Home Vacation Rentals By Owner In Longboat Key, FL

Showing 340 Of 744 Vacation Rentals
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Exceptional(1)

$187.85

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Condo

Gulf Beach front Club Longboat Beach & Tennis Assoc 2BDR 2BA Furn Condo Walk Out

Longboat Key, Florida, United States

RATE/AVAILABILITY brbrNOTE: 30 DAY ASSOCIATION MINIMUM BOOKINGbrbraverage In season rental ratesbrbr(Dec $175)/nightbr(Jan-Apr) $249/night. br(May) $175/nightbrbrOff season rental rates brbr(May- Nov) $149/night. brbrLonger term leases available on request. brbrCall Dave 202-812-1144 for availability and showing.brbrDESCRIPTION: First floor condominium 85-unit beachfront complex on almost 1/8 of a mile of PRIVATE beach front on the Gulf of Mexico, 8 clay Hard Tru manicured tennis courts, 2 heated pools (1 adult only), jacuzzi.brbrTennis facilities are exclusive and world class. Pro on staff for lessons and group cardio tennis and pickle ball weekly. Ball machine available daily. brbrStandalone Waterfront Clubhouse with great room for large social events, (gym, sauna, locker rooms, showers, and library and clubhouse) Under Storm renovations. Complex hosts a social/cocktail hour (WED and SAT) during the in-season NOV-MAY for complex residents. brbrThis complex has so much to offer that anyone looking for activities, especially beach, tennis, swimming and family socialization will be happy here.brbrTERMS: Homeowners Association required 30 day minimum rental contract with NO PETS. brbrSigned lease application and rent/deposit required. Short term leases for under six months must pay in full with two installments prior to occupancy (at lease signing and one month before stay).brbrADDITIONAL TAXES, FEES & DEPOSITS added to rent payable by tenant: br1. Rental Application/credit check/ association fee: $200br2. Cleaning Fee: $200 / each 30 Days.br3. Security Deposit: (short term) $1,500/ (long term) $3,000. Refundable within 30 days after lease expiration. brbrGENERAL DESCRIPTION: LONGBOAT KEY/GULF FRONT, 1500 Sq Ft , 2 BR, 2 BA fully furnished condominium, ground floor, walk out. Unit with exclusive tennis and pickle facilities, pools, beachfront partial water views and covered parking. Unit is part of Waterfront Gulf side complex called Club Longboat Beach and Tennis Association. This association is one of oldest most sought-after Gulf Beach front communities on Longboat Key. Located on the Northern end of the Key with driving time to the following local landmarks: 15 minutes to Saint Armand's Circle or Lido Beach, 20 minutes to Sarasota Center, 10 minutes drive to Beer Can Alley Beach or Bradenton Beach. 25 minutes to Sarasota International Airport or Siesta Key Beach. 75 min to Tampa International Airport. complex is also on Longboat Key public transportation bus route.brbrUNIT DESCRIPTION: Large living dining area, with tile flooring throughout washer/dryer and loads of storage space. Open glass dining table seats 6 comfortably. Expansive open patio with grille area with dining table, grille and retractable awning overlooking manicured grounds full of tropical foliage and flowers. This outdoor space is perfect for watching sunsets, grilling, reading or just relaxing in the sun. Master BDR has king size bed and Second BDR has 2 twin beds. The den has a twin bed pull out couch. In addition there is an enclosed liana with another 2 single pull out lounge chair sleepers overlooking the patio.
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Exceptional(5)

