Vacation Rentals By Owner In Longboat Key, FL

$819.92

LBK Whitney Bayside Retreat

Longboat Key, Florida, United States

Highlightsbr• Half-mile walk or bike ride to Whitney Beachbr• 3 Bedroom, 2 Bathroombr• Balcony overlooking tranquil Bishop Bay/Canalbr• 1 King, 1 Queen, 1 Queen br• Private poolbr• Screened lanai off kitchen overlooking the poolbr• BBQ Grillbr• In-unit washer and dryerbr• Free parking br• Beach chairs and a cart includedbr• Close to popular dining options and local shopsbrbrLBK Whitney Bayside by Reel Coastal Propertiesbr625 Jackson WaybrLongboat Key, FL 34228brbrWelcome to LBK Whitney Bayside, a stunning luxury retreat on Longboat Key. Tucked away on a quiet street just a half mile from the beach, this elegant 3-bedroom, 3-bathroom home combines modern sophistication with the relaxed charm of coastal living.brbrStep inside and you’ll find soaring ceilings, high-end finishes, and a designer kitchen fully equipped for the chef at heart. The open living space flows seamlessly to the outdoor patio, where you can relax with a glass of wine overlooking the tranquil canal or take a dip in the heated pool.brbrEach bedroom is designed with comfort in mind, offering privacy and style:br • Master Bedroom – King bed, flat-screen TV, ensuite bathroombr • Guest Bedroom 1 – Queen bed, flat-screen TV, ensuite bathroombr • Guest Bedroom 2 – Queen bed, flat-screen TV, ensuite bathroombrbrWhether you’re preparing a meal in the gourmet kitchen, lounging poolside, or heading out to explore the pristine white-sand beaches of Longboat Key, this home is the perfect place to unwind.brAdditional amenities include Wi-Fi, washer/dryer, outdoor seating, and easy access to local dining, shopping, and activities. With its serene setting and luxurious details, this home offers an unforgettable island getaway.brbrRoom Detailsbr- Master Bedroom: King bed, tv, and ensuite bathroombr- Guest Bedroom 1: Queen bed, tv, and ensuite bathroombr- Guest Bedroom 2: Queen bed, tv, and ensuite bathroombrbrThere are no pets allowed in this home.brbrPlease Remember:brYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.br*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrRules:br • No dog(s) are permitted in this home. No other animals are allowed without specific ReelCoastalProperties approval.br • No Parties/Unauthorized Events and absolutely No Smoking or VapingbrbrLBK Rental Permit: RRR-01431.2025 (30-day minimum rental period)

3

Bed

4

Bath

6

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$358.56

/ Nightly

Villa

1901 Harbour Links Circle #1 by RVA

Longboat Key, Florida, United States

Located in Emerald Pointe, with deeded beach access to the private Bay Isles Beach Club on the Gulf of Mexico. With its three bedrooms and the primary bedroom being located on the first floor, you will agree that it you feel this is a home with a generous 2300+ sq ft and personal swimming pool that features privacy overlooking lush landscaping and a serene preserve. The open floor plan features soaring ceilings, and the design of the kitchen makes cooking a joy, enabling you to enjoy your guests while preparing meals. The open concept is the perfect layout for indoor/outdoor entertaining. brbrThe second-floor bedrooms feature a Jack & Jill bath and provides the privacy of a separate guest space. This is the ideal location where you can escape to your private island oasis yet drive 10 minutes to St. Armands Circle or cross the bridge into Downtown to enjoy the arts, theaters, Bayfront and Sarasota's city vibe with its multitude of shops and restaurants. If you’re looking for the perfect home and location, your search is over!brbrOther details of this residence include beach access thru the Bay Isles Beach Club where you can have a picnic and grill, partake in a volleyball game, and shower off before heading home.brbrAccommodations: Three-bedroom, two and a half bathbrbrPrivate Pool, Beach Access, Full-size Kitchen, Tennis Courts at Bayfront Park, Wireless Internet Access, Washer/DryerbrbrLocation: 1901 Harbour Links Circle #1, Longboat KeybrbrBedding: 1 King, 1 Queen, 2 TwinsbrbrView: Preserve ViewbrbrMinimum Night Requirements, please contact the office for details

