Vacation Rentals By Owner In Sarasota, FL

Stylish second-floor 1-bedroom condo with a glam, modern design in a quiet residential area of Sarasota.brSiesta Key Beach is a 5–10 minute drive (traffic dependent).brPet-friendly home — all pets welcome with a flat $10 pet fee per reservation, regardless of the number of pets.brGuests enjoy access to a heated community pool and a convenient location close to shopping and dining.brbrSecond-floor condo with elegant glam-inspired interiorsbrbrFully equipped kitchen suitable for everyday cooking and longer staysbrbrBright, comfortable living area ideal for relaxing or remote workbrbrBedroom: King bed with premium linensbrbrLiving area: Queen sleeper sofabrbrComfortably accommodates up to 4 guestsbrbrHigh-speed WiFibrbrEthernet (wired) internet connection available for stable remote workbrbrSmart TVs throughout the home with access to 600+ streaming channelsbrbrOnsite washer and dryerbrbrBeach essentials provided (chairs, towels, umbrella)brbrFree parking: 1 designated space plus extra guest parkingbrbrContactless self check-in & check-outbrbrWalking distance to Publix, restaurants, and local barsbrbrDowntown Sarasota & St. Armands Circle: approx. 20 minutesbrbrI-75 access: approx. 8 minutesbrbrSarasota-Bradenton Airport (SRQ): 15–20 minutesbrbrTampa International Airport: approx. 60 minutes

Apartment

Glam Style 1BR Condo , Heated Pool Near Siesta

Sarasota, Florida, United States

Bed

Bath

Sleeps

$240.74

Look no further, you have found your Luxurious Penthouse Condo Rental at 705N in Crescent Arms! Located directly on the sparkling white sandy beach of Crescent Beach. Feel confident booking my unit for your vacation. When you arrive at my condo, if it's not perfect and exactly as it is listed, I will do what ever it takes to make your stay extraordinary. My cleaning staff follows the CDC guidelines for cleaning, and I have allocated enough time in between guests checking in and out of my condo to thoroughly disinfect and clean the condo. The condo is completely renovated with all new kitchen appliances, and cabinets, new living room and bedroom furniture, solid core doors and freshly painted throughout, as well as updated/renovated bathrooms. It's beautifully appointed and absolutely immaculately clean! I don't treat my condo as a rental, which means I purchase items like bedding that I would want as if I lived there every day. brThe condo has Saatva mattresses, pillow toppers and pillows on all of my beds to give you an amazing nights sleep. I can't tell you how many guests text me after their stay asking me where they can purchase the bedding for their home because they had such a wonderful sleep experience! brAnother amenity you won't find in many condo's on Siesta Key is carpet! Would you have tile on every floor in your house Then don't settle for cold tiled floors for your vacation retreat! brThe condo also comes with a third twin bed, and fits perfectly between the current twin beds. Or pull the two twin beds together, and with a specially made harness that keeps the beds together while covering up the gap, you have a comfortable queen bed! brHave Kids The flat screen TV's in each bedroom, as well as in the living room will keep them busy when you are looking for some down time. The XBox gaming system is a complete hit with the kids, and lets parents unwind quietly! (Can you tell I have two boys) :)brWireless Internet Access: Wireless Internet Access if Free.brXBox Gaming System: Condo comes with an XBox gaming system and 15 games. There are a variety of games for all ages.brThere are two coin operated washers and dryers in a separate room just outside my unit door. If there were any closer, they would be in my unit!

Beachfront Luxury Renovated Condo Directly On the Gulf

Sarasota, Florida, United States

Bed

Bath

Sleeps

Exceptional(16)

