34228, Florida, United States Vacation Rental Private-vacation-homes By Owner - Page 22

$221.14

Experience a resort feel vacation on the beach in Longboat Key

Longboat Key, Florida, United States

Two bedrooms, two baths, (approximately 1500 square feet) with a study, two balconies, an assigned covered parking , located on the desirable Gulf side of Longboat Key, steps away from the beach with private, deeded access to the Gulf of Mexico. The unit is in an amenity-rich, carefully manicured community, with 750 feet of splendid Gulf frontage, two heated swimming pools (one adult and one family), a spa, a sauna, shuffleboard, clubhouse, with game room, library & kitchen, fitness center, and eight Har-Tru tennis courts (with an on-site tennis pro available for lessons). There is an elevator and also a grocery cart and a luggage cart close to the elevator to use. The unit has its own covered reserved parking and there is plenty of guest parking available. Beach chairs and umbrellas are provided by the complex and are already set up for you on the beach. Just grab a towel and walk to the beach!

2

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2

Bath

6

Sleeps

$621.5

/ Nightly

Villa

Longboat Key home rental w/ PRIVATE Pool & 1 minute to private beach access!

Longboat Key, Florida, United States

Welcome to your dream rental home, perfectly positioned amid the Harbourside Course of the prestigious Longboat Key Club! This stunning 3BD/2.5BA villa has been fully renovated and is ready for your next vacation! Revel in breathtaking views of the lush golf course and the vibrant Florida sunsets that paint the sky each evening.brStep inside to discover:brbr1 minute to Private Beach: Rental property offers access to private exclusive Bay Isle Beach Club with access along the Gulf of Mexico. Bike accessible along with plenty of parking!brbrPrivate Pool: Sliding doors from the open family room lead you to this relaxing outdoor space, ideal for soaking up the sun or hosting lively get-togethers.brbr5 minute drive to world class restaurants and shopping: Spend the day or night walking beautiful St. Armands Circle, or lovely downtown Sarasota.brbrVaulted Ceilings & Skylights: Bask in an abundance of natural light and airy, open spaces.brbrSpacious Open Kitchen: A seamless blend of the Family Room and Kitchen, perfect for both intimate gatherings and grand entertaining.brbrPaved Drive & 2-Car Garage: Elegant and convenient!brbrThe master suite is your private retreat, featuring a terrace walk-out where you can enjoy tranquil views and fresh air. Situated in a secure community of Harbour Circle, this home is nestled behind the exclusive gates of Bay Isles. Take advantage of your own private pool or use community pool and deeded beach access through the Bay Isles Beach Club, where you can walk the white sandy beaches of LBK or enjoy beachside BBQs, picnics, and spirited games of beach volleyball.brbrThis renovated gem offers modern luxury and an unbeatable location—don't miss your chance to make it yours!brbr

3

Bed

2

Bath

6

Sleeps

$449.14

/ Nightly

Condo

OCEANFRONT STAY! PANORAMIC GULF VIEWS!

