Home Vacation Home Rentals By Owner In Sarasota, FL

Showing 1420 Of 1667 Vacation Rentals
Slider Thumb
Exceptional(47)

$226.0

/ Nightly
Private Vacation Home

ISLAND BREEZE SHORT WALK TO BEACH AND VILLAGE

Sarasota, Florida, United States

The Island Breeze beach house is a 2br/1bath fully furnished turn-key property which has everything you need. THE BACK AND SIDE YARD IS COMPLETELY FENCED. There is also a separate studio efficency cottage called the Surf Shack on the same property. Information for that unit can be found at the vrbo website with a listing number of 260787 for more information. Both the home and the cottage can be rented together for 2 families or separately. Call or inquire about pricing and availability. This lifestyle will meet your needs whether you are an individual, family, or a retired couple.brbrLocated in a quiet residential neighborhood, this home is only 10 minutes walking to world famous Siesta Beach and only eight minutes to Siesta Key Village where you can enjoy the island nightlife, or visit world class boutiques, great restaurants, ice cream parlors or just stroll the village. Among other activities you can do is fishing, boating, kayaking, biking, scooter rentals, etc. This is true paradise living. NEW TO SIESTA KEY IS THE ADDITION OF TROLLYS THAT RUN FROM THE VILLAGE TO THE SOUTH END OF THE ISLAND. THEY ARE FREE. This property features a private boat dock directly across the street where you can fish, crab, dock a small boat or kayak or just enjoy the view. I live less than 10 minutes away so anything that can come up in your stay will be handled very quickly. (NOTE) MINIMUM RENTAL IS 1 WEEK AND PREFERABLY ONE MONTH OR MORE. Vacate by 11am, arrival time is after 4pm. brSiesta Key is a barrier island on the Gulf of Mexico and is noted for its white quartz sand. Voted one of the top beaches in the world for the last eight years in Travel Magazine, this area is desirable for collecting sand dollars and exotic shells. PLEASE NOTE : ALL UTILITIES ARE INCLUDED with short term rentals. LONG TERM RENTALS DO NOT.
Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(5)

$151.34

/ Nightly
Private Vacation Home

Newly Renovated Classic Bungalow

Sarasota, Florida, United States

Enjoy this recently renovated bungalow in a quiet neighborhood conveniently located near beaches, museums, theaters, downtown, classic Florida attractions, mini golf, the airport, and more! Take a few minutes to stroll to two bay parks with sunset views in this walkable area (it's not uncommon to pass a peacock or few while out and about). Centrally located to multiple gulf beaches - Lido, Siesta, Turtle, Longboat Key, and Bradenton Beach on Anna Maria are all within a 15-25 minute drive.brbrThe house is well lit and quiet - guests comment that they feel welcome and relaxed upon arrival. There are multiple areas to spend time with your traveling companions or spread out; the living room features two sofas (one is a sleeper), there is a separate reading nook, and the outdoor patio provides both eating and lounging opportunities. The yard is available for your private use as well.brbrA dedicated workspace, including an HD monitor and ergonomic chair, provides a comfortable space for those remote working or workationing. brbrThe house has abundant natural light (as well as blinds for when you want less light). New mini-split air conditioning and heating allows for adjusting the temperature differently throughout the house.brbrThe living room and bedroom tvs are full HD as well as smart and/or include Fire TV Sticks so you can use your streaming services. in addition to the 55 tv, the living room also has a blue tooth speaker.brbrThe house is located 15-25 minutes from multiple gulf beaches that all offer unique experiences, including Lido, Siesta, Longboat Key, Turtle, and Bradenton Beach on Anna Maria. You can also walk just a few blocks to see the sunset over the bay from multiple bay front beach accesses.brbrTwo bikes are available for your use upon request.brbrUp to two dogs allowed with pet fee. Owner is allergic to cats so cats are not permitted.brbrGuest accessbrEntire house and yard (not including the shed).brbrOther things to notebrKeyless entry allows for later self-service check-in time--no need to worry about hitting traffic or flight delays on your way here. Up to two dogs allowed with pet fee. No cats—owner is allergic.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(16)