$182.44

Timberwoods, now called Village Des Pins is park like with lakes, mature pine trees, oversized heated pool, Jacuzzi, 2 tennis courts, shuffle board and grilling area. brbrThis 2 bedroom/ 2 bath, very spacious villa with attached 1 car garage is very clean, comfortable, turn-key furnished with screened in lanai. It features high ceiling, sliders to patio from living room and master bdrm, office space with desk and washer and dryer inside the unit.brbrOur villa is located just minutes from well known, white sand Siesta Key Beach - voted #1 in USA in 2011, close to the Westfield shopping mall with 140 stores, restaurants, movie complex and food court. brbrThere are over 30 Championship Golf Courses In Sarasota! Please check enclosed links.brbrArts and Cultural attractions: Ringling Museum of Art, Sarasota Opera House, and Van Wezel Performing Arts Hall, galleries in downtown, Marie Selby Botanical Gardens. brbrVisit Myakka State Park where you can rent bikes or canoes or just go hiking or drive to Orlando (2 hour drive)to visit Disney.brbrA 30 minute drive to Ellenton's Prime Outlet mall with 130 designer outlet stores e.g.(Coach, Jones New York, Liz Claiborne Calvin Klein).brbrWe speak English, Czech, Slovak and Polish! brbrbrKeywords: Sarasota condo,Siesta Key condo,Sarasota villa

Villa

Vacation Retreat Villa/Heated Pool, Jacuzzi, Tennis/Close to Beaches, Golf

Sarasota, Florida, United States

Bed

Bath

Sleeps

$239.86

Recently Refurbished!!! Enjoy the privacy of the top floor and amazing canal water front view from the open air balcony of this 3rd floor walk up unit with stairs. This remodeled 2 bedroom / 1.5 bathroom unit comfortable sleeps a maximum of 4 guests with a king bed in the master bedroom, 2 XL twin beds in the guest bedroom. The master bathroom is newly updated with a walk in shower and the unit also has a half bathroom off of the guest bedroom. Featuring updated appliances, refrigerator, dishwasher, stove and microwave in kitchen, large flat screen TV in the living room, washer & dryer in the unit for your convenience and free cable, phone service and wireless internet so you can stay connected with your friends and family. Less than a five minute walk to your to our private beach with free umbrella and lounge chairs provided by our beach attendant!

Firethorn 830 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...

Sarasota, Florida, United States

Bed

Bath

Sleeps

$368.31

Enjoy a fabulous direct beach front view from this 2nd story walk up. Sip your favorite tropical drink while gazing into the Siesta sunset from the screened lanai. All new living room furniture & tile look a like wood floors. 3 large screen TV's and Blue Ray DVD player. Open concept white kitchen with all new appliances. Tub/shower in master bath & shower in the guest bath. Master bedroom has King, guest 2 twins. Washer/Dryer concealed in built in buffet. Lanai has a table with 4 chairs and a chaise lounge Unit has complimentary WI-FI and free long distance calls in US. Comfortably sleeps 4 people.

Firethorn 321 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Sarasota, Florida, United States

Bed

Bath

Sleeps

$215.69

NEWLY REFURBISHED 2 BR, 1.5 BA !! New floors, paint, furniture, decor & appliances in 2012. This light and bright ground floor condo is the closest Bay unit to the pool, office, laundry and beach. The newly furnished screened lanai offers views of the beautiful tropical grounds. Living room has flat screen TV, DVD. Master bedroom has king bed and flat screen TV. Guest room has twin beds and light blocking plantation shutters. Both bedrooms feature upgraded closets. Artwork throughout the condo featuring local artists, one piece specifically commissioned by owner, the view of our beach walk way. Complimentary Wi-Fi in unit. (No washer/dryer in unit.) Heated Pool, Private Tennis Court, Fitness Center, Clubhouse with Computer, Printer and Wi-Fi, Beach Attendant with complimentary use and set-up of beach loungers and umbrellas 7 days a week! Unit sleeps a maximum of no more than 4 people. Enjoy your vacation in one of the premier units at Midnight Cove!

Firethorn 510 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...

