Home Vacation Condo Rentals By Owner In Longboat Key, FL

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$222.39

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The Privateer on Longboat Key: Stunning Gulf Views & Coastal Comfort by RVA

Longboat Key, Florida, United States

Experience coastal luxury at its finest at The Privateer on Longboat Key, where refined design meets the serene beauty of the Gulf of Mexico. This beautifully appointed residence offers sweeping, unobstructed Gulf views that set the tone for relaxation from the moment you arrive.brbrStep inside to find a spacious, light-filled interior designed with comfort and sophistication in mind. Windows frame the shimmering turquoise waters, creating a seamless connection between indoor elegance and the natural beauty outdoors. Enjoy morning coffee on one of 2, private balconies as gentle sea breezes drift in, or unwind in the evening as the sun melts into the horizon in a display of color that feels almost otherworldly.brbrThe Privateer offers resort-style amenities including a beachfront pool, tennis courts, fitness center, and private beach access, ensuring every moment of your stay is defined by ease and indulgence. Whether you’re seeking a peaceful retreat or an upscale coastal adventure, this refined Longboat Key escape invites you to slow down, savor the view, and experience Gulf-front living at its most exquisite.brbrLaundry: Located in the hallway of the 6th floor- washer, dryer, folding tables- complimentary.brbrAccommodations: 2 Bed, 2 Baths with stunning views of the beachbrbrBedding: 1 King, 2 QueensbrbrAddress: 1000 Longboat Club Rd. #601 Longboat Key, FL 34228brbrMinimum Length of Stay: 90 daysbrbrApplication and Application Fee of $750 ($100 Admin Fee, $150 Background Fee, & $500 Refundable Deposit).
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$739.37

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Stunning gulf front 6th floor Longboat Key Condo with endless views - Once Upon A Tide

Longboat Key, Florida, United States

This magnificent Gulf front vacation retreat sits on the 6th floor of the prestigious Westchester of Longboat Key, while boasting expansive full Gulf views. Professionally managed by Gulf Coast Vacation Rentals, this is a stunning property situated on a 7-acre stretch of white, powdery sandy beaches and meticulously manicured luscious landscape. The amenities can't be beat, and include two heated pools, tennis court, Clubhouse, shuffleboard, private Tiki-huts, and covered parking. There is nothing left to be desired at this gorgeous tropical getaway.brbrAs you step into this beautiful 2 bedroom 2 bath condo, you will find tiled floors throughout and a convenient split floor plan, that comes turnkey furnished. The large family room has beautiful views of the Gulf, from the sliding glass doors that open to your screened-in balcony. There are comfortable couches and a recliner for all to enjoy and convene to watch a movie on TV. Cable & Wi-Fi Included. There is a gorgeous chandelier over the quaint dining table with 4 chairs, where everyone can gather for a wonderful meal. The kitchen boasts gorgeous granite countertops and white cabinetry, with a microwave, stove, built-in refrigerator, ceiling fan, & recessed lighting. brThe Master bedroom has a large King-sized bed, a TV, & opens to the balcony. The en-suite Master Bathroom offers double sinks, a shower stall and large walk-in closet. The adorable guest bedroom boast 2 twin beds to share, a ceiling fan, and a guest bathroom with tub/shower.brbrThis breathtaking property is ideally located near everything the area has to offer, including the world-class dining and shopping of historical St. Armand's Key. There are plenty of outdoor activities as well to keep you busy, such as kayak rentals, bicycle rentals, and take a quiet stroll through Bayfront Park. You are a short ride away from the stunning Ringling Museum & the Players Theater for your entertainment. Easily access SRQ Airport and Ed Smith Stadium, the winter home for the Baltimore Orioles, both of which are only 20 minutes away. Your quaint and cozy retreat awaits you!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.brbr​​​​​​​House Rule: No smoking. No burning candles inside of lodging. No parties. No Pets
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$328.71

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Beautiful 2 BR Condo With Private Beach Access Sunset On The Gulf

