Vacation Rentals By Owner In Sarasota, FL

$283.51

Siesta Key 2-Bedroom Condo with Pool

Sarasota, Florida, United States

Summary:brbrWelcome to your Siesta Key getaway! brbr- Beautiful 2-bedroom, 2-bath condo for 6 guests brbr- Renovated in May 2022 with modern finishes brbr- Spacious living area with smart TV and pull-out sofa brbr- Enclosed lanai for relaxing with a Florida breeze brbr- Master ensuite with king mattress and private bath brbr- Second bedroom with queen and twin mattresses brbr- High-speed WIFI and dedicated workspace brbr- Beach essentials provided for your convenience brbr- Once you parked you don't need to drive again.brbrbrbrThe Space:brbrPerfectly located on Siesta Key, this beautiful 2-bedroom, 2-bath condo will surround you with everything Sarasota has to offer. Featuring space for 6 guests, a shared pool and hot tub, this condo is perfect. Walk to Crescent beach and enjoy dancing sunsets as you look across the Gulf. Enjoy a walk-able neighborhood featuring cafes, oyster bars, and nightlife all while being tucked away in a quiet section of the key. Short walk to restaurants. Once you parked you don't need to drive again. Renovated in May of 2022, this condo has been freshly updated to ensure a comfortable stay. Located on the second floor of the Vista Hermosa Condos, you will access the condo using a door code for keyless entry.brbrbrbrStep inside the condo to a small foyer with closet storage and direct access to the galley kitchen. The kitchen features new cabinetry, granite countertops, and a tile backsplash. The kitchen is fully appointed including pots, pans, kitchen utensils, dishware, and more providing you with everything you need to cook delicious meals during your stay. Find small appliances such as a coffee maker, toaster, and more.brbrbrbrComfortable Accommodation: brbr- 2 bedrooms and 2 bathrooms brbr- Space for 6 guests brbr- Master ensuite with a king mattress and private bathroom brbr- Second bedroom with one queen mattress and one twin mattress brbr- Extra linens provided for the pull-out sofa brbrbrbrInterior Feeling: brbr- Roomy living space flowing from dining area to enclosed lanai brbr- Dining table set for four, additional seating for four on the lanai brbr- Oversized pull-out sofa and reading chair in the living area brbr- Smart TV ready to stream shows on Netflix and more brbrbrbrOutdoor Bliss: brbr- Enclosed lanai with a small couch brbr- Enjoy the Florida breeze through the windows brbrbrbrDelightful Dining: brbr- Fully equipped kitchen with new cabinetry and granite countertops brbr- Kitchen includes pots, pans, kitchen utensils, dishware, and small appliances brbrbrbrProfessional Cleaning: brbr- Freshly updated in May 2022 brbr- Bathrooms stocked with essentials including towels, toilet paper, and hairdryer brbrbrbrFamily-Friendly Features: brbr- Essentials for families including a pack ‘n play, children’s books, and toys brbr- Dedicated workspace with high-speed WIFI for remote work brbrbrbrBeach Essentials: brbr- Beach towels, umbrella, beach blanket, and snorkeling gear provided brbrbrbrWe provide the essentials including a pack ‘n play and a few children’s books and toys. Working remotely during your stay We provide a dedicated workspace along with high-speed WIFI that is perfect for video conferencing and multitasking.brbrbrbrGuest Access:brbrAmenities include heated pool, shuffleboard courts, grill stations and laundry room (located directly outside condo door). Family friendly, Pack 'N Play available for use, along with kids toys and beach gear (wagon, cart, chairs, beach toys).brbrbrbrExperience the ultimate luxury with our newly extended amenity: the shared heated pool. Now, you can enjoy a relaxing swim and unwind in comfort any time of the year, as the pool is open and heated all year round.brbrbrbrOther Things to Note:brbr- 14 Day minimum staybrbr- Absolutely no partiesbrbr- Must be 25 to book.brbr- Booking with us constitutes a waiver of personal liability to injury or damages.brbr brbrNeighborhood:brbrWelcome to beautiful Sarasota Florida and even better welcome to Siesta Key! One of the most beautiful locations in all of south Florida, Siesta Key will provide you with the perfect escape. Whether you are looking to spend time on the beach, take a fishing charter out, or swing the golf clubs, we are not far from it all.brbrbrbrCrescent Beach Sarasota is a beautiful white sand beach and public access to the beach is just .4 miles away from the condo. Looking for a bite to eat right in the neighborhood Walk to the Toasted Mango Café for a fantastic breakfast. Take care of your seafood craving by heading to Captain Curt’s Crab & Oyster Bar or the Daiquiri Deck South Siesta Key. Looking to catch your favorite sports game or just enjoy the night with a few drinks Head over to the Crescent Club, a long-standing, low-lit watering hole with fantastic outdoor space as well.brbrbrbrReady to explore the greater Sarasota area and the best attractions around There is simply too much to see and do. Enjoy championship golf courses including TPC Prestancia and Stoneybrook Golf and Country Club, just across the bridge from the condo. Looking to swing the clubs in a casual environment with friends The new and extremely Popstroke Mini-Golf is the mini-golf version of the famous Top Golf and with its modern and sleek facility, you can enjoy fantastic eats and drinks while putting their extensive course.brbrbrbrLooking for a casual cruise to take in the sights while you enjoy delicious dining Check out Marina Jacks and schedule your cruise on their 96’ vessel. Want to enjoy the intercoastal on your own Marina Jacks also provides boat rentals at competitive rates.brbrSiesta Key is well known for its incredible sunsets. Take it in while cruising on an electric bike, just $66 per person with Endless Summer Eco Tours and Rentals. Looking for some exercise on the water Book a Guided Mangrove Tunnel Kayak Tour for just $59 per person provided by Sea Life Kayak Adventures.brbrbrbrA trip down to the Gulf of Mexico would not be complete with out a day on the water with one of the many amazing fishing charters. We highly recommended Chasin’ Tail Fishing Charters or Reel Tight Fishing Charters, both highly rated charter companies that will put you on the fish and make incredible memories while cruising the deep blue water. brbrbrbrCommuting around Siesta Key and Sarasota is easy with Uber and Lyft services provided throughout the area. Directly on Siesta Key there is a free trolley provided by Siesta Key Breeze Trolley. The trolley provides multiple fixed stops as well as flag down pickups and follows the main route throughout the entire island making it a great way to experience the entire island. Additionally, The Siesta Key Frog Hop operates an independent bus and trolly service that only operates off tips! Call for pick up locations or be on the lookout for their colorful vehicles traveling around and move freely around the island for little to no cost. brbrSarasota County Area Transit also provides 27 fixed-line bus routes, making it extremely easy to move around the city with a bus stop just 1.5 miles away at S Tamiami Trl. and Stickney Point Rd. Coming and going from Sarasota Sarasota Bradenton International Airport is just 11 miles from the condo and provides a robust schedule of flights daily with carriers like Allegiant Air, Air Canada, American Airlines, United Airlines, and Delta.brbrbrbrThe Neighborhood:brbrVista Hermosa's peaceful condo community is comfortable for families and remote workers alike. Enjoy the best of Siesta Key living, from the local tiki bar and seafood joints to a heated community pool and easy public beach access!brbrbrbrGetting Around:brbrFree trolley available. Walking distance to beach, restaurants, bars, and shopping. Only 45 min from Tampa International (TPA) airport, 20 min from Sarasota Bradenton International (SRQ) airport, and 1 hour 10 min from Southwest Florida International-Fort Myers (RSW) airport.brbrbrbrOther Things to Note:brbrHere are the important policies and guidelines to note for your stay:brbrbrbrCheck-in: You can check in anytime after 4:00 PM. The property will be prepared and ready for your arrival.brbrbrbrCheck-out: We kindly ask that you check out on or before 10:00 AM on your departure date. This allows us enough time to clean and prepare the property for the next guests.brbrbrbrNo Smoking: Smoking is strictly prohibited inside the condo and within any common areas of the complex. Please respect this policy to maintain a clean and smoke-free environment.brbrbrbrNo Parties: The house is intended for quiet and peaceful stays, and hosting parties or large gatherings is not allowed. Please be considerate of the neighbors and keep noise levels to a minimum, especially during nighttime hours.brbrbrbrNo Pets Allowed: We understand that some travelers prefer a pet-free space, and we have taken special care to ensure a clean and comfortable atmosphere. Rest assured that no pets have been allowed in this home, making it a perfect choice for those with allergies or seeking a pet-free experience. brbrbrbrThese policies are in place to ensure a comfortable and enjoyable experience for all guests and to maintain the integrity of the property. brbrbrbrWe offer early check-in or late check-out for an additional fee of $50brbrEarly check-in : 2pmbrbrLate check-out: 12pmbrbrbrbrIf you have any questions or need further clarification about these policies, please feel free to contact us. We want to ensure that your stay is pleasant and in accordance with these guidelines.

