Vacation Home Rentals By Owner In Sarasota, FL

Enjoy a private heated pool at this Sarasota–Bradenton area family home, The Getaway, thoughtfully set up as your true Home Away From Home. With open living spaces and flexible sleeping for up to 10 guests, it’s perfect for families or groups seeking comfort, privacy, and space to relax. Located in a quiet neighborhood, yet with easy access to beaches ️, dining, and local attractions, this home is designed for real vacations—not just photos. Book now and make Florida your next getaway!brbrAvailable via phone, text, or email - I will be available however is most convenient for you. If needed on-premise, I have a manager within 60 minutes of the property.brbrIf you want to get out and explore, you’re perfectly located near some of the best of Sarasota and Bradenton, with world-class beaches, dining, and attractions just a short drive away. Guests love being close to Siesta Key Beach, consistently ranked among the top beaches in the U.S., as well as Anna Maria Island and Lido Key for classic Gulf Coast charm.brbrDowntown Sarasota is nearby and offers great food, shopping, and culture, including St. Armands Circle, the Ringling Museum of Art, and the beautiful Marie Selby Botanical Gardens. Families and sports fans will also enjoy Baltimore Orioles Spring Training at LECOM Park, along with nearby waterfront parks, marinas, and walking paths.brbrWhether you’re here for the beaches, local culture, shopping, or simply soaking up the Florida sunshine, this location makes it easy to experience everything the Sarasota–Bradenton area has to offer.brbrSelf-Check-in - You will gain access to the property via a keypad which will be provided the day before check-in. brbrCheck-in time is anytime after 4:00pmbrbrCheck-out time is before 10:00ambrbrStart your stay close to some of Florida’s most beautiful beaches! World Famous Siesta Key Beach is about 30 minutes, Lido Beach is about 20 minutes, and Cortez Beach is about 25 minutes away — making it easy to enjoy white sand, sunset walks, and relaxing days by the water.brbr❤❤ Add this home to your wishlist by clicking the ❤ in the upper-right corner! ❤❤brbr★ A FEW HIGHLIGHTS OF OUR HOME ★brLooking for a relaxing Florida getaway near both Sarasota and Bradenton Welcome to your Home Away From Home — a comfortable, family-friendly house featuring a private heated pool, flexible sleeping for up to 10 guests, and easy access to beaches, dining, and local attractions.brbr★ OUTDOOR AREA ★brThe highlight of the home Step outside to your private screened-in pool area, perfect for sunny Florida days and peaceful evenings.brbr✔ Private Heated Pool (screened enclosure)br✔ Outdoor seating & loungersbr✔ Patio dining areabr✔ Pool towels providedbr✔ Fully fenced backyardbr✔ Fire pit and chairs (bring/buy your own firewood)br✔ Quiet residential neighborhoodbrbr⚠ Note: The hot tub/spa is not available for guest use.br⚠ Liability waiver must be signed before check-in codes can be sentbrbrbr★ LIVING ROOM ★brA bright and welcoming space to relax together.brbr✔ Comfortable seatingbr✔ Smart TV for your streaming servicesbr✔ Open layout connected to kitchen & diningbr✔ Natural light and relaxed Florida vibebrbrbr★ KITCHEN & DINING ★brPerfect for quick breakfasts or shared family meals.brbr✔ Full kitchenbr✔ Refrigerator / Freezerbr✔ Microwavebr✔ Stovebr✔ Cookware, pots & pansbr✔ Dishes, glasses & silverwarebr✔ Dining table for group mealsbrbrbr★ SLEEPING ARRANGEMENTS ★brComfortable sleeping options with thoughtful in-room amenities. All bedrooms are on the main floor.brbr♛ Primary Bedroombr✔ King bed with fresh linensbr✔ Ensuite bathroombr✔ Ceiling fanbr✔ USB / charging ports on headboardbr✔ Smart TVbr✔ Luggage rackbr✔ Walk-in closetbr✔ Twin cot stored in the primary bedroom closetbr✔ Crib stored in primary bedroom closetbrbr♛ Bedroom 2br✔ Queen bed with fresh linensbr✔ Futon available for flexible sleeping arrangements with sheetsbr✔ Ceiling fanbr✔ Bedside lamps with charging portsbr✔ Smart TVbr✔ Luggage rackbr✔ Closet storagebrbr♛ Bedroom 3br✔ Queen bed with fresh linensbr✔ Ceiling fanbr✔ Bedside lamps with charging portsbr✔ Luggage rackbrbr♛ Bedroom 4br✔ Two twin beds with fresh linensbr✔ Dresserbrbrbr★ BATHROOMS ★brTwo full bathrooms stocked for comfort.brbr✔ Walk-in showers (no bathtubs)br✔ Vanity & mirrorbr✔ Towels providedbr✔ Essential toiletriesbrbrbr★ ADDITIONAL AMENITIES ★brbr✔ High-speed Wi-Fibr✔ Central air conditioning & heatingbr✔ Washer & dryerbr✔ Iron & ironing boardbr✔ Hair dryerbr✔ Free driveway parkingbrbr⚠ ⚠ POOL & WATER SAFETY NOTICE ⚠ ⚠br✔ Screened pool enclosurebr✔ Fully fenced yardbr✔ Children must be supervised at all times around the poolbr⚠ Liability waiver must be signed before check-in codes can be sentbrbrbr★ GUEST ACCESS ★brThe entire home is yours during your stay — no shared spaces. Relax, unwind, and truly make yourself at home.brbr SECURITY DISCLOSUREbrExterior security cameras monitor outdoor areas only.brbr⚠ ⚠ IMPORTANT NEIGHBORHOOD NOTICE ⚠ ⚠brThis is a family-oriented neighborhood.br• Quiet hours: 10:00 PM – 7:00 AMbr• This is NOT a party housebr• Noise complaints or disruptive behavior may result in removal without refundbrbrBook today and enjoy your Sarasota–Bradenton Home Away From Home! ️brbr**While public transportation is available, renting a car is recommended for the most convenient and flexible travel.brbr Getting Around / Public Transportation brThis home is located near the Sarasota–Bradenton line in a quiet residential area. Limited public bus service is available via Sarasota County Area Transit (SCAT) and Manatee County Area Transit (MCAT) along major roads.brbrUber and Lyft are widely available and are the most convenient option for getting to beaches, dining, and attractions. brbrAs a quick disclaimer and note to potential guests, we are a FAMILY ORIENTED neighborhood. We are NOT a party house and have a strict 10pm - 7am noise rule. After 10pm our neighbors should not hear you. IF YOU ARE LOOKING TO PARTY and come and go all hours of the night, we are not a good fit for you. Rowdiness, excessive noise, loud music, etc. are all grounds for removal. brbrOur neighbors are all families who have children. Please be considerate of them and respectful of this rule or you will be made to leave the property immediately.

