Vacation Rentals By Owner In Sarasota, FL

BNB Breeze Presents: Brookline Retreat!brThis charming rental home in Sarasota, Florida, offers a perfect blend of comfort and convenience. Located just a short drive from Sarasota's vibrant attractions, including beautiful beaches, shopping, and dining options, Brookline Retreat is the perfect base for exploring all that this charming city has to offer.br- Private Heated Pool - heated at NO extra cost from Nov 21 - April 1stbr- Pickleball courtbr- Propane Grillbr- Wi-Fibr- Spacious, Fully-Equipped Kitchen br- Private Fenced-In BackyardbrbrWelcome to Brookline Retreat, a stunning 4-bedroom home nestled in the heart of Sarasota, Florida. This immaculate property offers a serene escape in a safe and friendly neighborhood, perfect for families or groups looking to unwind and enjoy the beautiful surroundings. Close to Sarasota's beautiful beaches, shopping, dining, and cultural attractions, this home provides an excellent base for enjoying everything the area has to offer. Whether you're looking for a seasonal getaway or a long-term stay, this rental is a fantastic option.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- Wi-Fi br- Single story homebr- 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- Spacious Fully-Equipped Kitchen w/ Cooking + Baking Essentials br- Dining Room w/ 6 Person Dining Table br- Kitchen Island w/ 4 Additional Seats br- Stove + Ovenbr- Fridge + Freezerbr- Microwavebr- Drip Coffee Makerbr- Hot Water Kettle br- Toaster br- Cutting Boards br- Kitchen Knife Block Seatbr- Dishesbr- Silverwarebr- Glasses + Coffee Mugs brbrLIVING ROOMbr- 68 Smart TVbr- Plush Comfortable Couchbr- Plush Chairsbr- Coffee Table (Perfect for Game Nights!)br- Throw Pillows + Blankets brbrTHE SLEEPING ARRANGEMENTS | 4 Bedrooms | br- Bedroom 1: King Bedbr- Bedroom 2: Queen Bedbr- Bedroom 3: Queen Bed br- Bedroom 4: Twin Bunk Bed br*Each bedroom includes dreamy mattresses and quality, sustainable linens.brbrBATHROOMS | 2 Bathrooms | br- Bathroom 1: Full Bath w/ standing shower (through bedroom 1) br- Bathroom 2: Full Bath w/ Shower/ Tub combo (access through the hallway) brbrOne of the standout features of this property is the outdoor pickleball court, perfect for friendly matches and active fun in the sun. The inviting pool view adds to the ambiance, making it an ideal spot for lounging and soaking up the Florida sunshine.brbrTHE OUTDOOR OASIS:br- Private Pool w/ Pool Lightingbr- Pickleball courtbr- Propane Grillbr- Outdoor Dining tablebr- Patiobr- Private Fenced-In Backyardbr- Parking Space for up to 4 Vehicles in the Driveway brbrDon't miss the chance to experience this exceptional property—book your stay at Brookline Retreat today and create unforgettable memories in Sarasota!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!brbrWe wanted to let you know a few of our favorite places, so that you can keep them in mind when planning your stay!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 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 GrocerybrbrWe hope that this helps with your vacation planning!brbrADDITIONAL AMENITIES:br- Linens for each Bedbr- Towels and Washclothsbr- Roll of Paper Towelsbr- Bottle of Dish Soapbr- Trash Bagsbr- Laundry Detergent podsbr- 2 Rolls of toilet paper, per bathroombr- 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 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. 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. Swim at your own risk. 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. We offer 24/7 complimentary 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. There are NO LONG CHECK-OUT INSTRUCTIONS! We want you to be able to fully enjoy every minute of your stay in the Sunshine State!

Brookline Retreat | Private Pool + Pickleball!

Sarasota, Florida, United States

4

Bed

Bath

8

Sleeps

$237.47

La Siesta A-301 is a coveted corner condo facing one of the world's best beaches, Siesta Key Beach. Known for its white quartz sand, turquoise waters, breathtaking sunsets, and many amenities, Siesta Key Beach is a great spot for a lazy and relaxing day. If you prefer an active vacation, you'll enjoy the volleyball and pickle ball courts, parasailing, water sports, pool and the weekly drum circle. Siesta Key Village is nearby with restaurants, specialty shops, nightlife, and other attractions. (We highly recommend My Village Pub for dinner followed by Olaf’s.) brbrYour perfect escape awaits in this two-bedroom, two-bath condo directly across from Siesta Key Beach. Enjoy morning coffee or evening sunsets from the screened-in lanai. Bedroom one offers a King bed with en suite, a full bathroom with hall access and a 2 queen beds in the second bedroom. Comfortably sleeping up to five people. A sofa is in the living room and the full kitchen provides a cabinet space for groceries, an eating nook, and a dining table. brbrbrThe condo is furnished with many amenities to make your stay fun and relaxing. Come once and you'll return year after year. Sink your toes into the powdery, white, sugar sand just steps and seconds from your front door here at La Siesta 301.

