34228, Florida, United States Vacation Rental Private-vacation-homes By Owner - Page 7

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

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

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$387.32

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

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

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$442.54

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

Your Paradise Awaits...

Longboat Key, Florida, United States

Bed

Bath

10

Sleeps

$315.24

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.

Courtside Getaway – Cedars East #653 by RVA

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$707.44

brWe have a private laneway to our own piece of beautiful sugar sand, longboat key beach.br We adjoin 35 acres of park and walk trails and bay lookouts nearby.brEASY ACCESS VIA a new, fully enclosed ELEVATOR, WHICH PROVIDES FOR EASY ACCESS FROM beside the GARAGE TO ALL THE LIVING AREAS! brIf you have an EV we have a 2 phase EV CHARGER built into the garage so you can RECHARGE OVERNIGHT!brbrOver an acre of lawns joining to 35 acres of park and walk trails.brbrNEW flexible booking terms;)brbrSay Hello to NO rEGRETS! Light, bright Florida furnishings, original paintings and comfortable appointments, all combine to create a vacation location to remember.brbrThis spacious, pet friendly, three-bedroom, three-bathroom, vacation home is ideally located mid island on Gulfbay Drive, with 180 yards to the beach and 150 yards to the tranquil waters of the bay, surrounded by the 35 acres of Joan Durante park . brbrAn entertainer's paradise - this home includes a large private patio and private fenced pool with multiple dining areas, a fire-pit and park views. This is a state of the art SOLAR HOME with solar power to the grid and backup battery power for the TV and Internet. 150 MB Broadband WiFi throughout. (Very handy if the island power goes out)brbr With a quick 5 minute walk to the beach via your own deeded private access to the beautiful sugar sands of Longboat Beach or a walk through the park out the back door, to the tranquil quiet bay, you can surf in the morning and kayak in the afternoon! brbrNo beach crowds or noisy beach traffic or parking problems at No Regrets!brbr Out the back door, Joan Durante Park with its 35 acres of walking trails, grassy picnic areas and children's playground is dog friendly and perfect for walks, BBQs or just riding bikes and playing games. brbrNO rEGRETS is named affectionately after our local friend, Eddie the Egret. You will see him walking along the front lawn or across the road looking for food.brbrLongboat Key is only 3 feet above sea level, so NO REGRETS was wisely designed with a key west like elevated floorplan..you can enjoy the beaches and tropical atmosphere without the worry of flooding! A fast elevator carries guests, baggage and shopping quickly upstairs to the main living area.brbrWith an open elevated floor plan, the garage and pool, bathroom, bar, hot tub and BBQ are on the first floor and the living and patio areas on the second floor, together with an elevated deck overlooking the pool (with BBQ and dining table and chairs), this light and airy home has bright colors and comfortable furnishings including a large screen UHD 3D TV for the days when the beach is too windy or too hot and a DVR so you can keep up with the shows you simply can't miss!brbr Small dogs (50 lbs) are welcome, so bring your best friend:) Just trim their nails;) brbrThe home has solar power backup and 1GB broadband internet for gamers. Security cameras are located on the side stairs, front porch and pool/ spa areas to provide security for the property when its unoccupied. We dont record the video from these cams.brThe one interior cam in the family room is disabled unless the alarm is activated.brbrBBQ facilities downstairs by the heated pool and a covered hot tub and patio with serving bar and bathroom, simplify outdoor living, even if the weather is showery!brbrWiFi is available throughout the home and around the heated, lighted pool; a UHD TV, DVR and DVD is also available in the family room, Master bedroom and 2nd bedroom as well, so the kids/ teens can watch their programs, without disturbing adults entertaining. brAfter an afternoon at the beach, cool off with a quick spray from the outdoor shower before jumping into your private fenced in pool or if you have been playing tennis or fishing- come home and relax in the 28 jet hot tub! A convenient downstairs bathroom is nearby.br Or you can enjoy snacks and drinks from the serving bar before heading upstairs for dinner or to nearby restaurants.brbr If you're in the mood for something finer, Longboat Key's famous 5 star Euphemia Haye restaurant is only a 100 yard walk away down Gulfbay Rd and the Center Shops has excellent seafood and italian restaurants also available, less than 1/2 a mile away.brbrIf you want to relax before dinner; have a cocktail on the upstairs deck, while you watch the kids swim below in the pool or join them in the hot tub.brbrNO rEGRETS has almost everything you'd need for a spectacular, safe and enjoyable Florida vacation memory.brbrIT JUST NEEDS YOU!brbrWe pride ourselves on our guests repeat stays and offer repeat guest discounts!

