakfast or lunch brbrBig Water Fish Market – walkable for fresh sandwiches or seafood to prepare at home brbrSiesta Key Village – quick trolley ride for shopping, dining, and nightlife brbrCrescent Beach – less than 5 minutes by foot for soft sands, gentle waves, and water activities brbr brbrIMPORTANT INFO: brbr- Pet allowed: 1 small dog allowed, fee applies; no barkers/chewers, no cats brbr- No smoking inside the property brbr- Great option to combine with the 2nd cottage for larger groups brbr brbrSTEP INTO PARADISE AND LET SIESTA KEY BE YOUR BACKDROP FOR RELAXATION, ADVENTURE, AND LASTING MEMORIES!brbrWe help make the most of your vacation by providing Xplorie's Free Admission to some of the area’s top attractions each and every day including a choice of a free bike rental, kayak rental, a dolphin cruise tour, or admission to the Ringling Museum ! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance reservation. The fare is free but please tip the driver. Limited to one activity for just one person each day (other members of the group can partake but will need to pay). Create exciting memories, have more fun, and truly experience the Beaches of Sarasota! Book now for an amazing vacation experience! Activities are subject to change and based on availability; non-cumulative and non-transferrable.brbrbrbrimg src=https://admin.itrip.net/upload/360/marketingimageitripsarasota.1718820503.jpg alt=marketing /brbrbrbrFeel free to book for a month or longer but Xplorie is not available for booking 25 days or longer.brbrAll pets must be approved. For approved pets, there is a nonrefundable pet fee. For bookings 6 nights or less, there is a pet fee of $50/day plus processing fee and taxes. For bookings 7 nights or more, there is a pet fee of $300 plus processing fee and taxes. Make sure to pick up after your dog.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.
Bed 2

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Bath 2

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Sleep 6

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Exceptional(31)

$273.36

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Condo

Lulu's Cozy Beach Cottage #2 | 5 Min. Walk to Beach | Dog OK | Pool | $185 Free Activities Daily!

Sarasota, Florida, United States

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrWelcome to Lulu’s Crescent Cottage #2~ brbr brbrBook this charming duplex on Siesta Key just a 5-minute walk from Crescent Beach. This updated retreat offers everything you need for a fabulous stay, plus a shared heated dipping pool. Whether you prefer relaxing on the soft white sands or filling your days with beach runs, jet skis, or fishing, your perfect getaway is waiting! brbr brbrLOCATION HIGHLIGHTS: brbr- Located on Siesta Key, just a 5-minute walk to Crescent Beach Access #13 brbr- Walkable to local favorites like Toasted Mango Café (8 minutes) and Big Water Fish Market (shorter walk) brbr- Quick trolley ride to Siesta Key Village shops brbr- Easy access to the South Bridge for a short drive to the mainland brbr brbrPROPERTY FEATURES: brbr- 2 bedroom/ 2 bathroom duplex unit (982 sq ft) brbr- Half of a standalone duplex (no shared walls) brbr- Shared heated dipping pool with outdoor shower brbr- Private BBQ grill brbr- Washer & dryer in unit brbr- Open front patio with café-style table brbr- Large shaded private patio with lounge furniture brbr- Two assigned parking spots brbr- Pet friendly (see below for more info) brbr- Dedicated WIFI brbr brbrLIVING ROOM: brbr- New furnishings (including queen sleeper sofa) brbr- 65 Smart TV with cable brbr- Bright and welcoming space that connects to sunroom brbr brbrKITCHEN AND DINING: brbr- Stainless steel appliances & granite countertops brbr- Fully stocked with dishes, glasses, cookware, and small appliances brbr- Open layout for easy gathering brbr- Morning coffee or evening wine can be enjoyed on the front patio brbr brbrBEDROOMS AND BATHROOMS: brbr- Master Bedroom/bathroom: King bed, ensuite with tiled shower, cable TV, and walk-in closet brbr- Guest Bedroom/bathroom: Queen bed, ensuite with shower/tub combo, cable TV, and closet brbr- Additional Sleeping: Queen sofa sleeper in living room (total occupancy: 6 guests) brbr brbrEXTRA PERKS: brbr- Complimentary beach items provided: a couple of beach chairs, a beach umbrella, and beach towels brbr brbrLOCAL FAVORITES: brbrToasted Mango Café – 8-minute walk, great for breakfast or lunch brbrBig Water Fish Market – walkable for fresh sandwiches or seafood to prepare at home brbrSiesta Key Village – quick trolley ride for shopping, dining, and nightlife brbrCrescent Beach – less than 5 minutes by foot for soft sands, gentle waves, and water activities brbr brbrIMPORTANT INFO: brbr- Pet allowed: 1 small dog allowed, fee applies; no barkers/chewers, no cats brbr- No smoking inside the property brbr- Great option to combine with the 2nd cottage for larger groups brbr brbrTHE ISLAND IS CALLING! RESERVE AT LULU'S CRESCENT COTTAGE AND START YOUR ADVENTURE NOW!brbrWe help make the most of your vacation by providing Xplorie's Free Admission to some of the area’s top attractions each and every day including a choice of a free bike rental, kayak rental, a dolphin cruise tour, or admission to the Ringling Museum ! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance reservation. The fare is free but please tip the driver. Limited to one activity for just one person each day (other members of the group can partake but will need to pay). Create exciting memories, have more fun, and truly experience the Beaches of Sarasota! Book now for an amazing vacation experience! Activities are subject to change and based on availability; non-cumulative and non-transferrable.brbrbrbrimg src=https://admin.itrip.net/upload/360/marketingimageitripsarasota.1718820503.jpg alt=marketing /brbrbrbrFeel free to book for a month or longer but Xplorie is not available for booking 25 days or longer.brbrAll pets must be approved. For approved pets, there is a nonrefundable pet fee. For bookings 6 nights or less, there is a pet fee of $50/day plus processing fee and taxes. For bookings 7 nights or more, there is a pet fee of $300 plus processing fee and taxes. Make sure to pick up after your dog.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.
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Bath 2

