Home Vacation Rentals By Owner In Sarasota, FL

Showing 1160 Of 3494 Vacation Rentals
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Exceptional(1)

$411.32

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Private Vacation Home

The Siesta Key Pool House – Private Inland Oasis

Sarasota, Florida, United States

Walk or Bike to Siesta Key Beach from Your Private heated Pool Home!brbrSpend your days soaking up the Florida sun at this stylish Siesta Key retreat!brEnjoy your own private heated pool, cook on the patio, and sip margaritas in the sunshine. Have some fun on the outdoor trampoline, relax in the hammocks, or enjoy movie night on one of 3 large-screen TVs.brbrWhen you’re ready for the beach, it’s just minutes away—walk or bike to the world-famous Siesta Key Beach and experience Sunday Drum Circle!brThe spacebrCoastal Getaway with Private Pool, Hammocks & Game Patio — Minutes from Siesta KeybrbrWelcome to your Sarasota escape! This stylish, stand-alone pool home sits on a peaceful corner lot in a quiet residential neighborhood — just minutes from Siesta Key’s white-sand beaches, local restaurants, and shops.brbrDespite being near a main neighborhood boulevard, the home is surprisingly serene thanks to new bohemian storm shutters and plantation shutters that keep things cool, calm, and quiet for a perfect night’s sleep.brbrBright & Airy Living SpacebrbrStep inside to an open-concept living room, kitchen, and pool area that fill with natural light from a large picture window. Enjoy your morning coffee in the sunshine, or close the shutters to sleep in.brRelax after the beach on the 85” smart TV (Netflix included) and sink into the 17-foot genuine leather sectional — ideal for lounging, laughing, and movie nights.brbr Fully Equipped KitchenbrbrThe modern kitchen has everything you need — from cookware to serving ware — along with a farmhouse sink, Corian countertops, and six Serena & Lily barstools at the counter for casual meals.brbrPrefer dining al fresco Step outside to the 6’ teak patio dining table beside the pool.brbr Private Pool & Outdoor FunbrbrThe backyard is a vacation in itself — fully fenced and private, with plenty of seating and activities:brbrTwo poolside hammocksbrbrProfessional electronic dartboard for tournamentsbrbrOutdoor fridge & freezer for drinks and BBQ prepbrbrGames and pool noodles for the kidsbrbrA trampoline with motion lights (available once a liability waiver is signed)brbrPlease clean the grill after use — a fee applies if left dirty.brbr Cozy Bedrooms & BathroomsbrbrThis home has 2 bedrooms and 2 full bathrooms, one ensuite:brbrPrimary Suite: Tempur-Pedic queen bed, ensuite with walk-in shower, spacious closet, and smart TV with Netflix.brbrSecond Bedroom: Tempur-Pedic queen bed, closet, and smart TV with Netflix.brbrGuest Bathroom: Includes a full bathtub.br(Queen air mattress with bedding available upon request — small fee applies.)brbrWhy You’ll Love ItbrbrPrivate, gated backyard with heated poolbrbrBright, modern interior with cozy beach-house feelbrbrSmart TVs & Netflix in every roombrbrClose to Siesta Key, beaches, dining & shoppingbrbrUnique extras: hammocks, dartboard, trampoline, and outdoor fridgebrbrWhether you’re here for family fun, a beach retreat, or a relaxing work-cation, this home blends comfort, style, and playfulness — the perfect Sarasota stay for unforgettable memories.
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Exceptional(2)

