Home Vacation Rentals By Owner In Sarasota, FL

Showing 2160 Of 3494 Vacation Rentals
Slider Thumb
Exceptional(110)

$262.43

/ Nightly
Private Vacation Home

Heated private pool and spa home close to Siesta Key Beach

Sarasota, Florida, United States

Location: Sarasota, Gulf Gate, Florida, USA - near Siesta Key Beach, which is voted #1 in the USAbrbrAccommodation: This pleasant, well-kept and freshly-landscaped home, in the beautiful Gulf Gate Estate neighborhood, will comfortably accommodate 4 people. This vacation rental has 2 bedrooms, 2 bathrooms, large pool, spa, and all amenities.brbrLocation and Amenities: Completely remodeled, our home is conveniently located on a lovely, quiet street, just 1 mile to Siesta Key Beach, and walking distance to restaurants and shopping. Sarasota downtown and Hwy I-75 are within 5 miles from the house. Sarasota/Bradenton International Airport (SRQ) is less than 20 minutes away. Within 5 minutes walk are Gulf Gate shopping mall, grocery store, local restaurants, cafes, pubs, and public transportation. In addition, Gulf Gate community has plenty of sidewalks throughout for walking or bike riding.brbrNearby amenities include popular Sarasota Gulf Coast Keys and beaches, Siesta Key Village, boat excursions, prestige golf courses, art museums, galleries, and theatres. The upscale shopping is on hand at St. Armand’s Circle, together with fine dining, live entertainment and other cultural attractions. This is why Sarasota is named The Cultural Capital of Florida. brbrHome Features:brA new, gorgeous solar-heated pool with a beautiful built-in spa, new furniture, contemporary décor, new electronics, new kitchen cabinets, and new appliances throughout. The private fenced-in, landscaped backyard, and the screened-in pool deck with outside grill, are perfect for your leisure and dining needs or relaxing coffee breaks, while the sound of the spa waterfall adds up to the surrounding tranquility.brbrA memory foam king-size bed in the master bedroom and two comfortable twin-size memory foam beds in the guest bedroom will provide a good night’s sleep. This vacation home features a new, fully equipped kitchen with new appliances, remodelled bathrooms, free wireless internet, a 46” flat screen TV in the living room and two more 38” TVs in each bedroom. brbrThis clean home is pleasantly ready to welcome you and your guests throughout the year.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb

$728.8

/ Nightly
Private Vacation Home

Twin Lido Beach Homes, Hot Tub + Outdoor Showers

Sarasota, Florida, United States

Welcome to our Double Villas, two spacious homes, side by side, perfect for reunions, retreats, or celebrations. With 9 bedrooms, shared backyard amenities, and just minutes to downtown Sarasota and Lido Beach, there’s room for everyone to relax and reconnect.brbr– 9 king beds, 1 queen, 2 bunksbr– Sleeps 24 guestsbr– Fresh linens + extra blanketsbr– 7 total bathrooms across both homesbr– 2 full kitchens w/ coffee, spices, basicsbr– Game lounge + 3 TV zonesbr– Backyard w/ hot tub + fire pitbr– BBQ grills, hammock, outdoor showersbr– Smart TVs + fast Wi-Fibr– Spacious driveway for 7 carsbr– Pet and event-friendlybrbrLocal Highlights ~brbrThings to Dobr– Downtown Sarasota – 5 minbr– Sarasota Jungle Gardens – 6 minbr– Marie Selby Gardens – 9 minbr– St. Armands Circle – 12 minbr– Lido Beach – 12 minbrbrCoffee & Diningbr– Project Coffee – 5 minbr– The Overton – 6 minbr– Toasted Mango Cafe – 7 minbr– Indigenous – 8 minbr– Shore – 8 minbr– Owen’s Fish Camp – 8 minbr– Selva Grill – 9 minbr– Veronica Fish & Oyster – 9 minbr– Gecko’s Grill & Pub – 10 minbr– Columbia Restaurant – 12 minbrbrOur guests love gathering in the yard after beach days, hot tub soaks and s’mores by the fire are a favorite tradition!brbrFAQbr➤ Can we host a gathering here brYes! We welcome retreats, family celebrations, or small events with prior approval.brbr➤ Are the homes fully separate brYes, each home has its own kitchen, lounge, and sleeping space, but they share the backyard.brbrMeet the Host ❤︎brbrWe love welcoming guests and want you to feel at home while you’re here. If you need anything at all, don’t hesitate to reach out!brbr– Al & Oliviabrbr– Both homes + backyardbr– Self check-in via keypadbr– Driveway + free street parkingbr– 24/7 host contactbrbrYou are more than welcome to message call or text us if you are in need of anything at all during your stay. Nothing is too big or small to communicate. We love when our guest are proactive comincators. brbrWe are also aware that it not everyone's style. We will check in with you via the app thoroughly throughout your stay. if we do not hear back from you we will assume no news is good news. brbrWe understand your vacation time is sacred and treat it as such. We are happy to be as involved or hands off as you like. We try to follow all of our guest's lead.brbr– Ideal for reunions + celebrationsbr– Event-friendly with prior noticebr– Optional private chef availablebr– Shared yard: hot tub, grill, fire pitbr– Pet-friendlybrbrNo parties. No smoking inside.brThere is a $2000 fine if either of these rules are broken.
Bed 9

