Vacation Rentals By Owner In Longboat Key, FL

$356.45

Sandy Toes & Sun Kissed Nose: Open Next Wednesday & Thursday!

Longboat Key, Florida, United States

This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located on the ground floor (no stairs!), directly overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 10-second walk to the pool and onward to the secluded beach with loungers. Enjoy a relaxing vacation at our peaceful condo at The Beach on Longboat Key Resort!brbrAlso, if you want to vacation with friends or family, we own two upstairs unit, #222 and #224, as well...!brbrUpon arrival to The Beach on Longboat Key Resort, you will be wowed by this tropical property! Conveniently located mid-island on Longboat Key, on Gulf of Mexico Drive, this small, intimate resort, only 15 units, has so much to offer: direct, private beach access, heated pool, BBQ grill, pool and beach loungers, and onsite laundry.brbrWhen you arrive, make your way to our condo, Unit 103, on the ground floor (Look for the seashell doormat!), for optimal sunset viewing! The condo has a smart lock for smooth entry and exit. Each guest is assigned a secure, individualized 4-digit code (deleted upon departure!), allowing for 24/7 arrival and freedom from carrying a key when on the beach...! brbrUpon entering, you will walk through a small entryway to view the main living space. Our condo features a queen-size bed, along with a queen-size sleeper sofa for the extra members of your party - the little ones! There is a Smart television, with cable, for entertainment when you're not beaching it, along with a variety of reading material, board games, and children's toys. WiFi, of course, is available throughout! Also, there is a closet and underbed storage for belongings for a quick weekend getaway or a month-long stay...! For family use, we have a Pack 'N Play - convenient!brbrThe kitchen (dishwasher!), is fully stocked (coffee maker - drip and Keurig, blender, Tupperware, knife set, wine glasses, etc.), including everything you might need to cook meals in on the days you prefer not to dine out...!brbrThe bathroom features only a shower for water conservation on the island!brbrBeyond the main living space is a large, private lanai, with table and chairs, ideal for eating a meal or sipping a cocktail! There is also a deck box with beach toys too!brbrThe condo has both central heat and air. There is a smoke detector and fire extinguisher, as well.brbrOn property, there is a heated pool with deck and loungers! Grab a sun umbrella from our closet and stroll to the private beach with more lounge chairs. No need to bring your own!brbrA propane grill is on the lawn with grilling utensils in our unit!brbrOn the ground floor of The Beach complex, there is a free washer and dryer if needed during your trip. There is also a main dumpster for easy trash disposal.brbrThe best part of our condo is the direct ocean view and private beach access - just sublime!brbrNotes:brbr1. Upon arrival, the condo will be prepared with fresh bed linens, bathroom towels, and beach towels. brbrThere will also be starter supplies of the following:brbrBathroom:br- toilet paperbr- shampoo & conditioner br- body washbr- hand soapbr-hair dryerbrbrKitchen:br- dish soap & spongebr- paper towelsbr- dishwasher detergent br- trash bagsbr- aluminum foilbr- plastic storage bagsbr- cleaning spraybr- spicesbr- olive oil br- coffee filters - drip and Keurig!brbrCloset:br- iron & ironing boardbr- laundry detergent br- umbrellabr- sun umbrellabr- extra folding beach chairsbr- broom & dustpan brbrDaily housekeeping service is not available unless you would like to request a mid-stay clean for an extra fee, which I can arrange for you...! Sometimes that can come in really handy!brbr2. For our condo, there is one parking spot available - park wherever you like within the lot! Due to the size of the parking lot, unfortunately, no guest cars or trailers can be accommodated because it will take a spot away from another condo.brbr3. Please note our condo is a 330 sq-ft studio best suited for one-two adults or one-two adults plus one-two children in the sleeper sofa, and/or one in the Pack 'N Play, if needed. Unfortunately, we cannot accept reservations for over two adults due to sleeping arrangement comfort. If it is a unique situation, feel free to message me to discuss further. Thank you for your understanding!

1

Bath

4

Sleeps

$325.71

/ Nightly

Private Vacation Home

Longboat Key - Choose Joy - Relax on the Beach

Longboat Key, Florida, United States

Your home away from home in Longboat Key with 3 bedrooms. This delightful house features a king bed and two queen beds, perfect for families or groups. Guests enjoy two bathrooms with refreshing showers, along with air conditioning and heating to keep comfortable year-round. Whether you’re relaxing indoors or planning your next adventure, this enchanting space offers a fantastic retreat. Book now and enjoy everything this house has to offer.brThe beach is just a short walk and everything you need is provided, beach towels, chairs, soft sided cooler and a wagon to get it all there.

