34228, Florida, United States Vacation Rental Condos By Owner - Page 21

$506.66

Sea Grape Inn #2- Beachfront Property

Longboat Key, Florida, United States

BEACH VIEW Condo- 1st Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper, Screened Lanai w/ocean & pool view. Check our online Reviews!brbr** Need to stay less than the minimum required nights Please contact us **brbrThe Sea Grape Inn is a boutique-style resort complex, located on the shores of the Gulf of Mexico, on Longboat Key with 8 beautiful condos in a beachfront location. A perfect beach getaway!brbrBEACH VIEW Condo- 1st Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper. brbrBeautifully appointed 2 bedroom 2 bath condo, on the first floor with a screened lanai that jets out from the living area where you have a view of the pool and the Gulf of Mexico and features a flat screen TV. brbrTile throughout with a king bed in the primary bedroom and flat screen TV as well as a view of the water. The guest bedroom has two single beds as well as a flat screen TV. Each bedroom has their own private bath. Both baths have been upgraded to include new vanities, toilets and tile. brbrThe kitchen has been upgraded and includes granite counter tops and is fully equipped just like home. The new living room furniture offers a sofa bed.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.brbrGetting around the island is best by car.brSee house manual in rental

2

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2

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6

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$340.38

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Condo

Oceanview Beautiful Penthouse 3 Rms Private Patios Spacious Steps to the Beach

Longboat Key, Florida, United States

* DISCOUNTED RATE AVAILABLE FOR MORE THAN 90 DAYS. CONTACT OWNER FOR DETAILS*brLife is good at Beach Harbor Club in Longboat Key. This penthouse has 3 rooms, 2 full bathrooms and one half bathroom. It offers breathtaking views of the bay from all Bedrooms and Living room. Two private patios with ocean view, one with view of the bay and gulf. A few steps to the beautiful beach. The condo is newly remodeled and updated. New kitchen, fridge, microwave and dishwasher. Big dinning/living area. Two flat tvs, one on the living room and the other on the master room. Updated bathrooms. Master suite has tube shower. Upgraded cable, wifi internet and phone. Kitchen is fully equipped. Community has nice gym, heated pool, BBQ area. This is a beach to bay community. Private beach with beach chairs and umbrellas. Community kayaks in the Bay Area. Fishing area in the Bay Area. Business center. brMinimum Rental of this unit is 3 months. br*DISCOUNTED RENT AVAILABLE FOR MORE THAN 90 DAYS RENTAL. MESSAGE OR CALL OWNER (JP) FOR DETAILS: (4077059323). br** Additional fees:br1. $220 cleaning fee.br2. $100 HOA application fee. br3. Rental tax 12%br4. Refundable Deposit $500. br

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$519.47

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Sea Grape Inn #6- 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, located beachside, on the shores of the Gulf of Mexico, on Longboat Key. A perfect beach getaway!brbrBEACH VIEW Condo- 2nd Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper.brbrCompletely renovated stunning BEACHVIEW condo! Totally re-done and upgraded condo, located directly on the Gulf of Mexico Beach--with beautiful, uninterrupted views of the ocean. brbrThis GORGEOUS 2nd floor 2 BD/2 BA condo has been totally renovated, with you in mind. A completely updated kitchen--featuring new cabinetry, stainless steel appliances, beautiful quartz counters, new oversized sink and faucet, plus a fully stocked kitchen. All the amenities of home! brbrDecorated to reflect the casual upscale beach lifestyle which will be yours during your stay, lounge in the living room which includes a flat screen TV, a new sectional sofa with queen-sized pullout bed, and an upscale recliner chair. Plenty of dining room seating including 3 breakfast bar chairs to accommodate all your family meals.brbrRelax on outdoor seating in the screened lanai while taking in the view of the private pool, and tranquil waters of the Gulf of Mexico. Finish your day watching the spectacular sunset, either from your private lanai or beachside. brbrThe primary suite offers a luxurious king bed, flat screen TV, and a recently remodeled private bathroom, complete with plenty of storage, new bathroom fixtures, updated shower and tile throughout. The second bedroom suite has two twin beds, a flat screen TV and a recently remodeled private bathroom, also with plenty of storage, new bathroom fixtures, updated shower/tile.brbrBeautiful tile floors throughout, freshly painted, loads of storage, furnished in casual, upscale beach elegance. brbrYou have certainly discovered the perfect beachside getaway–the setting for a relaxed family beach vacation, a fun friends getaway, or a romantic stay for 2. We can’t wait to welcome you.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