$617.12

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Condo

3 BEDROOM PENTHOUSE CRUISE SHIP VIEWS w/DOUBLE BALCONY at Beachplace!

Longboat Key, Florida, United States

Full Wall-to-Wall renovation and re-imagined 3 Bedroom floor plan 2022! 6TH FLOOR PENTHOUSE CRUISE SHIP VIEWS WITH DOUBLE, DEEP BALCONY and COVERED PARKING on the coveted South end of the island. Spectacular direct views of the ocean and sunsets! Wake up as if you've just pulled into port! Listen to the roar of the ocean and feel the ocean breezes with the floor to ceiling patio doors wide open from your living room and primary bedroom. brbrWe believe your vacation home should be at least as luxurious as your own home. Furnished in a modern, blue, white and sand coastal vibe. Real 3 bedroom (not 2BR+den), where every bedroom offers a special experience. Professionally designed, open concept layout for modern living. We've thought of every detail and have stocked it with everything you might need to work or play at the beach. Three brand new smart streaming TVs, high speed internet (WiFi from the pool!) and luxury GE Cafe appliances to name only a few. brbrREMOTE WORK FRIENDLY - Why not work from one of two ocean front balconies or the pool for a month or three No need for a fake beach Zoom background! Work at 2 desks in separate rooms, and afterward go to the beach, pool, play golf or shop at the boutiques in St. Armand’s Circle. brbrYour primary bedroom features a King sized bed with a breathtaking view of the ocean and private extended balcony. This room also includes a work area. Your completely remodeled en suite spa bathroom includes a direct view of the ocean from your shower, spacious walk-in closet, double sink, natural stone countertops, Brizo fixtures and plush cotton luxury towels. brbrThe second en suite bedroom features a king bed for guests, a bunk nook for teenagers or grandchildren (with galaxy wallpaper ceiling for stargazing!), and a large adjoining newly remodeled bathroom with 2 sinks and a shower that is also useful from the main living space. The third bedroom features a queen size bed and direct views of both Sarasota Bay and the Gulf of Mexico. brbrTWO dedicated parking spaces - one in the front of the building and the second in the covered garage right next to the lobby door. Tennis courts, grill, car wash and electric charger on property. brbrThe newly remodeled chef's kitchen is fully equipped with top of the line GE Cafe appliances (please note, the cooktop is induction) including a double drawer beverage refrigerator for overflow storage and cold drinks. Natural stone countertops, in a re-imagined open floor plan perfect for entertaining friends and family.brbrBeachplace offers a luxurious and meticulously maintained resort experience, including:br• a junior Olympic sized pool with two lap lanes completely renovated 2022br• sheltered and large separate infant poolbr• separate heated outdoor spa pool that can accommodate 10br• Dedicated beach frontage with brand new chaise loungers and umbrellas already set in the sand every day!br• lighted tennis courts br• Pickleballbr• covered outdoor ping pong and corn holebr• lending librarybr• Outdoor barbequesbr• Car washbr• Electric car chargersbr• Clubhouse with an event room, weight room and cardio room (updated equipment 2022) where you never have to wait in line and can work out overlooking the pool! brbrConsistently rated as some of the top beaches in the world, the sand is as soft as flour, and you can walk for 9 miles without obstruction (except for the occasional baby turtles making their way out to sea during the summer season!)brbrA few suggestions of activities include: br• Mote Marine Aquariumbr• Ringling Museum of Artbr• Florida's Largest Wildlife Rescue / Rehabilitation Center with the Pelican Manbr• Selby Botanical Gardensbr• Ringling Circus Museumbr• Children’s splash pad and playground at Island Parkbr• Myakka River and Parkbr• Ed Smith Stadium Sport Complexbr• Sarasota Ballet (Oct-Apr)br• Van Wezel Performing Artsbr• Florida Studio Theatrebr• Sarasota Opera Housebr• The Asolo Theatrebr• Players Theatrebr• Sarasota Institute for Lifelong Learningbr• IMGbr• Restaurants galore! We would be delighted to share our favorites with youbr• Leisure time can be spent on shops, galleries, golfing, tennis, ice skating, water sports like; fishing, snorkeling, kayaking, diving, jet skis, water skiing or leisure boating. brbrWe’ll welcome you with a gift basket filled with homemade desserts made locally from scratch, to start your vacation off sweetly! brbrThe total rental amount is due upon booking the reservation. There is a 13% tax, one-time post-visit cleaning fee of $185.00 (cleaning services can be arranged as often as you’d like for an additional fee), and Beachplace application fee of $165.00.brbrPLEASE NOTE: RATES LISTED ON CALENDAR ARE MONTHLY RATES. WE RESERVE THE RIGHT TO CANCEL OR MODIFY ANY BOOKING THAT BEGINS OR ENDS IN THE MIDDLE OF A CALENDAR MONTH.brbrWe book our guests on a first come, first serve basis. Unfortunately, we cannot put this property on hold, so book your reservation soon. We look forward to hosting you!
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Exceptional(104)

$317.91

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Condo

Gulf Front Escape – Silver Sands #252 by RVA

Longboat Key, Florida, United States

RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary chaise lounge and beach umbrella while breathing in the fresh salt-water air. Practice your golf game on our putting green or relax on our beautiful beach with your favorite novel. Wireless Internet access is available in the privacy of your individual unit, at the garden area or on the pool deck.brbrbrbrAccommodations: Silver Sands Gulf Beach Resort is a relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key. Choose from our various unit styles including hotel rooms, one- and two-bedroom garden view units, and one- and two-bedroom beach front units. brbrbrbrUnit #252 Features: 1-bedroom, 1-bathroom unit in the Green Building with a direct pool view and a distant Gulf view from your private patio.brbrbrbrView: Pool/Gulf ViewbrbrbrbrBedding: 1 King, FutonbrbrbrbrResort Features: On-Site Office, Wi-Fi Internet Access, Coin-Operated Washer/Dryer, Community Pool, Private Beach Access, Shuffleboard Courts, Putting Green, Private Lanai (certain units), Complimentary Parking, Designer Decorated Units, Fully-Equipped Kitchen or Kitchenette, BBQ Area
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$226.07