Sarasota, Florida, United States

Bed

Bath

Sleeps

$260.81

NEWLY FURNISHED!! Ground floor unit Bay side. Extended living room area. Unit has large tile throughout. The unit will comfortably sleep 6 people. Master has a King bed , guest bedroom has two twin beds and a new queen sofa sleeper in the living room. Kitchen has been updated as well with newer appliances. Master bath has a tub/shower combo, guest bath is a 1/2 bath. Walk out the back door enjoy fishing from the docks or a swim in the Bay side heated pool. Complimentary Wi-Fi in unit. (No washer/dryer in unit.) 2 Heated Pools, 2 Lighted, Private Tennis Courts, BRAND NEW Fitness Center, Newly Remodeled Clubhouse with Computer, Printer and Wi-Fi, Beach Attendant with complimentary use and set-up of beach loungers and umbrellas 7 days a week! Enjoy your vacation in one of the premier units at Midnight Cove!

Firethorn 610 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...

Sarasota, Florida, United States

Bed

Bath

Sleeps

Exceptional(39)

$413.12

Located just 150 yards from Crescent beach, one side of this duplex offers a 2 bedroom and 1 bath villa, and is in the heart of the South Village, within steps of numerous restaurants, bars, shops, grocery store, drug store, and things to do!brbrHere you can enjoy a heated salt water neighborhood pool, private beach access, and your own personal beach gear to use! brbrThe villa highlights a private fenced-in patio, private parking, and a fully equipped kitchen.

Villa

Newly Remodeled-150 Yards to Beach and Restaurants!

Sarasota, Florida, United States

Bed

Bath

Sleeps

Exceptional(1)

$251.14

All brand new flat screen tv's, brand new entertainment center, brand new bathroom vanities, brand new dining room set and more upgrades to come! Very nice, spacious, first floor unit , 2 bedroom/1.5 bath with a little over 1000 sq. ft. with luxury vinyl tile floors updated 2025 in living area and gorgeous wood laminate floors in bedroom. Brand new flat screen TV's in living room and both bedrooms. King bed in master bedroom. 2 Twins in guest room. DVD player in living area. FREE WIRELESS INTERNET! Step out back door to boat docks and pool. Private beach is just a 5 minute walk with lounge chairs and umbrellas. Washer/Dryer in unit. Sleeps a maximum of 4. Fitness center, heated handicap accessible pool, lighted tennis court, gas grills/picnic areas, clubhouse, boat docks, rental and realty office on site, with another heated pool, and beach access on the gulf side with 7 day a week beach concierge service including complimentary use and set-up of beach chairs and umbrella! Come spend a week or more with us on beautiful and sunny Siesta Key!

Firethorn 614 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...

Sarasota, Florida, United States

Bed

Bath

Sleeps

Exceptional(1)

$215.69

Gorgeous 2 bedroom/1.5 bathroom Bay Side unit. Tile throughout. Extended living room area. King bed in the master bedroom and two twins in the guest bedroom. Walk out your back door to the heated pool and the boat docks. Only about a 5 minute walk to your private beach on the Gulf with chairs and umbrellas provided. Unit has a stackable washer/dryer. WIRELESS INTERNET! Tv in living room and in each bedroom. Complimentary Wi-Fi in unit. Heated Pool, Private Tennis Court, Fitness Center, Clubhouse with Computer, Printer and Wi-Fi, Beach Attendant with complimentary use and set-up of beach loungers and umbrellas 7 days a week! Unit sleeps a maximum of no more than 4 people. Enjoy your vacation in one of the premier units at Midnight Cove!

Firethorn 512 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...

Sarasota, Florida, United States

Bed

Bath

Sleeps

Exceptional(1)

$204.52

Enjoy the privacy of the top floor and amazing canal water front view from the open air balcony of this 3rd floor walk up unit with stairs. This 2 bedroom 1/ 1.5 bathroom unit comfortable sleeps a maximum of 4 guests with a King bed in the master bedroom and 2 twin beds in the guest bedroom. The master bathroom has both a bath tub and shower and the unit also has a half bathroom off off of the guest bedroom. Kitchen has necessary appliances to accommodate your cooking needs: Refrigerator, dishwasher, stove and microwave in kitchen, Televisions in living room and both bedrooms, washer & dryer in the unit for your convenience and free cable, phone service and wireless internet so you can stay connected with your friends and family. Less than a five minute walk to your to our private beach with free umbrella and lounge chairs provided by our beach attendant!

Firethorn 632 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...