Longboat Key, Florida, United States

Welcome to Sunset On The Gulf! Professionally managed by Gulf Coast Vacation Rentals. This gorgeous 2-bedroom, 2-bathroom, third-floor, corner condo offers the perfect location. Located between the bay and the beach, you are bound to have endless adventures.brbrThe community of Beach Harbor Club offers resort-style living at its finest. There is a large community pool, a clubhouse with a bar, and a fitness center to get in your morning exercises! You are just across the street from the gorgeous Gulf Beaches, with private beach access.brbrUpon entering this condo, you will see an ocean view from the third floor. As you enter, you will find the large kitchen, which has stainless steel appliances, six barstools, a giant kitchen island, a lounge area with a sofa, and plenty of space to prepare your family's favorite treats. You will find lovely natural lighting throughout, due to this condo having windows on all four sides. Adjacent is the dining table, with gorgeous West Elm chairs that accommodate up to six. The spacious living room has a sizeable “L” shaped couch, an entertainment center, and beautiful natural lighting through the windows. There are views from the master bedroom and the reading nook in the kitchen area, where you will love to enjoy your morning coffee with the sunshine streaming in those windows.brbrThe primary bedroom has a king-size bed, a chair, a TV, and plenty of closet space for your personal belongings. Attached is the primary bathroom, which has a large vanity with a stunning walk-in shower that has exquisite masonry work, and a detachable showerhead. The second bedroom has a queen-size bed and plenty of closet space. The second bathroom has a large vanity with a shower/tub combo.brbrThere is community Kayaks with a lift for use by renters, there are two rooftop patios in the building which are shared. The one at the front is perfect for watching the sunset every evening. This condo is a short drive to St. Armands Circle and Downtown Sarasota where there are restaurants, boutiques, shopping, theater, opera, ballet, botanical gardens etc. we are close to many great restaurants.brbrCome see why people come to Longboat Key year after year.brbrImportant Things to KnowbrbrThere is a dedicated covered parking spot and additional guest parking.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.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.brbrPlease note that the property mailbox is reserved for owner correspondence and is not available for guest use. If you need to receive mail during your stay, we suggest arranging a temporary PO Box at the local post office.
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$414.67

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7th Heaven by Duncan Real Estate

Longboat Key, Florida, United States

Welcome to 7th Heaven on beautiful Longboat Key! A beachfront escape directly on the Gulf of Mexico with views of turquoise waters from your living room! This a second floor condo with a direct beach walk out from your front porch area. The neighboring unit is allowed to cross to use the stairs leading down to the beach. This comfortable getaway features a full kitchen, bedroom with a king-size bed, newly renovated bathroom and living room with a sleeper sofa. Shared Laundry is available. brbrRelax on the beach with resort provided sun loungers or hop in the pool! Then enjoy a spectacular sunset and have a quiet dinner at the condo or eat out at one of the many Long Boat restaurants like Harry's Continental Kitchen just across the street or the eateries in the LBK Center Shops. Explore nearby John Durante Park with shaded mangrove boardwalks along Sarasota Bay or head over to St. Armand's Circle for a shopping spree. The upscale ambience of Longboat Key and this truly unique beach front getaway will make for a memorable, romantic vacation that you won't forget!brbrHIGHLIGHTSbrbrPrivate beach accessbrbrHeated Community Pool (28x16) brbr748 sq ftbrbrFully equipped kitchenbrbrCovered Beachfront Porch Area brbrGulf of Mexico ViewsbrbrBEDROOMSbrbrSleeps 4brbrPrimary Bedroom: King brbrLiving Room: Queen Sleeper Sofa brbrBATHROOMbrbrPrimary Bathroom: Walk-in Shower brbrEXTERIORbrbrEnjoy breathtaking scenery with the white sandy beaches and waves breaking against the shore below. Take a dip in the Gulf of Mexico or swim a lap in the 28'x16' pool.brbrThis property comes with one unassigned parking space. brbrThe Condo Association does not permit motorcycles, trailers, large trucks, or RV parking.brbrAmenities Include:brbr- Bedroom 1 Kingbrbr- Queen Sleeperbrbr- Bathroom 1 Walk-in Showerbrbr- Hot Waterbrbr- Beach Frontbrbr- Beach Viewbrbr- Water View Ybrbr- Central A Cbrbr- Cental Heatbrbr- Sqft under a c 748brbr- Free Parkingbrbr- Parking Spots 1brbr- Self Check Inbrbr- Keyless Entrybrbr- Bath Towelsbrbr- Beach Towelsbrbr- Quality Linensbrbr- Hair Dryerbrbr- Hangersbrbr- Refrigeratorbrbr- Stovebrbr- Ovenbrbr- Cookwarebrbr- Toasterbrbr- Blenderbrbr- Keurigbrbr- Drip Coffee makerbrbr- Dishwasherbrbr- Microwavebrbr- Dining Tablebrbr- High Speed WIFIbrbr- TV 2brbr- Shared Laundrybrbr- Ironbrbr- Cleaning Kitbrbr- First Aid Kitbrbr- Fire Extinguisherbrbr- Smoke Alarmbrbr- Shared Pool Ybrbr- Pool Dimensions 28x16brbr- Sun Loungersbrbr- Patiobrbr- Outdoor Showerbrbr- Shared Grillbrbr- Duncan Emerald Clubbrbr
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$370.29