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Private Vacation Home

Walk to Beach and Cedars East Club Amenities - Pool, Tennis, Fitness Center

Longboat Key, Florida, United States

Starfish Sands | Longboat Key, Walk to Beach Access, Screened Lanai + Cedars East Club Accessbrbr Why You'll Love This HomebrEscape to your own private paradise just steps from the beach. This thoughtfully updated duplex side offers bright, airy rooms flooded with natural light, a screened lanai perfect for morning coffee or evening cocktails and modern touches that make every stay effortless and relaxing.brbr ‍ ‍ Perfect ForbrCouples, small families, digital nomads or anyone wanting a laid‑back island retreat with easy beach access. Whether you're planning an extended stay or exploring a shorter coastal escape, we invite you to connect with us to discuss your plans.brbr ️ Imagine ThisbrYou sip your first coffee as sunbeams dance through palms, opening sliding doors to your private screened lanai. The salty air drifts in as you lean back in a lounge chair. At mid-day, you wander to the deeded beach access seconds away, feeling warm sand underfoot. As the afternoon fades, you return to the shore, where the sky turns molten gold and the sun slips beneath the Gulf. Back home, someone preps dinner on the island while friends unwind with a movie in the cozy living room. Later, you gather on the lanai for a quiet nightcap, the warm breeze and rustling palms the perfect end to the day.brbr Where You'll Sleepbr• Bedroom 1: Queen Bed, Ensuite Shower, Patio Accessbr• Bedroom 2: 2 Queen Beds, Hall Bathbrbr Explore the Areabr• 0.3 Miles to Joan M. Durante Parkbr• Short Walk to Deeded Beach Accessbr• Walk to Local Cafés, Boutiques and Bayfront Pathsbr• Minutes from Lido Key and St. Armands Circlebr• Access to Cedars East Club: Pool, Tennis, Gym, Hugo II Restaurant and Tiki Barbrbr⌛ Don't wait brThis unique duplex books fast. Your reservation includes peace of mind with our enhanced cleaning and 35‑point inspection.brbr Need to Know: This unit is the left side of a two (2) Unit Duplex with no access to each other. This home being a part of a duplex unit, means that it could share a dividing wall, ceiling, outdoor space, and/or amenities with the other unit. When renting this unit, you will have access to the shared backyard. Contact us directly for more information regarding any shared space for this vacation home. Town of Longboat Key Residential Rental Certificate #: RRR-01474.2025. Minimum Stay: 30 consecutive calendar days (one rental per 30-day period). Security cameras are located in the front on the dividing wall overlooking the front door, front sidewalk and driveway for each unit.
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Exceptional(1)

$226.07

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Private Vacation Home

Walk to Beach and Cedars East Club Amenities - Pool, Tennis, Fitness Center

Longboat Key, Florida, United States

Starfish Shore | Longboat Key, Steps to Deeded Beach Access + Cedars East Club Accessbrbr Why You'll Love This HomebrDiscover your serene coastal haven with a cozy private patio perfect for sunset relaxation. This thoughtfully designed duplex side offers a peaceful retreat where modern comforts meet beachside charm, just moments from the Gulf's sandy shores and exclusive Cedar East Club amenities.brbr ‍ ‍ Perfect ForbrSmall families, close-knit groups, or couples craving a quiet escape with easy beach access and space to unwind. Whether you're planning an extended stay or exploring a shorter coastal escape, we invite you to connect with us to discuss your plans.brbr ️ Imagine ThisbrYou step outside onto your private patio with a soft ocean breeze. The warm glow of twilight casts long shadows over the patio as you enjoy a glass of wine in the fresh air. Days start with a stroll to the deeded beach access nearby, toes sinking into powdery sand. In the afternoon, tennis games or a swim at Cedars East Club await. Back at home, you savor a peaceful evening indoors or a quiet night under the stars, the calm only interrupted by distant seabirds and the rustle of palms.brbr Where You'll Sleepbr • Bedroom 1: Queen Bed, Hall Bathbr • Bedroom 2: Two Queen Beds, Hall Bathbrbr Explore the Areabr • Short Walk to Deeded Beach Accessbr • Access to Cedars East Club: Pool, Tennis, Gym, Hugo II Restaurant and Tiki Barbr • Walk to Local Cafés, Boutiques and Bayfront Pathsbr • 0.3 miles to Joan M. Durante Park (Walking Trails & Bay Views)br • Minutes to Lido Key and St. Armands Circle Shops and Diningbrbr⌛ Don't waitbr This desirable duplex side books quickly. Your reservation includes peace of mind with our enhanced cleaning and 35-point inspection.brbr Need to Know: Starfish Shore is the right side of a two-unit duplex with no direct access to the neighboring unit. Shared backyard access is provided. Contact us for details about shared spaces. Town of Longboat Key Residential Rental Certificate #:RRR-01474.2025. Minimum stay: 30 consecutive calendar days (one rental per 30-day period). Security cameras are located in the front on the dividing wall overlooking the front door, front sidewalk and driveway for each unit.
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$445.07