Unit 301 Comforts of Home Combined with the Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$171.48

White Sands Village Condominium is the ideal place to enjoy your stay on tropical Siesta Key, Florida. Situated just a short walk from the world-renowned Siesta Key Public Beach, it's a great place for a two-week vacation or for an extended stay. brbrPlease note: THE MINIMUM RENTAL PERIOD IS 14 DAYS. brbrOur condominium is privately owned and decorated, unique and beautifully maintained. Check out the amenities and photos! brbrWhy just go to Florida when you can visit the #1 Beach in the USA! White Sands Village is a short 0.3 mile from Siesta Public Beach. No need to worry about Beach Parking while staying here at White Sands Village. brbrSiesta Beach: Rated 2021 #1 beach in Florida by Holidu https://www.bizjournals.com/tampabay/news/2021/06/23/siesta-key-beach-named-no-1-beach-in-the-state.html https://www.bizjournals.com/tampabay/news/2021/06/23/siesta-key-beach-named-no-1-beach-in-the-state.html, 2020 Tripadvisor #1 beach in the USA https://www.sarasotamagazine.com/news-and-profiles/2020/08/siesta-key-beach-named-no-1-in-the-country-again-tripadvisor https://www.sarasotamagazine.com/news-and-profiles/2020/08/siesta-key-beach-named-no-1-in-the-country-again-tripadvisor , Dr Beach 2017 #1 beach in the USA https://www.drbeach.org/2017-siesta-beach-sarasota-florida https://www.drbeach.org/2017-siesta-beach-sarasota-florida brbrWe welcome your pet, but White Sands has a STRICTLY ENFORCED ONE PET/25# MAXIMUM WEIGHT RULE. NO CATS. Please respect this and avoid problems when you arrive. See our Pet Rules below.brbrThe condo is NOT ADA ACCESSIBLE. NO SMOKINGbrbrThe first sign that White Sands Village is the right place for you are the grounds, seven acres beautifully landscaped with palm trees, live oaks, flowering shrubs and tropical flowers. brbrOur pool is heated year-round to a warm 86º, so you can enjoy a swim even during the cooler months. Catch a bit of sun on a lounge chair, or sit in the shade and enjoy a bit of vacation reading. brbrPublic tennis/pickleball courts are just across the street. brbrFour lighted gas grills, on the White Sands property, are available for your use. brbrOne covered parking space is provided for each unit, with additional parking available. brbrLaundry facilities are available at four locations. brbrLinens are supplied and kitchens are fully equipped in each of our one- and two-bedroom rental units. brbrSit by the peaceful lagoon connected to the Intracoastal Waterway. brbrIn addition to the stunning https://www.whitesandsvillage.com/siestabeach.htm Siesta Key Public Beach, there are two additional Gulf of Mexico beaches on Siesta Key, as well as great little shops and restaurants. You've got easy access to boat rentals, jet ski rentals, parasailing…recreation awaits you! brbrCrescent Beach, just south of the public beach, is a quieter and more private beach, with only one public access road. Its southern tip is the Point of Rocks, a great snorkeling and diving area with coral reefs that often harbor abundant marine life. brbrTurtle Beach, south of Crescent Beach, is a great family play area, with a playground, horseshoe pit, boat launch, volleyball court and picnic tables. It's also a good place for finding shells and perhaps some shark teeth. Here you can launch your boat, fish in Blind Pass Lagoon, or eat in a nearby restaurant. brbrSiesta Key Village is full of shops and restaurants. You can buy just about everything you need to enjoy your beach vacation, including beachwear, sun products, and toys. There are also little boutique shops where you can indulge your love of unique clothing, jewelry, flowers and scented lotions. Several local restaurants offer patio dining, which you can enjoy from breakfast spots to dinner and evening entertainment. brbrCURRENT PET RULES AS OF 6/23/2022 brbrPETS ARE ONLY ALLOWED IN UNITS SPECIFICALLY ALLOWING PETS. brbrPets at White Sands Village are limited to one dog of less than 25 lbs. or one cat and only when they are not maintained or bred for any commercial purpose and when proper restraint and control are used in keeping them. brbrDogs and cats must be either leashed or carried and must be exercised and curbed only in one of the two marked pet areas, along the street side of White Sands Village. Please walk DIRECTLY to one of those areas by way of the driveways. Dogs and cats are prohibited from, courtyards, courtyard sidewalks, grassed areas and fenced pool areas, except the two pet areas noted above. brbrAll pet waste must be picked up, bagged and placed in the designated pet waste stations in the pet walk areas. Please do not use waste cans in condos, laundries, grill areas or by the pool, for pet waste

