Vacation Home Rentals By Owner In Sarasota, FL

$243.89

Great Value!!! Immaculate, minutes from the beach, With heated pool !!

Sarasota, Florida, United States

Completely remodeled in 2016, this house is full of everything new and always updating as we go. All new flooring (porcelain tile) with plenty of area rugs. New laundry room with LG washer and dryer and laundry sink. Ironing board and steam iron for your pressing pleasure. Kitchen is all new including the lighting. Stocked with all of everything needed for an extended stay. Dishwasher and dish washing soaps ready, under the sink.brMaster bedroom has a private exterior door leading to the patio deck. It also has an en suite full bath with shower. The bedding for this room is a king bed only. Guest bedroom is on the opposite side of the house and the bedding can be either a king or two twin size beds. All bedding new October 2024!brThere are towels galore plus beach towels for everyone. Beach chairs and umbrellas too! Siesta beach here we come!brThe large wrap around patio deck that encompasses the swimming pool, has comfortable lounging furniture plus an outdoor dining set. If you need to get out of the sun, shade is provided by a Shade Sail and umbrella. The swimming pool is heated by an electric heat pump to 85 degrees. From November to the middle of April there is a easy roller type solar blanket for the cool nights that helps keep the cost of heating the pool down, as there is no extra charge for the pool heating. brAll tvs have Xfinity WIFI with Roku streaming in Guest mode. There are tvs in both bedrooms and the living room. br The limit of guests on the property is the booking amount of persons, this reflects our No Events or Parties house rule. br There is one only recorded surveillance camera in use outside the front of the house facing the driveway and the front door.

2

Bed

2

Bath

4

Sleeps

Select Dates for Price

Private Vacation Home

All the Florida fun you can have in this charming 3-bedroom townhome in downtow

Sarasota, Florida, United States

You will enjoy easy access to everything from this centrally located place. You can walk to the downtown Sarasota with all the events and fun places. 10-15 minutes drive from the beach. Huge park across the street. 18 miles Legacy Trail right in the back of the house for biking, hiking and active life. Heated Pool and hot tub. Spacious, peaceful, family friendly. Publix Grocery store is walking distance. 2 car garage and plenty of guest parking. Very nice neighborhood and people.brThis is a 3-bedroom gem in Sarasota. This townhome offers a peaceful retreat with 1 king bed and 2 queen beds. Guests can unwind in the bathtub or shower, and stay comfortable with AC and heating. Stay connected with WiFi. Enjoy your time in Sarasota at our townhome.

3

Bed

3

Bath

8

Sleeps

$1378.6

/ Nightly

Private Vacation Home

Elegant 3BR House with Private Pool, Courtyard Oasis and Near St. Armands!

Sarasota, Florida, United States

John Ringling Housebr#VR22-00017brbrWelcome to the iconic John Ringling House, a rare three-bedroom, two-bath retreat listed on the National Historic Registry and originally built in 1924 as part of the celebrated John Ringling Estate. Set in the prestigious John Ringling Estates neighborhood, this unforgettable home places you within an easy stroll of St. Armands Circle, known for its upscale boutiques and fine dining, and just moments from the award-winning beaches along the Gulf of Mexico. Enjoy a luxurious escape while experiencing a true piece of island history. A 7-night minimum stay is required.brbrHighlightsbr• Registered historic propertybr• Walk to shops and dining at St. Armands Circlebr• Less than one mile to the beachbrbrA beautifully landscaped courtyard welcomes you with privacy walls and antique brick pavers, creating a serene setting for outdoor living. The sparkling pool features an elegant fountain as its focal point, and the outdoor kitchen makes entertaining effortless, complete with a built-in grill and bar seating so everyone can gather while dinner sizzles.brbrAs you arrive, the timeless Spanish Mediterranean architecture instantly sets the tone, reflecting the style that helped define Sarasota in the early 1900s. Inside, the chic living area offers comfortable seating and a TV, while the adjoining parlor invites leisurely mornings with floor-to-ceiling crank windows and a cozy bistro table that is perfect for coffee, conversation, or board games.brbrThe kitchen is designed with the home chef in mind, featuring stainless steel appliances, generous storage, and fully stocked cookware and utensils. The dining room highlights the original hardwood floors and a spacious table set for eight guests, ideal for relaxed meals and long catch-ups. Those beautiful wood floors continue throughout the bedrooms, adding warmth and character.brThe primary bedroom showcases vibrant accents and includes a private ensuite with a walk-in shower. The second bedroom offers ample storage and a TV, and the third bedroom is a hit with kids, furnished with two bunk beds. These guest rooms share a hall bathroom with a walk-in shower.brbrRoom DetailsbrPrimary Bedroom, 2nd floor: King bed, ensuite bath with walk-in showerbrSecond Bedroom, 2nd floor: King bedbrThird Bedroom, 2nd floor: Full over Full bunk and Twin over Twin bunkbrbrCreate unforgettable memories at the remarkable John Ringling House, where history, comfort, and coastal charm come together.brbrEnjoy your beach days with ease. We supply beach towels, beach chairs, and a wagon to make your trips to the shore effortless.brbrFour bicycles are provided for guest use. The guest house is not usable. The primary room terrace is not available for guests. With host approval prior to arrival, dogs are welcome. An additional pet fee applies, and no cats or other animals are permitted. Guests must be at least 25 years of age to reserve, and anyone under 25 must be accompanied by someone over 25.brbrPlease remember that this is a residential neighborhood. Kindly keep noise at a reasonable level at all times. Excessive noise may result in fines or termination of your stay without refund.brbrThe maximum occupancy is 10 adults, with children under six not counted toward the city limit. Lido Key Vacations enforces a total occupancy of 10 guests, including children. If you have questions about occupancy, alternative homes, or any policies, we are happy to help.brbrPool Heating DisclaimerbrbrPlease note that pool heaters are weather-dependent. When outdoor air temperatures drop below 55°F, electric pool heaters will not operate, and pool water will remain cold. Even when temperatures rise slightly above 55°F but stay in the low 60s, the heater may produce minimal heat and may not significantly warm the pool.brbrThe only way to guarantee a consistently warm pool during colder months is with a gas pool heater, which can operate in very low temperatures but requires substantial gas usage to maintain warmth.brbrBy booking during cooler months, guests acknowledge that pool temperature and heater performance are directly affected by weather conditions, which are beyond the control of the property owner or management. We strongly recommend reviewing and acknowledging this information prior to booking to ensure clear expectations regarding pool heating during your stay.brbrImportant Note:brWhen you stay at our vacation rental homes, we want to ensure your experience is comfortable and convenient right from the start. Each home comes with a thoughtfully prepared starter pack to help you settle in seamlessly. This pack includes:brbr- *Laundry Detergent*: Enough for your initial laundry needs.br- *Dish Soap*: For easy clean-up after meals.br- *Dish Sponge*: Essential for washing dishes.br- *Dishwasher Pods*: A few pods to kickstart your dishwashing.br- *Toilet Paper*: Two rolls per bathroom to get you started.br- *Paper Towels*: One roll for quick clean-ups.br- *Extra Trash Bags*: To accommodate your waste disposal needs.brbrPlease note that we do not provide used kitchen items like oil, spices, or butter, ensuring a fresh start for your cooking adventures. Additionally, all homes are equipped with drip coffee makers, but remember to bring your own coffee filters to enjoy your morning brew.brbrWith these amenities, you can focus on enjoying your vacation without the worry of running out of essential supplies.brbrEarly Check In & Late Check Out:brFrom February through August, we regret to inform our guests that early check-ins and late check-outs will not be available. This decision is due to a high volume of reservations during these peak months, which unfortunately limits our ability to accommodate flexible check-in and check-out requests. We appreciate your understanding and encourage you to plan your arrival and departure times accordingly. Thank you for your cooperation!