NO REGRETS -Bright beautiful sunny home. Elevator beside driveway to upstairs.

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$319.77

Welcome to Lyons Lane, a beautiful canal-front Longboat Key vacation rental offering the perfect blend of privacy, comfort, and coastal living. Proudly presented by RVA, this spacious two-story home is located on the quiet north end of Longboat Key, directly across from protected wetlands that provide peaceful scenery, abundant wildlife, and a true island escape.brWhether you're planning a seasonal stay, extended vacation, or relaxing snowbird retreat, this pet-friendly Longboat Key rental with a private pool and boat dock delivers everything you need for an unforgettable Florida Gulf Coast experience.brbrPrivate Pool, Hot Tub & Waterfront Outdoor Living - Designed for outdoor relaxation, this waterfront Longboat Key vacation home features a private heated swimming pool, separate hot tub, and a large screened-in deck overlooking a tranquil saltwater canal. Enjoy morning coffee by the water, afternoons lounging poolside, and beautiful Gulf Coast sunsets in your own private backyard oasis.brbrBoating enthusiasts will appreciate the private boat dock, providing convenient water access to Sarasota Bay and surrounding waterways—perfect for fishing, kayaking, paddleboarding, or simply enjoying life on the water.brbrOutdoor Highlights:br• Private heated pool br• Separate hot tub br• Canal-front screened lanai and sun deck br• Private boat dock br• Gas grill for outdoor dining br• Peaceful waterfront setting br• 2-car garage and ample parking brbrThis waterfront Longboat Key vacation rental is ideal for guests seeking a relaxing coastal lifestyle during their monthly stay.brbrSpacious 4-Bedroom Home Perfect for Families and Monthly StaysbrWith four bedrooms and two bathrooms, this 1,718-square-foot Longboat Key vacation home comfortably accommodates up to eight guests. The open-concept layout and split-bedroom design provide both gathering space and privacy, making it an excellent choice for families, remote workers, retirees, or seasonal visitors.brThe fully equipped kitchen includes stainless steel appliances, a natural gas cooktop, double electric oven, and everything needed to prepare meals at home after a day at the beach or exploring the island.brbrInterior Features:br• Open-concept living and dining area br• Fully equipped kitchen with stainless steel appliances br• Natural gas cooktop and double oven br• Comfortable coastal furnishings br• 60 flat-screen TV in living room br• High-speed Wi-Fi br• Full-size washer and dryer br• Spacious split-bedroom floor planbr brThis Longboat Key monthly rental is especially well-suited for extended stays, snowbirds, and guests seeking the comfort of a true home-away-from-home.brbrWalk to Beach, Bay, Restaurants & Local AttractionsbrLyons Lane offers the convenience of a walkable Longboat Key location, just a short stroll to the Gulf Beaches and nearby bay access. Enjoy easy access to local restaurants, boutique shopping, marinas, and outdoor recreation while still enjoying the peace and quiet of a residential neighborhood.brbrPet-Friendly Longboat Key Vacation RentalbrTraveling with pets is easy at Lyons Lane. This pet-friendly Longboat Key rental welcomes your furry family members so everyone can enjoy the vacation together.brbrPet Policy:br• Pets allowed with approval br• 50 lb weight limit br• Additional pet fee applies brbrProperty DetailsbrAccommodations: 4 Bedrooms | 2 BathroomsbrSleeps: Up to 8 GuestsbrBeds: 1 King | 3 Queen BedsbrView: Canal Front / WaterfrontbrMinimum Stay: 30 DaysbrbrAmenitiesbrPrivate Heated Pool • Hot Tub • Canal Front • Private Boat Dock • Screened Lanai • Gas Grill • Washer/Dryer • High-Speed Wi-Fi • 2-Car Garage • Full Kitchen • Pet Friendly • Walk to Beach • Monthly RentalbrbrImportant Notesbr• Dock available for recreational use br• Additional electric and/or pool heating charges may apply br• Minimum 30-day stay required br• Pet approval required prior to arrival