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Take a peek awesome reviews 50 feet from sand

Longboat Key, Florida, United States

This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. There is a full kitchen, living area with a queen size sleeper sofa, and a bedroom with two queen size beds. It is part of the Zilli Collection. Each with the Zilli touch of amazing view, decor, (not typical wicker furniture, silly beach artifacts, 40 year old flooring, one SIZE fits all, etc.). We call it upscale coastal. The properties are more of a resort, 5 star hotel feel. We own an elegant upscale home next door, a penthouse unit, a direct walk out unit, along with 2 units with the option to connect into one suite. brbrYou’ll find everything you need on-site from free WIFI to dishes, linens, towels and even a few extras you may need for your stay like puzzles and soap. There is a pool and a covered area with grills and picnic tables overlooking the beach. Hope to see you soon at one of my beautiful vacation homes. All you need is your bathing suit and a toothbrush. The beach is just steps away. brbrThis resort is not a place of public accommodation as defined by the ADA and, therefore, does not meet the accessibility requirements of the ADA. That said, there are some accessible features at the facility. Please ask me specific questions to determine if this property would a good fit for your needs.brbrPlease view my other beautiful vacation homes and make plans now to visit Longboat Key to see why we love it!!!br247170 - Zilli Villa is a two bedroom, two bath house located right on the beachbr3510391 - Zilli Tower 503 is a 5th floor Penthousebr4649102 - Zilli Ocean Front 101 is a direct walk outbr7900243 - Zilli Ocean Front 201 and 9070766 - Zilli Ocean Front 202 are individual condos that can be made into a suite for larger groups with a connecting door.
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$366.92

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Client texted view crazy Last minute cancellation Apr 25 - May 16th on sale

Longboat Key, Florida, United States

This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. There is a full kitchen, living area with a queen size sleeper sofa, and a bedroom with two queen size beds. It is part of the Zilli Collection. Each with the Zilli touch of amazing view, decor, (not typical wicker furniture, silly beach artifacts, 40 year old flooring, one SIZE fits all, etc.). We call it upscale coastal. The properties are more of a resort, 5 star hotel feel. We own an elegant upscale home next door, a penthouse unit, a direct walk out unit, along with 2 units with the option to connect into one suite. brYou’ll find everything you need on-site from free WIFI to dishes, linens, towels and even a few extras you may need for your stay like puzzles and soap. There is a pool and a covered area with grills and picnic tables overlooking the beach. Hope to see you soon at one of my beautiful vacation homes. All you need is your bathing suit and a toothbrush. The beach is just steps away. brThis resort is not a place of public accommodation as defined by the ADA and, therefore, does not meet the accessibility requirements of the ADA. That said, there are some accessible features at the facility. Please ask me specific questions to determine if this property would a good fit for your needs.br brPlease view my other beautiful vacation homes and make plans now to visit Longboat Key to see why we love it!!!br247170 - Zilli Villa is a two bedroom, two bath house located right on the beachbr3510391 - Zilli Tower 503 is a 5th floor Penthousebr4649102 - Zilli Ocean Front 101 is a direct walk outbr7900243 - Zilli Ocean Front 201 and 9070766 - Zilli Ocean Front 202 are individual condos that can be made into a suite for larger groups with a connecting door.br
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$487.1