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Sleep 6

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Exceptional(8)

$422.72

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Private Vacation Home

Paradise Palms | Saltwater Heated Pool + Hot Tub

Sarasota, Florida, United States

BNB Breeze Presents: Paradise Palms!brPristine home in the heart of a quiet neighborhood in Sarasota minutes from Downtown! Located just 18 minutes away from both 5 star beaches Siesta Key and Lido Beach, this incredible home includes: br- Heated Saltwater Pool - heated at NO extra cost from Nov 21 - April 1stbr​​​​​​​- Hot Tubbr- Cold Plungebr- Lounge Chairs + Egg Chairs! br- Phillips Espresso Machine + Syrupsbr- YoutubeTV includedbr- Foosball Table br- Pet Friendly home br​​​​​​​- Spacious Fully-Equipped Kitchen br- Private fenced in Backyard w/ Lawn Games + Grill brbrWhen you first step into Paradise Palms, you are greeted by a beautifully-decorated open floor plan, sectional sofa, a spacious fully-equipped kitchen, plenty of cozy sitting areas, a foosball table, and more! This home is the epitome of relaxation and entertainment! Enjoy your morning cup of coffee poolside, or from the comfort of the indoor lounge furniture. Spend your days soaking up the Florida sun, and your evenings cuddled up, watching a movie on the 55 Smart TV! Whatever the day holds, this home will be a haven for you to return to. brbrTHE INTERIOR SPACE:br- Single-Story Homebr- Lightning Fast Wi-Fibr- Beautiful, Newly-Renovated Home br- Indoor Foosball Tablebr- Laundry Area 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- Spacious Fully-Equipped Kitchen w/ Cooking + Baking Essentials (No Food) br- Dining Room w/ Beautiful 8-Person Dining Table (This room is enveloped in wraparound windows- beautiful!) br- Stainless Steel Appliancesbr- Stove + Ovenbr- Fridge + Freezerbr- Dishwasher (Detergent Provided)br- Microwavebr- Pots + Pans br- Drip Coffee Makerbr- Keurig Coffee Makerbr- Espresso Machinebr- Hot Water Kettle br- Kitchen Knife Block Setbr- Cutting Boards br- Cook Bookbr- Dishesbr- Silverwarebr- Glasses + Coffee Mugs brbrLIVING ROOMbr- 55 Smart TV with YoutubeTV!br- 2 Egg Chairsbr- Plush Sofabr- Coffee Table (Perfect for Game Nights!)br- Throw Pillows + Blankets br- Work Space brbrTHE SLEEPING ARRANGEMENTS | 3 Bedrooms | br- Bedroom 1: Master Bedroom: King Bed w/ Ensuite Bathroom br- Bedroom 2: King Bedbr- Bedroom 3: 3 Twin Bedsbr*Each bedroom includes dreamy mattresses and quality, sustainable linens.brbrBATHROOMS | 2 Bathrooms | br- Bathroom 1: Full Bathroom w/ Walk-In Tile Shower (Connected to Bedroom 1) br- Bathroom 2: Full Bathroom w/ Shower + Tub Combo (Accessible from Hallway) brbrThe enchantment continues outdoors, where a delightful sitting area, grill for al fresco dining, and inviting lounge chairs await your relaxation. Step outside to experience what makes this a 5-star property! With a brand-new private heated saltwater pool with a sundeck and mini fountain, this private backyard will become an oasis for you and your loved ones! Thanks to the saltwater pool, you can let your little ones swim to the hearts content without worrying about the chlorine! Even though you are only minutes away from the beach, we won't blame you if you never leave your private haven!brbrTHE EXTERIOR SPACEbr- Private Heated Saltwater Pool w/ Sundeck + Mini Fountain br- Hot tubbr​​​​​​​​​​​​​​- Cold Plunge br- Garage is available for guest usebr- Parking Space for up to 3 Vehicles in the Driveway! br- Beautiful Sitting Areabr- Grillbr- Beach Supplies (Chairs + Umbrellas)br- Yard Gamesbr- Lounge Chairs brbrWe cannot wait to (hopefully) host you at Paradise Palms soon! From the beautiful interior and the cozy beds, to the foosball table and private heated pool, you will never be lacking for entertainment and relaxation at this home in paradise! Book now to experience the vacation of your DREAMS! 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- We offer reusable grocery bags to make shopping at your local farmers market both chic and sustainable!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!brbrNEARBY AIRPORTS:br1. Sarasota Airport (SRQ)br2. Tampa International Airport (TPA)br3. 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 brbrADDITIONAL AMENITIES:br- Linens for each Bedbr- Towels and Washclothsbr- Roll of Paper Towels br- Bottle of Dish Soap br- Trash Bagsbr- Coffeebr- Laundry Detergent br- 2 Rolls of toilet paper, per bathroom br- Bath essentials - Body soap, shampoo & conditionerbr*Please be prepared to bring any additional supplies that you will need during your stay. brbrPlease Note:brbr1. 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. brbr2. No Smoking: If any signs of smoking are documented, the renter agrees to pay $200.00 / per day.brbr3. Note, we do have a security camera at the home and it is recording 24/7, 365 days a year. It is facing the exterior of the home. There are no cameras inside the home. 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. 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 of $25 a day with a minimum of 5 days. Note, the temp is set to 83 degrees (or around there). Pool heat does not mean the pool water will be hot!!! It just makes it a comfortable temp to swim in. brbr6. Upon booking, each guest will receive a guest rental agreement. This must be signed before the House Manual (which includes access instructions for the property) is sent.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. There are NO LONG CHECK-OUT INSTRUCTIONS! We want for you to be able to fully enjoy every minute of your stay in the Sunshine State! brbrWelcome to your haven of comfort and excitement, where the promise of an unforgettable vacation experience awaits around every corner. We look forward to hosting you down here, in Sunny Sarasota!brbrCity of Sarasota Vacation Rental License #VR24-00231.
Bed 3