Sarasota Family Home | Private Heated Pool | Relax

Sarasota, Florida, United States

Bed

Bath

Sleeps

$778.41

KEEP READING BELOW. THIS IS NOT JUST A BASIC DESCRIPTION OF THE HOME. THERE IS VERY USEFUL INFORMATION THAT YOU WON’T WANT TO MISS!!brbrPremier local manager, Destination Paradise welcomes you to “Lido Sands”… a cozy 4 bedroom 3 bath vacation home with a great private heated pool and spa and awesome lounge area! This 2 story home sleeps up to 10. It is located right on the fringe of St Armands Circle and is just minutes from Lido Key Beach and Longboat Key. It is also 3 houses away from the beach and a private path right to Lido Beach!brbrThis Lido Key home is only steps from beautiful Florida famous waters and beaches. This private 2 story home features 2 master suites along with 2 guest bedrooms all fitted with King beds and a large Smart TV. Easily sleep 10 guests with plenty of room to spread out and enjoy some privacy. The living room opens right into the brand new pool and hot tub patio for amazing indoor/outdoor living. There is plenty of seating on the patio for everyone to soak up the Florida Sun or just relax in the pool. We are conveniently located with easy walking distance to Lido Beach (100 yards) as well as St. Armands Circle (5 minute walk) with plenty of shopping and restaurants to enjoy.brbrwww.vacationDP .(c o m)brbr“Lido Sands” can accommodate up to 10 guests with a bedding configuration as follows:br•Bedroom #1: King Bed (1) - Sleeps: 2; sleeper sofa (1) - sleeps: 2br•Bedroom #2: King Bed (1) - Sleeps: 2br•Bedroom #3: King Bed (1) - Sleeps: 2br•Bedroom #4: King Bed (1) - Sleeps: 2brbrbr***PLEASE NOTE***brbrCOFFEE MAKER: Combo Coffee maker (both drip and K-cups)brbrPOOL HEATER RULES:brPool heat temp is set at 83º and runs each day from 7 AM until 7 PM from October 15-April 15. Outside of these dates, the Florida weather should naturally heat the pool. Pool temps are not guaranteed. This pool is heated by a heat pump and is only capable of heating to around 20-25 degrees warmer than the ambient temperature. (If the high for the day is 55, the pool may only be able to reach 75).brThe spa has a timer of 3 hours, once turned on and can be run at any time and will heat to 100ºbrbrPET POLICY: This home has a $20/pet/day fee. Aggressive breeds (ie. pitbulls, etc) may not be allowed and will need to be approved by management prior to your stay. If you bring your pet without claiming them on the reservation or by trying to avoid paying the pet fee, a minimum fine of $500/pet will be collected. By making this reservation, you agree to this policy. DOGS ONLY. CATS ARE NOT ALLOWED.brbrA SIGNED DESTINATION PARADISE RENTAL AGREEMENT AND ID WILL BE REQUIRED FOR ALL RESERVATIONS.brbrVR Certificate # VR22-00030

Lido Sands - 213 “Lido Key”

Sarasota, Florida, United States

Bed

Bath

Sleeps

$483.09

Welcome everyone to this wonderful location that provides ample space for enjoyment. The outdoor living area is truly exceptional, boasting a generously proportioned covered lanai and a spacious in-ground swimming pool. This residence offers utmost convenience, being situated near the downtown Sarasota beaches, excellent shopping destinations, top-notch restaurants, and a wide range of outdoor activities, including water sports and nearby nature trails perfect for leisurely walks.

Cheerful 5-bedroom house with a pool.

Sarasota, Florida, United States

5

Bed

3

Bath

13

Sleeps

$202.0

Welcome to Lux Modern Home, a stylish modern home just minutes from the world-famous Siesta Key Beach. Thoughtfully designed with clean lines, coastal tones, and smart features, this 1,400 sq ft retreat offers the perfect balance of comfort, privacy, and contemporary living.brbrMake yourself at home in this 3-bedroom Sarasota house. With 1 king bed, 1 queen bed, a full bed, and a sofa bed, guests find plenty of space to relax. Two bathrooms with fully remodeled feature showers, smart toilet, and bidets, adding a touch of comfort to your stay. The house stays cozy with heating and cool with AC, making it perfect year-round. Whether you’re unwinding after a day out or preparing a meal, this wonderful home offers a fantastic setting. brbrWhether you’re here for beach days, sunset walks, or a relaxing getaway, this home is an ideal base for couples, families, or friends seeking a calm and upscale coastal experience.brbrBook now and enjoy everything this house has to offer.