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$188.01

/ Nightly

Condo

Steps from the Water with Spectacular Bay Views

Longboat Key, Florida, United States

Wake up every morning and have coffee from your front patio, just a few feet away from the Sarasota Bay. Play a round of pickleball and then walk a very short distance (2 mins) to the condo's private pool or down the private beach path and swim in the Gulf of Mexico. This luxury condominium on Longboat Key is close to Sarasota and shops and restaurants of St. Armand's Circle.brThis beautiful open-concept, updated condo has a fully updated kitchen with wine bar, beverage fridge, and tons of counter-space for fun and entertaining. brThis ground floor unit has two bedrooms (1 king, one queen with adjustable motor to raise or lower the head of the bed), two full bathrooms, plus an office/den space that has a pullout full size sleeper couch. and a queen size sleeper sofa in the living rooom. Tons of closet space and a nice sized laundry room. brbrThe office has a desk with a window facing the bay, so if you work from home, bring your computer and enjoy the views, peace, and quiet.brbrThere is one parking space assigned to the unit and extra parking spaces for visiting guests.brComes with everything you need - dishes, pots, pans, silverware, wi-fi, laundry room, 3 flat screen TVs, linens and towels (bath and beach), amazing bay views, and the beach just across the street.brIn general, minimum lease is one month, starting on the first day of the month, and ending on the last day of the month. Willing to do a shorter term on a limited basis - please inquire.brThe bay is just outside the condo. We see manatees and dolphins,sting rays lots of birds (herons, pelicans cranes, etc.), and beautiful views. For kayakers, Sarasota Bay is a terrific place to paddle, pedal, and fish. There is a kayak rental place just down the bay on the bayside, in easy walking distance.brBoat slip available upon request, depending on availability (reservation fee required).brbrPlease note that we have recurring renters for the months January through March and we give them first priority to rent each year. We will know around the end of Jan 2026 or beginning of Feb 2026 if there will be any availability for Jan - Mar 2027. If you have any questions regarding late 2026 or 2027 bookings, please send an Inquiry.

2

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2

Bath

6

Sleeps

$205.29

/ Nightly

Condo

Paradise! Gulf beach, On bay, bike, fish, kayak, relax, shop, swim, tennis.....

Longboat Key, Florida, United States

Beautiful condo located on 2nd floor. End unit overlooking beautiful tropical plants and offering natural light ! Turn key and ready to go. Short walk brings you to beach via private easement. Step outside your door relax on outdoor furniture overlooking the bay, pool,tennis courts , tropical foliage and beautiful Florida sky! Launch your small watercraft at the private boat ramp and leave docked at bay. Longboat key has it all but maintains an atmosphere of peace and quiet.

2

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2

Bath

6

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$343.34

/ Nightly

Condo

Perfect Beach View 2 Bedroom Condo

Longboat Key, Florida, United States

NEW LISTING !!!br3-401 at Beachplace | Gulf-Front Luxury on Longboat KeybrbrExperience the pinnacle of coastal living in this beautifully updated 4th-floor residence. Designed for those seeking a sophisticated monthly retreat, Our Condo offers floor-to-ceiling vistas of the Gulf of Mexico from nearly every room, paired with the world-class amenities of the prestigious Beachplace community.brbrThe SpacebrFrom the moment you enter, the horizon takes center stage. The open-concept interior is bathed in natural light, framing breathtaking turquoise views through expansive glass walls.brbrLiving & Dining: A seamless flow featuring granite countertops, modern finishes, and a private wrap-around balcony—the perfect spot for your morning coffee or a cotton-candy sunset cocktail.brbrPrimary Suite: A true sanctuary. Retreat to a King-sized bed and wake up to the sound of waves, with a private ensuite and floor-to-ceiling windows overlooking the Gulf.brbrGuest Accommodations: A cozy secondary bedroom with two twin beds and a dedicated bathroom, ideal for family or visiting friends.brbrHome Essentials: Fully equipped for long-term stays with an in-unit washer/dryer, ample storage, Cable TV, and high-speed Wi-Fi for those working remotely.brbrThe Beachplace LifestylebrSelected as one of The Sarasota 100: Moderns that Matter by Architecture Sarasota, Beachplace is more than a location—it’s a lifestyle. As a monthly resident, you’ll enjoy:brbrPrivate Beach Access: 1,450 feet of powdery white quartz sand with complimentary chair service.brbrWellness & Recreation: A heated Olympic-sized pool and spa, a covered kiddie pool, a fully equipped fitness center with saunas, and active pickleball and tennis courts.brbrPrime Location: Situated on the quiet south end of Longboat Key, you are minutes from the upscale shopping of St. Armands Circle and the world-class dining at the new St. Regis.brbrThis unit has 2 dedicated parking spaces outside near the entrance to the building.brbrCome stay a month or more!brThe well-maintained and gorgeous grounds include the following amenities:br • 24 hour manned guard gate.br • Private beach access with chairs and umbrellas includedbr • Wi-Fi and Cable TVbr • Lighted tennis courtsbr • Heated pool and hot tubbr • Two state of the art fitness centersbr • Air conditioned clubhousebr • BBQ gas grills by the pool.brbrYou are just moments from St Armand's Circle with all its top shopping and dining options. Easy access to the areas arts and cultural activities and moments from Sarasota Airport.

