Home Vacation Condo Rentals By Owner In Longboat Key, FL

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Exceptional(3)

$399.39

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Completely Renovated, Brand New Furnishings, Beach Castle 21

Longboat Key, Florida, United States

Welcome to your dream getaway at Beach Castle Resort Unit 21! This fully renovated and newly furnished ground-floor beach condo offers the perfect blend of modern amenities and coastal comfort. With fresh updates and new photos coming soon, this two-bedroom, two-bath condo is designed for relaxation and style.brbrThe open living space features a serene coastal vibe with plush furnishings and SMART TVs, making it ideal for unwinding after a day at the beach. The spacious primary bedroom boasts a luxurious king bed, while the guest bedroom is thoughtfully appointed with two cozy queen beds. A queen sleeper sofa adds extra sleeping space for larger groups.brbrThe all-new kitchen is equipped with state-of-the-art appliances, perfect for preparing delicious meals. Enjoy the convenience of private beach access and a short stroll to both the serene Bay and the sparkling Gulf of Mexico. Beach essentials are provided, so you’re ready for sun-soaked days by the water.brbrWhether you’re here to relax on the sand or explore the area’s natural beauty, this condo promises an unforgettable vacation experience. Book now to be among the first to enjoy this stunning renovation!brbrAbout Beach Castle ResortbrEscape to the timeless allure of Beach Castle Resort, a family-friendly community nestled on picturesque Longboat Key, offering an enchanting blend of Old Florida charm and modern comfort. The resort boasts a range of accommodation options, including 1 and 2 bedroom condos, each meticulously designed to provide a cozy and inviting atmosphere for your stay.brbrImmerse yourself in the essence of relaxation at our community heated pool and hot tub, surrounded by comfortable chairs, umbrellas, and tables, perfect for unwinding under the warm Florida sun. For the active traveler, we offer tennis and pickleball courts to indulge your competitive spirit.brbrIf you're a fishing enthusiast, our private boat dock with a convenient fishing table awaits your catch of the day. Savor the outdoors with a bayside gas grill, ideal for cookouts, and enjoy your meals at the adjacent table and chairs.brbrExploration is at your doorstep, with a leisurely stroll to nearby restaurants and shops. And when you're ready for some beachfront bliss, our private beach access welcomes you with sun loungers, umbrellas, and a beachside patio featuring a table, chairs, and a gas grill for seaside picnics. Rinse off the salt and sand in our outdoor shower after a day in the waves.brbrAt Beach Castle Resort, you have the flexibility to enjoy a short getaway or an extended stay, making it one of the rare resorts that cater to your vacation preferences. Discover a tranquil haven where memories are made and cherished amidst the beauty of Longboat Key's coastline.brbrLongboat Key Life brLongboat Key is a quieter gulf-side retreat located between Lido Key and Anna Maria Island along Florida's southwest coast. The barrier island is surrounded by the beautiful Gulf of Mexico and Sarasota Bay. The island's eastern shoreline is covered in mangroves with hidden canals and marinas. On the western shoreline, you can walk for miles on the white sandy beaches and swim in the gentle gulf. Imagine spending your days beachcombing, snorkeling, kayaking, paddle boarding, fishing, sailing, golfing, or cycling along the island's winding bike path.brbrLongboat Key is known for its abundance of dining options. With the Gulf and Sarasota Bay in its backyard, many restaurants focus on serving local, fresh seafood while visitors enjoy amazing waterfront views.brbrJust south and across the bridge is bustling St. Armand's Circle, a popular destination filled with boutiques, cafes, restaurants and tropical landscaped courtyards. Head north on Longboat Key, cross the Longboat Pass bridge, and find yourself on Bradenton Beach, Anna Maria Island and Holmes Beach. This area offers gorgeous, white sandy beaches, crystal clear water, fun waterfront bars, restaurants and a variety of shops.brbr**IMPORTANT PARKING INFORMATION**brBeach Castle Resort has a new parking pass policy in place. Each reservation includes one on-site parking pass, which must be clearly displayed on your dashboard whenever your vehicle is parked on the property. You’ll find the pass inside the condo—please retrieve it after check-in time. To avoid any issues, we kindly ask that you do not park at the resort before check-in or without the pass displayed. Unauthorized vehicles may be towed. An extra parking pass will be provided for The Cedars Condominiums just a short distance up the street. Thank you for your cooperation and understanding!brbrTown of Longboat Key: RRR-00269.2025
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Exceptional(40)

$292.43

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On the beach, Sunset view, Monthly rental 2B/B2 Pool&Tennis