Luxe Modern Home - Private, Friendly & Stylish

Sarasota, Florida, United States

Bed

Bath

Sleeps

$717.88

Desoto Grand Estate is a spacious private property just minutes from Siesta Key Beach in Sarasota. Ideal for family gatherings, retreats, and intimate events of up to 50 guests.brThe home comfortably accommodates up to 17 overnight guests and features generous indoor and outdoor spaces, including a beautiful pool area, perfect for bringing everyone together in a private and relaxed setting.brDowntown Sarasota: 10 minutes.brRenowned beaches ,Siesta Key Beach and Lido Beach: 15–20 minutesbrSarasota-Bradenton International Airport: 10 minutesbrTampa International Airport: 1 hour, access to I-75, US-301

Luxury Estate with Dual Pools on 2.5 Acres Near Downtown Sarasota & Beaches

Sarasota, Florida, United States

Bed

Bath

Sleeps

$352.14

Designed for slow mornings and sun-soaked afternoons, this family-friendly 3-bedroom, 3-bathroom Sarasota vacation rental boasts a pool, a breezy lanai overlooking a peaceful backyard, and access to a pickleball court and shuffleboard. Spend your days boating or beachcombing nearby shores, then return to grill, dine, and unwind amid tropical greenery. Just minutes from shops, groceries, and restaurants, this home makes it easy to enjoy Florida at your own pace. Book now!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 king bedbrbrOUTDOOR LIVINGbr- Lanai w/ private pool (unheated)br- Paved patio w/ wood-burning fire pit & gas grillbr- 2 basketball hoops (driveway & pool)br- Furnished patiosbr- Pickleball & shuffleboard accessbrbrINDOOR LIVINGbr- Smart TVs, DVD player w/ movie collectionbr- Dining table & breakfast barbr- Loft w/ children's toys, board games & booksbr- Jetted bathtubbr- PianobrbrKITCHEN br- Stove/oven, refrigerator, dishwasherbr- Microwave, toaster, blenderbr- Drip coffee maker (starter coffee provided)br- Ice maker, cooking basics, spicesbr- Dishware/flatwarebr- Trash bags & paper towelsbr- High chairbrbrGENERAL br- Free WiFibr- Washer/dryer (detergent provided)br- Central A/C & heating, ceiling fansbr- Linens/towels, complimentary toiletriesbr- Iron/board, hair dryerbr- Keyless entrybrbrFAQ br- 1 exterior security camera (facing out) br- Homeowners occasionally on-site (separate RV camper)br- Quiet hours (after 11:00 PM)brbrACCESSIBILITYbr- Single-story home w/ loftbr- Small threshold to enterbrbrPARKINGbr- Garage (2 vehicles)br- Driveway (2 vehicles)br- No street parkingbrbr-- THE LOCATION --brbr- Set in a quiet Sarasota neighborhoodbr- 1 mile to Village Green Golf Clubbr- 2 miles to Earth Origins Market, Publix Super Market & Walmartbr- 4 miles to Bayfront Park w/ a lovely walking area & 4 miles to Marina Jackbr- 5 miles to Downtown Sarasotabr- 8 miles to Siesta Beach & Lido Key Beachbr- 8 miles to St. Armands Circlebr- 10 miles to Sarasota Bradenton Int'l Airportbrbr-- 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- Please observe quiet hours after 11:00 PMbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story home with a loft requires a small threshold to enterbr- The homeowners are occasionally on-site, in the completely separate RV camper, and may be present during your staybr- Your safety matters. This property features 1 exterior security camera located on the building in the backyard, facing outward toward the driveway/road. It does not look into any interior spaces. The camera records video and sound when activated by motion

Peaceful 3-Bedroom Home w/ Pool in Sarasota

Sarasota, Florida, United States

Bed

Bath

Sleeps

$254.66

Discover the perfect getaway nestled in the enchanting Timberwoods/Village des Pins community, Sarasota. This exceptional villa, located just across from a stunning pool area and close to all amenities, promises a memorable vacation experience. With two bedrooms, two bathrooms, and accommodation for four guests, it features modern comforts including free WiFi, smart TVs, a fully equipped kitchen, and laundry facilities. Notably, Siesta Beach, renowned for its beauty, is merely a seven-minute drive away. Embrace a serene park-like setting in a location that’s conveniently close to Siesta Key and various local attractions.

Serene retreat awaits at prime location in charming Timberwoods/Village des Pins

Sarasota, Florida, United States

Bed

Bath

Sleeps

$309.57

Near Publix & Shopping | Screened Pool | BBQ Ready | Remote Work Friendly | 6 Mi to DtwnbrbrDreaming of relaxing pool days and warm sand between your toes This family vacation rental promises a memorable stay for everyone! Start your day with coffee on the patio, then catch some rays at Crescent Beach or browse the boutiques at St. Armands Circle. Ready to return home Cool off with a refreshing swim or fire up the grill for a delicious cookout. Reserve this sunny 4-bed, 3-bath retreat today!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 queen bedbr- Bedroom 4: 2 twin bedsbr- Additional Sleeping: 1 portable cribbrbrOUTDOOR LIVINGbr- Screened lanai w/ dining area & seatingbr- Private pool (unheated)br- Furnished patio w/ grillbrbrINDOOR LIVINGbr- Open-concept layoutbr- 5 Smart TVsbr- 4-person dining table, high-top seatingbr- 2 dedicated workspacesbr- Ceiling fansbrbrKITCHENbr- Refrigerator, stove/oven, dishwasher, microwavebr- Dishware & flatware, cooking basicsbr- Drip coffee maker, air fryerbrbrGENERALbr- Free WiFibr- Central A/C & heatingbr- Washer & dryerbr- Linens, towels, complimentary toiletriesbrbrFAQbr- Property runs on septic systembr- Quiet hours (10:00 PM-8:00 AM)br- 1 exterior security camera (facing out)brbrACCESSIBILITYbr- Single-story home, steps to enterbr- 1 interior step for bedroom 1 & en-suite bathroombrbrPARKINGbr- Driveway (3 vehicles)br- No street parking (county regulations)brbr-- THE LOCATION --brbr- Quiet residential area near Starbucks, gym & local conveniencesbr- 4 miles to Siesta Key & Crescent Beachbr- 5 miles to Marie Selby Botanical Gardensbr- 6 miles to Ed Smith Stadium & Bayfront Parkbr- 9 miles to St. Armands Circlebr- 10 miles to John & Mable Ringling Museum of Artbr- 11 miles to Sarasota Bradenton Int’l Airportbrbr-- 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 smoking or vaping of any kindbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- Please observe quiet hours from 10:00 PM to 8:00 AMbrbrADDITIONAL INFORMATIONbr- This single-story home requires steps to enter and 1 interior step to access bedroom 1 and the en-suite bathroombr- Your safety matters. This property features 1 exterior security camera located on the front facing the entrance. It does not look into any interior spaces. The camera records video and sound when activated by motionbr- This property runs on a septic systembr- Per country regulations, street parking is not allowed