3

Bed

2

Bath

6

Sleeps

$255.09

/ Nightly

Condo

Direct Bayfront LBK Condo, Private Beach, Near St Armands, Boat Slip

Longboat Key, Florida, United States

Welcome to charming Buttonwood Bliss located in a beautiful, bayside community on Longboat Key. This two bedroom, two bath condo is just a quick walk to the beautiful gulf waters and glorious sunsets. The community's private dock offers guests their own boat slip. brbrAs you walk into your home away from home you will be greeted with direct views of the Sarasota Bay. This comfortable and inviting condo will welcome you as soon as you enter. After a day relaxing on the white sandy beaches, utilize the fully equipped kitchen with all the essentials you need to prepare an amazing meal. The condo features three barstools at the kitchen counter pass-through, a glass, high-top table for two, and a large white wooden dining table situated in the enclosed sunroom with expansive views of the bay. So, there is plenty of room for everyone to share a meal together. brbrWhen dinner is over, the cozy white leather couch and oversized armchair and ottoman are there to make you feel relaxed and ready to watch your favorite show on the large HDTV, sit down with a good book, or just cuddle up for a quick nap. This condo also showcases an enclosed and screened sunroom with large sliding glass doors. Open the sliders, pour yourself a late afternoon cocktail or a morning cup of coffee and enjoy the bay breeze and marine wildlife. brbrWhen it is time to retire, this two-bedroom condo offers a comfy king bed in the primary bedroom, and two twin beds in the second room. The primary bedroom has an en-suite bathroom with walk-in shower and large vanity, two bedside dressers, bench seating and large decorative mirror. There is also a large walk-in closet for all your personals. The guest bedroom has two nightstands, dresser and large mirrored closet. Ideal for a couples' getaway or a family vacation, this condo features a private washer and dryer, perfect for travelers staying in this monthly only community. brbrOther amenities include, plush linens and towels, toiletries, community pool, kayak launch, private beach access with lounge chairs, beach hut with picnic tables, tennis courts and so much more. Buttonwood Bliss has everything you need for a relaxing getaway. brbrAbout Buttonwood Cove Condominiums brbrThis direct bay front condominium complex is set on five beautifully landscaped acres with private access to both bay and beach. Four low-rise buildings house 56 2- and 3-bedroom units on Longboat Key. From the moment you arrive, the peaceful sound of the gulf and the fragrance of the salt air will transport you to a vacation state of mind. Picture yourself soaking in the sun on one of the community-provided beach chairs or taking a refreshing dip in the shared pool. Envision early morning kayaking through the mangroves or quietly fishing off the dock. Gather with friends in the clubhouse, or under the covered beach hut with picnic tables. Tennis courts offer guests a chance to brush up on their game. brbrButtonwood Cove is situated in the middle of Longboat Key making it an easy drive to Anna Maria Island, St. Armand's Circle and all the local restaurants and shopping destinations. For your shopping convenience, Publix supermarket, CVS pharmacy, a local dry cleaners and bank are just minutes away. Public transit stops right in front of the complex. The Sarasota-Bradenton International Airport is just twenty minutes away by car or taxi. brbrLongboat Key Life brbrOnce a vacation land of the Timucuan and Caloosa Indians, Longboat Key is a quieter gulf-side retreat located between Lido Key and Bradenton Beach 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.brbrRRR-00693.2025

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Sleeps

$692.08

/ Nightly

Condo

Full Gulf Front Gorgeous Condo . Directly on the Gulf

Longboat Key, Florida, United States

Coastal Contemporary Condo located at the Sea Gate complex on south Longboat Key. Corner unit on the fourth floor. Completely renovated wall to wall, floor to ceiling including all new appliances including an inductive cooktop and a wine cooler.brbrIdeal location on south Longboat Key. A 2-minute drive to a Publix Supermarket, a CVS pharmacy and a number of restaurants.brOn site amenities include a fitness center, a social room with a full kitchen, a library, a lap/swimming pool and a hot tub. A 2 minute walk to the beach , bicycle storage, kayak storage and a tennis court.brbrDirect sunsets year around from the balcony or most interior rooms thanks to the full Gulf front location.brbrInitial deposit of $7,000 due upon booking this listing with balance due two months prior to occupancy. Additionally, a $150 application fee is due to the condominium association for any applicant upon booking this listing. The initial deposit of $7,000 is fully refundable up to two months prior to occupancy. 89 day minimum please.