1 Bed/1Bath, Pool View Condo, Walk to #1 Siesta Beach.

Sarasota, Florida, United States

Bed

Bath

Sleeps

$145.68

$99 Special, No-Frills, Basic, Efficient room about 200 sf. It's small, it's simple. Lower your expectations coming in. Super location in the HEART of downtown Sarasota. Enjoy easy access...Walk to the library, Restaurants, Shops, Bars, Clubs, Marina Jack's. The Ritz just down the street! Super strong Wifi, Comfy queen bed, work desk w/ flat screen TV. This is perfect space for students, singles, couples looking to experience downtown on a budget or not having a vehicle to get around.brbrStarter Supplies ProvidedbrbrTo help you get settled, we provide a limited supply of essential starter items upon arrival. These are intended to get you through the first few days and may not last for the duration of your stay,.brbrKitchen & LaundrybrPaper towelsbrDishwashing liquidbrAll-purpose cleaning spraybrDishwasher tablets (if a dishwasher is available)brTrash bags (a few provided in each trash can)brLaundry detergent for one load (if the property has a washer)brbrBathroomsbrToilet paperbrSmall bottle of shampoo & ConditionerbrBar soap at each sinkbrbrGuests are responsible for purchasing any additional supplies needed during their stay.brbrbrImportant Note:brAgain, this is an efficiency room part of a 100 year old historic house. Lower your expectations coming in and you won't be disappointed. It IS a fantastic, small, clean and cozy space in probably the best location in downtown Sarasota priced at the most affordable rate you can find. It's simple yet incredible at the same time. We invite you to stay in a piece of Sarasota history and explore all that downtown Sarasota has to offer. Thank you!brbrOther things to notebr- Phenomenal Sarasota location - Next to Downtown SRQ!br- Quiet Time Hours from 10pm to 6am: We request guests not be notably loud or rowdy during this time frame.br-This property has a minimum primary renter age requirement of 25.br-Pet allowed with Pet fee (1) One Pet Max $149 pet feebr-Stays in excess of three weeks may incur an additional cleaning fee.

Apartment

Perfect Downtown Space-Walk to Library, Theater, REstaurants & Shops!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$152.92

Lovely house with great location, minutes from Siesta key Beach, #1 Beach in USA and minutes from multiple restaurant and shopping.brThis home has two bedrooms, the master bedroom has a king size bed with a private bathroom. The second bedroom is equipped with two twin size beds.brThe common area is equipped with two tables, one for formal dinners that can sit up to 7 people, and a smaller table for breakfast and lunch.brThe living room is equipped with a big leather couch and chair with a 50 inch smart tv. one additional person could sleep on the couch if needed.brHuge fenced in yard and lots of room to park, you can even bring your toys, boat, RV, trailer, motorcycle.brhight speed internet and cable tv.brPets are welcome for a fee. br

2BR/2BA House. Minutes from siesta key beach

Sarasota, Florida, United States

Bed

Bath

4

Sleeps

$1361.0

Welcome to our Twin Villas, two spacious homes side by side with 10 bedrooms, private backyards, a saltwater pool, and hot tub. Just 5 minutes from Downtown Sarasota and 10 minutes to Lido Beach, it's ideal for gatherings, celebrations, or group retreats.brbr– 6 king beds 2 queens 3 twinsbr– 2 queen air mattresses + nugget sofasbr– Sleeps up to 24 guestsbr– Fresh bedding + extra towelsbr– 7 full baths + 1 half bathbr– 2 full kitchens + stocked basicsbr– Game lounge w arcade + pokerbr– Movie projector + board gamesbr– Saltwater pool + 104° hot tubbr– Tiki bar grill + bocce courtbr– Driveway garage + EV chargerbrbrbrLocal Highlights ~brbrThings to Dobr– Downtown Sarasota – 5 minbr– Bayfront Park – 6 minbr– Marie Selby Gardens – 7 minbr– St. Armands Circle – 9 minbr– Lido Beach – 10 minbrbrCoffee & Diningbr– The Overton – 4 minbr– Project Coffee – 5 minbr– Artisan Cheese Co. – 6 minbr– Owen’s Fish Camp – 7 minbr– Indigenous – 7 minbr– Shore – 9 minbr– Veronica Fish & Oyster – 10 minbr– Columbia Restaurant – 10 minbrbrbrGuests love starting the day at Project Coffee and winding down with dinner at Shore or Owen’s.brbrFAQbr➤ Is this setup good for large groups brAbsolutely. You’ll have both villas with plenty of space to gather or spread out.brbr➤ Are the backyards shared or private brEach villa has its own private backyard and outdoor setup.brbr➤ Can we have a small event brYes, with prior approval. We welcome reunions, retreats, and celebrations.brbrMeet the Host ❤︎brbrI’m here to make your stay as smooth as possible. If you have questions, need local tips, or just want a recommendation, I’m only a text or call away!brbr– Al & Oliviabrbr– Full access to both villasbr– Private backyards for eachbr– Keypad entry on both homesbr– 5–6 driveway spacesbr– 1 garage fits a sedanbrbrWe are locals and can be over quickly with any problems you may have! Feel free to call or text us in case of any emergency, or just shoot us a message on here for anything else!brbr– Exterior cameras at entry pointsbr– Fee per guest after base occupancybr– No loud noise or parties outsidebr– One garage includes a gymbr– No indoor smoking ($1000 fine)br- Unauthorized Parties will be subject to $2000 fine.