Longboat Key, Florida, United States

Ready to swap the hustle and bustle for sun-soaked shores and gentle ocean breezes Meet Sea N Blue, your ultimate vacation rental paradise! Nestled along the stunning coastline, our beautiful beachfront getaway is more than just a place to stay; it’s an experience that will rejuvenate your spirit and create memories to last a lifetime.brbr ️ Why Choose Sea N Blue brbr- Breathtaking Views: Wake up to panoramic ocean views that stretch as far as the eye can see. Enjoy your morning coffee on the balcony as the soothing sound of the waves surrounds you, and keep an eye out for playful dolphins. Savor meals outdoors, and wrap up your day by marveling at breathtaking sunsets.br br- Cozy Comfort: With spacious, elegantly designed interiors, Sea N Blue offers all the comforts of home. Enjoy modern amenities, a fully equipped kitchen, and new plush bedding for the perfect night’s sleep. Our spacious 1300 sq ft. southwest corner unit is climate-controlled and boasts a private beachfront balcony. The interior has been completely remodeled into a modern open-concept living area, featuring upscale finishes and elegant, comfortable furnishings.brbrThe bright and airy layout offers stunning views of the Gulf and the pristine white sand beach from nearly every room. The interior combines clean lines with a coastal-contemporary design, featuring a chef-inspired kitchen equipped with new appliances, a wine fridge, updated full bathrooms, and in-unit washer and dryer.brbrThe primary bedroom with ensuite bath features a King-size canopy bed with brand-new mattress and bedding. Wake up to breathtaking sunrise views over Sarasota Bay from the bayside window, while the gulf-side window offers views of the sparkling waters. The guest bedroom also showcases a gulf view and brand-new mattresses that can be arranged as either two Twin XL beds or one King-size bed according to your comfort and needs.brbrUnwind on the spacious private balcony on the outdoor loveseat/daybed, or relax in the living room on the large sectional sofa, complemented by a custom corner entertainment wall featuring a flat-screen Smart TV and a modern linear fireplace. Our condo is fully stocked with essentials, including bath and beach towels, kitchen appliances, utensils, bed linens, and more. To enhance your vacation, optional services such as grocery, beer or wine delivery from Publix on the island can be arranged. We strive to make your stay enjoyable and restful with amenities such as free parking, complimentary beach chairs and loungers, outdoor heated pool, grill, community room, and more.brbrLocated mid-key in the Longboat Beach House, a six-story, 22-unit building with elevator, our fourth-floor unit ensures a private beachfront experience just steps away from the water. Our rental is close to many wonderful restaurants, attractions and activities on Longboat Key, and provides easy access to Sarasota, St. Armands Circle, Lido Key, Bradenton, and Anna Maria Island. Whether you’re a thrill-seeker or a relaxation enthusiast, our prime location puts you just steps away from sandy beaches, water sports, and local attractions Enjoy a wide range of activities, from walking and biking to fishing, sightseeing, and shopping! Downtown Sarasota offers world-class entertainment, while nature enthusiasts can explore local parks and trails for birdwatching and outdoor adventures.brbrLongboat Key’s abundance of natural beauty and minimal commercialization, makes it a charming and ideal destination for your next getaway.. brbrBook your stay today and discover the magic of Sea N Blue! Whether it’s a romantic getaway, a family vacation, or a solo retreat, we’ve got everything you need to make your seaside dreams come true. brbr*Please note the minimum rental period is one month, for a maximum of four guests. brSorry, no pets and no smoking, per condo association regulations. brbr Click calendar to check availability and take the first step toward making Sea N Blue you’re Happy Place on Longboat Key!

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$327.11

/ Nightly

Condo

Longboat Key Escape–Resort Pool + Ocean: Beachplace Condo # 7-102 by RVA

Longboat Key, Florida, United States

Welcome to Beachplace 7-102, a nicely decorated two-bedroom, two-bath unit at Beachplace that includes direct, private walk-down access to the community pool and beach areas from your private patio. Accommodations include a spacious master bedroom complete with adjustable King-sized bed, a separate guest bedroom with twin beds and easy guest bathroom access. Enjoy the partial Gulf-front and pool views from your private patio overlooking the beautiful beaches of Longboat Key. Unit 7-102 includes comfortable furnishings, WIFI Internet access and more. Located in the popular, gated community of Beachplace - the condominium complex includes a large community pool and hot tub area, tennis courts, fitness center, private beach access and ample walking and biking trails. This spot is a favorite on the island, and for good reason, so book your next escape today. brbrbrbrAccommodations: Two-bedroom, two-bathroombrbrbrbrLocation: 1075 Gulf of Mexico Drive, Longboat KeybrbrbrbrBedding: 1 King, 2 TwinsbrbrbrbrView: Ocean/Gulf ViewbrbrbrbrMinimum Night Requirements: 1 MonthbrbrbrbrAssociation Requirements: $165 Fee + Application; $25 Cancellation Penalty

