Home 34228, Florida, United States Vacation Rental Homes By Owner - Page 16

Showing 320 Of 722 Vacation Rentals
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Exceptional(1)

$159.89

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Private Vacation Home

Longboat Key tennis resort minutes to beach - Ospreys Nest

Longboat Key, Florida, United States

Welcome to your perfect coastal escape in the heart of Cedars East on Longboat Key, Florida! Professionally managed by Gulf Coast Vacation Rentals, this stylish 3-story, 2-bedroom, 2-bathroom townhome is nestled in one of the island's most sought-after tennis resorts—offering a unique blend of tropical charm and resort-style amenities like Har-Tru courts with expert instructors and an olympic sized pool.brbrStep into island living with the second floor as your main living space, thoughtfully designed for comfort and connection. Relax on the queen-size pull-out sofa, or step out onto the screened-in lanai where you can sip your morning coffee while soaking in the serene, lush surroundings. The dining area comfortably seats up to seven, making it the perfect setting for family meals and lively conversations. Just adjacent, the kitchen offers four barstools, ample counter space, and all the essentials for preparing your favorite family dishes and beach-day snacks.brbrUpstairs, the third level features both bedrooms. The primary bedroom is a true retreat, featuring a king-size bed, breathtaking views of the tropical landscape, and an attached, spa-inspired bathroom with dual vanities and a spacious walk-in shower. The second bedroom includes a queen-size bed with a twin trundle, a TV, and generous closet space—ideal for guests or kids to unwind in comfort.brbrWhat truly sets this home apart is the incredible Cedars East community. Located on the bay side of Longboat Key, Cedars East offers a lifestyle like no other—with a heated junior Olympic-size pool, tennis courts, boardwalks through mangrove-lined nature trails, bike paths, and a bayside fishing pier. You'll love the lush, well-manicured grounds, and how close you are to the gulf beaches, boutique shopping, and local dining that Longboat Key is famous for.brbrWhether you're planning to spend your days exploring the beach, relaxing poolside, or simply enjoying the peace and beauty of the natural surroundings, this charming Cedars East getaway is the perfect island retreat.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties.brbrFurry friends welcome! Up to 2 pets allowed. A non-refundable pet fee applies and must be paid directly to the management company.
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Condo

Luxe Waterfront Condo on Longboat Key - Beach Breeze

Longboat Key, Florida, United States

Welcome to Beach Breeze in Windward Bay, a stunning second-floor 2-bedroom, 2-bathroom condo perfectly situated along the picturesque shores of Longboat Key. Professionally managed by Gulf Coast Vacation Rentals this condo is nestled between the Gulf of Mexico and Sarasota Bay, Windward Bay is one of the island's most desirable communities, offering a peaceful coastal setting with private beach access, boat docks, kayak launches, heated pools, fitness facilities, tennis and pickleball courts, and scenic walking paths surrounded by lush tropical landscaping.brbrLocated just minutes from St. Armands Circle and Downtown Sarasota, you'll enjoy the best of both worlds, tranquil island living with convenient access to fine dining, boutique shopping, arts, and entertainment.brbrUpon entry, you'll be greeted by a light and bright atmosphere, enhanced by expansive windows that fill the condo with natural light and capture the beauty of the surrounding water views. The kitchen is a chef's dream, featuring high-end stainless steel appliances, a gorgeous quartz bar with two barstools, and elegant finishes that make cooking a pleasure. Adjacent to the kitchen is a dining area that comfortably seats up to five guests, perfect for enjoying home-cooked meals or entertaining.brbrThe main living space offers a plush sectional and sweeping views of the water, creating the ultimate spot to relax after a day at the beach. The enclosed living space extends the comfort outdoors, providing a serene setting for your morning coffee with cozy seating overlooking the grounds and the bay. A desk and chair make this area ideal for your remote office or a quiet reading nook.brbrThe primary bedroom features a king-size bed, TV, and direct access to the enclosed living area. The attached primary bathroom is spa-inspired, complete with a dual vanity and a large walk-in shower. The second bedroom offers two twin-size beds, a TV, and also enjoys access to the enclosed living space, while the second bathroom includes an updated vanity and a beautiful shower/tub combo.brbrThis Windward Bay condo embodies luxury coastal living— just 5-minute walk to the Gulf, a concrete seawall for fishing, a fitness center, locker rooms with showers and saunas, heated pools (one suitable for laps), BBQ grills, fire pits, and picnic tables. Most sports equipment is available at no charge, and one spot assigned as under-building preferred parking. brbrWhether you're sipping coffee at sunrise or taking an evening stroll along the bay, this Longboat Key retreat is the perfect place to call home. brbrFor extra convenience, there is a private washer and dryer within the unit. brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No Pets. brbrYour reservation may require you to fill out a Home Owners Association application that may request personal details. Any application fees required by the HOA are non-refundable.
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Exceptional(1)