Bed

Bath 5

Bath

Sleep 16

Sleeps

Slider Thumb
Exceptional(19)

$206.75

/ Nightly
Private Vacation Home

Beachside Bliss: Family House-Siesta Key-3BR/2BA

Sarasota, Florida, United States

Location is everything! Vacation Paradise and Your Home Away From Home just 3 miles away from the famous Siesta Key Beach. This gorgeous house is located in the prestigious Gulf Gate Estate! Relax with your family at this peaceful place to stay or explore the beautiful downtown filled with restaurants for any taste. The house was just completely renovated and updated. Everything is new! Enjoy spacious and private outdoor area for your morning coffee or a BBQ cookout with your friend and family. brbrTHE SPACE:brA Beautiful newly renovated 3 bedroom and 2 full bathroom house with a large outdoor area and all amenities that you would need for your vacation.brThe house was fully renovated and has all new furniture and amenities. The spacious living room has a lot of natural light and very comfortable sofas as well as a Smart TV which will be perfect for family gatherings. A designated work space with a computer table is also located in the living room. High speed Internet is available throughout the entire stay and makes it perfect for remote working or schooling. brbrThe master bedroom was has a king-sized bed and a Smart TV. The second bedroom has a full-sized bed. The third bedroom has two twin-sized beds. There are two full bathrooms in the house. The first bathroom is located in the hall in between two bedrooms and has a tub/shower, a sink, and a toilet. The second bathroom has a standing shower, a sink, and a toilet. Bedding, towels, body wash, shampoo/conditioner are provided. brbrThe fully equipped kitchen has everything that you need for preparing and enjoying your meal with friends and family.brbrThe outdoor area has an outdoor furniture and makes it a perfect spot to gather and enjoy some time together. A BBQ grill (gas) is also provided. brbrThe house is kid friendly and we provide a pack-and-play and a high chair upon request.brWe do allow one well-behaved midsize dog with additional $100 pet fee ( for the entire stay). A pet cannot be left alone in the house and has to be under supervision of the owner. We do expect you to clean and dispose after your pet. brbrThe beach is only 3 miles away! For your convenience we provide 6 beach towels, 2 beach chairs, a cooler, and some beach toys for children.!
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(3)

$266.13

/ Nightly
Private Vacation Home

@ShellmateIsland⭒Tiny House⭒ISLAND Home⭒Free Bikes⭒Kayaks⭒Fruit Trees!