2 Downtown Villas+ Saltwater Pool, Hot Tub, Bocce

Sarasota, Florida, United States

10

Bed

8

Bath

16

Sleeps

$448.43

Welcome to our bright and family-ready Sarasota home, just 15 minutes from Lido Beach and 2 miles from downtown. With 5 bedrooms, a nursery, 2 TV lounges, and hot tub, there’s room for everyone to relax, play, and reconnect. brbrWe are a local Sarasota family who loves hosting guests from around the world. Happy to give you our insider tips on best places to eat and drink, secret beach parking, and where to take the kids to the coolest playground. brbrPublic teacher discounts available. Message us!brbr⭑Master Bedroom:⭑br✔ King bed, ensuite bathroom, nursery attachedbr✔ Plush linens, extra pillows, room-darkening shades, ample storagebrbr⭑Second Bedroom:⭑br✔ King bed, premium bedding, closet, extra blanketsbrbr⭑Third Bedroom:⭑br✔ King bed, cozy linens, storage, blackout shadesbrbr⭑Fourth Bedroom:⭑br✔ Queen bed, soft bedding, closet, extra pillowsbrbr⭑Fifth Bedroom:⭑br✔ King bed, fresh linens, storage, room-darkening shadesbrbr⭑Nursery:⭑br✔ Crib (sheets provided), blackout shades, children’s books & toys, baby safety gatesbrbr⭑Lounge/Daybed Area:⭑br✔ Daybed with trundle, board games, books, smart TVbrbr⭑Living Room:⭑br✔ Two indoor lounge spaces, smart TVs, cozy seating, blackout shades, stylish décorbrbr⭑Kitchen and Dining Area:⭑br✔ Fully stocked kitchen: refrigerator, freezer, stove, oven, microwave, dishwasherbr✔ Coffee maker, hot water kettle, toaster, blender, wine glassesbr✔ Cooking basics, baking sheet, pots/pans, dishes, silverwarebr✔ Dining table for group meals, children’s dinnerwarebrbr⭑Bathrooms:⭑br✔ 2.5 bathrooms: bathtub, hot water, hair dryer, cleaning productsbr✔ Complimentary toiletries: shampoo, conditioner, body soap, shower gelbr✔ Double outdoor showers, fresh towels, starter bath kitbrbr⭑Outdoor Space:⭑br✔ Private fenced patio with hot tub (fits 6), BBQ grill, outdoor diningbr✔ Shared backyard, fire pit, hammock, outdoor furniture, children’s bikesbr✔ Outdoor playground, beach essentials (towels, umbrella, blanket, snorkeling gear)brbr⭑Additional Amenities:⭑br✔ Washer & free dryer (in unit), iron, drying rack, hangers, extra linensbr✔ Essentials kit: towels, bed sheets, soap, toilet paperbr✔ Dedicated workspace, Wi-Fi, mini fridge, trash compactorbr✔ Garage game room, movie theater, board gamesbrbr⭑Safety and Security:⭑br✔ Smoke alarm, carbon monoxide alarm, fire extinguisher, first aid kitbr✔ Security cameras (front & driveway), private entrance, lockboxbrbr⭑Entertainment and Connectivity:⭑br✔ Smart TVs in lounges, books, board games, Wi-Fibrbr⭑Heating and Cooling:⭑br✔ Air conditioning, ceiling fans, heatingbrbr⭑Parking and Facilities:⭑br✔ Free street & driveway parking, garage, EV charging (if available)brbr⭑Services:⭑br✔ Self check-in (lockbox), cleaning available during stay, luggage dropoffbr✔ Pets allowed, assistance animals always allowed, long-term stays welcomebr✔ Breakfast provided, babysitter recommendationsbrYour stay with us promises bright comfort, family-friendly convenience, and a memorable Sarasota experience. Book now and start your Sarasota adventure in style!brbr⭑Conclusion⭑brWe’re a local Sarasota family who loves hosting guests from around the world. Message us for insider tips, public teacher discounts, or to book both homes for large groups. We look forward to making your stay easy and unforgettable—reserve your dates today!brbrNearby Attractions (up to 10):br5 min to Sarasota Bradenton International Airportbr15 min to Lido Beachbr10 min to Downtown Sarasotabr11 min to Marie Selby Botanical Gardensbr12 min to The Ringlingbr13 min to St. Armands Circlebr7 min to The Overtonbr8 min to Toasted Mango Cafébr9 min to Station 400br10 min to Indigenousbr12 min to ShorebrbrbrOther things to note:br– Beach gear includedbr– Book next-door house for 24 total guestsbr– Security cameras at front & drivewaybr– No smoking indoors ($1,000 fine)br– No parties without approval ($1,500 fine)brbr– Self check-in with lock and keybr– Entire home accessbr– Backyard + hot tub + BBQbr– Shared access to outdoor showersbr– Free street + driveway parkingbrbrWe’re a small, family-run hosting team. brbrYou’ll have complete privacy but we’re just a message away for local recommendations or quick assistance. brbrSelf-check-in available for your convenience.brbr– Beach gear includedbr– Book next-door house for 24 total guestsbr– Security cameras at front & drivewaybr– No parties. No smoking inside.brThere is a $2000 fine if either of these rules are broken.

Family Hot Tub Villa w/ Fire-pit + Outdoor Lounge

Sarasota, Florida, United States

Bed

Bath

Sleeps

$231.65

Less than 5 miles to the #1 Beach—Siesta Beach! This newly remodeled 3 bed/2 bath private residence sleeps up to 6. Located in the Gulf Gate area, this is the prime spot for your vacation! brThe Master Bedroom has a King Bed and private bath. The 2nd bedroom features a Queen Bed, while the 3rd bedroom has 2 Twins, perfect for a family. The guest bath is separate and includes a tub/shower combo. brThe dining area features a table for 6. Wireless Internet is provided throughout the house. The kitchen comes fully stocked with cookware and glassware. brAfter a day at the beach and exploring, come home to relax in your fenced private pool. Centrally located, with shopping at Sarasota Square Mall or Gulf Gate nearby, as well as casual to fine dining just a short drive away. brThis home is clean, comfortable, and ready for your vacation rental!