4 Mi to Siesta Key Beach! Home w/ Backyard Oasis

Sarasota, Florida, United States

Bed

Bath

Sleeps

$394.4

This Luxury Villa has a full kitchen, and a master with King bed and 2nd BR with 2 twin beds. Parking 10ft from the door, beach access on same property to Famous Siesta, Key beach. Villa stocked with all you need and Publix nearby. Bring your bathing suit and enjoy a week or a month.brbrOasis Property Management – Siesta Key, Florida (Crescent Beach)brExperience the beauty and ease of Siesta Key in this charming 2-bedroom, 1-bathroom villa, perfectly situated on the widest part of Crescent Beach. Designed for both comfort and convenience, this villa is ideal for guests who dislike the hassle of loading and unloading at busy resorts—offering covered parking just three feet from your front door for effortless access.brInside, you’ll find a spacious living and dining area, a fully equipped kitchen with modern appliances, central air conditioning and heating, a screened lanai, and all the comforts of home.brJust a short stroll through the resort brings you to the stunning turquoise waters of the Gulf of Mexico—perfect for sunbathing, swimming, and relaxing on the soft white sand.brThe Island House Beach Resort is beautifully maintained and offers exceptional amenities, including two beach cabanas, complimentary beach chairs, a large heated swimming pool, a game room, and a scenic beachfront courtyard. Enjoy shuffleboard, corn hole, outdoor seating, and gas grills—all set against the backdrop of spectacular Gulf sunsets.brWhen you’re ready to explore, hop aboard the free Siesta Key Trolley to visit Siesta Key Village and enjoy its vibrant mix of restaurants, boutique shops, and local charm. Prefer to stay closer to the Villa, take a short walk south to discover even more dining and shopping options and pick your favorite spot to watch your favorite football team play on the weekend. Feeling adventurous Rent a bicycle or golf cart to tour the island or kayak through the serene mangrove tunnels for an unforgettable Siesta Key experience.brOasis will provide lots of local suggestions for you to enjoy if you’re not a seasoned visitor making sure you enjoy the best beach in the USA, best local bars and restaurants, Local events, golf courses, pickleball and lots of great places to visit while on the vacation of your life in Siesta Key and Crescent beach. brJust bring your friends, family and bathing suit and favorite t-shirt and enjoy the beach life, we will provide Luxury, convenience and comfortable to make this an annual event for you.brbrPark your car an unload without any issues kitchen door opens into carport.brbrI am available to answer questions and make suggestionsbrbrI live close by

Private Villa on Siesta Key, FL

Sarasota, Florida, United States

Bed

1

Bath

Sleeps

$491.22

Welcome to Blue Haven—your private, resort-style Florida escape. Enjoy your own heated pool and an unbeatable location minutes from beaches, golf, great restaurants, and island day trips. With 10 beds and plenty of room to spread out, it’s the perfect home base for families, friends, or multiple groups to relax, recharge, and make the most of your getaway.brbrThe home is close to IMG, Lakewood Ranch, and right between Anna Maria Island and Siesta Key. It's the perfect location.brbrStep inside and you’ll feel it right away: bright, airy spaces, coastal style, and room for everyone to spread out. The open living area is perfect for movie nights or morning coffee, and the fully stocked kitchen has everything you need for quick breakfasts, big family dinners, and snacks between adventures.brbrSleeping is a dream here: three cozy bedrooms plus a renovated bunk suite that sleeps up to 8—ideal for families or groups traveling together.brbrOutside is where Blue Haven really shines. Enjoy your private pool, fire up the grill, gather around the fire pit, and linger at the outdoor dining table under the Florida sky. Whether you’re coming back from the beach or spending the day poolside, this backyard was built for vacation.brbrAnd when you’re ready to explore, you’re perfectly positioned for Sarasota’s best—beautiful Gulf beaches, great golf, local restaurants, downtown arts and culture, and iconic sunsets at Siesta Key.brbrRooms & SpacesbrbrPrimary Bedroom: King + ensuite bathbrBedroom 2: QueenbrBedroom 3: QueenbrBunk Suite: 2 Twin-over-Full bunks + trundles (sleeps 8)brBathroom 2: Full bath with convenient pool accessbrLiving Room: Large sofa sleeper + direct access to pool areabrbrFamily-Friendly ExtrasbrbrTraveling with little ones We’ve got you covered:brbrPack ’n Play, stroller, highchair, kids’ dinnerwarebrbrWhat’s ProvidedbrbrAll linens + towels (bath and beach towels included)brbrWell-stocked kitchen: dishes + drinkware (including wine glasses), cookware, utensils, bakeware, blender, crock pot, toaster, coffee maker (single-serve + full pot) with complimentary coffee, filters + creamerbrbrGames, cards, board games, pool toysbrbrCentral A/CbrbrIn-unit washer + dryerbrbrOutdoor & Pool NotesbrbrGrill provided (propane tank can be exchanged locally ~ $20)brbrPool heat is available for $100—just let us know if you’d like us to turn it on for your stay. We’ll set the pool to 85°F. (A quick heads-up: if the outdoor temperature drops below 65°F, most Florida pool heaters can only warm the water to about 20°F above the air temperature.)brbrIf you’re bringing a furry friend, we’re happy to host pets! Our pet fee is $150 for the first pet and $30 for each additional pet.