Sarasota, Florida, United States

Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑brbr✯ Lake accessbr✯ Walk to dining, nightlife, and shoppingbr✯ Fully equipped + stocked kitchenbr✯ Free bikes + kayaks +beach gearbr✯ Backyard fire pit + BBQbr✯ Screened-in outdoor lounge w/ hammocksbr✯ Smart TV w/ Netflixbr✯ Memory foam bedbr✯ 426Mbps wifibrbrAsk which fruit trees are in season for a homegrown treat!brbr3 min → Siesta Key Beachbr7 min → Downtown SRQbr12 min → Myakka River State Park (river kayaking + wildlife viewing)brThe spacebrbr✩✩Ask which of our fruit trees are in season for a homegrown organic treat!brWe have mango, avocado, lychee, figs, mulberry & banana trees!✩✩brbrOther amenities:br➪ Sofa bedbr➪ Coffee maker (K-cup)br➪ Onsite washer + dryerbr➪ AC + Heatbr➪ Onsite parkingbr➪ Private entrancebr➪ Self-check-in / outbrbr***MESSAGE US FOR CURRENT PROMO PRICING***brbrPlease note: Sofa bed is a floor-style sofa bed. A bit tight for two large adults.brbrGuest accessbrParking space is included in this rental. Please, make yourself at home.brbrOther things to notebrPlease remember that you're staying in a house, not a hotel. Please treat the space with respect. If any problems arise, we will do our best to take action ASAP, but there is no one living on-site 24/7.brbrThis is a shared property and there is a total of two tiny houses on the island.
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(17)

$210.22

/ Nightly
Private Vacation Home

3-bedroom house in sarasota fl

Sarasota, Florida, United States

Welcome to Florida! I hope your stay here will be relaxing! I speak both English and Spanish, so please do not hesitate to contact me!brThe home is pet-friendly (with a deposit), and there is a smoke-friendly area only outdoors. Internet and WiFi are provided.brIf traveling with infants and small children, a high-chair and playpen are provided. brbrThere are 3 rooms, 2 bathrooms, 2 living room areas, and a two-car garage in the home. There are 4 twin beds (2 in each room near the bathroom) and a master bedroom with a queen-size bed, walk-in closet, and bathroom. The 2 living rooms can be used for work or rest. The big couch can also be used for a bed in the main living room area; there are no pull-out beds. The house has many windows that allow the relaxing sunlight and scenic area to flow into the home!brbrThe outdoor porch has two sitting areas, one on the patio with a grill and a couple of chairs protected with mesh for when the mosquitoes come out at night. The other sitting area has chairs and tiki lights that can be lit at any time. There is a fire pit to enjoy a night to relax and have time together after an eventful day.brbrAttractions are close to the house! The house is only 15 minutes away from the Sarasota-Bradenton Airport. One of the biggest hotspots for tourists, the University Town Center (UTC), is about 10 minutes away, allowing for easy access to the best areas of town! If you would like to go to some of the beaches from Florida's large number, Lido Beach and Saint Armands Circle are about 15 minutes away, Siesta Key is about 25 minutes away, and Coquina Beach and Anna Maria Island Beach are 30 minutes away, and so many more! They all have so many areas for you to see and explore! brbrI hope you enjoy your stay here and can relax in the magnificent Sunshine State!
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(11)

$210.78

/ Nightly
Condo

Vista Hermosa Cabana - Enjoy the beach life here on the island!!!!

Sarasota, Florida, United States

Park the car, you will not get back in it til you leave, if you do leave at all. Welcome to the south end of Siesta Key and Vista Hermosa. The best part of the key. From Vista Hermosa you can walk to the ever famous Captain Curts, Claytons Siesta Grill, Toasted Mango Cafe, Anna''s Deli, and many other great shops. You are also super close to CB''s Island Outfitters where you can rent kayak''s, boats, find all the fishing tackle and gear you need, and of course do some clothes shopping. Siesta Key offers several companies that will pick you up FOR FREE and take you anywhere on the island you want, just tip! Not far from Vista Hermosa is Siesta Key Beach. One of the finest and most beautiful beaches in the world. You will find travelers from all over the world here and lots of fun locals. Vista Hermosa sits right off of the Point of Rocks, what I consider the best part of Siesta Key Beach. You will find beautiful homes to view, amazing water, snorkeling just off Point of Rocks, fishing just off the beach, and the most amazing sunsets you can find. Locals here on Sarasota celebrate an weekly drum circle on Sunday. You will find a ton of locals gathering for sunset in the main area of the beach and listen to the beat of their drums as you watch sunset. Wander into the village for live music and great eats. Must check out Cevichela which is a local must! Old Salty Dog which premiered on Man vs. Food, and Daquiri Deck for their great drinks and entertainment. Look forward to having you on the island.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb