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Bath 2

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Sleep 7

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Exceptional(31)

$295.03

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Cottage

The Cottage Next Door Best Downtown location in Sarasota

Sarasota, Florida, United States

Recently restored 1925 cottage nestled in the heart of Sarasota's newest and most desirable downtown neighborhood and just steps away from Sarasota Bay.brbrIt's simply the perfect place for a couple's getaway, honeymoon week, weekend away with a friend (or two or three) or visiting friends and family in SRQ. The Cottage Next Door is available 3-night minimum, weekly or monthly. brbrImmaculately renovated and tastefully furnished to accentuate all the charm & energy of this unique vintage home. Premium queen-sized mattresses, quality linens, complimentary toiletries and fully-stocked kitchen supplies for cooking at home*. Private courtyard for outdoor grilling & dining, front decks for relaxing, washer & dryer, 2 complimentary bicycles, 55 LED TV in living room, 32 TV in back bedroom, small vanity/sink in front bedroom, WiFi, Cable/Netflix & high-speed internet.brbrRight next door is our Spa, Nyoka SkinCare which offers a variety of personalized service for women, men and teens by an experienced, professional & caring team. Our menu features specialized facial treatments, HydraFacial, peels, dermaplaning, massage and waxing services all in a calm, stress-free environment.brbrLet us create a memoriable treatment package for your stay with us at the Cottage Next Door.brbrLocated in the historic Burns Square District and next to historic Laurel Park, this safe and friendly neighborhood vacation rental is centrally located and walking distance to absolutely Everything in downtown Sarasota! We are only one block from Selby Botanical Gardens, a short drive to several beaches, including Siesta Key #2 -rated in U.S. 10 miles from IMG Academy, 9 miles to Nathan Benderson Park, 3 miles to Ringling College & 5 miles from Sarasota airport. brbrOur a cottage has new fire sprinklers, smoke detectors and fire alarm system throughout provide safety and peace of mind for all our guests.brbrIncluded are 2 bicycles with any rental / helmets & locks are provided also (use at your own risk for injury or theft) Beach chairs/towels & cooler also. brbrOther things to note:brAlthough there is no oven/range, we have provided an array of cooking options including a large Breville Smart Oven with convection, a NuWave induction cooktop with assorted size skillets & pots, built-in microwave, George Forman grill, large capacity electric skillet & flat surface electric griddle and outdoor grill. We offer a single-serve Keurig as well as full size coffee maker and a Breville electric water kettle.
Bed 2

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Bath 1

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Sleep 4

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Exceptional(15)

