Vacation Condo Rentals By Owner In Sarasota, FL

$195.33

Budget Friendly Beachside Vacation Rental with Private Beach Access

Sarasota, Florida, United States

Welcome to Siesta Beach House Unit #105, your beachside vacation condo that has now been fully renovated in preparation for accommodating you!! The Siesta Beach House community has direct beach access, community heated pool, 1/4 mile from Siesta Key Public Beach with tennis courts, picnic pavilions, and playground. Siesta Key has become popular for its soft white sand beaches and island life. Utilize any one of the many free ride (tips only) services on the island or the free island shuttle to visit Siesta Key Village and the expanding south village offering a great selection of restaurants, shopping, and island nightlife. brbrThis unit has all the amenities you need to be in a clean, comfortable, 1 bedroom unit that has direct beach access. brbrArrive anytime after 4pm and start your vacation immediately as if it were your very own vacation home; no check-in procedure, no keys to pickup! After parking in your designated parking spot directly in front of your building, walk up the stairs from the parking lot to find the unit on the second floor. You will enter into the living room furnished with comfortable lounge seating for 4 and equipped with flat screen TV. The sofa pulls out into a full sized mattress for you to fit your guests. Just around the corner you will find the kitchen with all major appliances available for your use, among other small kitchen appliances. The eat-in style kitchen is stocked for light to medium cooking needs and offers seating for 3, possibly 4. Back through the living room, in the rear of the unit, you will find a bedroom furnished with a King sized mattress, dresser, and equipped with flat screen TV. Adjacent to the bedroom is the bathroom equipped with tub/shower for your use!brbrService Highlights:br- Professionally laundered linens & towels with each reservation.br- Exceptional clean rating.br- No keys to pickup or check-in process, simply arrive and enjoy your stay.br- Inspection prior to arrival to ensure all mechanics of the home are fully functional.

1

Bed

1

Bath

4

Sleeps

$261.38

/ Nightly

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Condo# 112 20 % Off exclusive time only. BEAUTIFUL 2BR/2BA Updated unit!

Sarasota, Florida, United States

25% DISCOUNTED RENTAL RATE THROUGH NOVEMBER 22, 2025brbrWelcome to La Siesta Unit 112! This quiet 2-bedroom 2- full bath end unit is located on the ground floor of the complex with a direct walk out access to all Siesta Key Beach amenities. We are the closest complex to the Sunset Pavilion, children's playground, and snack bar! Easily accessible to Siesta Key Village with free trolley access outside your door!brThis unit is renovated with modern beach décor and clean tile flooring throughout. The main living area features an open concept from kitchen to walk out enclosed lanai overlooking Siesta Key Beach Park.br Fully equipped kitchen with all expected appliances including range/oven, coffee maker, margarita making blender, etc. Eat in dining to accommodate 6. brLiving room features flat screen cable television with DVD player, stereo equipment, and whole home private Wi-Fi access. Cozy seating including a queen size sleeper sofa.brBoth bedrooms are equipped with televisions and DVD players. The master bedroom features a king bed and private en suite bathroom. The guest bedroom features two twin beds.brLa Siesta is a welcoming complex with private community pool and clubhouse. Amenities available to you include a workout room, recreation room with leisure activities, barbeque grilling area, and shuffleboard courts. brWe are eager for you to come and enjoy the beautiful white powder of Siesta Key quartz sand beach…. One visit and you will see why this little island is a family favorite for vacations come winter, summer, spring, or fall. Relax, unwind, enjoy!! You've found your new home away from home on Siesta Key Beach!

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$182.42

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Walk to Siesta Key Beach. Beautiful condo with pool.

Sarasota, Florida, United States

Our beautiful & spacious 2 Bdr /2 Bath condo right at the south bridge to Siesta Key. You can walk to beach access #12, restaurants &shopping.brbrRent a bike, boat or jet ski across the street or hop on the Siesta Key shuttle to take you to the village where you will enjoy more restaurants, music and shop locally.brbrA bright, clean and elegant ground floor unit of a two story building with only 4 condos. Enjoy your vacation with a lovely view from the generous patio. The perfect surrounding to relax and read a book. Comfortably sleeps 4 guests, with fully stocked kitchen amenities, washer/dryer, smart tv & Wi-Fi.brbrEasy walk to restaurants, local shops, grocery store and marina for water sports.brbrBeach chairs and umbrella provided for our guests to carry everything you need for a relaxing day on the beach.brbrWe are excited to host you and are sure you will enjoy our “Happy Place”!