2

Bed

2

Bath

4

Sleeps

$255.47

/ Nightly

Condo

Gulf-Front Escape- 2BR Beachfront Condo by RVA

Longboat Key, Florida, United States

Gulf-Front Escape — 2BR/2BA Condo on Longboat KeybrbrStep into beachfront bliss at this beautifully updated 2-bedroom, 2-bath condo in a quiet Gulf-front community on Longboat Key. Unit 102 offers direct access to powder-soft sand and stunning turquoise water—perfect for morning strolls, sun-soaked afternoons, and unforgettable sunsets right from your private balcony.brbrInside, you’ll find a bright, open living space with coastal décor and sliding glass doors that bring the outdoors in. The fully equipped kitchen features granite countertops and stainless-steel appliances, making meal prep easy and enjoyable.brbrThe spacious primary suite includes an en-suite bath, while the second bedroom and full guest bath provide comfortable accommodations for families or couples traveling together. Enjoy the convenience of in-unit laundry, complimentary Wi-Fi, and on-site parking.brbrRelax at the heated community pool, unwind on the beach, and enjoy Longboat Key’s peaceful, upscale atmosphere—all while being just a short drive to St. Armand’s Circle, dining, shops, and local attractions.brbrYour perfect Gulf-front getaway starts here.brBook now and make this beachfront paradise your home away from home!brbrAccommodations: Two-bedroom, two-bathroombrbrAmenities: Private Patio Overlooking The Gulf, Full-size Kitchen, Community Pool, Washer/Dryer, Direct Beach Access, Community Grill, Fitness CenterbrbrLocation: 4401 Gulf of Mexico Dr. #102, Longboat KeybrbrBedding: 1 King, 2 Queens, Sleep SofabrbrView: Gulf ViewsbrbrMinimum Night Requirements: 2 MonthsbrbrAssociation Requirements: $100 Fee

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Sleeps

$442.99

/ Nightly

Condo

Beach Condo with Quiet, Private Beach

Longboat Key, Florida, United States

Relax with your loved ones at this quiet, 2-bedroom beachfront condo at the Beach Castle Resort on Longboat Key. This second-floor corner unit is a perfect beach vacation rental for couples or families, offering a chance to recharge, reconnect, and make new memories.brbrWake up to stunning Gulf of Mexico views from the primary bedroom and your private patio—the perfect spot for a morning coffee or an evening drink while you take in the amazing sunsets and listen to the waves. The home is comfortably furnished to accommodate your group:brbr1. Primary Bedroom: A relaxing sanctuary with a king-sized bed, a 55-inch smart TV, and direct patio access with water views. Complete with an attached en-suite bathroom.brbr2. Second Bedroom: Features two full-sized beds and a 50-inch Roku smart TV and an attached en-suite bathroombrbr3. Living Room: Unwind with a movie on the 58-inch 4K Roku smart TV. The space also includes a queen-sized sleeper sofa for additional guests.brbrParking: One assigned on-site parking space is included with your stay. If needed, limited off-site parking for one additional vehicle may be available by advance request for $25 per day. Please note that on-site parking is restricted to your assigned space only, and vehicles parked in unassigned spots may be subject to towing.brbrKey Amenities:br--Fully equipped kitchen with a blender for frozen drinks.br--Free in-building washer and dryer.br--High-speed fiber Wi-Fi and a dedicated workspace.br--Children`s books and toys to keep younger guests entertained.brbrThe secluded hideaway resort is wonderfully maintained and incredibly quiet and peaceful. The beaches on Longboat Key are just a few miles north of Siesta Key, consistently rated the top beach in the country. With the same water and sands as Siesta Key, Longboat Key is much less crowded, truly feeling like your own private slice of paradise. One of our absolute favorite things to do while here is sitting out on the beach after dark and stargazing! This quiet retreat offers a great escape from it all -- a chance to recharge your batteries, reconnect with loved ones and make new memories.brbrYour unit is wonderfully located on the northern part of Longboat Key, a very short walk to great restaurants, cafés and an ice cream shop. Bicycle rentals are also available to further explore everything the island has to offer. St Armands Circle is less than 9 miles to the south and is an exciting hub of waterfront locations, fine dining and shopping.brbrGuests will enjoy complete privacy and access to the entire condo via a smart lock. Your unique access code will be provided in your confirmation email and will activate at check-in.brbrAs our guest, you`ll have access to the full range of amenities at the unique Beach Castle Resort, which extends from the Gulf of Mexico to Sarasota Bay:brbr* Private Beach Access: Enjoy private beach access just steps from your door.br* Beach Gear: Complimentary beach chairs and umbrellas are provided for your use.br* Pool & Hot Tub: Take a dip in the heated community pool or unwind in the hot tub.br* Bay Access: Launch a kayak from the newly constructed pier on the bay or enjoy some great fishing. Two fishing poles are available for your use in the unit.brbr**Traveling with Children:** brWe provide a Pack `N Play with a mattress, a booster seat and bed rails. You just need to supply the sheets for the mattressbrbr**Liability Waiver:** brOur property offers wonderful opportunities for swimming, fishing, and enjoying the beach, dock, and pool. By agreeing to the House Rules, you acknowledge the inherent risks involved and accept full responsibility for any bodily injury. Children must be supervised at all times near water, as there are no lifeguards on duty. Diving from the dock is not allowed.brbr**Cancellation Policy:** brPlease be aware that our cancellation policy is firm. Environmental factors beyond our control (such as hurricanes or red tide) will not be grounds for a refund. We strongly recommend purchasing trip insurance. For additional flexibility, you may want to explore ‘Cancel for Any Reason’ (CFAR) coverage.brbrPlease Note: We provide a starter kit of essentials (soap, paper towels, toilet paper). As this is a self-service resort without daily housekeeping, guests are responsible for purchasing additional supplies for their stay. A Publix grocery store is conveniently located nearby.