$327.99

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Condo

Beachcomber unit 401

Longboat Key, Florida, United States

Our building is located on the beach, this unit has an ISLAND view.br br Beach front units are available to reserve online up to ten (10) months in advance, however you may call or contact us directly for a reservation up to twelve (12) months in advance.br br Please note: We do not allow Sunday or holiday arrivals and require a 7 night minimum stay.br br Welcome to the Longboat Key Sarasota's most enjoyable vacation spot ever.br If you are ready to relax and enjoy life, our rental apartment is waiting for you.br br Up to 4 person private accommodation in our 1 Bedroom / 1 Bath unit.br br Faces the sunrise over the island that you could enjoy every morning having a cup of coffee at a spacious private balcony off the living room. There is also an espresso machine for your use.br br Condo located right on the beach and provide complimentary WiFi, beach chairs and parking. Beachcomber condo has heated pool, 2 elevators and laundry room.br br Enjoy a peaceful night's sleep on a new luxurious king size bed.br br Prepare a full meal in your renovated fully equipped kitchen.br br Watch your favorite television shows, movies, sport and more with an 55'' flat panel HDTV.br br Relax on the 'Tommy Bahama' queen size sofa sleeper in the Living room. br br Full bath consisting of a tub/shower, vanity with sink and a toilet.br br Connect with family and friends using the free wireless internet access.br br The building has 2 elevators and laundry room.br br Directly on the Beach on mid Longboat Key.br br Across the street from a shopping plaza with a Publix Grocery Store, CVS Pharmacy, and a variety of smaller shops. br br Gulf side heated pool with lounge chairs and umbrella tables.br br Covered beachside sitting area, spacious sun deck and fabulous sunsets.br br Private white sand beach.br br Free Parking.br br Complimentary lounge chairs and barbeque grill.br br You will have easy access to public tennis courts and a marina.br br *This is a non-smoking unit.br br On behalf of our guests and owners that suffer from asthma and allergies, no pets are allowed on the property. No exceptions! $300 fine.br Amenities Include:br - Balcony: Yesbr - Bed Size 1st/Master: Kingbr - Beds Pull-out: Queenbr - Internet Access: Yesbr - Micro/Dishwash/Disp.: Yesbr - Refrig And Ice Maker: Yesbr - Square Footage, Est.: approx. 800 sq. feetbr - TV Cable/Satellite: Cablebr - TVs/VCR/DVD: 2/0/1br - View: Islandbr - washer dryer: on propertybr - Max number of People: 4br - Hair dryer: Yesbr - Bathtub/Shower: Yesbr - Beach front building: Yes
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Exceptional(6)

$239.33

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Private Vacation Home

Beautiful pool home in the historic village of Longboat Key | Close to beach - Longboat Oasis

Longboat Key, Florida, United States

Welcome to Longboat Oasis! Professionally managed by Gulf Coast Vacation Rentals, this beautifully designed private pool home is on an oversized lot and is a true gem, with meticulous attention to detail and tasteful execution throughout. The main house features 3- bedrooms and 3-baths. and there is also a separate 1-bedroom and 1-bath casita. The property is turnkey furnished and ready for immediate enjoyment.brbrAs you enter through the wide covered wrap-around porch, you'll be welcomed by a spacious dining room and a bright, cozy living room with a bay window and French doors that lead to the screened lanai. This serene retreat overlooks a sparkling pool and beautiful paver sundeck, perfect for soaking up the Florida sunshine. The fire pit area with Adirondack seating is ideal for delightful conversations.brbrExplore the courtyard paths to discover a charming guest house and deck, offering a private retreat and bonus space. The guest house has a queen-size bed, a private bathroom with a walk-in shower and a small kitchenette. Continue through the generously fenced backyard to find an outdoor dining pavilion and an expansive wood deck along the side yard.brbrThe kitchen is equipped with stainless steel appliances, sleek quartz countertops, a large picture window overlooking the pool and patio, and a spacious pantry. The primary suite is a true sanctuary, offering ample space for relaxation and rejuvenation. The attached bathroom features a dual-sink quartz vanity, marble floor, and a large glass-enclosed shower. The walk-in closet provides abundant built-in storage for your wardrobe and accessories. The second bedroom has two twin-size beds, and plenty of closet space. The second bathroom has a gorgeous vanity with a shower/tub combo. The third bedroom has a king-size bed, a TV, a large closet, and extra space to set up your remote office with a desk, and extra dresser space. brbrLocated in the highly sought-after Historic Village of Longboat Key, this home offers exceptional beach-to-bay access, allowing you to enjoy sunsets over the Gulf of Mexico and sunrises over Sarasota Bay. The community also features a dock and boat ramp, excellent waterfront dining, and shops, all within a short stroll or golf-cart ride. Don't miss your chance to make one of a kind memories at Longboat Oasis. brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No Pets. No garage available.brbrPlease note that the pool walls/fiberglass are green. Which makes the pool look green. There is a light for pool. It is labeled in the kitchen.
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Exceptional(33)