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Private Vacation Home

Full Duplex on Longboat Key, Walk to the Gulf + Cedars East Club Access

Longboat Key, Florida, United States

Starfish Bungalow | Full Duplex on Longboat Key, Walk to the Gulf, Cedar East Club Accessbrbr Why You'll Love This HomebrA Longboat Key coastal retreat where everyone can come together and have their own space. This stylish duplex offers two fully updated homes side-by-side, blending privacy and connection just seconds from the beach. Relax in modern comfort, share meals on the patio and enjoy the freedom of beach days, sunsets and laughter all under one roof.brbr ‍ ‍ Perfect ForbrMulti‑generatonal families, friend groups seeking shared yet separate space or couples traveling together who want privacy and community. Whether you're planning an extended stay or exploring a shorter coastal escape, we invite you to connect with us to discuss your plans.brbr ️ Imagine ThisbrYou pull up and see two matching coastal facades, palm shadows dancing on walkways. Step inside either unit: sunshine filters in through wide windows and fresh sea breezes drift through screened lanais. Days are filled at the beach. Others at the Cedars East Club pool, casual games of tennis, and bike rides through Longboat Key. After dinner, you gather to watch the sun melt into the Gulf. Later, under a canopy of stars, you toast to new memories. brbr Where You'll SleepbrStarfish Sandsbr• Bedroom 1: Queen Bed, Ensuite with Showerbr• Bedroom 2: 2 Queen Beds, Hall BathbrStarfish Shorebr• Bedroom 3: Queen Bed, Hall Bathbr• Bedroom 4: 2 Queen Beds, Hall Bathbrbr Explore the Areabr• Seconds to Deeded Beach Accessbr• Access to Cedars East Club: Pool, Tennis, Gym, Hugo II Restaurant and Tiki Barbr• Walkable Cafés, Boutiques and Local Markets Nearbybr• 0.3 Miles to Joan M. Durante Park (Walking Trails and Bay Views)br• Minutes to St. Armands Circle, Lido Key Shops and Diningbrbr⌛ Don't waitbrThis unique duplex books fast. Your reservation includes peace of mind with our enhanced cleaning and 35‑point inspection.brbr Need to Know: This unit is a combined two (2) Unit Duplex with no access to each other. This is a side-by-side duplex. This home being a duplex unit, means that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with the other unit. Contact us directly for more information regarding any shared space for this vacation home. Town of Longboat Key Residential Rental Certificate#: RRR-01474.2025. Minimum Stay: 30 consecutive calendar days (one rental per 30-day period). Security cameras are located in the front on the dividing wall overlooking the front door, front sidewalk and driveway for each unit.
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Exceptional(9)

$298.71

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Private Vacation Home

Cedars East #528 Townhome by RVA

Longboat Key, Florida, United States

RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent beaches and tropical sunsets that are picture-perfect are daily occurrences. Guests enjoy an unforgettable Florida vacation in our spacious town homes that are perfect for families or couples. There is something to suit every mood at Cedars Tennis Resort – a junior Olympic swimming pool, a fitness center, fishing pier, bicycle availability and world-class tennis facilities are just some of the amenities you can enjoy while staying at this resort.brbrbrbrAccommodations: Cedars Tennis Resort is a village-like town home community that features spacious living and dining areas and full-size kitchens. Enjoy all the amenities of home in these fully furnished condominiums including full-sized kitchen with breakfast bar, separate dining area and private lanai (available in select units).brbrbrbrResort Features: On-site Office, Heated Junior Olympic Swimming Pool, Public Beach Access 1 Mile from Resort, Complimentary Chaise Lounge Chairs, Fully Equipped Kitchens, Fishing Pier, Fitness Center, Har-Tru Tennis and Pickleball Courts, Pro Shop, Complimentary Parking, Bicycle Availability and Various ViewsbrbrbrbrDining: Cedars Tennis Resort is centrally located with an onsite, private European restaurant and poolside Tiki Bar, Hugo II. Also within a short drive or bike ride from local salt-water cuisine, Longboat Key restaurants include Harry's Continental Kitchens (.4 miles), Euphemia Haye Restaurant (.5 miles), The Dry Dock Waterfront Grill (7.3 miles) or The Chart House (7.6 miles).brbrbrbrUnit #528 Accommodations: 2-bedroom, 2.5 bathroom three-story townhome with views of Cedars West tennis courts from your private lanai.brbrbrbrUnit Amenities: 1-Car Garage, Full-size Kitchen, Wireless Internet, Private Lanai, Fitness Facility, Community Pool, Beach Access (1 mile from resort)brbrbrbrLocation: 528 Forest WaybrbrbrbrView: Garden ViewbrbrbrbrBedding: 1 King in the Master, Full-size Bunkbeds in the Guest Bedroom + Trundle BedbrbrbrbrMinimum Night Requirements: Minimum Stays Apply
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Exceptional(61)