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2 Salty by Duncan Real Estate

Longboat Key, Florida, United States

Welcome to 2 Salty at the Sea Club III complex on beautiful Longboat Key! A beachfront escape directly on the Gulf of Mexico with views of turquoise waters from your living room! brbrThe entire complex has undergone a complete exterior renovation and offers resort style vacationing in this quiet beach front location with only 8 units.brbr2 Salty is the ground floor condo #2 with direct beach walk out from your front patio area.This newly renovated getaway features a full kitchen, bedroom with a king-size bed, bathroom and living room with a sleeper sofa. brShared Laundry is available. brbrRelax on the beach with resort provided sun loungers or hop in the pool! It is heated to a very comfortable 86 F during October-April. Then enjoy a spectacular sunset and have a quiet dinner at the condo or eat out at one of the many Long Boat restaurants like Harry's Continental Kitchen just across the street or the eateries in the LBK Center Shops. Explore nearby John Durante Park with shaded mangrove boardwalks along Sarasota Bay or head over to St. Armand's Circle for a shopping spree. The upscale ambience of Longboat Key and this truly unique beach front getaway will make for a memorable, romantic vacation that you won't forget!brbrIf you have a larger party, consider renting also the condos 7th Heaven (sleeping 4) or Gr8 Vibes (sleeping 6) in the same complex!brbrHIGHLIGHTS brPrivate beach access brHeated Community Pool (28'x16', 86 F/winter months) br748 sq ft brFully equipped kitchen brCovered Beachfront Porch Area brGulf of Mexico Views brbrBEDROOMS brSleeps 4 brPrimary Bedroom: King brLiving Room: Queen Sleeper Sofa brbrBATHROOM brPrimary Bathroom: Walk-in Shower brbrEXTERIORbrEnjoy breathtaking scenery with the white sandy beaches and waves breaking against the shore below. Take a dip in the Gulf of Mexico or swim a lap in the 28'x16' pool.This property comes with one unassigned parking space. The Condo Association does not permit motorcycles, trailers, large trucks, or RV parking.brbrAmenities Include:brbr- Bedroom 1 Kingbrbr- Queen Sleeperbrbr- Bathroom 1 Walk-in-Showerbrbr- Hot Waterbrbr- Beach Frontbrbr- Beach Viewbrbr- Water View Ybrbr- Beach Access 80 stepsbrbr- Ground Level Ybrbr- Central A Cbrbr- Cental Heatbrbr- Sqft under a c 748brbr- Free Parkingbrbr- Parking Spots 1brbr- Self Check Inbrbr- Keyless Entrybrbr- Bath Towelsbrbr- Beach Towelsbrbr- Quality Linensbrbr- Hair Dryerbrbr- Hangersbrbr- Refrigeratorbrbr- Ice Makerbrbr- Stovebrbr- Ovenbrbr- Cookwarebrbr- Toasterbrbr- Blenderbrbr- Drip Coffee makerbrbr- Dishwasherbrbr- Microwavebrbr- Garbage Disposalbrbr- Dining Tablebrbr- High Speed WIFIbrbr- TV 2brbr- Shared Laundrybrbr- Ironbrbr- Ironing Boardbrbr- Cleaning Kitbrbr- First Aid Kitbrbr- Fire Extinguisherbrbr- Smoke Alarmbrbr- Shared Pool Ybrbr- Pool Dimensions 28'x16'brbr- Sun Loungersbrbr- Patiobrbr- Beach Amenities
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$281.77

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Beaches 106 by FVC– Gulf-Front Luxury with Private Beach Access