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Sleeps

$133.19

/ Nightly

Condo

Longboat Key waterfront condo-a short walk to the beach & bay!

Longboat Key, Florida, United States

Relax at this delightfully peaceful waterfront condo on the beautiful island of Longboat Key. A short 5-minute walk to our private beach access & the bayfront. Watch a wide variety of birds, fish jump, and visits from manatees and dolphins directly outside your back sliding glass door, which overlooks a canal. Walking distance to restaurants and a 32-acre nature park. Bike, kayak, and paddleboard rentals are nearby. A short drive to Anna Maria Island and St. Armand’s Circle.brbrDiscover the allure of this charming single-story waterfront condo, perfectly nestled on a serene street with stunning views of a 32-acre nature park adorned with scenic walking trails, boardwalks, and multiple breathtaking bayfront overlooks. The living area is designed for relaxation and entertainment, offering two comfortable sofas, a smart TV, and a dining table that boasts lively canal views. You'll also appreciate the dedicated workspace equipped with high-speed internet for your productivity needs. The kitchen has all the essential amenities and a BBQ grill for outdoor cooking. brStep into the inviting bedroom, featuring a plush king-size bed, two nightstands equipped with multiple outlets, USB and USB-C ports for your convenience, and black-out curtains. The spacious walk-in closet is thoughtfully stocked with extra towels, blankets, bed linens, and pillows to ensure comfort. Additionally, an in-unit washer and dryer provide ultimate convenience. brTo enhance your beach day experience, the condo has beach chairs, coolers, towels, an umbrella, floating noodles, masks, fins, and a wagon, allowing you to enjoy the beach and exquisite clear blue waters of the Gulf of Mexico. Don’t miss your chance to experience the perfect blend of comfort, convenience, and natural beauty!brbrThe stunning 32-acre Joan M Durante Park is 100 feet from the front door. It offers coastal hammock forests, gardens, walking trails, fishing, picnic tables, benches, a gazebo, and boardwalks overlooking the bay (some boardwalks are currently under construction due to storm damage). brbrA short stroll up the road, you'll find a small corner store, a gourmet deli, multiple restaurants, a coffee and ice cream store, a pizza parlor, and local artisan gift stores. A 4-mile drive south will take you to a grocery store with a hot and cold bar and a drugstore.brbrBayfront Park is 5 minutes south. Here, you'll not only discover breathtaking views of Sarasota Bay but also lighted tennis & pickleball courts, picnic tables, shuffleboard courts, a basketball court, a playground, restrooms, a rec center with classes, floating docks for fishing, a kayak launch and rentals, and parking for a public beach access. brbrYou'll find waterfront golf courses, Mote Marine Laboratory & Aquarium on the island as well.

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Sleeps

$235.37

/ Nightly

Condo

Cozy condo in Cedars East

Longboat Key, Florida, United States

Cozy Condo in Cedars East is a place for you to unwind and revive yourself.brOnly a 5 minute walk to the beach. Close to the Best restaurants, parks and many more.brIt is a mini-retreat especially designed for you to come with family or friends to renew your love of life. Sit and gaze at the stunning views and take some time for you!

2

Bed

2

Bath

6

Sleeps

$317.05

/ Nightly

Private Vacation Home

Direct beachfront private home by FVC

Longboat Key, Florida, United States

A beachfront home that will delight, professionally managed and offered by FL Vacation Connection.brbrA full home-length screened porch with tile floors, palm-frond ceiling fans and enough furniture to set up shop for the duration of vacation greet you at Tropical Odyssey. The sweeping views of the azure Gulf are simply breathtaking. Your own path brings you down to the sand and the crystalline warm waters. Can you smell the salt in the air brbrAs you enter Tropical Odyssey, you are greeted by a lovely foyer complete with a sofa. Let this be your special quiet space for reading or just relaxing. A soaring living room decorated in neutral colors and a tropical motif is a large and welcoming room, with a beautiful wall mural depicting the tropical scene just outside your door. Sure to be the scene of many family gatherings, there's plenty of space for everyone. The view is divine and a flat screen TV and DVD can provide hours of entertainment. brbrOpen the sliding glass door to the wonders of nature! The sweeping views of the Gulf will captivate your mind and spirit. Make sure to plan your evenings so as not to miss the magnificent sunset over the water. In the cool, early morning, walk the few feet down your path and put your toes in the sand. Perhaps take a long beach walk in search of treasures from the sea. brbrThe beautifully equipped kitchen will be a pleasure to cook in. Plenty of cabinets ensure plenty of space for all of your family's goodies. Lots of counter space means lots of prep space and later, buffet space for your favorite meals. The warm wood cabinets, cool tile floors and pretty tiled backsplash create a welcoming environment for the family chef. brbrThe adjacent dining room and breakfast bar can accommodate a family of 6. Open the sliding glass door and you'll double your space with another table for 6 on the lovely screened porch. With all this room, your family can easily enjoy meals together as you talk and laugh about the adventures you've enjoyed and make plans for those yet to come.brbrWith four en-suite bedrooms, everyone can have their own personal space and enjoy some privacy. It's the perfect way for the family to vacation together! On the main level, is a Queen bedroom suite with a sitting area. On the upper level are two additional Queen bedroom suites, one with a sliding door to the upper-level balcony, and a suite with two Twins. brbrTropical Odyssey is a magical vacation home that will leave your family with a treasure trove of happy memories. Call today to book this special property and start planning your Longboat Key adventure!brbrTown of Longboat Key RRR-00201.2025