Private Large Pool Getaway Near Siesta Key Gulf Gate Home

Sarasota, Florida, United States

Bed

Bath

Sleeps

$182.53

Beautiful villa in Village des Pins, located in hearth of Sarasota, just minutes from Siesta Key Beach – voted repeatedly the best in the U.S., close to shopping and many public Golf courses. This spacious 2 bedroom, 2 bath villa with 1 car garage features nicely tiled floors, granite counters in the kitchen and both Bath, modern furniture and décor and stainless steel appliances. brLiving room entertainment center features a 51” flat screen Plasma TV with cable, DVD and stereo music system with iPod dock. Both bedrooms have LCD flat screen TVs and DVD players. A screened-in lanai is accessible from both the living room and master BR, offering privacy and view of palm trees and greenery. brPark like setting complex with two lakes offers first-class amenities : large swimming pool, comfortable, recently-renovated deck with new outdoor furniture and a Jacuzzi for relaxations!. Picnic area with grills is just by the pool and Club house. Two lighted tennis courts, shuffleboard and putting green is also conveniently located in the complex.brVillage Des Pins is also very close to Westfield Sarasota Square Mall with over 140 stores and a cinema, Grocery store as well as many other stores, restaurants, Downtown with galleries and museum. brBusch Gardens at Tampa Bay is an hour away, and the attractions and theme parks at Orlando two hours away. Did we mention Golf More than 50 golf courses are near by.brbrbrbr

Villa

Resort Style Villa With Heated Pool, 2 Tennis Courts And Jacuzzi !

Sarasota, Florida, United States

Bed

Bath

Sleeps

$326.37

Act now to enjoy this beautifully remodeled condo only steps from the #1 Beach in the country! We are LESS THAN 100 yards to the powder sugar sand of Crescent Beach (aka Siesta Key Beach).brbrOur recently remodeled 2 bedroom and 1.5 bathroom condo was designed with you and your awesome beach vacation in mind. The location is perfect, the complex has everything you may need and EVERYTHING in our condo is Brand New! All flooring, linens, dishes, appliances, furniture...everything...just out of the box recently and lovingly cared for. Our unit has 3 brand new flat screens (all with HD and Smart) and everything is premium. Stay with us and enjoy the unique high-end finishes (Pottery Barn, Pier 1 and more) you are looking for in a luxurious vacation rental.brbrSiesta Key Beach was recently ranked as the #1 Beach in the country. It's powdered sugar sands and turquoise waters are amazing. Beyond the beautiful beach, Siesta Key is a really fun island with great restaurants, shops, clubs, water rentals, tours, fishing, boating, parasailing, biking, jet skis and so much more. Our condo is ideally located in a the beach-side complex known as Jamaica Royale. Our unit is the fourth unit from the end that is closest to the beach. This ideal central location near the renowned public beach, allows you to soak in all that Siesta Key has to offer. Not only can you conveniently beach it to your heart's content, but when it is meal time, you have many great options. Our condo has everything you may need to make great meals, but if you prefer to go out (especially on vacation), you have many great choices. The free trolley and many free ride services puts the Main Village and the South Village within a short ride of this condo. Our family truly enjoys Siesta Key getaways especially in this central location, a few steps to the beach and the two heated pools within a stone's throw...and a short ride away from an array of other activities.brbrPictures are worth many words, but we believe our updated condo provides a unique and uplifting Siesta Key experience. We have a dedicated parking spot right at the front door. We also have multiple guest parking spots super close. Once past the front door, you will be blown away by the fresh renovation and upscale furniture that creates a cozy yet upbeat environment. The calming color palette blends with the super comfy seating and décor. Meanwhile, the brand new Samsung stainless appliances, glass railing and other modern features to create ideal modern cozy beach scene. We hope you and yours truly enjoy it!brbrOur unit is a unique two story that provides additional separation of living space. The walk-in main level is the open living, dining and kitchen area. There is tons of seating and the two loveseats are ideal for those who enjoy a big flat screen tv. One of the loveseats is a pull-out if you need the extra sleeping space. The main level also opens to an awesome 1/2 covered patio with another great dining table an outdoor couch/lounge. The main level has a powder room for the convenience of all. This area also has a stack-able washer and dryer for a convenient in-unit laundry experience. brbrOnce upstairs, there is a beautiful super-spacious master bedroom featuring a new queen bed (and high sheet count linens!) and an elevated lanai. The master is as spacious as any on the island and we added another wall-mounted flat screen to create a wonderfully comfortable hang-out and sleeping space. The guest bedroom has two twin beds and one trundle that can be pulled out for extra sleeping. The guest bedroom also has flat screen #3 with some games, books and other activities. The upstairs bathroom has a new vanity, new toilet and a glass enclosed tub/shower.brbrWe hope you choose to enjoy our newly remodeled condo, our brand new furniture & décor. Just get ready...the lush tropical landscaping and beautiful green grass get you in the mood for the short stroll to the beach...it MAY be a 2 minute walk to the water's edge. It's close! On most days, you hear the ocean from the patio. There are also two heated pools that are even closer than the beach. If you are looking for an awesome upscale Siesta Key experience...Congratulations! You have found it.brbrWe would love to host you and yours at our beautiful and fresh condo. If there is any additional information which may help you choose the right place, please let us know. We truly enjoy helping you and yours get the most of your Siesta Key Getaway!