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$163.85

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Charming 2BR/2BA 1st floor Remodeled Condo in Sarasota Near UTC, Lido & Siesta

Sarasota, Florida, United States

Stylish, Cozy, Fully Remodeled 2BR/2BA First-Floor Condo in Sarasota, FL.brbrContemporary Elegance • Comfort • Prime Location • Resort-Style AmenitiesbrbrWelcome to your perfect Florida West Coast paradise retreat! This beautifully renovated, contemporary-style 2-bedroom, 2-bathroom polished condo offers 1,200 sq. ft. of spacious comfort in a prime Sarasota location — ideal for beach getaways, family vacations, or extended stays in paradise.brbrModern Comfort & Style:brFully remodeled from top to bottom — everything is brand new!brbrOpen-concept living & dining area with fresh paint and new laminate flooringbrbrTwo spacious king bedrooms, each with private en-suite bathrooms and walk-in closetsbrbrEnclosed lanai – perfect for morning coffee or evening winebrbrSleek kitchen with modern appliances, quartz-style countertops & elegant finishesbrbrIn-unit laundry room with washer/dryer for added conveniencebrbrGround-floor unit – no stairs, no hassle!brbrPet-Friendly:brSmall dogs (under 20 lbs) welcomebrbr(Sorry, no cats permitted)brbrUnbeatable Location:brLocated in the gated Serenata Condominiums off University Parkway, you're just minutes from everything Sarasota has to offer:brbr 15–20 min to Lido Beach, Downtown Sarasotabrbr 25–30 min to Siesta Key Beachbrbr 10 min to UTC Mall, I-75, SRQ Airport, Ringling Museum, Asolo Theaterbrbr Walking distance to Publix, Walmart, Starbucks, Detwiler’s Farm Market, Dunkin’, Fuzzy's taco, Mi Pueblo restaurant, Pizza places, and more shopping and dining options.brbr 15 min from Nathan Benderson Park, top golf courses, and Ellenton Premium Outlets brbrResort-Style Amenities:brSparkling community pool with poolside WiFibrbrWell-equipped fitness centerbrbr24-hour Fitness center & gym, Tennis court, Car wash station, and secure gated entry for peace of mind.brbrWhether you're planning a relaxing vacation, visiting loved ones, or just seeking a scenic change of pace, this stylish Sarasota condo has everything you need for a memorable stay.brbrBook your stay today—your Sarasota getaway awaits!

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$147.09

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Quiet Oasis 5 minutes to Siesta Key Beach!

Sarasota, Florida, United States

If you are looking for a quiet oasis in a tropical setting, away from the busy touristy areas, yet close to restaurants, grocery stores, shopping centers and the beach...well, this is the place for you!brbrWelcome to Lani Kai Oasis (Heavenly Sea) located at Ashton Lakes Community and about 1.5 miles to SIESTA KEY! This light and bright condo has cathedral ceilings in every room giving the feeling of extra spaciousness! It features a large master bedroom with walk-in closet, dual bathroom vanities, an extended living room/family room, inside laundry room, and a wrapped sliding glass-enclosed lanai. Relax on the rear lanai and look down over a beautiful and SHIMMERING LAKE abound with wildlife. This unit comes with a detached 1-CAR GARAGE with use of bikes, beach chairs, umbrella, coolers and tennis rackets. The resort like amenities of the Ashton Lakes Community include two heated swimming pools, clubhouse with a lending library, shuffleboard, tennis courts, plenty of outdoor grills, and beautifully-maintained and manicured grounds.. There is also private gate with walking path to grocery stores, shopping, hardware, restaurants and more! brbrBedding, towels and beach towels are included.

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$273.02

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Cozy Condo in Siesta key with boat dock

Sarasota, Florida, United States

Welcome to the cozy condo! This 1 bedroom 1 bath rental offers everything you could dream of and more. Sleeps 4 comfortably. Located just 300 yards from Turtle Beach, this beautiful oasis offers a private community pool and 8 private docks to enjoy boating, fishing, kayaking or watch our local manatees. Restaurants and bars are just a short walk away and the free trolley is available at Turtle Beach Pavilion every 15 minutes. Enjoy the ride and explore this beautiful area.brbrFully Furnished, 1 Bedroom Gulf Side Condo on South Siesta Key, walking distance to Turtle Beach. Very small 8 unit, private condo association! brbrThis unit is one of eight in the complex, located steps away from the water, King bed in master bedroom and Queen sofa bed pull out in living room. ( sleeps 4). Large porch and private sundeck with great westerly views to enjoy those million dollar sunsets. brbrTurtle Beach is within walking distance (5 minutes) just behind boat launch. brbrLaundry room is available on site (coin-operated).brbrWalk to restaurants including Ophelia's, Turtles, and The Turtle Beach Bar & Grill. Siesta Key Trolley is accessible just north of the property, less than a 5 minute walk.brbrLocated 80 yards south of the Siesta Breeze free trolley terminal at Turtle Beach. br1 Parking Space available. No need for a car.