$184.04

/ Nightly
Private Vacation Home

TROPICAL 2 BEDROOM TREE HOUSE UNIT B ON EQUINE RANCH

Sarasota, Florida, United States

2023 BEST OF SARASOTA AWARD for Horse Boarding StablesbrLocated in Sarasota, Florida, a Beautiful Gulf Town Nestled Between Fort Myers and Tampa Along the West Coast of Florida. Within 15 Minutes Drive of the Beautiful White Sands of the Gulf of Mexico and Voted the Number 1 Beach in the Country This Year! We are Around 90 Minutes Away From Orlando, the Theme and Adventure Park Capital of the U.S.!brbrVacation Stays Only! brThe Place You'll Love to Stay At for an Unforgettable Visit to Sarasota! Tranquility At It's Best, With 20 Private Acres, Surrounded by Majestic Oaks and Pines, For You to Enjoy. If You Fancy Outdoor Living then You're Going to Love This Property! Perfect for Family Reunions, Corporate Outings and Events, Weddings and All Sorts of Happenings! Ideal for a Small Group.brbrOur Uniquely Built Tree House Unit Which Is Up On The Second Floor of a Building, Accommodates Up to 6 Guests. You Do Need To Climb Stairs In Order To Reach This Property! Totally Refurbished, In a Country Setting with a Modern Decor and All the Amenities. Available to Rent on a Monthly, Weekly or Daily Basis.brThere is Over 1400 Sq. Ft. of Air Conditioned and Heated Interior Living Space, as well as, a Screened-In Wrap Around Porch Which has Beautiful Views of Our Pond, Pool and Property. brbrThe Unit is Luxuriously Furnished with a Master Suite and Private Full Bath, Extra Bedroom and 2nd Full Bath. It Has Hardwood Floors, a Fully Stocked Kitchen with Granite Counter Tops and Wood Cabinets! It Has Everything You've Ever Dreamed Of and the Property Provides an Environment in Which You Can Kick Back, Relax and Create Some of the Most Memorable Times of Your Life! It is Available to Rent on a Monthly, Weekly or Daily Basis.brbrYou Are Also Welcome to Bring Along Your Beloved Dog! We Only Allow 1 Dog Per/Property! We Have a Dog Fee of $10.00 Per/Night or $175.00 Per/Month.brbrIn Addition We Have Our Pond View Home which Sleeps 10brProperty#7407222brbrIn Addition We Have Our 2 Story Country House Which Sleeps 9brProperty#7075262 . brbrIn Addition, We Have Our Vacation Home With a Private Pool which Sleeps 8 brProperty# 7390224! brbrIn Addition We Have Our 2 Bedroom Tree House Unit A which Sleeps 4brProperty# 9284684brbrIn Addition, We Have Our 1 Bedroom Cottage Which Sleeps 4brProperty #7077929. brbrClose Proximity to Our Brand New Beautiful Large Free Form In Ground Pool, with 4,000 Sq. Ft. Sun Deck, with Submerged Sitting Platform for Infants. It is Conveniently Located in Our Middle 5 Acres and Has Incredible Views of Our Gorgeous Pond and Horses Grazing in the Pastures! brbrWe Have a Large List Of Testimonials to Share With You, Just Ask! The Testimonials Are From Families Who Have Stayed With Us All the Way From 2010 - to Present Day! We Have Had Large Amish Groups, Groups From Italy, Business Clients (Who Had Their Annual Meetings Onsite), Golfers, Baseball Spring Training Fans, Triathlon and Rowing Competitors, Couples, Family Reunions etc. Stay With Us! All of Which Were a Pleasure to Have and We Welcome Them Back With Open Arms! Perhaps This May Help in Assisting You With Your Consideration. brbrOur Full Board Horse Facility Offers: Full-Time Caretaker Lives Onsite, 2 Separate Barns for Permanent Boarders Only, Schooling Ring with Jump Course, Round Pen, Cross Country and Open Trail Riding Areas and Paddocks for Turnouts, on a Peaceful and Secluded Property!brbrPlease Give Us a Call and Let Us Assist You In Planning a Vacation Filled With Adventures That You'll Never Forget! We Hope to Establish a Rapport that Transcends the Traditional Customer-Business Relationship!brbrWe Have a 5 Night Minimum From brDec. - Apr. brWe Have a 4 Night Minimum From brMay - Oct
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb

