Vacation Home Rentals By Owner In Sarasota, FL

Luxurious, Spacious and Completely Remodeled! This 5 bedroom 4.5 bathroom house sleeps 10 people in beds. Your family and friends will love the PRIVATE HEATED POOL and SPA as well as the fully loaded exercise room. This home features multiple balconies and patio spaces for outdoor enjoyment. The property is located directly on the world famous Siesta Key and just 5 minutes to the village!brbrAT A GLANCE:brbrBedroom Accommodations:br● Master Bedroom 1: King Bed (1) En Suite - Sleeps: 2br● Master Bedroom 2: King Bed (1) En Suite - Sleeps: 2br● Master Bedroom 3: King Bed (1) En Suite - Sleeps: 2br● Bedroom 4: King Bed (1) En Suite Jack & Jill - Sleeps: 2br● Bedroom 5: King Bed (1) En Suite Jack & Jill - Sleeps: 2brbrExclusive Amenities Include:br● Private Beach Accessbr● Private Heated Pool and Spabr● Multiple Outdoor Dining Areasbr● Beautiful Chef's Kitchen br● Oven and Electric Stovebr● Huge Stainless Steel Chef's Refrigeratorbr● Separate Restaurant Quality Ice Machinebr● Microwavebr● Dishwasherbr● Coffee Makerbr● Food Warmerbr● Fully Equipped with dishes, flatware, stemware, cutlery and serving accessoriesbr● Separate Full Bar br● Flat Screen Smart TVs throughout br● Wifi throughout housebr● Bluetooth Speakersbr● Lounge Chairsbr● Outdoor BBQbr● Full Bar Areabr● Washer/Dryer in housebr● Private Exercise Room with bench, free weights and other misc gym equipmentbr● Linens Providedbr● Steps from restaurants, bars and nightlifebr● 5 minutes to the Siesta Key Villagebr● Steps to Boat and Jet Ski Rental, Paddle Boarding, Kayaking, Wakeboarding, Water Skiing, Tubbing, Parasailing, Fishing and much more!br● Balconies with beach and pool viewsbr● Beach Chairs Providedbr● Beach Towels Providedbr● Secure Parking in Private Garagebr● Smart Doorbell at front door entrance recording front exterior

Beachfront Luxury Siesta Key Beach House

Sarasota, Florida, United States

Bed

Bath

Sleeps

$449.58

Charming two-story Key West–style home in the heart of the Rosemary District, downtown Sarasota. This 2-bedroom, 2.5 bath vacation rental is walking distance to downtown dining, shopping, coffee shops, and nightlife. Enjoy a front porch, private back patio, and ample parking. Sleeps up to 6 with two king beds and queen pull-out sofa. brbrWelcome to your home away from home—this thoughtfully designed two-story retreat offers comfort, space, and everything you need for a relaxing stay.brbrUpstairs, you’ll find two private bedrooms, each with its own en-suite bathroom. The primary bedroom features a plush king-size bed, ample closet space, and an attached bathroom with a walk-in shower—perfect for unwinding after a long day. The guest bedroom offers a cozy king-size bed, generous closet storage, and a private bathroom with a shower/tub combination, ideal for families or friends traveling together.brbrbrDownstairs is designed for gathering and convenience. The open living room provides comfortable seating along with a queen pull-out sleeper sofa for additional guests. A convenient half bath is located on the main level, along with a full laundry area for longer stays. The kitchen and dining area are fully equipped and stocked with cookware, making it easy to prepare everything from quick breakfasts to home-cooked dinners.brbrWith a functional layout, plenty of storage, and space for everyone to spread out, this home is perfect for couples, families, or small groups looking for comfort and convenience in a stylish setting.brbrWe do have a ring camera on the exterior front and back door for security purposes.

Rosemary District / 2 bed 2.5 bath

Sarasota, Florida, United States

Bed

Bath

Sleeps

$429.4

This house is HUGE! 9 miles to Siesta Key and 4 miles to a neighborhood lake! Whether you prefer a dip in the spa/hot tub (up to 102degrees) to relax your muscles or a refreshing swim in the pool, this house has it all. It is family friendly or a great get away with friends or couples. You have everything you need right here for your enjoyment! 1 King Bed, 1 Queen Bed, 1 Queen and 1 Bunk Bed, and a pull out sofa-bed. Dining area, breakfast area, garage, a wonderful place to reset and rewind. Extra clean, beach towels, bath towels, bed sheets, pots and pans, beach chairs...everything you need. The living room and master have vaulted ceilings. Your outdoor living area has a tv. Great place to relax and enjoy!brCheck out our other property at Casa Verde Siesta Key Sarasota retreat.

Casa Azul/Siesta Key/Sarasota Retreat-Spa Pool Outdoor Living Area Extra Clean!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$370.15

Spectacularly remodeled 3 bedroom/2 bathroom West of Trail home on dead end street with heated pool. Brand new furnishings throughout within minutes of Crescent Beach and Siesta Key. Right in the heart of South Sarasota, restaurants, groceries, shopping within minutes. Water access for kayaking right across the street from the house. Very private, great for walking and bike riding. One of the best kept secret locations in Sarasota. You will fall in love with the place!