10 Beds Sleeps 14 + Private Heated Pool + Close to Beaches, IMG, Lakewood Ranch

Sarasota, Florida, United States

Bed

Bath

Sleeps

$301.36

This is not just a place to stay - it’s a vacation experience.brbr Outdoor Living That Feels Like a Resortbrbr• Private heated saltwater pool (heated year-round)br• Fire-pit lounge for cozy eveningsbr• Private putting greenbr• Covered patio + resort loungersbr• Designer outdoor shower with patterned tilebr• Tropical landscaping + full privacybr• Outdoor dining + café-style seatingbrbr⸻brbr-- Stylish, Comfortable InteriorsbrbrStep inside to bright, airy living spaces designed for comfort and connection.brbr• Spacious living room with smart TV + streamingbr• Fully stocked, renovated gourmet kitchenbr• Game area, board games & puzzlesbr• Dining and lounging spaces perfect for groupsbrbr⸻brbr Hotel-Inspired BedroomsbrbrSleep like you’re staying at a luxury boutique hotel.brbr• Brand-new plush memory-foam mattressesbr• Primary suite with king bed, walk-in closet & spa-style en-suitebr• Second king bedroom + additional full-size bedsbr• Soft linens, calming décor & smart TVsbrbr⸻brbr-- Perfect Sarasota Locationbrbr• 7 minutes to downtown Sarasota dining & shoppingbr• 15 minutes to Lido Key Beachbr• 25 minutes to Siesta Key - voted #1 Beach in the U.S.br• Easy access to golf, boating, restaurants & nightlifebrbr⸻brbr Beach Gear IncludedbrbrTravel light — we’ve got you covered.brbr• Beach chairs & umbrellabr• Boogie boardsbr• Cooler brbr⸻brbrWhether you’re planning a couples getaway, golf weekend, bachelorette trip or family vacation, this private tropical villa delivers the luxury resort lifestyle — without the resort crowds.brbr-- Book now and experience Sarasota the way it was meant to be enjoyed.brbrVACATION PROPERTY LICENSE ID: VR24-00090

DOWNTOWN Heated Pool Tropical Paradise w/ firepit + pool table!!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$186.69

The Clematis sits in the charming and historic Arlington Park neighborhood on a tree-lined street with majestic oak trees. The open floor plan revolves around the expansive kitchen complete with new stainless steel appliances, white soft close shaker cabinets, and a mirror accented tile backsplash. The design enhanced with quartz countertops, ceramic tile floors, dimmable LED lights, 75' flat-screen TV, and a built-in wine fridge.brThe spacebrSpacebrThe home is just minutes away from Southside Village, Sarasota Memorial Hospital within five minutes of historic downtown Sarasota, a couple of miles from Siesta Key and Lido Beach - in a friendly, peaceful tree-lined neighborhood. The fully screened lanai is perfect for dining al fresco & leads to a wooden deck with a paver patio.brGuest accessbrThe Clematis is an entire home available in the historic tree-lined Arlington Park neighborhood. Enjoy the convenience of this centrally located designer decorated home.

The Clematis - Entire house

Sarasota, Florida, United States

Bed

Bath

6

Sleeps

$223.62

Welcome to the “Sweet Spot” in Sarasota! This spacious, charming retro designer home is the perfect reprieve in a quiet neighborhood - a stone's throw from Southside Village's quaint shops and casual bistro dining, Sarasota Memorial Hospital, Arlington Park and Aquatic Complex and a few short miles to the white sands of Siesta and Lido Beaches. Comfortably sleeps up to 8 people and offers a private, fully fenced yard, indoor and outdoor dining areas, high speed internet access, & much more.brThe spacebrTake comfort in knowing that the house will be professionally cleaned and sanitized before and after your stay.brbrThe Sweet Spot's architecture is characteristic retro mid-century modern. There is room for everyone with this wide open floor plan and more natural light than any home you’re likely to visit. There are two separate living rooms, providing entertainment and privacy for everyone. The restored terrazzo floor inspired me to create a bold Mad Men look, which guided every selection. Blending a select few vintage pieces and accessories, retro furniture with tapered legs & contrasting textures - neutrals are accented with bold pops of color, setting the stage for an inviting space that is the perfect reprieve in a quiet neighborhood.brbrLocated minutes from magnificent Siesta Key, Lido Beach, downtown Sarasota and within walking distance to Southside Village, Arlington Park and Westfield Mall complete with Cine Bistro. Less than one mile (0.8M) to Sarasota Memorial Hospital. This modern home boasts a well-appointed updated kitchen, modern master bathroom, brand new furnishings, and preserved terrazzo flooring.brbrSpacebrEnjoy an unforgettable time in this spacious mid-century modern tastefully updated home designed to meet contemporary lifestyles. It comfortably accommodates six and you can enjoy restful sleep in comfortable beds for up to eight guests. The kitchen boasts high-end equipment, large inviting windows. The landscaping is immaculate and tropical, making it a pleasure to relax outdoors, dine al-fresco and even enjoy the firepit.brbrbrThe bed configuration is as follows:brbrBedroom 1: 1 Queen bed, with an en-suite bathroombrbrBedroom 2: 1 Queen bedbrbrBedroom 3: 1 Full bed (sleeps 2)brbrLiving Room: 1 Queen Sleeper Sofa (Sleeps 2)- Extra Linens in hallway closet.brbrAll 3 bedrooms have large empty closets with hangers as well as dresser space and nightstands with bedside lamps.brbrOur en-site bathroom with soaking tub shower combo is fully stocked and offers shampoo, conditioner, body wash, soap, toilet paper, face tissue, towels, and a hairdryer.brbrOur 2nd bathroom with tub shower combo is handicap accessible and offers, shampoo, conditioner, soap, toilet paper, face tissues, towels and hairdryer.brbrOur 3rd bath with walk-in shower is smaller but also fully stocked.brbrThe dining area is spacious and complete with mid-century lighting fixtures, and a retro bar-cart.brbrThe sunny Florida room is everything you dream of with gorgeous tropical garden views.brbrThe family room comfortable seating with a 50inch Smart TV.brbrThe entire home offers central A/C for your comfort and convenience.brbrFull Laundry is available with washer, dryer, with iron and ironing board. Supplies include laundry detergent.brbrThe large private fenced in back yard has outdoor dining space for six and a firepit with Adirondack chairs for your enjoyment. Dogs are allowed with pre-approval. Cats are not allowed.brGuest accessbrGuests enjoy the entire home.