$321.59

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Condo

Coastal Comfort - Beach Castle #23 by RVA

Longboat Key, Florida, United States

Relax in this privately owned, coastal-themed ground-floor condo on Longboat Key, perfect for couples or small families. This 1-bedroom, 1-bath vacation rental sleeps up to 4 and offers beautiful bayfront views from the screened lanai, living room, and bedroom.brbrThe condo features a fully equipped kitchen with granite countertops, ice maker, cookware, dishes, Keurig and drip coffee makers, and modern lighting and furnishings. Enjoy a Serta SleepTrue king mattress in the bedroom and a memory-foam sleeper sofa in the living area. Entertainment includes Smart TVs with Roku and cable, complimentary WiFi, games, and books—providing all the comforts of home.brbrBeach Castle Resort is uniquely located on one of the narrowest points of Longboat Key, stretching from the bay to the Gulf of Mexico. Guests enjoy direct private beach access, a bayside fishing dock, and stunning sunrise and sunset views. Spend your days shelling, swimming, fishing, or relaxing on white-sand Gulf beaches. Amenities include a heated community pool, hot tub, grills, complimentary laundry facilities, beach chairs, umbrellas, linens, towels, cooler, and assigned parking.brbrThe beautifully landscaped grounds feature classic Florida charm with Bahama shutters and a peaceful, secluded atmosphere—ideal for creating unforgettable vacation memories. The property is within walking distance to Centre Shops, offering restaurants and ice cream.brbrAs a bonus the owner of Beach Castle 23 has purchased a Complimentary Membership to Cedars East Tennis Resort for all guests. This membership allows access to Har-Tru tennis courts, pickleball, fitness center, Jr. Olympic heated pool, bicycles, and fishing pier.brbrKey Features:br• Walk to Beach: 3–4 minutesbr• Bayfront View and Shared Dockbr• Bedding: 1 King + Sleeper Sofabr• Parking: 1 Assigned Spacebr• Pets: Not Permittedbrbr*Beach Castle is a self-service resort; no daily housekeeping is provided. A starter amenity kit is included upon arrival*brbrBeach Castle Resort on Longboat Key is a destination you’ll want to return to year after year.
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$264.92

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Beautiful remodeled 2 Bedroom/2 Bath Longboat Key Condo Overlooking Sarasota Bay

Longboat Key, Florida, United States

Beautiful remodeled Third Floor Two Bed-Room unit with approx 1,300 square feet over-looking Sarasota Bay. Our location sits on the inter-coastal waterway just minutes from the Gulf Of Mexico. Bay Harbour is located on the South end of Long Boat Key, just a few minutes walk from Dry Dock Seafood Grill, New Pass Grill and about a 5 minute drive to St. Armands Circle. Downtown Sarasota with plentiful shopping and food options is located about 10 minutes from this location. The property has been refurbished after the recent hurricanes and the heated pool was redone with completion wrapping up in early 2026' brWatch the Manatees and Dolphins as they pass along the property. Kitchen is fully equiped and the condo is well furnished and includes all towels, bedding and other important items for an extended stay.. A new full size washer and dryer was installed in late 2025'. Condo grounds have been recently updated, buildings were painted in 2025' and a new roof installed in 2024' ............................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................................
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Exceptional(6)

$300.1

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Private Vacation Home

Pet Friendly LBK Home-Space Galore w Pool, Fireplace & Walk to Beach by RVA

Longboat Key, Florida, United States

RVA presents this spacious vacation home. The Tarawitt Home, is located on a secluded road at the northern tip of Longboat Key. This vacation home has all the amenities needed for a relaxing vacation. With three bedrooms, three baths, a sleeper sofa, and a separate family and game room, the Tarawitt Home can house up to eight persons comfortably. This two-story home sits directly on a canal that leads to Sarasota Bay, and is within walking distance from local shops and dining. Amenities include a private pool, large screened porch, garage parking, a grill, private washer/dryer units. New Home Resource furnishings and a grand fireplace create an atmosphere that is comfortable and casual. With a deeded beach access, the Tarawitt Home is a short walk to the beach -- you are never far from all the necessities of a Florida vacation. Tarawitt Home also welcomes pets, so bring the whole family!brbrbrbrLimited Membership Privileges: Guests of the Tarawitt Home will have temporary membership privileges at Cedars Tennis Resort located at 645 Cedars Court on Longboat Key. The limited temporary membership allows the guest access to fully-lit Har-Tru tennis and pickleball courts (after 1 p.m. daily and subject to availability), community bicycles and Jr. Olympic heated swimming pool. The guest will also have access to the community fitness center.brbrbrbrAccommodations: Three-bedrooms, three-bathsbrbrbrbrAmenities: Private Patio, Deeded Beach Access, Grill, Wireless Internet, Full-size Kitchen, Pets Allowed, Private Pool, Washer/Dryer, Parking, Entrance to Large Deck from Each Bedroom, Fireplace, Membership Access at Cedars Tennis ResortbrbrbrbrLocation: 741 Tarawitt Drive, Longboat KeybrbrbrbrBedding: 3 Queens, Sleeper SofabrbrbrbrView: Water ViewbrbrbrbrMinimum Night Requirements: Restrictions ApplybrbrbrbrPet Policy: An additional pet fee will be added to applicable bookings. To reserve a pet-friendly booking contact our local team or select the additional pet fee at checkout. Pets not given prior approval will not be accepted.brbrbrbrOther: Additional electric and/or pool heat charges may apply; please call our local offices for details.
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Exceptional(30)