2

Bed

2

Bath

6

Sleeps

$162.02

/ Nightly

Condo

Book Me Baby! Siesta Key Villa By The Sea

Sarasota, Florida, United States

Pinkie Flamingo Welcomes You To Siesta Key Villa By The Seabr14 Night MinbrbrLet's Head to the Beach!brbrConsistently ranked in the top beaches in America, Siesta Key enjoys a year-round appeal with everything a tourist might want close at hand…shopping, dining, beaches and fun! Consistently ranked The #1 Beach in America, Siesta Key achieves its lofty position in the beach rankings among some fierce competition. While no beach can ever be considered a bad beach…(I mean it's a beach right ) This 8-mile barrier island delivers on every level imaginable! Public beach access points are frequent including the large Siesta Key Park, with dining, restroom facilities, lifeguards and lots of parking. brbr“This is as world-class as it gets!” says Pinkie, who can often be spotted soaking up the sun on a sunny afternoon. A total beach snob of sorts, Pinkie is quick to highlight the exceptionally fine snow-white crunchy sand and wide walkable beaches. With a shallow shelf that extends far out in the Gulf, the turquoise sparkling water is almost always the right temperature for a dip. A free trolley carries patrons up and down the island…often with the ultimate destination of Siesta Key Village. The heart and soul of the island, “The Village” is the hub of activity with beach bars, restaurants and touristy shops. brbrCute as a citrus slice, this adorable ground floor fully furnished villa stands ready to be your next Siesta Key paradise. Walkable to the beach and to the South Bridge at Stickney Point, Pinkie's guests here enjoy the vibe of the southern end of the island while never being too far from all that Sarasota and the Culture Coast have to offer.brbrCome To Florida…For The Fun of it!brbrAll of Pinkie's Properties Have A Few Things In Commonbr• Must Be 25 To Bookbr• No Smoking br• Cancellation OK 30 Days Prior To Check-Inbr• Sheets & Bath Towels Included…BYO Beach Towelsbr• All Kitchens Fully-Equipped With Cooking/Eating Utensils… BYO Spices & Foodbr• Basic Essentials Starter Set Only…TP, Paper Towels, Trash Bags, Soaps, Etc …Depending on Length of Stay You May Need More

Bed

Bath

Sleeps

$159.82

/ Nightly

Private Vacation Home

2 miles to #1 Beach Siesta Key

Sarasota, Florida, United States

Enjoy this quaint cottage-style home. This home was freshly painted inside & outside & has all new stainless appliances fall of 2024. Both bedrooms are made up with beautiful designer linens and pillows. The living room has a new 55' flat screen TV. Master bedroom has a King bed with 48' flat screen TV. Guest bedroom has a queen size bed. This home is equipped with WIFI, cable TV and washer/dryer. A queen size air mattress is available upon request. ***Please note this is a NON SMOKING home.brbrFull kitchen with Keurig coffee maker and everything you could need in this home away from home. The eating area seats 4 and overlooks a screened porch. Outside seating for 4 and a private fenced backyard. Enjoy the gas grill or hammock for those lazy day, relaxing moments. Two bikes, beach chairs, umbrella, cooler, beach towels & beach toys are available on site for your use. brbrNON-SMOKING