3

Bed

3

Bath

10

Sleeps

$390.83

/ Nightly

Private Vacation Home

La Cosy Haven: Siesta Key Beach, 4 Bedroom Home & Pool by The Bay & Key Collection

Sarasota, Florida, United States

Escape to this beautiful 4-bedroom vacation home in Sarasota, just minutes from the stunning Siesta Key Beach. Perfect for families or groups, this spacious home features a private heated pool, ideal for relaxing after a day of sun and sand. Enjoy modern amenities, a fully equipped kitchen, and a prime location close to top attractions, dining, and shopping. Your perfect getaway awaits!brbrKey Features:br4 Spacious Bedrooms – Perfect for families or groupsbrPrivate Heated Pool – Ideal for year-round relaxationbrJust minutes from Siesta Key Beach – Enjoy world-famous white sand and crystal-clear watersbrFully stocked with beach equipment – Chairs, umbrellas, towels, and more for your beach daybrFully equipped kitchen – Cook your favorite meals with easebrPrime Sarasota location – Close to shopping, dining, and local attractionsbrComfortable and modern amenities – Everything you need for a stress-free staybrOutdoor space for entertaining – Perfect for enjoying the Florida sunshinebrbrConveniently located to everything Sarasota has to offer, you are close to Downtown and its restaurants, but also on the gateway to miles of beaches with fine sand and shallow waters, such as Siesta Key Beach, Lido Beach, or Anna Marie Island. If you feel like shopping, just take a convenient ride to the UTC Mall which houses Sacks Fifth Avenue, Crate & Barrel, and Macy's to name just a few of the stores, all undercover in an air-conditioned Mall. Nathan Benderson Park, with its world-class rowing facilities and sprawling outdoor sports opportunities, is close by too! So what are you waiting for Book now to experience the best of what the Sunshine State has to offer!brbrIf you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team and we will be happy to assist you. brbrGulf Coast Holiday Homes offer a wide range of services including: br- An any day arrival policy and length of stay requirements starting at just 7-nights.br- We have a professional property manager and maintenance systems meaning you’ll experience the service you deserve.br- Professional housekeeping pre-stay and during stay if requested. br- 'Guide Books' allowing you to be able to add experiences to your itinerary and see some of our recommendations. br- 'Preferred Vendors' menaing you can trust the company you use for rentals.brbrAll properties listed with Gulf Coast Holiday Homes benefit from an interactive 'Guide Book' which will be sent ahead of arrival and will include the house manual, check in instructions, preferred vendors and unique information about the home.brbrProperty Description:brEscape to this beautiful 4-bedroom vacation home in Sarasota, just minutes from the stunning Siesta Key Beach. Perfect for families or groups, this spacious home features a private heated pool, ideal for relaxing after a day of sun and sand. Enjoy modern amenities, a fully equipped kitchen, and a prime location close to top attractions, dining, and shopping. Your perfect getaway awaits!brbrExternal: brYou will step outside into your private paradise. A sparkling pool beckons for refreshing dips under the warm sun and offers a relaxing haven for unwinding in the evenings. The outdoor living space is complete with comfortable outdoor sofas with a rugged rattan look, and a dining area, creating the perfect setting for al fresco meals or evening cocktails under the stars. Loungers allow for sunbathing and relaxing by the pool. The private and landscaped garden provides a fanatsic space to untilize if heading to the beach is not your thing. This remarkable home has a gas BBQ for grilling. Beach equipment is in place for you to take to Siesta Key or many of the beaches in our area.brbrProperty can be accessed via electronic door code, sent to allow guests on day of arrival. brbrDirections: Take exit 205 onto Clark Rd./SR 72 heading west toward Siesta Key. After approximately 4 miles turn right into Swift Rd. After 0.2 miles turn left into Constitution Blvd. After approx. 1-mile turn right into America Dr. You will see the home number which will be sent to you directly. brbrParking is available on site for a maximum of 3 cars in the driveway. Parking is available on the street. The garage is not available to guests.brbrPer City of Sarasota’s Rental Ordinance - This property must be rented for a minimum of 30 nights. If the travel dates you are looking for don’t appear to be available, please contact our reservations team directly and we will see if we can accommodate your request at your property of choice, or another comparable home in our portfolio.brbrPrior to your stay, we require you to complete a pre-arrival form and sign & agree to our rental conditions. brbrAccidental Damage Insurance: Accidental Damage Insurance is included within all guest stays at Gulfcoast Holiday Homes. On this property, for stays greater than 29 nights, an additional $90 will be due as the current rates are for 29 nights or less. For additional blocks of 30 nights past 59 nights you, will be charged $71. brbrGuests must cancel at least 60 days before check-in to receive a full refund for all nights, minus a 10% processing fee.brGuests must cancel at least 30 days before check-in to receive a 50% refund for all nights.brIf a guest cancels less than 30 days before check-in, you’ll be charged 100% for all nights.brWe strongly recommend that you purchase your own travel insurance for your protection.

