Vacation Home Rentals By Owner In Longboat Key, FL

$444.46

Beach front newly renovated 2.5 bedroom condo with private beach access

Longboat Key, Florida, United States

Luxury Longboat Key Condo – Fully Renovated (Dec 2024) & Steps from the beach (private access).brbrWelcome to Sea Pines Condominiums, where modern luxury meets coastal charm. This newly renovated condo offers: 2 Bedrooms plus a private nook-room with a sofa bed, accommodating up to 6 guests.brbr • 2 Ensuite Bathrooms featuring walk-in showers and hair dryers.br • First-Floor Walkout with direct pool access and breathtaking Gulf views.br • Fully equipped kitchen with high-end appliances, a dishwasher, and a wine refrigerator.br • 65” Mounted TVs in the living room and bedrooms, plus a 32” TV in the nook-room.br • Convenient in-unit washer & dryer and tankless water heater.br • High-speed wireless internet, heating, and air conditioning for total comfort.brbrEnjoy the privacy and security of this gated community, within walking distance of five fantastic restaurants. Whether relaxing by the pool, exploring the beach, or unwinding in the luxurious living spaces featuring a newly refurbished Henry P. Glass dry bar, this condo promises unforgettable memories.brbrDon’t miss out—reserve your stay today!brbrWe welcome you to our fully gated private condo complex - The Sea Pines.

3

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2

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6

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$212.19

/ Nightly

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Stunning, resort like, Longboat Key, 2-bedroom condo on Gulf beach, near stores!

Longboat Key, Florida, United States

Discover the beauty of Longboat Key from this elegant, resort like, 2-bedroom, 2-bath condo at the Islander Club located on ~350 feet of private beach on the Gulf! brbrOpen floor plan and beautifully decorated condo features a large open living area , 2 king bedrooms, 2 full baths and a `40 foot balcony with outdoor dining and seating area. It is a perfect winter get away for snowbirds and swimmers, boasting the largest private poolon Longboat. brbrWith brand new amenities that include a new fitness center and equipment with beautiful ocean views, new mens and womens saunas. The common areas also includes a gorgous decorated clubhouse for shared gatherings and common work space overlooking the ocean and pool, a large conference room that can be reserved, a well stocked library, tennis court and new 2 new pickleball courts (to be completed this summe) and a junior olympic pool where guests can relax and unwind. brbrIt is in a very desirable location on the South end of LBK, walking distance to Publix, CVS, liquor store, nail salon, dry cleaning, banking, the town center, ~1 mile to St. Regis and ~5 miles to St. Armands with cafes, restaurants and shopping. brbrAvailable May 1 to September 30, 2026. If interested in fall and winte rental, message me separately. brbrEnjoy all that Longboat Key has to offer when you stay at our resort living get away!

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$580.58

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Whitney Beach at Longboat Key, 325 3 Bedroom Spacious Condo, First Floor

Longboat Key, Florida, United States

Discover this 3-bedroom gem in Longboat Key. brbrWake up to the sound of waves and enjoy direct beach access just a few feet from your door. This bright and inviting first-floor 3-bedroom, 2-bathroom condo on Longboat Key offers 1,500 square feet of comfort, convenience, and coastal charm, the ideal place for your next getaway.brbrLocated on one of Florida’s most beautiful barrier islands, our Longboat Key condo is perfect for families, couples, or friends looking to enjoy the Gulf Coast. Inside, you’ll find:brbrThree comfortable bedrooms: The master suite features a king bed, the second bedroom has a queen bed, and the third bedroom also has a queen bed — all with quality linens.brbrTwo full bathrooms with fresh towels and toiletries provided.brbrFully equipped kitchen with everything you need to cook meals at home.brbrOpen-concept living and dining area with large windows to let in natural light and ocean breezes.brbrPrivate patio where you can sip coffee in the morning or enjoy evening sunsets.brbrWasher and dryer for your convenience.brbrBeing on the first floor means no stairs to climb — just step outside and you’re moments from the soft white sand and turquoise waters of Longboat Key. Spend your days swimming, shelling, or simply lounging in a beach chair with a good book. When you’re ready for more activity, you’ll find plenty nearby:brbr- Heated swimming pool, tennis and pickleball courtsbr- BBQ grilling areasbr- Scenic bike paths along the coastbr- Paddleboarding, kayaking, and jet ski rentalsbr- Charter fishing trips and dolphin-watching toursbr- St. Armands Circle (20 minutes away) offers shopping, dining, art galleries, and other places of interestbr- A short drive opens up even more adventures — from charming Anna Maria Island to the vibrant nightlife of downtown SarasotabrbrWhether you’re here to unwind or explore, our Longboat Key beachfront condo puts it all at your fingertips. From sunrise walks to sunset cocktails, every day here feels like a postcard.brbrBook your stay today and experience the best of Longboat Key beachside living.