$163.95

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Apartment

Sarasota Downtown Pet-Friendly 1BD/1BA-Lido Beach

Sarasota, Florida, United States

Keep it simple at this centrally-located, pet friendly, turn-key including an espresso machine! This 1 bedroom queen/ 1 ba apartment is catty corner to 10 acre Gillespie park w/2 dog parks, tennis courts, pickle-ball, basketball, & walking trails. Minutes to the #1 beaches & shopping at St. Armand’s Circle. Walk or bike to all the downtown attractions such as the Marina, Bay Park, nightlife, opera & 30+ restaurants. Dog run on premises as well for fur friend guest!brbrThis is a smoke free & no vaping home & property. If you are a smoker please, please do NOT smoke inside or near the entry doors.brbr1 courtyard parking space & fenced in dog run with dog station is on the south side of the property.brbrApartment in located between 6th and 7th street off Osprey just steps from the 10 acre Gillespie Park. The Gillespie Park community including downtown restaurants are very pet friendly. About 7 minutes from St. Armand’s Circle, Lido Beach and 15 minutes to world famous Siesta Key beach.brbrEVO city bikes, scooters available for rent via the app & a very walkable location to all the downtown attractions.brbrThis is a smoke free home. If you are a smoker please, please do NOT smoke inside or near the entry doors.brPARKING: The courtyard offers compact parking accommodations and includes 1 reserved parking space for the unit. Larger SUVs and trucks may find maneuvering within the courtyard a bit tight. Additional free overnight public parking for vehicles of any size is available at the park across the street.brbrbrPlease NO SMOKING, NO VAPING INSIDE or anywhere near the homes doors, windows, etc. This is a smoke free/vape free property.brbrTrash/Recycle day is on Thursdays early at 6 a.m. PLEASE put your units trash & recycle canisters at the street/sidewalk facing the road Wednesday Night. brbrPlease pick up after your pet & use the dog station inside the dog run to dispose of your pet waste. There is a water hose inside the run to help clean up after your pet as well (if needed). Greatly appreciated.
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Exceptional(13)

$327.73

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Private Vacation Home

Sarasota Pet Friendly Vaca Home | Balcony + Garage

Sarasota, Florida, United States

Enjoy being close to everything at this smoke free centrally-located, peaceful catty-corner to Sarasota’s 10 acre Gillespie Park home. Minutes to the beaches, & walk to shopping, restaurants, bay front, arts, Whole Foods, coffee shops, etc. This 3 BD/3.5 BA home includes a detached over-sized 2 car-garage, a bonus room setup as 2nd family room with queen size sleeper couch & writing desk. Enjoy the covered balcony & convenient on-site fenced dog run. +30 restaurants within only 5 blocks away.brbrThis is a smoke free home. If you are a smoker please, please do NOT smoke inside or near the entry doors.brbrThe neighborhood is a very walkable, bike friendly & ample overnight off street parking and public parking at the park available to the community.brPARKING: Please note the courtyard offers compact parking accommodations. The unit includes access to a 2-car garage plus one additional courtyard parking space. Larger SUVs and trucks may find maneuvering within the courtyard tight. Additional free overnight public parking for any size vehicle is available at the park across the street.brbrbrPlease NO SMOKING, NO VAPING INSIDE or anywhere near the homes doors, windows, etc. This is a smoke free/vape free property.brbrTrash/Recycle day is on Thursdays early at 6 a.m. PLEASE put your units trash & recycle canisters at the street/sidewalk facing the road Wednesday Night. brbrPlease pick up after your pet & use the dog station inside the dog run to dispose of your pets waste. There is a water hose inside the run if needed to help clean up after your pet as well. Greatly appreciated.
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Exceptional(36)