Luxury Canal-Front Rental on Longboat Key | Pool, Dock & Lift

Longboat Key, Florida, United States

4

Bed

Bath

8

Sleeps

$293.57

Welcome to your coastal escape at 600 Tarawitt Drive on beautiful Longboat Key. This completely renovated 2-bedroom, 2-bath home sits on a quiet canal and offers the perfect mix of relaxed island living and modern comfort.brbrStart your mornings with coffee by the private pool, enjoy a short stroll to the beach for sun and shelling, and spend your afternoons fishing on the canal right outside your backdoor. Inside, the home feels fresh and inviting with updated finishes and an open, airy layout designed for easy vacation living.brbrLongboat Key is known for its laid-back charm, pristine beaches, and uncrowded feel, making it an ideal spot to truly unwind. When you’re ready for a little buzz, St. Armands Circle is just minutes away, offering boutique shopping, great restaurants, and lively outdoor dining — perfect for a casual lunch or a fun night out.brbrWhether you’re here to relax by the pool, explore the island, or enjoy the best of beach and dining nearby, this home puts you right where you want to be for a memorable Florida getaway.brbrAmenities: Private pool, canal in your backyard, quiet and peaceful neighborhood, Full size, fully stocked kitchen, washer and dryer, garage and upscale design and finishes.brbrLocation: 600 Tarawitt Dr. Longboat Key, FL 34228brbrBedding: King in primary, Queen in guest roombrbrView: Canal View with a short walk to the beachbrbrMinimum Restrictions Apply

Tarawitt Tides- 2B / 2B, Stunning and Close to the Beach

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$621.51

brEscape to this beautiful 4-bedroom, 2-bath canal-front retreat on Longboat Key—perfect for families or groups seeking the best of Gulf Coast living. This home offers elegance, comfort, and direct access to both canal and beach.brbrWhy You'll Love It.......brbrPrivate access to a pristine Gulf beachbrbrPrivate access to nature preserve for trail walking brbr132 ft of canal frontage with seawall and kayak launch for easy boatingbrbrLight-filled, open layout with vaulted ceilings and tile floors throughoutbrbrTwo cozy electric fireplaces—one in the living room and one in the family roombrbrSpacious 900 sq ft screened lanai porch—ideal for relaxing or entertaining with seamless indoor-outdoor flowbrbrChef-ready gourmet kitchen: solid wood cabinets, quartz counters, farmhouse sink, cooking utensils and pans to host all of your mealsbrbrbrLocation PerksbrbrJust steps from scenic Joan Durante Park—perfect for walking, jogging, or dog-walkingbrbrHigh walkability: enjoy local delis, casual spots, and upscale dining nearbybrbrBedroom Detailsbrbr4 cozy bedrooms, 4 queen beds and 1 twin over full bedbrbr2 beautiful bathroomsbrbrSleeps up to 11brbr2-car garage, fenced yard, and space for additional conveniencesbrbrBook now and experience stylish Florida living with waterfront vibes and easy beach access!brbrAs of 2026, guests will now be required to pay a $500 refundable damage deposit before check-in, via a separate platform, due to luxury items in our home. Deposit will be refunded once guests have checked out and home has been inspected. brbr30 Day Minimum Stay

Canal-Front Charmer with Private Beach Access!