RECENTLY RENOVATED! Only steps to the beach and premium everything!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$309.67

Family-friendly pool house with all modern features, Central AC/Heat, fastest Residential Internet in Sarasota, and a solar heated pool to entertain year-round featuring a Weber Gas Grill. Within minutes of Prized Gulf Gate village and Siesta Key Beach. Direct access from all major roads Tamiami Trail, I-75, State Road 41. World Class Golf at TPC Prestancia Golf Club within blocks. On-Site parking for 3 cars.

Spacious pool house minutes from Siesta Key Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$389.42

Welcome to the recently renovated oasis in the sky! Enjoy great views of The Gulf of Mexico, brand new everything and a perfect location near the South Village. It's on the best beach in the US, the complex grounds are impeccable, there are two heated pools and it's a short distance (app. 1/2 mile) to a quaint beach village. You can have it all in your vacation paradise!brbrThe Beachside Loft - Siesta Key offers every type of luxury - porcelain tile floors, brand new carpet in the bedrooms, brand new furniture/mattresses, high thread count all cotton bedding, flat screens (the large living room tv is even on an oscillating extending arm), cushy towels, granite counters, stainless appliances, kitchen gadgets, extra supplies, sparkling light fixtures, super-comfy seating and more. And it's all brand new! Book now for the best dates and prices. Why settle for less brbrThe super-welcoming condo offers comfortable sleeping arrangements - king bed in the master suite, twin plus a full bed in the guest bedroom and there is a queen-size pull-out couch. The guest bathroom is tucked away at the front of the condo and is convenient for all. The master bathroom is spacious and spa-like complete with a substantial walk-in closet.brbrThe open living/kitchen/dining area is great for family and friends to get together. The large living room tv is on a high-end arm that reaches into the room and positions any way you like it - great for watching games, movies or streaming your favorite shows. We also added a work space with our private wifi network and extra monitor. If you have to work - this is not a bad place to get it done!brbrBut why work There are so many fun things to do in this area, you will definitely run out of vacation days before you run out of things to do. Some of the highlights of Siesta Key Beach Experience include:br* Just beaching it! * 2 Heated Poolsbr* Extensive Golfing Opportunities * Shops & Cafesbr* Sunsets over the Gulf * Wine & Dinebr* Free and/or Guided Fishing * Bikes on the Beachbr* Snorkeling/Scuba * Parasail and Jet Skibr* Deep Sea Excursions * Dolphin Toursbr* Kayaks & Paddleboard * Sand Castles & Drum Circlebr* Endless Parks & Hikes * Legacy Trail (bike)br* Culture and Arts of Downtown Sarasota * Concerts & Speaking Toursbr* World-Class Boating * And so much more!brbrFinally, as if the beautiful sparkling-clean condo in a perfect location is not enough, we are proud to support this amazing new property with 5 Star Service. This condo is so new there are few reviews directly on this property, but please check out the other 2 properties we own (through an LLC) on Siesta Key (VRBO #1158698 and VRBO #847890). Please check out our unbiased ratings and read the reviews. We truly enjoy consistently providing 5 Star Experiences!brbrThank you for considering our condo. We hope to host you soon and that you absolutely love the experience.

Brand New! Steps to Siesta Key Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$327.72

WELCOME TO PALM PARADISE! Your oasis in the middle of EVERYTHING Sarasota! From the world-famous beaches to the theater, to the restaurants, to downtown, this location is close to it all! As you enter, you will feel the warmth by the well-appointed furnishings and the open concept living, which leads to a nicely furnished, totally private, fully enclosed lanai and HEATED SALT pool! The kitchen has stainless-steel appliances as well as all the necessary equipment to make anything from a nice cup of coffee to a gourmet meal. The living area boasts a 75 TV with Xfinity cable and DVR so you won't miss any of your favorite shows. The Florida room has ample space to hang out, watch TV as well as a desk and chair in case work demands your presence. The laundry room is equipped with a full-size washer and dryer and other necessities to ensure you won't have to do laundry when you get home. The master bedroom has a king bed with an en-suite for your total privacy! The second bedroom has a queen bed and more-than-ample closet space. For the little ones, the third bedroom has two twin beds that share the main full bath with a spacious make up area for the ladies. Every area in the home, INCLUDING the lanai, have Wifi-enabled TV's so that all can watch their favorite shows and sporting events! For the fur babies, the back yard has the space they need to run around and relieve themselves with doggy poop bags at your fingertips. The home is situated on a corner lot with a one car garage and a second driveway for your boat or RV. PLEASE NOTE: For your protection, safety and security as well of that of the owner, cameras have been placed around the outside perimeter of the house, covering all entrances and are actively monitored, but there are none in ANY of the interior spaces of the home so that your ultimate privacy and peace of mind are maintained. Pool will be heated from November 1 thru April 1 and maintained between 86 and 88 Degrees Fahrenheit. Luxury bed linens and towels are provided for your added convenience. Nothing to do but bring your personal items and enjoy all this home and the surrounding area has to offer!

