Home Vacation Rentals By Owner In Longboat Key, FL

Showing 20 Of 774 Vacation Rentals
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Exceptional(64)

$494

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Condo

Unit #218 Sand Cay Beach Resort Gulf Front

Longboat Key, Florida, United States

Enjoy this breathtaking Gulf-front, sunny unit with spectacular beach and sunset views.brAccommodation for up to 6 with 2 bedrooms, 2 bathrooms and queen sleeper sofa.brThe open floor plan of living room, dining room, kitchen and den offer full views of the sparkling turquoise water, blue sky and white sandy beach. The unit is newly re-decorated in natural, soothing tones of soft blues and tans that flow from the outside colors of the beach, water and sky that you see from all these rooms. There are new wood floors throughout and no carpet. The private balcony has panoramic views, shade cover and comfortable, new patio furniture. brThe spacious master bedroom feels very private, has beach view, king bed, flat-screen TV, en-suite bathroom with walk-in shower and large closets. Living room has beautiful, new pale blue leather sofas. Kitchen is well-equipped with many new items and beach views. The large utility closet is filled with inflatable beach toys, beach cart, games, puzzles, iron/ironing board, clothes drying rack/clothes pins, folding grocery cart, all for your use and convenience.br• Gulf Front, 2nd Floor (with elevator or stairs) on the beachbr• Fully air-conditioned with newly refurbished system as well as ceiling fansbr• Open Concept, Spacious, Light, Fabulous Views br• Full Kitchen with everything you could needbr• Wi-Fi internet; Blue tooth sound; Cable TV with 3 large, flat screen televisionsbr• Parking includedbr• Heated pool & tennis courtbr• Laundry on-site with free, multiple washer/ dryersbr• BBQ grills available on the property lawns next to the beach areabrWhy this property brThis is the perfect place to relax and recharge. The condo has everything you might need for a getaway— beach umbrellas, towels, coolers, paddle boards, tennis racquets, etc. brThe unit was recently refurbished with new wood floors throughout, beautiful new leather sofas. The fully equipped kitchen has gorgeous views of the gulf.brThe location provides easy access to a superb Publix grocery store, shops, numerous restaurants of all levels on Longboat Key and several beautiful nature parks.brIt's a short drive to St. Armand Circle shops and restaurants as well as downtown Sarasota.
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Bath 2

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Exceptional(4)

$593

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Condo

Sea Grape Inn #3 - Beachfront Property

Longboat Key, Florida, United States

BEACH VIEW Condo- 1st Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper. Check our online Reviews!brbr** Need to stay less than the minimum required nights Contact us **brbrThe Sea Grape Inn is a boutique-style resort complex, located on the shores of the Gulf of Mexico, on Longboat Key. Sea Grape Inn offers 8 beautiful condos in a beachfront location and personalized service, with amenities that cater to an array of travelers. A perfect beach getaway!brbrBEACH VIEW Condo- 1st Floor, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper.brbrThis first floor 2 bedroom 2 bath condo has a view of the pool and the Gulf of Mexico from the living area and screened in lanai. There is a flat screen TV in the living room. The kitchen is fully equipped. The primary bedroom suite has been upgraded and includes a view of the water and flat screen TV. The primary bath has also been upgraded with a new vanity, tile, tub and toilet. The guest bedroom offers two single beds, flat screen TV and has its own bath. brbrThe Following *Required Fees are included in the total cost.br*Required $150 Departure Cleaning Fee. brbr*Required Conservation Fee of $10 per night will be charged due to Longboat Key Ordinances to protect Turtles.brbr*Required Damage/liability insurance fee $70 is mandatory and will cover any damages or missing items in the guest rental unit or property, as needed. This damage/liability enables The Sea Grape Inn to rent to guests without requiring a refundable damage deposit. brbrCANCELLATION POLICY:br~Cancel 91 days or more prior to arrival date, guest will receive a full refund less a $250 admin fee.br br~Cancel 31-90 days prior to arrival receive full reservation credit for a future booking valid for 1 year (less any booking fees). Original reservation pricing is not guaranteed. Guest will be required to pay the difference if there is a price increase for new booking dates.br br~Cancel 30 days or less prior to arrival, or a No-Show; No Refund Or Booking Credit will be provided.brSee house manual in rental
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$290