$244.95

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Condo

Silver Sands Serenity – Unit 234 by RVA

Longboat Key, Florida, United States

RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary chaise lounge and beach umbrella while breathing in the fresh salt-water air. Practice your golf game on our putting green or relax on our beautiful beach with your favorite novel. Wireless Internet access is available in the privacy of your individual unit, at the garden area or on the pool deck.brbrbrbrLimited Membership Privileges: Guests of Silver Sands Gulf Beach Resort #234 will have temporary membership privileges at Cedars Tennis Resort located at 645 Cedars Court on Longboat Key. The limited temporary membership allows the guest access to fully-lit Har-Tru tennis and pickleball courts (after 1 p.m. daily and subject to availability), community bicycles and Jr. Olympic heated swimming pool. The guest will also have access to the community fitness center.brbrbrbrAccommodations: Silver Sands Gulf Beach Resort is a relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key. Choose from our various unit styles including hotel rooms, one- and two-bedroom garden view units, and one- and two-bedroom beach front units. brbrbrbrUnit #234 Features: 1-bedroom, 1-bathroom unit in the Blue Garden BuildingbrbrbrbrView: Garden ViewbrbrbrbrBedding: 1 King, Sleeper SofabrbrbrbrResort Features: On-Site Office, Wi-Fi Internet Access, Coin-Operated Washer/Dryer, Community Pool, Private Beach Access, Shuffleboard Courts, Putting Green, Private Lanai (certain units), Complimentary Parking, Designer Decorated Units, Fully-Equipped Kitchen or Kitchenette, BBQ Area
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Exceptional(1)

$327.7

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Beachplace 8-603 by FGC

Longboat Key, Florida, United States

Experience Coastal Elegance at Beachplace PenthousebrWelcome to Your Dream Beachfront Retreat! brbrDiscover the perfect blend of coastal living and luxury in this stunning Gulf-front penthouse at Beachplace on Longboat Key. As you step inside, you'll be greeted by breathtaking views of the Gulf of Mexico from nearly every room, complemented by a balcony that stretches twice as long as those on other floors.brbrLocated on the sought-after southern end of Longboat Key, Beachplace offers one of the closest buildings to the water, promising an idyllic waterfront lifestyle. This beautifully renovated unit features a large double balcony, ideal for entertaining or simply enjoying the mesmerizing sunset views.brbrDesigned with both comfort and style in mind, the layout boasts raised ceilings throughout, enhancing the spacious feel. Every detail has been thoughtfully curated, from the impact windows and sliders to the gourmet chef's kitchen, which is equipped with top-of-the-line Thermador appliances, custom Euro Tec high-gloss cabinetry, quartz countertops, and a glass tile backsplash.brbrThe large primary suite with King Bed serves as a peaceful retreat, with sliders leading to the balcony. The luxurious primary bath offers a spa-like experience with dual sinks, floating cabinetry with floor lighting, a custom floating ceiling with mood lighting, and heated towel bars. Custom built-in closets provide ample storage, while remote-controlled Hunter Douglas window treatments add a touch of elegance.brSecond bedroom offers one queen bed. Pictures will update soon.brbrAdditional features include a separate laundry/utility room with a full-size LG washer and dryer, and a tankless water heater. Enjoy the convenience of a parking outdoor very near the building, along with resort-style amenities such as a heated Jr. Olympic pool with daily water aerobics, a spa, a canopied baby pool, a clubhouse with weekly yoga classes, two workout rooms, steam rooms, a library, multiple grilling areas, an EV charging station, two pickleball courts, two tennis courts, and an extensive social calendar.brbrHOA only allows rental to be a maximum of 4 people sleeping in condobrStarting September of 2025, the owner will be installing a King bed in Primary bedroom and Queen bed in 2nd Bedroom. brbrIndulge in the ultimate beachfront living experience at Beachplace Penthouse, where every day is 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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Exceptional(1)

$316.81

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Luxury Bayfront Condo | Stunning Views, Pools & Beach Across Street

Longboat Key, Florida, United States

Welcome to Bay Dream Believer, your elegant bayfront retreat on beautiful Longboat Key, Florida. This stunning 2-bedroom, 2-bathroom condo offers panoramic views of Sarasota Bay through massive floor-to-ceiling windows and an enclosed patio that lets you enjoy the scenery year-round. With public beach access just across the street, you’ll experience the best of both worlds — tranquil bayfront living and easy access to the Gulf sands.brbrStep inside to discover a tastefully upgraded interior featuring modern finishes, coastal-inspired décor, and an open layout filled with natural light. The fully equipped kitchen has everything you need to prepare meals at home, while the spacious living and dining areas are perfect for relaxing or entertaining. Both bedrooms are designed for comfort, with the primary suite showcasing incredible bay views and a peaceful ambiance.brbrThe community offers resort-style amenities including two heated swimming pools, convenient elevator access, a fitness center, community kayaks, tennis and pickleball courts, and scenic walking paths along the bay. Reserved parking adds convenience, and pets are welcome upon approval so you can bring your four-legged family member along.brbrWhether you’re here for a short getaway or an extended stay, Bay Dream Believer delivers the perfect mix of comfort, luxury, and coastal charm. Enjoy easy access to St. Armands Circle, Lido Key, and Anna Maria Island, where you’ll find endless shopping, dining, and entertainment options — all just minutes away.brbrBook your stay at Bay Dream Believer and experience why Longboat Key is one of Florida’s most peaceful and picturesque coastal destinations.brbr15 DAY MINIMUM BOOKING PRIOR TO CHECK IN! Association application requires social security numbers.
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Exceptional(10)