2

Bed

1

Bath

4

Sleeps

$145.49

/ Nightly

Condo

2 Bedroom Lido Key Condo by FVC

Sarasota, Florida, United States

Professionally managed and offered by FL Vacation Connection.brbrThis is a spacious two bedroom condo perfectly situated to enjoy Lido Beach. Just across the street from Lido Beach, this condo features a nice open lanai where you are sure to enjoy the Florida weather. With new lanai furniture (2023), you are sure to spend your time outdoors whether eating, reading or simply relaxing. brbrThe living room has a wrap sectional sofa. For indoor dining, there is a dining area as well as a small table and chairs in the kitchen. Tile flooring throughout. For your convenience, there is a stack washer and dryer in the unit. brbrFresh paint and new bedroom furniture are nice 2023 upgrades. New dishes and towels too.brbrLocation, location, location! Enjoy the inviting pool area, stroll to Lido Beach or walk to nearby St. Armand's Circle for shopping and dining. You'll be back time and time again to this small, friendly community!

2

Bed

2

Bath

4

Sleeps

$106.32

/ Nightly

Hotel

Sarasota “Executive Waterfront Suite” A hotel rm # 103 on Sara Bay Marina

Sarasota, Florida, United States

Deluxe Waterfront King Suite - with King Size Bed, (NOTE: the Ramada classifies this room as an “executive king suite” as it had many upgrades such as the tile floor, walk in shower, etc... this is a hotel room - 350 sq ft studio, 1 bath) two adults max in room - no kids !brPRIVATELY OWNED - INDEPENDENTLY OPERATED CONDOMINIUM LOCATED INSIDE a MAJOR HOTEL, RAMADA INN, 7150 N Tamiami Trail, SARASOTA...WITH: brDirect water views of the Sara Bay Marina. 1 room Studio Suite. King size bed, small fridge with freezer, full size microwave, ironing board, coffee maker. 50 inch flat screen TV with full cable TV. This is a hotel room, so there no kitchen, but has a small fridge and microwave. It is meant for short term stays. In the slower season, May thru November, longer stays may be appropriate with discounted weekly or monthly rates.br7150 N Tamiami Trail, SUITE 103, Sarasota, FL 34243brSimilar To the SUITE 107 TWO DOORS DOWN also available.brNOTE: PLEASE MAKE YOUR RESERVATION REQUEST AND CONFIRMATIONS AT LEAST 48 HOURS BEFORE CHECK IN TIME TO GET THE ROOM PREPARED (Please bring extra towels for longer stays as only two are included, but there is a laundry located in the next building....PLEASE - NO SMOKING or PETS ARE ALLOWED IN THE ROOM (HOTEL POLICY - $250 PENALTY APPLIES). brbrhotel breakfast is not available, but Crager’s restaurant next door gives a 10% discount for condo guestsbrAny issues or requests call The front deskbrbrBoat rides/Boat rentals Call the front desk my former manager Todd, who many of you knew, passed away a year ago, and now any maintenance of other issues are handled by the hotel and Navid Kichi, the owner of the hotel, please contact him at the front desk with any issues brWe strive to earn a five star review, please contact Navid at the front desk with and needs or issues.

Bed

Bath

Sleeps

$392.11

/ Nightly

Private Vacation Home

SIESTA KEY #1 BEACH:4 COTTAGES: RENT 1,2,3 OR ALL 4! PRICE HERE IS FOR 1 COTTAGE

Sarasota, Florida, United States

RATES ARE FOR 1 COTTAGE: IF YOU WANT MORE THAN THAT, JUST MESSAGE ME AND THE RATES ARE JUST MULTIPLIED TIMES THE NUMBER OF COTTAGES YOU WANT, SO IF YOU WANT THREE FOR EXAMPLE, JUST MULTIPLY THESE RATES TIMES 3. Thanks! brbr4 separate BRAND NEW inside (renovated 12/24) 2 bedroom/2 bath (+Queen Sofa Bed+ Chair/Bed) pool homes (Each sleeps 7) with only a 4 minute walk (no major streets to cross) to the #1 Beach in the USA: Siesta Key. First Class! 2 Heated Pools, 2 hot tubs,2 gyms, Smart TV’s in all rooms, fine linens, towels, bikes, beach equipment, private porch, grill, fire pit, outdoor shower, private parking: Great restaurants / nightlife in walking distance. Running/Walking: You have miles of beach to take in!brbrRent all four (8 Bed/8 Bath sleeps 24 for a family reunion / wedding etc.! The open aired free Siesta Key Breeze Trolley goes right by the properties to take you all over the island! Full service real estate management company servicing the property 24/7. Free washer / dryer in each house. During certain months the minimum stay can vary up to a 7 day minimum. Please message me for specific date requests. If there is a 7 day minimum during the time period you request there might be more flexibility the closer to the dates. So please don't hesitate to message me and it's possible we can work something out. Thank You! NOTE: The homes can be rented separately or 2/3 or 4 together. Please note that the calendar reflects available with at least one cottage. Renting all four at the same time will not be possible if just one of the cottages is already booked. So if you see availability on the calendar that doesn't necessarily mean that all four are available. Please inquire about availability as to how many cottages you are looking to rent and the dates. I respond pretty quickly via the messaging system. Siesta Key ges very busy as do these properties so please the more notice you can give the better! Thanks! brbrThe Cottages are in the perfect location: The beginning of the famous Siesta Key Beach in an area called Crescent Beach, which I believe is the most beautiful part of Siesta Key. Also, on your way you'll find that after driving over the draw bridge to Siesta Key, you get to turn left instead of right and that helps you avoid most of the traffic! Another quarter of a mile and you are there! The cottages have 15 free parking spots within a few feet of your front door! Everything is only one story: No stairs / Easy access. No physical keys are required. We give you the electronic door code prior to check-in. The kitchen is stocked with all the tools/pots/pans etc. you will need if you prefer to stay in and cook and you also have your own gas grill with an outside seating area. Also included is your own washer and dryer (washer pods and dryer sheets too) and a storage area filled with beach toys, chairs, bicycles. The pools are heated year-round at 87 degrees (including a wading area where you can relax and have a drink while being submerged in only a few inches of water) and have plenty of seating. There is free beach yoga close by several days a week on Siesta Key. The Cottages are in walking distance from the South Village, which has plenty of delicious restaurants, bars and shops, including a new coffee shop (coffee there is amazing!). Also in walking distance is the new “Daiquiri Deck” (Several stories high so you can have a cocktail while watching the sunset from the upper deck) and “Miguel’s” family restaurant (one of the best around and family owned for over 40 years!) among many others. “Ophelia’s on the Bay” is down the street on Siesta Key towards Turtle Beach and thought my many (including myself) as one of the best restaurants on the planet! We know the people at both of these restaurants and would be happy to connect you and make sure they take first class care of your experience! We can also give you plenty of other recommendations for restaurants and other “stuff” to do on Siesta Key and around town. In addition, we include helpful information in your welcome packet which will get you started! The beach is very close and easy to get to from the Cottages: Only a four-minute walk on a quiet street. If you want to go to the north Village on Siesta Key and don’t feel like taking the bike, you could drive (only 2 miles away) or take the free Siesta Key Breeze Open Air Trolley: It drives right by The Cottages continuously!brbr Cottages can be rented separately or together. Everything in the property is accessible to customers. There are 4 cottages, 2 pools, 2 hot tubs, and 2 outdoor gyms. Those with at least two cottage rentals will have exclusive access to their own pool, hot tub, and outdoor gym. Those with one cottage might have to share a pool, hot tub and outdoor gym with the other cottage.brbrMinimum stay of 2 nights will vary: During high season a minimum stay of one week will be required. Please inquire for more specific dates / information.brbrSave Money at the Cottages (and other additional benefits)!brbrNo rental fees for bikes or beach equipment (chairs, umbrellas, toys)!brbrNo beach transportation fees: The beach is a 4 minute walk on a quiet street!brbrNo parking fees: Free parking right in front of your cottage!brbrNo chance to lose your keys: Cottages have digital key padsbrbrNo steps to climb to get into or around the cottagesbrbrThank You!