Bed

Bath

Sleeps

$347.39

/ Nightly

Private Vacation Home

Chic Mid-Century Home in Quiet Area, Heated Pool, Pets OK, 10 Mins to Siesta Key

Sarasota, Florida, United States

Welcome to Sarasota Solitude – A Mid-Century Modern Retreat with a Private Heated Pool, Just Minutes from Siesta Key! brbrTucked away in a quiet Sarasota neighborhood just 6 miles from the world-famous white sand beaches of Siesta Key, Sarasota Solitude offers the perfect balance of modern comfort, family-friendly amenities, and location convenience. This recently renovated 3-bedroom, 2-bathroom home blends classic mid-century architecture with thoughtful upgrades, creating a stylish and welcoming space for up to six guests.brbrProperty Highlightsbr-3BR/2BA with king, queen, and two twin beds (convertible to king)br-Private heated pool with safety fence in screened lanaibr-65 Smart TV, full kitchen, washer/dryer, outdoor grillbr-Pet-friendly (with fee), sleeps up to 6br-Beach towels, chairs, umbrella, and cooler includedbr-High chair and pack n play available for an additional $10/day. br-Smart TVs have been added to bedroomsbr-Equipped with video surveillance focused on entryways and pool equipment for your peace of mind.brbrWhether you're shopping and dining at St. Armand’s Circle, exploring the art and culture of downtown Sarasota, or simply soaking in the sun poolside, Sarasota Solitude offers a peaceful and stylish base for your Florida vacation.brbrOther Things to Note:br----------------------------------------brPet Fee: This is a pet friendly home and allows 1 dog. Please include your pet in your booking so we can make the appropriate arrangements for the departure cleaning. A $250 pet fee is required to help remove pet hair and dander from any furnishings and floors for our future guests. Dogs are not allowed in the pool at any time as the filtration system is not designed for filtering pet hair. Thank you for your understanding, and we look forward to hosting you and your pup!brbrPool Heater: We recommend only heating the pool in the months of October through May, as the pool during summer months should not need heating. If you’d like the pool heated during your stay, please let us know at least 24–48 hours before your arrival so we can have it ready for you. A $12 daily heating fee applies to help cover energy costs. Please note, if you request heating after check-in, a $50 service fee will be added for our team to come out and activate the heater. Dogs are not allowed in the pool at any time as the filtration system is not designed for filtering pet hair. Thank you for your understanding—we want to ensure you enjoy a comfortable and relaxing swim!br----------------------------------------brbrWelcome to Sarasota!brOne of Florida’s top destinations, known for its white-sand beaches, clear Gulf waters, and vibrant arts and culture scene.brbrExplore six stunning barrier islands, each with its own charm:br*Longboat Key – 12 miles of serene coastline and sea turtle nestingbr*Lido Key – Three beaches and the vibrant St. Armands Circlebr*Siesta Key – Voted the #1 beach in the worldbr*Caspersen Beach – Dog-friendly and great for shark tooth huntingbr*Manasota Key – A nature lover’s paradise with Gulf-to-bay trailsbr*Casey Key – Features an 18-acre park perfect for family outingsbrbrAfter the beach, dive into Sarasota’s arts, dining, and nightlife:br*Known as Florida’s Cultural Coast with museums, live performances, and galleries.br*A variety of dining options, from upscale restaurants with Gulf views to casual seafood spots and lively food festivals.

Bed

Bath

Sleeps

$292.31

/ Nightly

Private Vacation Home

St Armand's Home with pool

Sarasota, Florida, United States

Bring the whole family as this home features 3 bedrooms and 2 1/2 baths. This very spacious home is almost 2,600 square feet with plenty of room to relax. Huge open living area. You will love the fenced backyard featuring multiple seating areas and a pool to relax in. Portable putting green and safe ax throwing. Lot's of space. It is steps away from the world famous St. Armand's circle featuring fabulous restaurants, coffee shops, beauty salon and a variety of other shopping. 6 minute walk to the beach, 5 min drive to Mote Aquarium, 7 min drive to beautiful Selby Gardens. There is always plenty to do with kayaking tour guide nearby leaving from Ted Sperling Park, and the most beautiful sunsets to see every day. Primary bedroom has a King Sleep Number bed, 2nd bedroom has a King bed, 3rd bedroom has single bed that can be made into 2 single beds and entry formal living room has a pullout queen sleeper sofa.brbr2 Adult and 2 kid bikes available. Stand Up Paddleboard, Beach cart, chairs and umbrella available. brOnly one Under 25 lb dog allowed, but must be approved prior to rental.brThis is a one month minimum rental property.brbrThis rental is managed by FGC - Florida Gulf Coast Vacation Rentals

Bed

Bath

Sleeps

$192.05

/ Nightly

Private Vacation Home

Large Private Home w/ 5 Beds, Heated Pool, Dog Friendly, Perfect for Working Remotely, Near Beaches