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$232.78

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Beachfront Longboat Key Condo • 3BR • Pool, Tennis & Private Beach Access

Longboat Key, Florida, United States

3 bedroom, 2 full bathbr3rd Floor (Top Floor)-Southwest Cornerbr1500+ sq./ft. of living spacebrbrBedrooms (Sleeps 6):brBedroom #1 King Size bed, en suite bathroombrBedroom #2 2 TwinsbrBedroom #3 Full size pullout couch, office & laundrybrOver-sized couch in living roombrCovered Parking SpacebrElevatorbrFull size washing machine and dryer in unit (Bedroom 3)brPatio Balcony facing the Gulf of Mexico to watch beautiful sunsetsbrExercise room in clubhousebr8 HarTru clay tennis courts (some lighted for night play)br2 communal poolsbrSauna/Whirlpool/Locker Roomsbr750 feet of beachfrontbr30 golf courses within 30 minbrBoccebrDowntown Sarasota and St Armand's Circle within minutes of condo!brwww.clublongboat.com

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$278.18

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Private Vacation Home

Adorable Villa at Cedars East, Tennis Resort, Longboat Key Beach

Longboat Key, Florida, United States

Welcome to Your Dream Getaway on Longboat Key! This spacious 3-story townhome is located in the popular Cedars East Resort and Club with tennis, Olympic-size pool, fitness facility, bike rentals and variety of onsite amenities (Please note that an additional fee is required for the tennis courts and fitness center). Just a short 1-mile drive to the beautiful white sands and calm waters of the Gulf of Mexico. A vibrant 2-bedroom, 2.5-bath townhome with a private garage, all new appliances, and fully-stocked kitchen blends coastal charm with playful Florida character and great on-site resort amenities. Perfect for families, friends and remote workers. brbrUnique, Eclectic DesignbrThis home is filled with personality and charm for a fun and memorable vacation! Enjoy vibrant beach colors, eclectic décor, a comfy leather sofa, and a brand-new Lazyboy recliner with built-in heat and massage.brbrChef’s Dream KitchenbrOutfitted for serious cooks, the kitchen features brand-new stainless appliances including a French door fridge, induction cooktop, microwave, and dishwasher. You’ll also find:brCalphalon pots and pansbrPizza peel, wok, bamboo steamer, pasta maker, and rice cookerbrCrock pot, air fryer, roasting pan, and glass storage containersbrCappuccino maker and sharp knivesbrNew grill for fresh Florida cookoutsbrbrInviting Living and Dining SpacesbrThe open-concept living and dining area welcomes you with cheerful coastal colors. Enjoy Smart TVs with streaming access, Blu-ray players in each room, plus a hidden collection of movies cleverly stored in the blue lamp. Gather on the screened lanai for al fresco dining or relax with games and puzzles provided for family nights.brbrComfortable BedroomsbrTwo tastefully decorated bedrooms with queen beds await upstairs. Both include Smart TVs, Blu-ray/DVD players, and fun coastal accents.brbrPrimary Suite: Shower-tub combo, double vanity sinksbrbrGuest Bathroom: Spa-like walk-in shower and stylish vanitybrbrConvenient AmenitiesbrIn-unit washer and dryer, Schlage keyless entry, private garage, and thoughtful touches to make your stay seamless.brbrBeach and Adventure Gear Included!brNo need to pack extra—beach chairs, water shoes, boogie board, goggles, and more are stored on the ground level for your use.brbrNot Your Average RentalbrWith its bold style, playful personality, and fully outfitted spaces, this townhome offers a one-of-a-kind Longboat Key escape—perfect for travelers who want more than the ordinary Florida vacation.brbrCedars East Tennis Resort and ClubbrCedars East Tennis Resort and Club, an oasis of luxury and leisure nestled on Longboat Key, one of Florida's most exclusive barrier islands. Renowned as one of the only full-service clubs in the area, Cedars East boasts a premier tennis experience with its 10 Har-Tru courts. Tennis enthusiasts can indulge in a range of amenities, including professional instruction, daily clinics, round robins, and seasonal tournaments, all set against the backdrop of soft-clay courts. Please note, guests are welcome to use the tennis courts for an additional charge.brbrBeyond the courts, members and guests can bask in the sun beside the heated Jr. Olympic-sized swimming pool, complete with complimentary chaise lounge chairs and a seasonal Tiki Bar for a refreshing respite. brbrFitness enthusiasts will appreciate the 24/7 access to the modern Cedars fitness center, equipped with secure access and state-of-the-art facilities.brbrEmbracing the island's bicycle culture, Cedars offers adult-sized bikes for daily use (fees may apply), allowing members and guests to explore the scenic Gulf of Mexico Drive at their own pace. brbrFor culinary delights, the Hugo II Restaurant beckons with its European Fusion cuisine, featuring a delectable blend of German, Czech, and Italian influences, complemented by a variety of specialty Prosecco cocktail drinks. Private dining memberships are required, with no additional cost for Cedars Tennis Club members. Discover a world of sophistication and recreation at Cedars East Tennis Resort and Club on Longboat Key.brbrTown of Longboat Key: RRR-01194.2024