1

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1

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4

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$124.93

/ Nightly

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Bayfront views, Walk to Turtle Beach, 2 Heated Pools, 5th Floor Corner, Private

Sarasota, Florida, United States

Welcome to paradise at Sunrise Cove! Located just steps from Turtle Beach and several popular local restaurants, this bright and inviting 2-bedroom, 2-bath condo offers everything you need for a relaxing Florida retreat. Enjoy floor-to-ceiling windows that drench the home in natural light, tile floors throughout. The kitchen features granite countertops, and the unit is equipped with a new A/C system for year-round comfort. Walk to the pool or beach in minutes! You will love it here!brbrDiscover the perfect seasonal escape with stunning Sarasota Bay and Gulf of Mexico views. Located just steps from Turtle Beach and several popular local restaurants, this bright and inviting 2-bedroom, 2-bath condo offers everything you need for a relaxing Florida retreat.brbrThis residence provides a peaceful coastal atmosphere with beautiful water views from nearly every angle. Step outside and enjoy the best of Siesta Key living—walk to the beach for sunset strolls, launch a kayak into the bay, or hop on the free Siesta Key Trolley to explore Siesta Village, boutiques, entertainment, and dining.brbrThe community offers a variety of resort-style amenities designed to enhance your stay. Take advantage of two heated swimming pools, perfect for relaxing afternoons or early morning laps. Stay active with tennis courts, a fitness center, and a sauna for unwinding after a busy day. Boat docks may also be available, adding another way to enjoy life on the water.brbrWhether you’re escaping the winter season, enjoying an extended coastal getaway, or seeking a relaxing place to work remotely, this condo provides the ideal balance of comfort, convenience, and Florida charm. Bright interiors, beautiful views, and a prime location make this home a standout option for anyone looking to experience the best of Siesta Key.brbrThis home can accommodate up to 6 guests with a bedding configuration as follows:brbr• Bedroom # 1: King Bed (1) br• Bedroom # 2: Queen Bed (2)brbrExclusive Amenities Include:brbr• Outdoor Covered Lanaibr• Washer/Dryer Inside Unitbr• Waterview Diningbr• Secure dedicated carport parkingbr• Gourmet Kitchenbr• Free Hi-Speed WIFI br• 2 Heated Pools brbrApprox. drive times to airport and major attraction cities:br5 to 15 min - beaches, theater, restaurants, shopping, and morebr20 min - SRQ Airportbr30 min - Outlet mallbr50 min - St Petebr60 min - TPA Airport/Port of Tampabr2hr - Disney Worldbrbr- This property has a minimum primary renter age requirement of 25. br- This property has a maximum parking allowance of two vehicles.br- No Pets per HOA rulesbr- HOA application and fee required - $150br*Due to online booking policies, some payments may need to be submitted after the booking is reserved and confirmed. Please let us know if you have questions about the policies prior to booking.

2

Bed

2

Bath

6

Sleeps

$282.22

/ Nightly

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Modern 2BR at Vista Hermosa | Pool View Balcony | Walk to Crescent Beach & South Village Dining!

Sarasota, Florida, United States

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrWelcome to Island Walk at Vista Hermosa on South Siesta Key. This updated 2BR, 2BA second-floor condo blends comfort and convenience with a screened balcony, modern kitchen, assigned covered parking, and resort-style amenities. You’re close to the south village district, public beach access points, dining, and island conveniences. (Note: New pictures coming soon!) brbr brbrTHE SPACE brbr- Second floor condo in Building B overlooking the pool. Elevator access brbr- Open living and dining area with plenty of seating brbr- Fully equipped kitchen with modern appliances and essentials for cooking at home brbr- Screened balcony for morning coffee or evening drinks without the bugs brbr brbrSLEEPING brbr- Primary: King bed, en-suite bath with walk-in shower brbr- Guest: Two queen beds brbr- Second full bath serves the guest bedroom brbr- Sleeps up to 6 guests comfortably brbr brbrLOCATION HIGHLIGHTS: brbr- Heated communal pool just a few steps from the building brbr- Clubhouse, shuffleboard, communal BBQ area brbr- Southern side of Siesta Key, just a 10-minute walk to Public Beach Accesses #12 & #13 on Crescent Beach brbr- Close to restaurants, bars, ice cream shops, specialty stores, and grocery options brbr- Siesta Key Village approximately 10 minutes away; free trolley access available brbr brbrEXTRA PERKS: brbr- Complimentary beach items provided: a couple of beach chairs, a beach umbrella, and beach towels brbr- Assigned parking + guest spots (first-come, first-served) brbr- Elevator building; screened private balcony brbr brbrIMPORTANT INFO: brbr- No smoking or vaping inside the home brbr- No pets allowed brbr- HOA application required brbr- This condo observes Vista Hermosa community rules brbr brbrWe look forward to hosting you!brbrWe help make the most of your vacation by providing Xplorie's Free Admission to some of the area’s top attractions each and every day including a choice of a free bike rental, kayak rental, a dolphin cruise tour, or admission to the Ringling Museum ! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance reservation. The fare is free but please tip the driver. Limited to one activity for just one person each day (other members of the group can partake but will need to pay). Create exciting memories, have more fun, and truly experience the Beaches of Sarasota! Book now for an amazing vacation experience! Activities are subject to change and based on availability; non-cumulative and non-transferrable.brbrbrbrimg src=https://admin.itrip.net/upload/360/marketingimageitripsarasota.1718820503.jpg alt=marketing /brbrbrbrFeel free to book for a month or longer but Xplorie is not available for booking 25 days or longer.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

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$232.56

/ Nightly

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Walk to Lido Beach & Steps to St. Armand's Circle | Heated Pool and Spa | BBQ