Longboat Key, Florida, United States

The view is amazing! The condo overlooks the pristine white sand beach and has a beautiful Gulf view. This second floor gulf front condo has a heated pool and a tennis court. This remodeled condo is furnished to an exceptional contemporary standard, with travertine flooring throughout, new beds, furniture and appliances (bluetooth wireless Bose box, Nespresso coffee machine, flat screens TV's in every room (65 and 32 in bedrooms) and free WiFi. The Master bedroom has a King and the Guest bedroom a Queen and XL Twin. Two bathrooms and a well furnished kitchen, washer/dryer. You may sun, relax or walk for miles...shelling is outstanding. Several golf courses are nearby. Longboat Key, a barrier isle, is nestled between Sarasota bay and the Gulf of Mexico, voted #2 in the Condé Nast Traveler 2010 Readers' Choice Awards for Top Islands in North America. Whitney Beach is located on the north end of the island.brAll rooms have flatscreens TV's. In the bedrooms 32'' and in the living room 65. In the living room there is Bose Soundlink Bluetooth Mobile Speaker. You can enjoy your music wirelessly from your smarthphone, tablet, laptop or other bluetooth enabled device. Nespresso coffee machine in the kitchen, other coffee machines at your choice.brThe minimum stay for our condo is 30 days or one calender month. brLongboat Key Residential Rental Registry: RRR-00945.2013
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$132.4

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2 Bd/2 Bath Condo on Sarasota Bay Across from Gulf of Mexico

Longboat Key, Florida, United States

Available from May 1, 2026 - December 12, 2026. Beautiful corner unit condo with an abundance of windows located between Sarasota Bay and across the street from the deeded Gulf of Mexico beach. The gated community complex has every amenity imaginable - four pools, tennis court, shuffleboard, kayak launch, and golf putting range. Residents will have access to the gym, sauna, poker room, ping pong, billiards, art studio, and woodshop. One bedroom has a king-sized bed, the second, two twin-sized beds and a queen inflatable mattress is available.brbrThe patio overlooks the boat canal to Sarasota Bay where you can lay on the sofa and read a book or sit and drink your coffee. There are TVs in each room and cable and wireless Internet are included.brbrThe owner can be reached by e-mail or phone if you have any issues during your stay. Additionally, there is an on-site management company available during business hours on weekdays.brbrSix miles to the south of Longboat Harbor is the lovely St. Armand's Circle with nice outdoor restaurants, shops, and great people-watching. Five miles to the north are Bradenton and Anna Marie Island with golf cart and scooter rentals, as well as beach-style eateries.brbrThe condo is a 25-minute drive from Sarasota Airport and a 70-minute drive from Tampa Airport. Uber and Lyft serve both airports, as well. There is one covered parking spot for the condo unit and guest parking is available. brbrThree bicycles can be used with the unit, as well as 2 lounge beach chairs and 2 short beach chairs. Bike paths are available throughout Longboat Key.
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$340.83

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Beautifully remodeled condo with lots of amenities!

Longboat Key, Florida, United States

Seasonal Turnkey Furnished Rental at Bayport Beach and Tennis Club. You will fall in love with this wonderful Longboat Key Community, featuring one of the most beautiful beach fronts, and Bay front locations on Longboat Key. This well-appointed and tastefully furnished, updated home welcomes you with its understated elegance. Everything inside is new, from the flooring to the kitchen and baths, the decor is neutral with pops of color, giving the home a coastal urban vibe. The primary bedroom offers a king bed, walk-in closet with built-ins, and a desk. The primary bath has dual sinks and shower. The guest bedroom boasts queen sleeping accommodations and a TV. new luxury vinyl flooring throughout and gorgeous kitchen with stainless appliances, stone counters and lovely wood cabinetry. Outside your door you will find a bonus deck with chaises for sunbathing. This popular, Tim Siebert designed Gulf-to Bay community features 27 lushly landscaped acres, 4 Har-Tru Tennis Courts, a Jr. Olympic pool, kayak launch, bocce ball and fitness room in the clubhouse, and a gorgeous beach, located just across Gulf of Mexico Drive. St. Armands Circle is a short drive away, just over the Ringling Causeway you will find the vibrant downtown Sarasota arts and culture, as well as the many unique shopping and dining venues. Leases less than 7 months subject to additional taxes and fees.brbrPlease be advised that this property is currently on the market for sale, guests will be given reasonable notice for any showings.brbrFor additional details on Sarasota rentals and Longboat Key rentals contact Stephanie Deshaies at or email brbr***Information contained herein deemed reliable but not guaranteed***brbrAmenities Include:brbr- Bldg. Complex Name: Bayport Beach & Tennbrbr- Type Unit: Lowrise Condobrbr- Unit Rating: Goldbrbr- Beach Access Type: Walkbrbr- Distance to Beach: .10 Milesbrbr- Floor/Bldg Height: 2 of 2brbr- Year Built: 1983brbr- Approx. Sq. Ft.: 1,370brbr- Exposure/View: E/Greenspacebrbr- Pool/Spa: Communitybrbr- washer dryer: Yesbrbr- Parking Type: 1 Carportbrbr- Lanai / Balcony: Openbrbr- Master Bedroom: Kingbrbr- Bathrooms-Master: Showerbrbr- Guest Bedroom: Queenbrbr- Bathrooms-Guest: Showerbrbr- Flooring: Vinylbrbr- TV/Dvd/ Stereo: 2/0brbr- Internet Access: Wifibrbr- Listing Advisor: Stephanie DeShaiesbrbr- Min. Rental # x perYr: 30 x 12brbr- Security Deposit: $1,500brbr- Reservation Fee: $170brbr- Damage Protection: $60brbr- Application Fee Req.: $150brbr- Departure Clean Fee: $200brbr- Taxes: 13%brbr- Utility Charges: Includedbrbr- Rate - Monthly: $8,500/$4,250brbr
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Exceptional(22)