$278.1

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Private Vacation Home

Coastal Pool Bungalow - 15 Mins to Famous Beaches

Sarasota, Florida, United States

Summary:brbrWelcome to Bamboo Bungalow, a top 10% Airbnb listing and guest favorite! Just a short drive from Sarasota’s beautiful beaches, our serene 3-bedroom, 2-bath home features a private pool and coastal charm throughout. Unwind in this peaceful retreat perfect for relaxation and rejuvenation. Pet-friendly with a $71/pet per stay fee. A check-in form with identity verification is required before arrival. Come enjoy a tranquil stay in this guest-loved coastal escape!brbrbrbrThe Space:brbrBamboo Bungalow is a tranquil retreat offering a mix of coastal charm and modern comfort. The spacious 3-bedroom, 2-bathroom home is designed for relaxation, featuring an open floor plan that flows seamlessly from the living room to the fully equipped kitchen. Large windows bring in natural light, highlighting the calming, beach-inspired decor. Outside, the private pool and patio provide the perfect space for lounging or dining al fresco. Located just minutes from Sarasota's beautiful beaches, this serene getaway is ideal for unwinding.brbrbrbrGuest Access:brbrCode provided prior to check in.brbrbrbrThe Neighborhood:brbrThe neighborhood surrounding Bamboo Bungalow in Sarasota offers a quiet, family-friendly atmosphere with easy access to outdoor activities and major attractions. Just a few blocks from Legacy Trail, visitors can enjoy biking, running, and walking along this scenic trail that stretches through Sarasota, connecting to downtown and other key areas. The home is conveniently located near Siesta Key Beach, Downtown Sarasota, and cultural hubs like the Ringling Museum and Marie Selby Botanical Gardens, offering easy access to some of the area’s top tourist spots.brbrbrbrGetting Around:brbrGetting around the area is convenient and accessible. Legacy Trail, located nearby, provides an excellent route for biking and walking, connecting you to various parts of Sarasota. If you're heading to popular spots, Siesta Key Beach is just a short drive away, while Downtown Sarasota is easily accessible for dining, shopping, and cultural attractions. Public transportation options are available, but having a car is recommended for exploring the broader Sarasota area, including nearby beaches and parks.brbrbrbrOther Things to Note:brbr✔️Check-in Form: Prior to arrival, guests will be required to complete a check-in form through our Guest App. No download is required.brbrbrbr• Grill: This is a charcoal grill, and guests will need to bring their own charcoal and fire starters. We recommend picking these up ahead of time so you can make the most of your stay. We kindly ask that the grill be cleaned and covered after use to keep it ready for the next guests.brbr• Pool: Please note the pool is not heated, but it's available year-round for guest use.brbr• Quiet Hours: The neighborhood is peaceful, and we ask that you respect quiet hours, particularly around the pool area, to maintain a calm environment for both you and our neighborsbrbr• Please don’t wear shoes in the house.brbr• Only guests listed on the reservation may stay at the property.brbr• Smoking incurs a $250-fine.brbrbrbrPet Feebrbr• A non-refundable fee of $71/pet per stay appliesbrbr• Any pet-related damage or excessive cleaning may result in additional chargesbrbrbrbrPet Limitations:brbr• Maximum of 2 dogs (please check with the host if you plan to bring more than 2 pets or any other animals)brbr• No aggressive breedsbrbr• Pets must be fully house-trainedbrbrbrbrFurniture Policybrbr• Pets are not allowed on furniture, including beds and couchesbrbr• Please bring proper pet bedding — no makeshift blankets or shared bedsbrbrbrbrCleaning & Damagebrbr• Charges will equal the full cost of repair or replacement for damaged furniture, rugs, bedding/linens, rugs, appliances, décor, fixtures, and finishes.brbr• An additional $75–$200 cleaning fee may apply for excessive pet hair, odors, or stainsbrbrbrbrSupervisionbrbr• Pets must not be left unattended unless safely cratedbrbr• Crates are not provided by the hostbrbrbrbrOutdoor Areasbrbr• All pet waste must be cleaned up and disposed of properlybrbr• Pets must be leashed or under direct control at all timesbrbrbrbrNoise & Disturbancebrbr• Excessive barking or disturbances may result in guest removal without refundbrbrbrbrLiabilitybrbr• Guests assume full responsibility for their petsbrbr• Host/owner is not liable for pet-related incidents or injuriesbrbrbrbrUnauthorized late check-outs beyond 30 minutes after the scheduled check-out time may incur a $100 fee, plus additional hourly charges for extended delays or impacts to cleaners and incoming guests.
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Exceptional(35)