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$414.0

/ Nightly

Condo

PENTHOUSE DOUBLE BALCONY FULL GULF & BAY VIEWS FROM EVERY ROOM Beachplace 5-602

Longboat Key, Florida, United States

Our beautiful PENTHOUSE UNIT at BEACHPLACE, named “Bird’s Eye View”, has a breathtaking view of the Gulf of Mexico from the moment you open the front door, and the turquoise blue water can be enjoyed from the master bedroom, living room, kitchen and dining room. The guest room and back side of the kitchen look out over Sarasota Bay and downtown Sarasota in the distance. brbrMy husband and I started coming to Beachplace as kids…and we have enjoyed many vacations on the famous powder white sand of Longboat Key. This building is our favorite at Beachplace! As you enter the unit, you have gorgeous views of Sarasota Bay and the downtown cityscape, and then just when you think it can't get any better, you open the door to the turquoise blue water of the Gulf of Mexico. Open up the brand new double sliders from the living room and master bedroom and let the relaxing sound of the ocean put you instantly into vacation mode. At night, the view changes and you get to enjoy the palms twinkling in front of the dark sea lit up by the moonlight. We love the Penthouse Units at Beachplace because the balconies are twice a big. Enjoy a glass of wine with guests in the evenings, and savor your privacy in the morning - walk straight out the double slider from your master bedroom onto the balcony for coffee without waking the kids or your visiting guests! (We have a Nespresso machine in the Master just for this reason!) And if you are working-from-home you'll have no need for a fake beach Zoom background while at our condo! We have high-speed internet your colleagues will envy, and even an outlet on the balcony if you like working outside.brbrPeople often ask how long it takes to walk to the beach so we timed it for you - less than three minutes when walking on the resort sidewalk past the pool. Beachplace amenities are all easily accessed by paved walkways, and Beachplace has 4 beach access ramps with shower stations to rinse off sand and salt. This unit is nicely updated with new hurricane windows and sliders, new LVP floors throughout, off-white cabinetry, updated tile & marble tops in the bathrooms, granite & stainless steel in the kitchen, and high-end furnishings throughout. Ready for you to relax and enjoy!brbrPLEASE NOTE: RATES LISTED ON CALENDAR ARE MONTHLY RATES. Beachplace allows one rental per 28 days. There is a 13% tax, one-time post-visit cleaning fee of $200.00 (cleaning services can be arranged as often as you’d like for an additional fee), and an administration fee of $250.00. Please note that Beachplace allows remodeling during the off season, May - November, as is the policy at many condominiums in Florida. This is reflected in the rent. brbrWe book our guests on a first come, first serve basis. Unfortunately, we cannot put the property on hold. We look forward to welcoming you to our little slice of paradise.brbrBEACHPLACE AMENITIES:br• Outdoor Junior Olympic sized pool with two lap lanes, covered separate infant pool, and heated outdoor jacuzzibr• The largest dedicated beach frontage on LBK complete with chaise loungers and umbrellas already set up and in-the-sand. If you are lucky enough to be at LBK during turtle season you may get to see a nest hatch and the baby turtles make their way to the water!! It is INCREDIBLE!! br(Check out the video to see a baby making its way to the water) https://www.youtube.com/watch time_continue=9&v=sZfnfQzXB08br• Lighted tennis courts and pickle ball courtsbr• Outdoor ping pong table and cornholebr• Lending librarybr• Outdoor grillsbr• Clubhouse with an event roombr• Weight room and cardio room overlooking the poolbr• High-speed internetbr• 24-hour gated securitybr• Electric car charging stationbr• Car washing station and commercial grade vacuumbrOUR UNIT OFFERS:br• A clean, bright kitchen with stainless steel appliances, updated off-white cabinetry, and granite countertops. The unit is equipped with everything you need to cook a great meal and have a relaxing evening at home.br• The dining area features an intimate setting for 4. Have guests The table features an extra leaf and two extra chairs.br• The living room has comfortable seating for 8, a fabulous view of the Gulf, 4K 50- inch Smart TV, and features a pull-out queen sleeper-sofa for visiting guests or grandchildren.br• The master bedroom features a king size bed, private sliding glass door entrance to patio, smart TV, a Nespresso Coffee Machine with 2 complimentary pods AND the best part...this bedroom features a breathtaking full view of the Gulf of Mexico.br• The ensuite master bath includes a spacious closet, marble countertop with double sink, tile floor, updated cabinetry, floor to ceiling dressing mirror, make-up mirror, plush towels, hair dryer and complimentary starter toiletries. The toilet and walk-in shower with adjustable shower wand is separated from the dressing area by a privacy door.br• The second bedroom features a king size bed, smart TV, two full sized closets and an ensuite bathroom that also has a door to the main living area. This bedroom has a beautiful view of the bay out the new double hurricane window.br• The guest bathroom features a single sink marble countertop, tile floor, toilet, bathtub/shower combination, plush towels and complimentary starter toiletries.br• The unit also includes a new (2022) washer/dryerbrbrLONGBOAT KEY AND SARASOTA ATTRACTIONS:br• Mote Marine Laboratory & Aquariumbr• John and Mable Ringling Museum of Artbr• Ca’ d’Zanbr• Marie Selby Botanical Gardensbr• Myakka River State Parkbr• The Circus Museumbr• Van Wetzel Performing Artsbr• Asolo Repertory Theatrebr• Sarasota Operabr• Sarasota Balletbr• Big Cat Habitat and Gulf Coast Sanctuarybr• Sarasota Jungle Gardensbr• Shopping at St. Armand’s Circlebr• Key West Expressbr• Sarasota Film Festival (Burns Court Theater is lots of fun!)br• Sarasota Classic Car Museumbr• Luxury spa services at The Met Day Spabr• And…plenty of golf!brbr