$520.83

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Sea Grape Inn #4- Beachfront Property

Longboat Key, Florida, United States

BEACH VIEW Condo- 1st Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 4: 1-King Bed, 1-Queen.br** Need to stay less than the minimum required nights Please contact us. **brCheck our online Reviews!brbrThe Sea Grape Inn is a boutique-style resort complex, with 8 beautiful condos located beachside, on the shores of the Gulf of Mexico, on Longboat Key. A perfect beach getaway!brbrBEACH VIEW Condo- 1st Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 4: 1-King Bed, 1-Queen.brbrA first floor 2 bedroom 2 bath condo that offers a view of the pool and Gulf of Mexico from the living area and the screened lanai which includes teak furniture. The primary bedroom offers a king bed and the guest bedroom offers a queen bed which has proven to be perfect for two couples with two larger beds and each having a private full bath. brbrBoth baths have been upgraded with new vanities, tile and toilets. The kitchen has been upgraded to include granite counter tops, newer sink and appliances. Tiled throughout and boast a tropical theme with Tommy Bahama furnishings. With the many paintings, sculpture and artistic touches that the owners have collected from throughout the world, this condo is truly an art lovers delight at the beach!brbrThe Following *Required Fees are included in the total cost.br*Required $150 Departure Cleaning Fee. brbr*Required Conservation Fee of $10 per night will be charged due to Longboat Key Ordinances to protect Turtles.brbr*Required Damage/liability insurance fee $70 is mandatory and will cover any damages or missing items in the guest rental unit or property, as needed. This damage/liability enables The Sea Grape Inn to rent to guests without requiring a refundable damage deposit. brbr brCANCELLATION POLICY:br~Cancel 91 days or more prior to arrival date, guest will receive a full refund less a $250 admin fee.br br~Cancel 31-90 days prior to arrival receive full reservation credit for a future booking valid for 1 year (less any booking fees). Original reservation pricing is not guaranteed. Guest will be required to pay the difference if there is a price increase for new booking dates.br br~Cancel 30 days or less prior to arrival, No Refund Or Booking Credit will be provided.brSee house manual in rental
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$327.03

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Beachplace 8-601 by FGC

Longboat Key, Florida, United States

Experience Coastal Elegance at Beachplace PenthousebrbrWelcome to your dream beachfront retreat, where coastal living meets luxury at its finest. Nestled on the coveted sixth-floor Beachfront corner of Beachplace building 8, this beautiful penthouse offers an unparalleled living experience with breathtaking panoramic views of the pristine beach, the shimmering Gulf of Mexico, and mesmerizing sunsets that paint the sky year-round.brbrStep onto the expansive wrap-around balcony and let the gentle sea breeze and stunning vistas captivate your senses. Floor-to-ceiling sliding glass doors seamlessly connect the balcony to both the living area and the primary bedroom, creating a harmonious blend of indoor and outdoor living.brbrInside, the residence has been meticulously updated with exquisite finishes that exude sophistication and style. Revel in the beauty of new impact windows and sliding glass doors, complemented by plank-style ceramic tile flooring that mimics the warmth of wood. The redesigned kitchen is a culinary masterpiece, featuring quartz countertops, a built-in pantry with pull-out drawers, a wine refrigerator, and a charming window over the sink offering city and gulf views.brbrThe primary suite is a sanctuary of comfort, complete with a walk-in shower with a sleek glass enclosure, and a vanity area for your convenience.brbrBeachplace is more than just a home; it's a lifestyle. Enjoy access to a Jr. Olympic-sized swimming pool with swim lanes, a splash pool, a hot tub, a state-of-the-art fitness center, a grilling area, tennis and pickleball courts, all within a secure 24-hour guard-gated community.brbrIndulge in the ultimate beachfront living experience at Beachplace Penthouse, where every day feels like a vacation.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-Fibr • 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.
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$302.06

