Vacation Home Rentals By Owner In Sarasota, FL

Welcome to this totally renovated mid century pool home 1 mile to the world famous Siesta Beach . It has been totally renovated to todays standards. The pool heater will also cool the pool if it gets too hot. Very close to shopping and restaurants , It has a very large deck that overlooks tropical gardens and a 3 foot water fall that cascades into the pool, the gardens are illuminated at night for your pleasure. Double drawer refrigerator with a pass thru window to a bar area. There is a gazebo with plenty of seating and a WiFi speaker, a gas fire pit with built in seating and a small putting green. This terrific property features 2 bedrooms with queen beds, 2 bathrooms with a bathtub and shower in one, and a large shower in the Master Bathroom, Essential amenities like WiFi, a washing machine and dryer, 5 televisions, an outdoor shower poolside. Our place will help you feel at home while you're traveling in Sarasota.

Palms Away is a charming pool home totally remodeled, decorated and landscaped.

Sarasota, Florida, United States

Bed

Bath

4

Sleeps

$349.17

This cozy 3-bedroom home, located along a serene canal, offers comfort and relaxation. It features a shared full bath, a fully-equipped kitchen, and a cozy living room. Outside, enjoy the lush garden and terrace, perfect for grilling. The home is close to Oscar Scherer State Park, Big Cat Habitat, and Sarasota Jungle Gardens, with easy access to local dining, shopping, and beaches. Ideal for families or couples looking to explore nature, wildlife, or simply unwind in peaceful surroundings.

3bdr Home on Canal

Sarasota, Florida, United States

Bed

Bath

Sleeps

$197.78

Welcome to your turn-key Sarasota getaway—a fully furnished and thoughtfully stocked 2-bedroom, 1-bath home designed for comfort, convenience, and easy living. With keyless entry, you can arrive and settle in seamlessly, whether you’re here for a quick escape or an extended stay.brThis home comes fully equipped with everything you need: fresh bedding, linens, towels, soaps, and a kitchen stocked with essential cookware, dishes, appliances and some basic supplies—just bring your suitcase and relax. Enjoy both a front yard and a private, fenced backyard, perfect for morning coffee, evening wind-downs, or soaking up the Florida sunshine.brLocated in sunny Sarasota, you’re just minutes from beautiful Gulf beaches, downtown Sarasota, Pinecraft Village, Arlington Park, and the Arlington Park Aquatic Center. Whether you’re heading out for beach days, dining, shopping, or outdoor activities, everything is close and convenient.brIdeal for couples, small families, or remote workers looking for a peaceful home base in one of Sarasota’s most central locations—this is easy, carefree Florida living at its best.

Turn-Key 2BR Sarasota Oasis: Private Yard, Fully Stocked, Beaches & Downtown

Sarasota, Florida, United States

Bed

1

Bath

6

Sleeps

$479.12

Magnolia House Sarasota is a private, single-level retreat with heated pool + spa, thoughtfully hosted by owner Jen and designed for an easy, elevated stay. Located West of Trail and just 3 miles to Siesta Key Beach, the home offers a quiet setting with convenient access to beaches, dining, and downtown Sarasota.brbrThe lanai is the heart of the experience, with a private heated pool + spa, lush palms, shaded lounging areas, coffee in the morning sun, and beautifully uplit evening swims after dinner. Inside, the home feels calm, polished, and comfortably layered, with designer touches throughout and spaces that naturally invite everyone to gather and unwind.brbrGuests especially love the separate primary suite tucked into its own private wing, the ever-popular Infinity gaming table for both adults and kids, and the thoughtful extras that make summer stays effortless — including premium beach equipment, oversized umbrellas, beach chairs, coolers, and a 6-person beach tent for long, comfortable days on Siesta Key.brbrMagnolia House is ideal for couples, families, and guests looking for a more personal, beautifully hosted Sarasota stay — one that feels relaxed, refined, and genuinely cared for from the moment you arrive.brbrPlease, no petsbrNo local bookings within 15 miles of ZIP 34239brSigned rental agreement required within 48 hoursbrRefundable security deposit up to $650brMax of 6 guests on propertybrThird-party services not permittedbrbrCity of Sarasota Registration # VR24-00081