Bed

Bath

Sleeps

$610.96

/ Nightly

Private Vacation Home

Minutes to Siesta! 4BR 2BTH Heated Pool Fenced Yard

Sarasota, Florida, United States

Spacious 4-bedroom, 2-bath home with a heated private pool, just minutes from the #1 Siesta Key Beach! Located in the Gulf Gate area, you’re only a short drive to the beach, grocery stores, and dining. Enjoy a fully fenced backyard, plenty of parking, and outdoor grill. Inside, you’ll find beach supplies, a fully equipped kitchen, Keurig & drip coffee makers, and TVs in every bedroom—everything you need for a comfortable and convenient stay.

Bed

Bath

Sleeps

$179.38

/ Nightly

Private Vacation Home

Serene pool home in the exclusive Heritage Oaks Golf & Country Club - Oak Water Escape

Sarasota, Florida, United States

Welcome to Oak Water Escape, Professionally managed by Gulf Coast Vacation Rentals, your private lakefront oasis in the exclusive Heritage Oaks Golf and Country Club. This light and bright 2-bedroom, 2-bathroom home with a private pool offers the perfect blend of comfort and elegance for your next getaway.brbrHeritage Oaks is a gated, private golf course community known for its lush landscaping and world-class amenities. Residents enjoy access to five heated pools, a state-of-the-art fitness center, tennis courts, and multiple dining options. Whether you're seeking an active lifestyle or tranquil surroundings, this community delivers the best of both worlds.brbrThe updated kitchen is a chef's delight, featuring ample space to prepare your family's favorite treats. Adjacent to the kitchen, the dining table boasts stunning views of the pool and serene lake, making every meal a picturesque experience.brbrThe primary bedroom is a tranquil retreat, complete with a king-size bed, a TV, and sliding glass doors that open directly to the pool area. The attached bathroom features a large, updated vanity and a walk-in shower for a spa-like experience. The second bedroom offers a cozy queen-size bed, generous closet space, and easy access to the second bathroom, which includes a shower/tub combo.brbrOff the living room, you'll find a versatile den, ideal for setting up your remote office or creating a quiet space to relax.brbrStep outside to your private pool and lanai, where you can unwind while soaking in breathtaking lake views. Whether you're enjoying the community's world-class golf and amenities or simply relaxing by the pool, this home is the perfect escape for your family.brbrThe property is perfectly situated in Sarasota, a vibrant city renowned for its cultural attractions, pristine beaches, and outdoor adventures. Within just 5.5 miles, you'll find convenient shopping centers and a variety of parks, including Rothenbach Park, Twin Lakes Park, and Urfer Family Park. For families and adventure enthusiasts, the area offers a wealth of activities, from tennis to fishing, snorkeling, and the area white sand beaches.brbrAttractions such as museums, water parks, theme parks, and the renowned Sarasota Bay are only minutes away, ensuring there's something for everyone. The unit is conveniently located close to multiple prestigious institutions like State College of Florida, Ringling College of Art and Design, and New College of Florida.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. Pet Friendly.brbrYour reservation may require you to fill out a Home Owners Association application that may request personal details. Any application fees required by the HOA are non-refundable.

Bed

Bath

Sleeps

$221.91

/ Nightly

Private Vacation Home

Siesta Side Stay

Sarasota, Florida, United States

Located approximately 5 miles from Siesta Key beach & Siesta Key Village and 2.5 miles from downtown Sarasota & the marina. A coastal paradise that you will fall in love with. Completely remodeled, fully equipped kitchen, 4K flat screen & washer/dryer. Beautiful open floor plan with lots of natural lighting. It feels like vacation the moment you walk through the door. You will feel instantly relaxed! Perfect for couples, solo adventurers, business travelers, and families.