2

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2

Bath

6

Sleeps

$258.42

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Condo

Seaplace on Longboat Key

Longboat Key, Florida, United States

The Unit:brNewly renovated and fully furnished 2 bedroom and 2 bathroom condo. Located on beautiful Longboat Key on the Gulf of Mexico. This getaway is your perfect home away from home and provides everything you need to enjoy a relaxing island lifestyle.brbrMaster bedroom features a queen sized bed, plantation shutters and a walk in closet.brbrGuest bedroom has a queen sized bed and a private bathroom with a walk in shower.brbrThe private screened lanai is the perfect spot to sip your morning coffee while enjoying the partial gulf views, or watching one of the many spectacular evening sunsets over the gulf.brbrThere are 3 flat screen T.V's, cable and WiFi is included. The fully equipped kitchen with quartz countertops is perfect for cooking an evening meal when you do not feel like dining out. Kid friendly. There is 1 reserved parking spot for the unit and plenty of guest parking. Smoking and pets are not permitted. brbrA 30 day advanced notice is required for reservation. brbrResidential Rental Certificate # RRR-00116.2023brbrThe Complex:brBeautifully landscaped 43 acre gated community located on the Gulf of Mexico in the town of Longboat Key. 24 hour security, newly remolded clubhouse with fitness center. 1/2 mile of beautiful white sand private beachfront. 2 swimming pools, 2 spas, kiddie pool, 3 Har-Tru tennis courts, playground and BBQ grills. Beach chairs and umbrellas available free of charge at a first come first serve basis. brbrThe Area:brA short drive to Publix, St. Armands Circle and downtown Sarasota. The island features plenty to do including fantastic restaurants, bike, boat and jet ski rentals.

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Sleeps

$303.45

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Oceanfront Bliss–Longboat Key Beach 106 by RVA

Longboat Key, Florida, United States

RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium complex. New designs were created using South Beach flair, resulting in comfortably modern furnishings and decorations. Located directly on the beach, this resort features beautiful Gulf-front views, which means you are only steps from the white-sand beaches and placid turquoise waters and memorable sunsets that will have you daydreaming about your next beach vacation month after month. All units feature a full-size kitchen or kitchenette with stainless steel appliances and granite countertops, and private patio or balcony (2 brdms only). Whether you are traveling as a family, honeymooners, on business or just want a resort with the best accommodations Longboat Key has to offer, this is the resort for you.brbrbrbrAccommodations: The Beach on Longboat Key is a relaxing, yet modern retreat located directly on the Gulf of Mexico, located mid-island on Longboat Key. Choose from our various unit styles including studio, hotel, one- and two-bedroom units. Enjoy all the amenities of home in these fully furnished condominiums including LCD, flat-screen TVs, full-sized kitchen or kitchenette with stainless steel appliances and granite countertops, dining area and modern, yet beachy, décor.brbrbrbrResort Features: On-site Office, Heated Swimming Pool, Private Beach Access, Wireless Internet Access, Complimentary Chaise Lounge Chairs and Umbrellas, Fully Equipped Kitchens or Kitchenettes, Picnic Area, Private Patio or Balcony (2 bdrms only), Designer Decorated Units, Complimentary Parking, Community Laundry Facilities (private washer/dryer available in select units), Outdoor Shower, Various ViewsbrbrbrbrUnit #106 Features: Studio unit including new furnishings, a full-size kitchen, private patio, and Gulf-front viewsbrbrbrbrView: Gulf ViewbrbrbrbrBedding: 1 Queen Murphy Bed

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$108.96

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Magnificent gulf front condo with beautiful white sand beach

Longboat Key, Florida, United States

Magnificent direct Gulf front property on Longboat Key. The condo has been updated from furniture and furnishings to paint and décor. Tastefully presented, this first floor home offers a spacious Master bedroom suite complete with tile bath walk in closet and sliders which open to the sights and sounds of the Gulf and flat screen TV. A large formal dining room and open living room are perfect for entertaining or just enjoying the view of the pool and white sand beach or those beautiful South Florida sunsets. A bright breakfast room adjoins the fully equipped kitchen. The guest suite blends bright colors and textures with relaxing furnishings. The bath boasts a walk in full tile shower with new fixtures. A large walk in closet rounds out the suite. Enjoy quite moments on the lanai and relax in the warm tropical sun by the heated in ground pool. Conveniently located at the North end of Longboat Key and one of just 28 units, this home provides all the amenities of much larger complexes while maintaining a quiet decorum. Walk to fine dining on the Key or just a short 15 minute drive to St Armand's Circle. Off street parking along with laundry and mail delivery on site. High speed internet, phone, cable and all the furnishings you will need to enjoy all that the area has to offer is right here.

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$273.98

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Longboat Key Club!! Direct Beachfront!!