$307.39

/ Nightly
Private Vacation Home

Sarasota Retreat/Heated Pool/8.5mi. to Siesta Key

Sarasota, Florida, United States

Welcome to your Sarasota retreat!! Enjoy a private heated pool home just 8.5 miles from the white sands of Siesta Key. With multiple bedrooms and an additional living room/lania, there’s plenty of space to spread out and relax. Start your mornings with coffee poolside, spend beach days exploring the coast and downtown dining, then unwind in comfort...brPerfect for:br• Families wanting space and a private poolbr• Couples looking for a warm-weather getawaybrYour perfect Florida getaway starts here.brbrThe spacebr FEATURESbrbr• Heated Private Poolbr• 8.5 miles to the white sands of Siesta Key Beachbr• 1.5 miles to Pinecraftbr• Two separate living room spaces for relaxing or gatheringbr• Fully stocked kitchen for preparing everyday mealsbr• Cozy outdoor fire-pit seating areabr• Outdoor grill for your favorite BBQ mealsbrbr⸻brbr HOME LAYOUTbrbrThis three-bedroom home is designed for comfort, relaxation, and making lasting memories.brbrEach bedroom features fresh décor and plush bedding so you can enjoy a restful night after a full day of exploring Sarasota.brbrSleeping Arrangementsbrbr• Primary Bedroom: King bed + crib for little onesbr• Bedroom 2: Queen bedbr• Bedroom 3: Queen bedbr• Lanai: Sectional sofa with pull-out bedbrbrWhether you’re visiting for beach days, family time, or simply to relax, the heated pool allows you to enjoy the water year-round regardless of the weather.brbrWe hope your time here is filled with beautiful and memorable moments.brbr⸻brbr IMPORTANT NOTESbrbrGuest CapacitybrThe home comfortably accommodates 6 adults. We are happy to host up to 8 guests if some are toddlers, as we provide both a crib and a Pack ’n Play.brbrFireplacebrThe indoor fireplace is currently not operational.brbrLocationbrOur home sits near a main intersection, which makes getting around Sarasota very convenient. Because of this, there may occasionally be traffic noise.brTo ensure a restful sleep, sound machines are provided in each bedroom.brbrPool SafetybrThe pool is approximately 5.5 feet deep. By booking this property, guests acknowledge that swimming is at their own risk.brPlease no glass near the pool area for safety.brbrCommunicationbrIf you need anything during your stay, please contact us through the VRBO messaging system so we can respond quickly and keep communication organized.brWe are available 8:00 AM – 10:00 PM EST.brbrPool & Lawn MaintenancebrTo keep the property looking great, scheduled pool and lawn maintenance may occur during your stay.brbrPool HeatingbrThe pool is typically maintained between 78–85°F. During Florida summer months, heavy rain or storms may occasionally affect pool temperature or clarity. We appreciate your understanding.brbr⸻brbr WELCOME GUIDEbrbrUpon arrival, you’ll find a welcome book with helpful information including:brbr• House instructionsbr• Local attractionsbr• Recommended restaurants and cafésbr• Emergency contactsbr• Area tips to help you enjoy Sarasotabrbr⸻brbr STARTER SUPPLIES PROVIDEDbrbrTo help you settle in comfortably, we provide starter supplies including:brbr• Bed linens for each bedbr• Towels & washcloths (based on reservation count)br• 3 rolls of toilet paperbr• 1 roll of paper towelsbr• Dish soap + spongebr• 3–4 dishwasher podsbr• 3–4 trash bagsbr• 3–4 laundry detergent podsbrbrCoffee Stationbr• Medium roast coffeebr• Decaf coffeebr• Keurig machine with 6–12 K-cupsbrbrBathroom Essentialsbr• Body soapbr• Shampoobr• Conditionerbr• Hand soapbr• Hair dryerbrbrPlease plan to bring additional supplies for longer stays.brbr⸻brbr PET POLICYbrbrThis property is not pet-friendly.brbrIf an unauthorized pet is discovered, guests will be required to remove the pet immediately and may be charged a non-refundable fee starting at $500 and up to $1,000 depending on the situation.brbr⸻brbr LOST & FOUNDbrbrItems left behind can be returned upon request.brShipping plus a $25 handling fee will apply.brbrGuest accessbrEntire home.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb

$259.05

/ Nightly
Private Vacation Home

Marshe Point Retreat - 2 Beds, Tennis and Pool by The Bay & Key Collection

Sarasota, Florida, United States

Dog Friendly - Fall in love with this his luxurious property located in a highly sought-after, amenity-rich community in the heart of central Sarasota.brbrNestled within a secure, gated community, this stunning residence offers the perfect blend of convenience and leisure, being just moments away from both downtown Sarasota and the world-renowned Siesta Key Beach. brbrKey Features:br2 cozy bedrooms – Ideal for small groups or couplesbrDog-friendly – Bring your furry friends along for the vacationbrResort-style tennis facilities – Enjoy access to high-quality courts for a fun gamebrPrime Sarasota location – Close to beaches, dining, and top attractionsbrFully equipped kitchen – Perfect for preparing meals during your staybrRelaxing outdoor spaces – Ideal for unwinding after a day of activitiesbrAccess to resort amenities – Enjoy a full range of resort-style comfortsbrbrHammock Preserve on Palmer Ranch features a gas fire pit, gated natural gas community, resort-style pool and spa, clubhouse with community room, 2 bocce ball courts, 2 pickleball courts, 2 tennis courts, dog park, fitness center, outdoor barefoot bar, and catering kitchen.brbrIt’s the perfect location near world famous Siesta Key Beach as well as Nokomis Beach, shopping, golf, restaurants, Legacy Bike Trail, & easy access to I-75. brbrbrIf 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' meaning 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.brbrImagine enjoying your morning coffee on your screened lanai, overlooking the serene lake view as the sun rises, streaming through creating a bright and airy haven.brbrThis meticulously maintained home is true sanctuary that seamlessly combines modern elegance with functional living.brAs you step inside, you'll be greeted by a serene neutral beach color palette that creates a warm and inviting atmosphere throughout. The spacious open-plan living room is bathed in natural light, making it the perfect space for relaxation and entertainment.brbrThe heart of the home is the gorgeous gourmet kitchen, equipped with modern appliances and ample counter space that cater to the needs of any culinary enthusiast. Adjacent to the kitchen, the large dining area provides a perfect setting for family meals and gatherings, with options for indoor and outdoor dining to take advantage of beautiful days.brbrThis home also features a dedicated laundry room for convenience and a study office that doubles as an extra bedroom, ideal for guests or as a quiet workspace. The thoughtful layout includes a split floor plan, ensuring that the two additional bedrooms are situated on the opposite side of the home, offering enhanced privacy and tranquility.brbrStep outside to enjoy the cozy outdoor dining area, perfect for alfresco meals or entertaining friends.brThis home is not just a residence; it’s a lifestyle. With its combination of modern features, thoughtful layout, and charming aesthetic, it offers everything you need for comfortable living. brbrDogs are welcome. There is an additional pet fee. Please inquire if you are unsure. brbrParking is available on site in the garage/driveway for a maximum of 2 cars in the driveway. brbrPer HOA restrications , this property must be rented for a minimum of 90 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.brbrThis property must be rented for a minimum of 90 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 Gulf Coast 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.brbrThis property is not available for instant booking due to the HOA application that is required. Lead time for this can vary from 7 days to 30 days. Enquire to find out more information.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(46)

$197.75

/ Nightly
Private Vacation Home

Secluded Cottage on 6.2-Acre Homestead IN TOWN 10-15 min to Beach/Downtown

Sarasota, Florida, United States

Welcome to Cosentino Homestead! Settle into this serene, natural paradise in the middle of a bustling city. Nowhere else will you find this level of tranquility hidden away in suburban Sarasota, just minutes from the city's beaches, attractions, restaurants and stores. The property is 10 minutes from Siesta Key beach and downtown, and just a few blocks from the nearest stores.brbrThe newly remodeled guesthouse was built on Siesta Key in 1948 and moved by my father to its present location in the early 70s. Its permanent resting place is this beautiful homestead, nestled among age-old oaks, pine trees and lush Florida vegetation. This ecologically sound, nature-lover's paradise is also host to an organic garden and orchard, hens (farm-fresh eggs, anyone ), a lake and a small creek. The property, which is mostly wooded, is fenced in and gated for maximum privacy and security. Guests are free to roam, meditate and enjoy this unofficial natural reserve! brbrThe house is cozy yet spacious and boasts a wonderful mix of antiques and all the modern conveniences. There is a sunroom, a fireplace (decorative only) and a huge screened-in porch with a comfy hammock. The bedroom and living room floors are the original hardwood. Behind the house, there is a deck and a small pond surrounded by lush vegetation. Guests fall in love with this warm, charming cottage and its magical setting and are pleased with the well stocked, modern kitchen and other amenities.brbrThere is a queen-size bed in one bedroom, a full in the other and a futon in the living room. The bathroom is comfortable, adequate and newly updated, but not large. Washer and dryer are full size. There is a smart TV and a DVD player. There is a carport (one car).brbrIMPORTANT SALES TAX INFORMATION: You are required to pay the Hotel and Resort Tax, which is 12% (7% for Florida and 5% for Sarasota County). Florida law states that this must be clearly stated and not included in the rental price. brbrGuests are free to roam the property, but please respect the privacy of the main house. The property is fenced in, but the lake, creek and pond are NOT enclosed. brbrUnless I'm with clients at my studio, I am usually available for questions. You will often find me tending to my gardens and property and are welcome to come chat!br
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(16)