2

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2

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4

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$233.91

/ Nightly

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Charming 2-bedroom condo in marvelous Longboat Key with WiFi, AC.

Longboat Key, Florida, United States

Located in Longboat Key, this condo is a dream. With 2 bedrooms featuring 1 king bed and 1 queen bed, guests will feel right at home. The property offers essential amenities like iron, hair dryer, and WiFi. The 2 bathrooms are equipped with showers and hair dryers for added convenience. Feel free to reach out to us during your stay - we're happy to suggest local spots to check out.

2

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2

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4

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$404.91

/ Nightly

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Longboat Key Condo with a View

Longboat Key, Florida, United States

Looking for a condo on the beach This three bedroom condo is perfect. Located in the middle of the island it is walking distance to the public Pickleball courts and so much more. This condo has an awesome balcony to watch the sun set over the water

3

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2

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6

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$346.27

/ Nightly

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Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.

Longboat Key, Florida, United States

Welcome to Your Coastal Oasis at Cabana Beach Club Unit 8!brNO MAJOR HURRICANE DAMAGE!!!brJust a two-minute stroll from private Gulf beach access—no streets to cross!—this charming ground-floor unit is the only two-bedroom in the exclusive Cabana Beach Club, a secluded boutique resort designed for romantic getaways or unforgettable family vacations.brbrStep outside to your private patio, complete with an umbrella table and chairs for delightful outdoor dining, as well as a lounge area perfect for sunbathing and relaxation. Enjoy the tranquility provided by new hurricane windows and doors that enhance your comfort and serenity.brbrInside, unwind with HD cable, a Smart TV, and complimentary Wi-Fi, all while enjoying the cool breeze from central air conditioning and heat. You’ll also appreciate the convenience of free parking and inside unit laundry . We provide beach towels, umbrellas, and lounge chairs to make your beach days effortless!brbrThis unit comfortably sleeps four, with space for up to six guests. The master bedroom features a luxurious King Serta Perfect mattress with a memory foam topper, while the second bedroom offers a Queen bed with a gel foam mattress. The living area includes a pullout sofa for additional sleeping space. For families with infants, a Pack and Play is available upon request.brbrThe updated kitchen is a chef’s dream, fully equipped with a refrigerator, full-size oven with a ceramic cooktop, dishwasher, microwave, toaster, blender, coffeemaker, cookware, utensils, and stylish quartz countertops. Enjoy a complimentary starter supply of essentials like paper towels, coffee filters, and dishwashing supplies.brbrThe full bathroom features a double sink, toilet, and a spacious walk-in shower for your convenience.brbrAt Cabana Beach Club, indulge in private Gulf beach access, a heated pool, grills for evening cookouts, and a fishing dock for your leisure. Explore the stunning surroundings of Longboat Key, where you can stroll through the lush coastal landscape at Durante Park or enjoy outdoor activities at nearby Bayfront Park, which offers pickleball, tennis, basketball, and kayak rentals.brbrStart your mornings with sunrise yoga on the beach, collect unique shells along the seven miles of pristine shoreline, and take a refreshing dip in the warm turquoise waters. Relax in Adirondack chairs on the private dock and watch manatees and dolphins frolic nearby.brbrOur prime location places you conveniently close to a variety of restaurants, shops, and local attractions, including Mote Marine Aquarium and St. Armand’s Circle, known for its vibrant shopping and dining scene. Quaint Anna Maria Island is just a short drive away, offering even more opportunities for exploration.brbrYour paradise awaits at Cabana Beach Club Unit 8—book your escape today!