Sarasota, Florida, United States

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrWelcome to Kingston Arms on Lido Key 1 BR! brbr brbrThis charming one-bedroom condo in the popular Kingston Arms complex offers courtyard and pool views, just 8 minutes from the famous white sands of Lido Beach and stunning Gulf sunsets. Steps from St. Armand’s Circle, enjoy cafés, shopping, fine dining, and nightly entertainment, all within walking distance. With an assigned covered parking spot and a second-floor location in an elevator building, it’s a peaceful and convenient beach getaway. brbr brbrLOCATION HIGHLIGHTS: brbr- Heated communal pool brbr- Walk to St. Armand’s Circle for high-end shopping, upscale dining, and nightly live entertainment brbr- Just a few minutes walk to North Lido Beach & Park brbr- Just west of Downtown Sarasota across the Ringling Bridge brbr- Easy access to beaches, restaurants, nightlife, and nearby Longboat Key brbr brbrPROPERTY FEATURES: brbr- 1 Bedroom/ 1 bathroom 2nd floor condo (elevator available) brbr- Private screened lanai overlooking the pool brbr- Communal laundry room (no private laundry) brbr- Assigned covered parking for one car brbr- Towels and linens provided brbr- Keyless entry, self check in brbr brbrLIVING ROOM: brbr- Sliding doors to screened balcony brbr- Comfy couches brbr- Open floor concept brbr brbrKITCHEN AND DINING: brbr- Modern full kitchen with brand-new stainless steel appliances brbr- Open-concept layout with large dining table for 6 brbr brbrBEDROOMS AND BATHROOMS: brbr- Master Bedroom: King bed, dresser, ample closet space, natural light brbr- Couch in the living room doubles as a queen sofa bed brbr brbrEXTRA PERKS: brbr- Complimentary beach items: a couple of beach chairs, a beach umbrella, and beach towels brbr brbrLOCAL FAVORITES: brbr- St Armand's: Columbia, Daquiri Deck, Crab and Fin, Cha Cha Coconuts brbr- Shopping: Alvin's Island, Beach Bazaar, Foxy Lady brbr brbrIMPORTANT INFO: brbr- No pets, no smoking or vaping inside or near windows/doors brbr- Parking restrictions for special vehicles: no boats, motorcycles, trailers, jet skis, kayaks, golf carts, vans, or any other oversized or commercial vehicles allowed brbr- No cable services brbr brbrFROM MORNING BEACH WALKS TO EVENING OCEAN BREEZES, YOUR LIDO KEY RETREAT IS READY FOR YOU - BOOK TODAY!brbrWe help make the most of your vacation by providing Xplorie's Free Admission to some of the area’s top attractions each and every day including a choice of a free bike rental, kayak rental, a dolphin cruise tour, or admission to the Ringling Museum ! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance reservation. The fare is free but please tip the driver. Limited to one activity for just one person each day (other members of the group can partake but will need to pay). Create exciting memories, have more fun, and truly experience the Beaches of Sarasota! Book now for an amazing vacation experience! Activities are subject to change and based on availability; non-cumulative and non-transferrable.brbrbrbrimg src=https://admin.itrip.net/upload/360/marketingimageitripsarasota.1718820503.jpg alt=marketing /brbrbrbrFeel free to book for a month or longer but Xplorie is not available for booking 25 days or longer.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

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$186.45

/ Nightly

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Charming Waterfront 1/1.5 Beautiful Sunsets at the Strand!