$3703.28

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Private Vacation Home

Castle on the Bay Estate-St. Armands-Lido Beach-6 BD-Pool-Spa, Boat-Jet Ski Dock

Sarasota, Florida, United States

This St. Armand's bayfront estate home has spectacular panoramic views of Sarasota Bay and the downtown city lights. The estate is a Mediterranean-style residence rich in architectural detail, wonderful floor plan and breathtaking views from every room. Walk one block to St. Armand's Circle with over 50 restaurants and shops and another two blocks to spectacular Lido Beach. Relax in the heated infinity pool and spa while looking at the bay. This 6,341 Sq. Ft. estate had 6 bedrooms 5.5 baths, with two Master Suites one upstairs and one downstairs. A gourmet kitchen that boasts Wolf and Sub-Zero appliances. Upstairs has an amazing entertainment room with plenty of seating and a pool table with spectacular views of the Sarasota Bay. There is a library/game area as well. Plenty of outdoor space to relax around the pool/spa, dine on the deck next to the outdoor grill area, as well as a cozy balcony seating area. Travertine and wood floors, custom cabinetry, gorgeous quartzite, marble and granite throughout the house. Park your boat off the new dock and fish right off the seawall or dock. The boat in the photos is to show size of boat that dock can handle. Property does not come with boat. Everything you would need for an amazing vacation to remember forever. This property is a 7 day/night minimum booking. City of Sarasota Certificate of Registration Number VR22-00111.
Bed 6

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Bath 5

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Sleep 10

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Exceptional(2)