4

Bed

4

Bath

8

Sleeps

$493.81

/ Nightly

Private Vacation Home

Longboat Key Townhouse in Cedars East, Longboat Key Florida

Longboat Key, Florida, United States

Enjoy the beach life on Longboat Key! This property is ready for you to enjoy Longboat Key beaches. Kick back and relax while on vacation in this marvelous townhouse located in Cedars East. Cedars East has all the amenities you desire including tennis, swimming, community activities, tiki bar and restaurant on site. In addition, there is a fitness center, yoga classes, as well as group or private tennis clinics/lessons available with additional fees. Very close to nearby beaches. The unit has been fully upgraded and has a full gourmet kitchen with breakfast bar. Enjoy sweeping bay views from the master lanai. Unit has a washer/dryer and 2 full baths. Feel free to bring your small dog as well (25lb limit). Easy access to St. Armands Circle and Anna Maria Island. We look forward to your visit (1 month minimum during Jan-Apr)

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$178.91

/ Nightly

Condo

Tranquil Getaway In A Tropical Paradise

Longboat Key, Florida, United States

• Welcoming and distinctive, fully furnished 2 bedroom, 2 bathroom condo in a tranquil environment.br• Very private first floor, 1600 sq. ft. unit with lush garden views.br• Master suite with office niche, king size bed and double sinks in bathroom.br Beautiful, brand new, spa-like master bath with separate, freestanding tub.br• Guest bedroom with twin beds.br• Completely remodeled kitchen with all new appliances and cabinets. Includes dishes and utensils for dining and cooking.br• Dining room seats up to 8 people.br• New TV’s in living room and master bedroom.br• New washer and dryer in unit.br• Covered parking for one vehicle plus additional guest parking.br• Screened lanai with Travertine floor and outdoor table and chairs.br• Outdoor patio with privacy garden.br• Wi-fi internet and cable TV.br• All other utilities included.brbrbrMINIMUM THREE MONTH STAY DURING HIGH SEASON, JANUARY THROUGH MARCH.brbrBayport Beach and Tennis Club is situated on 27 acres of beautiful private property. Clusters of white Mediterranean-style two story townhouses are surrounded by a tropical landscape of lush, exotic flora and fauna. Amenities include a junior Olympic-size swimming pool, a fitness gym, 4 tennis courts, bocce ball, a clubhouse with piano and numerous walking trails, which lead to Sarasota Bay and the Gulf of Mexico. A 1200-foot private beach with white sands has onsite chairs and umbrellas as part of the complex. The property also has a pond and a fishing pier on Sarasota Bay. The Club is close to a supermarket, a convenience, a hardware store, and 12 minutes from shopping on St. Armand’s circle. br

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Sleeps

$238.37

/ Nightly

Private Vacation Home

Beautiful Beach Longboat Key Townhouse

Longboat Key, Florida, United States

Beautiful BeachTownhouse in prestigious Cedars East Resort. brOctober 2024 update: brWe're happy to report that despite two hurricanes hitting Florida, our neighborhood was blessed with minimal damage, and nearly everything has now been repaired. The pool is fully operational, the tennis courts are being resurfaced after some saltwater exposure, and the local beach has changed shape but is ready for your enjoyment as well. We look forward to welcoming you!brMain Property description:brPrivate end-unit on a cul-de-sac. The rare location places you closest to the Longboat Key paths leading you to steps-away beach access. Includes all new fully-stocked kitchen. Gorgeous tile floors throughout the home. Master suite with dual vanities and deep soaking tub. Great room with bright sunroom adds living/sleeping space. Breathtaking Mangrove preserve views give you even more privacy. Tastefully furnished. Play&Relax in LUXURY.