Sarasota, Florida, United States

Bed

Bath

Sleeps

Exceptional(3)

$215.69

Step into this beautifully refurbished, 2 bedroom/ 2-bathroom unit. This spacious unit comfortable sleeps a maximum of 6 guests with a king bed in the master bedroom, and a set of Queen bunk beds in the guest bedroom. This unit features a larger extended living room for a more spacious and comfortable living room and dining room area. The dining room slider doors open up to a screened exterior and you can walk out the back-slider doors and you are just steps to our private bay side pool and serene canal water way. This unit offers all the comforts of home with a large flat screen TV, DVD player and CD player in the living room. You will also be able to enjoy cable tv, high-speed wireless internet and phone services (guest bedroom only has DVD Player TV (no cable.) Our newly updated kitchen is fully equipped with all your basic kitchen needs. 2024 kitchen updates include new stainless steel appliances, new granite countertops (featuring an extended breakfast bar), and updated cabinets. Other updates in the unit include new lighting and paint! This unit in located on the Bay Side of the property in building 5 on the ground floor and is in very close walking distance to the pool, club house, fitness center, main office and to our private beach located across the street. Book your stay in Firethorn 513 today and enjoy our complimentary beach service with lounge chairs and umbrellas on our private beach!

Firethorn 513 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...

Sarasota, Florida, United States

Bed

Bath

Sleeps

Exceptional(5)

$151.34

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.

Newly Renovated Classic Bungalow

Sarasota, Florida, United States

Bed

Bath

Sleeps

Exceptional(47)

$226.0

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.

ISLAND BREEZE SHORT WALK TO BEACH AND VILLAGE

Sarasota, Florida, United States

Bed

Bath

Sleeps

$448.24

Penthouse Beachfront Condo 2 BD/2bath w/stunning ocean view on Crescent Beach In the heart of Siesta Key directly on Crescent Beach with private access! Crescent Beach features crystal quartz soft, white sand like nowhere else in the world. Gorgeous Penthouse Condo large pool, fitness room, barbeque area, club house with restrooms and kitchen, fishing pier perfect for swimming in the ocean without a crowd and kid friendly. Assigned under building covered parking next to the elevator. Minutes away from Siesta Key downtown village with great bars, ice cream shops, and restaurants! Near boat rentals and boat tours, 20 minutes away from downtown Sarasota with more amazing restaurants, bars, and beautiful parks by the ocean! This unit has a updated kitchen, granite countertops, large walk-in shower and a tub in the main bathroom, large tile flooring, large windows that face the ocean, and a stunning opened lanai. Monthly rentals only.

Siesta Key Beach Front Condo

Sarasota, Florida, United States

Bed

Bath

Sleeps

Exceptional(16)

$184.04

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

TROPICAL 2 BEDROOM TREE HOUSE UNIT B ON EQUINE RANCH

Sarasota, Florida, United States

Bed

Bath

Sleeps

$508.69

Siesta Dunes Beachfront Condominiums offers our special guests a selection of over 100 Siesta Key vacation condo rentals located on the beach at 6200 Midnight Pass Road, Siesta Key, Florida 34242. Our beautiful sandy beaches of Siesta Key along the Florida Gulf Coast are right out your door, and you'll also enjoy the pool and hot tub, beach deck and pavilion, tennis courts, club house, and plenty of restaurants and entertainment along Midnight Pass Road. Call us today and rent a condo on the world's best beaches. Our friendly staff looks forward to meeting you and can be reached at (941) 346-0210 or by email at info@SiestaDunes.com

Crescent Beach gulf view Condo

Sarasota, Florida, United States

Bed

Bath

Sleeps

$427.38

This is a beautiful fully renovated and consistently being updated. Enjoy this beautiful spot in paradise. This unit has a fully equipped kitchen. A king in the master and two twins in the guest bedroom. This unique ground floor unit has direct access to the courtyard area from the sliding glass doors off the living area and a view of the beach. Brand new furnishings throughout. Don't miss out on this one!

Coastal sophistication 2 bed 2 bath gulf view condo

Sarasota, Florida, United States

Bed

Bath

Sleeps

$403.93