Longboat Key, Florida, United States

Enjoy your morning coffee on your spacious, open-air, Gulf view Balcony overlooking your included beach and swimming pool facilities at the Exclusive Resort at Longboat Key Club. This booking does not include use of private club facilities such as golf and tennis or restaurants, etc.. Condo has a maximum occupancy of five people, to include maximum of four adults. Your private community includes lush tropical landscaping and the white powdery beach sand that the Longboat Key is famous for. Only minutes away from Saint Armands Circle, Sarasota and Anna Maria Island. This gorgeous property being offered for rent by Licensed Florida Real Estate Broker Owner at a discount of 70% to 85% off of the non changeable, non refundable Hotel rate.

1

Bed

1

Bath

4

Sleeps

$435.05

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Condo

Beachplace Oasis on the south end of Longboat Key

Longboat Key, Florida, United States

Newly renovated! Open and airy, seamless flooring runs throughout the unit with a mid-century modern design. Bright living space with comfortable sectional sofa, Stressless recliner, shiplap ceilings, and flat screen tv adjoins the open dining room with table seating for six. A wall of windows and sliding door to the balcony make the Florida views the focus of this space.brbrThe kitchen has been newly renovated with adjustable task lighting, new appliances, Green Pan cookware, and peninsula seating. Split floor plan has two bedrooms, each with an adjoining bath. The primary bedroom has a king bed, flat screen tv, and balcony access; its private bath has a large dressing area with adjustable can lighting, dual vanities, professionally installed grab bars, enclosed w/c and walk-in shower. The secondary bedroom can be configured as a king bed or two twin beds and has a flat screen tv and an adjoining bathroom with a tub/shower combo (this bedroom will be configured as a king unless the twin beds are requested). The living room and both bedrooms have new ceiling fans with dimmable lights. brbrThe balcony offers a tranquil space for morning coffee, evening sunsets, or working from home overlooking the pond full of turtles, jumping fish, and shore birds.brbrA private staircase from the balcony leading to the walking path around the pond provides quick and easy access to and from the pool, gym, and beach in addition to the building's shared elevator.brbrBeachplace amenities include a heated pool with lap lanes, a large hot tub, a covered wading pool for small children, clubhouse fitness center including weights and cardio, lighted tennis and pickleball courts, and a 31 acre campus with prime Gulf of Mexico sugar sand beach frontage. Walk uninterrupted for miles along the beautiful white sand beach! Beach amenities include loungers, chairs, and umbrellas for Beachplace residents and guests. Gas grills, ping pong, corn hole and a lending library are adjacent to the pool area. Gas grills, a car wash area, and electric car charger are available at the tennis courts. brbrThis unit includes two parking spaces, a reserved covered parking space plus one outdoor space, and extra guest parking is also available. Carts are available to help you with unloading suitcases or groceries, easing your arrival. Unit amenities also include a large storage closet for luggage, with puzzles, games, extra beach towels, ironing board and iron, and a Dyson stick vacuum for easy cleanups. brbrRestaurants, shopping and frequent art fairs are minutes away at St. Armand’s Circle. Rent a kayak and paddle the mangrove tunnels at Ted Sperling park and find manatees or dolphins, depending on the season. Strolling sarasota's bayfront park, downtown farmer’s market or Marie Selby Botanical gardens are great off-island activities just a 15 minute drive over the bridges.brbrMinimum lease is 30 days - units may not be sublet. Occupancy may not exceed 4 persons for this unit. Per HOA rules, leases can be made to individuals or married couples, additional occupants are considered guests, and guests may not occupy the unit when the lessees are not in residence. Your reservation requires the completion of a Beachplace Association application that must be accepted 10 days prior to arrival; application fee is $165. No smoking, candles, parties, or pets are allowed. Guests should be called in to the security guardhouse before their arrival. Check in is 3pm, check out 11am ( we’ve created a later check out so you can enjoy a last soak in the hot tub or stroll on the beach - we know how hard it is to leave!)

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$174.21

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Condo

Gulf Front Luxury - Serenity Sunset - Long Boat Key, FL

Longboat Key, Florida, United States

Prime location and luxury !!!! Enjoy spectacular sunsets and incredible water views of the Gulf of Mexico in this upscale, direct waterfront luxury condo. This 2nd floor end unit has incredible unobstructed views of the gulf---- direct views from living area and both bedrooms. Our condo boasts a full length, gulf front lanai with sliding doors from the master bedroom and living room. The second bedroom has its own gulf front lanai with sliding doors. Watch the playful dolphins frolicking in the gulf with your morning coffee. Experience the most magnificent sunsets every night from the lanais. This unit is truly paradise!brbrThis condo has been renovated with a state of the art kitchen -- stainless steel appliances and granite counter tops. Bathrooms boast over sized showers and custom tile work. A sleeper sofa in the den accommodates extra guest. Flat screen LCD TVs are located in the living room and both bedrooms. High speed internet, air conditioned, handicapped access. In unit washer and dryer for your convenience. brThis is Florida living at its best!!!brbrLocated in a well maintained Portobello condo complex, amenities include a beautiful private beach, heated pool, tennis court, barbeque grill, assigned parking and club house. Community boat dock, canoe dock and picnic area is available. Minutes to St. Armand's and Sarasota. One-half mile to Publix/CVS Shopping Plaza. Two miles to the new 5 star St Regis Hotel. World class fine dining minutes away, One mile from Bayfront Park for pickle ball, kayaking, playground and more. 10 mile bike path on Gulf of Mexico Drive.