Near Siesta Key | Private Heated Pool & Spa Retreat

Sarasota, Florida, United States

3

Bed

Bath

6

Sleeps

$163.24

Summary:brbrWelcome to Coastal Siesta Cottage, a stylish 2-bedroom retreat just a short walk from world-famous Siesta Key Beach. Relax in the open-concept living and dining area, prepare meals in the fully equipped kitchen, and unwind in the private backyard surrounded by tropical landscaping. With a king and queen bedroom, Smart TV, strong WiFi, and full laundry, the home is perfect for couples, families, or remote workers. Nestled in a peaceful neighborhood yet minutes from Sarasota’s best dining, shopping, and outdoor activities, this cottage offers the ideal blend of comfort, convenience, and coastal charm.brbrbrbrThe Space:brbrThis thoughtfully updated two-bedroom bungalow is ideal for couples, families, or friends seeking a relaxing escape near the coast. Inside, you’ll find a spacious open layout with a fully equipped kitchen, stylish living area, and curated local art that brings the Sarasota vibe indoors.brbrbrbrLocated on one side of a duplex, this home offers privacy and charm—with the option to reserve the other side for larger groups. A full-size washer and dryer, strong Wi-Fi, and smart TVs are all included to make your stay easy and enjoyable.brbrbrbrPlan your beach days, unwind in style, and feel right at home just minutes from one of the most beautiful beaches in the country.brbrbrbrSleep Comfortablybrbr • Primary bedroom with a king-size bedbrbr • Second bedroom with a queen-size bedbrbr • High-quality linens and thoughtful design ensure a restful nightbrbrbrbrCook and Dine with Easebrbr • Fully equipped kitchen with electric stove, oven, microwave, and full-size refrigeratorbrbr • Dining table with seating for fourbrbr • Kitchen island with four bar stools—perfect for casual breakfasts or evening mealsbrbrbrbrRelax and Unwindbrbr • Comfortable living area with a large sectional and smart TVbrbr • Perfect for movie nights or relaxing after a day at the beachbrbr • Thoughtfully chosen local art throughout the home reflects the charm of SarasotabrbrbrbrOutdoor Enjoymentbrbr • Spacious, private backyard with tropical landscapingbrbr • Great for morning coffee or evening conversationsbrbrbrbrExtra Featuresbrbr • Full-size washer and dryer for your conveniencebrbr • Well-appointed bathroom with modern finishesbrbr • This home is part of a duplex—ask about booking both sides for larger groups or family reunionsbrbrbrbrPlease Note: Smart TVs are provided but do not include cable. You’ll need to use your own login credentials for streaming services and log out before departure.brbrbrbrGuest Access:brbrThe home is set up with a smart lock for your convenience & safety. We will provide you with a Personalized access code via your Boarding Pas a few days prior to arrival. Use your unique 4-digit code to enter the home. The code is active starting at 4pm on check in day and will automatically deactivate at 10am on check out day.brbrbrbrThe Neighborhood:brbrTucked into a peaceful residential neighborhood just east of the Intracoastal Waterway, this property offers the rare benefit of a tranquil setting with immediate access to the best of Sarasota’s Gulf Coast lifestyle.brbrbrbrJust over the Stickney Point Bridge, you’ll find yourself on Siesta Key, home to Siesta Beach and Crescent Beach, both renowned for their powdery white sand and turquoise waters. The nearby Crescent Beach access (Point of Rocks area) offers a quieter, more relaxed alternative to the main beach and is particularly loved by snorkelers and locals seeking a peaceful stretch of coastline.brbrbrbrYou’re also minutes from everyday essentials and local charm:brbr • Grocery stores, coffee shops, and casual dining spots line Stickney Point Road and South Tamiami Trailbrbr • Phillippi Estate Park, just down the street, offers bayfront trails, a kayak launch, and a seasonal farmers marketbrbr • The Legacy Trail—a scenic multi-use biking and walking path—is a short ride away for nature lovers and fitness enthusiastsbrbrbrbrThis location strikes the perfect balance between beach proximity and neighborhood seclusion, offering convenience without the crowds.brbrbrbrGetting Around:brbrWhether you’re heading to the beach or exploring local shops and parks, this home places you within easy reach of everything—by car, bike, or foot.brbrbrbrDistances to Key Spots:brbrbrbrSiesta Key Beach Access #12:brbr • Driving: 5 minutes (1.8 miles)brbr • Cycling: 10 minutesbrbr • Walking: 25–30 minutesbrbrbrbrCrescent Beach Access (Access #13 / Stickney Point):brbr • Driving: 4 minutes (1.4 miles)brbr • Cycling: 7–8 minutesbrbr • Walking: 20–25 minutesbrbrbrbrSiesta Key Village:brbr • Driving: 10 minutes (4.5 miles via Midnight Pass Road)brbr • Cycling: 20–25 minutesbrbr • Walking: 60+ minutes (not recommended on foot, but easily reachable by bike or rideshare)brbrbrbrDowntown Sarasota:brbr • Driving: 15 minutesbrbr • Cycling: 35–40 minutesbrbrbrbrTransportation Tipsbrbr • Biking is a great way to explore Siesta Key; rent bikes nearby for easy beach and village access without parking headachesbrbr • Walking to Crescent Beach is very doable and scenic via Stickney Point Bridge—perfect for early risers or sunset strollersbrbr • Rideshares (Uber/Lyft) are fast and cost-effective for beach days, dinners in the village, or downtown outingsbrbr • Beach trolleys and island shuttles operate on Siesta Key and make it easy to get around once you’re across the bridgebrbrbrbrOther Things to Note:brbrHere are answers to some of our most commonly received questions!brbrbrbr Is there a minimum age requirement to make a reservation brbrYes, the minimum age required to make a reservation is 21 years old.brbrbrbr Is the property pet-friendly brbrWe are ONLY dog friendly. To ensure a comfortable and enjoyable stay for all guests a non-refundable fee of $150 per reservation will be charged. If you do not honor our pet policy and bring an unapproved pet, there is a $500 fine.brbrbrbr Is smoking allowed brbrWe have a strict NO SMOKING policy. If you smoke inside, there is a $250 fine plus the cost of remediation.brbrbrbr If I leave something it be sent back to me brbrWe are not responsible for items left behind by guests. If you leave an item behind and you want it to be sent back to you. We charge $50 for that item to be shipped plus the shipping costs.brbrbrbr What kind of coffee machine do you have brbrWe have a kurig in the home.brbrbrbr Can I book for less than 5 nights brbrUnfortunately not, due to the amount of wear and tear on the homes from frequent turnovers we have a 5 night minimum across our portfolio.brbrbrbr What is the nearest beach brbrThe nearest beach is Crescent Beach which is 1 mile from the house.brbrbrbr What beach equipment do you provide brbrWe provide beach chairs for our guests. If there is additional equipment you need you would either need to bring it or rent it.brbrbrbr Is it possible to have a late check-out brbrUnfortunately, we’re not able to accommodate a late checkout. Our cleaning team works on a scheduled timeline and has an agreed arrival time to prepare the property properly for the next guests. Thank you very much for your understandingbrbrbrbrInteraction with Guests:brbrOur 24/7 dedicated support team is always available to ensure your stay is smooth, comfortable, and five-star-worthy. If there’s anything you need—questions, recommendations, or assistance—please don’t hesitate to reach out. We're just a message away and happy to help.