Sarasota, Florida, United States

This fully furnished third-floor waterfront condo is centrally located on the West side of The Strand building A and spreads over 896 sq ft, with a generous 120 sq ft patio overlooking the serene Whitaker Bayou.brbrThis gated community offers a heated communal pool, a gym, 2x barbeques, a dog run and a kayak launch.brbrWe have taken great care to ensure that you have everything you need to feel at home during your stay.brbr★Living Area:brThe living area has two comfortable couches, a coffee table and a smart Tv for streaming (with your own login credentials), there is no cable Tv.brOne couch is a convertible sofa with a 54.5 in. x 84.5 in sleeping area.brbr★Kitchen:brPods and trash bags provided to start you off.brThe kitchen features brand new appliances such as a stove, oven, microwave, fridge, dishwasher, toaster, kettle, drip-down coffee machine and a Nespresso machine.brIt has four bar stools to enjoy the breakfast bar.brA new sponge, dish soap, trash bags and dishwashing detergent to get you started are included.brbr★Dining:brThe dining table can comfortably seat 4 guests.brbr★Bedroom:brBedsheets provided.brLocated on the right-hand side upon entering the condo, it includes a Queen sized bed, a closet, dresser and two nightstands with lighting. Bedding & linens are included.brbr★Bathrooms:brThe master bath is connected to the bedroom. It features a bathtub, sink and toilet.brThe half bath is located down the hallway and features a sink and toilet.brTowels, a blow dryer and essential soap products are included.brLaundry machines also located in master bathroom.brbr★Patio:brThe patio can be accessed through the large sliding doors and can comfortably host up to 6 people.brIt includes two chairs, a small table and a barbeque.brIt is the perfect location to enjoy the sunsets.brbr★Laundry:brThe washing and dryer machines are located in the master bathroom.brBasic detergents are supplied to start you off.brbr★Parking:brYou have one reserved spot inside the parking garage.brPlenty of uncovered guest parking available on a first-come first-serve basis.brbr★Pool:brThe gated community offers a heated communal pool. Please note that pool temperature may vary depending on outdoor conditions, and during colder weather, it may not always reach the desired setting. The pool is heated seasonally in accordance with Homeowners Association guidelines. Guests are kindly asked to follow all HOA pool rules, including posted hours of operation.brbr★Miscellaneous:brSelf check-in starting 4 pm & self check-out by 10 am.brSecure community with MyEnvera gate system.brCar charging stations available.brIf you wish to receive mail, it must be sent to our Orquera Florida Investment office - Sarasota downtown.brbr★Location:brDowntown Sarasota – 5-10 min drivebrLido Beach - 15 min drivebrSiesta Key Beach - 25 min drivebrWicked Cantina Mexican Restaurant & Subway within walking distance.brNew Bay Park – 5 min drive/10 min walkbrbr★Important Notes & Rules:br- Pets could be accepted, contact us!br- An HOA application and approval are required. The $150 application fee is included in the booking fee. (The fee amount is subject to change)br- No parties and non-smoking.br- Ac cannot be lower than 70 F and heat cannot be higher than 77 F.br- Don't leave doors/windows open when AC/Heat is runningbr- Use pool and hot tub at your own risk, no lifeguard on duty.br- Residence is located on the canal without a fence. Supervise children at all times.br- If you require elevator assistance: Elevators may be temporarily disabled during severe weather. In such instances, stairwells are available in the building.brbr★Add-on:brTraveling with a little one We offer a Pack 'n Play for use during your stay for a one-time fee of $50. This includes clean, fitted sheets for your convenience. Just let us know in advance if you'd like to add this to your booking!brbr★Wildlife Awareness:brFlorida's diverse wildlife awaits responsibly; refrain from direct contact and adhere to safety guidelines. For more information, visit the Florida Fish and Wildlife Conservation Commission.brbrAre you traveling with family or friends We manage other units in The Strand including waterfront condos, just ask us!brbrFind us on FB or IG: Orquera Florida InvestmentsbrbrYour unforgettable getaway awaits!

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$397

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Luxury condo located directly on Siesta Key Beach

Sarasota, Florida, United States

Relax in paradise at the Sea Shell Condominiums. This beautiful two bedroom condominium is located just steps from the world famous Siesta Key Beach. That means there are no roads to cross to access our private gated beach.brbrThe kitchen is fully equipped with a fridge, oven, microwave, dishwasher and a drip and keurig coffee maker. There is a full array of cooking utensils (pot and pans, mixing bowls, etc.) in addition to a slow cooker and an indoor/outdoor electric grill.brbrThere is a 65 inch smart TV in the living room. The master has a 45 inch HDTV and the second bedroom has a 37 inch HDTV. Wifi is free throughout. Plantation shutters are installed on all windows and the sliding door in the master. The dining room table seats six and the couch, love seat and reclining chair are perfect for relaxing and/or watchingbr TV. Or you can enjoy the cool gulf breezes on your private lanai.brbrThe Sea Shell Condonminium beachfront complex is one of the most convenient locations on Siesta Key. Directly across the street you have a multitude of shopping, dining and sightseeing experiences. Sea Shell feature a large heated pool with a spacious pool deck. We provide beach towels for our guests along with upright and lounge chairs on the beach. Beach umbrellas and canopies are available for rent on the beach directly behind Sea Shell. You can also enjoy our new tiki hut to relax during the day and/or have lunch or dinner on one of our picnic tables. Two gas grills are available to enjoy a memorable cookout on the beach. brSea Shell has a no pets policy.

2

Bed

2

Bath

6

Sleeps

$350.63

/ Nightly

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Siesta Key Sanctuary with Stunning Intracoastal Water Views

Sarasota, Florida, United States

Welcome to your Siesta Key sanctuary! Walking distance to the main public beach, This beautifully remodeled 2-bedroom, 2 full en-suite bathrooms, condo offers breathtaking views of the Intracoastal Waterway and sparkling pool from every window and private balcony. Designed with modern coastal elegance, it features a king bed in the primary suite, two full beds in the guest suite, and a comfortable queen/twin pullout sofa for extra guests.brbrEnjoy resort-style amenities including a heated pool, marina, tennis courts, fitness center, and more. Take advantage of kayaks and bikes, or stroll minutes to world-famous Siesta Key Beach with its powder-white sand.brbrLocated just minutes from Siesta Key Village, downtown Sarasota (SRQ), and top attractions like the Ringling Museum, this condo is the perfect home base for your coastal getaway — whether you’re seeking relaxation, adventure, or a bit of both.

