Vacation Rentals By Owner In Sarasota, FL

$187.21

Siesta Key Crescent Beach 2 bed 2 Bath Sleeps 6 Sarasota

Sarasota, Florida, United States

Across the street from Siesta Key located on the Gulf of Mexico. Tropical beauty with white powder sand, gorgeous sunsets, pristine waters and expansive wide beaches. Beach shops, restaurants, ice cream shops and nightlife all can be found on the palm tree paradise, Siesta Key. The city of Sarasota is just over the bridge. A short drive away you can enjoy dining and shopping at St. Armand's Circle. br1 King Bed. 2 twins beds. 1 pull out couch. brOur condo is a two block walk to world famous Crescent Beach. Second floor, end unit, located in the quiet Sea Winds condo complex. Our spacious condo is fully furnished, including sheets and bath towels. New kitchen cabinets, granite countertops, all new tile flooring and new paint. Heated pool. Community center. Shared washer/dryer located in building. Reserved parking space. The complex is one block away from restaurants, shops, groceries, pharmacy, post office, water sport rentals, bicycle rentals and much more!!!! WIRELESS INTERNET.

2

Bed

2

Bath

6

Sleeps

$226.0

/ Nightly

Condo

Bright Sarasota Studio, Pool + Waterfront + IMG, Minutes To Beaches

Sarasota, Florida, United States

Enjoy the perfect blend of comfort and location in this fully furnished studio near waterfront with peaceful water views & sunsets. Ideal for both short getaways and longer stays, this studio includes Wi-Fi and everything you need to relax and feel at home.brbrWhy you’ll love it:br• Heated pool + marina br• On-site restaurant & tiki bar (Tarpon Bay)br• Fitness center + cozy lounge with electric fireplacebr• Arcade area for kidsbr• EV charging stations (app-based)br• Free parking (including large vehicles)br• Boat docking + kayak/boat rentals availablebrbrInside the studio:br• Mini refrigerator, microwave br• Keurig coffee maker (with pods) & electric kettlebr• Starter essentials provided (toiletries, dish supplies)brbrLocation highlights:brMinutes to Siesta Key, Mote Marine Aquarium, and The Ringling MuseumbrOnly 3 miles from the airportbrbrGood to know:br• Non-smoking, pet-free suite. $250 fine for smoking of any kind.br• Exit cleaning fee: $75br• Laundry on-site ($2 per wash/dry)br• Optional breakfast: $10 adults / $5 childrenbrbrExtended stays welcome:brDiscounted monthly rates may be available—just ask!

1

Bed

1

Bath

4

Sleeps

$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

Bath

Sleeps

$341.21

/ Nightly

Private Vacation Home

Tropical paradise with large heated pool near #1 award-winning Siesta Key Beach

Sarasota, Florida, United States

Tropical paradise with large heated pool near #1 award-winning Siesta Key Beach! Off street parking. Sleeps 10. Four bedrooms all with king size beds, sleeper sofa, and two full baths. The kitchen is fully equipped. Full size washer and dryer, beach chairs, and umbrella. There are three security cameras for the safety of our renters. Located at front right side, backyard right side, and the back door. Front right side covers the front yard, driveway, and front door. Backyard right side covers the backyard and a portion of the patio. The backdoor covers the backdoor entrance and the patio area. Starter toilet paper and paper towels are provided. Pet fee $250. Cleaning fee $250. Close to Siesta Key Beach, downtown Sarasota, St. Armand's Circle, shopping, dining.

Bed

Bath

Sleeps

$276.85

/ Nightly

Condo

Condo next to Siesta Key

Sarasota, Florida, United States

Welcome to Villa Maria, this condo is a short walk or bike ride away from the beautiful Siesta Key Beach. brThis intimate Mediterranean style condo is located on the ground floor of an 8-unit complex. This unit has 2 bedrooms, and 2 bathrooms. Nice community pool. Walk right outside the unit to the pool. There is no reason to drive when you can walk to nearby shops, restaurants and bars.

Bed

Bath

Sleeps

$440.42

/ Nightly

Condo

Perfect Location Siesta Key

Sarasota, Florida, United States

Unwind in Sarasota at this fabulous condo. This tranquil retreat features 2 bedrooms with a king, twin, and full bed, along with 2 bathrooms equipped with showers and hair dryers. The living room offers additional sleeping space with a cozy sofa bed. Our place is equipped for both long or short stays to make your holiday one to remember.