Bed

Bath

Sleeps

$186.12

/ Nightly

Private Vacation Home

Sunny 3BR Oasis • Water View • Beach Gear • Fully Fenced Yard • Near Siesta Key

Sarasota, Florida, United States

* Perfect for small celebrations, birthdays, or family gatherings. Events allowed* Sunny Sarasota Getaway – Relax, Unwind & Explore Florida’s Gulf Coast!brEscape to this beautifully appointed 3-bedroom, 2-bathroom home, ideally located near Sarasota’s best beaches, breweries, parks, and cultural gems. Whether you're here for a family vacation, a romantic retreat, or a weekend with friends, this home offers the perfect balance of comfort, convenience, and charm.brbrDiscover comfort, convenience, and a peaceful water view at our bright and welcoming 3-bedroom, 2-bath getaway located in the heart of Sarasota, Whether you’re planning beach days, brewery hopping, or family adventures, our home is the perfect launchpad—To make your beach days even more enjoyable, we provide a beach cabana and four sets of chairs for your use during your stay, just a short drive from Siesta Key, Lido Beach, UTC Mall, and Downtown Sarasota.brbrThoughtfully designed for families and travelers, it offers everything you need to unwind, connect, and make lasting memories.brbrWhat you’ll lovebrbrChill & Recharge!brbrA relaxing living room with fast Wi-Fi, smart TV, soft throws, and entertainment for all ages, from board games to children's books.brbrRest Easy!brbrThree comfy bedrooms outfitted with quality bedding, ample storage, and a calming vibe for a restful night’s sleep.brbrRefresh & Reboot!brbrTwo modern bathrooms stocked with spa-style towels, essential toiletries, and hair dryers.brbrCook & Savor!brbrThe fully equipped kitchen features a coffee & tea station, cooking essentials, and everything you need for homemade meals or takeout nights.brbrGather & Dine!brbrA cozy dining space perfect for sit-down meals, quick breakfasts, or board game showdowns.brbrPlay, Grill & Enjoy the View!brbrStep out to a private fenced patio with comfy seating, a BBQ grill, and kid-friendly outdoor toys and games—all overlooking a tranquil water view that adds a peaceful touch to your mornings and evenings.brbrBeach Gear!brbrTo make your beach days even more enjoyable, we provide a beach cabana and four sets of chairs for your use during your staybrbrAccess detailsbrbrYou’ll have full access to the entire property, including the front yard, backyard, and patio.

Bed

Bath

Sleeps

$499.09

/ Nightly

Private Vacation Home

Sarasota Sunshine Bungalow-Private Pool, Tropical Yard & Minutes to Siesta Key

Sarasota, Florida, United States

Welcome to your slice of Sarasota Florida paradise. Tucked away in a peaceful neighborhood just minutes from Siesta Key Beach, this beautifully styled tropical bungalow offers the perfect blend of privacy, comfort, and relaxed coastal living. brbrDesigned for families, couples, and friends who want both space and serenity, complete with a sparkling pool, palm-filled yard, and breezy indoor-outdoor living.brbrStep through the wall-to-wall sliding doors and let the outside in. The open-concept living area flows effortlessly into the pool and patio, creating the ultimate Florida lifestyle, perfect for morning coffee in the sun, afternoon swims, and evenings under the stars.brbrThe home is bright, airy, and styled with a beach-chic, coastal aesthetic that feels relaxing the moment you arrive.brbrThe backyard is the true showstopper. Surrounded by lush landscape and mature palms, the pool area feels completed secluded, like your own boutique resort.

Bed

Bath

Sleeps

$556.96

/ Nightly

Private Vacation Home

Velvet Blue 3BR Home · Heated Pool · Near Siesta

Sarasota, Florida, United States

Elegant and thoughtfully designed 3-bedroom, 2-bath private home tucked away on a quiet, dead-end street, offering privacy, comfort, and a refined coastal atmosphere.brStep outside to enjoy your private heated pool , surrounded by a spacious backyard—perfect for slow mornings, sunny afternoons, and relaxed evenings under the Florida sky.brbrDesigned for an elevated Sarasota stay just minutes from the beach.br• Pet-friendly – flat $10 pet fee per reservation, any number of petsbrbrSleeps up to 6 guestsbr• 2 KING beds + 1 QUEEN bed with premium linensbrbr• Smart TVs in every bedroom and in the living roombrbr• Fully equipped kitchenbr• Onsite washer & dryerbrbr• Garage parking available + driveway parkingbrbr• 5–8 min drive to Siesta Key Beachbr• 2 min drive to Publix, restaurants & barsbr• 15 min to Downtown Sarasota & St. Armands Circlebr• 8 min to I-75br• 20 min to SRQ Airport / 60 min to Tampa Airportbrbr• Fast Wi-Fi + Ethernet connection availablebrbr• Gas BBQ grill available on the backyardbrbr• Beach chairs, towels & umbrella includedbr• Contactless check-in & check-out

Bed

Bath

Sleeps

$392.29

/ Nightly

Private Vacation Home

Walk to Restaurants: Sarasota Home w/ Lanai!

Sarasota, Florida, United States

3 Mi to Botanical Gardens | Fenced BackyardbrbrEscape to 'The Melrose Sarasota,' a stylish 4-bedroom, 3-bath vacation rental home designed for relaxation and productivity. Sip coffee on the screened patio surrounded by lush tropical greenery, then head out to explore nearby gems like Sarasota Jungle Gardens, championship golf courses, and sugar-sand beaches. Inside, you’ll find a beautifully updated interior with workspaces, making it easy to blend business with leisure in true Sarasota style.brbr-- THE PROPERTY --brbrDWE6805155brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 queen bedbr- Bedroom 4: 1 queen bed brbrINDOOR LIVINGbr- Smart TVs w/ cablebr- Desks, dining roombr- Board games & booksbrbrOUTDOOR LIVINGbr- Fenced backyardbr- Large screened lanai w/ outdoor couches brbrKITCHENbr- Stove/oven, refrigerator, dishwasherbr- Crockpot, microwave, toaster, toaster ovenbr- Coffee maker, hot water potbr- Dishware & flatwarebr- Spices, cooking basicsbrbrGENERALbr- Free WiFi (742 Mbps)br- Washer & dryer (detergent provided)br- Keyless entrybr- Complimentary toiletries, linens & towelsbr- Central heating & air conditioningbr- Hair dryer, iron & ironing boardbr- Trash bags & paper towels brbrFAQbr- 2 exterior security cameras (facing out)br- Quiet hours (after 11:00 PM)brbrACCESSIBILITYbr- Single-story home, 1 step to enterbrbrPARKINGbr- Driveway (3 vehicles)br- RV parking available on-sitebrbr-- THE LOCATION --brbr- Less than 1 mile to local restaurants, cafes & bakeriesbr- 4 miles to Bayfront Parkbr- 5 miles to The Ringling Beach Housebr- 6-7 miles to Siesta Key Beach, Lido Key Beach & South Lido County Parkbr- 11 miles to Oscar Scherer State Parkbr- 8 miles to Sarasota Bradenton Int'l Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Please observe quiet hours after 11:00 PMbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story home requires 1 step to enterbr- Your safety matters. This property features 2 exterior security cameras. These cameras are outward-facing and do not look into any interior spaces. Camera 1 is located above the front door facing the driveway and camera 2 is located above the lanai door facing the backyard. These cameras record video and audio, and will be turned on for your arrival, but then turned off for the remainder of your stay