$201.9

/ Nightly
Condo

Coastal Charmer - 2-bedroom Condo - Amazing Water & Golf Course Views

Sarasota, Florida, United States

A charming condo in sunny Sarasota! Nestled in a beautiful, quiet and well established community, Palm Aire Country Club on the Golf Side! This 2nd floor unit with an elevator, has 2 bedrooms and 2 full bathrooms, a spacious living area, with a desk/workspace, smart TV and plenty of seating. brbrThe screened in lanai offers a beautiful view of the canal and golf course, that can also be admired from the primary bedroom and living area. You'll enjoy the fully stocked kitchen with everything you need to prepare and cook your meals, a coffee bar with a Keurig coffee maker, and a pantry for storing your groceries. A new dishwasher was installed in 2024. There is an outdoor storage closet located on the same floor as the condo, that has what you need for a day at the beach; chairs, umbrella, cooler. brbrThe laundry facilities are free for you to use during your stay and is located on the same floor as the condo, just around the corner. brbrGuests can enjoy the community pool and small fitness room at the clubhouse, which is located diagonally, right across the street. This area also has grills for you to use during your stay. There is also a 2nd pool down the street. brbrThe condo is conveniently and centrally located. It is less than 9 miles to beautiful Lido Beach, SRQ Airport, UTC Mall, restaurants, banks, Publix, Target, Wal-Mart & Lakewood Ranch. You'll also enjoy shopping and dining at St. Armand's Circle at Lido Beach. There's assigned parking for you and guest parking for your visitors. brbrSome of our guests have returned to stay during the winter months, for the last 3 years. Friends have been made with full time residents and guests alike. It would be a pleasure to welcome you to our little slice of paradise! Let me know if you have any questions, always happy to answer.brbrSPECIAL NOTE: brA background check is required by our HOA, after booking.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(32)

$174.44

/ Nightly
Apartment

Tiny House Green Lifeguard Stand - sleeps 5

Sarasota, Florida, United States

Summary:brGreen Lifeguard Stand, sleeps five. With the convenience of a hotel, the comfort of a vacation home, and the cool factor of a tiny house, make staying with us a part of your vacation story!brHouse includes 2 queen beds, one in each loft, a full bathroom and kitchenette. We provide linens - please bring your own beach towels. brCheck in is 3PM - Check out is 10AM.brbrThe Space:brEnjoy your own tiny house while on vacation. The house is located in a tiny house park. Each house is equipped with a kitchenette, full bath and outdoor patio. You can also use our community center to hang out and play billiards or darts. Behind the community center, there is a large deck with lots of seating, fire pits, bar area and outdoor showers. Pets are welcome for a $50 fee.brbrGuest Access:brSelf check-in at 3pm. Door code is emailed and texted 11am the day of arrival and activates at 3pm check-in time.brbrThe Neighborhood:brLocated right across the South bridge from Siesta Key. We are about a mile walk to beach access 12 and a 7 minute drive to the public beach area.brbrGetting Around:brWhile a car is convenient, you can get around without a car. Bike rentals are available on the key. You can also use Frog Hop to get to the beach and Siesta Key Village.brbrOther Things to Note:brTiny houses have smaller water tanks than a normal house. We suggest taking short showers if your group plans to shower one after the other.brbrInteraction with Guests:brWe are available thru messaging everyday until 9pm.
Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps

Slider Thumb

$189.78

/ Nightly
Condo

5 Minutes from Siesta Key!

Sarasota, Florida, United States

This Sarasota condo boasts 2 inviting bedrooms with 2 full beds sleeps up to 6 comfortably! Step inside this peaceful and pleasant retreat, where guests can unwind and relax. The soothing ambiance of the property creates a serene atmosphere, perfect for a getaway. With amenities like AC and heating, your comfort is guaranteed. brThis condo is the perfect location for your vacation! Just a 5 minute drive to Siesta Key Beach, or enjoy a secluded setting like Crescent Beach, just a short walk from the property! Crescent Beach has all the same beauty of Siesta Beach, but a quieter setting. Feel like mixing it up No problem, take advantage of the pool right outside of your front door. Centrally located, the Boatyard Waterfront Bar and Grill and Siesta Key Watersports is just a 5 minute walk away to plan you exciting Parasailing/wave runner adventure! Just a 3 minute drive over the bridge take advantage of all that Siesta Key has to offer. Whether you're exploring the vibrant city or simply enjoying one of the best beaches in the country, this condo is the ideal place to fall in love with Sarasota/Siesta Key and create unforgettable memories. brAll you need to do is show up! Not only is this clean condo perfectly located, but it is equipped with everything you need! All bed linens and towels, beach towels, chairs and umbrellas, as well as a kitchen stocked with all the tools you need for a cozy dinner at home!
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(16)

$241.35

/ Nightly
Condo

Condo# 219 Siesta key Paradise unit 219

Sarasota, Florida, United States

Welcome to Siesta Seaclusion. Our 2 bedroom 1 bath turn key condo. A two minute walk to the world famous powdery white sand of Siesta Key Beach. We are located directly across the street from the public beach access. The free trolley stop is directly in front of the building that can take you to the shops and restaurants in the village or to the south end of the key to Captain Curt’s plaza. Enjoy the heated pool, billiards, shuffle board, ping pong and grills provided at the resort.brUpon entering the condo you will find a well outfitted kitchen with all necessary utensils for cooking or grilling. Then step into the spacious living and dining area with dining seating for 6, a sofa with a queen size sleeper, a stress free recliner chair and leather chair with ottoman. Step out onto the screened-in lanai with seating for 4. It’s perfect for taking in the cool ocean breeze. Have a nice breakfast or happy hour while overlooking the beautifully landscaped pool area. We have a king size bed in the master bedroom and 2 twin beds in the second bedroom. TV’s in the living room and both bedrooms with a DVD player in the living room. Xfinity cable provided with private wifi connection of 600mbs. We also provide 6 beach chairs, a beach cart, beach umbrella and beach towels plus miscellaneous beach toys. Laundry is just down the hall.brbrThe friendly on site staff will ensure every aspect of your stay is so extraordinary you may never want to leave. Your perfect vacation is awaiting you here at this comfortable updated condo to enjoy incredible sunsets, magnificent views and a top rated world renowned beach.
Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(2)

Select Dates for Price
Condo

PARADISE INSIDE & OUT! GORGEOUS VIEWS! 2BED/2BATH & SLEEPS 6

Sarasota, Florida, United States

PARADISE INSIDE & OUT! GORGEOUS VIEWS! 2BED/2BATH & SLEEPS 6brbr“HEY LIDO!!!” Wake up and pinch yourself as you watch the sunrise out the kitchen and guest room windows while you make your cup of Keurig coffee. Turn around and carry your coffee out to the lanai and take in the endless gulf coast ocean views as you mentally plan your day. Will it be a walk across the street to the private beach access for a day on the beach, a quick 15 minute walk to gorgeous St. Armand’s circle for delicious eats and unique boutique shopping, or perhaps a short walk across the parking area to South Lido Park for some fishing or kayaking Whatever your choice for the day, consider catching the breathtaking sunsets from your private lanai or on the beach as a kick off to your evening plans.brbr6th floor newly renovated 2bed/2bath w/ beautiful ocean views, boasts new floors, walk-in closets, updated fully equipped kitchen and baths, linens, towels, 50” flat screen tv, high speed direct internet, cable, access to storage unit for beach gear, and a covered parking space. Additional visitor parking in back lot. A gated community with a beautiful pool, hot tub and sauna, laundry facilities on each floor, a community room and welcoming barbeque grilling area.brbrRentals are on a month to month basis. Prospective guests are required to complete a rental application for a fee of $50 per the condo association.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(22)