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$351.1

/ Nightly

Private Vacation Home

Longboat Key , Beach , Pool , Dock , Canal , Boat Access. Kayak rentals, Fishing

Longboat Key, Florida, United States

Large open rooms, Canal for Kayaking and Boating - 2800 sq ft, 4 Bedroom, 3 Bath, Beach, PoolbrbrLarge Longboat Key Home - 2800 Square feet. brbrThe home has a spacious single story floorplan with 4 bedrooms and 3 bathrooms a gameroom with a pool table. Great screened in Pool Area - Solar Heated Pool. Gas Pool Heater available.brbrThe Outdoor patio has TV and comfortable seating for watching TV or eating Breakfast or Dinner on the Patio. A grill is also available for use.brbrThe house is fully equipped with Linens, Pool and Beach Towels, Beach Chairs and Umbrellas for the beach.brbrParking available for 3 Cars. brbrKitchen - Granite Countertops, all new appliances.brbrLaundry Room - New washer and dryerbrbrLiving Room - Seating for 7, Large TVbrDinning Area - Seating for 4-6brBreakfast Bar - Seating for 2brLiving Room #2 - Pool Table, TV, Seating for 5brMaster Bedroom - King bed, lots of closet space, ensuite bathroom with Jetted Tub and seperate shower.brBedroom #2 - Queen Bed, plenty of closet spacebrBedroom #3 - King Bed which can be seperated into two twins.brBedroom #4 - Queen Bed, Recumbent Bike and TreadmillbrbrShort bike ride to Bridge Street on Anna Maria for shopping, dinning and some night life.brbrShort bike ride to Mar Vista and other great Restaurants on the North end of Longboat Key.brbrbrExercise equipment available - Treadmill and Exercise BikebrbrRRR-00704.2023

4

Bed

3

Bath

8

Sleeps

$474.62

/ Nightly

Condo

Beach Condo with Quiet, Private Beach

Longboat Key, Florida, United States

Relax with your loved ones at this quiet, 2-bedroom beachfront condo at the Beach Castle Resort on Longboat Key. This second-floor corner unit is a perfect beach vacation rental for couples or families, offering a chance to recharge, reconnect, and make new memories.brbrWake up to stunning Gulf of Mexico views from the primary bedroom and your private patio—the perfect spot for a morning coffee or an evening drink while you take in the amazing sunsets and listen to the waves. The home is comfortably furnished to accommodate your group:brbr1. Primary Bedroom: A relaxing sanctuary with a king-sized bed, a 50-inch smart TV, and direct patio access with water views. Complete with an attached en-suite bathroom.brbr2. Second Bedroom: Features two full-sized beds and a TV with cable and an attached en-suite bathroombrbr3. Living Room: Unwind with a movie on the 58-inch 4K Roku smart TV. The space also includes a queen-sized sleeper sofa for additional guests.brbrParking: One assigned on-site parking space is included with your stay. If needed, limited off-site parking for one additional vehicle may be available by advance request for $25 per day. Please note that on-site parking is restricted to your assigned space only, and vehicles parked in unassigned spots may be subject to towing.brbrKey Amenities:br--Fully equipped kitchen with a blender for frozen drinks.br--Free in-building washer and dryer.br--High-speed fiber Wi-Fi and a dedicated workspace.br--Children`s books and toys to keep younger guests entertained.brbrThe secluded hideaway resort is wonderfully maintained and incredibly quiet and peaceful. The beaches on Longboat Key are just a few miles north of Siesta Key, consistently rated the top beach in the country. With the same water and sands as Siesta Key, Longboat Key is much less crowded, truly feeling like your own private slice of paradise. One of our absolute favorite things to do while here is sitting out on the beach after dark and stargazing! This quiet retreat offers a great escape from it all -- a chance to recharge your batteries, reconnect with loved ones and make new memories.brbrYour unit is wonderfully located on the northern part of Longboat Key, a very short walk to great restaurants, cafés and an ice cream shop. Bicycle rentals are also available to further explore everything the island has to offer. St Armands Circle is less than 9 miles to the south and is an exciting hub of waterfront locations, fine dining and shopping.brbrGuests will enjoy complete privacy and access to the entire condo via a smart lock. Your unique access code will be provided in your confirmation email and will activate at check-in.brbrAs our guest, you`ll have access to the full range of amenities at the unique Beach Castle Resort, which extends from the Gulf of Mexico to Sarasota Bay:brbr* Private Beach Access: Enjoy private beach access just steps from your door.br* Beach Gear: Complimentary beach chairs and umbrellas are provided for your use.br* Pool & Hot Tub: Take a dip in the heated community pool or unwind in the hot tub.br* Bay Access: Launch a kayak from the newly constructed pier on the bay or enjoy some great fishing. Two fishing poles are available for your use in the unit.brbr**Traveling with Children:** brWe provide a Pack `N Play with a mattress, a booster seat and bed rails. You just need to supply the sheets for the mattressbrbr**Liability Waiver:** brOur property offers wonderful opportunities for swimming, fishing, and enjoying the beach, dock, and pool. By agreeing to the House Rules, you acknowledge the inherent risks involved and accept full responsibility for any bodily injury. Children must be supervised at all times near water, as there are no lifeguards on duty. Diving from the dock is not allowed.brbr**Cancellation Policy:** brPlease be aware that our cancellation policy is firm. Environmental factors beyond our control (such as hurricanes or red tide) will not be grounds for a refund. We strongly recommend purchasing trip insurance. For additional flexibility, you may want to explore ‘Cancel for Any Reason’ (CFAR) coverage.brbrPlease Note: We provide a starter kit of essentials (soap, paper towels, toilet paper). As this is a self-service resort without daily housekeeping, guests are responsible for purchasing additional supplies for their stay. A Publix grocery store is conveniently located nearby.