Coastal Siesta Cottage | Walk to Siesta Key Beach!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$348.31

Welcome to Casa Azul! This fully renovated 3BR/2BA coastal retreat offers a bright, open floor plan, chef’s kitchen, and abundant natural light. Relax by the heated pebble pool, fire up the BBQ, or work remotely in the dedicated workspace. All new furniture & appliances, high speed internet. Perfect for families or groups up to 8, Casa Azul is just minutes from Sarasota’s world-famous beaches, downtown shops and dining. Enjoy comfort, and convenience in one beautifully curated space.brbrUpon arrival, use your personalized access code on the front door keypad to enter and be greeted by the spaciousness and brightness that fills this home. To the left, you'll find a foyer area equipped with hooks for your belongings, while to the right awaits the designer kitchen outfitted with stainless steel appliances and a breakfast bar. The house is split-level, with the dining room slightly lower than the kitchen. In front of you sits a modern extendable dining table, comfortably seating 6 but with space for 8 if extended. Beyond the dining area lies the living room, furnished with a 65-inch Smart TV offering various streaming services such as Amazon Video and Netflix. The living space accommodates seating for 6 to 8 individuals and provides access to the private fenced backyard and pool and an outdoor gas grill with seating for 8 people. All beds feature premium mattresses and hotel-grade bedding.brbrThe bed configuration is as follows:brBedroom 1: king bed (Sleeps 2), master closet space, 2 nightstands, TV, private bathbrBedroom 2: Queen bed (Sleeps 2), closet space, 2 nightstands, TVbrBedroom 3: Full bed and Queen bed (Sleeps 3 adults or 4 kids), closet space, 1 nightstand, TV, desk & chairbrbrAll three bedrooms have closets, wardrobes, hangers, and nightstands with bedside lamps.brbrOur bathrooms are fully stocked and offer brand-name shampoo, conditioner, body wash, toilet paper, face tissue, and a hairdryer. Full laundry is available in the garage as well as an iron and ironing board. Our supplies include detergent, bleach, fabric softener, stain remover, and dryer sheets.brbrThe fully fenced backyard offers a heated pool, BBQ area with an outdoor table with 8 chairs, and four lounge chairs with small tables around the pool. We have a large private, fenced backyard with a propane grill. The backyard is fully fenced so no need to worry about your dog getting out (please clean up after your pets).brbrGarbage collection takes place on Friday mornings, with three separate trucks spending about 5 minutes on the street between 7:00 AM and 9:00 AM, typically.brbrThe Casa Azul offers an urban yet residential location with proximity to all of the best restaurants and beaches but with room to spread out on a fully fenced private lot. The house is professionally cleaned and maintained after every stay.brbrGuests will have access to the entire property except for the owner's closet which will remain locked.brbrAS A CONDITION OF RENTING THIS PROPERTY GUEST AGREES TO RELEASE, INDEMNIFY, AND HOLD HARMLESS THE HOST AND ANY AGENT OF THE HOST FROM AND AGAINST ALL LIABILITY FOR INJURY TO THE PERSON OF THE GUEST AND TO ANY MEMBER OF HIS/HER PARTY INCLUDING ANY INVITEES RESULTING FROM ANY CAUSE WHATSOEVER. USE THE ALARMS ON DOORS LEADING OUT TO POOL AREA!!!brbr***The pool will automatically be set to 86 degrees between November 1st and May 1st. Guests will not have the option to heat the pool to a higher temperature. Guests staying outside of these date ranges may pay to have the pool heated. The cost to heat the pool is $50 per day.brbr***Please Note the pool is not screen-enclosed and as a result leaves and debris may find their way into the pool between weekly cleanings. We offer guests a skimmer on site should they choose to remove the leaves between cleanings. The pool is cleaned every Monday morning.brbr***Please note that the lawn is mowed every Tuesday morning.brbr***Please note we do not allow access to the garage for parking for stays of less than 30 nights.brbr***Take advantage of our exclusive discounts for bookings over 28 days!brbr***Vacation Rental Certificate of Registration Number: VR24-00024

Heated Pool Retreat • 3BR • Minutes to Siesta Key & Downtown

Sarasota, Florida, United States

Bed

Bath

Sleeps

$163.26

Sarasota is a great place to vacation. Warm temperatures year-round, award-winning beaches and a thriving arts and cultural scene have made Sarasota a go-to place for retirees and families. This southwest Florida city, which is about an hour from Tampa and two hours from Orlando, continues to attract new visitors with great restaurants and plenty of shopping options & #1 Beach.brThe home can accommodate 6 guests, fenced in yard, Lani with outside seating, gas grill & hammock.

Cozy cottage in Gulf Gate to relax year-round in beautiful Sarasota.