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$116.74

/ Nightly

Condo

Pet Friendly Longboat Key Condo with View of Gulf

Longboat Key, Florida, United States

Adorable and only 50 steps to awesome Longboat beach directly across the street is the beach access. This is a very private part of Longboat and often you will not see a soul. I was visiting in the height of season and only saw a handful of people. If it is privacy you want you got it. It is all brand new with a Queen bed and sleeper sofa for sleeping arrangements. It has all new appliances with a dishwasher too.brbrBeautiful and a great escape! Beach directly across the street about 50 steps. You can hear and see the Gulf from your unit. Everyone falls in love with my unit.brbrA large shopping plaza, Avenue of the Flowers, is behind the complex, offering a large grocery store, wine and liquor store, drug store, video rentals, specialty shops, and restaurants. High quality Municipal Tennis Courts are one block away and a four-foot wide sidewalk extends for most of Longboat Key with seven to eight miles for jogging, rollerblading, walking, and biking, and walking your dog. One can also walk the beach for the same distance, and shelling is a favorite activity.brbrThere are also bike lanes on both sides of Gulf of Mexico Drive for extreme bike riders. Longboat Key is a very upscale barrier island which is connected by bridges to Anna Maria Key to the North and St. Armand's Key and Sarasota to the South. Sarasota Airport is an easy 15-20 minute drive and Tampa International Airport is an hour's drive North.brbr2 miles from the famous and lovely St. Armands Circle. Walk or take the Trolley or park in the many spaces provided.

1

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1

Bath

4

Sleeps

Select Dates for Price

Condo

Full Beach View 2 BR Condo

Longboat Key, Florida, United States

Beautiful beachfront unit on the 5th floor with amazing beach and sunset views. 2 bedroom, 2 bath unit with many modern upgrades. Master bedroom has a king bed and second bedroom has two twins. The master bath is a walk-in shower. Second bathroom is tub/shower combo. Come make this your home for a month or more.brbr30 day rental required. It is located in Beachplace, which is a premier gated community on South Longboat.brbrThere is ample closet space throughout, with a washer/dryer in-unit. The condo has high speed wireless internet and cable TV, water and electric included in price. brbrHas new windows and doors installed.brbrThe well-maintained and gorgeous grounds include the following amenities:br • 24 hour manned guard gate.br • Private beach access with chairs and umbrellas included and set up dailybr • Designated parking spacebr • Wi-Fibr • Lighted tennis courtsbr • Heated pool and hot tubbr • Two state of the art fitness centersbr • Air conditioned clubhousebr • BBQ gas grills by the pool

2

Bed

2

Bath

4

Sleeps

$348.46

/ Nightly

Condo

Full Beach View 2 Bedroom Condo

Longboat Key, Florida, United States

Live life on the beach---Private parking included!brbrBeachplace is one of Longboat Key's premier vacation rental locations on the island!brbrWith amazing direct Gulf-front views, this sophisticated and chic 4th floor condo with balcony has it all!brbrThis condo has modern updates throughout including upgraded kitchen and bathrooms and hardwood flooring in living and dining areas. The Large master bedroom has a King bed, an en-suite bathroom with a walk-in shower and dual sinks with a separate seating area. The guest bedroom has two twin beds and an adjoining full bathroom with tub and shower. Both Bedrooms and Living room have Tv's. The kitchen has been recently updated so you can enjoy the ocean views while having breakfast or preparing a meal or mixing a cocktail for a sunset stroll.brbrThere is ample closet space throughout, with a washer/dryer in-unit. The condo has HDTV and wireless internet in every room. brbrThe well-maintained and gorgeous grounds include the following amenities:br • 24 hour manned guard gate.br • Private beach access with chairs and umbrellas includedbr • Wi-Fibr • Lighted tennis courtsbr • Heated pool and hot tubbr • Two state of the art fitness centersbr • Air conditioned clubhousebr • BBQ gas grills by the pool. brbrThis condo comes with 2 well placed parking spaces--one covered and both with close access to the entrance/elevator. brbrUnder Cabinet lighting can be any color, including white. brbrYou are just moments from St Armand's Circle with all its top shopping and dining options. Easy access to the areas arts and cultural activities and moments from Sarasota Airport.brbrThis rental is managed by FGC - Florida Gulf Coast Vacation Rentals