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$380.7

Renovation completed in 2025! New master bath, whole house repaint, new furniture, etc. Longboat Key beach is ok post-hurricane, stores and restaurants open! Private updated townhome, just 100 yards from the beach. The spacious 2BR/2.5BA new listing has been tastefully furnished. It is within the exclusive community of Cedars East which offers a pool, fitness center, tennis, kayak/paddleboard launch and private fishing pier.brbrThe home is situated on a quiet cul-de-sac abutting mangroves, creating privacy throughout. It is within the exclusive community of Cedars East which offers a pool, fitness center, tennis, kayak/paddleboard launch and private fishing pier with plenty of seating including a picnic table and umbrella. Being near the front of the property makes beach access a breeze! You are sure to have an enjoyable vacation whether spending time at the beach, reading on the lanai, fishing, swimming in the pool, or exploring the shopping and restaurants in the area.brbrTwo bedrooms are located upstairs, each with their own private bathroom. The master bedroom features a king bed with custom closet and flat screen TV. The attached newly renovated bathroom offers a stand up shower and new dual-vanity sink.brbrThe main level features a fully stocked and recently renovated kitchen, half bath, dining room, screened in lanai, living room with two sofas (one pulls out into a full-size bed), and television.brbrThe second bedroom offers a queen bed with pull out trundle bed. The updated hall bathroom features a stand up shower and large vanity.brbrThe recently refinished garage offers a small grill and all the beach essentials including chairs, beach cart, cooler, and beach toys. Bikes are available from Cedars (for an additional fee) or from a vendor nearby.brbr*Children are welcome, please note there are two sets of stairsbr*Small dogs (under 30 pounds) - two - are allowed with prior approval and pet fee.br*Non-smokers pleasebr*contact me for shorter or longer stays br*The home can sleep 6 but there could be an additional $75 laundry fee for stays with more than 4 guests which goes directly to the cleaning servicebrbrWith all rentals, you have access to the community pool, kayak launch, nature trails, and fishing pier. For an added fee you can gain access to the tennis resort and fitness center as well. Fees are as follows, payable directly to the clubhouse:brbrFitness Center + Access to Bikes br-$90 one person/$150 familybrbrTennis Alone (does not include Fitness) br- $160 one person/$300 couple - Oct to Aprilbr- $45 one person/$60 couple - May to SeptbrbrGuest accessbrYou can enjoy the area on foot, on bike, or by car. There is a walking path throughout the community that will take you to the amenities. There is a walking/bike path along Gulf of Mexico Drive and Joan M Durante community park with trails is also nearby.brbrOther things to note:brPlease reach out before booking with pets.

Updated Townhome, Secluded Beach + Pool

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$220.68

Tropical 3-bed, 2-bath ranch on large corner lot. Hurricane rebuild, all new! Kitchen features SS appliances including combo oven with air fryer AND convection for chef's. Master with mini fridge & wet bar, walk in closet. Open layout, lush landscaping in gated shelly yard with fishpond, fire pit, island vibes. Walk to Whitney Beach; 480' from public boat ramp on bay. Boat parking, bird watching, stunning sunsets.

Terrific Island Village Hideaway

Longboat Key, Florida, United States

Bed

Bath

8

Sleeps

$220.35

Discover the best of Longboat Key and Sarasota from our cozy 3 bedroom rental. Just down the road is beautiful St. Armands Circle offering a mix of lovely boutiques, trendy shops, and art galleries.brbrOur prime location means it's just a short walk to pristine shores, perfect for sunbathing, swimming, or simply enjoying the breathtaking sunsets.brbrWhen hunger strikes, you're spoiled for choice. St. Armands Circle is home to a variety of world class dining options or prepare a home-cooked meal in the fully equipped kitchen.

Charming Longboat Key 3-bedroom house with 3 min walk to beach

Longboat Key, Florida, United States

Bed

Bath

6

Sleeps

$1380.04

Embrace yourself with pure luxury and privacy, surrounded by lush landscaping and steps from the gorgeous Gulf of Mexico waters! This vacation home is over 4,300 square feet and is perfect for families and executive retreats providing flexibility and privacy for all guests. * 8 adults maximum and 2 kiddo's. Sleeps 10.br4 of the 6 bedrooms have an en-suite. 4 bedrooms with King beds. This home provides multiple areas to collaborate and make memories that will last a lifetime. Bring the entire family for the perfect beach getaway! brbrA one minute stroll to the private white beach of Longboat Key! The home is fully equipped with all kitchen appliances, cutlery and basic cooking accessories. There are 3 levels of outdoor living/lounging decks for you to enjoy. Each level provides a different experience. The top level provides a tranquil and quiet area for you to enjoy the 360 views of the intercostal and the Gulf. The second level offers a high end BBQ station with seating for 10 guests which offers a great place to mingle and enjoy each other's company. The ground level provides many offerings to every age. You will be embraced with lush landscaping that provides a tropical oasis. The backyard features a gorgeous pool, with sun shelf, waterfalls and a spa. It also provides multiple seating areas for you and your guests to enjoy.brbrYour dog will love the backyard as there is room to run and they are safe within the property with a 6 foot privacy fence with locking gates.brbrWhen you are ready to venture off property, and head to the beach, we have you covered. In our fully equipped garage, you will find everything you need for the beach (umbrellas, chairs, towels, wagon, paddle boards). Provided on property for your enjoyment are 2 adults bikes and 2 children bikes. With being centrally located, there is a 15 mile walking path, north to south for you to explore. brbrAnd if you are still looking for something to do, there is a ping pong table and a putting green in the backyard.brbrWe welcome you as a guest and we strive to ensure that your experience is carefree and easy so you can enjoy the luxuries of our beautiful island home. The house is situated on a private drive and perfectly located for you to be able to walk to the beach, restaurants and parks. And when you are ready to venture to the city, it's a short drive to the many activities offered in Sarasota (10-15 mins), Anna Maria Island (15 mins), St. Armand's Circle (10 mins), Lido Key Beaches (15 mins) to name a few.brbr2 dogs maximum allowed 40 lbs or less $250.00 non refundable pet fee per pet at time of reserving. The Host MUST approve all dogs prior to booking.brbrInterim clean is required every 2 weeks at the expense of the Guest. $525.00 per interim clean.brbrNOTE: Due to Longboat Key Rental laws, the minimum stay for any rental in the area is 30 days.brbr*Security Cameras located at front door, Driveway, side of house over pool equipment.