Sarasota, Florida, United States

Bed

Bath

Sleeps

$335.61

You'll have a great time at this cozy, peaceful house next to Siesta Key. Have fun with the whole family at this stylish home that is just minutes away from the beach. Great location very close to downtown and beaches, with lots of stores and restaurants. The property is about a 5 minute drive from the beach, it is not walking distance. brbrThis house sleeps a total of 8 people. 2 bedrooms (one master sleeping 2 people, bunk bed bedroom can sleep up to 5 people, and the living room has a sleeper sofa that can sleep 1-2 people. 2 bathrooms with showers. Self check-in with keypad lock. There is self parking available for free right in the driveway in front of the house. brbrThis space is very peaceful and bright. The layout provides space for friends and family to enjoy their time together.brbrThere is a full kitchen available for your use. It includes brand new appliances as well as all the necessities you may need for them. The refrigerator will always be stocked with fresh and cold water bottles for our guests. When you walk in you will also find a welcome basket with snacks. In the cabinets you will find everything you will need for dining and all the baking and cooking utensils you could possibly need. brbrThe master bathroom also has a laundry room inside of it available to your use any time. brbrThere is a TV in the living room that has Netflix, Hulu, Disney+, and ESPN+ all provided for you. brbrThe home does have wifi which will be provided to you when you book. brbrThe master bedroom has a TV as well that includes all of the streaming services above. Your bed will always have fresh linens when you arrive. brbrThere is a lanai area in the front of the home with outdoor seating for you to enjoy. There is also a white gate to the right of the home that leads to a beachy hang out spot including a fire pit with chairs, lots of seating, and games. On the side of the home there is also an outdoor dining area on the deck and a barbecue grill available for your use. brbrThis home is very close to the water. Just minutes away from some of the best beaches in Florida.

Cozy & Relaxing Home next to Siesta Key

Sarasota, Florida, United States

Bed

Bath

Sleeps

$432.04

Nestled in the serene neighborhood of South Gate, Siesta Key, our contemporary 3-bedroom, 2-bath oasis is the perfect blend of comfort and convenience for your dream vacation. Discover the charm of Siesta Key while enjoying the luxuries of a private home.brbrDog Friendly: brWe do accept dogs up to 50 lbs. There is a pet fee of $35 per dog per night.brbrAmenities & Features:brSophisticated Interiors: The residence boasts a sleek and modern design, underscored by an open floor plan that ensures the free flow of light and space. Every corner has been thoughtfully decorated with contemporary furniture to make you feel right at home.brbrRestful Sleep: Our three spacious bedrooms are equipped with two lavish king beds and one plush queen bed, providing a peaceful sleep for up to 6 guests.brOutdoor Retreat: Step outside to a private pool set against the backdrop of a spacious backyard. The screened-in lanai is perfect for alfresco dinners or a quiet morning coffee, offering a serene space to relax, away from the buzz.brbrGourmet Kitchen: The large kitchen, fully stocked with modern appliances, makes meal preparations a breeze. Whether you're planning a quick snack or a sumptuous feast, you'll find everything you need at your fingertips.brbrPrime Location: Located just 2 blocks from the South Gate Mall, indulge in a delightful shopping spree or pick up essentials from the nearby Aldi grocery store. The beauty of Siesta Key is just a short drive away, offering pristine beaches and a plethora of activities. Additionally, the vibrant Downtown Sarasota, brimming with cultural attractions, eateries, and nightlife, is conveniently close.brbrStay, Relax, and ExplorebrWhether you're seeking a peaceful retreat or an adventurous exploration, our South Gate sanctuary is the ideal base. With its blend of modern comforts and prime location, your Floridian vacation awaits. Book today and embrace the sun-kissed allure of Siesta Key and Sarasota!brbrWhat's provided for your stay. Have fun at the beach with chairs, coolers, umbrellas, toys and more, pre-stocked into the villa prior to your arrival. Each residence has their own Property Liaison to ensure any problems or concerns will be resolved in an effective and timely manner.

Sarasota 3BR Getaway - Private Pool Oasis

Sarasota, Florida, United States

Bed

Bath

Sleeps

$203.69

Beautiful remodel home with all features . Very Large kitchen with stainless steel appliances and island bar .brThe open floor plan allows you to entertain without missing any of the action . big TV screen and music throughout all wi-fi . The resort has two huge pools gym and sauna . brVery private and peaceful near siesta beach and downtown Sarasota .

Relaxing open plan living

Sarasota, Florida, United States

Bed

Bath

Sleeps

$372.71

Welcome to Blue Heron Ranch, a beautifully designed 3-bedroom pool home in South Sarasota with a resort-style backyard just minutes from Siesta Key Beach, Downtown Sarasota, St. Armands Circle, and world-class golf courses.brbrWhy guests love Blue Heron Ranchbr• Heated saltwater poolbr• Resort-style backyard with pergola dining & lounge areasbr• 10–15 minutes to Siesta Key Beachbr• Stylish modern coastal interiorbr• Spacious open floor planbr• Private and quiet neighborhoodbr• Beach chairs, umbrellas, cooler & beach cart includedbr• Perfect for families and relaxing getawaysbrbrDesigned in a relaxed Coastal Contemporary style, the home is bright, airy, and filled with natural light. The open floor plan allows the living, dining, and kitchen areas to flow effortlessly together, perfect for gathering with family. The dining table seats eight and faces a modern kitchen with brand-new stainless-steel appliances and a large waterfall island with additional seating.brbrThe fully equipped kitchen includes designer flatware, cookware, glassware, and every appliance you might need—whether you’re preparing a quick breakfast before heading to the beach or enjoying a relaxed dinner at home.brbrThe comfortable living room invites everyone to unwind together, with plush seating, a cozy fireplace, and a large 4K television with premium cable channels.brbrEvery room in the house opens to the beautiful stone-paved outdoor living area, where the home truly shines.brbrThe backyard is designed like your own private resort. A covered porch with rocking chairs and a ceiling fan overlooks the large heated saltwater pool. Under the pergola, an outdoor dining table for eight sits beside a brand-new six-burner gas grill—perfect for evenings spent grilling and dining outdoors.brbrAround the pool you’ll find an outdoor lounge area with designer furniture shaded by an oversized cantilever umbrella, along with chaise lounges and additional market umbrellas for sunbathing or relaxing with a book. The expansive yard beyond is shaded by mature trees, creating a peaceful and private retreat.brbrThe split floor plan places the primary bedroom on one side of the home for maximum privacy. It features a king-size bed with high-end mattress and linens, a large TV, walk-in closet, and a spa-inspired en-suite bathroom with double vanity and frameless glass shower. Sliding doors open directly onto a private patio connected to the pool area.brbrThe second bedroom also features a king-size bed, walk-in closet, sitting area, and direct access to the pool, making it feel like a second primary suite.brbrThe third bedroom offers two twin beds, ideal for children or additional guests, along with a walk-in closet and sitting area. These bedrooms share a well-appointed bathroom.brbrA laundry room with a brand-new Samsung washer and dryer leads to the two-car garage, where you’ll find everything you need for beach days, including beach chairs, umbrellas, a rolling cooler, toys, inflatables, and a beach cart to easily transport it all.brbrBlue Heron Ranch is designed for relaxing, gathering, and enjoying the best of Sarasota, whether you're spending the day at Siesta Key Beach or simply enjoying your own private poolside retreat.