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Sleeps

$353.53

/ Nightly

Private Vacation Home

Private townhome steps from the beach and right next to the pool

Longboat Key, Florida, United States

Beautiful 2 story private townhome has been recently updated in a bohemian beach vibe with warm pinks, blues and greens that match the longboat key water. This home is graciously spread over three levels. On the ground floor is a two car tandem garage with extra storage space for beach toys. The first floor welcomes you with a large sectional sofa facing the 55 smart TV and veranda facing the mangroves. A bright newly renovated generous kitchen is equipped with everything that is needed to enjoy your stay. Spread out with enough kitchen equipment to cook a great meal or cook on the gas grill located in the garage. A half bath is also located on the main floor. Head upstairs where you will find the master bedroom with large walk-in closet, desk with keyboard, mouse and monitor including laptop hookup.The master bath has dual vanities both with their own mirrors that connects to the shower and bath combo. Exit the master bedroom walk down the hallway and find the guest bathroom with a spacious stand-up shower. Go further down the hall and you will find the guest bedroom with a full over full bunkbed with a pull out trundle. Additionally there is a stacked washer and dryer in the guest bedroom. Back to the garage there are plenty of beach toys to take to the beach and you are just steps from the junior olympic size swimming pool. Amenities of the community include restaurant and tiki bar. You are also a short walk/ quick bike ride from a coffee shop, convenient store, Mexican restaurant and the world famous Harry Restaurant and store. Tennis club with new pickle courts and gym may be available for an extra fee. Please contact for further details. Enjoy the crystal clear waters of longboat key! Unfortunately there is not direct beach access. Please reach out with questions.

2

Bed

2

Bath

9

Sleeps

$358.94

/ Nightly

Private Vacation Home

Longboat Key Modern Beach House Gem

Longboat Key, Florida, United States

Discover the magic of Longboat Key! Relax and refresh at this spacious and Beautiful, newly renovated, unique and tranquil getaway in the Best location on Longboat! A short two block walk to the best beach in Sarasota and walk to the best restaurants (The shore, Mar Vista, Whitney’s, to name a few) Enjoy fishing, walking the moonlight alleyways and delight in daily visits/feeding our Pet Peacocks right from your yard. A truly delightful a memorable experience! Private neighborhood boat ramp if needed. You will be completely surrounded by water in tropical beach paradise known for the best sunsets anywhere! The Best Beach is a short 2 block walk. The Large Backyard is a true tropical paradise including shaded lounging, outdoor dining, sunbathing, cornhole and a firepit. This property also comes with a large 1/1 separate detached guest house with Kitchenette, providing complete privacy and additional space. This is a new listing so no reviews yet but I promise you will be very pleased :)

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$139.79

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Condo

Steps from the beach on Longboat Key

Longboat Key, Florida, United States

Charming, one-of-a-kind property in a boutique-like setting with only 11 other units. There is a beautiful, heated pool with tables and chairs, as well as chaise lounges. The property has grills and a dock on the bay where you can go finishing or just sit with your coffee to watch the sun come up! Across the street is a private beach (4 min. walk) with chaise lounges for you to use. This second story walk up property includes a washer and dryer in the unit. The spacious bedroom has a comfortable king sized bed and a second TV. There is a daybed on the lanai which is a great place to nap, read a book or watch boats on the bay. One dedicated parking spot is included. Walking distance to Durante Park, Euphemia Haye Restaurant, Lazy Lobster Restaurant, La Norma Restaurant and Pizzeria, Blue Dolphin Cafe, Tylers Ice Cream, antiques, art, Pilates, CBD, salon and other shops. RRCR #: RRR-00010.2023

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$361.43

/ Nightly

Condo

Stunning 2/2 Condo LBK with Bay Views & Boat Slip Rental!