West of Trail home close to Crescent Beach and Siesta Key with water access

Sarasota, Florida, United States

Bed

Bath

Sleeps

$221.85

Sun, sand, and beach fun awaits at this Sarasota vacation rental! A 2,400sq foot beautiful home located in TPC Prestancia; a gated and safe community. The home is about10 minutes away from Siesta Key Beach. This charming house includes 3 bedrooms, 2 baths, and a beautiful fenced and screened garden that is perfect place to unwind when you're not splashing in the Gulf, dining at delicious waterfront restaurants, or exploring the nearby parks, shops, and museums.brbr-- THE PROPERTY --brMaster Bedroom: 1 King Bed | Bedroom 2: 2 Queen Beds, | Bedroom 3: 2 Queen BedsbrbrCOMMUNITY AMENITIES: golf course (fee), heated community pool, clubhouse, ponds, gated communitybrbrINDOOR LIVING: 2 flat-screen TVs, wall-to-wall windows, 2 dining tables (6-person and 5-person), 2 full bathrooms, walk-in closet in master bedroombrbrOUTDOOR LIVING: Lanai, outdoor seating, bistro table, tennis court and garden viewsbrbrKITCHEN: Fully equipped, coffee maker, dishware, flatware, toaster, knife block, 5-person kitchen tablebrbrDINING ROOM: 6-person dining room tablebrbrOUTDOOR LIVING: fully fenced and screened garden, outdoor seating, bistro table, 2 beach lounge chairs brbrGENERAL: Free WiFi, A/C, washer/dryer, linens provided, towels provided, complimentary toiletries, hairdryersbrbrPARKING: Garage (2 vehicles), drivewaybrbr-- THE LOCATION --brbrBEACHES: Siesta Key Beach (5.6 miles), Turtle Beach (6.6 miles), Crescent Beach (4.4 miles), Lido Key Beach (12.0 miles), Venice Beach (11.8 miles)brbrDINING: Daiquiri Deck South Siesta Key (3.7 miles), Siesta Key Oyster Bar (6.4 miles), Big Olaf Creamery (6.4 miles), The Old Salty Dog Siesta Key (6.6 miles)brbrATTRACTIONS: Venice Fishing Pier (12.9 miles), Oscar Scherer State Park (5.4 miles), Siesta Key Village (6.5 miles), Lido Key (12.0 miles), St. Armands Circle Shops (11.4 miles), Mote Marine Laboratory & Aquarium (12.8 miles),The John and Mable Ringling Museum of Art (12.4 miles), Warm Mineral Springs Park (23.1 miles), Lemon Bay Park and Environment Center (21.5 miles)brbrAIRPORT: Sarasota-Bradenton International Airport (12.6 miles)brbr-- POLICIES --brbr- No smokingbrbr- No pets allowedbrbr- No events, parties or large gatheringsbrbr- Must be at least 25 years old to bookbrbr- Additional fees and taxes may applybrbr- Photo ID may be required upon check-in

3BR/2BA Charming House ~6miles from Siesta Key Beach!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$513.02

Make some memories at this unique and family-friendly place.brThis spacious, newly updated, 1,800 squarebrfoot home includes 4 bedrooms, 2 baths comfortably sleeps up to 10 guests.The house is equipped with all your basic essentials to make you feel right at home.brA complete kitchen is available with all basic amenities.brThe screened-in patio has the perfect set for a year-round vacation with a heated pool, lounge chairs, outdoor dining table. At night the stringed lanai lights can be plugged in for a cozy ambiance and the pool can be light up with a remotely switch for a quietbrlate-night swim.brA washer and dryer is available on the premises.brWe are close to restaurants,brshopping. Siesta Beach is about 20 minutes drive.brThe back patio has a gas grill. We also have things for your beach trip that youbrcan grab with you. Chairs, umbrella.brSPA and Pool temperature is remotely controlled . brKitchenbrWifibrFree driveway parking on premises – 4 spacesbrPrivate outdoor pool - available all year, open specific hours, heatedbrPrivate hot tub - available all year, open specific hoursbrPets allowedbr65 HDTV with Roku, standard cablebrFree washer – In unitbrSecurity cameras on propertybrUnavailable: Carbon monoxide alarmCarbon monoxide alarm

Contemporary Home with heated LARGE POOL and SPA

Sarasota, Florida, United States

Bed

Bath

Sleeps

$386.44

Enjoy a tranquil vacation at this Siesta Key 3 BR 2.5 BA home with an oversized pool.brbrPulling up to the lush tropical landscaped property, you will be greeted by its palm trees and beautiful plants.brbrThe outdoor section features an oversized, heated pool and spa. The home also features a top of the line Weber gas grill.brbrThe house is located on the north end of Siesta Key, a 5 minute drive to Siesta Village and 7 minute drive to Siesta Beach. The home has easy access on and off the island. The home also features automated trash bin service (no rolling of bins to the curb).brbrCity of Sarasota Vacation Rental Certificate of Registration number VR22-00035

Private Home in Siesta Key, Florida, USA

Sarasota, Florida, United States

3

Bed

Bath

8

Sleeps

$343.38

NOW BOOKING! - Brand new to the Rental Program: This second floor, 2 level 2BR/2.5BA townhome has tropical views overlooking both the pool and the Gulf of Mexico. All new furniture in the living room features large entertainment center with new 65 flat screen smart tv and soundbar. Glass sliders lead out to the screened lanai w/ cocktail table and chairs where you can listen to the waves. Large half bath off the spacious and fully-functional kitchen featuring all stainless appliances. King bed in master bedroom with new 46 smart tv and all new furniture....step out to your private open-air sun deck and view the most breathtaking sunsets in Florida. Vanity/powder room en route to master bath with vanity sink and walk-in shower. Guest bedroom also boasts new 46 smart tv, 2 full beds and bathroom with combo shower/tub. Washer/dryer upstairs in sunny nook. Wi-Fi with high speed internet. **PICTURES COMING SOON**