2

Bed

2

Bath

6

Sleeps

$989.38

/ Nightly

Condo

Stunning 3 bedroom Gulf View Condo! Paradise awaits you!

Longboat Key, Florida, United States

Welcome to your luxurious Gulf-front retreat at En Provence! This stunning 3-bedroom, 3.5-bathroom condo offers 3400 square feet of Florida living at its finest. Enjoy breathtaking views of the Gulf of Mexico from your spacious wrap-around terrace, complete with a built-in gas grill for outdoor entertaining. Step inside to discover a gourmet kitchen with state-of-the-art appliances, granite counter tops, and a family gathering area. The open floor plan flows seamlessly into the living and dining areas, all with floor-to-ceiling windows overlooking the beach. With private terraces off each bedroom, marble floors, 10-foot ceilings, and a private elevator opening directly into your home, every detail exudes luxury. Plus, indulge in the convenience of a private enclosed two-car garage. Outside, lush tropical foliage surrounds the Gulf side pool and spa, offering the perfect setting for relaxation and enjoyment. Just minutes away, you'll find award-winning restaurants, shopping destinations like St Armands Circle, and recreational activities at The Longboat Key Club.brbrExperience the epitome of Gulf Coast living at En Provence. With access to communal pool & hot tub. Gated Community with access to a beautiful clubhouse. Book your stay today! brbrProperty requires 90 night minimum for all stays.brbrAll Guest and pet (dog) must be approved by the board. brbr

3

Bed

3

Bath

6

Sleeps

$339.54

/ Nightly

Condo

Beachfront Elegance-Gulf Views & Sunsets at Castillian #111N Condo by RVA

Longboat Key, Florida, United States

RVA offers Gulf front living in this two-bedroom, two-bath condominium on Longboat Key. Enjoy your private lanai, or take a walk on the pristine beaches.The Castillian community offers secure and enjoyable living with under-building parking, a heated community pool and hot tub, tennis courts, and secure access. Located on quiet Longboat Key, these units are just minutes away from St. Armand's Circle and downtown Sarasota where you will find unique dining, upscale shopping and lively entertainment. Available for monthly rental. brbrbrbrAccommodations: Two-bedroom, two-bathbrbrbrbrAmenities: Private Patio, Elevator, Community Hot Tub, Full-size Kitchen, Community Pool, Wireless Internet, Access, Tennis Courts, Washer/Dryer, GrillbrbrbrbrLocation: 4545 Gulf of Mexico Drive, Longboat KeybrbrbrbrBedding: 1 King, 2 TwinsbrbrbrbrView: Gulf Front ViewbrbrbrbrMinimum Night Requirements: 1 monthbrbrbrbrAssociation Requirements: $100 Fee + Application; 30-Day Approval Time