Modern Coastal Pool Retreat • Private Heated Pool • Minutes to Siesta Key Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$374.74

Say 'game on' to family fun when you book a stay at this 3-bed, 2-bath vacation rental in sunny Sarasota! The stylish single-story abode features a modernized interior, indoor and outdoor living areas, and a luxurious lanai with a private heated pool! Gather your gear for a beach day, then retire home to fire up the gas grill, stream a movie, or play some cornhole. Ideally located near miles of sand, golfing, and downtown attractions, it's a getaway the whole gang will be game for!brbr-- THE PROPERTY --brbrFree WiFi | Private Heated Pool (w/ Fee) | Family Friendly | Game RoombrbrBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen BedbrbrOUTDOOR AMENITIES: Lanai, outdoor dining table, private fenced backyard, gas grill, close proximity to beach & golf coursesbrINDOOR LIVING: Smart TV, 2 seating areas, fireplace, 2 dining tables, high chair, walk-in closet, shower/tub combo, air hockey, darts, cornhole, board games, poker tablebrKITCHEN: Well-equipped w/ stainless steel appliances, refrigerator, dishwasher, microwave, cooking basics & spices, dishware/flatware, coffee maker, blender, toasterbrGENERAL: Linens/towels, complimentary toiletries, central A/C & heating, in-unit washer/dryer, keyless entry, iron/board, hangers, hair dryer, trash bags/paper towels, optional pool fencebrFAQ: Pool heat fee ($25/night, paid pre-trip)brACCESSIBILITY: 1 step to enter, single-story homebrPARKING: Driveway (4 vehicles), RVs & trailers allowed on-sitebrbr-- THE LOCATION --brbrSUN & SAND: Crescent Beach (2 miles), Siesta Key Beach (3 miles), Sarasota Beach (4 miles), Turtle Beach (4 miles), South Lido Key Beach Park on the Gulf (11 miles)brSARASOTA SEE & DO: Marie Selby Botanical Gardens (6 miles), Downtown Sarasota (7 miles), Bayfront Park (7 miles), Celery Fields (10 miles), Sarasota Jungle Gardens (10 miles), The John and Mable Ringling Museum of Art (11 miles), Ca’ d’Zan Mansion (11 miles), Mote Marine Laboratory & Aquarium (12 miles)brHIT THE LINKS: Village Green Golf Club (5 miles), The Palms Golf Club at Forest Lakes (6 miles), The Highlands Golf Course (10 miles), Bent Tree Country Club (11 miles), Tatum Ridge Golf Links (13 miles), Palm Aire Country Club (14 miles), Lakewood Ranch Golf & Country Club (17 miles), Tara Golf & Country Club (19 miles)brAIRPORTS: Sarasota-Bradenton International Airport (11 miles), Tampa International Airport (72 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This single-story property requires 1 exterior step to accessbr- NOTE: This property has a pool heat fee of $25/night (+ fees & taxes, paid pre-trip, applied to entire stay)

Sarasota Vacation Rental w/ Pool & Game Room!

Sarasota, Florida, United States

3

Bed

Bath

6

Sleeps

$231.1

Welcome to PAR-TEE, your private tropical oasis perfect for large families or groups! Close to ALL of Florida`s top rated beaches - Siesta Key, Lido Key & Anna Maria Island - Ringling Museum, IMG, downtown Sarasota and Sarasota-Bradenton airport, this property is situated on almost a half an acre on a golf course & features a newly remodeled kitchen & 2 bathrooms, screened-in lanai, MASSAGE CHAIR, all the KID-FRIENDLY essentials & more. Book a stay with us for the ultimate family beach vacation!brbrPAR-TEE sleeps 11 and is ideal for large families, groups, sports tournaments, girls trips, traveling with multiple generations and more! Every part of this 1900sf home is customized for a 5 star experience and well-stocked for your convenience and enjoyment. We are centrally located to all of the best attractions in Sarasota and Anna Maria Island and are confident that our home is unique and the best accommodations in the area. brbrSara Bay Marina/Waterfront views: 3 minutesbrSRQ Airport: 7 minutesbrRingling Museum: 8 minutesbrIMG Academy: 15 minutesbrDowntown Sarasota: 15 minutesbrLido Key Beach: 20 minutesbrBradenton Beach: 20 minutesbrSiesta Key Beach: 30 minutesbrAnna Maria Beach: 30 minutesbrbr@piva_casa on IGbrbr HIGHLIGHTS BED ARRANGEMENTS (sleeps 11) KITCHEN & DINING BATHROOMS LIVING ROOM OUTDOOR SPACE NEARBY ATTRACTIONSbrPer community rules, no street parking, boat or RV parking allowed please. No parties and please be respectful of neighbors and quiet hours.