2

Bed

2

Bath

6

Sleeps

$166.67

/ Nightly

Condo

2/2 Gulf View condo at Beachplace on Longboat Key

Longboat Key, Florida, United States

Beachplace 5-401 | Pond and Beach Views | Florida Vacation ConnectionbrbrWelcome to Beachplace 5-401, your serene getaway on the southern end of Longboat Key! This beautifully appointed 2-bedroom, 2-bath condo offers the perfect blend of coastal comfort and stunning views, overlooking both a peaceful pond and the sparkling Gulf of Mexico.brbrStep inside to a bright, open living space designed for relaxation. The private balcony invites you to unwind with morning coffee or evening cocktails while enjoying gentle sea breezes and picture-perfect sunsets. The fully equipped kitchen makes meal prep a breeze, and the dining area is ideal for both casual breakfasts and family dinners.brbrThe spacious primary suite features a king-sized bed, en-suite bath, and direct access to the lanai, perfect for waking up to tranquil water views. The guest bedroom offers a second king bed, making this a great option for families or friends traveling together.brbrLocated within the gated community of Beachplace, you'll have access to resort-style amenities including a heated pool and spa, tennis courts, fitness center, clubhouse, and private beach access just steps away.brbrWhether you’re lounging by the pool, strolling along the shoreline, or simply soaking in the views from your balcony, Beachplace 5-401 offers the ideal Longboat Key escape.brbrManaged by Florida Vacation Connection – your local experts in luxury vacation rentals.brbrTown of Longboat Key RRR-00168.2023

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Sleeps

$327.7

/ Nightly

Condo

Island property on Longboat Key by the Beach! 3 minute walk to the beach!

Longboat Key, Florida, United States

Longboat Key Island Fun in a newly updated beautiful property!brNewly updated 3 story townhouse on beautiful Longboat Key with two bedrooms and two and a half bath sleeps 5 guest comfortably on King, Queen and pullout single beds. This well equipped property is ready and stocked with beach chairs, a cooler, a beach umbrella, and pull buggy for your convenience. Relax in this calm, stylish space. Walking distance to the beach! Community pool with restaurant!brClose to the stores, restaurants and beaches!

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Sleeps

$401.61

/ Nightly

Condo

Beautiful bayfront view! December 2026 dates available now!

Longboat Key, Florida, United States

Welcome to Harbour Villa #305 – a beautifully updated bayfront retreat offering the perfect blend of comfort, style, and island elegance. Recently renovated, this spacious condominium features a fully stocked gourmet kitchen with brand-new appliances, sleek countertops, and every essential for effortless dining at home. Entertain with ease at the built-in wet bar, complete with a plug-in ice maker, coffee maker, insulated cooler, wine and cocktail glassware, and beach towels, everything you need for a carefree stay.brbrThe inviting living area is designed for relaxation, complete with a plush queen sleeper sofa, large flat-screen TV, and ample space for family and friends, comfortably accommodating up to six guests. The primary suite offers a serene escape, featuring a new king-size bed, a flat-screen TV, walk-in shower, generous closet, and breathtaking views of the bay. The guest bedroom is equally spacious and inviting, perfect for restful nights after a day in the sun.brbrStep outside onto the large private patio overlooking the sparkling bay, furnished with outdoor seating and a dining table, ideal for morning coffee or sunset cocktails. For added convenience, your unit includes a washer and dryer, as well as seamless, contact-free check-in so you can go straight to your home away from home.brbrHarbour Villa Club offers premier resort amenities including a heated bayfront pool, relaxing hot tub, resurfaced tennis courts, covered parking, elevators, and available boat slips for an enhanced coastal experience.brbrPerfectly situated, Harbour Villa #305 is just a short 3-minute drive to the charming north end of Longboat Key, home to the historic Longboat Village and renowned waterfront dining at Mar Vista and Shore. Explore the hidden beauty of Beer Can Island, shop and dine at nearby St. Armands Circle, or venture toward Anna Maria Island for vibrant entertainment and beachside fun. For a day of adventure, enjoy kayaking, paddleboarding, golf, fishing charters, or a visit to Mote Marine Laboratory & Aquarium.brbrDiscover easy luxury and island living at its finest, your unforgettable Gulf Coast getaway awaits at Harbour Villa #305.