4

Bed

3

Bath

8

Sleeps

$163.56

/ Nightly

Apartment

Cozy studio in vibrant Sarasota, steps from Siesta waters, AC, WiFi

Sarasota, Florida, United States

Enjoy a peaceful stay at this 1-bedroom studio in Sarasota. The space features a queen bed that promises a restful night. Guests can refresh in the soothing bathroom, complete with a shower and hair dryer. Stay comfortable year-round with heating and air conditioning. Whether you’re winding down or getting ready for the day, the cool, inviting atmosphere makes it easy to relax. We think our place will help you experience everything Sarasota has to offer.

1

Bed

1

Bath

2

Sleeps

$316.01

/ Nightly

Villa

Casa Mar- 28 Premium

Sarasota, Florida, United States

Experience elevated coastal comfort in this newly renovated Studio Premium unit 28, thoughtfully designed for style and flexibility. The space features a luxurious king-size Murphy bed, beautifully accented with rustic barn wood detailing above the bedding, blending modern convenience with coastal charm. For added versatility, a twin cubby bed tucked into the closet provides a perfect sleeping option for a guest or child without sacrificing living space. The unit includes one full bathroom and an open, airy layout ideal for relaxing after a day in the sun. Located just steps from **Siesta Key Beach—widely recognized as the #1 beach in the world—**this studio offers the perfect balance of comfort, design, and unbeatable beachfront location.

Bed

Bath

Sleeps

$318.1

/ Nightly

Private Vacation Home

Your private slice of Paradise for your special get away in a 5 star home.

Sarasota, Florida, United States

Spend your vacation leisurely relaxing in your ultra private pool or hot tub, surrounded by tropical landscaping. The secluded and private pool area makes for fun adult family stay, a romantic escape or a honeymoon getaway. Inside find comfortable living space, artfully placed accents and high quality amenities, three bedrooms, three full baths with plenty of room for five guests.brbrEnjoy the year-round warmth of Florida at this Sarasota home one block from the stunning Sarasota Bay. Conveniently located minutes to downtown, beaches, and arts and cultural attractions.brVR24-00088brbrThe space.....br Super host and 100% FIVE STARS reviews!!brABOUT THE HOMEbrbrRelax in the cozy living room, perfect for watching the 55” smart TV, streaming features and with DVD player. .brbrThe kitchen is fully equipped and stocked for preparing tasty home-cooked meals. It features Corian counters, and stainless steel appliances - including a double oven, wine fridge, and a reverse osmosis (RO) water filter system.brbrWhen it’s time to eat, sit around the dining room table, and or sit three at the kitchen bar.brbrThe home’s three bedrooms comfortably sleeps 5.brbrPamper yourself in the luxuriously tropical theme master bathroom suite. The light-filled and spacious master bedroom includes a queen bed, smart 32” flat-screen TV and sitting area. Enjoy the large soaking tub, walk-in shower with rain shower head, double sinks, walk-in closet. Step out the sliding glass doors from your suite to the outdoor sitting area and pool for morning coffee or refreshments .brbrThe second bedroom (Lido room) offers a queen bed, closet, dresser, and ceiling fan for extra comfort.A beach modern vibe.br The third bedroom (Siesta room) has contemporary touches, double bed that sleeps one comfortably, desser and closet for storage. brBoth guest bedrooms share a full bathroom with tub/shower combination.brbrJust off the kitchen, another full bath comes with a walk-in shower and access to the pool area.brbrEXTRA AMENITIES & DETAILSbrbrDriveway parking is available for three vehicles. A washer/dryer and complimentary Wi-Fi are provided.brHeated pool/Spa.brDVD Player in Living roombrSmart TV for streaming servicesbrOutdoor 40smart TVbrbrLOCATION, LOCATION, LOCATION!!!brbrbrGet your camera ready—scenic Sarasota Bay is just one block away. Watch the boats coming in and out of the harbor and enjoy a front-row seat for incredible sunsets.The sugar white sands of Lido Beach is a short 10 minute drive. World famous Siesta beach is a 20 minute drive.brbrBe sure to set aside time to explore the Sarasota....brUber/Lyft to Downtown Sarasota (for about $10) and the Downtown Sarasota Arts District shopping, restaurants, art galleries, theater, and Sarasota Opera House. 1 mile to the Ringling Museum, Ringling and properties Asolo Theatre. New College, USF, Van Wezel Performing Arts Center minutes away.br15 minutes from upscale UTC Mall and the University Town Center plazas. IMG Academy is 8.5 miles/19minutes. Easy walk to grocery store, several drug and convenience stores. Close proximity to Sarasota Memorial and Manatee Memorial Hospitals.brbrJungle Gardens (just a 2-minute walk). From the lush landscaping and botanical gardens to the exciting animal shows, there’s something for everyone. Other fun attractions nearby include the Smugglers Cove Adventure Golf (2 minutes).brbrDid you say Spring Training ….brEd Smith Stadium/ Baltimore Orioles 3 miles/9 min.brLECOM/Pittsburg 9 miles, 20 min.brSteinbrenner Field NYY 55 miles, one hour 15 min.brJetBlue Park/Boson Red Soxs 90 miles, one hour 27 min.brCool Today Park/Atlanta Braves 89 miles, one hour 30 min.brbrAirportsbrSarasota-Bradenton Int'l Airport (SRQ) 1.8 miles/5minbrTampa International Airport (TPA) 53 miles/66 mim.brSouthwest Florida International Airport ( RSW) 92 miles/90 min.brSt. Pete–Clearwater International Airport (PIE) 44 miles/49 min.brbrAlso, be sure to enjoy a leisurely bike ride through the Historic Neighborhood of Indian Beach/Sapphire Shores with its interesting architecture and canopy roads.brPlease note the home has a STRICT NO PET policy, host occupies home part time and has pet allergiesbrGuest accessbrEntire home, full access too front and back with pool area. No access to garage or owners closet inside master bedroom walk-in closet.brOther things to notebr-STRICT NO PET policy, host occupies home part time and has pet allergiesbr-Age requirement of 25 years or older (unless accompanied by adult)br-The property shall not be used by more than the number of adults and children listed in your reservation.br- No overnight visitors for more then one night (NOT TO EXCEED FIVE TOTAL GUESTS AT ANYTIME) Host must be notified, addition cleaning fees may apply.br-Home is not infant friendly due to pool/Spa and is not child proofedbr- No smoking of any kind is permitted anywhere on the premises.br-NO GLASSWARE around pool, additional fees will apply for broken glass removal.br-TILE DECK AROUND POOL/SPA CAN BE VERY SLIPPERY WHEN WET, PLEASE TAKE CAUTION WHEN USING POOL/SPA.br- No commercial photography or filming is permitted on the property. Tents or other structures may not be erected.br- Guest(s) liable for any damage to the property and agrees to accept charges to the card on file should damage occur during occupancy.br-Guests are responsible for additional cleaning fees in home in the event excessive clean up is required.