Longboat Key, Florida, United States

Beaches 106 – Direct Gulf-Front Luxury on Longboat KeybrOffered by Florida Vacation ConnectionbrbrWelcome to Beaches 106, a stunning two-bedroom, two-bathroom beachfront condominium offering uninterrupted Gulf views and effortless coastal elegance. Perfectly situated on the sands of Longboat Key, this first-floor residence combines luxury, comfort, and direct access to the beach.brbrStep into the bright, open living area, where floor-to-ceiling glass doors showcase breathtaking views of the turquoise Gulf waters. Enjoy seamless indoor-outdoor living on your spacious private balcony, or take the spiral staircase down to your expansive private patio, complete with direct access to the beach just steps away.brbrThe fully equipped kitchen features granite countertops, stainless steel appliances, and everything you need for easy at-home dining. The inviting living and dining spaces are perfect for gathering, relaxing, and watching the sunset.brbrThe primary suite is a serene retreat with a king-size bed, balcony access, and a luxurious en-suite bathroom offering dual vanities, a walk-in shower, and a soaking tub, ideal for unwinding after a day by the sea. The guest bedroom also features a king-size bed, private balcony access, and convenient entry to the second full bathroom, providing comfort and privacy for guests.brbrLocated within the prestigious Beaches condominium, you’ll enjoy direct beachfront living plus access to resort-style amenities including a heated Gulf-front pool, fitness center, tennis courts, and secure gated entry with on-site management.brbrJust minutes from St. Armands Circle and the cultural attractions of downtown Sarasota, Beaches 106 offers a private, peaceful escape in one of Florida’s most desirable coastal destinations.brbrAmenities include:brDirect beachfront location with panoramic Gulf viewsbrPrivate balcony plus large patio with spiral staircase to beach accessbrHeated Gulf-front poolbrFitness center and tennis courtsbrFully equipped kitchen and in-unit washer/dryerbrWi-Fi and cable TVbrSecure gated entry with on-site managementbrbrBook your stay with Florida Vacation Connection and let paradise be your home away from home.brbrTown of LBK RRR# 01479.2025
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$277.96

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Sunset Starfish #22- Condo by RVA

Longboat Key, Florida, United States

Sunset Starfish at 7125 Gulf of Mexico Dr. #22brbrWelcome to Sunset Starfish, your peaceful coastal retreat on beautiful Longboat Key. Perfectly positioned just steps from the sugar-white sands and turquoise waters of the Gulf, this inviting getaway offers the ideal blend of relaxation, comfort, and classic Florida charm.brbrInside, guests will find a bright and airy space designed for effortless beachside living, with comfortable furnishings, coastal-inspired décor, and plenty of natural light. Whether you’re enjoying your morning coffee before a beach walk, unwinding after a day in the sun, or gathering for sunset cocktails, Sunset Starfish creates the perfect backdrop for a memorable island escape.brbrGuests will love the easy access to the beach, nearby dining, boutique shopping, and the laid-back atmosphere that makes Longboat Key one of Florida’s most sought-after destinations. Spend your days lounging by the water, exploring nearby attractions, or simply soaking in the breathtaking Gulf sunsets that inspired the name.brbrIdeal for couples, families, or a relaxing seasonal getaway, Sunset Starfish offers everything you need for a serene and unforgettable stay on the Gulf Coast.brbrHighlights:brSteps from the Gulf beachesbrPrime Longboat Key locationbrElegant coastal interiorsbrPrivate outdoor space to relax and unwindbrClose to local dining, shopping, and attractionsbrPerfect for beach vacations and extended staysbrbrCome experience the beauty, tranquility, and unforgettable sunsets of Longboat Key at Sunset Starfish.brbrAccommodations: 2 Bedroom, 2 BathroombrbrLocation: 7125 Gulf of Mexico Dr. #22, Longboat Key FL 34228brbrBedding: 1 King, 2 Doubles (Bunk-Style)brbrView: Gulf ViewbrbrMinimum Requirements: 30 daysbrbrAssociation Requirements (Non-Refundable):br$125 + Application to Longbeach Condo Association br$25 Check made payable to Lighthouse Property Managementbrbr**Unit is for sale and may require showings with 24-Hour advance notice**
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$191.67

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2 Bedroom townhome Seaplace by FGC