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$120.54

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Spotless 2-bedroom condo in amazing Sarasota

Sarasota, Florida, United States

Welcome to this beautiful 2-bedroom, 2-bath condo located in the highly sought-after Longwater Chase community in Sarasota, Florida. Near downtown Sarasota, the Meadows community offers a peaceful, park-like setting with the convenience of city living only minutes away. This spacious, well-maintained condo offers a tranquil retreat with scenic views, making it an ideal space for families, golfers, professionals, or retirees.brbrThe floor plan features large windows that let in plenty of natural light and a cozy living area perfect for relaxing or entertaining guests. The modern kitchen comes equipped with stainless steel appliances, dishwasher, oven, microwave and Keurig coffee maker for convenience. There is a washer and dryer in the unit for added convenience. brbrThe master bedroom is generously sized with a king bed perfect for a good night sleep. The en-suite bathroom features a shower. The second bedroom offers a queen bed with full bathroom.brbrStep outside and enjoy the private, screened-in lanai with views of green spaces and private pool perfect for enjoying Florida’s beautiful weather. The Longwater Chase community offers a variety of amenities, including a complimentary pool directly behind the condo, vast array of scenic walking paths, biking trails, and serene lakes. There is a designated parking spot outside the condo. Golfing inquiries should be referred to the Meadows Country Club for purchasing questions and tee times. brbrThis condo is conveniently located minutes from UTC shopping area featuring popular restaurants, shops and entertainment options. Close to local favorites like Nathan Benderson Park, a popular spot for rowing, jogging, and outdoor festivals. Downtown Sarasota and its cultural attractions — including the Sarasota Opera House, Ringling Museum, and Bayfront Park — are just a short drive away. And, of course, you’re never far from Sarasota’s world-famous beaches. Siesta Key, Lido Key, and Longboat Key offer white sand, turquoise water, and breathtaking sunsets — all within a 20–30 minute drive. Quick access to I-75 for easy commuting and short drive from the Sarasota Bradenton International Airport (SRQ).brbrCondo Association Approval required: Application will be sent after the property is booked. If approved for rental- Application fee will be refunded back once checked into the property.brbrCondo is located on the second floor- one small flight of steps to enter and no elevator available.brbrAdditional discount for Law enforcement and military- please reach out for details.

2

Bed

2

Bath

5

Sleeps

$260.62

/ Nightly

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Charming Newer 2 bedroom Top Floor condo in Sarasota with Resort Amenities

Sarasota, Florida, United States

Experience the best of the Sarasota lifestyle in this newer top floor 2 bedroom condo. The bedroom features a cozy king bed, perfect for a good night's sleep. Enjoy the convenience of walking to Downtown Sarasota's vibrant scene, including the waterfront, boutique shops, and cultural attractions. With grocery stores and top-rated restaurants just steps away, ultimate convenience awaits. With a heated pool & spa, fitness room, firepit, BBQ area, and AC, guests can stay active and cool during their stay. The condo also offers 2 bathrooms with a bathtub and shower. Den can be used as a quiet space and has a twin bed. Private Balcony overlooks the sparkling pool area—ideal for slow mornings or relaxing with a sunset drink. Private assigned parking space close to elevator. Experience the charm of this amazing property and make unforgettable memories. It's easy to see why you'll be able to unwind at our place.

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Sleeps

$260.23

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Have fun at our Sunny Beachside Retreat remodeled head to toe!

Sarasota, Florida, United States

Make yourself at home in this gorgeous 1-bedroom Sunny Beachside Retreat that sleeps 4. Located a few minutes walk from the beach but if you prefer, stop at the private pool, rest, and enjoy. All you need is your bathing suit, we supply the toys and towels.brbrThe unit is remodeled head to toe. Cook in our bright and modern fully equipped kitchen or walk across the street to choose from a plethora of restaurants and shops. Access the village by visiting the free trolley stop located across the street. This condo features a king size bed and a comfortable pullout coach. Make your holiday one for the best and stay at our place.brDon't worry if you are driving, we have a parking space for. If you don't want to drive the FREE trolley stop is across the street and runs regularly. Inside the unit we have a guidebook filled with information and restaurants. Some of my favorites are across the street. brbrEnjoy your stay!

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$286.87

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Luxury 2 Bed 2 Bath Waterfront Condo with Patio Sunsets Gym and Parking