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$351.67

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First level - steps to beautiful beach, Longboat Key

Longboat Key, Florida, United States

brFirst level - steps to beautiful beach, Longboat KeybrThis condo is located on gorgeous Whitney Beach, at the north end of the barrier island Longboat Key. It is a ground floor unit with easy access to the pristine white beach and pool area. No stairs - just step right outside. Very beautiful and peaceful. brbrThis lovely 1 BR condo offers a spacious living room, kitchen, a master bedroom, a large bathroom and washer/dryer. The master bedroom has a queen bed. Free wireless high speed Internet, TV, and cable. There is a TV in the living room and another TV in the bedroom. Linens and towels are provided. This roomy condo is 1 300 sq. ft. or 120 m2. It has a private patio which overlooks the turquoise waters of the Gulf of Mexico. brbrThe long white sandy beach is just steps away. Chaise lounge chairs available for your convenience. There is a heated pool and tennis/pickle ball courts. Beautiful grounds with tiki huts, barbeque and shuffle board. Bike path along the entire length of Longboat Key. Close by you have Bay front park with open play pickle ball courts.brbrGreat restaurants and shopping nearby. Across the street you'll find Whitney plaza. A quaint little plaza with several places to eat, a bar, a liquor store, a hair salon, a 24 h gym, pilates studio, a kayak and stand up paddle board rental, a design gift store, and more.brbrThe barrier isle Longboat Key has been voted one of North America’s top islands by Condé Nast Traveler’s readers. Whitney Beach is located on the north end of the island. brbrApproximately 15-30 minutes from downtown Sarasota and the famous St. Armand’s Circle with restaurants, shopping and culture. brbrLongboat Key is your perfect paradise. brbrThere are activities and attractions for all age groups. Fishing, boating, jet skiing, para sailing, kayaking, biking, golf, tennis, snorkling, scuba, shelling, turtle watching and much more…brbrMote Aquarium, St. Armand’s Circle, Marie Selby Botanical Gardens, Van Wezel Performing Arts Hall, John and Mable Ringling Museum and Salvador Dali Museum. Busch Gardens in Tampa and only a two-hour drive to Orlando's theme parks.brbr30 minutes from Sarasota-Bradenton Airport and about an hour and a half from Tampa International.brbrWelcome to truly paradise on exclusive Whitney Beach, Longboat Key!brbrAdjacent 2 BR condo also available for rent. Please see VRBO Listing # 662700brbrWhether you're seeking a peaceful escape or an adventure-filled getaway, our beachfront condo offers the perfect blend of comfort and convenience. Indulge in the beauty of Longboat Key and create lasting memories during your stay.