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$484.8

/ Nightly

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GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH

Longboat Key, Florida, United States

Welcome to our Ground floor BEACHFRONT condo unit #119 at the beautiful Sand Cay Beach Resort on Longboat Key!brbrMagnificent renovated (January 2022) condo with an open 1,132 sq. ft. floor plan, 2 bedrooms, 2 full bathrooms, full kitchen, a large living and dining room as well as a separate sitting room with a queen sleeper sofa. Condo sleeps six.brbrKing bed in master bedroom, 2 twin beds in guest room, queen sleeper sofa, hotel-grade gel foam mattresses in bedrooms, beach chairs, kids pack & play, etc. Highspeed WIFI internet, flat screen internet TV's, ceiling fans in each room (4).brbrFully equipped kitchen with stainless steel appliances and granite countertops. Nespresso coffee machine and milk foam maker as well as as Keurig one cup coffee maker and a regular filter coffee maker, Refrigerator with water & ice dispenser.brbrWasher and dryer in the condo. This property participates in our Professional Linen Program. This ensures high quality linens and towels are Always included for your stay. You don't need to bring anything but yourself! brbrBeautiful Resort amenities with large heated Pool, Tennis, Shuffleboard, BBQ area, paddleboards, beach lounge chairs, umbrellas, and beach toys.brbrProfessional staff onsite during business hours to ensure you have the best experience. Inquire with staff about activities, tours, rentals and more brbrSo, if you aren't sold yet, let me tell you a little more about the location of this property on Longboat Key. There are numerous restaurants on Longboat Key as well as a full service Publix supermarket. Longboat Key is located a few miles from world class dining and shopping in St. Armand's Circle. If you aren't familiar with St. Armand's Circle, well, you're in for a treat because this area is a very well known and high end commercial retail and restaurant area. It is filled with boutiques, restaurants, dessert shops, and nightlife. This is a renowned area and people come from all over to walk the circle, take in the sights and sounds, and enjoy the many offerings of this area. If you want even more offerings, Downtown Sarasota you can find an even larger supply of retail, restaurants, nightlife, concert halls, comedy venues and more. You can catch a movie, a play or performance at the Sarasota Van Wezel, or just walk down Main Street and pop in and out of dozens and dozens of shops and stores. Uber is widely available to downtown so no need to worry about transportation, everything is right there at your fingertips. brbrThe condo is also a very short drive to City Island, where your family can enjoy a day at Mote Marine Laboratory, where you can enjoy the large aquariums, education centers, and aquatic petting zoos for an up close and personal nautical experience. You can also visit New Pass Bait Shop to test out your fishing luck or launch a kayak or boat at the boat ramp on City Island as well. There is a small park and beach on City Island as well.brbrA few miles to the north, visit Bridge St. on Anna Maria Island for a quaint island town atmosphere with restaurants, shops and two fishing piers one on the Bay (with bait shop) as well as one on the Gulf. Fish on the gulf pier while your family and friends watch you fish sitting on the beach. Piers are 5 minute walk from each other!!brbrWe hope you choose our condo. for your next getaway! br

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$310.75

/ Nightly

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Breathtaking view of Gulf of Mexico in every room. Located right on beach.