AVAILABLE February 2027! 3 minute walk to the beautiful white quartz sand.

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$246.25

This 2-bedroom house is perfect for your escape to Longboat Key. With 2 queen beds, nicely renovated bathroom, full kitchen, washer and dryer. The home also touts a large lanai for just relaxing outside. This home was originally owned by a painter out of Canada who would come down every season for inspiration. One of her works can be found on the wall in the living room and the house has been coined “the artists retreat”. Enjoy beautiful days, walk to the beach a 2min drive to downtown AMI and walking access to Shore, Vista Del Mar and Whitney’s all fantastic restaurants here on the island.

Charming 2-bedroom house in gorgeous Longboat Key

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$477.6

Aqua Bay in Longboat KeybrbrModern Key West Luxury | Walk to Beach | Monthly Longboat Key Vacation RentalbrbrWelcome to Aqua Bay, a stunning coastal retreat in the exclusive Conrad Beach community on North Longboat Key. Professionally managed by RVA Vacation Rentals, this beautifully maintained Key West–style home blends modern elegance, resort-style amenities, and peaceful coastal living—all just a short stroll to the world-famous sugar-white beaches of the Gulf of Mexico.brbrPerfect for snowbirds, seasonal residents, relocation stays, remote workers, and extended beach vacations, this spacious monthly rental offers privacy, comfort, and an unbeatable location between Anna Maria Island and St. Armands Circle.brbrWhether you're seeking a relaxing winter retreat, a long-term coastal escape, or a luxury furnished monthly rental in Longboat Key, Aqua Bay delivers the ideal blend of comfort, style, and convenience.brbrProperty Overview:br3 Bedrooms | 3 Bathrooms | Sleeps 6brMonthly Vacation Rental on Longboat KeybrPet-Friendly (Pets Considered)brShort Walk to BeachbrCommunity Pool AccessbrProfessionally Managed by RVA Vacation RentalsbrbrAddress: 7030 Firehouse Rd, Longboat Key, FloridabrbrBedding Configuration:br• Primary Suite: King Bedbr• Guest Bedroom: Queen Bedbr• Guest Bedroom: Two Twin Bedsbr• Coastal Elegance Meets Everyday ComfortbrbrStep inside this beautifully designed Key West-inspired vacation home, where bright interiors, coastal décor, and open-concept living create an inviting space for relaxation and connection. Expansive windows fill the home with natural light while capturing refreshing Gulf breezes that define the laid-back luxury of Longboat Key living.brbrThe spacious living and dining areas are perfect for entertaining guests, hosting family dinners, or simply unwinding after a day at the beach.brbrThe fully equipped chef’s kitchen features:br• Large center island with seatingbr• Modern appliancesbr• Ample counter spacebr• Open layout ideal for entertainingbr• Perfect setup for extended stays and monthly rentalsbrbrUpstairs, private bedroom suites provide peaceful retreats for rest and relaxation, including a tranquil primary suite designed for comfort and privacy during long-term stays.brbrOutdoor Living & Resort-Style AmenitiesbrbrOne of the most desirable features of Aqua Bay is its multiple outdoor living spaces. Each level offers a private deck or terrace, creating the perfect setting for:br• Morning coffee with ocean breezesbr• Afternoon reading in the sunbr• Evening cocktails at sunsetbr• Relaxing outdoor diningbrbrGuests also enjoy access to the Conrad Beach community pool, just steps from the home—ideal for cooling off after a day at the beach.brbrAdditional Amenities Include:br• Multiple private sun decks on all levelsbr• Short walk to Gulf of Mexico beach accessbr• 1-car garage with additional storagebr• High-speed Wi-Fi for remote workbr• Washer and dryerbr• Walk-in closetsbr• Central air conditioningbr• Quiet residential neighborhoodbr• Ideal for monthly and seasonal staysbr• Prime North Longboat Key Locationbr• Free On site parkingbrbrAqua Bay is perfectly positioned on the quiet north end of Longboat Key—one of Florida’s most desirable coastal destinations. This location offers the perfect balance of tranquility and accessibility to nearby attractions.brbrEnjoy easy access to:br• Gulf of Mexico beaches for swimming and shellingbr• Sarasota Bay for fishing and kayakingbr• Anna Maria Island shopping and diningbr• St. Armands Circle boutiques and restaurantsbr• Championship golf coursesbr• Scenic bike paths along Longboat KeybrbrThis property is especially popular with:br• Snowbirdsbr• Seasonal rentersbr• Remote workersbr• Relocating professionalsbr• Extended vacation guestsbr• Couples and families seeking a peaceful coastal lifestybrbrWhy Guests Love Aqua Baybrbr✔ Walk to Beach in Minutesbr✔ Quiet, Upscale Communitybr✔ Multiple Outdoor Decksbr✔ Monthly Rental Ideal for Snowbirdsbr✔ Pet-Friendly Optionbr✔ Spacious Layout with Private Suitesbr✔ Prime North Longboat Key Locationbr✔ Professionally Managed by RVA Vacation Rentalsbr✔ Perfect for Extended Stays and Seasonal RentalsbrbrMonthly Rental DetailsbrbrMinimum Stay: MonthlybrPets: Considered with approvalbrAssociation Requirement: $250 Application FeebrOccupancy: Up to 6 Guests