1

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1

Bath

4

Sleeps

$183.27

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Condo

Fairway Bay #155 by FVC

Longboat Key, Florida, United States

Fairway Bay Fifth-Floor Retreat: Unparalleled Sarasota Bay Views brOffered by Florida Vacation Connections brbrExperience the epitome of coastal living in this exquisite two-bedroom, two-bathroom residence, perfectly perched on the fifth floor of Fairway Bay, a sought-after, amenity-rich community on Longboat Key. Spanning 1,442+/- sq. ft., this recently renovated condo showcases breathtaking panoramic views of Sarasota Bay, manicured grounds, serene waterways with mangroves, and the vibrant city skyline beyond. A private elevator leads to this stunning retreat, where natural light and refined design details create an ambiance of luxury and tranquility. brbrLiving and Entertaining Spaces brUpon entering the foyer, you’ll be greeted by a bright, open-concept living space thoughtfully designed for comfort and elegance. New waterproof flooring flows seamlessly throughout, complementing coastal-inspired tones and furnishings. The spacious living room is furnished with all-new furniture, linens, and two smart TVs, ensuring relaxation and modern convenience. A computer desk, complete with an on-site HP wireless printer, caters to your work-from-home needs. brbrThe kitchen, open to the dining and living areas, is both stylish and functional. With ample cabinetry, a large pantry, and brand-new countertop appliances, cookware, and cutlery, it’s perfect for both casual meals and entertaining guests. brbrBedrooms and Guest Accommodations br- Primary Suite: The primary bedroom offers direct access to the oversized terrace, where you can wake up to the serene beauty of Sarasota Bay. Highlights include wood floors, a walk-in closet, a new ceiling fan, and a spa-inspired en-suite bathroom with dual vanities, a separate water closet, and a walk-in shower featuring a frameless glass door, safety grab bars, and a new showerhead. br- Guest Suite: The guest bedroom provides comfort and privacy, complete with twin beds, an oversized closet, a ceiling fan, and an en-suite bathroom with a tub/shower combination and new fixtures. brbrThis residence comfortably accommodates up to six guests, making it ideal for family vacations or extended stays. brbrOutdoor LivingbrThe expansive terrace is the true showstopper of this residence, offering a peaceful oasis for relaxing or entertaining against the stunning backdrop of tropical landscaping and Sarasota Bay. Furnished for comfort, it’s the perfect spot to savor morning coffee, sunset cocktails, or al fresco dining. brbrFairway Bay Amenities brFairway Bay residents enjoy a host of exclusive amenities, including: br- Private, gated beach access and beach club. br- 24-hour gated security for peace of mind. br- Scenic walking trails through lush landscapes. br- Resort-style pools, hot tubs, and exercise facilities. br- Tennis and pickleball courts for active recreation. brbrLocated just a short walk from the luxurious new St. Regis Resort and a quick drive to St. Armands Circle, this residence is ideally positioned for enjoying world-class dining, shopping, and entertainment. Optional memberships at the Longboat Key Golf & Tennis Country Club and access to deepwater slips are also available. brbrThis fifth-floor Fairway Bay residence is a rare find—move-in ready with all-new furnishings, just waiting for you to bring your suitcase. Don’t miss the chance to experience Longboat Key’s unparalleled charm and luxury. brbrOffered exclusively by Florida Vacation Connections.

2

Bed

2

Bath

4

Sleeps

$282.5

/ Nightly

Condo

Gulf & Greenbelt Views, No-Expense-Spared Remodel, Seaplace Oasis

Longboat Key, Florida, United States

Escape to paradise in this completely remodeled, no-expense-spared 2nd floor end-unit condo with no unit above at the gated Seaplace beachfront community on Longboat Key. This oversized 1-bedroom, 1.5-bath gem (1,094 sq ft + 112 sq ft screened lanai) offers partial gulf views and greenbelt setting from the expansive lanai—perfect for sipping wine while watching spectacular sunsets. Just 178 yards from the pristine white-sand beach, the convenient second-floor location gives you quick access to the shore from the nearby elevator or stairs adjacent to the condo. Relax on your private screened-in lanai with high-quality Polywood furniture and a WiFi-enabled ceiling fan, all protected by custom 95% UV-blocking solar shades. The redesigned layout features a gourmet open-concept kitchen with soft-close cabinetry, Cambria Quartz counters, GE Café appliance suite (convection oven, warming drawer, induction cooktop), and a fully-stocked kitchen to make your extended stay feel like home. The coastal vibe interiors include porcelain plank driftwood tile floors, Cypress pecky wood and shiplap accent walls, smooth plastered ceilings and custom LED recessed lighting. Fully updated bathrooms with Carrara marble counters, elegant tile accents and double-vanity in the primary bath off the bedroom on the second level. There are smart flat screen TVs in the living room and bedroom to enjoy all of your favorite streaming and an LG stacked washer/dryer on the first level. Enjoy resort-style living across 42 manicured acres with two heated lap swimming pools, spas, a fitness center, three tennis courts, one mile of scenic trails, barbecue areas, and clubhouse with barbecue grills. Seaplace offers 24/7 guarded gate security and you're just one complex north of the iconic St. Regis. This turnkey coastal retreat delivers luxury, comfort, and unforgettable Gulf Coast memories. Book now for your slice of Longboat Key paradise! AVAILABLE NOV. & DEC. 2026 - BOTH MONTHS $7,500 PER MONTH. OR.. EITHER NOV. OR DEC. FOR THE MONTH: $8,000. ALSO AVAILABLE JAN. 2027-MAY 2027 WITH A 3-MONTH MINIMUM AT $7,000 PER MONTH. Please inquire with owner on preferred dates.

1

Bed

1

Bath

2

Sleeps

$423.75

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Renovated Beach Penthouse sleeps 10 - luxurious Longboat Key Beach Florida!

Longboat Key, Florida, United States

One week Penthouse on beach of Longboat sleeps up to 10! Jan 9th to the 23rd availibility! Veranda Longboat Key Beach Resort!Two story penthouse suite off the Gulf of Mexico, sleeps ten, 4 full baths and 4 bedrooms. Private entry from either floor. Includes amenities: pool, jacuzzi, sauna, sailboats, kayaks, cabanas, bikes, indoor racquetball, fitness center, tennis & basketball courts, outdoor grills, and staff to help you find what you need and security to keep you safe. Award-winning restaurants and beaches in Longboat Key, nearby St Armand’s Circle, and downtown Sarasota and Siesta Key. Close to Sarasota/Bradenton International Airport.