$5229.01

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Private Vacation Home

New-Vacationers Paradise-2 Luxury Homes-Sleeps 36

Sarasota, Florida, United States

Summary:brbrVunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result Unmatched value for travelers who expect more from their getaway.brbrbrbrThe Space:brbrThe Siesta Estate was a dream that has become a reality! There is nothing like it anywhere! Located on almost an acre on world famous Siesta Key, this estate includes 2 separate 6-bedroom homes. By combining the best elements of the homes in our portfolio into one truly remarkable property and vacation experience, you'll never have to make a pros and cons list, or compare one home to another, as this estate truly has it all. Each 6-bedroom residence has over 4,000 square feet of interior living space and they are located at the East and West portions of the luxury vacation rental. Situated between the two homes is a real tropical oasis that has been carefully curated to provide amenities for any large family or group. Features include: 2 resort pools and spas, 2 waterslides including a 60 foot long slide from the second story of one of the homes, a sport court with basketball, pickleball, putt-putt golf, multiple outdoor living spaces that include outdoor kitchens, multiple screened patios, multiple lanais and outdoor living spaces, multiple outdoor TVs, green spaces, yoga equipment and turf space for yoga equipment, and so much more. These spaces are all within the fenced in the backyard for privacy and security making it family friendly and perfect for the estate's pet friendly policy (fees and restrictions apply).brbrbrbrThe two (2) homes provide a total of twelve (12) bedrooms, sleeping 36 people comfortably. There are over 8,000 square feet of interior living spaces in these homes, and every bedroom has an en suite bathroom for convenience and privacy! The dining areas provide ample seating both inside and outside and offer a multitude of options for gathering. And the living spaces are designed to entertain and create memories with features like wet bars, dry bars, TVs and media centers (80+ TV), games and gaming consoles (Nintendo & PS4), billiards, and a golf simulator that doubles as a true theater (movie, sports, streaming) and gaming experience. All of this makes vacationing so easy for your large family, multi-generational family, or group! brbrbrbrFloor Plan Description (by level):brbrbrbrGround Level:brbrThe home's main staircase and elevator access is here, along with free parking for up to 11 vehicles (6 covered and 5 uncovered spaces). In the garage space, you'll find the provided beach equipment, totaling 4 beach wagons, 4 coolers, 12 bikes, and 20 beach chairs, and we also include a full refrigerator and freezer (with ice maker) at each home. The main attraction of the ground level is the fully fenced backyard area (pet friendly - fees and restrictions apply) that includes the pools and most amenities listed above in the initial summary (waterslides, sport court, etc), including the covered patio spaces, outdoor living areas, one of the club rooms that includes the golf simulator doubling as a movie theater and gaming center - plus a bar area, and the yoga equipment that includes a Bosu ball, yoga blocks, yoga mats, and tube bands. brbrbrbrThe First Level of Living (2nd Floor):brbrBoth homes feature a great room on this level with the fully stocked kitchen and butler pantry that includes a prep sink, 6-burner cooktop with exhaust hood vent, double ovens, full sized refrigerator and freezer (with ice maker), additional under counter refrigeration units, double trash and recycling storage, double dishwashers, microwave, toaster, coffee maker, and more. Both kitchens are very well appointed with cookware, bakeware, dishware, cutlery, and specialty items like crockpots, blenders, and more. The kitchens are set up perfectly for you to host your family or to support private in-home catering services that our team can help you arrange through one of our preferred vendors for an additional cost. If you have any questions on these kitchens or their supplies, our reservationists would be happy to provide more details. Additionally, the dining area at each home provides a dining table for 12 and 16, plus bar seating at each kitchen island for 6 more. The living rooms each provide custom furniture that is so comfortable, cozy décor, and a smart TV. Both homes have a balcony off the great room with large outdoor dining tables. There are also 2 king bedroom suites on this level at both homes (4 total), all of which have a king bed, en suite bathroom with walk-in shower, walk-in closet, smart TV, and 2 of the 4 bedrooms have private balconies. Both homes have a half bath, and laundry room with washer/dryer on this level. brbrbrbrThe Second Level of Living (3rd Floor):brbrOn this level, both homes feature a club room with media center (80+ inch TV/w Soundbar), with one of the homes also having a billiards table, high top bar seating and a couch, and a wet bar with beverage fridge (ice maker); and, the other having a couch, dry bar with beverage refrigerator (ice maker) and immediate access to a balcony with soft seating and pool views. Both homes have 3 king bedroom suites and 1 oversized bunk room suite on this floor (4 bedrooms per home - 8 total). Each of the king bedrooms has a king bed, an en suite bathroom with walk-in shower, closet, smart TV, and 3 of the 6 bedrooms have private balconies. The bunk rooms both have 2 sets of custom-built queen over queen bunk beds, a closet, and an en suite bathroom with double vanity and a shower/bathtub combination. Both homes have a half bath and laundry room with washer/dryer on this level.brbrbrbrGetting Around:brbrThese homes are perfectly located one block from all South Siesta's restaurants, entertainment, shopping, markets, marina, and more! This entertainment district is at the end of your street! But, even with this proximity, this street maintains a quiet and tranquil setting with the grandfather oaks that line it. It's the perfect mix of fun when you want it, and quiet when you need it. You're also a convenient walk or bike ride from the world-famous Siesta Key Beach (Beach Access 12), so a car is not needed! If you want to explore further, without the hassle of driving, you'll find multiple stops nearby for the free trolley that provides transportation service to the entirety of Siesta Key. You're also just a quick drive or Uber/Lyft to the mainland Sarasota area (5 minutes) and downtown Sarasota (20-25 min) for access to the Sarasota's Performing Arts scene, and numerous fantastic restaurants, shops, marinas, bars and entertainment, grocers, and more. And, day trips to Lido Key, Anna Maria Island, Venice Beach, Myakka State Park and so much more are all less than an hour away, as well as the amazing theme parks of Tampa and Orlando that are all just 1-2 hours away!brbrbrbrOther Things to Note:brbrThese Siesta Key luxury vacation rentals feature Smart TVs with cable and streaming services, as well as Free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms.brbrbrbrAccessibility - in addition to the home’s elevator access to all levels, most doorways and walkways are 30 inches or larger and walk-in showers featured in most bathrooms. Please see the Photos, 3D Tour, & Video for this home for exact information.brbrbrbr*Don't forget to check out our Matterport 3D Tour for this home* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!brbrbrbrInteraction with Guests:brbrPersonal service and attention to detail define the Vunique Difference. We want your vacation to fit your schedule, which is why we offer flexible bookings starting at just 3 nights for most of the year and any-day arrivals. Our homes are spacious and thoughtfully designed, made for connection as much as comfort. Here, luxury isn’t an upgrade – it’s the standard. Within our portfolio of branded residences, you have every amenity that you need for an unforgettable stay - waterslides, movie rooms, resort-style pools, sport courts, golf simulators, climbing walls, putt-putt courses, zip lines, gaming systems, rooftop decks, biked and beach equipment and more. Our proactive maintenance team ensures everything is in top shape before your arrival, and each property has a dedicated manager who welcomes you personally and stays available throughout your stay should you need anything. Transparency is at the core of everything we do. What you see is what you pay – no hidden fees for pool heat (up to 86 degrees), bikes, propane, or any of the extras that should already be included. Why settle, when you can stay somewhere extraordinary
Bed 12

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Bath 14

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Sleep 36

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Exceptional(4)

$603.75

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Private Vacation Home

Casa de Flores is an updated, charming, old Florida rambler w/ salt water pool.