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$427.69

/ Nightly

Condo

Sea Club Iii Beachside Condo On Longboat Key

Longboat Key, Florida, United States

SEA CLUB III - WEEKLY VACATION RENTAL - BEACHSIDE CONDO ON LONGBOAT KEY. brbrPerfect Location on the beaches of Longboat Key! Step right onto the white sandy beach from your exterior front porch with breathtaking sunset views. This condo is within walking distance of gourmet food shops, great restaurants and a fabulous nature preserve with walking paths and a playground for the kids. brbrEnjoy beautiful sunny days in this nicely decorated 2-bedroom / 2-bath (sleeps 6) condominium ...surrounded by lush tropical landscaping and featuring a private heated pool and on-site laundry for your convenience. Fully outfitted kitchen. brbrThe 10-mile beach has powdery sand and the Gulf has a sandy bottom and gradual gradient - absolutely perfect for swimming and snorkeling and very family-friendly. You can also explore the many sights and attractions Longboat Key has to offer. Have dinner and drinks on your private patio while you watch the island's world-famous sunsets.brbrWhether you're looking for complete privacy or an active vacation rental on Longboat Key with family, you will find it here. The condo is spacious, comfortable and fully equipped for the perfect vacation destination on Longboat Key!brbrContact Wagner Realty for pricing and availability .brbrAmenities Include:brbr- View: Gulfbrbr- Waterfront: Yesbrbr- Pool, Heated: Yesbrbr- Pool: Communitybrbr- TV Cable/Satellite: Cablebrbr- Internet Access: Belkin b.82brbr- washer dryer: On-Site - Coinbrbr- Bed Size 1st/Master: Kingbrbr- Bed Size 2nd Rm: 2 Twinbrbr- Beds Pull-out: Queen Sleeper Sofabrbr- Floor No.: 1brbr- Parking: Openbrbr- Balcony: Yesbrbr- Furnished: Yesbrbr- Agent: Gregory Kossbrbr- Office: Longboat Keybrbr

2

Bed

2

Bath

6

Sleeps

$366.14

/ Nightly

Private Vacation Home

Morningside Retreat Home by RVA

Longboat Key, Florida, United States

Welcome to the Morningside Retreat, a beautifully appointed Sarasota getaway designed for relaxed coastal living with a refined, modern touch. Nestled in a quiet residential setting, this inviting escape offers the perfect balance of comfort, style, and convenience—ideal for guests seeking a peaceful stay close to everything Sarasota has to offer.brbrInside, the home features bright, open living spaces filled with natural light, thoughtfully curated furnishings, and a calming coastal aesthetic throughout. The living area flows seamlessly into a fully equipped kitchen, complete with modern appliances, ample counter space, and everything needed to prepare meals at home. Whether you’re enjoying a quiet morning coffee or gathering for dinner after a day at the beach, the space is designed to feel both functional and welcoming.brbrThe 3 bedrooms are comfortably styled with soft linens and a serene atmosphere, offering a restful retreat after sun-filled days exploring the area. 2.5 Bathrooms are clean, modern, and well-appointed, providing hotel-like comfort with a residential feel.brbrStep outside to enjoy Florida’s signature indoor-outdoor lifestyle. Whether it’s lounging with a book, enjoying an evening drink, or simply soaking in the warm breeze, the outdoor space offers a peaceful setting to unwind and recharge.brbrThe beach is just a short stroll away—typically about a 2 to 5-minute walk—this property includes gated, deeded access to a private section of Lido Shores Beach.brbrConveniently located near Sarasota’s best beaches, dining, shopping, and cultural attractions, The Morningside Retreat places you within easy reach of everything while still offering a quiet place to return home to. From Lido Key’s world-famous sand to downtown’s vibrant arts scene, everything is just a short drive away.brbrPerfect for couples, small families, or extended stays, The Morningside Retreat is your stylish Sarasota home base for relaxation, exploration, and effortless coastal living.brbrAccommodations:brbrLocation: 1173 Morningside Place Sarasota, FL 34236brbrBedding: 1 King in Primary, 2 Twins in Guest, 1 Queen and 1 Bunk Bed in GuestbrbrView: BackyardbrbrMinimum Night Requirements: 1-Month MinimumbrPets considered by owner- please contact Reservations for additional details

3

Bed

3

Bath

8

Sleeps

$220.32

/ Nightly

Private Vacation Home

Tranquil Waterfront home- Water, peace, sunshine, & sand, this is your place.