Longboat Key, Florida, United States

Longboat Key is perfect for a dream vacation on an island! This condo offers a stunning 180-degree view of Sarasota Bay. Nestled on Dream Island Rd, this beautiful 1,293 sq ft condo features 2 bedrooms and 2 bathrooms and is conveniently positioned on the 2nd floor with elevator access.brbrWithin the tranquil Harbor Villa Club community, residents can enjoy numerous amenities including a large heated communal pool overlooking the water, a spa, tennis courts, and the option to rent the private boat slip. Public beach access is just a 15-minute walk or a 5-minute drive away!brbr★Living Area: brThe living room features a comfortable couch, two armchairs, and large windows fitted with screens and curtains. Additional furnishings include a coffee table and a smart TV for streaming and a Roku for live channels (news, sports, weather). brbr★Kitchen: brThe open-plan kitchen boasts white cabinets and is fully equipped with a microwave, oven & stovetop, dishwasher and modern refrigerator.brA new sponge, dish soap, trash bags and dishwashing detergent to get you started are included. brbr★Dining: brThe kitchen overlooks the dining area, which features a glass dining table for six. brbr★Bedrooms: brThe beautiful master bedroom features a king-size bed, a TV, two nightstands, and access to the balcony. brThe second bedroom, located near the entrance, includes a queen-size bed. brBedding & linens are included. brbr★Bathrooms: brThe master bathroom is equipped with a large mirror, sinks, a closet, a walk-in shower (with a small step), and a toilet. brThe second bathroom features a walk-in shower (with a small step), a toilet, and a sink. brTowels, a blow dryer and essential soap products are included. brbr★Balcony: brYou can access the balcony through sliding doors, where you'll find a table with six comfortable seats. Relax and enjoy the unique view, complete with boats and wildlife.brbr★Community: brHarbor Villa Club is a quiet and sought-after community! You will love the wonderful amenities it offers, including: br- A large heated pool with a unique ocean view, Please note that pool temperature may vary depending on outdoor conditions, and during colder weather, it may not always reach the desired setting. The pool is heated seasonally in accordance with Homeowners Association guidelines. Guests are kindly asked to follow all HOA pool rules, including posted hours of operation.br- A spa for up to 10 people br- 4 tennis courts, with lighting for evening games br- BBQ grills brbr★ Boat Slip:brFor those who enjoy boating, there is a private boat slip available for rent at $200 per week, with a maximum boat size of 60 feet. Perfect for spending a day on the water. Feel free to reach out if you'd like to take advantage of this amenity!brbr★Accessories: br- A cooler with wheels br- Beach towels br- Four beach chairs br- A beach umbrella. brbr★Laundry: brBasic detergents are supplied to start you off. The washer and dryer tucked away in a cabinet in the kitchen.brbr★Parking: brYou have one covered, reserved parking spot. Further guest parking available. brbr★Miscellaneous: brIf you wish to receive mail, it must be sent to our Orquera Florida Investment office - Sarasota downtown. brbr★Location: brPublic beach access: 15 min walk brWhitney Beach - 3 min drive North brCoquina Beach (Anna Maria Island) – 9 min drive brMote Marine Aquarium – 15 min drive brLido Beach - 20 min drive brDowntown Sarasota – 25-30 min brSiesta Key Beach - 40 min drive brbr★Important Notes & Rules:br- This rental requires approval from the Home Owners Association (HOA), which involves a tenant information sheet that needs to be received at least 10 days before arrival. Within 24h of arrival, renters must present photo ID, copy of rental agreement, car information including license plate number and signed HVC's Rules and Regulations. br- Parking: Plenty of guest parking spots. No commercial trucks, motor homes, trailers or boats.br- Not a party house, please be mindful of residentsbr- No pets, per the HOA rules (no exception)br- Non smoking, not allowed on the balcony or in the community eitherbr- Ac cannot be lower than 70 F and heat cannot be higher than 82 Fbr- Don't leave doors/windows open when AC/Heat is running.br- Use pool and hot tub at your own risk, no lifeguard on duty. br- Residence is located on the water. Supervise children at all times. brbr★Add-on:brTraveling with a little one We offer a Pack 'n Play for use during your stay for a one-time fee of $50. This includes clean, fitted sheets for your convenience. Just let us know in advance if you'd like to add this to your booking!brbr★Wildlife Awareness:brFlorida's diverse wildlife awaits responsibly; refrain from direct contact and adhere to safety guidelines. For more information, visit the Florida Fish and Wildlife Conservation Commission.brbrYour unforgettable getaway awaits!

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$661.11

/ Nightly

Private Vacation Home

Bayfront Longboat Key House with Pool and 3 min walk to the beach

Longboat Key, Florida, United States

brNewly renovated Sarasota Bay front house with unobstructed view. Large two-story villa has everything you need for your island getaway. House is comfortably furnished and well maintained. Each of the bedrooms and the living area has its own flat screen TV. WiFi internet access also included. Pool heat is optional at additional $140/week.brEnjoy your oversized private pool with large patio and grill. You can fish or just relax on the bay dock or walk across the street to white sand Gulf beaches with our own beach chairs. Within walking distance to the Centre Shops dining and shopping. Nearby St. Armand's Circle boasts the finest in restaurants, wonderful shops and relaxing scenes. Downtown Sarasota thrives with cultural activities such as theatres, jazz clubs and wonderful antique stores. brbrThe area is a golfer's paradise with world class golf courses within a short drive! For family fun, the Busch Gardens theme park is just an hour away in Tampa, and Disney World in Orlando is just a two and a half hour drive away. br Saturday Check In/Check-Out is preferred. Welcome to paradise!brbrKeywords: House