Welcome to Palm Paradise! A Serene and private 3-bedroom home close to beach!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$220.35

Cottage style 2 bedroom 1 bath condo in Siesta Key is just a 2-3 min walk to the Pool, Beach, Restaurants and shops.br(Also see our other listings 1012678 & 1569737)brbrbrDo you prefer a single-story, ground floor cottage over a high-rise A garden patio over a balcony This might be your best Siesta Key vacation yet!brbrOur Cottage comes complete with comfortable, quality furniture, and top quality bedding and linens.brbrFully equipped, offering everything you need for a fun and relaxing vacation at the country's #1 beach. Crescent Beach on Siesta Key!brbrStep outside to the patio for your the perfect spot for your morning coffee or evening BBQ.brbrEverything is included at this cozy cottage from wireless internet to beach towels!brbrWe have a lovely large heated salt-water pool and our own private gated access to Crescent Beach. Both are just a 2-3 min walk from the cottage.brbrEverything is right here: Restaurants & Shops within easy walking distance. And Lively Siesta Key Village with its quaint shops and nightlife is just a quick drive up the road. Also there is a free trolley to take you up and down the Siesta Key so no need to drive.brbrA great vacation spot!!

Cottage

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Sarasota, Florida, United States

Bed

Bath

Sleeps

$496.44

This 3-bedroom house is perfect for your escape to Sarasota. Nestled in a serene canal front neighborhood, this enchanting property offers a king bed, queen bed, 2 twin beds, and a cozy futon for a tranquil night's sleep. The 2 bathrooms provide convenience for all. It's easy to see why you'll be able to unwind at our place. With your own PRIVATE POOL and BOAT SLIP available right outside your back door. Boat Slip that is included with the house can accommodate a vessel up to 30 ft long and 10 ft wide. The canal leads directly out to Sarasota Bay where you can enjoy exploring the waterways around Siesta Key, Anna Maria and more. This will be the ultimate vacation spot for families or friends to enjoy. It is conveniently located just 7 minutes from downtown Sarasota flourishing restaurant scene and nightlife. If the beach is what you seek, it is a short 15 minute drive to beaches of Lido and Longboat Key, as well as a 20 minute drive to the breath taking beaches of Anna Maria Island.

Beautiful Canal Home & Heated Pool in Sarasota- Boater Paradise, Slip Included!

Sarasota, Florida, United States

3

Bed

Bath

8

Sleeps

$212.9

Escape to the Sunshine State and stay at this well-appointed vacation rental in a sought-after Sarasota resort community! The 2-bedroom, 2-bath home boasts a furnished lanai with air conditioning, a private yard with lake views, and access to stellar amenities like multiple pools, a game room, sport courts, and more! You'll be 11 miles from Lido Key Beach and St. Armand Circle for days by the water, under 2 miles from Celery Fields, and a 12-mile drive to area highlights like Ca' d'Zan!brbr-- THE PROPERTY --brbrFurnished Lanai | 2 Resort Pools & Hot Tubs | Fitness Center w/ Free Weight Room | Private Backyard w/ Grill | Golf CartbrbrBoasting a colorful, modern interior and unbeatable resort amenities, this cozy getaway is ready to host you for a couples' getaway or a small family vacation.brbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed | Living Room: Queen Sleeper Sofa | Lanai: Queen Sleeper SofabrbrCOMMUNITY AMENITIES: Business center, laundry centers (credit cards), activity rooms (jewelry, art, etc), game room, indoor pool (heated), outdoor pool (year-round, heated), horseshoes, playground, 4 tennis courts, arcade, pool hall, ping pong, 16 pickleball courts, pétanque, lawn bowling, basketball court, 9-hole disc golf, climbing wall, waterslide, kiddie pool, 4 catch & release lakes (no permit), remote control sailboats w/ race course, walking/running & biking paths (all included, open access)brCOMMUNITY FITNESS CENTER: Free-weight room, strength & aerobic training equipment, fitness studio, sauna, stream room, cold plunge, large indoor heated pool, & spacious whirlpool spabrINDOORS: Smart TVs, furnished lanai, dining table, bright modern interior, seaside-themed decorbrKITCHEN: Fully equipped, dishware & flatware, cooking basicsbrGENERAL: Free WiFi, washer & dryer, linens/towels, central heat & A/C, 924 square feet, golf cart availablebrFAQ: 3 stairs to access home (single-story interior)brPARKING: Driveway (1 vehicle), open lot parking throughout resort, parking tags required (pre-arrival registration required)brbr-- THE LOCATION --brbrBEACHES: Lido Key Beach (10.5 miles), Crescent Beach (12.7 miles), Siesta Key Beach (13.9 miles), Sarasota Beach (14.4 miles), Turtle Beach (14.4 miles), Venice Beach (20.0 miles)brOUTDOOR RECREATION: Celery Fields (1.7 miles), Lido Key (10.6 miles), Legacy Trail (11.7 miles), Myakka River State Park (17.4 miles)brATTRACTIONS: Sarasota Opera House (7.5 miles), Marie Selby Botanical Gardens (7.7 miles), Sarasota Jungle Gardens (9.7 miles), Sarasota Classic Car Museum (11.6 miles), Mote Marine Laboratory & Aquarium (11.2 miles), Ca' d'Zan (12.1 miles), Siesta Key Village (13.1 miles)brAIRPORTS: Sarasota-Bradenton International Airport (11.6 miles), Tampa International Airport (60.6 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This property requires 3 stairs to access. The interior is single story

Sarasota Home w/ Full Resort Amenity Access!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$185.79