Doveplum 220

Sarasota, Florida, United States

Bed

Bath

Sleeps

$350.46

Unwind in this beautiful Sarasota retreat just minutes from Siesta Key Beach. Featuring a private backyard, stylish interiors, and all the comforts of home — Greenbrook Drive is a 4-bedroom home and is your perfect base for a relaxing Florida escape. brbrKey Features:br4 Spacious Bedrooms – Sleeps up to 8 comfortably, perfect for families or group getawaysbrPrivate Heated Pool – Enjoy swimming and lounging year-round in your own backyard oasis. Heating additional charge.brClose to Siesta Key Beach – Just a short drive to world-famous white sands and turquoise watersbrBeach Gear Included – Towels, chairs, umbrellas, and a cooler—all ready for your beach adventurebrFully Equipped Kitchen – Modern appliances and cookware to make meals at home a breezebrOutdoor Entertainment Area – Covered patio with dining space and grill, great for evenings outsidebrBright & Modern Interiors – Stylish decor with comfortable furnishings and plenty of natural lightbrHigh-Speed WiFi & Smart TVs – Stay connected and stream your favorites with easebrWasher & Dryer On-Site – Convenient for longer stays or family vacationsbrPrime Sarasota Location – Near shopping, dining, golf, and local attractionsbrbrGreenbrook Drive offers the perfect blend of tranquility and convenience. This quiet Sarasota community is known for its tree-lined streets, well-kept homes, and relaxed, welcoming vibe—making it ideal for families, couples, and groups seeking a restful Florida escape.brbrGuests love the prime location—you're just minutes from the soft white sands of Siesta Key Beach, consistently ranked among the top beaches in the U.S. Enjoy easy access to local dining, boutique shopping, and a variety of cultural attractions, including The Ringling Museum, Marie Selby Botanical Gardens, and vibrant downtown Sarasota.brbrOutdoor enthusiasts will appreciate nearby parks, walking trails, and golf courses, while everyday essentials like grocery stores, coffee shops, and pharmacies are just around the corner.brbrWhether you're planning a beach vacation, a remote work retreat, or a family reunion, Greenbrook Drive places you right in the heart of all Sarasota has to offer—without the hustle and bustle.brbrIf 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. brbrThe Bay and Key Collection 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 The Bay and Key Collection 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.brbrProperty Description:brEscape to this beautiful 4-bedroom vacation home in Sarasota, just minutes from the stunning Siesta Key Beach. Perfect for families or groups, this spacious home features a private heated pool, ideal for relaxing after a day of sun and sand. Enjoy modern amenities, a fully equipped kitchen, and a prime location close to top attractions, dining, and shopping. Your perfect getaway awaits!brbrExternal:brEnjoy the private heated pool, surrounded by a spacious patio area with outdoor seating and dining space, ideal for grilling out or enjoying a quiet morning coffee. The covered lanai offers shade and comfort, letting you enjoy the outdoors rain or shine.brbrWhile Greenbrook Drive itself is a quiet residential street without an official HOA or gated facilities, the surrounding Palmer Ranch area (which Greenbrook is part of) offers an exceptional community atmosphere known for safety, walkability, and proximity to local amenities.brbrGuests will enjoy:br• Safe, walkable streets great for morning strolls, jogging, or bikingbr• Nearby public parks like Gulf Gate Community Park and Legacy Trail for walking, biking, and outdoor activitiesbr• Access to top-rated golf courses and tennis clubs within a short drive (like TPC Prestancia and Serendipity Racquet Club)br• Quick access to shopping centers, grocery stores, and casual or fine diningbr• Close to public beaches, nature preserves, and cultural venues in central SarasotabrbrWhile there are no formal shared community facilities on Greenbrook Drive itself, the home’s prime location places you within minutes of everything Sarasota has to offer—without sacrificing peace and quiet.brbrProperty can be accessed via key lock box located at the property, code is sent on the day of arrival. brbrDirections: brTake Exit 205 for FL-72/Clark Road toward Sarasota. Head west on Clark Road (FL-72) for about 4.5 miles. Turn left onto Beneva Road. Continue on Beneva Road for about 1.5 miles. Turn right onto Greenbrook Drive. 5312 Greenbrook Drive will be on your right-hand side.brbrParking is available on site for a maximum of 3 cars in the driveway. Parking is available on the street. The garage is not available to guests.brbrPer HOA Regulations - This property must be rented for a minimum of 30 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 The Bay and Key Collection.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.