Bed

Bath

Sleeps

$777.99

/ Nightly

Private Vacation Home

Luxury 6BR /8 Bath Villa w/ Saltwater Pool, Spa & Fire Pit 26-005110

Sarasota, Florida, United States

Summary:brbrPalm Villa is a brand-new modern tropical retreat offering the perfect blend of luxury, comfort, and indoor-outdoor living. With six ensuite bedrooms, soaring ceilings, and a chef’s kitchen, the home is designed for both relaxation and entertaining. Slide open the 90° glass doors to your private oasis, where a saltwater pool with spa and sun shelf, covered lanai with al-fresco dining, outdoor TV, and a gas fire pit set the stage for unforgettable gatherings. Just minutes from Siesta Key Beach.brbrThe Space:brbrStep into an expansive, light-filled interior with soaring ceilings, designer finishes, and a seamless open layout that connects the chef’s kitchen, dining area, and living space. The fully equipped kitchen boasts quartz countertops, custom cabinetry, and top-of-the-line appliances—ideal for both entertaining and everyday cooking.brbrSlide open the 90° glass doors and enter your private backyard paradise. Enjoy the saltwater spa cascading into a beautifully lit pool with a sun shelf, fire up the built-in BBQ in the summer kitchen, or gather around the gas fire pit for a perfect evening under the stars. There’s also an outdoor shower and poolside half bath for added convenience.brbr House Highlights:brbr• 6 luxe bedrooms w/ en-suites + walk-in closetsbrbr• 8 total bathrooms including outdoor half bathbrbr• Saltwater pool & spa, sun shelf & night lightingbrbr• Covered lanai w/ summer kitchen & fire pitbrbr• 90° glass doors for true indoor-outdoor livingbrbr• Laundry room, Wi-Fi, Smart TVs & central ACbrbrGuest Access:brbrThe home is set up with a smart lock for your convenience & safety. We will provide you with a Personalized access code a few days prior to arrival. Use your unique 4-digit code to enter the home. The code is active starting at 4pm on check in day and will automatically deactivate at 10am on check out day.brbrThe Neighborhood:brbrOur home is nestled in a coveted Sarasota neighborhood, known for its tranquility and palm-lined streets, offering an ideal balance between lively downtown and the stunning Siesta Key beaches. brbrYou'll find: Siesta Key Beach (10 minute drive) - Celebrated for its quartz-soft sand and clear waters, consistently ranked among the top beaches in the United States. brbrSouthside Village (3 minute drive) - A local gem with boutique shops and diverse dining options.brbrDowntown Sarasota - Featuring a vibrant arts and culture scene with art galleries, bars, theaters like the Sarasota Opera House and the Van Wezel Performing Arts Hall, and local cafes, providing a rich cultural experience. brbrSt. Armands Circle - Offers upscale shopping and dining experiences in a beautifully designed circle, featuring a variety of boutiques, restaurants, and art galleries. brbrThe Bay Sarasota - A waterfront cultural hub with walking paths, offering stunning sunset views and various events, providing a perfect setting for leisure and entertainment.brbrGetting Around:brbrWe recommend having a car during your stay for maximum flexibility. The home has a private driveway and plenty of space for parking. Most attractions, beaches, and restaurants are just 5–15 minutes away. Uber and Lyft are widely available and typically quick to respond. This is a convenient way to explore nightlife or avoid parking at busy beach lots.brbrSarasota is also a bikeable city, especially in nearby Southside Village, Downtown, and around Siesta Key. Rentals are available locally, and you can cruise to the beach in style.brbrOther Things to Note:brbrHere are answers to some of our most commonly received questions!brbr Is smoking allowed brbrWe have a strict NO SMOKING policy. If you smoke inside, there is a $250 fine plus the cost of remediation.brbr If I leave something it be sent back to me brbrWe are not responsible for items left behind by guests. If you leave an item behind and you want it to be sent back to you. We charge $50 for that item to be shipped plus the shipping costs.brbr What kind of coffee machine do you have brbrWe have a kurig plus a standard coffee machine in the home.brbr What is the nearest beach brbrLido Key Beach & Siesta Key are equidistant to the house. They are both roughly 5 miles away. brbrWhat beach equipment do you provide brbrWe provide beach chairs and a wagon for our guests. If there is additional equipment you need you would either need to bring it or rent it.brbrInteraction with Guests:brbrOur 24/7 dedicated support team is always available to ensure your stay is smooth, comfortable, and five-star-worthy. If there’s anything you need—questions, recommendations, or assistance—please don’t hesitate to reach out. We're just a message away and happy to help.