Come live the simple life: br Not quite two miles from the Best Beach in the World, this lovely little home boasts an open floor plan with kitchen and dining area combined with a family room for easy and spacious living. br The 1140 square foot living space was built in 1963 in one of Sarasota's most convenient neighborhoods, Gulf Gate. The master bedroom features a queen size bed, dual night stands, dresser and Smart TV. The second bedroom offers one twin and one full bed. A shared bath features a frolicking beach theme with a tub/shower combo. The second bathroom offers a stall shower and new washer and dryer. A new dishwasher, coffee maker, waffle maker and stainless kettle round out the well appointed kitchen.br The paver patio out back is framed with Areca and Adonidia palms and offers time in the sun or tend to your BBQ on the gas grill. Dine out on the patio table and enjoy the breezes through the privacy palms.br A single car port provides shelter for your vehicle. br Walk or enjoy the beach cruisers into the Gulf Gate area restaurants, bars and shops, and continue on another easy mile to Siesta Key over the South Bridge. A quiet, tucked away residential neighborhood that is amazingly close to the best that Sarasota has to offer. Discounts available for 30 day plus bookings. br This home is set up exclusively for VRBO. You will not be tangling yourself up in any one else's possessions. We've all been there, and it can be a little weird. The Half Moon House is a simple solution to your Sarasota holiday needs and operated with your comfort and convenience as our first priority. brPlease note!!! If you would like to reserve the Half Moon House for longer than 4 weeks, please send us an inquiry first. VRBO does not allow for a maximum booking feature, but we need to communicate with you prior to booking extended stays. Thank you!!!br While our home is clean, convenient and safe, please not that it is an older home. We always price fairly to reflect. Please see our nearly perfect five star reviews!

Come live the simple life: Close to Siesta, Relaxing with sunroom, patio.

Sarasota, Florida, United States

Bed

Bath

4

Sleeps

$719.45

Welcome to Villa Paradiso, a peaceful, beautifully maintained Sarasota retreat just 5 minutes from Siesta Key. Tucked away on a private, quiet street west of the Trail, this spacious home offers the perfect balance of relaxation, convenience, and coastal charm.brbrFrom the moment you arrive, the fountain courtyard and lush tropical landscaping create a sense of escape - a place to slow down, settle in, and enjoy time with family and friends. Whether you're spending your days at the beach, by the pool, exploring Sarasota, or simply unwinding under the covered patio, Villa Paradiso is designed to make your stay easy and memorable.brbrThe SpacebrbrInside, the home feels warm, spacious, and inviting, with terracotta tile floors throughout and an easy indoor-outdoor flow that suits both families and couples traveling together. The open living area offers comfortable sectional seating and sliding glass doors that bring in natural light and views of the patios and pool.brbrThe home sleeps guests comfortably with three well-appointed bedrooms:brbrPrimary bedroom: king bed, sliding glass doors to the pool area, and en suite bathbrbrSecond bedroom: queen bed, pool views, and adjoining Jack-and-Jill bath with addditional double vanity and large walk-through closetbrbrThird bedroom: queen bed plus twin bed, along with a spacious desk and printer for remote work or longer staysbrbrAll beds feature 12-inch memory foam mattresses and quality linens for a restful night’s sleep.brbrThe kitchen is fully equipped for real cooking, with high-end cookware, sharp knives, serving pieces, flatware, and the extras that make vacation meals feel easy rather than improvised. The indoor dining table seats 6, or 7 with the bench, and overlooks the pool area.brbrOutdoor LivingbrbrOne of the highlights of Villa Paradiso is the private saltwater pool, yours to enjoy throughout your stay. The pool is shallow at both ends and gently slopes to the center, making it great for lounging, playing, or a casual game of pool volleyball. There is also an outdoor shower with hot and cold water, ideal after the beach or pool.brbrThe backyard includes a grill with grilling tools and a backup propane tank, making outdoor meals simple and convenient.brbrOut front, the covered patio offers another inviting space to relax. With two ceiling fans, a swinging chair, and the soothing sound of the fountain, it is a lovely spot for morning coffee, outdoor dining, or simply enjoying a quiet evening - even in the rain.brbrLocationbrbrLocation is a major reason guests love this home.brbrYou are just 5 minutes from Siesta Key, where you can enjoy the famous white sand beach, public access areas, quieter beach entry points along the Key, and Siesta Key Village with its restaurants, bars, and shops.brbrThe home is also right next to a park, making it easy to take a shaded walk, let children enjoy the large playground, toss a frisbee or football, or even launch a kayak into the bay without having to drive anywhere.brbrBeyond Siesta Key, you are conveniently close to:brbrDowntown SarasotabrbrSt. Armands CirclebrbrLido BeachbrbrLongboat KeybrbrRestaurants, museums, and shoppingbrbrPublix, Trader Joe’s, Detwiler’s, Costco, Target, and morebrbrThis location makes it easy to enjoy both beach time and everything Sarasota has to offer.brbrGood to KnowbrbrVilla Paradiso is especially well suited for families, with books, games, and a pack and play available for guest use. There is also ample parking, plus additional space for a boat, motor home, or RV if needed. Private, separate host apartment on premise. Feel free to contact host for any additional questions or details.brbrIf you are looking for a comfortable, highly rated Sarasota home near Siesta Key with a private pool, peaceful setting, and easy access to the best of the area, Villa Paradiso is a wonderful place to stay.

Villa Paradiso - Private Saltwater Pool - 5 Min to Siesta Key

Sarasota, Florida, United States

Bed

Bath

Sleeps

$138.56