Sarasota, Florida, United States

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrWelcome to our home, Smooth Sailing! brbr brbrThis Beautiful Gulf Gate Estates private home has a new heated swimming pool with an enclosed screen, two padded loungers, BBQ and dining for 6. This house is a renovated, two bedroom, two bath home in Sarasota! brbr brbrLOCATION HIGHLIGHTS: brbr- Private home in Sarasota’s Gulf Gate Estates brbr- 4.2 miles to Siesta Key Public Beach & Pavilion brbr- 2.5 miles to public beach access #12 brbr- Close to Siesta Key shops, cafes, restaurants, and live music brbr brbrPROPERTY FEATURES brbr- Renovated 2-bedroom, 2-bath pool home brbr- New enclosed pool with two padded loungers (Pool heat extra) brbr- BBQ and outdoor dining for 6 brbr- Fenced yard brbr- Attached single-car garage (no commercial/work vehicles) brbr- WiFi with streaming apps and basic cable included brbr- Private washer and dryer brbr- Dog-friendly (1 small well-behaved dog with prior approval and pet fee) brbr brbrLIVING ROOM: brbr- Comfortable seating with Queen sofa sleeper brbr- Smart TV with cable and streaming apps brbr brbrKITCHEN AND DINING: brbr- Fully stocked kitchen with dishes, pots, pans, and small appliances (coffeemaker, blender) brbr- Dining area for 6 brbr- Open layout connecting to sunroom and pool area brbr brbrBEDROOMS AND BATHROOMS brbr- Master Bedroom: King bed, TV, walk-in closet, en-suite bath brbr- Guest Bedroom: 2 Twin beds brbr- Sunroom: Queen sofa sleeper brbr- Two full bathrooms: Master ensuite has double vanity and walk-in shower, guest bathroom has tub/shower combo brbr brbrEXTRA PERKS brbr- A couple of beach chairs, towels, and an umbrella provided brbr brbrLOCAL FAVORITES brbr- Close to Siesta Key beaches, cafes, restaurants, and live music brbr- Short drive to popular Sarasota attractions brbr brbrIMPORTANT INFO brbr- Non-smoking/vaping home and garage brbr- Maximum occupancy applies brbr- Monitor pets at all times; clean up after them brbr- Parking restrictions: no trailers, RVs, boats, commercial vehicles allowed. No street parking. brbr- The home is for sale and requests for showing may occur. brbr brbrRESERVE NOW AND LET THE SOUND OF THE WAVES WELCOME YOUbrbrAll 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.

Bed

Bath

Sleeps

$1092.97

/ Nightly

Private Vacation Home

Sarasota Bayfront Estate - Sunset Views, Near Crescent Beach & Siesta Key Beach

Sarasota, Florida, United States

Waterfront luxury with daily sunsets over Little Sarasota Bay—minutes to Siesta Key. This French Quarter–inspired estate pairs timeless craftsmanship with modern comfort and expansive water views.brbrWhy you’ll love itbrbrPrime location: bayfront living near Siesta Key Beach and downtown SarasotabrSunset scenery: covered balcony with panoramic bay and island viewsbrElegant interiors: open living/dining, hand‑carved mantel, custom crown moldingsbrFinishes that impress: African sapele mahogany entry, sucupira hardwood floorsbrFlexible layout: top‑floor primary suite, additional guest suite, bonus room, and library—great for families, friends, or extended staysbrClose to culture: The Ringling, Selby Gardens, and Sarasota Jungle Gardens nearbybr brYour bayfront retreat for beach days, golden‑hour sunsets, and Sarasota’s best attractions—secure your dates now.

Bed

Bath

Sleeps

$405.04

/ Nightly

Private Vacation Home

A Hidden GEM in Sarasota! SIESTA BEACH-DOWNTOWN

Sarasota, Florida, United States

Welcome to the Hidden Gem Sarasota Home where location, quality and style are key...br4 bedrooms** 3 bathrooms**2 kitchens **HEATED SALT WATER POOL*** HOT TUB** close to beaches***brYou are approx. 5 mile to world renowned white sand beaches including Siesta Key Beach and Lido Key Beach. Several restaurants and shopping are less than a half mile. The house has a beautiful FULLY FENCED private backyard with heated pool, a hot tub which is surrounded by lush palm trees. The serene back yard is perfect for lounging all day and cooking dinner on the gas grill or walking to dinner. Kitchen is nicely stocked.brbr***Location location location…***brbrBest of both worlds- close to beaches, walkable to local restaurants and a few miles famous downtown Sarasota restaurants.brOnly 6 miles to the SIESTA KEY BEACH and 5 miles to LIDO KEY BEACH. Both beaches have large public parking lots and a concessions stand with good hot food and frozen drinks. Siesta Beach's sand is 99% quartz l which makes it white and powder soft. Siesta Key also has two lively areas for dining. The Siesta Key village has restaurants and a couple stores. Another area by the South bridge has several restaurants.brGrab your FISHING pole and head to the water, just 1.3 miles to the Siesta Dr - north bridge for fishing.brDOWNTOWN is 2 1/2 miles away with restaurants, arts, shopping, Whole Foods and farmers market. Downtown has too many restaurants to name such as: Marina Jack’s, O’Leary Tiki Bar and grill, Owen’s Fish Camp, Mediterraneo. You can also take sightseeing boat cruises.brLIDO KEY is just a couple miles from downtown. It is an exciting spot with lots to do including kayaking/stand up paddle boarding in the mangroves, hang out at Lido beach or stroll around the restaurants and stores of St Armands Circle.brThe house is less than 1 1/2 mile, and you’ll be at several restaurants (Rick’s French Bistro, Baker & Wife, Rendez-Vous bakery, Vino Vino, Fleming’s, Connor’s Steak and Seafood), Aldi, Crossings at Siesta Key mall w Macys and a Cinebistro dinner movie theater.brbrExclusive Amenities Include:br• Private Heated Poolbr• Jacuzzi br• 4 Bedrooms, 3 Full Bathsbr• 2 Kitchensbr• 2 Living Roomsbr• 2 King Beds, 1 Queen Bed, 1 Twin ,1 Bunk Bed & 1 Sofa (Sleeps 10)and Infant Bassinet with linens providedbr• Outdoor lounge and dining areabr• Outdoor Games br• Outdoor Patio Furniturebr• Free WiFi & Cablebr• Outdoor Gas Grillbr• Fireplace br• Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Providedbr• Beach Towels, Chairs, CoolerbrbrHome can accommodate up to 10 guests with a bedding configuration as follows:br• Bedroom # 1: King Bed (1) - Sleeps: 2br• Bedroom # 2 King Bed (1) - Sleeps: 2br• Bedroom # 3: Queen Bed (1) - Sleeps: 2 br• Bedroom # 4: Bundle Twin Beds (1) - Sleeps: 2 br• Living Room: Sleeper Sofa (1) - Sleeps: 2brbrGUEST ACCESS:brGuests have the entire home to themselves, including the private pool area and backyard with hot tub, BBQ grill .brFOR YOUR SAFETY PLEASE NOTE:brPOOL & BACKYARD SAFETY: The private pool in the backyard is NOT GATED (the backyard is fenced all around). Children should be SUPERVISED AT ALL TIMES in the backyard around the pool, hot tub and grill .All guests as well as any guardians of minors staying at the property take full responsibility for their own safety and the safety of minors, and release the owners/hosts of the property from any personal injury that could occur during their stay.brNO GLASSWARE ALLOWED IN POOL AREA. For your own safety and the safety of the next guests, please use the plastic glasses and plates provided. Broken glass inside the pool or in the pool area will incur an additional cleaning fee.br***Please help us maintain our amenities so that we can continue providing them in the future **brGuests are responsible for damage to the property or items within the property and will be charged for repair or replacement accordingly.br The Sarasota County vacation rental certificate of registration number is DWE6805968.