2

Bed

2

Bath

4

Sleeps

$282.08

/ Nightly

Condo

Beachview 2/2 condo on Longboat Key

Longboat Key, Florida, United States

Welcome to your Sunset Beach Retro Retreat by FVC, a fun, funky 2-bedroom, 2-bath condo on beautiful Longboat Key where coastal relaxation meets a splash of 80’s flair!brbrStep inside and you’ll immediately feel the personality, this is not your typical neutral beach rental. With bold colors, playful décor, and nostalgic touches throughout, this condo delivers a unique, feel-good vibe while still offering all the comfort you need for a perfect getaway.brbrThe spacious layout includes a primary bedroom with a king bed for ultimate comfort and a guest bedroom with a queen bed, making it ideal for couples, families, or a friends’ escape. Two full bathrooms provide plenty of space for everyone to get ready with ease.brbrOne of the standout features is the large private patio, offering beautiful views of the pool, beach, and the Gulf, the perfect spot for morning coffee or sunset cocktails. Even better, you’ll enjoy direct walk-down access, making it incredibly easy to go from your patio to the pool deck or straight onto the sand in just moments.brbrJust steps from the shoreline, you can spend your days soaking up the sun, strolling for seashells, or unwinding to the sound of the waves. And when evening rolls around, you’ll have a front-row seat to Longboat Key’s famous Gulf Coast sunsets, truly unforgettable.brbrBack inside, enjoy a light and bright living space full of retro charm, along with a fully equipped kitchen perfect for everything from casual meals to entertaining.brbrIf you’re looking for a stay that’s relaxed, memorable, and full of character, this is it.brProfessionally managed by Florida Vacation Connection, ensuring a seamless, high-quality experience from booking to checkout.brbrCome experience a little retro magic by the beach, your Longboat Key escape awaits.

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Sleeps

$311.51

/ Nightly

Condo

Long Boat Key Vacation Home

Longboat Key, Florida, United States

This is a two bedroom, two bathroom open layout condo with an ally kitchen and views of both the gulf and the bay. The condo is equipped with a full kitchen, washer and dryer and two balconies. The building has a private beach, pool and tennis/ pickle ball court.

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Sleeps

$387.67

/ Nightly

Condo

Sunset and Beach view unit 402

Longboat Key, Florida, United States

There are no ratings and reviews because this is my new property. However, I am a Premier Host with a 5-star rating and excellent reviews, which can be checked here: www.vrbo.com/4425713 for reference.brbrPlease note: Cancellations are subject to a 4% credit card transaction charge.brbrA luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into this fabulous unit. br This unit has been completely renovated. The best 1 bed/1 bath in Longboat Key for a great price. brWhile the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in.brTravel Insurance Recommendation:brWe strongly recommend purchasing travel insurance to protect against unexpected disruptions, including medical emergencies, flight cancellations, severe weather, and other unforeseen events. For a small daily cost, travel insurance offers peace of mind and financial security.

1

Bed

1

Bath

6

Sleeps

Select Dates for Price

Condo

Arbomar 802 2/2 LBK Condo by FVC

Longboat Key, Florida, United States

Arbomar 802 – Longboat KeybrbrDirect Gulf-Front | Newly Renovated 2-Bedroom CondobrbrWelcome to Arbomar 802, an eighth-floor, direct beachfront condominium offering breathtaking, unobstructed views of the Gulf of Mexico. Currently undergoing a complete renovation, this two-bedroom, two-bath residence will soon unveil a fresh, coastal-modern design perfect for your next Longboat Key getaway.brbrThe open living area will feature all-new furnishings, flooring, and finishes, creating a bright and inviting space to relax and unwind. Large sliding glass doors open to a private balcony overlooking the beach, where you can take in endless sunsets and the soothing sound of the waves.brbrThe primary suite offers a comfortable king bed and en-suite bath, while the guest bedroom includes two twin beds and a second full bath, ideal for family or friends traveling together.brbrLocated Mid-Key, Arbomar places you close to the best of Longboat Key, just minutes from the island’s shops and dining, and a short drive to St. Armands Circle and downtown Sarasota.brbrGuests of Arbomar enjoy a heated beachfront pool, private beach access, a fitness center, and a welcoming community atmosphere.brbrPhotos coming soon!brBe among the first to stay in this beautifully updated Gulf-front retreat, professionally managed by Florida Vacation Connection

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Bath

Sleeps

$447.15

/ Nightly

Condo

2/2 GULF SIDE APARTMENT, DISCOUNT NIGHTS IN APRIL AND MAY. GULF & BAY VIEWS.

Longboat Key, Florida, United States

Sand Cay resort is using the industries best practices and guidelines to ensure that all CDC sanitizing guidelines are carried out completely. Moving forward we will use only a EPA-registered product, qualified for use against against SARS-CoV-2, the novel coronavirus that causes COVID-19. br. We are centrally located on beautiful Longboat Key, next to the new Zota hotel with it's great restaurants and bars. Our resort has an immaculate white sandy beach, heated pool, shuffleboard, basketball and full tennis/pickle ball court. We have a free laundry room next to the pool, a large barbecue area and an elevator. Our remodeled unit features a fully equipped kitchen with stainless steel appliances, living room with a 52 inch smart HDTV, HDTV in each bedroom and a dining room that seats six. We have a king bed in the master bedroom, two twin beds in the second bedroom and a queen size sleeper sofa in the living room. The private balcony has seating for four with views of the garden, pool and Gulf.