Greenbrook Retreat - Luxury 4 Bed Pool Home by The Bay & Key Collection

Sarasota, Florida, United States

Bed

Bath

Sleeps

$672.49

BNB Breeze Presents: Bay Bliss & Waldemere House -Two Houses!brThis stunning 2-house oasis resides in the heart of Sarasota Florida and is located just minutes away from Siesta Key Beach. These beautiful homes include: br- Heated Saltwater Pool - heated at NO extra cost from Nov 21 - April 1stbr- Outdoor Grillsbr- Two Fully-Equipped Kitchens!br- Electric bikesbr- Cozy Outdoor Furniture Setbr- Wi-Fibr- Smart Tvsbr- Digital Game Tablebr- and More!brbrExperience double the fun at Baymere Houses. This TWO-HOUSE property is your ideal getaway in Sarasota, Florida. Enjoy these lovely homes situated side-by-side and take advantage of the close access to pristine beaches and downtown dining. This tranquil oasis offers spacious living areas bathed in natural light, two fully-equipped kitchens perfect for culinary adventures, and a serene backyard oasis with a private pool. Ideal for relaxation and exploration, these homes promise unforgettable moments in the heart of Sarasota's vibrant cultural scene and sun-soaked shores.brbrWe know, contracts aren't the most exciting part of your getaway, but to keep our home safe, we'll need you to sign a quick rental agreement upon booking (this will be sent to you, after you book) — then it's all fun from there! You can see what the contract looks like in the House Rules section. Note, check in details will not be sent until that contract has been signed. brbrTHE INTERIOR SPACEbr- Wi-Fibr- Laundry Rooms w/ a Washer + Dryer (Detergent Provided)br- Electric Fireplace (House 2)br- Our home is stocked with clean and sustainable products and toiletries to give you and your loved ones a toxin-free stay!brbrKITCHEN + DINING AREAbr- 2 KITCHENS!!br- Fully-Equipped Kitchen w/ Cooking + Baking Essentials (No Food)br- 2 Dining Areas!br- Beautiful Appliancesbr- Stove + Ovenbr- Fridge + Freezerbr- Microwavebr- Dishwasher (Detergent Provided)br- Drip Coffee Makerbr- Hot Water Kettlebr- Toasterbr- Dishesbr- Silverwarebr- Glasses + Coffee MugsbrbrLIVING ROOMbr- Two Living Room Spaces!br- Large Smart TV in each Living Roombr- Plush Sofa + Comfy Chairsbr- Throw Pillows + Blanketsbr- Plush Pull-Out Queen-Sized Sofa (located in House 1)brbrTHE SLEEPING ARRANGEMENTS | 6 Bedrooms |br- Bedroom 1: King Bed w/Bunk Beds in attached room (Located in House 1)br- Bedroom 2: Queen Bed (Located in House 1)br- Bedroom 3: 2 Twin Beds (Located in House 1)br- Bedroom 4: King Bed (Located in House 2)br- Bedroom 5: King Bed (Located in House 2)br- Bedroom 6: 2 Twin Beds (Located in House 2)brbrBATHROOMS | 4 |br- Bathroom 1: Full Bath: Standing Shower (Located in House 1)br- Bathroom 2: Full Bath: Shower/Tub Combo (Located in House 1)br- Bathroom 3: Full Bath: Walk-in Shower, ensuite (Located in House 2)br- Bathroom 4: Full Bath: Shower/Tub Shower (Located in House 2)brbrStep outside to experience your personal oasis in paradise! The covered porch is equipped with a luxurious outdoor furniture set, coffee tables, throw pillows, and string lights to provide you with the perfect space to relax and soak up the Sarasota sunshine! With a perfect view of the backyard, you can let the kids roam free while you relax from the comforts of the porch! Thanks to the spacious front driveway, there is plenty of parking space for your group's vehicles! Soak up the sunshine in style at Bay Bliss Bungalow! brbrTHE OUTDOOR OASIS:br- Covered Porch w/ String Lightsbr- Screened in Patio w/ Sitting Areabr- Plush Outdoor Furniture Set br- Coffee Tables + Throw Pillowsbr- Spacious Backyard br- Parking Space for up to 7 Vehiclesbr- Private pool! (heated seasonally)br- 4 Electric Bikesbr- Propane BBQ Grillbr- Yard Games: Corn Hole Kan Jambr- Spacious backyard for the kids to play in!br- 2-Person outdoor table and chair set: Perfect for that morning cup of coffee!brbrLocated diagonally across the street from Arlington Park! This aquatic facility has 2 pools, outdoor athletic courts, a picnic area, gym, playground & walking trail. Daily rates are offered throughout the year averaging $4 per adult and $2 per child. This space is perfect for enjoying the laid-back pace of this beautiful beach town, while being conveniently located to downtown and a plethora of delicious foodie-inspired restaurants! We cannot wait to (hopefully) host you and your loved ones at Baymere Houses soon! brbrNAVIGATING THE AREAbrThe Bay Runner is a new, open-air trolley that provides complimentary service seven days a week, until midnight, with multiple stops along the way between Lido Key, St. Armands Circle, and downtown Sarasota!brbrNEARBY AIRPORTS:br1. Sarasota Airport (SRQ)br2. Tampa International Airport (TPA)br3. St Pete/Clearwater Airport (PIE)brbrLOCAL ATTRACTIONSbr1. Pompana Park for Pickleball Courts! br2. Legacy Trail br3. Siesta Key Beach (20 Minutes)br4. Lido Key Beach (18 Minutes)br5. Downtown Sarasota (15 Minutes)br6. St Armands Circle (17 Minutes)br7. Aquarium brbrGOLFbr1. The Meadowsbr2. University Park Country Clubbr3. Tatum Ridgebr4. The Founders Club (Private Club)br5. Longboat Key (Private Club)br6. The Ritz (Private Club)br7. IMG Academy Golf Clubbr8. Esplanade Golfbr9. WaterleafbrbrRESTAURANTSbr1. The Shore: Trendy waterfront restaurant with amazing seafood! br2. Connors: High-end restaurant without the high price tag! br3. Grillsmith: If you go here, you MUST get the plank grilled salmon!br4. Dry Dock: Waterfront Seafoodbr5. The Fish Camp: Wonderful seafood, but often very busy!br6. Baker + Wife: You will just love this fantastic restaurant. br7. Riverhouse Reef + Grill: Further away in Bradenton, but fantastic! br8. Der Dutchman: Fantastic home-cooked meals just down the road from you!br9. Summer Tap Juice Bar: The BEST Açai bowl in town! brbrCOFFEEbr1. Breaking Wave Coffee br2. Perq: Do not expect syrups, just great coffee :)br3. Project Coffee (2 Locations)br4. Out & About Coffee (O&A)br5. Postal 98 CafebrbrGROCERYbr1. Detwilers Farm Markets: The best place to buy organic fruits and vegetables!br2. Publixbr3. Trader Joesbr4. Whole Foodsbr5. Fresh Marketbr6. Walmart Grocery brbrADDITIONAL AMENITIES:br- Linens for each Bedbr- Towels and Washclothsbr- Paper Towels br- Bottle of Dish Soap br- Detergentbr- Trash Bagsbr- Coffeebr- 2 Rolls of toilet paper, per bathroom br- Bath essentials - body soap, shampoo & conditionerbr*Please be prepared to bring any additional supplies that you will need during your stay. brbrPlease Note:brbr1. Pet Policy: **This property is NOT pet friendly. Please note, if we find evidence of an unauthorized pet in the home, we will ask for it to be removed immediately and guests will be charged a $400 non-refundable fine. This is also grounds for immediate removal of the guests from the home.brbr2. No Smoking: If any signs of smoking are documented, the renter agrees to pay a $200.00 / per day.brbr3. Quiet hours for the property are between 10:00 PM and 8:00 AM. Please keep the noise levels down over this time. brbr4. Pool Heat: This property is equipped with pool heat. Heat is turned on from November 21st through April 1st and is included with your stay at no extra costs. The FL sunshine does an incredible job at warming the pool for stays outside of these dates. Any request for pool heat outside of these dates will be considered individually and will incur an extra fee. Swim at your own risk.brbr5. Upon booking, each guest will receive a guest rental agreement. This must be signed before the House Manual (which includes access instructions for the property) is sent. brbr6. We offer complimentary 24/7 communication to ensure that your stay exceeds your expectations! Please feel free to reach out to us day or night and we will provide you with a swift response! brbr7. There are NO LONG CHECK-OUT INSTRUCTIONS! We want for you to be able to fully enjoy every minute of your stay! brbr8. This home is equipped with a security camera outside for the protection of home and safety of our guests. It is recording 24/7, 365 days a year. There are no cameras on the interior of the home. brbrVacation Rental License #VR24-00227 & #VR24-00201