2

Bed

2

Bath

6

Sleeps

$233.42

/ Nightly

Condo

Condo# 402A Siesta Sunsets from Lanai

Sarasota, Florida, United States

Relax and enjoy spectacular Florida sunsets overlooking world famous Siesta Key Beach. This upscale, coastal design condo comfortably accommodates 6 and features 2 bedrooms, 1 full bath, a full kitchen with a comfortable living room overlooking a large, private screened balcony. The spacious primary suite faces the beach and features a comfortable king size bedroom set with a full size dresser, large walk-in closet and bedside tables to make you feel right at home. The 48” wall mounted tv and plenty of USB charging ports will keep you as connected as you wish to be. The quaint second bedroom features a full over full bunk bed, a full size dresser, walk-in closet and 32” wall mounted smart tv. The new living room couch converts to a queen sleeper to provide additional sleeping options.brbrDon’t worry about packing all the beach gear, we’ve got you covered. Chairs, sand toys, beach towels, umbrellas and more beach gear is provided for your convenience. When you’re not exploring the warm, crystal clear Gulf waters and powdery white sand beaches, cozy up in the overstuffed couch to binge your favorite guilty pleasure or enjoy an afternoon siesta in one of the comfy reclining chairs. The large 55’’ smart tv and private high speed WiFi covers your entertainment needs from work to play.brbrBudget minded guests who prefer to eat in will appreciate the fully equipped kitchen to whip up homemade meals. For those who prefer to enjoy the local flavors, charming Siesta Key Village is just a short walk or FREE trolley down the street. There you can shop, dine, drink and dance at some of Sarasota’s favorite establishments.brLa Siesta is conveniently located directly across from Siesta Key public beach, midway of the key at the corner of Beach Rd and Beach Dr. The resort style amenities include a large heated pool, 2 shuffleboard courts, spacious clubhouse with pool table, ping pong, exercise room, large kitchen and open gathering space. With two gas bbq grills, laundry facilities and an assigned covered parking spot for each unit all you need for your dream vacation is a swim suit, sunglasses and flip flops. The cheerful on site staff will ensure every aspect of your stay is so extraordinary, you may never want to leave!

2

Bed

1

Bath

6

Sleeps

$249.92

/ Nightly

Condo

Overlooking Siesta Beach Penthouse #408

Sarasota, Florida, United States

Now with private WiFi. This Two Bedroom, One Bath condo is just steps to the white, powdered-sugar sand of Siesta Key. Here at La Siesta Condominiums you also have easy access to Siesta Village and it's numerous restaurants, specialty shops, night life and other attractions. Unit 408 has a beautiful Gulf View and is turnkey furnished with all the amenities you need to make your stay fun and relaxing. With a king bed in the master bedroom, queen bed in the guest room and sleeper sofa in the living room this unit sleeps up to six people. The screened in lanai is perfect for enjoying your breakfast outside or taking in the incredible sunsets. Your perfect vacation awaits you here at our famous beach, always included in the world's top ten best beaches.

2

Bed

1

Bath

6

Sleeps

$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

Bath

Sleeps

$392.31

/ Nightly

Private Vacation Home

3-Bedroom Heated Saltwater Pool near Siesta Key and Downtown

Sarasota, Florida, United States

Enjoy your own private, heated saltwater pool, sunny patio, and luxury interiors just minutes from Siesta Key Beach. Perfect for couples or families. Fully equipped kitchen, smart TVs, a two car garage & driveway + beach equipment & chairs for guest enjoyment. Lounge under palm trees, explore downtown Sarasota’s dining scene, or unwind in comfort after a beach day.brbrThe spacebrThis is a brand new house with all new furnishings & fixtures.brbrBathrooms come complete with:br* face washbr* shampoobr* conditionerbr* body washbrbrProperty can accommodate maximum of 4 cars.br(2 in the garage & 2 in the driveway)brNO street parking is available. No parking anywhere else please.brbrMaster King Bed: has a twin pull out sofa.brQueen Bedroom 1: has twin trundle.brQueen Bedroom 2: has a queen trundle.brbrPool: toys, floaties, noodles.brGames: board games, card games.brbrGuest accessbrEntire propertybrbrOther things to notebrNO CENTRAL HEAT - 3 medium-sized space heaters & 2 large heat / fan units available for guest use.