Aqua Bay 3BR by RVA-Poolside Luxury, Pets Too

Longboat Key, Florida, United States

Bed

Bath

6

Sleeps

$588.54

This house, located in a prime location next door to the best restaurant on the Island, is a tropical paradise that you will not find elsewhere. The main house includes 2 bedrooms, bathroom, kitchen / dining area and living room. Full size washer and dryer. Master bedroom has one of a kind queen sized swinging bed and second bedroom has a Murphy bed. State of the art kitchen appliances and modern bathroom with walk in waterfall shower as well as a clawfoot bath tub. The cottage can be rented for an additional $150 per night or it will not be avaiable. The cottage has a queen sized sofa bed, kitchenette and full bathroom including unique Balinese bamboo shower for complete privacy. Endless options for outdoor enjoyment. Custom made hardwood deck with pergola covering that includes a projector and screen. Fire pit and BBQ also. Parking available on property for vehicles including boat and trailer. Golf cart used to explore the beautiful village is also available to rent. Additional fee for pets.

Tropical Paradise - boutique house and cottage with outdoor entertainment deck

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$549.0

This wonderful, remodeled, neat unit has one bedroom king size bed with walk in closet and private bathroom, living room 2 pull out queen size sofas , dining area, kitchen and extra shower with toilet.brbrOutdoor living space , many ways how to relax, you can sit by the canal or by our newly build large heated pool that is shared with the other unit on the property. brIt has 2 gates and 2 separate areas for entering water.We provide lounge chairs, umbrellas etc. brbrNote: to heat the pool in the winter time - there is a charge of 180$ /week.brbrGreat porch with dinning area and lounge area basically sitting on the canal.Dock is just by the house, very nice vast garden and parking lot beyond the house. The house offers great privacy with beautiful views of the bay. A unique place where to spent your vacation! The house is fully equipped - beach towels and chairs,+umbrella are provided.brTV, WIFI and washer+dryer in the unit as well.brAlso you will be entertained by our pair of Manatees who love Boathouse so very much:)brbrLongboat Key's beach is lined with private homes, condominiums and rental properties that limit public access to the beach. There are a number of public beach access points on Longboat Key leading to the Gulf of Mexico beaches. There are 12 beach access points on Gulf of Mexico Dr.. None of the public beach access points have any facilities such as bathrooms, concessions or lifeguards. Although, there are restrooms at Bayfront Park parking area.brbrCabana Beach Resort accross the street is a private rental property and not a public beach access. Please use only public beach access points not Cabana’s .brbrAs you travel along Gulf of Mexico Dr. on Longboat Key, keep an eye out for the blue and white beach access signs along the side of the road. Some of the access points offer parking at the beach access point while others on Longboat Key offer parking nearby.brbrOur property is equipped with RING bell Surveillance device, located outside, by the entrance gate . brbrAll devices are installed for the security purposes.