2 Homes 6 Rooms w/Pool (Bay Bliss & Waldemere)

Sarasota, Florida, United States

Bed

Bath

Sleeps

$430.3

Beautiful gulf side, ground-level 2BR/2BA unit! Large, open living area extended out all the way to the glass sliders overlooking the beach and pool (NEW Queen sleeper sofa coming soon!) Updated kitchen with large counter top and stainless steel appliances. Cozy living/dining area with built-in bar storage cabinets and large flat screen TV with speaker system. Master bedroom features a king bed and a tub/shower combo in the en-suite bathroom. Guest bedroom features a full sized bed and TV. (Two new twin beds coming soon!) The guest bathroom adjacent to the kitchen, features a small walk-in shower. Cable, phone, WiFi included. NEW stackable washer/dryer in the hallway to master bedroom. Currently sleeps 4 but will be able to sleep 6 soon! The beach and pool are literally just steps away from this cozy and relaxing unit with amazing views of Siesta Key sunsets every night!

Firethorn 210

Sarasota, Florida, United States

Bed

Bath

Sleeps

$248.58

2BR/2.5BA townhome, multi-level (stairs) 2nd & 3rd floor unit with tranquil views overlooking our private canal. This comfy unit has a spacious living room and enclosed lanai to relax and take in the lush tropical landscape. Large Flat Screen TV in living room. Dining room has ample space for entertaining, including breakfast/bar seating. Fully equipped kitchen with TV and bathroom just off the pantry. Both bedrooms are upstairs; large master bedroom features king bed with private bath and flat screen TV. Open balcony off of the master bedroom overlooks the canal. Guest bedroom across the hall with 2 twin beds and TV. Guest bathroom with tub/shower combo. Complimentary cable and wi-fi in this unit.

Doveplum 620

Sarasota, Florida, United States

Bed

Bath

6

Sleeps

$222.1

Escape to this serene and spacious 3BR/2BA house on a peaceful, traffic-free street. With its high-beamed ceilings and charming details, this property exudes luxury and comfort. Discover the nearby attractions, with Siesta Key Beach just 7 miles away, Lido Beach only 6 miles away, and Downtown a mere 2.5 miles away. Start your day on the lanai with the cup of coffee before heading out to explore the shops and restaurants located just a 7-minute drive from the property.

Luxury Family Home Near Downtown & Siesta Key Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$199.38

Enjoy the perfect mix of old Florida charm & modern amenities at this centrally-located historic home just one block from the waterfront & minutes to Lido Key beach, St. Armand's Circle, & SRQ airport. All within a mile, you’ll find everything downtown Sarasota has to offer, incl. great restaurants, Marina Jacks, waterfront parks, Selby Gardens, Ringling museum, Whole Foods, to name a few! Relax with a drink & grill out on the back deck or work remotely & then hit the beach! A true Florida gem.brbrVacation Rental certificate number: VR25-00194

Historic Stylish Gem. Walk to Water & Downtown! 7 mins to Beach.