Longboat Key, Florida, United States

If you like water, peace, sunshine, and sand, this is your place. brbrCountry Club Shores is one of the few single-family neighborhoods on this barrier island. Deeded beach access is available to all the residents, 8 minute walk to the beach.brbrLocated directly on Canal. 1620 sq ft. 3 bdrms, 2 baths, private swimming pool. Canal connects directly to the Bay. Neighborhood located on the southern end of Longboat Key, close to St Armands Circle & Sarasota. Come stay a month or more.

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$304.82

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Condo

Waterfront 2BR 2BA Pool - 10 min walk to Beach

Longboat Key, Florida, United States

A spacious first-floor 2-bedroom, 2-bathroom condo with direct pool access and stunning bayfront views. Located just a 10-minute walk to the beach, this beautifully appointed retreat offers the perfect blend of comfort, relaxation, and convenience. Enjoy a private patio overlooking the bay, a fully equipped kitchen, and a bright, open living space. With resort-style amenities, including a pool, hot tub, and tennis courts, it’s an ideal escape for couples, families, and remote workers.brThe spacebrAmenities & Featuresbr✔ Bayfront condo with direct pool accessbr✔ Fully equipped kitchen with modern appliancesbr✔ King bed in master, two twin beds in guest roombr✔ High-speed Wi-Fi & smart TVbr✔ Washer & dryer in unitbr✔ Air conditioning & ceiling fansbr✔ Resort-style pool & hot tubbr✔ Tennis courts & BBQ areabr✔ Free parkingbrbrLocationbrHarbor Villa Club is centrally located on Longboat Key, offering easy access to:br Longboat Key Beach – 10-minute walkbr Local dining & cafes – 5-minute drivebr St. Armands Circle – 15-minute drivebr Mote Marine Aquarium & Nature Trails – 15-minute drivebrDowntown Sarasota - 20 min drivebrbrStep inside this bright and airy condo, featuring an open-concept layout with floor-to-ceiling windows that fill the space with natural light. The living area is designed for relaxation, with a cozy sofa, smart TV, and sliding glass doors leading to a private patio—perfect for enjoying morning coffee overlooking the bay and pool.brbrThe fully equipped kitchen features stainless steel appliances, quartz countertops, and all the essentials for cooking at home. The dining area comfortably seats six, making it easy to enjoy meals together.brbrPrimary Bedroom – King bed, ensuite bathroom, floor-to-ceiling windows with beautiful viewsbrGuest Bedroom – Two twin beds, adjacent to the second full bathroom

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Sleeps

$295.42

/ Nightly

Private Vacation Home

Tennis Tranquility-Cedars East #519 by RVA

Longboat Key, Florida, United States

Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations.brbrbrDiscover the ultimate Longboat Key getaway at Cedars Tennis Resort, where luxury living meets the beauty of Florida’s Gulf Coast. Imagine waking up in a spacious, beautifully appointed townhome—perfect for families seeking fun-filled adventures or couples looking for a romantic retreat.brbrbrHere, every day is an invitation to indulge. Step outside and be greeted by world-class tennis courts, ideal for both casual play and competitive matches. Dive into the sparkling junior Olympic-sized swimming pool or enjoy a rejuvenating workout at the state-of-the-art fitness center. Cast a line from the fishing pier, explore the island on complimentary bicycles, or simply unwind as you watch tropical sunsets paint the sky in unforgettable hues.brbrbrAccommodations: Cedars Tennis Resort is a village-like town home community that features spacious living and dining areas and full-size kitchens. Enjoy all the amenities of home in these fully furnished condominiums including full-sized kitchen with breakfast bar, separate dining area and private lanai (available in select units).brbrbrClub and Recreation Facilities: Tennis and Pickleball Courts - 10 Har-Tru (soft-clay) tennis courts with professional instruction, daily clinics, round robins, and seasonal tournaments. Newly designed pickleball courts. brbrbrPro-Shop - Onsite Pro-Shop for equipment, apparel, and help with court reservations. brbrbrSwimming Pool and Tiki Bar - A heated Junior Olympic-sized pool with complimentary chaise lounges. Seasonal Tiki Bar adjacent to the pool. brbrbrFitness Center - Modern, 24/7 accessible fitness center with secure access. brbrbrBicycles for Guests - Adult-sized bikes available for daily use—ideal for exploring Gulf of Mexico Drive. brbrbrDining and Social Spaces - Hugo II Restaurant - A European Fusion restaurant offering German, Czech, and Italian dishes plus specialty Prosecco cocktails; private dining memberships required (no extra cost for Club members). Open Seasonally.brbrbrClubhouse and Social Areas - Clubroom, bar area, and recreational spaces enhance the communal experience. brbrbrFishing Pier and Mangrove Boardwalks - Charming wooden boardwalks wind through mangroves, leading to a serene fishing pier—perfect for picnics or watching boats and marine life. brbrbrBeach Access Information - The beautiful Gulf of Mexico shoreline stretches north and south along Longboat Key, and guests are welcome to enjoy it by using any designated Public Beach Access point. These access points are clearly marked with signs indicating Public use. Please note: Private beach access points along Gulf of Mexico Drive are reserved for property owners and their guests. Unless an access point is clearly labeled as Public, it is not available for use. We encourage you to explore and enjoy the public areas of the beach and thank you for respecting local property boundaries.brbrbrResidential and Guest Accommodations - Townhomes - Tri-level, spacious units featuring full-size kitchens, screened lanais or private balconies, and comfortable living/dining areas. The community is divided into three sections—The Gardens (500s), Club Level (600s), and Preserves (800s)—all connected via picturesque boardwalks.brbrbrUnit #519 Accommodations: 2-bedroom, 2.5 bathroom town home with garden views from your private patio. This unit also accepts pets (with restrictions) so bring the whole family for a warm escape to Florida.brbrbrbrUnit Amenities: 1-Car Garage, Full-Size Kitchen, Wireless Internet, Private Patio with Garden Views, Keyless Entry, Pets Considered, Fitness Facility, Community Tennis Courts, Community Pool, and so much more.brbrbrbrLocation: 519 Forest WaybrbrbrbrView: Garden ViewbrbrbrbrBedding: 1 King, 1 QueenbrbrbrbrSleeper sofabrbrbrMinimum Night Requirements: Minimum Stays Apply