The Sweet Spot in Sarasota

Sarasota, Florida, United States

Bed

Bath

Sleeps

$192.08

A newly updated jewel in the heart of Sarasota's historic South Gate neighborhood, this newly renovated, bright home stands as a testament to the mid-century boom that shaped Sarasota. With 2 bedrooms, 1 bathroom and a separate office/sunroom with doors should you need quiet while working on vacation, it has it all. brbrPositioned perfectly, our location boasts more than just the city's dynamic arts scene, delectable eateries, and beaches. Arlington Park is a block away.brbrSpace:brStep into a realm where architectural history meets contemporary luxury. High ceilings and elegant skylights create an atmosphere of spaciousness and light. Our meticulous mid-century design, replete with iconic furnishings and vintage art pieces, paints a tapestry of nostalgia, seamlessly blending the charm of the past with modern conveniences.brbrKitchen: Awaken the chef in you with a fully-equipped kitchen, adorned with sleek countertops and top-tier appliances, complemented by a cozy breakfast bar.brbrBedrooms: Rest and rejuvenate in our luxurious beds, draped with crisp linens, ensuring restful slumbers.brbrOutdoor: Relish the Floridian sun in our beautifully landscaped backyard, which boasts a patio tailor-made for evening soirees. For added security and privacy, the yard is fenced, making it ideal for young adventurers or pets.brbrLaundry: Convenience is key, and our in-home washer and dryer ensure that longer stays feel just like home.brbrExtras: Stay connected and entertained with high-speed Wi-Fi and a smart TV. If work calls, our dedicated workspace awaits, all ensconced in the refreshing ambiance of central AC.brbrArlington Park: Dive into its welcoming pool, challenge someone to a tennis match, hone your basketball skills, or spend quality time with the little ones at the playground. The park's expansive recreational facilities and serene lake make it both a fitness enthusiast's dream and a tranquil oasis.brbrHome is a beautiful mid-century duplex with a solid block wall between for complete privacy. There is covered parking on each side with private entrance. The side door through the laundry leads into your own privately fenced yard. I hope to have time between appointments to meet you. The door has an electronic lock with code.

Mid-Century Bungalow By Arlington Park in South Gate, Central to Siesta and Lido

Sarasota, Florida, United States

Bed

Bath

Sleeps

$269.87

Our west of the trail home is right across from the bay/marina and just minutes to Siesta Key, where you will find the world famous Siesta Key Beach as well as our favorite, Turtle Beach! The location of this home is perfect as it is close to absolutely everything! Within minutes you can get to restaurants, parks, grocery stores, coffee/cafes, and much much more! brbrThis family friendly 3 bed 2 bath single family home has a beautiful private screened pool with a large yard. Home comes fully equipped for a perfect beach/pool sunny Florida vacation! brbrWe recently purchased this home, so all bedding/linens/appliances/furniture are all new. The tile flooring throughout ensure a clean stay and are perfect for those sandy toes! Whether you are looking for a fun filled adventure of a day or a relaxing poolside afternoon, our home has just what you are looking for. You can enjoy your morning coffee out by the pool, cook a large breakfast, or just swing by one of your favorite spots for a bite to eat before going to the beach.brbrOur fully equipped kitchen includes all cutlery, a large fridge/freezer, dishwasher, ice-maker, microwave, and of course the all-important coffee-maker (Keurig) for those early wake-ups! The kitchen features an eat-in bar with 2 stools. Plus, you can take care of any of your laundry needs in the utility room, which includes a washing machine, dryer, iron and ironing board.brbrThe living room features a large very comfortable sectional with a 50 Smart flat screen TV to watch all of your favorite shows. This leads into the dining room and the enclosed lanai that goes out to the beautiful caged pool with eating area and loungers!brbrThe master bedroom has a king bed, 50” flat screen TV, and an en-suite bathroom with dressing area that leads directly out to pool.brbrIn the guest bedroom there is a queen bed and walk in closet. brbrA third bedroom offers a full over full bunk bed with a trundle that can sleep up to 5 kids! Both bedrooms share access to a guest bathroom with a walk-in shower. brbrGuest amenities include complimentary Wi-Fi, washer/dryer and ample parking.brbrPlease inquire about monthly discounts for off-season rentals!