Sarasota, Florida, United States

Bed

Bath

Sleeps

$477.83

Sarasota Seascape House: A Perfect Beach Vacation GetawaybrbrWelcome to Sarasota Seascape House, your ultimate retreat for a luxurious and unforgettable beach vacation. This charming single-family home features 4 bedrooms and 2 bathrooms, offering a spacious 2,100 sq. ft. layout that blends elegance and comfort for families, friends, or special gatherings. With the ability to accommodate up to 8 guests, this home is perfect for large families or groups looking for a memorable stay. Nestled in a peaceful neighborhood with North Water Park right next door, this property provides the perfect combination of relaxation and convenience, ensuring an exceptional experience in beautiful Sarasota.brbrUpon entering Sarasota Seascape House, you'll be greeted by an open-concept living area that exudes luxury and comfort. The expansive living room creates an inviting space for relaxation and family gatherings. brbrThe gourmet kitchen is designed for culinary enthusiasts, featuring a convection oven, a microwave, and a dishwasher. The generous granite countertops provide ample space for meal preparation, while the large kitchen island is perfect for casual dining or enjoying morning coffee. The kitchen is stocked with a complete range of cookware, utensils, and gadgets, making meal preparation a breeze.brbrAdjacent to the kitchen is a beautifully appointed dining area with a large wooden table that comfortably seats 8. This space is ideal for family dinners, special celebrations, or enjoying a meal with friends. brbrThe master suite is a luxurious retreat, featuring a king-size bed adorned with high-quality linens and plush pillows. This spacious room includes a walk-in closet and a private in-suite bathroom, with a separate glass-enclosed shower and dual vanities. The master suite also provides direct access to the backyard patio, where you can enjoy a peaceful morning coffee or an evening drink.brbrThe three additional bedrooms are thoughtfully designed to accommodate all guests comfortably, with cozy bedding and ample closet space, while the fourth bedroom is perfect for children or additional guests. For additional sleeping arrangements, the living room and other common areas can be adapted to accommodate extra guests, making this home perfect for larger groups.brbrOutdoor Living:brbrStep outside to discover your private oasis in the backyard. The sparkling and salty swimming pool is the centerpiece of this space, perfect for taking a refreshing dip or lounging on the comfortable poolside chairs while soaking up the Florida sunshine. The covered lanai features a table and a gas grill, making it ideal for alfresco meals and barbecue evenings with family and friends. The lush, landscaped garden provides a serene backdrop, perfect for unwinding or enjoying outdoor games, or watching your kids play at the playground.brbrThe pool area is meticulously designed to offer the best in outdoor living. Whether you're floating on a pool float, taking a dip, or simply relaxing under the sun, this space offers ample opportunities for relaxation and fun. brbrAdditional Amenities:brbrWi-Fi: High-speed internet access throughout the homebrAir Conditioning: Central air conditioning to keep you cool and comfortablebrLaundry: Full-size washer and dryer located in a dedicated laundry roombrParking: Driveway parking for up to 4 cars, plus a two-car garagebrEntertainment: Flat-screen TVs in the living room and master bedroom, and in the fourth bedroom.brKitchen Supplies: Comprehensive range of kitchenware including pots, pans, utensils, a blender, coffee maker, toaster, and morebrSafety Features: Smoke detectors, and a first-aid kit for peace of mindbrGrill: Gas grill for outdoor cooking and entertainingbrbrNearby Attractions:brbrSarasota Seascape House is perfectly located to offer easy access to some of the area’s most beloved beaches and attractions:brbrNorth Water Park: Located right next to the house, North Water Park provides a fantastic recreational option with a variety of fun activities for all ages. Enjoy playgrounds, and picnic areas just steps away from your vacation home.brSt. Armands Circle: Just a 10-minute drive away, St. Armands Circle is a vibrant shopping and dining destination known for its unique boutiques, gourmet restaurants, and charming atmosphere.brLido Beach: Only 15 minutes from the house, Lido Beach features beautiful sands and clear waters, perfect for a relaxing day by the sea.brSiesta Key: Known for its stunning white sand and vibrant atmosphere, Siesta Key is a short 20-minute drive and promises a quintessential Florida beach experience.brAnna Maria Island: A charming destination just 20 minutes away, Anna Maria Island offers pristine beaches and a laid-back vibe with local shops and eateries.brIn addition to these nearby attractions, explore downtown Sarasota with its eclectic mix of dining, shopping, and entertainment. Cultural highlights include the Sarasota Opera House, The Ringling Museum of Art, and the Marie Selby Botanical Gardens. Outdoor enthusiasts will appreciate the nearby parks, nature reserves, and scenic bike trails, as well as opportunities for boating, fishing, and kayaking on the beautiful waterways.brbrBooking Information:brbrWe invite you to experience the unparalleled comfort and luxury of Sarasota Seascape House. Whether you're seeking a tranquil retreat or an adventure-filled getaway, this property provides the perfect setting for creating unforgettable memories. Our dedicated team is here to ensure a seamless and enjoyable stay, offering personalized service to assist with any questions or special requests.brbrReserve Your Stay:brbrDon’t miss out on the chance to enjoy an exceptional vacation at Sarasota Seascape House. Check our availability calendar and book your stay today. We look forward to welcoming you and providing a vacation experience that will exceed your expectations!

Sarasota House, A Perfect Beach Getaway!!! Spacious 4-bedroom house & Pool !!!

Sarasota, Florida, United States

4

Bed

Bath

8

Sleeps

$483.15

Unwind in Sarasota at this fabulous house. With 3 bedrooms including 1 king bed and 2 queen beds, along with 2 bathrooms featuring a bathtub and shower, guests will feel right at home. The additional living room space with a sofa bed provides extra comfort for relaxation. Enjoy your time in Sarasota at our welcoming property.