Bed

Bath

Sleeps

$252.09

/ Nightly

Private Vacation Home

Pool Home oasis just minutes to Siesta Key Beaches

Sarasota, Florida, United States

Escape to this sunny 3BR, 2BA Sarasota pool home—your perfect Florida retreat! Relax in the spacious outdoor area with gas/charcoal grills, just minutes from Siesta Key, Lido Beach, downtown, St. Armands, and the scenic Legacy Trail. Nestled in a quiet neighborhood and close to dining, shops, and fun—it's the ideal spot to unwind and explore. Book now and make unforgettable memories!brbrSun, Sand & Serenity – Your Sarasota Escape Awaits!brbrWelcome to your slice of paradise in sunny Sarasota, Florida – where tropical tranquility meets Gulf Coast adventure! Tucked away in a peaceful, palm-lined neighborhood, this stylish retreat is the perfect blend of comfort, convenience, and coastal charm.brbrStep inside and feel the Florida vibe come to life. Bright, breezy interiors, coastal-chic décor, and open living spaces invite you to unwind the moment you arrive. With spacious bedrooms, modern bathrooms, and a fully equipped kitchen, you’ll feel right at home—whether you're whipping up poolside breakfasts or winding down after a sun-soaked day.brbrStep outside to your private backyard oasis: lounge on the pool deck with a cool drink, take a dip in the sparkling pool, or stargaze the night away. You’re minutes from Sarasota’s world-famous beaches—think soft white sand and turquoise waters—plus kayaking, parasailing, and sunset cruises.brbrCraving more adventure You're just over an hour from top attractions like Busch Gardens, Disney, the Dali Museum, and the Tampa Aquarium—perfect for day trips with the family.brbrDon’t miss local gems like Siesta Key Beach, buzzing downtown Sarasota, artsy boutiques, and mouthwatering seafood spots. Whether you're a couple chasing a romantic escape, a family in search of fun, or a remote worker dreaming of a change of scenery, this home is your launchpad for unforgettable memories.brbrBook now and let Sarasota work its magic—sunshine and serenity are calling!

Bed

Bath

Sleeps

$718.35

/ Nightly

Private Vacation Home

ST. ARMANDS CIRCLE, 3 Bedroom 3 Bath, Heated Pool!

Sarasota, Florida, United States

Beautiful completely renovated 3 bedroom 3 bath home. Ideally located steps (3-5 minute walk) from St Armand's Circle shops and restaurants and minutes from downtown Sarasota. Walk to famous Lido Key beach (Approx 10 minute walk). Professionally designed, furnished and outfitted. brbrPrimary Bedroom has king bed, closet, flat screen TV, en-suite with double sinks, and walk-in shower. Second bedroom has a queen bed, tv, closet and also en-suite bathroom with walk in shower. Third bedroom has a king bed, tv, and closet, a 3rd bathroom (not attached). Family Room outfitted with large flat screen TV, comfortable couches and chairs, sliders to outside living space by the pool. Dining area seats 8 and also has 6 bar stools for additional seating. Kitchen is open concept to dining area and family room - great for entertaining. Fully equipped with all utensils and appliances. brbrOutdoor pool and seating areas provide privacy and relaxation. Back yard is walled in for privacy. Outdoor furniture includes 5 chaise lounges pool side. Table and 6 chairs, and sitting area under outside lanai for shade, relaxing, eating, and sitting by the pool. Gas grill (propane to be provided by renter), & 6 beach chairs. Please note: No pets allowed

Bed

Bath

Sleeps

$124.3

/ Nightly

Private Vacation Home

Well appointed three bedroom two bath home with pool.

Sarasota, Florida, United States

Welcome to this three bedroom two bath split floor plan home in a gulf community. brTerrazzo floors throughout the entire home.brPrivate master suite with king bed, walk in closet, and a work space area.brFirst guest bedroom has a queen size bed and a walk in closet.brSecond guest bedroom has two twin beds.brFormal dinning with seating for six or more.brHome is great for entertaining.brPrivate lanai overlooking pool.brPool has screened in cage with screen doors to back yard.brBack yard is fenced in.brOn site washer dryer.brWifi and cable tv.brTwo televisions and a collection of dvd's.brSix miles to Siesta Beach or seven miles to Lido Beach.brMaster suite is opposite of the other bedrooms and separated by the main living spaces.brPrior to check out guests are to leave the home in the condition it was upon their arrival. Off season one month minimum rental. In season three months minimum rental.