$411.74

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Private Vacation Home

Cute canal front Cottage with dock & boat lift and pool ,short walk to the beach

Longboat Key, Florida, United States

What's better than your own private paradise Come and enjoy this beautiful, recently remodeled, canal front 2 bedroom 2 bathroom private home with heated pool located within walking distance to the longboat key beaches. Close proximity to restaurants and a neighborhood atmosphere This beautifully updated elevated 2BR/2 BATH block home features a private setting with 100ft of canal frontage. Private dock, with spectacular view. Across the canal is an undeveloped nature preserve owned by the Town of Longboat Key (no homes).br Fully screened back patio with tons of comfy seating provides ample space for indoor/outdoor living. brThe outdoor area features two lounge chairs, sofa seating with fire pit and additional dining table by the water so you can easily watch for manatee or dolphins.br But, that's not all, there is also a dock so you can bring your boat or rent one from a local marina, do a little fishing or launch kayaks (ask Michaela about the rent)The dock is also equipped with a 10,000 lb. boat lift which is available for use for a small fee to have the lift bunks adjusted to your boat. brMaster Bedroom features a king size bed, 55 smart HD TV and en-suite bathroom.brGuest room features 2 twin size beds , 43 smart HD TV. Fully equipped kitchen. Plenty of pool towels, beach towels and more.....brBEACH ACCESS across Gulf of Mexico Drive on Gulfside drive across from Christ church. We provide a beach wagon, beach chairs &umbrellas.brTo heat the pool during the winter time, we charge $150/week.
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Exceptional(42)

$345.56

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Condo

Relax, Recharge & Repeat – Silver Sands #241 by RVA

Longboat Key, Florida, United States

RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary chaise lounge and beach umbrella while breathing in the fresh salt-water air. Practice your golf game on our putting green or relax on our beautiful beach with your favorite novel. Wireless Internet access is available in the privacy of your individual unit, at the garden area or on the pool deck.brbrbrbrAccommodations: Silver Sands Gulf Beach Resort is a relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key. Choose from our various unit styles including hotel rooms, one- and two-bedroom garden view units, and one- and two-bedroom beach front units. brbrbrbrUnit #241 Features: 1-bedroom, 1-bathroom unit in the Green Building with a direct pool view and a distant Gulf view from your private patio.brbrbrbrView: Pool/Gulf ViewbrbrbrbrBedding: 1 King + Sleeper SofabrbrbrbrResort Features: On-Site Office, Wi-Fi Internet Access, Coin-Operated Washer/Dryer, Community Pool, Private Beach Access, Shuffleboard Courts, Putting Green, Private Lanai (certain units), Complimentary Parking, Designer Decorated Units, Fully-Equipped Kitchen or Kitchenette, BBQ Area
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Exceptional(48)

$484.25

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Condo

Beachfront Bliss: Beach Castle #1 by RVA

Longboat Key, Florida, United States

Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to launch your kayak and cast a line, a chance to spot exotic birds that stop here for our mild temperatures and to view a picture-perfect sunset over the Gulf of Mexico -- all courtesy of Mother Nature. brbrbrbrThe grounds here are impeccable – from the well-manicured vegetation to the vast palm trees that dot this serene Longboat Key location. The buildings at Beach Castle are the color of sunshine and are accented by Bahama shutters and railings that resemble palm trees. Each unit is individually owned, which means no unit is alike and provides a unique vacation experience to our guests. However, all units provide a full kitchen, living room and private lanais – never compromising the comforts of home.brbrbrbrThis secluded hideaway exudes a classic charm that, as vacationers, we yearn for. A place to get away from it all, relish in the Florida sunshine and reconnect with family and friends; all this while enjoying white-sand beaches, privacy and most importantly, vacation memories that last a lifetime. brbrbrbrLimited Membership Privileges: Guests of Beach Castle Resort #1 will have the option of temporary membership privileges at Cedars Tennis Resort located at 645 Cedars Court on Longboat Key. The limited temporary membership allows the guest access to fully-lit Har-Tru tennis and pickleball courts (after 1 p.m. daily and subject to availability), community bicycles, fishing pier and Jr. Olympic heated swimming pool. The guest will also have access to the community fitness center.brbrbrbrAccommodations: Beach Castle Resort is a quiet, 21-unit condominium resort midway on the exclusive island of Longboat Key with a variety of views including Gulf front, Bay front, pool and garden views.brbrbrbrUnit #1 Features: Two-bedroom, two-bathroom first-floor unit located on the Gulf side. Decorated in pastels, Florida charm with updated amenities including wireless Internet, granite countertops, updated appliances, and LCD, flat-screen TV’s. Netflix available.brbrbrbrView: Gulf Front ViewsbrbrbrbrBedding: 1 King, 2 Queens, Sleeper SofabrbrbrbrParking: All guests have use of 1 assigned parking spot during their stay. Additional spots are available at a nearby community on a first-come, first-served basis. We kindly ask guests to plan accordingly.brbrbrbrPets: Pets are not permitted on Beach Castle property.brbrbrbrResort Features: Full-size Kitchen, Spacious Floorplans, Heated Community Pool, Community Hot Tub, Grills, On-site Office, Private Lanais, Complimentary Laundry Facilities, Shared Boat Docks (available on a first-come, first-served basis, a 26' boat limit, and guest is responsible to find off-site parking for boat trailer), Cable TV, Wireless Internet, Complimentary Guest Parking, Private Beach Access, Complimentary Lounge Chairs and UmbrellasbrbrbrbrPlease Note: Beach Castle is a self service resort; we do not provide daily housekeeping services. For your convenience, an amenity “Starter Kit” is provided to assist you upon your arrival. Any essentials required after the initial provided, such as toilet paper, dish soap, etc. is the responsibility of the guest.
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Exceptional(33)