$239.74

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Condo

Coastal Comfort – Silver Sands Resort #233 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 #233 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 #233 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(48)

$341.48

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Condo

Roomy 2BR Retreat – Silver Sands #239 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 #239 will have the option of temporary membership privileges, for a transfer fee, 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: 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 #239 Features: 2-bedroom, 1-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(9)

$364.37

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Private Vacation Home

Bright 2BR Condo – Cedars East #607 by RVA

Longboat Key, Florida, United States

Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations.brbrbrDiscover the ultimate Longboat Key getaway at Cedars Tennis Resort, where luxury living meets the beauty of Florida’s Gulf Coast. Imagine waking up in a spacious, beautifully appointed townhome—perfect for families seeking fun-filled adventures or couples looking for a romantic retreat.brbrbrHere, every day is an invitation to indulge. Step outside and be greeted by world-class tennis courts, ideal for both casual play and competitive matches. Dive into the sparkling junior Olympic-sized swimming pool or enjoy a rejuvenating workout at the state-of-the-art fitness center. Cast a line from the fishing pier, explore the island on complimentary bicycles, or simply unwind as you watch tropical sunsets paint the sky in unforgettable hues.brbrbrAccommodations: 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).brbrbrClub and Recreation Facilities: Tennis and Pickleball Courts - 10 Har-Tru (soft-clay) tennis courts with professional instruction, daily clinics, round robins, and seasonal tournaments. Newly designed pickleball courts. brbrbrPro-Shop - Onsite Pro-Shop for equipment, apparel, and help with court reservations. brbrbrSwimming Pool and Tiki Bar - A heated Junior Olympic-sized pool with complimentary chaise lounges. Seasonal Tiki Bar adjacent to the pool. brbrbrFitness Center - Modern, 24/7 accessible fitness center with secure access. brbrbrBicycles for Guests - Adult-sized bikes available for daily use—ideal for exploring Gulf of Mexico Drive. brbrbrDining and Social Spaces - Hugo II Restaurant - A European Fusion restaurant offering German, Czech, and Italian dishes plus specialty Prosecco cocktails; private dining memberships required (no extra cost for Club members). Open Seasonally.brbrbrClubhouse and Social Areas - Clubroom, bar area, and recreational spaces enhance the communal experience. brbrbrFishing Pier and Mangrove Boardwalks - Charming wooden boardwalks wind through mangroves, leading to a serene fishing pier—perfect for picnics or watching boats and marine life. brbrbrBeach Access Information - The beautiful Gulf of Mexico shoreline stretches north and south along Longboat Key, and guests are welcome to enjoy it by using any designated Public Beach Access point. These access points are clearly marked with signs indicating Public use. Please note: Private beach access points along Gulf of Mexico Drive are reserved for property owners and their guests. Unless an access point is clearly labeled as Public, it is not available for use. We encourage you to explore and enjoy the public areas of the beach and thank you for respecting local property boundaries.brbrbrResidential and Guest Accommodations - Townhomes - Tri-level, spacious units featuring full-size kitchens, screened lanais or private balconies, and comfortable living/dining areas. The community is divided into three sections—The Gardens (500s), Club Level (600s), and Preserves (800s)—all connected via picturesque boardwalks.brbrbrUnit #607 Accommodations: Recently remodeled 2-bedroom, 2-bathroom town home with preserve views from your private lanaibrbrbrbrUnit Amenities: Wireless Internet, Full-size Kitchen, Washer/Dryer in Unit, Private Lanai, Fitness Facility, Community Pool, Pets Considered, Beach Access (A Short Distance Away).brbrbrbrLocation: 607 Cedars CourtbrbrbrbrView: Garden ViewbrbrbrbrBedding: 1 King, 2 Twins, RollawaybrbrbrbrMinimum Night Requirements: Minimum Stays ApplybrbrbrbrPet Policy: No Pets Allowed
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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

/ Nightly
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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Sleep 12

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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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