Bed

Bath

Sleeps

$241.82

/ Nightly

Private Vacation Home

Beautiful Beach Cottage 2 Bed/2 Bath 10 Minutes To Siesta Key Beach and Downtown

Sarasota, Florida, United States

This totally renovated adorable beach cottage is located less than a 10 minute drive to Siesta Key. Siesta Key is a beach destination highlighted on many travel lists as one of the top 10 beaches in the U.S.A. brbrMy 1950's style Florida beach cottage underwent a complete renovation top to bottom. It has been thoughtfully updated and tastefully decorated to offer a dream house effect allowing guests to feel on vacation yet comfortable as if they are right at home. This 2 bedroom 2 bathroom cottage house can accommodate a maximum of 5 guests. While there is plenty of sleeping, sitting and relaxing space in this spacious open concept floor plan, the 5 person maximum is to ensure our guest's experience is that of absolute comfort. As the home owner, I am passionate about my home and will always remain closely engaged with the upkeep of our property and the satisfaction of my guests. I hope you feel the love and care during your stay.brbrThe green, canopied spacious front yard was recently covered with 5000 lbs of crushed sea shells and is graced with tropical trees giving it the feel of a botanical garden. Extra rooms such as the screened furnished patio and large Florida Room make it easy for everyone to have their own quiet private space. Guests may also easily find communion with this open floor plan, while lounging in the living room, snacking at the dining table or cooking in the kitchen. There is HIGH SPEED WIFI and Smart TVs so you can watch all of your favorites shows. My home is a serene respite after a long day and is exactly suited for the discerning traveler. brbrI AM DOG FRIENDLY! I love furry animal friends and am responsible for a few of my own; however I only allow WELL-BEHAVED dogs. The pet policies are straight forward and cater to owners of clean well-behaved pooches. The pet policies need to be reviewed before booking. There is NO EXTRA CHARGE FOR DOGS and there is a maximum limit of 2 dogs at any given time. While there are plenty of fresh linens and towels available at the house, I have an outdoor shower and designated dog towels too. Please keep your dogs off of the furniture (unless you throw down an old sheet or dog blanket) and leashed when outside of the house at all times. Guests are required to inform us about their pets before booking and any other pets that are visiting the property during their stay. I highly recommend dog beach (http://www.exploringsarasota.org/dog-parks.html) and insist that your furry friend take a thorough rinse with fresh water and a good drying after every swim in the ocean. There are dog showers at the beach to make it easy. A washer and dryer is available in the house which makes for light packing and more relaxing time. brbrThe private cottage is nestled on a shaded street just 10 minutes from Siesta Key beach and downtown Sarasota. You will find a wide variety of shops, restaurants and nightlife downtown, on Siesta Key and Lido Key. The Van Wezel Performing Arts Hall (one of the top performing arts centers in the US) is just down the road as are too many restaurants and shops to count. I also happily provide guests with recommendations of some my favorite places to dine in this fresh seafood paradise which continues to host a wide variety of culinary diversity.brbrWithin reasonable driving distance for day adventures you will find Tampa, Clearwater, St.Petersburg and Anna Maria Island and the enumerable beaches and places of interests that dot the Gulf Coast. My home is the ideal place to set down your roots and flip flops and feel right at home while either on a long-term vacation or on a short-term getaway. brbrThe home is green and I ask guests to be mindful of energy, recycling and guest rules - thank you advance for being conscientious and treating my home as you would your own. The house is filled with love, happiness and good energy. Enjoy!brbrBook right away as your vacation home at the beach awaits! br

2

Bed

2

Bath

5

Sleeps

$333.02

/ Nightly

Private Vacation Home

Family Friendly House with Private Pool near Downtown Sarasota

Sarasota, Florida, United States

Escape to this beautiful 3-bedroom, 3-bathroom fully furnished home, perfectly located just minutes from downtown Sarasota! This spacious retreat offers everything you need for a relaxing getaway, including a private pool surrounded by lush landscaping – perfect for lounging and enjoying the Florida sunshine. brThe interior boasts an open-concept layout with a cozy living area, a fully equipped kitchen, and stylish dining space. Each bedroom is tastefully decorated, featuring comfortable beds and ample storage, with the master suite opening directly to the pool area for your morning swim.brYou’ll be just a short drive from Sarasota's vibrant downtown scene, with its array of dining, shopping, and entertainment options. The nearby beaches, museums, and parks make this the ideal spot for both relaxation and adventure. High-speed WiFi, TVs, and all essentials provided – just bring your suitcase and settle in!brBook now for the perfect Sarasota escape!

3

Bed

3

Bath

8

Sleeps

$452.0

/ Nightly

Private Vacation Home

Charming 3-bedroom pool house in Sarasota, 5-minutes from Siesta Key beach

Sarasota, Florida, United States

Located in Sarasota, this beautiful house offers a fantastic retreat for guests. The home is 5 minutes from the world famous Siesta Key beach and within walking distance to shopping and restaurants. With three spacious bedrooms featuring one king bed and two queen beds, everyone can relax comfortably. The three bathrooms include both a shower and a bathtub, making it easy to unwind after a day of exploring. Guests enjoy a pleasant environment with heating and AC to keep the temperature just right. Whether you’re getting ready for the day or winding down, the thoughtful touches like a hair dryer add convenience. Experience the magic of Sarasota at our house and make your stay truly memorable.brbrThe home features a large caged outdoor living area with private pool, hot tub, TV, bar area, grill and patio furniture. For larger gatherings, the community has a large clubhouse with tennis court, gaming, volleyball and large pool and spa. Two car garage, furnished with pool toys and bicycle's.