3 bedroom, 2 bathroom private pool home just minutes from Siesta Key!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$201.67

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrWelcome to Mova Poolside Escape! brbr brbrThis cozy 2-bedroom, 2-bath cottage in South Sarasota’s Vamo neighborhood is the perfect winter escape, now featuring a newly added heated pool with a sun-shelf and loungers. Located just 14 minutes from Siesta Key's famous beaches, shops, and restaurants, this private monthly rental home offers convenience and comfort. brbr brbrLOCATION HIGHLIGHTS: brbr- South Sarasota Vamo neighborhood brbr- 14-minute drive to Siesta Key Beach brbr- Close to shops, restaurants, and Costco brbr- Near Casey Key Fish House and Oscar Scherer State Park brbr- Easy access to Westfield Mall and Historic Spanish Point brbr brbrPROPERTY FEATURES: brbr- 2-bedroom, 2-bath pool home (1300 sq ft) brbr- New heated pool with sun-shelf and loungers (note: pool heat extra) brbr- Screened patio with fan and lighting brbr- Private single-car garage with washer and dryer brbr- Fenced backyard (partially enclosed for small dogs, approval and fee required) brbr- Keyless entry for easy access brbr brbrLIVING ROOM: brbr- Leather sofa seating, Samsung Smart TV with 4K streaming brbr- Open layout connected to kitchen brbr brbrKITCHEN AND DINING: brbr- Spacious kitchen layout, stainless steel appliances and Bosch dishwasher brbr- Dining table seats 4 brbr brbrBEDROOMS AND BATHROOMS: brbr- Master bedroom with king bed and Smart TV, direct access to lanai and pool brbr- Master ensuite bathroom: custom tiled shower brbr- Guest bedroom with two twin beds and Smart TV brbr- Guest bathroom has tub/shower combo brbr brbrEXTRA PERKS: brbr- Complimentary beach items provided: a couple of beach chairs, an umbrella, and beach towels brbr brbrLOCAL FAVORITES: brbr- Siesta Key Beach and Crescent Beach brbr- Casey Key Fish House dining brbr- Oscar Scherer State Park for nature trails brbr- Shelby Gardens at Historic Spanish Point brbr- Nearby grocery, shopping, and dining options brbr brbrIMPORTANT INFO: brbr- No smoking allowed brbr- Pool heat available for an extra fee brbr- Small dog with approval only, no cats brbr brbrTHIS CHARMING SARASOTA IS READY TO HOST YOUR NEXT WARM GETAWAY!brbrAll pets must be approved so reach out to us first. Certain properties have weight and breed restrictions. For approved pets, there is an a nonrefundable pet fee of $300 plus taxes and processing fee per pet. Make sure to pick up after your dogs.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

Stunning Private Pool Home | Lanai | Dog Friendly | 10 min to Siesta Key | Perfect Outdoor Living!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$257.1

March 2026 update - New Game Room was just added!brWe’re excited to announce that we added a fun game room featuring a TV, billiards, and other games for everyone to enjoy! Please note that garage parking will no longer be available. See the pictures!brbrCome to beautiful Sarasota and enjoy the USA beach #1.brThe property is conveniently located just minutes away from white sand of the Siesta Key beach. Numerous popular restaurants and shopping destinations are across the street.brThe house is fully equipped with comfortable furniture, artworks, linens and appliances. The property features a spacious living room, a dining room for six with direct access to the pool, and a convenient “coffee zone” in between. Two huge UHD TVs will entertain you on rainy days. 1 GBps wireless internet will help you to share your emotions with your loved ones, or complete your distance work for your boss.brDon’t feel like going to the beach Not a problem, the Tropical like settings with hot spa and a gorgeous heated pool (extra fee for heating) with a play zone for kids will make your vacation unforgettable. All pool features are conveniently operated from a remote control.brSleeping accommodations include a master bedroom with king bed and private bath, an additional bedroom with a queen bed and another bedroom with two twin beds. There are also three big comfy leather couches in the house. Enjoy the outdoor BBQ area with a table for four and a large screened lanai with another dining table for six. Plenty of towels and all basic household supplies are provided. There is also a laundry in the garage for your convenience.brThe property is completely fenced for your privacy with an automatic sliding gate for secure access. brVery quiet neighborhood where you can safely enjoy a walk or just seat outside and enjoy lovely Sarasota evenings.brbrBook today!brbrDisclosure: Exterior security cameras monitoring gates. Exterior security camera monitoring pool equipment.