Sarasota, Florida, United States

Summary:brbrSpacious 4th floor condo perfect for 2 couples or a family w 1300 sq feet! Get the best views from this elevated 4th floor condo which is larger than most units on property. Escape to luxury at our stunning 2-bed, 2-bath condo. Enjoy breathtaking views of Sarasota Bay and a prime location near downtown, St. Armand's & Lido beach. Relax in style with a full kitchen, spacious living area, and private balcony where you can watch the pelicans fly by! Included in your stay (no extra fees like local hotels) are resort-style amenities including a pool, fitness center, and fire pit, making this ideal for couples and families!brbrbrbrSmall, well trained, and non-shedding dogs allowed with a fee and upon approval.brbrbrbrThe Space:brbrThis 2 bed / 2 bath luxury condo offers all the amenities in a beautiful and peaceful environment. The unit is clean and comfortable with a large private balcony with stunning views of the Sarasota Bay and the amazing sunsets. The primary bedroom includes a desk and monitor for those who may need to work while they travel. The 2nd bedroom is spacious and comfortable with a large closet. Laundry room is within the unit.brbrbrbrGuest Access:brbrAs a guest, you will have access to the entire condo including; brbrFree ParkingbrbrFamily AreabrbrFull Kitchen with Bar SeatingbrbrPrimary Bedroom with King Bed, Full Bathroom, and WorkspacebrbrGuest Bedroom with Queen BedbrbrGuest Full BathroombrbrPrivate BalconybrbrIn Unit Laundry Room with Washer and DryerbrbrbrbrIn addition, you have access to the community:brbrHeated PoolbrbrFirepitbrbrFitness CenterbrbrKayak LaunchbrbrbrbrThe Neighborhood:brbrYou can stroll, bike or drive to some great local restaurants in downtown Sarasota. There are many nearby attractions such as St. Armand's Circle, Lido Beach, Longboat Key, Van Wezel Performing Arts Hall, and more!brbrbrbrGated community:brbrOur gated community is a wonderful hub of friendly neighbors, whom are all safe in the knowledge that our security measures are adhered to 24 hours a day, 7 days a week, all year long. brbrbrbrWalking neighborhood:brbrMany of our residents and guests are active people who thrive on the local walking paths. You will always find smiling faces of residents exercising in our community. brbrbrbrWellness Facility:brbrIn addition to the glorious outdoors, we have also built a state of the art wellness facility to provide our guests with all the tools required for them and their families to have great access to mindful exercise.brbrbrbrKayak and Paddleboard launchbrbrSet off for a day on the crystal clear waters in your provided kayak. There are also lots of rental options in the area so you can launch from the boardwalk so you can stay active and explore!brbrbrbrBoardwalk:brbrThe private boardwalk spans 1000 square feet and offers wonderful views of the entire waterfront. Enjoy a luxurious day of fishing, have a stroll and take in the views and enjoy the sunset over the waterfront.brbrbrbrResort style pool:brbrOur resort style pool rivals that of any hotel resort with its luxurious design and immaculate finish. brbrbrbrFirepit and Grill:brbrPerfect for those long summer evenings by the water, our community firepit and grill is an ideal location to unwind. Whether it is cooking up a delicious meal on the grill or simply enjoying the atmosphere around the glow of the fire, you will love this charming modern addition.brbrbrbrGetting Around:brbrParking is free on site for our guests. Please see the leasing office to register your car and get a parking pass. brbrbrbrYou can walk or rent a bike to many restaurants and attractions. brbrbrbrUber/Taxi services are available.brbrbrbrOther Things to Note:brbrA stay at this condo will not require the use of stairs as there is an elevator to your floor.brbrIf the FOB or keys are misplaced there will be a $50 replacement fee.brbrIf cancelled, even within cancellation window, a processing fee may apply.brbrbrbrInteraction with Guests:brbrWe are available as needed, but we will not be in your way. We want this to feel like your home away from home!

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$345.92

/ Nightly

Condo

GULF SIDE - Serene Private Condo, 2BR/2BA, Siesta Key Jamaica Royale #95

Sarasota, Florida, United States

Direct Gulf of America access · Jamaica Royale Condominiums · Siesta Key, Florida · Sleeps up to 6 · 3 heated pools · Free covered parkingbrbrCompletely renovated in spring 2025, this bright and welcoming condo sits on a private lane leading directly to the world-famous white sand beaches of Siesta Key — no roads to cross, no crowds to navigate. The complex is revitalizing its landscaping, and the beach itself is as stunning as ever.brbrTraveling with another family or group A second property is available just 5 doors away (VRBO #988198). Search that number on VRBO to view the listing. brbrbrPRIMARY BEDROOM AND BATH: King pillow-top bed, 42 flat-screen TV, desk/vanity, blackout curtains, and a walk-in shower en suite.brbrGUEST BEDROOM AND BATH: Two queen pillow-top beds, 43 flat-screen TV, and a full bathroom with tub/shower directly across the hall.brbrFAMILY ROOM: 60 HD flat-screen TV with Amazon Prime and Netflix available on every television in the unit.brbrKITCHEN AND DINING: Fully equipped with coffee maker, toaster, microwave, and blender. Adjacent dining table seats 4.brbrPRIVATE PATIO: Outdoor dining table seats 6 under a 9' umbrella. Located on the quiet side of the complex — perfect for relaxing without pool noise.brbrLAUNDRY: In-unit washer/dryer. On-site laundry facility also availablebrbrbrPROPERTY AMENITIES:br3 heated freshwater pools · Private beach access · Beach chairs & towels provided · Beach buggy & coolers · Beach toys · 2 BBQ areas with beach-side pavilions · Shuffleboard courts · Free assigned covered parking · High-speed FIOS Wi-Fi · Digital keypad entry (unique code per stay) · Free Siesta Key Trolley stop at the entrance. brbrLOCATION:brJamaica Royale Condominiums sits directly on the Gulf of America along Siesta Key Beach — consistently rated one of the top 10 beaches in the world. There is a free trolley stop right outside the complex that makes it easy to explore the Key. Tennis courts and a large playground are less than half a mile away at Siesta Key Public Beach, and Siesta Key Village is just 1.3 miles from the property.brbrThe private lane means no through traffic — ideal for families with young children. The beach is always a short stroll, and you'll never need to cross a busy road to get there. br brGOOD TO KNOW:brCheck-in is targeted for 3 PM. On request, an ozone generator can be run before your arrival to sanitize the unit — this adds roughly 2 hours to prep time. A unique digital entry code is created for each guest stay, so there are no keys to worry about losing at the beach. brbrQuestions or concerns Please contact me (the owner) any time. I typically respond within hours.