Longboat Key, Florida, United States

Great Gulf front condo perfect for your beach vacation. Amazing beach views and stylish beach decor Unit A303 is a great choice. This unit is on the 3rd floor and when you walk in the first thing you see is the amazing view of the Gulf. There are sliders not only in living room but both bedrooms that all open to your own private screened balcony. Less than a mile to Publix Portobello is the perfect location on LBK. Don’t forget a short drive to the famous St Armand’s Circle where shopping and food awaits. Amenities includes an elevator access, community pool, tennis court, full size kitchen, washer/dryer, and wireless internet. Don’t miss out on this find.

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$387.32

/ Nightly

Private Vacation Home

UPDATED GORGEOUS CANAL SOUTH END LBK PROPERTY WALK TO BEACH SHOPPING CLOSE BY

Longboat Key, Florida, United States

THIS PROPERTY HAS BEEN INSPECTED BY AND REGISTERED WITH THE TOWN OF LONGBOAT KEY RRR# 00134.2023brbr*****ONLY ONE RENTAL PER MONTH, SO BOOK FAST TO SECURE YOUR SPOT****PLEASE PROVIDE DETAILED DESCRIPTION OF TRAVELERS WHEN REQUESTING A BOOKING ****brbrThe Pineapple Cottage is a special oasis of tranquility and comfort. Surrounded by the palm trees that symbolize Florida, it is a private home nestled on a canal that leads directly into Sarasota Bay. Our home is situated in the desirable neighborhood of Country Club Shores --- just a short ride from the world class shopping and dining at St. Armand's Circle and walking distance to the beautiful beaches of Longboat Key. brbrThis elegant house has been thoughtfully renovated and decorated with a charm and sophistication that will give you a feeling of relaxation as if you were in your own home. The furniture has a Tommy Bahama vibe and all the linens, tableware and kitchen utensils are of the highest quality. Here are just a few of the amenities this house offers:br• Exquisitely decorated Master Bedroom with king bed, en suite bath with large walk in shower and french doors to the lanaibr• Guest bedroom with king bed and large walk in closet/dressing roombr• Den/third bedroom with queen size murphy bed and pull out sofa, garden view and pocket doors. Den also has two desks and printer for your business needsbr• Gourmet eat-in kitchen with new stainless steel appliances and granite counters and mosaic back splashbr• Large Lanai under air with sliders that open to patio and screened pool for relaxing and dining al fresco; enjoy the outdoors without any bugs or humiditybr• Game table with chess, backgammon and even a roulette wheelbr• 50 smart TV in Family Room and 42 smart TV in MBR - both wall mountedbr• Verizon triple play --- with high speed internet br• Free phone servicebr• Screened heated poolbr• Patio overlooking canal for sunningbr• Private dock --- bring your boat or rent onebr• Weber gas BBQ br• Separate laundry roombrbrWhile clearly you may be tempted to spend your days at The Pineapple Cottage, lounging on the lanai, enjoying the canal views or soaking in our heated pool, there is no shortage of engaging activities in the immediate area. brbrThe Gulf of Mexico's beautiful white sand beaches are a short walk from the property and you will find that the Cottage has an ample supply of beach chairs and towels. There are also many amazing scenic beaches just a short car ride away including Lido Key, Siesta Key, Coquina and Venice beaches for Swimming, Boating, Fishing, Kayaking, Sunbathing, Watching Sea Birds and Marine Animals, Sunrises and Sunsets. brbrYou can also find an amazing selection of Restaurants, Bars, Golf, Tennis, Arts Center, Movie Centers, Shopping, Kayak Tours, Segway Tours and Massage; all within a five to fifteen minute drive. Just over the bridge to the north is Anna Maria Island with its charming towns of Bradenton Beach, Holmes Beach and Anna Maria, where you'll find more Shops, Bars and Restaurants, Fishing Piers and Antique Shops. A 15 minute scenic drive south through LBK takes you past elegant homes, golf courses, small shopping centers, parks and nature trails. St. Armand's Circle, known for its upscale shops, fine dining and casual restaurants and cafes is known throughout Florida as having the best restaurants and shops in Florida. Venture a little further down the road and you are in Downtown Sarasota, for more Shopping and Restaurants, Art Galleries, Theaters, Opera House, The Famous Ringling Museum and The Marie Selby Botanical Gardens. For those who wish to explore further, to the south are the islands of Siesta Key and Casey Key, then Venice Beach. To the north St. Petersburg is about 45 Minutes, Tampa an hour, and Orlando about 2 hours. The area is ideally located for a Florida vacation or a winter get-away. brbrThere is much to do... Or, do nothing at all, but while away the hours on a lounge chair with a good book at your peaceful retreat in the quiet neighborhood of Longboat Key where every day is definitely a vacation day.... filled with blue skies, sun, white beaches and the gulf coast breezes.brbr