$115.76

/ Nightly
Private Vacation Home

Dog-Friendly Home w/ Yard ~ 6 Miles to the Beach!

Sarasota, Florida, United States

Get away to the Gulf Coast and stay at this Sarasota vacation rental! The 3-bedroom, 1-bathroom home features a spacious enclosed yard, furnished patio, gas grill and an interior filled with comfortable seating. With a prime location across the street from the Youth Athletic Complex and the Sarasota BMX Track, and Ed Smith Stadium around the corner, this home will host you in style! Watch the Orioles in Spring Training down the block, or lounge on Siesta Key Beach around 8 miles away!brbr-- THE PROPERTY --brbrVictoria Weber Sarasota Certificate of Registration #VR25-00049 | Walk to Ed Smith Stadium | 1,200 Sq Ft | Free WiFi | ~5 Mi to Airport | Dog Friendly w/ Fee (2 Dogs Max, Dogs Only, No Cats)brbrAn enclosed backyard, outdoor living space, and a location directly across from the park and tennis courts make this single-story home ideal for your next family vacation or sports-filled weekend!brbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed, Full BedbrbrOUTDOORS: Enclosed backyard, fire pit, shaded dining table, chaise lounges, gas grill, foldable wagon, sand toys brINDOORS: 55-inch flat-screen cable TV, channel lineup w/ sports package, 6-person dining table, open layout, 2 couches, contemporary style, Dutch ovenbrKITCHEN: Fully equipped, granite counters, drip coffee maker, tea kettle, dishware & flatware, cooking basicsbrGENERAL: Washer/dryer, linens/towels, central air conditioning, free WiFi, ceiling fans, recessed lighting, suitable for children, suitable for elderlybrFAQs: Dog fee (paid pre-trip, 2 dogs max, dogs only, no cats), 3 exterior security cameras (facing out)brPARKING: Driveway (2 vehicles)brbr-- THE LOCATION --brbrNEARBY: Youth Athletic Complex (across the street), Sarasota BMX Track (across the street), Ed Smith Stadium (0.7 miles), Northeast Plaza Shopping Center (0.8 miles), Arlington Park Sarasota - reservation required (2.4 miles)brBEACHES: Lido Key Beach (5.9 miles), Siesta Key Beach (8.3 miles), Sarasota Beach (8.4 miles), Coquina Beach (17.4 miles)brWATER REC: TNT Fishing Charters Venice (8.5 miles), Sarasota Boat Rental (3.7 miles), Sarasota Sail & Power Boat Charters (7.2 miles)brSARASOTA: Marie Selby Botanical Gardens (3.3 miles), Sarasota Jungle Gardens (3.7 miles), Ringling Museum (4.4 miles), Mote Marine Laboratory & Aquarium (6.8 miles), Ca' d'Zan (4.9 miles), Riverwalk (13.2 miles), John and Mable Ringling Museum of Art (4.9 miles)brDINING: Yoder's Restaurant & Amish Village (2.9 miles), MADE Restaurant (2.2 miles), Hob Nob Drive In Restaurant (2.3 miles)brDAY TRIPS: Busch Gardens Tampa (60.8 miles), Walt Disney World (115 miles), Universal Studios (122 miles)brAIRPORT: Sarasota-Bradenton Int'l Airport (4.7 miles), Tampa International Airport (62.1 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- Dog friendly w/ $75 fee (+ fees & taxes, 2 dogs max, dogs only, no cats)br- 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: Your safety matters. The property features 2 exterior cameras on the back of the house and 1 on the front, all facing out. They do not look into any interior spaces
Bed 3

Bed

Bath 1

Bath

Sleep 8

Sleeps

Home Most popular vacation rentals in Sarasota