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$812

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Updated Beachfront Condo at Prestigious Long Boat Key Resort

Longboat Key, Florida, United States

Welcome to Suite Serenity, a beautiful beachfront King suite at the amazing Longboat Key Club resort. brbr Property Highlights:br✨ Heated resort-style poolbr✨ Elevatorbr✨ Beach chairs and umbrellabr✨ Beach and pool towelsbr✨ Private balconybr✨ Outdoor showerbr✨ Washer/dryer in unitbr✨ Free on-site parkingbr✨ Directly on the beachbrbrEnjoy a peaceful stay at one of the top resorts in the state of Florida. Take a dip in the resort style pool, and then walk to the beach and enjoy the warm waters of the Gulf of Mexico. In the evening, take in beautiful sunsets from your private balcony overlooking Lido Key. brbrThis spacious apartment is located on the second floor, beachfront in building 1. From the balcony you can see dolphins swim past and sunsets over the Gulf of Mexico. A dream vacation on a luxury getaway island that offers lazy beach days but also a large variety of golf courses and tennis courts, as well as top restaurants. brbrThe unit has wireless Internet access, a full-size kitchen, cable TV, complimentary parking, a large private balcony, and is located in a gated community and right at the beach. It is the perfect escape. brbr**PLEASE NOTE that use of the Golf/Tennis courts, hotel bars and restaurants, as well as other Country Club resort privileges are NOT included.** However, the use of the pool, whirlpool, and beach area is allowed. Guests are able to utilize beach chair, umbrella, and cabana rentals at their expense through the resort on the beach**brbrPAYMENT AND CANCELLATION TERMS WHEN BOOKING ON VRBObrbrAt the time of booking your credit card will be charged by Shore Thing Property Services LLC for your deposit payment. You will also see a separate charge by VRBO for their service fee.brbrWe require 25% deposit with the final payment due 60 days prior to your arrival date. Full payment will be due immediately if the arrival date is within 60 days.brbrAlthough the VRBO policy states no refunds, we will refund in the event that you need to cancel your reservation prior to 60 days before your arrival date. We will implement our Shore Thing Properties cancellation policy as indicated on the rental agreement. This allows for a refund of the deposit paid minus a $250 cancellation fee and the original management fee. Within 60 days of arrival there are no refunds.brbrADDITIONAL INFORMATION:brbrHouse keeping will provide you with a starter supply of toilet paper, soap, and garbage bags, but guests will likely need to replenish the supply during their stay.

1

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1

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4

Sleeps

$321.88

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2 Bedroom Beachfront Condo by FVC

Longboat Key, Florida, United States

Welcome to Players Club 402, a beautifully renovated 2-bedroom, 2-bathroom beachfront condominium located on the pristine shores of Longboat Key. Offered by Florida Vacation Connection, this stunning residence combines modern comfort, coastal style, and breathtaking Gulf views for the perfect island retreat.brbrStep inside to find a freshly updated interior with new furnishings throughout, creating a bright and relaxing space designed for effortless coastal living. The open living and dining area is filled with natural light and flows seamlessly onto the large private balcony, where you can enjoy incredible views overlooking the resort-style pool and the sparkling waters of the Gulf of Mexico. It’s the perfect setting for morning coffee, sunset cocktails, or simply taking in the beauty of Longboat Key.brbrThe primary suite features a comfortable king-size bed, ample closet space, and a beautifully updated en-suite bathroom. The guest bedroom offers two full beds, making it ideal for family or visiting guests, with convenient access to the second fully renovated bathroom.brbrThe fully equipped kitchen provides everything needed to prepare meals at home, and for added convenience the condo also includes an in-unit washer and dryer, allowing you to enjoy a longer stay with all the comforts of home.brbrPlayers Club is one of Longboat Key’s premier beachfront communities, offering direct private beach access, a heated beachfront pool and spa, fitness center, clubhouse, tennis and pickleball courts and beautifully maintained tropical grounds.brbrWhether you're enjoying the expansive balcony views, walking miles of white sand beach, or relaxing by the pool, Players Club 402 offers the perfect luxury island escape.brbrExperience the beauty and tranquility of Longboat Key, where every stay truly feels like coming home.brbrProfessionally managed by Florida Vacation Connection.

2

Bed

2

Bath

4

Sleeps

$350.93

/ Nightly

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Waterfront, Spa/Pool, Private Paradise on Longboat Key!