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Gulf Views & Cozy Comfort w Large Lanai Tern's Nest #22 Condo by RVA

Longboat Key, Florida, United States

Escape to paradise in this stunning Longboat Key condo, where every day starts with incredible water views and ends with breathtaking Gulf sunsets. brbrbrThis two-bedroom, two-bathroom retreat features an open and airy layout with plenty of room to relax. Step onto the spacious 26-foot screened-in lanai, your front-row seat to the Gulf of Mexico's blue waters and powdery white sand beaches—a perfect spot for morning coffee or evening cocktails. The large master suite opens directly onto your private Gulf-front lanai, creating a serene space for watching magnificent sunsets.brbrbrbrLocated in the charming Longbeach Condominium community, this retreat spans 17 lush, tropical acres on the north end of Longboat Key, blending Old Florida charm with privacy and tranquility. Yet, you’re just a short drive from the shopping, dining, and excitement of St. Armands Circle and the mainland. With a heated pool, direct beach access, and BBQ area, you’ll find plenty to enjoy here. brbrbrbrBook your stay and experience the tranquil beauty and unbeatable charm of Longboat Key!brbrbrbrAccommodations: 2-Bedroom, 2-BathroombrbrbrbrAmenities: Gulf Views, Full-size Kitchen, Large Screened Patio, Wireless Internet, Washer/Dryer on-site, Walking Distance to the Beach, Community Pool, Community GrillbrbrbrbrLocation: 7165 Gulf of Mexico Drive Unit #22, Longboat Key FL 34228brbrbrbrBedding: 1 King, 2 Twin BedsbrbrbrbrView: Gulf ViewbrbrbrbrMinimum Night Requirements: 1 MonthbrbrbrbrAssociation Requirements (non refundable)br$125 + Application to Longbeach Condo Association,br$25 Check made payable to Lighthouse Property Management
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Exceptional(10)

$531.37

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Sea Grape Inn #5- Beachfront Property

Longboat Key, Florida, United States

BEACH VIEW Condo- 2nd Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper.brbr** Need to stay less than the minimum required nights Please contact us **brCheck out our online Reviews!brbrThe Sea Grape Inn is a boutique-style resort complex with 8 private condominiums located beachside, on the shores of the Gulf of Mexico, on Longboat Key. A perfect beach getaway!brbrBEACH VIEW Condo- 2nd Floor, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper.brbrBeautifully remodeled and upgraded; condo 5 sits directly on the Gulf of Mexico Beach and benefits from its prime block location offering optimum views of the pool and the gulf.brbrThis fabulous 2nd floor 2 BD/2 BA condo has been exquisitely upgraded to the highest specification. A completely re-designed and updated kitchen, featuring new cabinetry, stainless steel appliances, beautiful quartz counters, new sink and faucet and increased open area with a breakfast bar for 4. The refreshed living room area has a flat screen TV, sofa bed and new furniture throughout. A private screened lanai off of the living area provides the most outstanding views of the pool, Gulf of Mexico, and stunning sunsets. The beautifully appointed primary suite offers a king bed, flat screen TV, and an improved private bathroom. The refreshed second bedroom suite has two twin beds, a flat screen TV and an improved private shower room. New tiled floors throughout the living areas, plenty of new storage, stylishly re-decorated to create a cozy and elegant home 'with a from home feel' at the beach.brbrThe Following *Required Fees are included in the total cost.br*Required $150 Departure Cleaning Fee. brbr*Required Conservation Fee of $10 per night will be charged due to Longboat Key Ordinances to protect Turtles.brbr*Required Damage/liability insurance fee $70 is mandatory and will cover any damages or missing items in the guest rental unit or property, as needed. This damage/liability enables The Sea Grape Inn to rent to guests without requiring a refundable damage deposit. brbrCANCELLATION POLICY:br~Cancel 91 days or more prior to arrival date, guest will receive a full refund less a $250 admin fee.br br~Cancel 31-90 days prior to arrival receive full reservation credit for a future booking valid for 1 year (less any booking fees). Original reservation pricing is not guaranteed. Guest will be required to pay the difference if there is a price increase for new booking dates.br br~Cancel 30 days or less prior to arrival, or a No-Show; No Refund Or Booking Credit will be provided.brSee house manual in rental
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