$182.44

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Villa

Vacation Villa just minutes drive from Siesta Key, year-round heated pool / 3640

Sarasota, Florida, United States

Updated and tastefully furnished and decorated 2 bedroom, 2 bathroom vacation villa, located just few minutes drive to the famous Siesta Key Beach. This property features Inviting floor plan with roomy living and dining area, split bedrooms, well equipped kitchen with stainless steel appliances and granite counters, updated bathrooms, laundry closet with washer and dryer in kitchen area, one car garage and screened-in lanai; a perfect place to relax in after a day at the beach or pool. This villa is a part of a private community that offers a heated pool, Jacuzzi, two lighted tennis courts, putting green, picnic area with grills, and a club house with a pool table, full sized kitchen, and Party room. Located in the heart of the Sarasota mainland, close to shopping malls, multitude of culturally diverse restaurants, and plenty of entertainment for your stay. Number of other fantastic and beautiful beaches are close by - Nokomis and Venice Beach to the South and Lido and Bradenton Beach to the North. Great for summer vacation, fall getaway or a wonderful escape during the cold winter months. You will always feel welcomed.brSummary:br*attached garage and drivewaybr*Master bedroom with a king-sized bedbr*Second bedroom with a queen-sized bedbr* Sleeper sofa with queen-sized gel memory foam mattressbr*A large TV in the living room with Cable TV, as well as a smaller TV in the second bedroombr*WiFi networkbr*Beach chairs, towelsbr*The Siesta Key Village, located very close by, offers great shopping and dining possibilitiesbr*The beach itself offers a playground, tennis and volleyball courts, shaded picnic areas, snack bars…and miles of soft, pure white quartz sand.br*We speak English, Czech, Slovak and Polish.
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$157.73

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Apartment

6 Mi to Dtwn: Sarasota Apt w/ Patio & Fire Pit

Sarasota, Florida, United States

Near Grocery Stores | Easy Access to I-75 | 7 Mi to Siesta BeachbrbrWatch your worries float away with Florida's coastal breeze at this 1-bedroom, 1-bath vacation rental. Complete with 2 Smart TVs, a private picnic area, and a central location, this apartment has everything you need for your next trip to Sarasota. Visit the Marie Selby Botanical Gardens, lounge by the Gulf of Mexico at Lido Key Beach, or enjoy a day full of high-end shopping at St. Armands Circle — the choice is yours!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom: 1 queen bedbr- Living Room: 1 full sleeper sofabr- Additional Sleeping: 1 queen air mattressbrbrKITCHENbr- Refrigerator, stove/oven, dishwasher, microwave, Crockpotbr- Keurig coffee maker (starter pods provided), toasterbr- Cooking basics, paper towels/trash bagsbrbrMAIN FEATURESbr- 2 Smart TVs, board gamesbr- Open floor plan, coastal decorbr- Gravel fenced-in patio, fire pit, picnic tablebr- Beach wagon, cooler, snorkeling gearbr- Grill/smokerbrbrGENERALbr- Free WiFibr- Central air conditioning & heatingbr- Washer & dryer, linens & towelsbr- Hair dryer, hangersbr- Keyless entrybrbrFAQbr- Exterior security camera (facing out)br- Quiet hours (after 11:00 PM)br- Homeowner lives on-sitebr- EV charging not permittedbrbrACCESSIBILITYbr- Step-free access, single-story unitbrbrPARKINGbr- Gravel driveway (1 vehicle)brbr-- THE LOCATION --brbr- 2 miles to Urfer Family Park & Red Bug Slough Preservebr- 6 miles to Downtown Sarasota: restaurants, shops, parks, live entertainmentbr- 6 miles to Marie Selby Botanical Gardens & Bayfront Parkbr- 7 miles to Sarasota Beach & 9 miles to Lido Key Beachbr- 10 miles to Mote Marine Laboratory & Aquariumbr- 10 miles to Sarasota Bradenton International 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 21 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story property offers step-free accessbr- Electric vehicle charging is prohibited on the propertybr- The homeowner lives on-site, in a completely separate unit, and may be present during your staybr- Your safety matters. This property features an exterior security camera located next to the front door facing the front entrance area. The camera is outward facing and does not look into interior spaces. The camera records video and audio when activated by motion
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$164.59