Your own slice of paradise 2 miles from Siesta Key

Sarasota, Florida, United States

Bed

Bath

Sleeps

$456.85

Welcome to Casa Force Majeure – Villa 1 at Your Private Sarasota EscapebrStay, swim, and soak up the Sarasota sun in this coastal-inspired villa with a private heated saltwater pool. Just 4 minutes from world-famous Siesta Key, this spacious single-level home is designed for gathering, relaxing, and unwinding. With three bedrooms, two bathrooms, and room for up to 10 guests, this refreshed retreat blends coastal comfort with total privacy. Nestled in a quiet bayfront neighborhood within walking distance to cafés, restaurants, parks, and sunset viewpoints, it’s a rare Sarasota vacation rental that feels both connected and secluded.brbrThe ExperiencebrWake up to sunlight pouring through palm trees, sip coffee by your heated saltwater pool, and plan your beach day just minutes away. Spend afternoons exploring Siesta Key, strolling downtown Sarasota, or grabbing dinner at a local seafood spot. When you return, unwind beneath the glow of bistro lights, fire up the grill, and settle into the easy rhythm of Gulf Coast living. This home is part of a unique two-home property. For larger families, retreats, or multi-group getaways, both villas can be booked together to accommodate up to 19 guests while maintaining privacy. To find the whole property listing, please search 4743248.brbrWhat Guests Love Mostbr• Quiet, coastal setting near the action but away from the noisebr• Spacious open layout with new furnishings and cozy details throughoutbr• Heated saltwater pool with loungers, string lights, and outdoor diningbr• Walking distance to the bay, parks, and neighborhood restaurantsbr• Fast 2 GB fiber Wi-Fi for streaming, remote work, or gamingbr• Fully stocked kitchen with all-new cookware, dishware, and coffee optionsbrbrProperty Highlightsbr• 3 Bedrooms / 2 Bathrooms – Sleeps 10br• Private heated saltwater pool (exclusive to your group)br• Driveway parking for 3 vehicles (U-shaped and well lit)br• Full kitchen with stainless-steel appliances, Keurig, drip, and French press coffee makers, air fryer, waffle maker, and toasterbr• Smart TVs in every bedroom and living room plus board games for all agesbr• Midway arcade table featuring Pac-Man and Galagabr• Beach gear: 8 chairs, 2 umbrellas, 1 soft cooler, towels, and ice packsbr• Propane grill and poolside dining areabr• Laundry room with starter supply of soap providedbrbrSleeping Arrangements – Villa 1br• Bedroom 1: Kingbr• Bedroom 2: Queenbr• Bedroom 3: Two Queens + Deskbr• Sunroom: Queen Sleeper Sofabr• 2 Full BathroomsbrbrOutdoor LivingbrYour private backyard oasis features a heated saltwater pool with both shallow (3 ft) and deep (5 ft) ends, surrounded by loungers, bistro lighting, and tropical landscaping. A propane grill and covered dining table make outdoor meals effortless, creating the perfect setup for dinner under the stars and relaxing swims after a day at the beach.brbrNewly Refreshed ComfortsbrThis home was recently restyled with brand-new beds, linens, towels, cookware, dishware, and furnishings – the things that make a home feel crisp, clean, and cared for. Every detail was chosen for comfort, from plush mattresses to cozy lighting and thoughtful touches for longer stays.brbrDistance to Local Favoritesbr• Siesta Key Beach (ranked #1 in the U.S.) – 8 minbr• Crescent Beach – 6 minbr• Turtle Beach – 11 minbr• Lido Beach – 17 minbr• Nokomis Beach – 20 minbr• Downtown Sarasota – 11 minbr• Trader Joe’s / Publix / Target – under 10 minbr• Walgreens – 4 min | CVS – 6 minbr• Sarasota Memorial Hospital – 10 minbr• Urgent Care – multiple options nearbybrbrExplore Sarasota Like a Localbr• Morning walks to the bay or coffee at nearby cafésbr• Kayak or paddleboard rentals just minutes awaybr• Explore boutique shops and art galleries downtownbr• Visit St. Armands Circle for dining and luxury shoppingbr• Watch breathtaking sunsets from Bayfront Park or Siesta Key Beachbr• Take a day trip to Venice, Nokomis, or Anna Maria IslandbrbrComfort & Conveniencebr• Keyless self check-in for easy arrivalbr• Professional cleaning before every stay (plus optional mid-stay service for extended visits)br• Starter supplies of K-cups, paper products, trash bags, dish soap, and laundry detergentbr• Beach towels and pool toys providedbr• Pack ’n Play and toddler dishware (please note: Pack ’n Play sheets not provided)br• Check-in 4 PM / Check-out 11 AMbr• Single-level layout – no stairsbr• Smart thermostat with central A/C and heatbr• Driveway parking for 3 vehicles – no street parking hasslebrbrWork & Stay ReadybrWhether you’re staying for a week or a season, the home is equipped for remote work or extended stays. Enjoy high-speed 2 GB fiber Wi-Fi, a dedicated desk area, and comfortable seating throughout.brbrSafety & Peace of Mindbr• Child safety alarm on back door to poolbr• Exterior motion lights and smart keypad entrybr• Smoke and CO₂ detectors throughoutbr• Quiet hours 11 PM – 7 AM (outdoor noise only)brbrPerfect Forbr• Families and small groupsbr• Extended stays and snowbird rentalsbr• Remote work getawaysbr• Beach vacations near Siesta KeybrbrFriendly Remindersbr• No petsbr• No parties or disruptive gatheringsbr• Responsible events may be considered – please message firstbr• No smoking on the propertybrbrYour Sarasota Stay, SimplifiedbrWhether you’re visiting for a long winter escape or a sun-filled week near Siesta Key Beach, this single-story pool home delivers the ideal blend of space, comfort, and location. Enjoy the serenity of your own private oasis and the best of Sarasota just minutes away. Book your stay today and start planning poolside mornings, beach-day adventures, and unforgettable Gulf Coast nights.brbrAbout the Property LayoutbrVilla 1 is the main home on the property. Behind it sits Villa 2, a separate guest house with its own entrance and driveway. Villa 2 does not share the pool or grill, ensuring your stay remains completely private. Guests interested in booking both homes can enjoy the entire two-villa estate for larger gatherings.brbrFrom Your HostsbrWe designed this home for families and friends to truly unwind and reconnect. Our favorite evenings involve food on the grill, dinner outside under the stars and bistro lights on the pool deck, a quick swim, and then a movie. This is our family’s vacation home, and we’re proud to share it with guests who will love it as much as we do. We care deeply about guest comfort and take great pride in our property.