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Sleeps

$388.53

/ Nightly

Condo

Sunset and beach view from your balcony Unit 403

Longboat Key, Florida, United States

A luxurious beachfront experience awaits you on the beautiful white sands and emerald waters of the Gulf of Mexico when you check into this fabulous, completely renovated unit. This is one of the best one-bedroom, one-bath condos on Longboat Key, offering exceptional value.brbrThe breathtaking Gulf views from the private balcony set the stage, while the interior has been thoughtfully redesigned to bring the outdoors in, creating a seamless blend of coastal beauty and modern comfort.brbrThe condo features all-new furniture, bedding, appliances, dishes, and glassware, along with new outdoor furniture—everything you need to relax and truly enjoy your holiday.brbrOur on-site condo office with friendly staff is available to assist you with all of your needs throughout your stay.brbrPlease note: Cancellations are subject to a 4% credit card transaction charge.brbrAbout Longboat Key:brLongboat Key, Florida is known for its luxurious beachfront estates, lush tropical landscapes, and miles of gleaming white-sand beaches. With limited public access, the island offers an unmistakable sense of exclusivity and quiet, uncrowded beaches, perfect for those seeking a peaceful escape.brbrThis one-bedroom condo on the fourth floor features a private balcony, ideal for enjoying the sound of rolling waves and some of the most spectacular sunsets on Longboat Key. Located in the Tower overlooking the Gulf of Mexico, the unit is bright, spacious, and inviting.brbrThe bedroom offers two new queen beds, while the living room includes a full-size sleeper sofa and a twin sleeper, comfortably accommodating your group. The condo also includes a fully equipped kitchen, dining area, cable TV, and a living room with sliding glass doors and a screen.brbrWith convenient elevator access, you are just steps away from the heated pool, pristine beach, and community amenities.brTravel Insurance Recommendation:brWe strongly recommend purchasing travel insurance to protect against unexpected disruptions, including medical emergencies, flight cancellations, severe weather, and other unforeseen events. For a small daily cost, travel insurance offers peace of mind and financial security.

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Sleeps

$346.93

/ Nightly

Private Vacation Home

Experience Coastal Vibes and Serenity - Your Ultimate Longboat Key Retreat!

Longboat Key, Florida, United States

Discover Paradise at Blue Heron House - Your Perfect Longboat Key Vacation RentalbrbrWelcome to Blue Heron House by RVA, a premier vacation rental property nestled in the exclusive Emerald Harbor community on the northern end of Longboat Key. This spacious three-bedroom, two-bathroom house with an additional office offers the perfect blend of comfort and luxury for your next beach getaway.brbrPrime Location & Community Amenities:br• Located just two blocks from serene community beach access across Gulf of Mexico Drive, enjoy sun-kissed days on the pristine beaches of Longboat Key.br• Experience tranquil canal views right from your doorstep, perfect for a peaceful retreat.brbrSpacious & Comfortable Living:br• The open-concept living room, dining area, and fully equipped kitchen provide a home-like atmosphere, ideal for relaxation and entertainment.br• A large master bedroom features a master bathroom, walk-in closet, and a private office space, perfect for remote work or quiet reading.br• Two additional guest bedrooms and a family room offer ample space for family and friends.brbrModern Features & Outdoor Living:br• Recently installed beautiful new floors in 2024 enhance the modern aesthetic of the home.br• Enjoy your private pool and expansive outdoor dining area, perfect for entertaining or unwinding in the Florida sun.br• Two kayaks are available for guests to explore the stunning native waters of Longboat Key.brbrAdditional Features:br• The dock area at the rear of the house provides a perfect spot for fishing and taking in the picturesque scenery, where you might even spot dolphins or manatees. (Please be aware that the boat dock and boat are not available for guest use).br• Stay connected with complimentary Wi-Fi Internet access throughout the property.brbrPet-Friendly & Convenient:br• Blue Heron House is pet-friendly, allowing a maximum of two pets under 35 lbs. each, with a non-refundable pet deposit of $25 per day.brbrAccommodations:br• Bedding includes two King beds and two Twin beds (the guest room King bed can be converted into two Twins upon request).br• Amenities include a private patio, deeded beach access, washer/dryer, driveway parking, and a quiet neighborhood setting.brbrBooking Information:br• Location: 731 Old Compass Road, Longboat Keybr• Minimum night requirements and additional charges for electric and pool heating may apply; please contact our local offices for details.brbrEscape to the beautiful Blue Heron House, where luxury meets the serene beauty of Longboat Key. brbrBook now for an unforgettable vacation experience!