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$1196.7

/ Nightly

Condo

Renovated Beachfront 2 Bedroom Condo by FVC

Longboat Key, Florida, United States

Luxurious 2-Bedroom Condo at Inn on the Beach - Longboat Key by Florida Vacation Connection.brbrImmerse yourself in the epitome of coastal elegance with this completely renovated 2-bedroom condo at the prestigious Inn on the Beach on Longboat Key. Boasting an extensive balcony and multiple windows allowing vayring views, this haven also offers an unparalleled view of the vibrant City of Sarasota and the mesmerizing Gulf of Mexico.brbrInterior Excellence:brSophisticated Renovation: Every inch of this condo has been meticulously upgraded to offer a modern and luxurious living experience.brSpacious Bedrooms: Two inviting bedrooms, each a serene retreat with plush bedding and tasteful decor.brThe master bedroom provides a large walk-in shower, a separate makeup area, a king-sized bed, extra windows allowing either a sunrise or sunset view and balcony access to sit and ponder life's delights. brThe guest bedroom features a unique private entrance to the bath and vanity, as well as an additional vanity in the bedroom entry that can close off to allow privacy for guests in multiple ways. The two queen beds beckon friends or family to enjoy the incredible Gulf views from the balcony access. brGourmet Kitchen: A culinary delight with top-of-the-line appliances and sleek design. There is a separate laundry area with built-ins that also function as a coffee and/or tea bar. Or set it up as your breakfast bar - keeping everything neat and organised. brbrBreathtaking Views:brExpansive Balcony: An entertainer’s dream, providing ample space for guests to soak in the stunning vistas. Lounge in one of the chairs or the outside sofa or enjoy an al fresco dejeuner overlooking the emerald waters of the Gulf of Mexico. brbrWindows: Frame the city’s skyline and the Gulf’s azure waters, offering a picturesque backdrop to your stay. With so many windows, there is a view of city or gulf from almost every room! brbrPrime Location:brHeart of Longboat Key: Situated in a coveted locale, renowned for its pristine beaches and upscale lifestyle.brCity and Sea: The best of both worlds, with easy access to Sarasota’s urban charm and the tranquil beaches of the Gulf.br Ready to Welcome You:brbrTurnkey Living: This condo comes fully furnished, and crafted for those who appreciate the finer things in life.brExclusive amenities: Experience the luxury of the Inn on the Beach, with its easily accessible pool and beach. brbrPLEASE NOTE: This condo does not rent through the resort rental program therefore does not have access to the hotel amenities. Guests of this condo will ONLY have access to the pool, beach, and chaise loungers (2 per condo). No food and beverage, shopping, dining, golf, tennis fitness access is permitted. . No money is exchanged onsite, except at Concierge for Beach Umbrella Rental. brSorry. No pets permitted.brbrTown of Longboat Key RRR-00532.2023

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$403.74

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Condo

Beautiful Oceanfront Beach Haven

Longboat Key, Florida, United States

Hurricane Update: Condo will be ready as of July 1, 2025. However the pool wont be ready till Aug 2025. During the month of July there might be some construction noise coming from the other condos. brWelcome to our stunning beachfront condo, offering breathtaking water views. This charming getaway boasts a prime location, allowing you to indulge in the beauty of the shoreline just steps away. With accommodations to comfortably sleep up to six guests, you'll find everything you need for a memorable stay.