Longboat Key, Florida, United States

Welcome to Paradise at the Harbour Villa Club #114! Enjoy the Captains Quarters end unit which boasts over 1500 sf of living space. A lovely 2/2 to nicely sleep 4 persons. All your living is conveniently on one floor, with open den next to kitchen. Spa and large pool just a short walk outside the lanai and just a few feet from the bay. 15 min walk to a private & gorgeous Beach! Spectacular bay views from every room. Enjoy onsite Tennis and grilling by the pool You will love it here!brbrStarter Supplies ProvidedbrbrTo help you get settled, we provide a limited supply of essential starter items upon arrival. These are intended to get you through the first few days and may not last for the duration of your stay,.brbrKitchen & LaundrybrPaper towelsbrDishwashing liquidbrAll-purpose cleaning spraybrDishwasher tablets (if a dishwasher is available)brTrash bags (a few provided in each trash can)brLaundry detergent for one load (if the property has a washer)brbrBathroomsbrToilet paperbrSmall bottle of shampoo & ConditionerbrBar soap at each sinkbrbrGuests are responsible for purchasing any additional supplies needed during their stay.brbrThe spacebrCome enjoy some peace & quiet in beautiful Longboat Key!brbrThis clean and comfortable 2 bedroom, 2 bathroom condo on Sarasota Bay is perfect for a relaxing getaway. You can have the perfect vacation without even leaving this condo complex!brbrWe hope you have the opportunity to enjoy some of the unique features of this beautiful unit:brbr• Carefree check-in, go straight to your unit no office visit required.br• Fully-loaded Kitchen including microwave, stove, dishwasher, fridge, and coffee maker and even a wet bar.br• Dining Room Table that’s seats six.br• Bright and cozy living room area w/ large flat screen TV.br• Washer and Dryer Conveniently located inside unit.br• Master bedroom with a king-sized bed, walk-in shower, and peaceful view of the garden area.br• Spacious guest bedroom with Queen bed and private walk-in shower.br• Large Patio overlooking the bay with outdoor seating and a table.brbrHarbor Villa Club amenitiesbr• Heated Poolbr• Hot Tubbr• Tennis Courtbr• Covered ParkingbrbrSurrounding AreabrThe Harbour Villa’s are just a 3-minute drive to the north end of the key home to the historic Longbeach Village, known in its earlier days as a transient fishing village. While taking a stroll through this neighborhood your likely to see peacocks on roofs or resting in someone’s yard. It is also a great place for dinner with a view, with options for waterfront restaurants such as the rustic Mar Vista or the more modern Shore. The north end of the key also holds a hidden gem known as Beer Can Island. Erosion has uprooted many of the Australian pines trees here giving it a deserted island feel, a great place worth exploring. 3 minutes in the other direction will put you at Harry’s your local corner store since 1979. Harry’s also has both a deli and an upscale restaurant behind the store, so you have options for whatever you’re in the mood for.brbrLooking to go for a hike Joan M. Durante Community Park is a 3-minute drive south and has excellent walking trails through the mangroves with portions that overlook the bay. There is a lot of wildlife to see here and a small park out front for children. Mote Marine Laboratory & Aquarium is also a great place to visit if you are interested in marine life. There are many actives to enjoy on the key as well such and Paddle boarding, Kayaking, and golf. Longboat Key charters offers sightseeing/ecotours, fishing, and sunset tours. The south end of longboat meets at St. Armand’s Circle which has a great mix of restaurants, bars, and unique shops. The north end of the island runs into Anna Maria Island which is a hub of entertainment as well.brbrOther things to notebr- Phenomenal Longboat Key location - Only minutes to Beaches, Restaurants and other local favoritesbr- HOA Application required-No Fee (Furnished after reservation made)br- This property has a minimum primary renter age requirement of 25.br- No Pets allowed per HOA. No exceptions.br- Upon booking, a signed rental agreement and government-issued photo identification are required prior to receiving an electronic access code to the property.br-Stays in excess of three weeks may incur an additional cleaning fee.

2

Bed

2

Bath

4

Sleeps

$332.41

/ Nightly

Condo

Breathtaking Beach Front Property Ground Floor Condo

Longboat Key, Florida, United States

Granite and stainless steel appliances in the kitchen. The living room’s sliding patio door provides first floor access (no stairs) to the beach, heated pool, and a courtyard with shuffle board and outdoor grills. brbrThis fully equipped condo comfortably accommodates six people with: master bedroom (king) & bathroom with a flat screen TV; 2nd bedroom with two twin beds (can slide together to form a king); second full bathroom; den with queen size pull out sofa bed, loveseat and flat screen SMART TV; dining room for 6 people, large patio adjacent to the pool; and a full kitchen that includes all items necessary for cooking. brbrAdditional amenities include free Netflix in the den and living room, a Blue Ray player, an in-unit washer and dryer, unlimited local and long distance calling. In unit full size wash machine and dryer, beach umbrellas and water toys. brbrCondo’s location provides an easy day-trip to Tampa Busch Gardens, Orlando & Disney Attractions