Longboat Key’s rare location!Beautiful canal front house with a private dock!

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$422.2

Welcome to Beach & Boaters Paradise a home in a residential community where you will have immediate access to beautiful Sarasota Bay, the Gulf of Mexico and Longboat Key’s sugar white sand beaches and emerald green waters. brbrPicture yourself vacationing in this beautifully remodeled home on fabulous Longboat Key - perfectly located on a deep water canal with a dock that can accommodate a 40+ foot boat, only minutes by boat to the Bay and less than two miles to the Gulf inlet. The deeded beach access is a short walk across Gulf of Mexico Drive. This 4-bedroom, 3.5-bathroom luxury waterfront vacation rental was designed to provide you and your family a lifetime of vacation memories to cherish.brbrThe dock-side screened patio has a large family-friendly heated pool and abundant lounging areas that invite you to swim the day away or just relax and read a book. Enjoy sunset dinners cooked on the built-in gas grill and dine “al fresco” at the outdoor dining table next to the pool as you watch the fish jumping by the dock!brbrThis one story home features chiseled travertine stone floors throughout. The spacious, yet comfy, great room has pocket sliding glass doors that open to the patio and maximize the outside water views. The high-end kitchen easily accommodates a large group with center Island, granite counter tops, stainless steel appliances and all the cookware you will need to make sumptuous meals!brbrThere are several amenities to make you feel at home including washer and dryer. The great room has a large screen smart TV with and a Blue Ray player and sound system. You can stay connected with friends and family with the free secure high speed wireless internet.brbrAll of the bedrooms were designed with comfort in mind. The master suite has a king size bed that overlooks the pool and canal. The elegant ensuite bath has dual sinks and an oversized shower. If you need the storage space, there is a huge walk-in closet. brbrThe second Master cabana suite features a queen size bed, adjoining full bath and French doors opening to the pool. The third bedroom has a king size bed and the fourth bedroom is furnished with a queen size beds. They are adjacent to the third full bathroom with tub and shower. brThe guest half bath is located just off the great room.brbrThe home has an open floor plan and will easily accommodate a family reunion-vacation or group of friends on an excursion. We invite you to be our guests.brbr[A word about Longboat Key: Longboat Key is a desired vacation spot because it has a laid-back feel with its sunny, pristine beaches. It is a residential community and the town requires a 30-day stay. If you want to visit local attractions or activities, they are close to our home. Some of our attractions include: St. Armand’s Circle (2.5 miles), downtown Sarasota shopping and restaurants (4.3 miles), Mote Marine Aquarium (1.7 miles), Marie Selby Botanical Gardens (5.6 miles), Van Wezel Performing Arts Hall (5.7 miles) or John and Mable Ringling Museum Complex (8.2 miles). The Sarasota-Bradenton airport is 8.5 miles.]br

Beach and Boaters Paradise! Heated pool, Fish off the dock, walk to the beach!

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$2013.02

Endless gulf views in newly constructed spectacular home with private infinity pool. This unit features a brand new modern kitchen with duel sinks, a 48 inch range, 2 indoor eating areas and 1 outdoor table. There is a fire table and a grill on the main deck overlooking beautiful views. All bedrooms are ensuite with beautiful tiled showers. It is located on the white sand beaches of Longboat Key with easy beach access. This home was designed for modern comforts. Guests will stay in new beds with fine linens and enjoy gorgeous views and deluxe accommodations. Tastefully decorated with luxury appointments, this house is sure to please. Located on the beautiful gulf coast of Longboat Key, the house is an oasis with a chef's kitchen, gorgeous finishes and easy beach living. Ask about flexibility in stay requirements. Arrangements can be made for private chef, cleaning and concierge services.

Steps to Beach-Full gulf views infinity pool-EXQUISITE! Ask @ seasonal specials!