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$237.48

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Condo

2 BR Beachplace Condo Unit 5-301 by RVA

Longboat Key, Florida, United States

RVA proudly presents an exquisite two-bedroom, two-bathroom residence nestled in building 5, offering unparalleled Gulf front and bay front vistas at Beachplace. Unit 5301 boasts a prime location between the Gulf of Mexico and Sarasota Bay, granting you the pleasure of indulging in both breathtaking perspectives.brbrbrbrThis meticulously appointed unit features tile floors, a recently updated kitchen, modern amenities, and Smart TVs, all complemented by sweeping beach views, ensuring an unforgettable vacation experience. Awarded a Platinum rating for its refined furnishings and luxurious appointments, this beachfront getaway delivers opulence at an enticing value.brbrbrbrResidents of the Beachplace Condominium Complex enjoy access to a sprawling community pool and hot tub area, as well as private beach entry. Conveniently situated along the Gulf of Mexico, all Beachplace units are just a short walk from pristine sands, promising endless relaxation and enjoyment.brbrbrbrWith a myriad of activities available within the community, Beachplace is the perfect destination for families, couples seeking a romantic retreat, or business travelers in search of upscale accommodations. Unit 5-301 guarantees a tranquil and rejuvenating stay, complete with all the comforts of home, including wireless Internet access within your unit.brbrbrbrAccommodations: Two-bedroom, two-bathroombrbrbrbrAmenities: Private Patio, Gated Community, Fitness Facility, Locker Rooms with Sauna, Wireless Internet, Elevator, Great Location, Grill, Community Hot Tub, Full-size Kitchen, Community Pool, Tennis Court, Washer/Dryer in Unit, Smart TV's for streaming your favorite apps, Platinum-Rated, Updated FurnishingsbrbrbrbrLocation: 1105 Gulf of Mexico Drive, Longboat KeybrbrbrbrBedding: 1 King in Master, 1 Queen + Adult Capacity Twin Bunk Beds in Guest RoombrbrbrbrView: Gulf ViewbrbrbrbrMinimum Night Requirements: 1 MonthbrbrbrbrAssociation Requirements: $165 Fee and Application; $25 Cancellation Penalty

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2

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4

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$205.63

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Condo

Seaplace 2BR/2BA Condo On LBK, Beachfront, Bldg Closest To The Beach, Sleeps 4

Longboat Key, Florida, United States

Completely renovated, ground floor 2BR/2BA unit in building closest to the beach. Sleeps 4. Garden views. Offered furnished and turn key-- all you need is your swim suit. Designated parking. Washer and dryer in unit. Bike storage for riding on bike trails all throughout the island. Unit has new modern decorations that are family friendly and inviting for enjoyment of an island lifestyle.brSeaplace is a condo complex bordering 1/2 mile of white sand beach with 24 hour guarded security access, two community pools, tennis courts, playground, health club facilities, bike and walking paths right along the gulf. brbrLocal Attractions: Mott aquarium (2.8 miles), St.Armand's circle ( 3.8 Miles), Selby Botanical Gardens (7 Miles), Van Wezel Center (7,1 miles) and Ringling Museum (9.7 miles).brbrFood store: Publix (1.0 Mile). brbrRestaurants: Dry Dock Waterfront (2 Miles), Pattigeorge's (2.7 miles), Blue Dolphin Café (4.6 Miles), Euphemia Haye (4.8 Miles), Harry's (4.9 Miles) or further north towards Anna Maria Island to Mar Vista (7 4 Miles)br

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$844.71

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Condo

Luxury 2 bedroom Beachfront Condo by FVC

Longboat Key, Florida, United States

FL Vacation Connection offers this 2brm luxury condo. 3rd floor. 1700 sq ft. 52' beachfront balcony. Large Living, dining, and bedrooms open to balcony. Designer kitchen with Thermador appliances, dolomite marble backsplash, waterfall dining table, white quartz countertops, and acacia wood paneling. King in Master, dressing area, full bath. 2 doubles in guest, dressing area, full bath. 2 workstations in each room. Our guests have access to the beautiful private beach, pool and hot tub area only. Resort amenities (golf, dining, tennis, room and maid service or fitness) are private and not included. No money is exchanged on the property.

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$151.39

/ Nightly

Condo

Waterfront condo with Gulf views, pool, tennis, & deeded beach access

Longboat Key, Florida, United States

Whitney Beach 149brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrOpen up the double glass sliders to feel the balmy bay breezes while watching manatees in the canal at this relaxing Whitney Beach retreat. Situated on the north end of Longboat Key, this beach-to-bay community boasts deeded beach access and a waterfront location on Bishop's Bayou which leads out to Sarasota Bay for boating, fishing, kayaking & paddle boarding. On the gulf side, the Whitney Beach Conservancy offers two tennis courts, a grill area, and tiki-style huts for shady beachside picnics. Chaise lounge chairs are provided in the community's private beach area.brbrThe canal outside the condo is a seasonal breeding area for manatees, and the gorgeous glass sliders offer unbeatable viewing opportunities. You'll love the open-concept interior and the condo's dreamy coastal decor is sure to set the tone for your stay. The full kitchen is well-appointed with everything you need to prepare beach snacks or home-cooked meals and a dishwasher is included for easy cleanup. In the evenings, unwind with shows and movies on the living room smart TV. The bedroom features private balcony access and partial Gulf views. Home essentials include central air-conditioning, free WiFi, and a private washer/dryer.brbrWHITNEY BEACH AMENITIESbr- Deeded beach accessbr- Poolbr- Tennis courtsbr- Grill/picnic areabrbrTHINGS TO KNOWbrStreaming services are available with guests’ own account(s).brThis condo requires an HOA application to be completed and emailed back to us within 3 days of booking.brbrParking notes: There is free parking available for 2 vehicles.brThis rental is located on floor 2.brbrSecurity camera details: Ring camera at front doorbrbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

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