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$307.36

/ Nightly

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Charming 1-bedroom, beachfront condo in marvelous Longboat Key

Longboat Key, Florida, United States

Consider this condo your home away from home while you visit Longboat Key. This fantastic rental offers 1 cozy bedroom, complete with all the essentials like WiFi, AC, and a washing machine. Experience the magic of Longboat Key at our condo.brThe 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. You are only steps from the white-sand beaches, 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. 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.brbrAccommodations: 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 in these fully furnished condominiums including flat-screen TVs, full-sized kitchen or kitchenette with stainless steel appliances and granite countertops, dining area, private balcony, and modern, yet beachy, décor.brbrResort 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 Balcony, Designer Decorated Units, Complimentary Parking, Community Laundry Facilities (private washer/dryer available in select units), Outdoor Shower, Various ViewsbrbrUnit #225 Features: 1-bedroom, 1-bath unit including full-size kitchen, private balcony, and Gulf-front viewsbrbrView: Gulf ViewbrbrBedding: 1 Queen Bed, Sleeper Sofa

1

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1

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3

Sleeps

$291.91

/ Nightly

Condo

Beautiful Longboat Key Condo Surrounded by Ocean

Longboat Key, Florida, United States

Immerse yourself in this beautiful 2 bedroom, 2 bathroom condo just steps away from one of the most beautiful beaches in Florida. Fully furnished and tastefully decorated, this slice of paradise will make you feel right at home on Longboat Key. The original artwork that adorns the walls of this vacation home - created by recognized painters, LED-lit wine bar with modern cooler, and plenty of natural light and tropical breeze offers a tranquil surrounding and the perfect setting to relax and unwind. This 2nd floor unit includes a designated sheltered parking space, and has easy access to elevator, community laundry on the same floor, pristine heated pool, tennis / Pickleball court, kayak launch ramp, pier, and a clubhouse with large television and table games. brbrCentrally located, this property is just minutes away from Publix, local breakfast and coffee spots, ice cream parlors, and fitness centers. Within a 10-minute drive, you can enjoy the lively Saint Armands Circle with plenty of dining and shopping options or, just a few more minutes, and you can be in the bustling Sarasota downtown area! World-class golf courses, beautiful parks, and quaint neighborhoods with gorgeous homes in lush surroundings sets this captivating island apart. Elegant restaurants overlooking the water - such as Shore and Chart House, with views of unforgettable fiery sunsets, round off the plentiful things to enjoy in this ideal vacation spot.brbrNOTE: This is a smoke-free condo, with a minimum rental time of three (3) consecutive months: January - May. The Association does not allow any animals / pets in the property.brbrThis magnificent condo is located just 11 miles from Sarasota/Bradenton International Airport (SRQ) - (a 30 minute drive). Other nearby airports include St. Petersburg (PIE) (35 miles), Tampa (TPA) (40 miles), Ft. Myers (RSW) (84 miles) and Orlando (MCO) (109 miles).

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$310.75

/ Nightly

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Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach

Longboat Key, Florida, United States

Your home away from home in Longboat Key with 1 bedroom. This lovely condo offers WiFi, AC, heating, a washing machine, an iron, and a hair dryer. Perfect for a nice getaway, this pleasant space is ideal for solo travelers or couples looking for a cozy retreat. We think our place will help you experience everything Longboat Key has to offer.brThe 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. 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.brbrAccommodations: 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, private patio or balcony (2 brdms only), dining area and modern, yet beachy, décor.brbrResort 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, Designer Decorated Units, Complimentary Parking, Community Laundry Facilities (private washer/dryer available in select units), Outdoor Shower, Various ViewsbrbrUnit #105 Features: full-size kitchen, community coin-operated washer/dryer, private patio, private beach access, beachfront, and Gulf-front viewsbrbrView: Gulf ViewbrbrBedding: 1 Queen Bed, 1 Twin Sleeper Sofabrbr

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$248.6

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Condo

Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.