PAR-TEE | 3BD Home on Golf Course - Sleeps 11

Sarasota, Florida, United States

Bath

11

Sleeps

$518.57

Private 3-bedroom home with a large yard just 9 minutes from Siesta Key Beach. brbrEligible for Community Health & Wellness Funding Grants. brbrIdeal for wellness programs, cancer patient retreats, mental health support, recovery weekends, men’s and women’s healing retreats, youth mentoring, breathwork, yoga, fitness, nutrition, and caregiver support. brbrOur mission is to help organizations secure funding to host life-changing programs in a peaceful, supportive space.brbr About the SpacebrbrWelcome to The Blessings Place @ Siesta Serenity. This private 3-bedroom home offers a calm, restorative environment ideal for families, small groups, retreats, or guests seeking comfort and convenience while being just minutes from Sarasota’s top attractions.brbrThe home is thoughtfully arranged to give every guest comfort, privacy, and room to unwind.brbrbr ️ BedroomsbrbrbrBedroom 1 – Guest Bedroombrbr• Queen-size bedbr• Cozy and quiet — perfect for restful sleepbr• Dresser and closet space for extended staysbr• Located near the hallway bathroombr• Designed for comfort, simplicity, and relaxationbrThis room has an attached laundry room. brbrBedroom 2 – Primary Suitebrbr• Queen-size bed with plush beddingbr• Spacious layout with room for luggage and personal itemsbr• Private ensuite bathroombr• Large window bringing in natural Florida sunlightbr• Ideal for the trip leader, parents, or anyone wanting added comfort and privacybrbrBedroom 3 – Guest Bedroombrbr• Queen-size bedbr• Light and airy atmospherebr• Great for friends, couples, or additional family membersbr• Easy access to the shared bathroombrbrbr BathroomsbrbrBathroom 1 – Ensuite (Primary Bedroom)brbr• Walk-in shower or tub/shower combobr• Fresh towels providedbr• Clean, simple layout ideal for longer staysbrbrBathroom 2 – Hallway Bathroombrbr• Full bathroom with shower/tub combobr• Convenient for families or groupsbr• Stocked with essentialsbrbrbr ️ Living RoombrbrThe living room is designed as the central gathering space of the home:brbr• Comfortable seating area for relaxing or group conversationsbr• 50-inch smart TV for streaming movies or workshopsbr• Open layout that connects to the kitchen and dining areabr• Great for pre-beach hangouts, coffee chats, or end-of-day wind-downsbrbrThis room feels welcoming and has enough space for small group sessions, journaling, meditation circles, or casual discussion meetups.brbrbr ️ Kitchen & Dining AreabrbrThe heart of the home is the spacious, fully equipped kitchen.brbrKitchen Featuresbrbr• Full-size kitchen with generous counter spacebr• Refrigerator, stove, oven, microwave, and essentialsbr• Cookware, utensils, and dishware for group mealsbr• Ideal for preparing family dinners, retreat meals, or batch cookingbr• Opens directly into the dining area for easy flowbrbrDining Spacebrbr• Table comfortably seats your groupbr• Positioned near natural lightbr• Works well for meals, breakout sessions, or laptop workbrbrbr Backyard & Outdoor SpacesbrbrThe outdoor area is one of the home’s standout features:brbr• Large private backyardbr• Perfect for outdoor sessions, yoga, prayer circles, games, or relaxationbr• Plenty of open space for sunlight, quiet time, or group reflectionbr• Enclosed lanai area for shaded gatheringsbrbrThis outdoor setup perfectly complements Sarasota’s warm, peaceful environment.brbrbr☀️ Location BenefitsbrbrThe home is centrally located for convenience and ease:brbr• Short drive to Siesta Key Beach — ideal for grounding, sunrise walks, meditation, and unwindingbr• Close to grocery stores, restaurants, shopping, and local attractionsbr• Quiet residential street that supports a restorative environmentbrbrbr Amenities for Work, Rest, and Retreatsbrbr• Fast WiFi for virtual sessions, content creation, or remote workbr• Indoor & outdoor areas for group activitiesbr• Private, peaceful setting ideal for reflection and connectionbrbrYou have full private access to the entire Sarasota home, including the backyard patio area, laundry area, and driveway.brbrManagement and I are quickly accessible via message center and close by if neededbrbr Interaction with GuestsbrbrWe respect your privacy but are available anytime.brMessage us for help, recommendations, or upgrades — we respond quickly.brbr✨ Other Things to Note (Upgrades & Rules)brbrThis home is optimized for registered guests only but retreat or event-related usage is available through upgrades.brbrUpgrade Options (Message to Request):brbrSmall Gathering Upgrade (for group meals or meetups)brbrHoliday Gathering Upgrade (Christmas, Thanksgiving, etc.)brbrDay Guest Upgrade (non-overnight visitors)brbrEarly Check-In / Late CheckoutbrbrExtra Linens & Towels PackagebrbrbrWe approve most upgrades quickly after reviewing your plans.brbr Faith-Based & Nonprofit Stays (Optional)brbrIf your stay supports a