/ Nightly
Condo

Longboat Key bliss. A perfect Retreat at Cabana Beach Club #9.Also available#8

Longboat Key, Florida, United States

Discover Your Dream Escape at Cabana Beach Club Unit 9 on Longboat Key!brbrWelcome to your newly remodeled Gulf-side retreat, perfectly situated in the heart of charming Longboat Key. This lovely unit accommodates up to 5 guests and features 1 bedroom and 1 bathroom, making it an ideal choice for both romantic getaways and family vacations.brbrStep inside to find a fully equipped kitchen complete with modern appliances, a new fridge, and all the cookware and utensils you’ll need to enjoy meals together. The cozy master bedroom boasts a king-size bed, while the living room offers a sleeper sectional and a pullout chair, comfortably sleeping five in total. With linens and towels provided, you can focus on relaxing and enjoying your stay.brbrThe unit is beautifully decorated in a Florida beach theme, creating the perfect ambiance for your coastal escape. Enjoy entertainment with flat-screen smart TVs in both the living room and bedroom, along with high-speed internet and cable access. We also provide a starter supply of essential items, including paper towels, coffee filters, and laundry detergent for your convenience. Washer and dryer located inside.brbrStep outside to enjoy direct beach access, where you can soak up the sun on the soft, white sands or take a dip in the heated pool just steps from your door. For those looking to explore the waters, our boat and fishing dock is available, with rental slips offered at an additional fee.brbrLongboat Key is the crown jewel of the Gulf of Mexico, offering a tranquil setting to unwind and recharge. Go for a leisurely walk along the shoreline, catch breathtaking sunsets, practice yoga at sunrise, or enjoy a refreshing swim in the warm turquoise waters. Spend your days fishing or barbecuing on the beach while watching dolphins and manatees play nearby.brbrOur prime location places you just minutes away from a variety of restaurants, shops, and water sport rentals. Experience the vibrant nightlife and cultural events in nearby Sarasota, or visit the famous St. Armand’s Circle for shopping and dining.brbrMake Cabana Beach Club Unit 9 your home away from home on Longboat Key. Book your unforgettable beach getaway today!br
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Sleep 5

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Exceptional(65)

$635

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Private Vacation Home

LUXURIOUS BEACHFRONT HOUSE ON EXCLUSIVE LONGBOAT KEY - DIRECTLY ON THE BEACH!

Longboat Key, Florida, United States

This exclusive beachfront house is located on the water's edge, directly on the Gulf of Mexico on sought after Longboat Key. A gem of mid-century modern architecture with a spacious floor plan and vaulted ceilings. When you step onto the rear deck, you walk out onto a pristine private beach and into the warm waters of the Gulf. This modern 4 bedroom, 2 1/2 bath, luxury property has all the amenities, including high end furniture, 4 flat screen TV’s, high speed fiberoptic internet and direct Gulf of Mexico views from nearly every room. brbrThe kitchen is fully equipped, all bedding, linens, towels and beach chairs are provided. This very spacious property is all on one level. A spectacular great room with floor to ceiling sliding glass doors opens up to a large, screened deck and adjacent open outdoor dining area, allowing you to kick back and relax and enjoy gulf front living at its finest. The house's western orientation gives you spectacular sunsets from nearly all rooms, patios and decks.brbrWhat’s better than your own private paradise You are close to all the amenities of Longboat Key, including local restaurants, the Avenue of The Flowers (Publix) shopping center, the Longboat Key tennis center and the Longboat Key Club with its two 18 hole golf courses. If that weren't enough, St. Armand’s Circle, known for its restaurants and boutiques is less than 10 minutes away and downtown Sarasota, with its culture and amenities, is only 15 minutes away! 30 minutes to IMG Academy!brbrMeticulously maintained and one of the only free-standing beach front houses available on Longboat Key.brbrKeywords: Luxury Beachfront House
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Exceptional(17)

$420

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Condo

Stunning Gulf views - Gorgeous, Spacious, Just 5 steps to the sand!