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$295.25

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Newly Renovated 1BR – Cabana Beach #5 RVA

Longboat Key, Florida, United States

RVA features Cabana Beach Club. With the majority of units located on the beach side of the exclusive Longboat Key island, including several overlooking the turquoise waters of the Gulf of Mexico, and a handful of others intimately nestled on the bayside, this condominium complex encompasses all the elements of a tropical paradise. The quiet ambiance and relaxed atmosphere of this vacation hideaway, coupled with the natural foliage and perfect location have created a must-see community on Longboat Key. The attention to detail, from the cleanliness of your unit to the manicured grounds, will be evident the moment you arrive. The glorious sunrises, the romantic sunsets, the lush tropical flowers abloom everywhere - you will believe you have found a personal paradise in the Cabana Beach Club. Many of our guests return year-after-year to relax and enjoy the area’s many attractions. Resort amenities include a heated swimming pool, community laundry facilities and complimentary chaise lounges.brbrbrbrAccommodations: Cabana Beach Club is a relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key with several units also located on the bay side. Choose from our various unit styles including one-, two-bedroom and efficiency units. Enjoy all the amenities of home in these fully furnished condominiums including TVs, full-sized kitchen or kitchenette, dining room, and modern, beach-styled decorations.brbrbrbrResort Features: Heated Swimming Pool, Private Beach Access, Internet Access (select units), Complimentary Chaise Lounge Chairs, Fully Equipped Kitchens or Kitchenettes, Barbeque Area, Private Patio or Lanai, Community Laundry Facilities, Outdoor Shower, Various ViewsbrbrbrbrUnit #5 Features: 1-bedroom, 1-bathroom pool front unit. Relax by the heated pool or take a dip in the Gulf of Mexico. Enjoy all the amenities needed for a beach vacation including TV, breakfast table, kitchenette, and beautiful Florida decorations. brbrbrbrView: Pool ViewbrbrbrbrBedding: 1 Queen, Sleeper Sofa

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4

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$349.34

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Apartment

Oceanfront Oasis – Longboat Key 226 by RVA

Longboat Key, Florida, United States

RVA features The 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, and private patio or balcony (2bdrms only). 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.brbrbrbrAccommodations: 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, dining area, and modern, yet beachy, décor.brbrbrbrResort Features: Heated Swimming Pool, Private Beach Access, Wireless Internet Access, Complimentary Chaise Lounge Chairs and Umbrellas, Fully Equipped Kitchens or Kitchenettes, Picnic Area, Private Patio or Balcony (2 bdrms only), Designer Decorated Units, Complimentary Parking, Community Laundry Facilities (private washer/dryer available in select units), Outdoor Shower, Various ViewsbrbrbrbrUnit #226 Features: Studio unit including full-size kitchen, private patio, and Gulf-front views brbrbrbrView: Gulf ViewbrbrbrbrBedding: 1 King, Sleeper Sofa

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