$287.68

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Condo

Gulfside Getaway – Silver Sands Resort #235 by RVA

Longboat Key, Florida, United States

RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary chaise lounge and beach umbrella while breathing in the fresh salt-water air. Practice your golf game on our putting green or relax on our beautiful beach with your favorite novel. Wireless Internet access is available in the privacy of your individual unit, at the garden area or on the pool deck.brbrbrbrLimited Membership Privileges: Guests of Silver Sands Gulf Beach Resort #235 will have temporary membership privileges at Cedars Tennis Resort located at 645 Cedars Court on Longboat Key. The limited temporary membership allows the guest access to fully-lit Har-Tru tennis and pickleball courts (after 1 p.m. daily and subject to availability), community bicycles and Jr. Olympic heated swimming pool. The guest will also have access to the community fitness center.brbrbrbrAccommodations: Silver Sands Gulf Beach Resort is a relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key. Choose from our various unit styles including hotel rooms, one- and two-bedroom garden view units, and one- and two-bedroom beach front units. brbrbrbrUnit #235 Features: 2-bedroom, 2-bathroom unit in the Blue Gardens BuildingbrbrbrbrView: Garden ViewbrbrbrbrBedding: 1 King, 2 Twins, Sleeper SofabrbrbrbrResort Features: On-Site Office, Wi-Fi Internet Access, Coin-Operated Washer/Dryer, Community Pool, Private Beach Access, Shuffleboard Courts, Putting Green, Private Lanai (certain units), Complimentary Parking, Designer Decorated Units, Fully-Equipped Kitchen or Kitchenette, BBQ Area
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Exceptional(76)

$412.95

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2BR Gulf View Condo Cabana Beach Club #7 by RVA

Longboat Key, Florida, United States

RVA features Cabana Beach Club. With the majority of units located on the beach side of the exclusive Longboat Key island, including several overlooking the turquoise waters of the Gulf of Mexico, and a handful of others intimately nestled on the bayside, this condominium complex encompasses all the elements of a tropical paradise. The quiet ambiance and relaxed atmosphere of this vacation hideaway, coupled with the natural foliage and perfect location have created a must-see community on Longboat Key. The attention to detail, from the cleanliness of your unit to the manicured grounds, will be evident the moment you arrive. The glorious sunrises, the romantic sunsets, the lush tropical flowers abloom everywhere - you will believe you have found a personal paradise in the Cabana Beach Club. Many of our guests return year-after-year to relax and enjoy the area’s many attractions. Resort amenities include a heated swimming pool, community laundry facilities and complimentary chaise lounges.brbrbrbrAccommodations: Cabana Beach Club is a relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key with several units also located on the bay side. Choose from our various unit styles including one-, two-bedroom and efficiency units. Enjoy all the amenities of home in these fully furnished condominiums including TVs, full-sized kitchen or kitchenette, dining room, and modern, beach-styled decorations.brbrbrbrResort Features: Heated Swimming Pool, Private Beach Access, Internet Access (select units), Complimentary Chaise Lounge Chairs, Fully Equipped Kitchens or Kitchenettes, Barbeque Area, Private Patio or Lanai, Community Laundry Facilities, Outdoor Shower, Various ViewsbrbrbrbrUnit #7 Features: This two-bedroom plus den, two-bath unit is the largest at Cabana Beach Club and will easily accommodate 6 guests. Recent renovations include a beautiful new full-sized kitchen with granite countertops, all new stainless steel appliances, a full-sized washer and dryer in the unit, updated bathroom, and wireless Internet access. The outdoor lanai overlooking the pool is the perfect spot for morning coffee. Best of all, the beach is only steps away! Don’t wait, your perfect vacation is just a click away.brbrbrbrView: Gulf Front ViewbrbrbrbrBedding: 2 Kings, 1 day Bed/trundle
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