family restoration, church/ministry purpose, healing retreat, or nonprofit activity, message the word “Blessing” to see if your group qualifies for grant-supported upgrades.brbrbrbr Grant Eligibility & PricingbrbrThis listing is specifically for organizations using grants, donor funds, or support budgets.brbrWe offer:brbrOption A — Grant-Based Rate (Recommended)brbrOrganizations may use local, state, federal, or private grants to cover:brVenue accessbrbrProgram days (half-day, full-day, multi-day)brbrOptional overnight team lodgingbrbrOptional facilitator accommodationsbrbrbrWe guide you through the simple steps to qualify.brbrOption B — Reduced Community RatebrbrFor nonprofit or community groups without approved grant funding yet.brbr✨ Why Organizations Choose This Spacebr5 minutes from a world-class beach (perfect for healing & wellness work)brbrbrSafe, private, peaceful settingbrbrFlexible indoor/outdoor layout for workshopsbrbrAffordable with grant supportbrbrFast approval and simple booking processbrbr How to Request Grant SupportbrSend us a message with:brYour organization namebrbrYour event or program typebrbrEstimated number of participantsbrbrGrant or budget source (if known)brbrWe’ll reply with:brGrant guidelinesbrbrEligible categoriesbrbrSample budgetsbrbrSupport letter (if needed)brbrNext steps for bookingbrbrbr This Venue is Part of The Blessings Place MovementbrbrMaking purpose-driven gatherings, healing, and support more accessible.brbr Welcome to SarasotabrbrPeople from around the world come to Sarasota for its stunning Gulf-coast beaches, thriving arts scene, and abundant outdoor recreation — making it an ideal destination for both relaxation and adventure. Our home offers a great launching point for exploring the best of the area.brbr Grocery StoresbrbrTrader Joe’s – ~ 5-7 min drive (4101 S Tamiami Trail, Sarasota) brbrALDI – ~ 5-6 min drive (4230 Bee Ridge Road) brbrPublix – Several locations in Sarasota; e.g., Publix Super Markets #1781 on S. Tamiami Trail brbrLocally-owned / specialty grocery: Detwiler’s Farm Market (6100 N Lockwood Ridge Rd) brbrbr ️ RestaurantsbrbrHere are some good dining options not too far from your location:brbrAthens Family Restaurant – Local Greek restaurant, breakfast/lunch/dinner; on Bee Ridge Rd. brbrMi Pueblo Restaurant – Mexican fare; Bee Ridge Road. brbrOlive Garden – Italian, casual; 4900 S Tamiami Trail. brbrFleming’s Prime Steakhouse & Wine Bar – Upscale steakhouse / wine bar near Siesta area. brbrOff the Hook Seafood Restaurant – Near Siesta Key; seafood in a coastal setting. brbrbr PharmaciesbrbrGuests will find pharmacies within a short drive in the nearby commercial corridors (Tamiami Trail / Bee Ridge area). Also, Walmart Neighborhood Market (with a pharmacy) is nearby. brbrbr Banks / ATMsbrbrThere are many banking options in Sarasota overall — in the same retail corridors (Bee Ridge / Tamiami) your guests can find major banks (Bank of America, Wells Fargo, Chase, etc.) though specific branches within very close walking distance may vary depending on traffic and location.brbrbr⛽ Gas StationsbrbrLikewise, several gas stations are available along Tamiami Trail and Bee Ridge Road, making fuel easy to find for guests driving around Sarasota.brbr ️ Beaches NearbybrbrSiesta Key Beach – Famous for its powder-soft white quartz sand. brbrTurtle Beach – On South Siesta Key; quiet public beach with picnic areas. brbrbr Recreational Activities & Outdoor SpotsbrbrLegacy Trail – A paved multi-use trail great for walking, running, or biking. brbrOscar Scherer State Park – About a 20-30 min drive; hiking, kayaking, wildlife viewing. brbrMyakka River State Park – Larger park within driving distance; canopy walkway, airboat tours, wild Florida scenery. brbrbr ️ Cultural & Museum HighlightsbrbrSarasota Art Museum – Contemporary art museum, located in a historic Gothic-Revival building. brbrSarasota Jungle Gardens – 10-acre garden with flamingos, reptiles, bird shows, and lush tropical landscaping. brbrbr✨ Other Things to NotebrbrAll guests will be asked to follow our house rules before being allowed on property.brbr• Base rate includes 3 hours of daytime access for up to 8 guests.brbr• Longer durations, retreats, celebrations, or overnight stays require host approval.brbr• Groups over 8 guests require event pricing.brbr• Event fees range from $250–$1,000, depending on group size, date, and type of event.brbr• All approved events require a $500–$1,000 refundable damage deposit.brbr• Tours are available after booking approval.brbr• Grant approval is required for all discounted or sponsored rates.brbr• Approved groups may receive daytime retreat access, nightly sponsorship, or mission-aligned support.brbr• Standard Airbnb pricing applies if a stay is not part of a grant-aligned purpose. Message host for nightly rates.brbr• Please share a short message about your project when inquiring so we can review eligibility quickly.