3

Bed

3

Bath

6

Sleeps

$364.83

/ Nightly

Private Vacation Home

LARGE HOUSE WITH HEATED POOL NEAR BEACH AND DOWNTOWN SARASOTA FOR GROUP

Sarasota, Florida, United States

Very nice & Spacious 3 bedms/2.5bathms home with heated swimming-pool in Euclid Ave. Near de beaches (15min) and downtown (5min) and Shopping St Armand Cir (15 min). Perfect for family and friends. Modern comfort renovated with a large garden Near to Yoder's Fresh market and Arlington park (playing area for kids). With a private heated swimming pool, equipped kitchen and TV equipped living room, 3 bedrooms and 2.5 bathrooms, it's perfect for a family group or friends of 8 guests . This house is fully furnished and equipped. You can park up three cars in the driveway. You enter in the house in a relaxing open living room with a large window with a direct access to the pool. There is one sofa which can be transformed in two twin beds. The dining room is next to the kitchen with a high table for 8 guests and another living area. The living room is very spacious, and filled with natural light thanks to a large windows. The open-plan kitchen is equipped with all amenities: microwave, oven, dishwasher, fridge, freezer, coffee maker.... The laundry for washer and dryer are located in the garage. The master bedroom features a king size bed , a dressing room, master bathroom that includes a tub, shower, double sink, toilet, and an access to the pool. The second bedroom has two full size beds, and a dressing, the third bedroom features two bunk beds (4 beddings) with 2 extra twin beds in the mezzanine with also a dressing. The second bathroom has a shower, double sink, toilet. The large, screened, and heated swimming-pool is great to enjoy a very good time. There is a set lounge with a gas grill and an outdoor living room. Utilities, home internet, pool care and landscaping are included in the price Minimum 7 nights. VR25-00038

3

Bed

2

Bath

8

Sleeps

$1017.0

/ Nightly

Private Vacation Home

A Private Waterfront Sanctuary on Bay Island, Moments from Siesta Key.

Sarasota, Florida, United States

Welcome to a refined coastal retreat in a quiet enclave of Siesta Key, where privacy and understated luxury define the experience. This thoughtfully designed home features light-filled living spaces and a seamless indoor-outdoor flow ideal for relaxed, upscale stays.brbrThe open layout creates an inviting setting for unwinding or entertaining, while the private outdoor area offers a resort-style pool, lush surroundings, and tranquil lounging spaces.brbrEach bedroom is appointed with calming aesthetic, complemented by spa-inspired bathrooms for a restful stay.brbrLocated just minutes from Siesta Key Beach and Siesta Village, the home offers convenient access with a sense of seclusion. Perfect for guests seeking a quiet, high-end environment centered on comfort and privacy.brbrPlease note: This is a peaceful residential neighborhood. Parties and events are not permitted.brbr26-VR-000025

Bed

Bath

Sleeps

$399.34

/ Nightly

Private Vacation Home

Sarasota Bay Retreat - HTD Pool, Modern, 4 Bedrooms, Off Site Boat Slip by The Bay & Key Collection

Sarasota, Florida, United States

Welcome to Corwood Cottage this magnificent 4 Bedroom-Private Pool Retreat centrally located in the heart of Sarasota, Florida minutes away from the Beaches & Steps from Sarasota Bay and its world renowned Sunsets!brbrThis renovated Mid Century Modern home features an Open Floor Plan that leads to a Gourmet Kitchen and Dining Room w/t table & seating for 8 all overlooking the Outdoor Living/Dining Area & Private Pool/ Fenced in Yard with mature, luscious landscaping.brbrKey Features:brRenovated Mid-Century Modern homebrPrivate Boat SlipbrOpen floor plan ideal for entertainingbrGourmet kitchenbrDining room with table and seating for 8brSeamless indoor-outdoor flowbrOutdoor living and dining areabrPrivate poolbrFully fenced yardbrMature, lush landscapingbrbrThis home is located in one of Sarasota’s most desirable residential neighborhoods, known for its mature trees, well-kept homes, and relaxed coastal atmosphere. The area offers a perfect balance of privacy and convenience, with easy access to downtown Sarasota, beautiful Gulf beaches, local parks, and a wide variety of dining, shopping, and cultural attractions. Whether you’re enjoying a peaceful morning walk under the canopy of palms or heading out for an evening at St. Armands Circle or the arts district, this neighborhood delivers the quintessential Sarasota lifestyle.brbrIf you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team and we will be happy to assist you. brbrGulf Coast Holiday Homes offer a wide range of services including: br- An any day arrival policy and length of stay requirements starting at just 7-nights.br- We have a professional property manager and maintenance systems meaning you’ll experience the service you deserve.br- Professional housekeeping pre-stay and during stay if requested. br- 'Guide Books' allowing you to be able to add experiences to your itinerary and see some of our recommendations. br- 'Preferred Vendors' menaing you can trust the company you use for rentals.brbrAll properties listed with Gulf Coast Holiday Homes benefit from an interactive 'Guide Book' which will be sent ahead of arrival and will include the house manual, check in instructions, preferred vendors and unique information about the home.brbrThe home includes separate kitchen, dining, & living areas, a spacious Den/TV room with two sofas and an 85 Inch 4K Smart TV (use your own log in to stream your favorite content), a Covered Lanai-Outdoor Room (ample seating, a 4k Smart TV, alfresco dining for 8) that overlooks the Private Pool, a generous laundry room, a coffee bar with an automatic Keurig coffee and tea maker and (5 total) Smart 4k TVs (use your own log in to stream your favorite content). High Speed Internet & WiFi, well stocked kitchen, Bed linens & towels, 2 hair dryers, Central Heating & Air Conditioning provided so you'll feel right at home.brbrThe Bedrooms include a Master Bedroom Suite (King Bed w/t 4k tv) with an ensuite master bathroom with a double vanity, walk in shower, and a toilet. The guest wing has three additional bedrooms (2 twin XL Beds in one room and a king bed & 4k TV in each of the remaining guest bedrooms) and the guest bathroom with double vanities, a toilet, and a shower/tub combination. Linens and towels provided.brbrThis home includes access to a private boat slip located at Bahia Mar West Marina, available for guest use with prior approval. The marina is conveniently situated just 4 miles from the property and offers a boat slip, launch ramp, and trailer parking (for a fee) for your convenience. Once approved further details will be provided.brbr- Approx 6 miles to the Sarasota Beachesbr- Approx 3 miles to the Restaurant & Arts District of DownTown Sarasotabr- Approx 1 mile from the Ringling Museum & New College of Florida, 2 miles from USF Sarasota Campus.br- Approx 8 miles to IMG AcademybrbrFrom I-75 (northbound or southbound), take the Fruitville Road exit (Exit 210) toward Sarasota/US-41. Head west on Fruitville Road (State Road 780) for several miles toward downtown Sarasota and US-41 (Tamiami Trail). At the intersection with US-41, turn left (south) and follow US-41 into the heart of Sarasota. Continue south on US-41 past the Bee Ridge Road/Bee Ridge terminus and toward the Gulf Coast area. Turn right (west) onto 45th Street just a few blocks south of downtown, then turn left (south) onto Corwood Drive.brbrIf the travel dates you are looking for don’t appear to be available, please contact our reservations team directly and we will see if we can accommodate your request at your property of choice, or another comparable home in our portfolio.brbrPrior to your stay, we require you to complete a pre-arrival form and sign & agree to our rental conditions. brbrAccidental Damage Insurance: Accidental Damage Insurance is included within all guest stays at Gulfcoast Holiday Homes. On this property, for stays greater than 29 nights, an additional $90 will be due as the current rates are for 29 nights or less. For additional blocks of 30 nights past 59 nights you, will be charged $71. brbrGuests must cancel at least 60 days before check-in to receive a full refund for all nights, minus a 10% processing fee.brGuests must cancel at least 30 days before check-in to receive a 50% refund for all nights.brIf a guest cancels less than 30 days before check-in, you’ll be charged 100% for all nights.brWe strongly recommend that you purchase your own travel insurance for your protection.