Sarasota, Florida, United States

Location, location, location! Welcome to your home away from home in beautiful Arlington Park. The house is located just two blocks from this Arlington Park, which offers residents and visitors a 50-Meter Lap Pool, 25-Yard Instructional Pool, outdoor basketball courts, tennis courts, playground, outdoor fitness gym, walking trail and dog park. This charming 2800 square foot, 3-bedroom, 3 bathroom retreat offers comfort and convenience, featuring 2 king beds and 1 queen bed—perfect for a relaxing stay. Enjoy modern amenities including ac/heating, Wi-Fi, a washer and dryer, dry bar, and gourmet kitchen with Wolf Appliances, and a stunning foosball room dedicated to the circus history of Sarasota and filled with games, all designed to help you unwind in style. The home is just minutes from top Sarasota attractions such as Siesta Key, Southside Village, downtown Sarasota, Marie Selby Botanical Gardens, Marina Jack, St. Armand's Circle, and Lido Beach, Sarasota Opera, Van Wezel Performing Arts Hall, Florida Studio Theatre, Sarasota Orchestra, and numerous other festivals and celebrations. Arlington Park itself boasts an aquatic center, tennis courts, and scenic paths ideal for walking or running. You'll also be close to spring training facilities for the Baltimore Orioles, Pittsburgh Pirates, and several other teams in the surrounding areas. Sarasota Memorial Hospital is conveniently located just seven blocks away. brStep outside to a private tropical oasis featuring a heated saltwater pool with a water feature, fire pit with Adirondack chairs, a built-in gas grill, a dry bar, and a screened lanai—all framed by majestic Royal Palm trees. For beach days, enjoy the use of four bikes, four beach chairs, and plenty of towels. Come enjoy a cozy, unforgettable stay in Sarasota in this stunning home!br7 day minimum rental. brMonthly rentals are available for $8,500.brIf you choose to have the pool heated in the winter there will be a minimum up charge for gas.br#26-VR-000060
Bed 3

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Bath 3

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Sleep 6

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Exceptional(2)

$342.32

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Private Vacation Home

Heated Pool, Minutes to Top Beaches & Downtown

Sarasota, Florida, United States

Escape to this newly remodeled pet-friendly Sarasota home featuring a private screened-in heated pool, ping pong table, bikes, games, outdoor grill, beach essentials, and more! brbrLocated just minutes from Downtown Sarasota, St. Armands Circle, Lido Key and Siesta Key Beaches—and only 3 blocks from the Sarasota Bay for kayaking, manatee watching, and sunset views. This home includes beach and vacation essentials, and is in a quiet upscale neighborhood. Perfect for families, couples, or small groups looking for sun, fun, and comfort.brbrPrime Location Near Sarasota Hotspotsbr• Minutes to the vibrant Downtown Sarasota with top restaurants, rooftop bars overlooking the Gulf Coast, weekly farmer's markets, live music and entertainment and just minutes from St. Armand's Circle, Lido Key Beach, Siesta Key Beach, and Longboat Key br• Just 3 blocks from public bay access—perfect for kayaking, paddleboarding, jet skiing, manatee viewing, or sunset viewsbr• Easy 7-minute drive from Sarasota-Bradenton (SRQ) AirportbrbrSet in Scenic Sapphire Shoresbr• Located in one of Sarasota’s most sought-after neighborhoods, known for its natural beauty and elegant homesbr• Streets lined with majestic banyan trees, tropical landscaping, and stately waterfront mansionsbr• A peaceful, walkable area perfect for morning strolls and evening sunset walksbrbrPrivate Pool + Outdoor Funbr• Screened-in pool with basketball hoopbr• Outdoor ping pong table and corn hole boardsbr• Pickleball paddles and net, full golf club set, bikes, and board games includedbrbrStylish and Modern Livingbr• Recently remodeled with high-end appliances and contemporary finishesbr• Double over queen bunk bed with desk and chair —ideal for remote work or extra sleeping spacebr• Located in a quiet, upscale neighborhood with multi-million dollar homesbrbrFully Equipped for Beach Daysbr• Pool and beach towels, chairs, beach blanket, cooler, and umbrella providedbr• Includes boogie boards, pool noodles, kick boards, rafts, buckets, shovels, and a kayakbr• Spacious and Comfortable LayoutbrbrFull private access to the entire homebr• 3 bedrooms, 2 bathrooms, a full kitchen, and an open living areabrbrGreat for families, couples, or small groups seeking a relaxing Gulf Coast escape.brbrWelcome to Sarasota!brOne of Florida’s top destinations, known for its white-sand beaches, clear Gulf waters, and vibrant arts and culture scene. Enjoy vibrant downtown Sarasota, waterfront dining, and world-class attractions like St. Armands Circle, The John and Mable Ringling Museum of Art, and Marie Selby Botanical Gardens. Explore the six stunning barrier islands, each with its own charm:brbr• Longboat Key – 12 miles of serene coastline and sea turtle nestingbr• Lido Key – Three beaches and the vibrant St. Armands Circlebr• Siesta Key – Voted the #1 beach in the worldbr• Caspersen Beach – Dog-friendly and great for shark tooth huntingbr• Manasota Key – A nature lover’s paradise with Gulf-to-bay trailsbr• Casey Key – Features an 18-acre park perfect for family outingsbr• After the beach, dive into Sarasota’s arts, dining, and nightlife:br• Known as Florida’s Cultural Coast with museums, live performances, and galleriesbr• A variety of dining options, from upscale restaurants with Gulf views to casual seafood spots and lively food festivalsbrbrbrOther Things to Note:br----------------------------------------brPet Fee: This is a pet friendly home and allows up to 2 dogs. Please include your pet in your booking so we can make the appropriate arrangements for the departure cleaning. A $250 pet fee (per pet) is required to help remove pet hair and dander from any furnishings and floors for our future guests. Dogs are not allowed in the pool at any time as the filtration system is not designed for filtering pet hair. We also ask that you kindly dispose of pet waste in the appropriate bins, and do not allow pets on furniture or beds. In consideration of any neighbors please try to minimize barking and keep your pet on a leash when walking. Thank you for your understanding, and we look forward to hosting you and your pup!brbrPool Heater: We recommend only heating the pool in the months of October through May, as the pool during summer months should not need heating. If you’d like the pool heated during your stay, please let us know at least 24–48 hours before your arrival so we can have it ready for you. A $12 daily heating fee applies to help cover energy costs. Please note, if you request heating after check-in, a $50 service fee will be added for our team to come out and activate the heater. Dogs are not allowed in the pool at any time as the filtration system is not designed for filtering pet hair. Thank you for your understanding—we want to ensure you enjoy a comfortable and relaxing swim!brbrCity of Sarasota VR25-00133br----------------------------------------
Bed 3