Family & Retreat Home • Sleeps 8 • Near Siesta Key

Sarasota, Florida, United States

Bath

8

Sleeps

Exceptional(2)

$800.22

Siesta SunDaze | Canal Front, Pool, Hot Tub, Walk to Siesta Key BeachbrbrWhy You'll Love This HomebrPerfectly positioned near Siesta Key Village and the island's main beach access points—yet tucked away on a quiet residential street—this home offers the best of both worlds. The spacious backyard is designed for all-day enjoyment, featuring a screened-in lanai, ample seating, multiple backyard dining areas, a private pool and hot tub, outdoor grill, ping pong table, canal-front views, and plenty of kayaks ready for launch. Whether you're seeking relaxation or activity, there's something here for everyone.brbrPerfect ForbrFamilies and extended families (very kid-friendly), groups traveling together, and guests who love balancing outdoor adventure with laid-back relaxation.brbrImagine ThisbrStep inside and feel instantly at home in this open-floor-plan retreat with a mid-century modern vibe and vaulted ceilings. To the right, the living spaces flow effortlessly from the dining area to the kitchen, garage, and direct access to the pool. To the left, you'll find serene, comfortable bedrooms and bathrooms designed for rest and privacy.brbrStraight ahead, expansive views draw you outdoors to the screened lanai and backyard oasis. Start your mornings paddling along the canal in one of the many kayaks or watching local wildlife from an Adirondack chair. When the day heats up, grab the provided beach gear and head just minutes away to famous Siesta Key Beach for sun, sand, and swimming.brbrAs evening approaches, choose between dining out at village favorites like Siesta Key Oyster Bar or The Hub, or stop by the nearby market and grill fresh seafood at home. End the night in the hot tub with a cocktail in hand as the peaceful atmosphere and views set the tone for another island day.brbrWhere You'll Sleepbr• Bedroom 1: King Bed, Ensuite Bath, TVbr• Bedroom 2: Queen Bed, Hall Bathbr• Bedroom 3: 2 Twin Beds, Hall BathbrbrExplore the Areabr• 0.5 Miles to Siesta Key Beach Main Access – Scenic, Expansive Beach Great for Walking, Swimming, and Sunsetsbr• 0.9 Miles to Siesta Key Village – Restaurants, Shops, and Live Musicbr• 2.2 Miles to South Siesta Key Village – Restaurants, Shops, near Crescent Beach & Point of Rocksbr• 7.6 Miles to Downtown Sarasota – Dining, Entertainment, and Nightlife OptionsbrbrDon't Wait — This home books fast. Your reservation includes peace of mind with our CottageClean™ program, featuring a six-hour deep clean and a 35-point inspection before every stay—ensuring your home feels fresh, safe, and truly vacation-ready upon arrival.brbrNEED TO KNOW: This pool is heated from November 15th to April 15th. Starter packs of kitchen and toiletry essentials are provided for a seamless first couple of nights. Free high-speed WiFi is included.

Siesta SunDaze | Canal Front, Pool, Hot Tub, Walk to Siesta Key Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

Select Dates for Price

Welcome to Casa Oceanica! Our newly remodeled 1-bedroom, 1-bathroom suite with a walk-in shower offers comfort and privacy. Although the suite is attached to our home, it is completely private with its own entrance, free parking, and a cozy queen bed. Guests enjoy full privacy and independence when staying with us. The suite includes a refrigerator/freezer, coffee maker, toaster, microwave, electric kettle, toaster oven, dishes, utensils, glassware, and mugs. The private suite is attached on the side of our main home. It’s like home while you’re on vacation. We look forward to welcoming you soon!brbrFeel free to use the shampoo, conditioner, body wash, soap, body lotion, fresh towels, and hand towels. Water bottles, K-cup coffee, creamer, and tea bags are also available. The suite features a 55 flat-screen TV, high-speed wireless internet, and a comfy seating area. You'll find a full-size closet with hangers, iron & board, steamer, extra pillows, plus beach chairs, towels, and an umbrella for your convenience.brbrQuiet and mature neighborhood close to beaches, restaurants, bars, and supermarkets.brBoating, jet ski and kayak rentals near by this location!brbrPhillippi Estate Park -- 1 mile awaybrSiesta Key Beach -- 2 miles away brTurtle Beach -- 3.6 miles awaybrLido Beach and St. Armand's Circle -- 8 miles awaybrDowntown Sarasota -- 5 miles away brMarie Selby Botanical Gardens - 4 miles away brThe Ringling Museum - 9.5 miles away brUniversity Town Center Mall (UTC) -- 9 miles awaybrSarasota-Bradenton (SRQ) Airport -- 10 miles away

Charming Private Suite, Close to Siesta Key, Florida

Sarasota, Florida, United States

Bed

Bath

Sleeps

$233.42

This 2-bedroom, two full bath home is perfect for your escape to Sarasota. Walking distance to Legacy Trail. Downtown drive is 5 minutes and beaches are close by! Inside, guests find a welcoming space with one king bed and one queen bed, offering plenty of comfort for a restful night. Two bathrooms feature showers and hair dryers, making your stay convenient and easy. The house stays comfortable year-round with heating and AC, and thoughtful touches add to the excellent experience. Fully equipped kitchen with all your cooking needs. Outdoors you will find a lighted patio in a relaxed atmosphere. Whether you’re relaxing indoors or exploring nearby, this serene retreat invites you to unwind and recharge. We'll be available to answer any questions while you stay at our place. Nice fenced in private backyard with big shade trees for the patio area with a gas grille all is ready for you!

The Relaxmore less than 5 min to town, close to beaches Don’t miss this jewel!

Sarasota, Florida, United States

Bed

Bath

4

Sleeps

$346.91

You'll have a great time at Spacious home near the Siesta Key Beach. The home has everything you will need for a relaxing stay. There is a pool table, Smart tvs in every room and board games in case there is rain. We just had a brand new heated pool installed. Located about 10 to 15 minutes from Siesta Key beach. Pets are allowed. this comfortable place to stay.

Near Siesta Beach, Heated Pool, billiard, 3bd/2bth

Sarasota, Florida, United States

Bed

Bath

Sleeps

$578.19

Welcome to your perfect getaway in Sarasota, FL! brbrOur stunning home is ideally located just 5 minutes from the airport, ensuring a seamless travel experience. You will be just 10 minutes away from the pristine sands of Lido and Siesta Key Beach, 30 minutes from the charming Anna Maria Island, and 10 minutes from the vibrant St. Armands Circle.brbrThis beautiful home features a spacious outdoor kitchen and living area, complete with a cozy fireplace and a refreshing pool, making it the perfect spot for relaxing and entertaining. The large backyard is ideal for family gatherings, providing plenty of space for everyone to enjoy.brbrWhether you are here to relax on the beach, explore local attractions, or simply unwind in a luxurious setting, our Sarasota home offers everything you need for a memorable stay. Book your stay with us and experience the best of Sarasota living!

House with Heated Pool and Outdoor kitchen close to Siesta Key Beach!!

Sarasota, Florida, United States

3

Bed