Bed

Bath

Sleeps

$364.07

/ Nightly

Private Vacation Home

Charming Sarasota Vacation Home Near Downtown

Sarasota, Florida, United States

Your next Sarasota escape awaits at this lovely vacation rental! Located in the peaceful Alta Vista neighborhood, this 2-bed, 2-bath house offers a spacious yard, an updated interior that's perfect for relaxing, and all the comforts you'll need to feel right at home. Enjoy walking or biking the legacy trail, spending days on the shores of Lido Key Beach, or visiting attractions like the Marie Selby Botanical Gardens. After active days, kick back and relax inside or dine al fresco on the patio.brbr-- THE PROPERTY --brbrSarasota Permit: VR25-00002 | Sarasota Vacation Rental Certificate of Registration: DWE6805479 | Recently Remodeled | Patio w/ Gas Grill | Free WiFi | Walkable LocationbrbrBedroom 1: King Bed | Bedroom 2: Queen BedbrbrOUTDOOR LIVING: Private yard, outdoor dining area, beach chairsbrINDOOR LIVING: Brand new interior & furnishings, mid-century modern style, Smart TVs w/ cable, blackout curtains (in bedrooms), dining table, breakfast bar w/ seatingbrKITCHEN: Dishwasher, cooking basics, dishware/flatware, coffee maker, toasterbrGENERAL: Central A/C & heating, linens/towels, beach towels, complimentary toiletries, washer & dryer, ceiling fans, hair dryer, iron/ironing boardbrFAQ: 1 step required for access, 3 exterior security cameras (facing out)brPARKING: Carport (1 vehicle), driveway (1 vehicle), free street parking (first-come, first-served)brbr-- THE LOCATION --brbrFUN IN THE SUN: Payne Park (2 miles), Marina Jack (3 miles), Lido Key Beach (6 miles), Crescent Beach (7 miles), Sarasota Beach (7 miles), Siesta Key Beach (8 miles), Beach Access 11 (8 miles)brON THE GREEN: The Palms Golf Club at Forest Lakes (2 miles), TPC Prestancia (9 miles), Stoneybrook Golf and Country Club (10 miles), Misty Creek Country Club (11 miles), Serenoa Golf Club (11 miles)brTHINGS TO SEE & DO: Legacy Trail (1 block away), Downtown Sarasota (2 miles), Marie Selby Botanical Gardens (2 miles), Sarasota Art Museum (2 miles), Bayfront Park (2 miles), Van Wezel Performing Arts Hall (4 miles), Saint Armands Key (6 miles), Big Cat Gulf Coast Sanctuary (6 miles), Mote Marine Laboratory & Aquarium (7 miles)brAIRPORT: Sarasota Bradenton International Airport (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: The property requires 1 step to accessbr- NOTE: Your safety matters. This property features 3 exterior security cameras: 1 Ring camera is located on the front doorbell facing the front outdoor entry, 1 camera is located in the carport facing the front walkway, and 1 camera is on the back of the home facing the backyard. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion

Bed

Bath

Sleeps

$201.78

/ Nightly

Private Vacation Home

Charming 3-bedroom house on Legacy Trail in fabulous Downtown Sarasota

Sarasota, Florida, United States

This charming house in downtown Sarasota offers 3 cozy bedrooms with a mix of sleeping arrangements to accommodate all guests. With 2 sparkling bathrooms featuring modern amenities, your comfort is our top priority. Enjoy the welcoming atmosphere of this awesome home, complete with a swim spa, AC, WiFi, coffee maker, and a washer/dryer for your convenience. Enjoy DIRECT access to the Legacy Trail out the back gate and a short walk to Publix, Payne Park, Main Street, or the free trolley to the beach! Make your holiday one for the books with a stay at our place.

3

Bed

2

Bath

8

Sleeps

Vacation Home Rentals By Owner In Sarasota, FL

$243.89

$1378.6

$390.83

$347.39

$292.31

$192.05

$1092.97

$405.04

$252.09

$718.35

$124.3

$241.82

$333.02

$452.0

$364.83

$1017.0

$399.34

$364.07

$201.78

Rent a place that suits your needs

Most popular vacation rentals in Sarasota

$1937.60

$1940.37

$1972.73

$1981.32

$2014.81

$2070.75

$2113.04

$2113.99

$2137.71

$2211.43

Most Popular Cities in Florida