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Bath 2

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Sleep 7

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Exceptional(25)

$164.65

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Condo

Serenata Condo -Gorgeous Lake & Pool Views, Close To Beaches, UTC Mall, & More!

Sarasota, Florida, United States

Relax and enjoy a peaceful, serene stay at the beautiful Serenata Sarasota in our spacious 2nd floor, 2 bedroom, 2 bath condo decorated in coastal style. Gated community that boasts a beautiful resort style pool and sun deck, professionally manicured grounds, 24 hour fitness room, tennis courts, walking path around the lake, and an exquisite clubhouse with library, pool table, and lounge area. Settle in for the evening on the lanai overlooking the beautiful water and pool, with fountains that light up at night. Our condo comes fully furnished with amenities such as a king bed, television, and large walk in closet in the master bedroom The second bedroom has a queen bed, separate bathroom access and beautiful beach decor, and there is a queen air mattress available if needed. Additional amenities include patio furniture to dine or relax with on the lanai, games/puzzles, and beach necessities - chairs, blankets, towels and coolers.brbrConveniently located minutes away from the SRQ airport, and the gorgeous white sand beaches of the Gulf Coast of Florida: Siesta Key, Lido Key, Turtle Beach, Bradenton Beach, Anna Maria Island. There are plenty of dining and shopping opportunities at the nearby, amazing UTC Mall, and close to grocery shops such as Publix (across the street) and the local favorite - Detweiller's Market. Nearby entertainment includes top golf courses, boating, museums, art galleries, theaters, Selby Botanical Gardens, and Sarasota Jungle Gardens.brbrDon't miss this opportunity to enjoy paradise!brbrEmail owner with any additional questions and photos.
Bed 2

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Bath 2

Bath

Sleep 4

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Exceptional(4)

$154.16

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Private Vacation Home

Large and Beautiful, Steps from Bay, Ringling!!

Sarasota, Florida, United States

Tropical Paradise by the Bay – Walk to Ringling Museum, Asolo Theatre!brbrNestled between two university campuses and just a 5-minute walk to Sarasota Bay, this 2,200 sq ft tropical retreat beacons you to unwind. Enjoy 3 very private bedrooms, an office area, spacious living room, and a huge fenced-in backyard perfect for kids and pets—all less than 15 minutes from Lido Beach and café-lined St. Armands Circle. Kayaks, hammock, grill, foosball, sandbox, basketball hoop, and more await your stay!brbrThe house has three full size bedrooms, two full size bathrooms and an office space. It’s very roomy at 2200 sqft. It has an expansive yard; the backyard is enclosed and very private. You will find several cool features like Roku TVs in every room, YouTube TV, a hammock, a sandbox, a foosball table, a full size basketball hoop and more. New Kayaks added in summer 2023- you can easily roll them down to the bay on their wheels, just be sure to wear life vests!brbrbrThe neighborhood is very quaint and on the bay. You will have easy access to the water and to the two surrounding campuses- New College and USF. The Ringling Museum and the Asolo Repertory Theatre are nearby. It is a very walkable area. You can park the car in the driveway and spend your vacation on foot.brOther things to notebrThe home is available for stays of 4 nights or longer. 8 guests maximum- this includes any temporary visitors.brbrWe provide two kayaks (with wheels) for easy bay access— wearing life vests is mandatory (we have some in the garage). The fenced-in backyard is great for kids and pets, just be sure to pick up any leftovers. You'll find fast WiFi, beach towels, and a nice supply of essentials (toilet paper, soap, paper towels, coffee, fresh Brita filter, laundry detergent and more). No parties or loud gatherings, please. Perfect for guests seeking a peaceful, extended Sarasota getaway.
Bed 4

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Exceptional(2)