Longboat Key, Florida, United States

Bed

Bath

6

Sleeps

$231.55

Escape to paradise with this beautifully furnished 2-bedroom, 2-bathroom townhome on Longboat Key, Florida. With a beachy vibe, fantastic amenities, and a prime location, this coastal retreat offers the perfect setting for a memorable vacation.brbrSituated in a quiet community, this townhome provides access to a gated Gulf Beach pavilion just across the street. Here, you can enjoy the convenience of picnic tables, restrooms with hot showers, a car wash area, and lockers for your beach chairs. Spend your days basking in the sun and feeling the sand between your toes on the stunning Gulf Coast beaches.brbrBack at the townhome, you'll discover two swimming pools, one of which overlooks Sarasota Bay. Take a refreshing dip in the sparkling waters, soak up the sun on a comfortable lounge chair, or simply relax and admire the breathtaking views. The pools offer a serene oasis where you can unwind and escape from the worries of everyday life.brbrStep inside the townhome, and you'll find a cozy living room adorned with coastal accents. It features a comfy sofa, a large flat-screen TV, a love seat, and a small den with a glass-top dinette and a desk. This space is perfect for lounging, watching your favorite shows, or catching up on work while enjoying the beachy atmosphere.brbrThe dining room offers a wooden table with seating for four, providing a delightful spot to savor delicious meals. Additionally, three barstools at the kitchen counter offer additional seating options. The fully stocked kitchen boasts granite counters, white appliances, and all the necessary amenities to prepare and enjoy home-cooked meals. From casual breakfasts to gourmet dinners, this kitchen has everything you need.brbrThe primary bedroom is a tranquil haven, complete with a king bed, a SMART TV for entertainment, and an ensuite bathroom. The ensuite is equipped with a large walk-in shower, ensuring a luxurious and refreshing experience. The primary bedroom also features a light and bright sitting area, furnished with comfortable chairs where you can relax and unwind.brbrThe guest bedroom offers another inviting space, featuring a king bed, a SMART TV, and tastefully designed white dressers and end tables. It provides a comfortable retreat for your guests or family members. The guest bathroom includes a shower and tub combination, catering to everyone's needs.brbrAdditional amenities within the community include two heated swimming pools, with one conveniently located across from your unit. A clubhouse with a kitchen is available for community social activities or private gatherings. Three BBQ areas are scattered throughout the complex, providing a perfect spot for outdoor grilling and picnics. For those looking to explore the waters, kayak storage and launch facilities are also available.brbrExperience the best of Longboat Key living in this meticulously furnished 2-bedroom townhome. With its beachy vibe, array of amenities, and proximity to the Gulf Coast beaches, this vacation rental promises an unforgettable retreat in paradise. Come and make memories that will last a lifetime in this coastal gem.brbrSutton Place CommunitybrbrCentrally located on Longboat Key, Sutton Place offers guest a quiet and relaxing stay. Built in 1972, the community is home to 80 condominiums and townhomes Amenities include: two heated swimming pools with one located to the front of the complex, club house with kitchen for community social activities or your private party. Three BBQ areas are located throughout complex, kayak storage and launch are available. There is a gated Gulf Beach pavilion with picnic tables, restrooms/hot showers, car wash area and lockers for your beach chairs is located across the street.brbrLongboat Key Life brbrLongboat Key is a quieter gulf-side retreat located between Lido Key and Anna Maria Island along Florida's southwest coast. The barrier island is surrounded by the beautiful Gulf of Mexico and Sarasota Bay. The island's eastern shoreline is covered in mangroves with hidden canals and marinas. On the western shoreline, you can walk for miles on the white sandy beaches and swim in the gentle gulf. Imagine spending your days beachcombing, snorkeling, kayaking, paddle boarding, fishing, sailing, golfing, or cycling along the island's winding bike path.brbrLongboat Key is known for its abundance of dining options. With the Gulf and Sarasota Bay in its backyard, many restaurants focus on serving local, fresh seafood while visitors enjoy amazing waterfront views.brbrJust south and across the bridge is bustling St. Armand's Circle, a popular destination filled with boutiques, cafes, restaurants and tropical landscaped courtyards. Head north on Longboat Key, cross the Longboat Pass bridge, and find yourself on Bradenton Beach, Anna Maria Island and Holmes Beach. This area offers gorgeous, white sandy beaches, crystal clear water, fun waterfront bars, restaurants and a variety of shops.brbrTown of Longboat Key: RRR-00691.2025

Sutton Place with Private Beach, Pavilion with Grills/Showers, 2 Pools

Longboat Key, Florida, United States

Bed