Tropical paradise! Spa, heated pool, 2 miles from Siesta Key beach, very private

Sarasota, Florida, United States

Bed

Bath

Sleeps

$387.55

This listing is for the MAIN HOUSE ONLY. There are optional add on room upgrades you can request. See details below.brbrParking:brGuests can NOT park on the grass boulevard or block sidewalk. brbrDue to parking restrictions, you can park up to 4 cars at this property max.brbrPlease be careful of the cinder blocks in the yard, as well as lawn sprinklers. brbr**Please be respectful of the neighborhood.** brbrDo not block traffic on street. brNo overnight parking on street. brno boat, RV, or trailer parking.brbrThe Main house:brbrThere are 4 bedrooms included in this listing. brbr**Do not open or use the sofa beds, they are no longer functional.*brbrMaster bedroom:brKing size regular bed, do not open pull out couch. Sleeps up to 2 adults.brbrBedroom 2: brKing size regular bed and portable mattresses in closet, do not open pull out couch. Sleeps up to 2 adults.brbrBedroom 3: brQueen size regular bed. Sleeps up to 2 adults.brbrBedroom 4: brQueen size regular bed and portable mattresses in closet do not open pull out couch. Sleeps up to 2 adults. brbrLiving room: brFull size day bed with tuck under trundle bed and one regular couch. Sleeps up to 5 adults.brbr2 queen size foldable foam portable mattresses in closet that sleep 4, with sheets and pillows.brbrThis is a beautiful but unique and eccentric home, decorated with local artist work and furnished by the non-profit PEL, one of our favorite non profits. If you prefer simple, brand new, ultra modern spaces, this may not be the property for you. brbrMain house maximum occupancy (2 per bed): 16brbrUsing living room Couch: 17brbrPool: brGorgeous salt water and heated in ground pool (pool cage lost due to hurricane Ian). Pool is heated and set to 85 degrees Fahrenheit, if you’d like it warmer please msg me at least a month ahead of your stay. Increasing temperature will cost more, msg me for pricing.brbrNot responsible for weather or unseasonably cold winters.brbrThere is no BBQ grill on the property. If you provide your own grill, it must be used only on grass away from any buildings, trees, fences or other structures and not on the pool deck.brbrWe make every effort to provide our guests with an excellent stay, therefore the pool is routinely tested, treated and cleaned.brbrBy choosing to book this home, you accept that: If the pool fails weekly safety testing - it may be temporarily closed for maintenance. The pool is available roughly for 99% of guests but not guaranteed for this reason. brbrIf you absolutely must have a pool, you may want to consider a hotel who has on site engineers and maintenance staff. This location has neither.brbrAsk about adding one of our extra rooms for an additional fee. Sorry, you can’t access these units unless you pay for them at least a month upfront.brbr** PAY MORE TO UPGRADE YOUR STAY**brbrBedroom 5: brKing size bed and pull out couch and streaming Tv. Sleeps 4 and is on our second floor. $50/night, must book for the entire length of your stay. This room does NOT have an extra bathroom.brbr** PAY MORE TO UPGRADE YOUR STAY**brbrMother in law suite:brThis cozy studio unit is by the front entrance. This unit has a Queen size bed and pull out couch with private bathroom, galley style kitchen and streaming TV. Cost: $100 per night for your entire stay. This room DOES have an extra bathroom.brbr**PAY MORE TO UPGRADE YOUR STAY**brbrThe game and bunk room:brSleeps 7 and has a ping pong table.brbrBed 1: Queen over queen bunk bed. Sleeps 4brbrBed 2: twin over full futon bunk bed. Sleeps 3brbrSmall Couch (small child might fit but we don’t count this in total sleeping arrangements)brbrCost: $100 per night for your entire stay. This room does NOT have an extra bathroom.brbr**PAY MORE TO UPGRADE YOUR STAY**brbrAdd on Bedroom 5: sleeps 4brAdd on Mother in law suite: sleeps 4brAdd on game and bunk room: sleeps 7brbrIf you pay more to add on all upgrades, you can sleep 32!brbrChildren:brBeing a parent of 8 kids myself I’m always surprised when children are left unsupervised while on family vacations.brbrThis is a home easily damaged by an unsupervised child who wouldn’t know better. I’ve had grill fires, broken appliances, electrical shorts etc from guests children. If anything is broken or damaged during your stay, it will be your responsibility to replace or repair it.brbrThis home is not child proof, you are expected to keep a very close eye on your children and not leave them unsupervised. brbr1. Make sure they’re not in the pool area unsupervised. Keep pool doors locked when an adult is not present.brbr2. Be careful with cleaning chemicals in garage, kitchen or other areas of the house. This house is not child proof. brbr3. Small children must be kept away from outlets, appliances or the WiFi extenders. Do not let them press buttons on appliances or tamper with electronics.brbr4. Do not leave children unattended in any area of the property under any circumstances!brbrService Providers:brbrI have regularly weekly service providers for pests, home cleaning, repairs, lawn or pool care. They have my express permission and full access to the property for regular service. brbrIf a service provider requires access to the interior, I will always coordinate with you unless it’s an emergency. brbrAt no time should you provide anyone access to the interior of the house if you have not received confirmation and instructions from me. Feel free to communicate with me to confirm their identity if someone requests to enter the property during your stay for any reason.br beach as well.

Siesta Key and Anna Maria Beach HUGE Family Home with HEATED saltwater pool

Sarasota, Florida, United States

Bed

Bath

Sleeps

$206.61

Mermaid ShoresbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrCentrally located close to Siesta Key Beach, this fantastic and well-equipped home is the perfect choice for your next escapade with family and friends! Find yourself just a short drive from restaurants, convenience stores, supermarkets, and must-visit attractions, including Potter Park, Siesta Key Watersports, Red Bug Slough Preserve, Siesta Key Aqua Adventures, Marie Selby Botanical Gardens Historic Spanish Point Campus, Van Wezel Performing Arts Hall, and Pelican Pointe Golf And Country Club.brbrUpon entering this air-conditioned retreat, you will encounter a split floor plan with separate entertainment areas for both sides of the house - both living areas feature smart TVs to keep you all entertained no matter what. This makes watching TV easier; each group can stream whatever show or movie they want at the same time! Show off your culinary skills in the well-appointed kitchen, complete with all stainless steel appliances and every utensil needed to prepare delicious homemade treats. The dining area is ideal for formal meals or board game nights.brbrThe home's main attraction is definitely its outdoor pool. The screened lanai boasts a sparkling pool where you can cool down and enjoy the Florida sunshine on the poolside loungers. The covered patio boasts a fire table and plenty of seats so you can lounge poolside while the group enjoys the refreshing waters. Host summertime cookouts thanks to the gas grill. This colorful abode also provides you with five beach chairs, one beach umbrella, and a washer/dryer.brbrThings to KnowbrStreaming is available using your own accounts.brThis home also includes a full-size air mattress and a child booster seat for the dining room chair.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 4 vehicles.brbrSecurity camera details: ADT Security for monitoring while Vacant and for Security of our Guests: br*Front of house facing driveway and walk-way up to the front door.br*Pool screen door only to verify service visits from Pool Company.br br*There are NO Camera's inside nor in any areas which would constitute as private such as outdoor shower or sauna.brbr3 days notification is required in order to heat the pool. A fee of USD 32 per day must be paid prior to check-in to purchase pool heat for your stay.brPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Dog-friendly house with pool, lanai, firepit, grill, patio, & enclosed backyard

Sarasota, Florida, United States