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Condo

Charming 2bd/2ba condo in a beautiful resort-style community in Sarasota, FL

Sarasota, Florida, United States

Relax and enjoy the sunshine at this beautiful two bedroom, two bathroom apartment with resort-style amenities, close to everything in the Sarasota area! The condo is located in a fabulous gated community providing tranquility and peaceful living. The community is very family friendly with newly renovated heated swimming pool, fitness center, tennis court and everything you need to make your visit truly enjoyable. Free parking on site and even a car wash.brbrbrWhen you step inside, you’ll be greeted by a spacious living room—think nice at-home feel and relaxing setting in front of the TV or at the balcony. Big windows let in tons of natural light, making the space feel warm and welcoming.brbrThe kitchen gives practicality with new stainless-steel appliances and everything you need to cook up a delicious gourmet meal.brbrThe master suite provides nice and quiet retreat, with a comfy queen-sized bed and an en-suite bathroom. It's the perfect spot to relax and unwind after a long day.brbrThe second bedroom has two comfortable single twin-sized bed. This is a perfect room for the kids or relatives traveling along.brbrThis condo is part of a beautiful, gated community with resort-style amenities—think a heated outdoor pool, fitness center, tennis court, and beautiful grounds. It’s like living in a vacation paradise!brbrLocated right on the edge of Sarasota and Lakewood Ranch, you’re close to everything—great restaurants, shopping, entertainment, and of course, the stunning Gulf Coast beaches.brbrWhether you’re looking for a home away from home, resort-style amenities, or just laid-back Sarasota lifestyle, this condo gives you a chance to enjoy all this in one of Florida’s best spots.brGuest accessbrGuests can use the entire condo except a little storage on the balcony which will be locked.brOther things to notebrAirports:brbrSRQ Airport: 8 min (2.8 miles)brTPA Airport: 1 hour (53.7 miles)brPIE Airport: 1 hour (44.8 miles)brPGD Airport: 1 hour (57.5 miles)brRSW Airport: 1 hour 25 mins (92.4 miles)brBeaches:brbrLido Public Beach: 20-25 minutes (9.3 miles away)brSiesta Key Public Beach: 25-30 minutes (11.7 miles away)brbrAmenities:brThe outdoor pool is heated, open every day until dusk, and shared with other residents.brTennis courts are available daily until 9 pm.brThe gym is open 24/7.brThis is a gated community with free, uncovered parking available on-site (no assigned spots).
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Exceptional(13)

$219.8

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Hotel

Bayview Waterfront Room, Heated Pool, Tiki Bar & Grill !

Sarasota, Florida, United States

WATERFRONT ROOM, Updated Hotel Room-Condo at the Ramada Inn on 41. Ground-floor, Two large, comfy Queen beds, 42 TV w/ cable channels, strong WIFI. ALL-NEW Interior, Vanity, Coffee/Tea bar w/ fridge and microwave. Heated Pool, Tiki Bar and Grill with daily meal and drink specials. Live music too! Beautiful Marina steps from your door...Bring your boat, rent one! Minutes drive to SRQ airport, USF, New College, IMG Academy, Downtown Sarasota, St. Armand's Circle & All area beaches!brThe spacebrEnjoy your trip with the hotel-vibe being part of the Ramada Inn. Tiki Bar and Grill with Huge heated pool is literally just outside your front door.brbrThis adorable room features all the amenities you can think of for your beach vacation and offers an unbeatable location. This home is ideal for families, business travelers, students or singles.brbrThis property can accommodate up to 4 guests with a bedding configuration as follows:brbr• Bedroom # 1: Full Beds (2)brbrExclusive Amenities Include:brbr• Heated Poolbr• Onsite Tarpon Bay Grill & Tiki Bar w/ Live Music!br• Marina - Boat rentals availablebr• Secure parking in front of roombr• Free WIFI and Cable channelsbrbrApprox. drive times to airport and major attraction cities:br5 to 15 min - beaches, theater, restaurants, shopping, SRQ airportbr20 min - Outlet mallbr50 min - St Petebr60 min - TPA Airport/Port of Tampabr2hr - Disney WorldbrbrOther things to notebr- Breakfast is NOT includedbr- No Pets allowedbr- Daily housekeeping NOT includedbr- Dock fee NOT included, $1.85 linear foot per night paid to front desk upon arrival.br-Check out is by 11am. A check out after 12pm will be considered “late” and a $100 late check out fee shall apply.
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Exceptional(48)