Bed

Bath

Sleeps

$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

Bath

Sleeps

$187.83

/ Nightly

Private Vacation Home

Beautiful Home In Gulf Gate - 4 Miles to Siesta Key Beach

Sarasota, Florida, United States

Beautiful totally remodeled Gulf Gate Home - 4 miles to Siesta Key Beach. All furniture and appliances are brand new. This home has beautiful natural light in every room and has been fully updated with a modern touch. Includes so many wonderful sitting areas: modern living room, screened lanai with dining table, Florida sunroom with amazing farm table and lounge sofa, outside patio with grill and chaise lounges. Walking distance to Gulf Gate Library, Restaurants and Nightlife. Close to Costco and Shopping. No RVs, Boats, Jet Skis, or Commercial Vehicles are permitted.

Bed

Bath

Sleeps

$229.76

/ Nightly

Condo

Comfy Two-Story Seahorse Haven Beach Condo

Sarasota, Florida, United States

This Sarasota two story condo boasts 2 inviting and comfortable bedrooms. Bedroom one is equipped with a comfortable king bed, television, and is connected to a full bathroom. Bedroom number two is equipped with four beds (a cozy bunk bed and relaxing captain’s bed), as well as a television. The 2 bathrooms are equipped with a hairdryer and a refreshing shower. In addition, there is a comfortable living room with a sofa bed for extra sleeping space. This home is also equipped with a full kitchen and roomie dining space. Guests can enjoy amenities like WiFi, an in home washer and dryer, AC, and heating. This condo is conveniently situated within a secure complex that has a basketball court, tennis court, and a clean and sizable swimming pool. Experience what Sarasota has to offer, while enjoying the relaxation and comforting feel of your home, with a stay at our perfect condo. Situated within minutes of multiple beaches, downtown nightlife, as well as many stores and shops.

Bed

Bath

Sleeps

$88.88

/ Nightly

Apartment

Comfy studio in Sarasota

Sarasota, Florida, United States

Studio located in multi family house with nice & quiet tenants in nice neighborhoods .The Centrally located, 5 minutes from Sarasota Memorial Hospital , near everything that offering sunny Sarasota. Walk to Westfield Mall & Restaurants, South side Village restaurants & shopping. Few minutes ride to Downtown, Ringling brothers museum, Botanical, Selby & Jungle Gardens, Marina Jack Park, St. Armand's Circle (Shop & Restaurants), Lido & World Famous Siesta Beaches, Tamiami trail & many more.

Bed

Bath

Sleeps

$573.23

/ Nightly

Private Vacation Home

Beautiful 3 bedroom/2.5 bath Condo On Siesta Key!

Sarasota, Florida, United States

This must-see, beautiful home on Siesta Key offers a much sought after modern, and contemporary design. This unit, located on the 3rd floor above the garage, has 3-bedroom, 3-bathrooms and can sleep up to 6 guests. Enjoy the fresh island breeze from your balcony, or step outside and relax in the warm sun by the pool, private to the Ocean Vue units. Less than 300 feet from beach access #11, this home offers quick access to the #1 rated Siesta Beach! You can even take the short walk into the Siesta Key Village where you can experience the many great shops, restaurants, and live entertainment the island has to offer. br*No garage parking. Driveway parking only.brbrBedroom 1: KingbrBedroom 2: QueenbrBedroom 3: Two TwinsbrbrAdded Amenities Included in Your Stay:brComplimentary Bicycles Rentals,brOne Complimentary Parking Space,brWifi,brBeach Chairs,brBeach Towels,brBeach Wagon,brBeach Cooler,brPartner Property Pool/Hot tub Access,brAccess to Siesta Beach Pickleball Courts,brSiesta Key Trolley - Free-Rides Around Siesta Key,brA 7-day week, Beachside Management office for your convenience and guest needs!brbr*Minimum Age to Book: 27br*Security Authorization Hold taken upon check-in. Amount: $1,500