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$135.53

/ Nightly

Condo

Beautiful 2BR Condo in Charming Sarasota

Sarasota, Florida, United States

Looking for the perfect two bedroom condo Here it is - at the Serenata - a gated community just off University Parkway! brbrThe property features meticulously maintained mature landscaping, 24 hour fitness center, lighted tennis court, game room, library, wifi access in the clubhouse/pool area and valet trash service. Publix, CVS, Starbucks, Panera Bread and many other stores are nearby. The new UTC Mall & SRQ Airport are 5 minutes away. Downtown & St. Armands are only 10-15 minutes away!brbrYou'll love the easy in and out afforded by this second floor condo! You'll also love the relaxing view of the lake from either the living room or the screened lanai. Just sit with your morning coffee or afternoon drink and enjoy the birds as they paddle around the lake.brbrLido Key and its beautiful beach are just 15 minutes away! Downtown Sarasota, with all its shopping, dining and entertainment options, is only 10 minutes away. Don't keep putting it off! Come enjoy your slice of Paradise at the Serenata!

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$574.92

/ Nightly

Condo

Southern Comfort (Condo 1 block from beach W/ Pool)

Sarasota, Florida, United States

Enjoy this well equipped 2 bedroom 2 bath condo just 600 ft from the beach access! Another key feature about the locations of this condo is its relation to the Siesta Key Village being just a few hundred steps away. With 2 bunk beds in the guest room and king for the master families are sure to have enough of space. With and open concept living room and coastal decor you feel like you are at your own beach house. Enjoy the community pool all year round just down the stairs of this unit.

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$164.25

/ Nightly

Condo

Ideal location Siesta Key

Sarasota, Florida, United States

2 week minimum rental from April through December. Currently available for the month of January 2026 select the first day of January and the last day of January to book. January, February,and March are monthly rentals (select the first day and the last day of the month when booking) . 2 week rental minimum the rest of the year.brIdeal location Siesta Key Beach located diagonally across the street. Hop on the free trolley and head for Siesta Key Village. Enjoy the heated saltwater swimming pool and sauna. We even have our own marina if you like to fish or Hope to see some manatees swim by. Amenities like gas barbecue grills and picnic tables in a garden setting is A perfect choice for an enjoyable meal. Park your car in your own covered private parking space. This condo is gorgeous and fully stocked. Dog friendly, one small dog under 25 pounds.brbrCondo comes fully stocked with everything like home including beach gear the umbrella, beach chairs and beach caddy to tote your items to the beach are waiting for you. brbrNewly renovated with granite countertops and tangerine backsplash mosaic tiles absolutely beautiful and fully stocked kitchen. brbrThis condo is wonderfully decorated in the beachy theme. You’ll enjoy the screened in lanai, The perfect place where you can enjoy a meal or cocktail. As you enter the condo you’ll just love The floorplan and beach decor. You get the entire condo all to yourself. A huge master bedroom with double closets. A new bathroom which includes a blow dryer, shampoo some extra toiletries and a first aid kit. The living room sofa can pull out into a queen size bed if needing extra space. Enjoy the mirrored wall in the dining room that gives the whole space an awesome sparkle and glitz. brbrWe have all linens including beach towels and more!brbrSiesta Beach is located diagonally across the street with push button traffic Signal for safe crossing. like no other! Pure white baby powder sand under your feet. Siesta Beach also has many amenities to enjoy, for example: showers, bathrooms, plenty of free parking, a spectacular concession standrestaurant with an awesome view of Siesta beach., Picnic tables, volleyball courts, tennis courts and more. This beach is like no other! Voted the best walking beach in the USA and the best of the best sand. You will want to come back year after year.brbrThis condo has a heated swimming pool, with plenty of lounge chairs and tables with umbrellas, sauna, bathrooms, outdoor shower, barbecue grills, outdoor tables, we even have our own Lagoon.brbrInquire about our additional condo next-door for larger groups It’s The identical mirror image floor plan.brbrThe town of SIesta key guest a great place to shop, dine, and enjoy the nightlife with plenty of outdoor live entertainment. Just roll down your windows as you pass by and listen to the live bands. brbrEvery Sunday Siesta Beach has a drum roll Circle at 6 PM. Hundreds of People come to the drum roll circle to listen to the beat of the drums and dance the evening away while the sunsets. It’s truly an amazing experience. brbrCondo is loved and well maintained.brbrOne small dog allowed with permission only. Please inquire first before booking. Pet owner must sign a waiver policy before check-in date. Dog must weigh 25 pounds or under. Dog fee is $125 per stay. Please don’t show up with your dog without permission you will be asked to leave without a refundbrbrBook with confidence we have a five star rating and always terrific feedback from our past guests.brbrWe appreciate your booking and will take good care of you!

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