Minutes to Siesta Key - Peaceful Escape w/ Heated Saltwater Pool & 2GB WIFI

Sarasota, Florida, United States

Bed

Bath

Sleeps

$333.83

What You'll Love:brbr✓ Modern and Organic design throughout with 2 workspace areasbr and high-speed WIFI.br✓ Peaceful large fully fenced private backyard complete with br POOL/SPA, sun loungers, sectional lounging area on patio, table br top fire pit, string lights, outdoor dinning, stainless steel gas br grill, and hammock.br✓ Fully-equipped kitchen, including stainless steel appliances, br Keurig K-Duo, complete pots and pans set.br✓ 3 bedrooms two with king size beds and one with en-suite br bathroom.br✓ Main living space with 65 Roku TV, bar and counter area, with br additional workspace.br✓ 2nd living room space or flex room complete with sleeper sofa, br 50 Roku TV, 2nd workspace area, small library with books, br Crosby phonograph for music, and closet with board games.br✓ Pet friendly with pet bowls and treats included.br✓ Ample on-site parking space: comfortably parks up to 2 full br sized vehicles.brbrbrAbout Coastal on HydebrbrExperience the epitome of modern organic design fused with essential, unique, and thoughtful amenities at our exquisite property, tailored for the most discerning guests. This space boasts a fully stocked open kitchen featuring newer stainless steel appliances, a Keurig K-Duo, and a spacious layout, ideal for culinary adventures.brbrThe living space showcases a organic decor with plenty of wood, cotton, and woven fabrics patterns with a touch of modern. Neutral, earthy tones create a serene retreat promoting an airy open warm feel. Overhead dimmable canned lights provides additional lighting and promotes the open concept and openness of the kitchen and the dining and living areas. Relax enjoying the crystal clear display of the 65inch Roku TV.brbrThe dining room art piece reminds you why you are here with a tranquil path leading down to relaxing beach. Comfortable woven fabric chairs and solid natural wood dining room table plated for 6. brbrWith three bedrooms one sleeper sofa and 2 full baths, there’s space to accommodate 8 people but comfortably 6. Two bedrooms have king size beds with one have an en suite full bathroom, The hall way has a second full bathroom with tub shareable by all other rooms and guest. Additionally, all bedrooms are equipped with 680thread count cotton sheets, pillows, and pillow cases, a full-length mirror in two rooms, and all bedrooms have ceiling fans with 3 speeds..brbrThe first bedroom is accompanied by a king bed, an en-suite full bathroom with standup shower and 32inch Roku TV. The shower head and hand held spray are multi spray allowing our guest to enjoy multi-spray showers. The closets are equipped with laundry basket, hangers, shelves, and bath robe. The doors in this room serve as a full length mirror. brbrThe second bedroom is accompanied by a king bed, full length mirror on wall, and 32inch Roku TV. The closets are equipped with laundry basket, hangers, shelves, and bath robe. brbrThe third bedroom is accompanied by two twin beds, night stand, and a mirror on wall. The closets are equipped with laundry basket, hangers, shelves. brbrThe secondary living area is accessible through the dining/kitchen area and provides a unique, experience than the main living area. Equipped with a sleeper sofa, 50inch Roku TV, additional workspace, library with books, board games in closet, and Crosley record player. Area is focused for work, play, sleep, or second living room to converse or lounge with a good book.brbrStep outdoors to an inviting large patio with POOL/SPA offering both a living with table top fire pit and dining areas with grill. The large backyard is fully fenced-in and features a hammock for relaxing under a mighty oak. The back living area also includes a stainless steel propane grill and a brand new corn hole set. At night, stringed lighting creates a cozy atmosphere.brbrFor beach lovers, 6 beach chairs, beach towels, and a beach umbrella, so guests are fully equipped to enjoy the award-winning beaches that Sarasota has to offer. The garage includes a laundry area, a LG washer and dryer set. brbrLocated a rocks throw away from Arlington Park, enjoy a peaceful stroll around nature on a paved trail, for runners run through for a quick early morning circuit, or for nature lovers seat by the bench on a peaceful lake and enjoy nature. If traveling with dog know that the park has a public dog park so he/she to can have fun as well.brOther things to notebrbrIMPORTANT!brbrWe will have POOL/SPA heated to 85 degrees from November to April.brbrWe have an uncaged pool which means you might expect to see leaves in pool during your stay during season. We do have weekly cleaning of pool and have nets available for guest to use in between cleanings.brbrWe do not use any form of recording devices or cameras inside the premises. We only utilize camera on front door ring camera, over garage door and right side front by double gates for check in and safety. Front entry door can be accessed using the same key code provided to you prior to check-in.brbrThere is no garage door opener use as the garage is not meant for parking a vehicle. The garage door can be opened via the code provided to you prior to check-in or by pressing the button once inside. SRQ Certificate VR24-00033

Modern Organic King Beds Salt POOL/SPA Dwtn Sarasota Retreat near Siesta Beach

Sarasota, Florida, United States

3

Bed

Bath

8

Sleeps

$572.91