3

Bed

3

Bath

6

Sleeps

$78.99

/ Nightly

Mobile Home

Cozy 2-bedroom mobile home in Sarasota 55+ Resort Community Pet Friendly

Sarasota, Florida, United States

This rental is from the 1st of the Month till the end of the month. $89.00 per night plus cleaning fee and optional pet fee. utilities are included, prior approval and background check form is required by local HOA. brEnjoy a peaceful and comfortable stay in this spacious 2‑bedroom, 1.5‑bath mobile home located in beautiful Sarasota, Florida. brThis pet‑friendly retreat is fully air‑conditioned and can comfortably sleep up to six guests, making it ideal for families, couples, or snowbirds looking for a relaxing getaway.brbrSituated in Tri‑Par Estates, you’ll be just minutes from Sarasota’s world‑famous beaches, vibrant shopping districts, popular restaurants, and the convenience of the nearby airport. Whether you’re here for sunshine, sightseeing, or simply unwinding, the location puts everything within easy reach.brbrCommunity amenities include: br- A large heated pool perfect for lounging or swimming br- A relaxing hot tub to unwind after a day at the beach br- A well‑equipped fitness center br- A friendly, walkable neighborhood with an active community atmosphere brbrInside, the home offers comfortable living spaces, a functional kitchen, and all the essentials you need for a stress‑free stay. Bring your pets, settle in, and enjoy the best of Sarasota from a quiet, welcoming home base.brbrPLACES OF INTEREST NEAR BY:brLido Key Beach is just 20 minutes away—known for its soft white sand, calm turquoise water, and relaxed, family‑friendly atmosphere. Enjoy easy beach days, beautiful sunsets, and great nearby dining and shopping at St. Armands Circle.brbrSt. Armands Circle is a vibrant hub of boutique shopping, outdoor dining, and relaxed coastal charm—perfect for evening strolls, people‑watching, and enjoying Sarasota’s best restaurants just minutes from the beach.brbrThe Ringling Museum is Sarasota’s premier cultural attraction, featuring an impressive art collection, the historic Ca’ d’Zan mansion, a circus museum, and gorgeous bayfront gardens. It’s a perfect blend of creativity, history, and Florida beauty.brbrMyakka River State Park, where shaded trails, quiet waterways, and abundant wildlife create a relaxing escape into nature. Guests love the canopy walkway, birdwatching, and the chance to see alligators in their natural habitat.brbrTake a short 30 minute drive to Siesta Key Beach, where dazzling white quartz sand and gentle turquoise waves create the ultimate beach day. Enjoy swimming, beach walks, and sunset views at one of America’s top‑rated coastal destinations.brbrSpend a day at University Town Center, Sarasota’s premier shopping and dining district. From designer boutiques and casual cafés to fine restaurants and family‑friendly activities, it’s a lively spot for everyone to enjoy.brbrThe Siesta Key Rum Distillery Tour is a unique local experience, only minutes away, featuring guided walkthroughs of the distilling process, fun insights into their craft, and free samples of their award‑winning rums. With a friendly atmosphere and a charming tasting room, it’s a great way to spend an hour before dinner or beach time.

Bed

Bath

Sleeps

$124.3

/ Nightly

Condo

2/2 Condo in Gated Community with resort pool, tennis courts and fitness gym.

Sarasota, Florida, United States

Newly Remodeled 2 Bedroom, 2 Bath Corner Unit Condo in Gated Serenata Community. brbrBeautifully remodeled and tastefully decorated corner unit condo on the 3rd floor of the gated Serenata Condo Complex, just off University Parkway.brbrFeatures:brbrBrand new kitchen with white cabinets and granite countertopsbrOpen living room that opens to a large screened-in lanai overlooking the pool and waterfrontbrSpacious master bedroom with a queen-size bed, ensuite renovated bathroom with a walk-in tiled shower, and large walk-in closetbrGuest bedroom with two twin beds and an attached full bathroom with a bathtubbrWasher & dryer in unitbrNo carpet — all hardwood floors and tile throughoutbrPrivate carport includedbrbrbrbrbrCommunity Amenities:brbrResort-style poolbrClubhousebr24-hour fitness centerbrTennis courtsbrScenic lakes and walking pathsbrCar wash areabrGated entry for peace of mindbrWi-fibrbrbrbrPrime Location:brbrWalking distance to shops, restaurants, and coffee shops. Just 10 miles to downtown Sarasota and Lido Beach, and only 5 miles to UTC Mall and I-75. Short drive to Siesta Key Beach, Anna Maria Island, Saint Pete and Venice.brbrbrbr Pets:brbrNo pets allowed.brbrbrbrRates:br Includes cable, water and Internet. Plus a $75 a month electric allowance. brMinimum stay: One monthbrbrbrbrbrNote: This building does not have an elevator.