Longboat Key, Florida, United States

This home located in the sought after Seaplace community has a very personal feel to it and the beach is steps away from the building. brStunning 2-story, 2-bedroom/2.5 bath “townhouse-layout” condominium on the 2nd floor in SEAPLACE, one of Longboat Key's most desirable and beautiful communities. Located steps from the beach in the highly sought-after direct Gulf-front G1 building, this bright, contemporary, and spacious home was beautifully renovated in 2019 for easy, sophisticated living. Designer furnished, it features a light filled great room, coveted powder room on the lower level, screened terrace overlooking the lush tropical garden; plus 2 en-suite bedrooms with full baths. Now has a king bed in primary bedroom, king bed in second bedroom and a pullout sleeper sofa in the living room.Renovations include new wood plank flooring downstairs; new flat woven carpeting upstairs; new slate ceramic tile flooring in the lanai; new kitchen cabinetry; new quartz countertops; new stainless appliances; new front-load stacked washer/dryer; new recessed lighting throughout; new central air; newly renovated baths; fresh interior paint; new ceiling fans; new wood interior doors, trim, and baseboards; new master closet system; and much more. brCondo has a Peloton for your use. brSeaplace offers resort living with a lengthy list of activities and amenities that include 2 large pools and hot tubs; a kiddie pool; 3 har-tru tennis courts; a recently renovated Gulf-front clubhouse; a fitness center; library; gas grills; a one-mile paved walking path surrounding the lush 42-acre property, and a gatehouse with 24-hour security. Located near St. Armand's Circle, downtown Sarasota, Publix, CVS, and The newly opened St. Regis Resort and Residences, you’ll be close to world-class restaurants, hotels, entertainment, arts, culture, and shopping. Unit comes with one uncovered assigned parking space (#19). Rent your piece of paradise today.
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$401.39

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Oceanfront Condo with panoramic Gulf Views, Pool, Hot Tub and Fitness Center

Longboat Key, Florida, United States

The Privateer – Gulf-Front Luxury with Panoramic Ocean Views and Resort-Style AmenitiesbrbrWelcome to The Privateer, one of Longboat Key’s most coveted beachfront communities. Perched on the 10th floor, this stunning coastal retreat invites you to experience refined seaside living with unobstructed, panoramic views of the Gulf of Mexico. From the moment you enter, natural light fills the open interior, leading you to two private balconies that offer a front-row seat to mesmerizing sunsets, gentle sea breezes, and the soothing rhythm of waves along the shore.brbrThis fully furnished residence was designed for comfort, style, and relaxation — the perfect setting for a luxurious seasonal escape or extended coastal retreat. Every detail has been curated to blend modern elegance with the relaxed charm of the island, making it easy to settle in and feel right at home.brbrElegant InteriorsbrbrThe spacious floor plan offers a seamless flow between the living, dining, and kitchen areas, creating a serene environment for entertaining guests or enjoying quiet evenings by the Gulf.brThe well-appointed kitchen comes fully equipped with everything you need for home-cooked meals, while the comfortable bedrooms and thoughtfully selected furnishings reflect a refined coastal aesthetic. Each room captures stunning natural light and tranquil water views, ensuring that every moment indoors feels as inspiring as the view outside.brbrWorld-Class AmenitiesbrbrLife at The Privateer feels like a private resort experience. Guests enjoy access to an exceptional collection of amenities, including:brbrA heated beachfront pool and jacuzzi overlooking the GulfbrbrPrivate beach access with complimentary chairs and umbrellasbrbrA fully equipped fitness centerbrbrTennis courts and beautifully maintained groundsbrbrOutdoor grilling areas and shaded dining spacesbrbrElegant social and lounge areas perfect for gatherings or sunset cocktailsbrbrEvery day here offers the opportunity to unwind, rejuvenate, and embrace the effortless beauty of coastal living.brbrPrime Longboat Key LocationbrbrLocated on the southern end of Longboat Key, The Privateer combines the tranquility of a gated beachfront community with convenient access to the best the area has to offer. Explore the boutiques, fine dining, and art galleries of St. Armands Circle, or spend an afternoon discovering downtown Sarasota’s cultural attractions, just a short drive away. Whether you’re looking for quiet days on the sand or evenings out on the town, everything you need is within easy reach.brbrExperience Longboat Key LivingbrbrWake up to the sound of the ocean, spend your days soaking in the Florida sun, and unwind each evening with unforgettable Gulf-front sunsets. At The Privateer, every detail is designed to elevate your stay — offering luxury, comfort, and the timeless beauty of the Gulf of Mexico.brbrA 3D walkthrough is available for a closer look at this exceptional property.
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