$1864.08

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Private Vacation Home

Paradise Cove | Private Pool & Spa, Putting Green, Walk to Siesta Key Beach

Sarasota, Florida, United States

Paradise Cove | Private Pool & Spa, Putting Green, 0.3 Miles to Siesta Key Beachbrbr Why You'll Love This HomebrStep into your personal tropical retreat where canal breezes mingle with sun-drenched luxury. Relax in a sparkling private pool with a spa and waterfall, unwind in stylish, coastal-inspired interiors, or gather for games and laughter in the backyard paradise. Every corner is designed for joy, comfort, and memorable family moments.brbr ‍ ‍ Perfect ForbrMulti-generational families, friend groups, or anyone seeking resort-style amenities in a private, pet-friendly setting.brbr ️ Imagine ThisbrWake up to sunlight reflecting off the canal. Sip coffee poolside while children play on the putting green. Take a short stroll to Siesta Key Beach or ride the provided bikes to explore the village. Spend afternoons competing at ping pong or foosball, then unwind in the poolside lanai or spa. Evenings bring alfresco dinners, starlit chats, and the gentle sounds of the water surrounding your private oasis.brbr Where You'll Sleepbr• Bedroom 1: King Bed, Ensuite Bath with Walk-In Shower, TVbr• Bedroom 2: King Bed, Ensuite Bath with Walk-In Shower, TVbr• Bedroom 3: King Bed, Hall Access Ensuite with Walk-In Shower, TVbr• Bedroom 4: King Bed, Hall Bath with Walk-In Shower, TVbr• Bedroom 5: Full over Full Bunk Bed, Hall Bath with Tub/Shower, TVbr• Bonus: Queen Sleeper Sofa – Main Living Areabrbr Explore the Areabr• 0.1 Miles to Siesta Key Beach Access 7 – Sun, Sand, and Sugar-White Shoresbr• 0.4 Miles to Siesta Key Village – Coffee Shops, Ice Cream, Dining, and Boutiquesbr• Short Ride to St. Armands Circle – Upscale Shopping and Restaurantsbr• Canal Views – Peaceful Strolls and Paddle Accessbr• Walkable Residential Streets – Safe and Family-Friendly Neighborhoodbrbr⌛ Don't wait—this home books fast. Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection.brbr PLEASE NOTE: This pool is heated from November 15th to April 15th. Your furry friend is welcome! This property is dog-friendly for dogs under 25 lbs with an additional pet fee. Breed restrictions apply. Please notify us in advance if you'll be bringing a pet. This home has stairs. If any member of your party has difficulty with stairs, please contact us to discuss alternative accommodations.
Bed 5

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Bath 5

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Sleep 14

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Exceptional(33)

$249.92

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Condo

Condo#418 UPDATED WITH STUNNING GULF VIEW

Sarasota, Florida, United States

** This unit offers reservations with a 4-night minimum from April/11/2026 through December/11/26br and April/10/27 through December/10/27** Please contact our Office for assistance**brbrEnjoy breathtaking views of the Gulf, Siesta Key Beach, and awesome sunsets from condo 418 after an enjoyable day at the beach. In addition to the views, enjoy the ocean breeze, your morning coffee or happy hour on a screened in lanai. Unit 418 sleeps up to 6 people with a king bed in the primary, 2 twins in the 2nd bedroom and a queen size sofa bed. The open floor plan is decorated in a relaxed beachy style. The fully equipped kitchen with new stainless steel appliances is perfect for when you choose to dine in. This is an ideal location, offering fantastic views while being set back from the noise and traffic of Beach Road but is only steps from the beach. The top floor location adds to a stress free vacation with no units above and is ideal for individuals, a couple or the whole family. brbrOur amenities include WIFI, 3 flatscreen TVs, Roku, Blue Ray DVD, beach chairs, a beach cart, beach towels and various games to make your beach and non-beach time fun and enjoyable. This comfy condo is centrally located near the elevator and the ground walkways that go DIRECTLY across the street to the main entrance of one of top beaches in the country. Siesta Key beach is consistently ranked in the top 10 and known for its silky smooth sand that never gets hot to the touch. With this easily accessible proximity to the main entrance to Siesta Key beach, one can take advantage of the snack shop, beach shop, siesta key info center, playground, tennis courts and beach volleyball. There are several colorful lifeguard stands on the beach. brbrLa Siesta condominiums has a heated swimming pool, outdoor eating area with grills, shuffleboard, a game room with billiards and ping pong, exercise room, and restrooms. Coin operated washers and dryers are conveniently located on each of the floors. Each condo has a designated, covered parking space. Unit 418’s space is centrally located near the elevators. brbrbrSiesta Key has numerous restaurants, specialty shops, night life, a grocery store and other attractions and services at Siesta Key Village and over the island. A free trolly service has a stop in front of La Siesta condominiums. Siesta key is located near Sarasota, St. Armand Circle, Longboat Key, and Lido Key. Each offers things to do and see, places to eat, and events.brPlan your perfect vacation at unit 418 La Siesta condominiums. The minimum rental at La Siesta is 1 week for all condominium rentals.
Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps

Home Most popular vacation rentals in Sarasota