Bed

Bath

Sleeps

$395.17

/ Nightly

Condo

Bayside Escape-Condo w/ Dock, Pool, and Near Beach

Sarasota, Florida, United States

Summary:brbrThis unique 2 bedroom/ 2 bath condo is right on the waterfront in Siesta Key! It is the upper condo of a two story complex that has a perfect view and feels like your own personal getaway! It comes with a full kitchen, living room, and two decks. Part of what makes it amazing is the private dock on the Pass. Perfect for kayaking and exploring! Or maybe you'd like to just relax and take a dip in the heated pool Located in the quiet end, you can enjoy the calm, or head to Siesta Village!brbrbrbrThe Space:brbrThe Top unit of a two story condominium complex. The condo has two bedrooms, 2 full bathrooms, a full kitchen and a living room. The heated pool sits right behind the condo and facing the gorgeous waterfront.brbrbrbrGuest Access:brbrYou will have access to your condo, a shared washer and dryer(free parking on site, and access to a private heated pool that is shared by only those staying at the complex.)brbrbrbrThe Neighborhood:brbrRight near Siesta Key Beach, Lido Beach. The Jim Neville Marine Preserve and Coconuts Family Entertainment Center is great! Plenty of restaurants and activities are just a short drive or walk away! brbrbrbrJim Neville Marine Preserve- 3 min walkbrbrTurtle Beach- 9 min walkbrbrCrescent Beach- 5 min drivebrbrSiesta Key Marina- 6 min drivebrbrSiesta Key Beach- 7 min drive.brbrbrbrThe Siesta Key Breeze Trolley operates 7 days a week and goes all over!brbrOn Demand Pick up is also available for $2 a person, per trip, find more info on their website or call 941/3001553brbrbrbrGetting Around:brbrThe Siesta Key Breeze Trolley is FREE and goes all over!brbrTrolley hours: Daily 8 to 10 brbrOnDemand Pickup is also available, operates daily and is only $2.00 per person, per trip. Call 941/3001553brbrbrbrOther Things to Note:brbrLooking to bring your boat We just need proof of insurance and if you need a home for your trailer, we also have a secure home for it for $50.

2

Bed

2

Bath

7

Sleeps

$353.07

/ Nightly

Condo

Coastal Comfort with Gulf-Front Views

Sarasota, Florida, United States

From the lanai and your private patio, you are directly on the beach where it is easy to keep an eye on the children playing, or walk down to the Gulf for a swim. Located on Turtle Beach, Siesta Key's quiet south end - this lovely Gulf front first floor unit with large washer and dryer and new living room furnishings can accommodate up to six guests. Completely stocked kitchen, beach chairs, umbrella and cooler with lots of beach toys for the children. Bring or rent a boat as you can see your boat dock from the entrance doors and can enjoy watching the fisherman. Your car will be parked near the entrance for easy load in. This unit is very comfortable for both couples that want a well equipped kitchen and easy beach and boat access, or families looking to enjoy their vacation. Just bring the sunscreen and your groceries!brbrFisherman’s Cove, Siesta Key Gulf Front! Sandwiched between the Gulf and Blind Pass Lagoon which leads to Sarasota Bay, you can enjoy sunning or fishing from the Gulf or Lagoon or kayaking and paddle boarding. Our Siesta Key location on the island’s south end features the best shelling on the island as well. The Gulf waters are only 150 feet from your beachfront lanai. Enjoy romantic sunsets from the comfort of your private terrace or directly on the beach. brbrYou can walk south along our beachfront and enjoy over a mile of beautiful shoreline.br brBring your boat or rent one for a day as the boat docks are free! Your boat trailer must be kept off property and the on-site office can provide a list of places in the area for storage. brbrNO Pets allowed. brbrThe on-site office staff is there to be of service.brbrDine at several excellent restaurants within walking distance, or drive to Crescent Beach, approximately 2.5 miles north, where there is a grocery store, other stores, and restaurant options. The Siesta Key Village is approximately 7 miles from the island. Off-island trips bring you to diverse neighborhoods and shopping and dining areas within a 15 to 30-minute drive.brbrFisherman’s Cove, Siesta Key, is adjacent to Turtle Beach with a picnic area, grills, and a boat ramp. You will drive through Turtle Beach Park to our gated community – leaving the traffic behind. The south end of Siesta Key is known as the quieter end of the island and has a laid-back feel. The action on the northern end is available via free trolley service or through one of the free ride services that work for tips.brbrWhile you are here, you will want to visit Siesta Key Public Beach and put your toes in the world-famous white sand, which consists of 99% pure quartz, ultimately derived from the southern Appalachians. Over millennia, rivers carried the grains of sand into the Gulf of Mexico and south along Florida’s coast. Those quartz grains are fine, without any coral or shell fragments, which results in sand with a soft, flour-like texture.

Bed

Bath

Sleeps

$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

3

Bed

1

Bath

8

Sleeps

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