Longboat Key, Florida, United States

Just you and the Gulf! Enjoy breathtaking sunsets from this, 1,488 sq. ft., beautiful 2 bedroom, 2 bath direct Gulf walk-out condo with views from most rooms. Newly renovated with lovely Coastal interior that can accommodate 6 comfortably with queen-sized pull-out sofa in the living room. Relax, unwind, fish, take a dip in the pool, walk the beach or simply chill with your favorite beverage. Close to everything…shopping and restaurants are just across the street or a short 5 minute drive to St. Armands., owntown Vibrant downtown Sarasota is just 15 minutes away and Anna Maria approximately 20 minutes or so. Enjoy cooking, watch the sea birds and listen to the waves while preparing a sumptuous meal. Privacy galore…the master bedroom features a king size bed, personal bath and walk-in closet. Your guests will enjoy the comfortable guest room with twins, desk and TV armoire. Your home away from home is well-stocked and offers wifi, flat screen TV’s and washer/dryer. No smoking or pets are permitted. brBeach chairs await, just bring your suit and sunglasses! brAccommodations and Amenities:brbrKing-sized bed in master bedroom.brTwin beds in second bedroom.brQueen sized sofa bed in living room.brTwo large flat screen TVs with HD programming and DVD in master bedroom.br29' LCD in spare room.brLocal phone service.brProperty manager available 24/7.brInternet wireless (WI-FI) in unit.brIn unit full size washer/dryer.brGulfside heated pool with lounge chairs and umbrella tablesbrPrivate white sand beachbrbrFor your convenience, just a short 3 minute stroll there's a great grocery store, pharmacy, fitness center, nail salon, liquor store and restaurants. Also nearby are churches, synagogue, banks, and post office. For those looking for other activities, there's a wonderful walking/bike path that runs the entire length of the Island. Many activities are locally available including golf, tennis, boating, fishing, and parasailing. Or --- you can relax, unwind and take in the amazing views...simply perfect. LOOKING for special dates, please let us know!!brbrKeywords: Beach view condo, Gulf views from most rooms, Fully stocked turnkey vacation retreat.
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Exceptional(41)

$289

/ Nightly
Cottage

Historic Longbeach Village Cottage - Private Home

Longboat Key, Florida, United States

br 'Sunny Side Up' is a restored beach cottage built in the 1950's located on the north end of Longboat Key in historic Longbeach Village. The feel of Old Florida with all the modern conveniences. brbrWall Mounted Flat Screen HDTVbrbrWifi internet can take you from the Beach to the 'Home Away From Home Office' in a breeze. Secluded in a private lush tropical garden with outdoor deck patio, you can also 'Get Away from It All'.brbr'Sunny Side Up' is a short stroll from casual waterside dining at Mar Vista Restaurant and Pub where you can watch the dolphins feed. Just minutes away is St. Armands Circle for loads of shopping and dining fun. Have I mentioned gorgeous Whitney Beach isbrjust a short walk away It is not uncommon to view dolphin and manatee if you watch carefully.brbrBuilt when they knew how to build featuring Gorgeous Southern Longleaf Pine Floors, Tongue and Groove paneling throughout, and large windowsbrto watch for peacocks.brbr3 Bedrooms with 1 King and 2 Twin over Full Bunk Beds with roll outbrtrundle brbr2 full bathrooms indoors - one updated with large step in shower, other has tub/showerbrbrFlat screen HDTVbrbrDVD PlayerbrbrSecured WIFI InternetbrbrPrivate Outdoor ShowerbrbrFully furnished kitchen with breakfast bar includes stainless appliances, cookware and dishware - opens to den featuring french doors.brbrLarge outdoor deck area with table for six and lounge seating area by gas grill.brbrAttached garage/screened in outdoor dining area.brbrFull Sized Washer / Dryer.brbrWe also provide Bikes, Beach Towels, Chairs and Umbrellas.brbrOutdoor activities abound with boating, fishing, kayaking, parasailing, jet ski, and bicycle rentals all nearby. Bike trails and sidewalks can take you the length of the island.brbrJust North over the bridge is Anna Maria Island with all itsbrrestaurants and beach shops.brHeading South you are a short bike ride or 2 mile walk from Joan M. Durante Park, Recipient of '1998 Outstanding Ecosystem Restoration Award' withbrwinding plank trails overlooking Sarasota Bay and a great kids playground. Mote Marine Laboratory invites you to observe Florida sea life including dolphins, manatees, and seahorses.brSarasota is just over the bridge from St. Armands Circle with theaters, opera, symphony, museums and art galleries, and, if you time it right, the Pittsburg Pirates train in nearby Bradenton.brHave I mentioned gorgeous Whitney Beach is just a short walk away brHope you can come and Enjoy!
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Sleep 6

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Exceptional(47)