Bed

Bath

Sleeps

$303.25

/ Nightly

Private Vacation Home

Sarasota's Family Friendly HEATED Pool Home Close to Siesta Key Beach

Sarasota, Florida, United States

Please inquire about mid-term and long term renting by sending a message! brbrEnjoy this updated 4 bedroom, 2.5 bathroom pool home, on a cul-de-sac in a quiet neighborhood, close to Siesta Key Beach and Downtown Sarasota. The home features an open layout with 2 bedrooms and a bathroom on each side of the home, allowing for privacy when desired. The fenced in backyard has a screened in large pool with an outdoor eating area and a gas grill. Outside of the lanai you will find plenty of green grass and a large fire pit for those relaxing evenings sitting by the bonfire.brbrThe space:brFrom the front door you will be impressed by the open, bright and airy main living room and dining room with vaulted ceilings and a large sliding glass door overlooking the pool. The sliding glass door is made up of 3 large panels and opens completely to bring the outdoors inside. No worries about any bugs coming into the house as the outdoor area and pool are enclosed in a large lanai.brbrTo the left of the house, you will find the master bedroom and bathroom, the 2nd bedroom and half bathroom. The master bedroom features a king size bed, an infant crib, the master bathroom with a shower, a walk in closet and a sliding door to the lanai. The second bedroom features a queen size bed and large closet with a sliding door to allow for plenty of sunshine.brbrIn the center of the house you will find the fully equipped kitchen and laundry room. You will also find a cozy second living room with a TV and fireplace.brbrTo the right of the home you will find the 3rd and 4th bedrooms with queen size beds, full closets, as well as a full bathroom with a tub.brbrSelf check-in with keypad lock provides for an easy start to your vacation. Each guest will have their own keypad passcode set up prior to check in.brbrThere is self parking available for free in the driveway for 2 cars or in front of the house, but please be respectful of the neighbors.brbrWe provide a large supply of beach accessories such as beach chairs, umbrellas, coolers, floating devices, beach towels and more.brbrWe will provide you with all the amenities to get you started, but please be prepared to bring any additional items you may need.brbrAgain, safety is our utmost concern so please watch all children and animals in and around the pool area, grill and fire pit.brbrThis home is in a very nice and quiet neighborhood with many ponds to walk by and enjoy the turtles as they swim along. Access to the Legacy trail is also very close by.brbrSome great attractions nearby include:br- Siesta Key Beach, the #1 rated beach in the USA - 18 minutesbr- Downtown Sarasota - 10 minutesbr- Lido Key Beach - 18 minutesbr- St Armands Circle- 15 minutesbr- Sarasota Jungle Gardens- 15 minutesbr- Orioles Spring Training Stadium - 8 minutesbr- Sarasota airport- 20 minutesbrbrGuest accessbrYou will have access to the entire home including the 2 car garage.brbrOther things to notebr- There is a weekly pool and lawn service that have access to the property and come once a week to perform services.brbr- no smoking, vaping or illicit drug use of any kindbrbr- no partiesbrbr-Pets allowed only with host approval and pet deposit

Bed

Bath

Sleeps

$175.15

/ Nightly

Condo

Sarasota Stoneybrook Golf Condo near Siesta Key

Sarasota, Florida, United States

The unit is a 2nd floor light filled corner unit overlooking the 3rd hole of Stoneybrook's 18-hole golf course. The lanai is glass enclosed for cooler days and curtained for warmer days. Covered parking. Washer dryer in the unit. brPool, tennis court, grill areabrLegacy Trail- 12.5 miles of paved trail for cycling, jogging and walking near entrance of SG&CC entrance brNewly-renovated Arthur Hills-designed 18 hole par 72 premier golf coursebrbrbr

2

Bath

6

Sleeps

Exceptional(9)

$346.76

/ Nightly

Private Vacation Home

Cheerful 3 bedroom,resurfaced pool home. 15 minutes from Siesta Beach. Remodeled

Sarasota, Florida, United States

Your family will be close to everything when you stay at this centrally-located place. 15 minutes to Siesta Beach, 10 minutes to UTC mall, 15minutes to downtown, 20 minutes to SRQ airport. This home is fully remodeled July 2022, resurfaced pool October 2023, fully furnished, sleeps 8 -( 6 adults and 2 kids) . We have 1 king size bed in the master, 55 smart TV, sliding door to the pool. Walking closet, private full size bath with a walking shower, 2nd. bedroom has a queen bed with 55smart TV, 3rd bedroom has a 1 full and 1 twin beds with 50 smart TV. This is open plan home with a big family room, 60 TV above electric fireplace, formal dining room seats 6 with the bar seats 4. We have big lanai with a table seating 8, big sofa, 2 chairs, 2 lounge chairs. BBQ Grill.The kitchen, with beautiful black granite counter tops, electric cooking range and oven, and fine wight wood cabinetry is stocked with all you will need to make up a fun vacation meal or prepare a sit-down gourmet delight. We have all new appliances. Lots of cabinets, and a big pantry. Garage converted to a play room, has AC and a ceiling fan, queen size futon, with a pool table, and other games. Pool is heated (for additional charge), salt water pool. Tile floors in the main areas and bathrooms, bedrooms has a laminate floors. Back yard is fully fanced. Laundry in the garage.

4

Bed

2

Bath

8

Sleeps

Vacation Rentals By Owner In Sarasota, FL

$283.51

$162.02

$159.82

$145.49

$106.32

$392.11

$610.96

$179.38

$221.91

$186.12

$499.09

$556.96

$392.29

$163.56

$316.01

$318.1

$777.99

$303.25

$175.15

$346.76

Rent a place that suits your needs

Most popular vacation rentals in Sarasota

$1972.73

$1981.32

$2014.81

$2070.75

$2113.04

$2113.99

$2137.71

$2211.43

$2292.60

$2461.78

Most Popular Cities in Florida