$226.31

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Condo

Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

Sarasota, Florida, United States

On Siesta Key, The ‘pool view’ overlooks the swimming pool & has a private covered open porch for shadebr1 bed 1 bath w/ private entrance. The bedroom has a king sized mattress bed. brbrThe living room has a kitchenette area with a fridge, freezer, microwave, coffee maker and the essentials. brThere is a Smart TV. brSeparate bedroom with King size bedbr3 mins walk to Crescent beach access #12brYou can walk to a great choice of places to eat and drinkbrMax 2 guestsbrNo smoking, No Pets, Great Location, Good Value.brbrNewly remodeled insidebrGround floorbrGreat beach access a 3 minute walk to Crescent beach Siesta key , beach Access #12.br1 Bedroom, separate from living roombr Covered open porch with table and chairs overlooking the swimming poolbrSwimming poolbrFree parkingbrFree WIFIbrThis is a single story house that is dived into 3 rental units all have private entrancesbrEach has its own amenitiesbrThe only thing you share is the poolbrNo smoking, No petsbrDaily and weekly rentals brIf this is not available for your dates please send a message we have other rentals, Great Location, Good Value. On Siesta Key.brbrGuest enjoy the whole space, Private Keypad entrance.brThis is a vacation rental, The owner does not live herebrThis is a family owned and operated vacation homebrOnly thing shared is the pool .brWe provide chairs and towels for the public beach. Great Location, Good Value.brbrWe are a small family owned resort on Siesta Key offering daily rentalsbrbrWe live close by and available if guests need anythingbrbrGreat location a short walk to the beach, shopping and lots of places to eat and drink brfree parkingbrswimming pool that overlooks a small pond br3 minutes walk from your door to the beach access #12 Crescent beach Siesta keybrbrFree parking onsitebrEasy walk to lots of places to eat drink and shopbrPlus lots of activity and rental placesbrbrNo pets $250 chargebrDaily rentalsbrNo smoking $250 chargebrMax guest 2 Adults only brFee for extra guest $99 per night.brPlease do not take your bikes inside the rentals. Thank you.br- No smoking $250 chargebr- No pets $250 chargebr- No extra guests 2 guest totalbrExtra guests $75 per guest per night
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Exceptional(5)

$249.99

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Condo

Condo #311 Extraordinary Siesta Key Beach View at La Siesta- fully renovated!,10% off July Reservations

Sarasota, Florida, United States

** 10% RENTAL RATE DICOUNT FOR RESERVATION MADE IN JULY 2026**br** This unit offers reservations with a 4-night minimum from April/11/2026 through December/11/26brand April/10/27 through December/10/27** Please contact our Office for assistance.brbrPrivate WiFi, Heated Pool, Your perfect vacation awaits in this Two Bedroom/One Bath condo at La Siesta, right next to the famous Siesta Key beach, which is always included in the world’s top ten best beaches. The apartment also offers you easy access to Siesta Village which has numerous restaurants, specialty shops, night life and other attractions. brUnit 311 is a beach-style unit with a beautiful gulf view and is turnkey furnished and completely remodeled (new full open kitchen with beautiful island, quartz counter top and wood cabinets, new bathroom with tiled walk-in shower, new furniture, mattress, electric recliner chair, queen sleeper sofa with mattress, 3 HDTV LED with 80 channels. HD in living area and DVR to record your favorite shows, Blue Ray DVD, Wi-Fi, wireless telephone with answer machine incl. FREE unlimited long distance in USA, Canada and the list goes on......brThere is a king-size bed (master room), two twin beds (guest room) and sleeper sofa, this unit sleep up to six. The screened in lanai is perfect for eating outside or having a drink (maybe two...) while overlooking the famous Siesta Key beach and the ocean and the sunset.....brDon’t wait - call the office now or book online, life is too short.......
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Home Most popular vacation rentals in Sarasota