$117.43

/ Nightly
Private Vacation Home

Peaceful And Private Unit, With Cover Parking

Sarasota, Florida, United States

This unit it's the perfect place to stay in Sarasota, you will enjoy your visit to Sarasota staying with us, because the property it's unique!brOur place has it's own kitchen, dining room , living room with T.V., bedroom with a king size bed and bathroom for your self. brThe laundry room has washer and dryer.brGreat private place, cozy, with a nice outdoor terrace, bbq area, and tropical garden to enjoy!brbrWhat makes our place unique is our beautiful garden, that's why we have a beautiful and relaxing view from the living room area.brbrWe have a nice outside terrace, with outside furniture to enjoy lunch or dinners and outside grill.brKitchen is stocked with plates, cups, pots & pans. silverware. br- Full size refrigerator and freezer with water and ice dispenser in door.brbrWe maybe present, but if we are not, our friend will welcome you, show you the place and give you the house keys! brYou can contact us any time.brbrWe are well located, in the middle of everything, close to the beach 15 min drive to siesta key, 20 to St Armands. brRestaurants , shops and supermarkets close to the house. brGas stationbrbrWe have parking place for you. brSarasota airport is just 20-25 min from the house, you can rent a car, or take a cab.brbr- Kitchen is stocked with plates, cups, pots & pans and silverware. br- Full size refrigerator and freezer brThis vacation apartment is equipped with linens and towels for your convenience - king size bedbrbrNote: Please let us know 1 or 2 days before your arrival day, your exactly arrival time, so we can organize us or someone, to meet you and give you the house keys. Thank you
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

Slider Thumb
Exceptional(8)

$169.09

/ Nightly
Mobile Home

2 bed, 2 bath home located in popular resort with pool. Near Siesta Key Beach

Sarasota, Florida, United States

brFor the months of April, May, June and July if you book the minimum number of days for each month, ( see list below) your reservation will be extended so that your stay will be for 30 days! brbrApril book 19 days and get 30brMay, June and July book 17 days and get 30brbrbr****** PLEASE NOTE All price quotes are for stay of at least 28 days. Please message me to inquire about prices of 7 - 27 days! We are happy to work with you! brbrSun Outdoors, located in beautiful Sarasota Florida, offers many amenities including a 25-meter indoor lap pool, water slide, outdoor pool, bar and snack stand, splash pad, pickle ball, gym, mini golf, shuffleboard and more! Come and visit one of the most popular resorts of all time and you are sure to have your days filled with several activities for adults and kids alike. brbrOur home, which we have appropriately named “Fun in the Sun”, is a 2 bedroom, 1 ½ bathroom unit that has been recently renovated. Bedroom 1 has a Queen bed with an attached bath; bedroom 2 also has an attached bath and a twin sized hidden pull out Murphy bed. This room can also be used as a study or relax room as there is a comfy chair in it. We have upgraded high speed Wi-Fi . brbrThe main living area consists of a living room with a pull-out couch that has a new, updated mattress, tv, kitchen which is fully stocked with all necessary cooking equipment, and a dinette area for two. brbrThe Lanai, located out the sliding doors, has an additional area for relaxing with the family and watching a 65” TV on a twin pull out couch. A small office area is also there for computer work. There is a full sized washer dryer there for your use as well. brbrAll TV's have Roku and a large selection of cable channelsbrbrOutside, the driveway is wide enough to park the largest of cars and still have room for the golf cart with seating for four should you decide to rent that for a small additional charge.brbrOn the side of the home is a beautiful gazebo stocked with comfortable chairs.
Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps

Home Most popular vacation rentals in Sarasota