$314

/ Nightly
Condo

Wonderful Canal Front Condo! See Manatees Right From Your Doorstep!Cabana #10

Longboat Key, Florida, United States

brVery private , renovated condo directly on the bay! brSee manatees right from your doorstep! This very well maintained, clean and renovated condo is part of Cabana Beach Club, that consist of only 11 units. brIt is located on famous Longboat Key, directly on the bay, with the beach just across the street. brIt is only 3 units on the Canal side of Cabana Beach Club, so it is super private setting.brThe unit has one bedroom and one bathroom, living room also has a pull out sofa. brSmart TV in each room + free wifi.br Dinning area, fully stocked kitchen and patio with relaxing sofa for your evening glass of wine of morning coffees. brParking area is by the condo. We can also accommodate your trailer if you bringing the boat just confirm with the owner.brLaundry room and heated pool for our guests is located on the beach side of the Club. brCome and enjoy this fresh beach style condo and spend some wonderful time here!brThe unit has everything you may need or not need;)brConvenience store nearby. brBest restaurants nearby or in Sarasota :brbrhttps://www.sarasotamagazine.com/eat-and-drink/best-restaurants-sarasota utm_campaign=Newsletter%20-%20SAR%20Biz%20Daily&utm_medium=email&_hsmi=107418908&_hsenc=p2ANqtz-86vaCriuyscrrDtMB-bvHWnb3LerJSx9FnIDAW6kjLUfzU-Grgk0xemQgEsI_zvJ_h0LdjHUZ1XUlCF1480v5tN5Uf1Q&utm_content=107418908&utm_source=hs_email
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Condo

Luxury Beachside 3-BR Condo at The Sanctuary by FVC

Longboat Key, Florida, United States

Luxury Beachside 3-Bedroom Condo at The Sanctuary, Longboat Key, Florida professionally managed by Florida Vacation Connection.brDiscover the epitome of luxury living at The Sanctuary Condo complex, nestled on the pristine shores of Longboat Key, Florida. This exquisite 3-bedroom, 2.5-bathroom condo offers an unparalleled blend of elegance, comfort, and modern amenities, perfect for long-term rentals.brbr **Prime Beachside Location:** Enjoy direct access to the stunning white sands and crystal-clear waters of Longboat Key. Wake up and enjoy sunrises over the gulf or partial ocean views of the gulf from your private balcony. br- **Updated Gourmet Kitchen:** Featuring top-of-the-line appliances including a Fisher & Paykel -2-drawer dishwasher, Sub-Zero refrigerator, and GE Profile oven. The kitchen is designed for culinary enthusiasts and a sleek and minimal design.br- **Designer Decor:** Every detail of this condo has been thoughtfully curated with designer decor, creating a sophisticated and inviting atmosphere. Light and bright interiors enhance the spacious feel of the home.br- **Spacious Bedrooms:** Three generously sized bedrooms provide comfort and privacy, making it ideal for families or groups. The master suite includes a luxurious en-suite bathroom and walk-in closet and Toto toilet.br- **Resort-Style Amenities:** The Sanctuary offers a range of amenities including a heated swimming pool, children's wade pool, fitness center, 2 har-tru clay tennis courts, BBQ Grills, storage for bikes and beach equipment, steam room and sauna, library, private assigned garage parking, and 24-hour security. Experience the ultimate in relaxation and convenience.br- **Outdoor Living:** Step out onto your private balcony and take in the panoramic views that provide you with both sunrises and sunsets. Perfect for morning coffee or evening delights. Views from gulf to golf! brbrLongboat Key is renowned for its serene beaches, upscale dining, and vibrant cultural scene. Whether you're looking to unwind by the beach, explore local boutiques, or indulge in gourmet cuisine, Longboat Key has something for everyone.
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Bath 3

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$316

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Private Vacation Home

Waterfront Pool Home by FVC

Longboat Key, Florida, United States

FL Vacation Connection welcomes you to Casa Blanca. From the moment you step inside you’ll know that this is the perfect place for a family vacation. Just off the entrance foyer are two Bedrooms, each with two twin beds and a shared Bath. A perfect kid zone!br brKeep walking and you’ll find yourself in the Great Room where comfortable sofas and a flat screen TV greet you. In this open-concept room you’ll enjoy spending time watching movies and playing games in the company of friends and family. br brThere are counter height barstools in the Kitchen so you can enjoy a good conversation while cooking your favorite meals. You want to barbecue You’ll find a gas grill in the screened in pool area. And when it’s dinnertime, you have your choice of eating in the indoor Dining Room or stepping outside and enjoying your meal in the covered Lanai. Just make sure everyone is out of the pool on time.br brIf you want to enjoy the canal, just step out back and walk down to the dock where you can swing your legs over the water and breathe in the air. Bring a fishing pole if you’d like to catch some dinner, or bring a chair if you’d like relax to the gently lapping water of the canal.br brEverything you need is right here, but if you’re feeling the need to spread your wings, the beautiful walking beach is less than a half a mile away.brbrNO TRAILERS/BOAT TRAILERS OF ANY TYPE ALLOWED ON PREMISES. PLEASE CALL THE OFFICE FOR A SOLUTION IF IT IS NECESSARY TO HAVE ONE DURING YOUR STAY!brbrTown of Longboat Key RRR.00197.2023
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Bath 3

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