Longboat Key, Florida, United States

Your home away from home in Longboat Key. This adorable condo is equipped with all the essentials for a comfortable stay, including WiFi, heating, and AC. Guests can relax in the cozy living space or take a short stroll to the nearby beach. We look forward to welcoming you to our place.brSavor 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, at The Beach on Longboat Key you are only steps from the white-sand beaches and placid turquoise waters that will have you daydreaming about your next beach vacation month after month. 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.brAccommodations: 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, kitchenette, granite countertops, dining area and modern, yet beachy, décor.brResort Features: On-site Office, Heated Swimming Pool, Private Beach Access, Wireless Internet Access, Complimentary Chaise Lounge Chairs and Umbrellas, Fully Equipped Kitchenette, Picnic Area, Designer Decorated Units, Complimentary Parking, Community Laundry Facilities, Outdoor Shower, Complimentary Parking (1-Space per Reservation).brbrUnit #220 Features: Hotel room with kitchenette and updated furnishings. No outside seating option; and no beach views. Unit 220 is perfectly designed for quick getaways and budget beach-front stays.brbrView: Complex ViewbrbrBedding: 1 King BedbrbrPlease Note: Although this property is located on the Gulf of Mexico, Unit 220 faces the East and therefore does not include a beach view or outdoor seating options. We kindly ask guests to take this into consideration when making their unit selections.

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$275.69

/ Nightly

Condo

Walk-Out Beachfront Condo | Sleeps 7 | Heated Pool | Old Florida Charm

Longboat Key, Florida, United States

Lovely New Listing at Cedars West! brbrBeautiful gulfside unit now availalble! Amazing water view in a wonderful complex, great for couples or families to enjoy! brbrMany comforts in this lovely unit - sleeping 6 comfortably. Wireless internet. Great views of the Gulf! Approximately 600' of white sand beach, heated swimming pool and two tennis courts. Walking distance to many great restaurants and beach shops!brbrCall Wagner Realty today to book your vacation getaway! brbrAmenities Include:brbr- View: Oceansidebrbr- Waterfront: Gulfsidebrbr- Beach Distance: short walkbrbr- Pool, Heated: Yesbrbr- Internet Access: Yesbrbr- washer dryer: Yesbrbr- Bed Size 1st/Master: Kingbrbr- Bed Size 2nd Rm: 2 twinsbrbr- Bed Size 3rd Rm: bonus room-daybedbrbr- Beds Pull-out: Yes in living roombrbr- Floor No.: 2nd floorbrbr- Parking: 1 designated spotbrbr- Balcony: Yesbrbr- Bbq Grill: Onsitebrbr- Agent: Gregory Kossbrbr- Office: Longboat Keybrbr

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$442.54

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Private Vacation Home

Your Paradise Awaits...

Longboat Key, Florida, United States

Enjoy the ambiance of this Key West style bungalow, one of the earliest properties in the charming Long Beach Village. Recently renovated, this stunning property has the advantage of a main house and a full guest cottage above the garage. The center courtyard is an oasis between the two homes boasting an ample pool and spa, as well as an outdoor shower and bathroom. This unique vacation spot makes entertaining a breeze and BBQs a must. Leave your car behind and walk to the neighborhood restaurants, the beach, and the boat ramps. Experience fishing, kayaking, shell collecting, soaking in the sun, and satisfying your taste buds in the best community on Longboat Key. Live the Florida dream in your home away from home and create memories that will last a lifetime. br

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$323.94

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Apartment

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

Longboat Key, Florida, United States

Studio, sleeps 4, full kitchen with ss appliances and granite countertops, 1 ba, private beach front patio, heated beach front swimming pool, private beach access to uncrowded pure white sand beach, complimentary chairs & umbrellas, laundry, small smart flat-screen TV, complimentary parking, end ground unit. Longboat Key is central to Lido Key and the world-famous St. Armand's Circle, and a short distance to Anna Maria Island. End unit, ground floor. Small studio 330 sq ft, queen murphy bed and queen sofa bed tempur mattress. Newly landscaped and painted.

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4

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