Bed

Bath

Sleeps

$323.35

/ Nightly

Condo

2BR King & Queen Gulf-front Luxury at Private Whitney Beach Longboat Key

Longboat Key, Florida, United States

Book your dream vacation in unit 310 at the tranquil Whitney Beach Gulfside resort! On the second floor, this pet-free haven boasts a heated pool and an EV charging station. Enjoy direct access to the beautiful Gulf on a private beach at the peaceful northern end of Longboat Key. Stroll to nearby restaurants, a liquor store, Sips coffee and shops. Instacart and Uber are also available for your convenience.brbrGulf to bay resort property includes a gulf-facing heated, community pool, beachfront lounge chairs, two tennis courts, a fishing dock, kayak and bike racks. Just a heads up, smoking is not allowed inside, on the walkway, or around the pool.brbrStep through the covered entryway into your spacious 1470 square foot unit. It’s furnished with luxurious Stressless leather recliners and high-end coastal furniture. Open the floor-to-ceiling sliders to enjoy the soothing sounds of surf and birds overlooking the dunes. Sleeping with the doors open during cooler months is simply bliss!brbrWe’ve taken care of all your needs… indulge in a chef-inspired kitchen with granite countertops, a stunning sea-glass backsplash, Keurig, drip, and press coffee makers, an electric water kettle, a micro-convection oven, and top-notch cookware.brbrIn the living room and primary bedroom, you’ll find Samsung Frame TVs loaded with 220 Cable stations. The entertainment center is filled with a variety of games and puzzles.brbrThe Master bedroom (18’x13’) features a walk-in closet and a Tempurpedic adjustable split-King bed with a massage feature. The spa-like ensuite bathroom has a bidet, shower, and a lit medicine cabinet. The spacious second bedroom (15’x12’) has a queen adjustable bed, large closet, and is next to the hall bath with a walk-in shower and bidet. The adjoining laundry area has a fold-down table for folding laundry or setting up your computer. Two guests can be accommodated on the queen sleeper sofa in the living room. brbrWe’ve also included complimentary beach towels, tennis and pickleball racquets, beach chairs, two umbrellas, sand toys, paper products, dish, and laundry detergent, shampoo, conditioner and body wash. Just pack your essentials!brbrEnjoy flexible check-in and check-out dates. For any cancellation refunds, please refer to the rental agreement.

2

Bed

2

Bath

6

Sleeps

$226.0

/ Nightly

Condo

Longboat Key - Bayport Beach & Tennis Club Condo

Longboat Key, Florida, United States

Longboat Key - Bayport Beach & Tennis Club condo. This 1,623 SQFT, 2 bedroom, 2 bathroom gives you the space, tranquility, and privacy to truly relax and embrace the exclusive and peaceful lifestyle that LBK provides. Surrounded by lush landscape and the best tennis courts on the island, the community of Bayport provides you with private deeded beach access, community swimming pool & spa, fitness center, and tennis courts. While already being an over sized, large 2/2 condo unit, it also features a shaded terrace patio in the back to enjoy the outdoors.

2

Bed

2

Bath

6

Sleeps

$196.59

/ Nightly

Condo

Newly renovated two bedroom/two bathroom condo in LBK

Longboat Key, Florida, United States

Gorgeous coastal renovation, waterfront location, deeded beach, pet friendly and more. Enjoy this new, fully renovated two-bedroom, two-bath furnished bayfront condominium in Longboat's Pelican Harbour & Beach Club. Association amenities include private beach, tennis and pickleball courts, heated resort-style pool, clubhouse, and kayak launch. This condominium features include hurricane windows and doors, new air conditioner, engineered hardwood flooring, custom cabinetry, quartz tops, stainless appliances, induction cooking, built-in ovens, bar area with beverage refrigerator and a large center island, all opening to the great room and dining areas. Spacious primary suite features private bath with custom walk-in shower, dual vanity, built-in closets and water views. The guest suite, split from the primary, offers friends and family alike private space with a king-size bed and adjoining bath with a custom walk-in shower, as well. There is plenty of closet space and storage throughout, and an in-unit laundry with matching front-load HE washer and dryer. You'll even find brand new linens, towels, dishware, etc. included. Pelican's private beach is near the unit and offers stunning sunset and Gulf views, and miles of turquoise waters and crystal sands. You'll also appreciate the convenient mid-island location close to Bayfront Park, restaurants, shopping, places of worship, and easy access to St Armands, Sarasota and Anna Maria. Gorgeous coastal renovation, brand new furnishing, fantastic mid-island location, pet-friendly and one of the best amenity packages on the island.

2

Bed

2

Bath

4

Sleeps

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