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Sleeps

$352.02

/ Nightly

Condo

LBK Dreamin' Beach Bungalow

Longboat Key, Florida, United States

Highlights/Resort Style Amenities:br - 5 minute walk to beautiful white sand beach and numerous restaurantsbr - On-site Tennis Center with 10 soft-clay (Har-Tru) tennis courts, pickleball courts, pro shop, lessons, clinics, and tournamentsbr - Fitness center open 24/7, with modern equipment and secure key-card access (inside the tennis center)br - Heated junior-Olympic swimming pool with complimentary chaise lounges and a seasonal Tiki Bar and poolside restaurant (Hugo II)br - Beach gear (chairs, umbrella, towel, kids toys, wagon)br - Pet Friendly (furry friends must be registered and a non-refundable pet cleaning fee is required)brbrParadise awaits in this beautifully situated 66-acre, landscaped village surrounded by lush grounds and winding nature boardwalks through mangroves. Nature lovers will enjoy the bayside location with community fishing pier, kayak launch, and boardwalks leading to Sarasota Bay. brbrThe 2 bedroom/2.5 bath condo includes a fully-equipped kitchen, spacious living/dining areas, screened lanai, private one-car garage, and roomy floor plan, all directly in the heart of Longboat Key. Conveniently located near Sarasota, situated right on Gulf of Mexico Dr., you'll be just a short walk to the crystal waters of Longboat Key Beach or just a short drive to several other area beaches. There is also bay access on the rear of the property where you will find a small private beach area and fishing dock. Private pool, with pool-side restaurant Hugo II. brbrPlenty of other local dining options are within walking distance including Lo Key Island Grill, Harry's Continental Kitchen, Euphemia Hay and the Centre Shops where you'll find Lazy Lobster, La Norma, Blue Dolphin Cafe, Tyler's Ice Cream and more. Publix is 4 miles south on Gulf Drive and St. Armands Circle is 15 minutes away for many more dining and shopping options. brbrRoom Detail:br - Bedroom 1: 1 Kingbr - Bedroom 2: 2 Twinbr - Living Room: 1 Queen Tempur-Pedic Cabinet Murphy Bed (Under the TV)

2

Bed

2

Bath

8

Sleeps

$279.87

/ Nightly

Private Vacation Home

Completely Refurbished - Gorgeous Beachside Condo/Townhome on Longboat Key Beach

Longboat Key, Florida, United States

Experience the intimacy and warmth of northern Longboat Key at Club Longboat Beach and Tennis Resort. This 3-bedroom/ 2.5 bathroom condo is located on 750 ft of pristine beach with private decks facing the Gulf and is ideal for a relaxing getaway. Imagine spending your days lounging by the community pool, enjoying a game of tennis, or sipping margaritas during an unforgettable Gulf sunset.brbrClub Longboat Beach and Tennis Resort has been a long-time iconic gem on Longboat Key. From a beautiful Gulf front beach, to 8 Har-Tru tennis courts, pickleball, 2 pools, hot tub, clubhouse, and social activities, it’s all here to enjoy. Club Longboat is situated in close proximity to St. Armands Circle and the City of Sarasota, a well-known center for Arts and Culture including the Asolo Theater, Van Wezel Performing Arts Center, and Ringling Museum.brbrThis is a very unique Condo/Townhome located in the beautiful Club Longboat Beach and Tennis Club. Only unit like this in the Longboat club! It is two floors Townhome, first floor having 2 living areas, dining room, kitchen, laundry, powder bath, and a sitting area, office next to dining area. Four Balcones off of each living area.brSecond floor has three very spacious bedrooms with balconies, powder bath, Master BathbrbrSpacious 3 bedrooms/2.5 bath unit with two patios adjoin two living rooms, dining room and magnificent master bedroom with walk out patio with short walk to beach, tennis or pool. What is great about this community is you do not have to drag chairs and umbrellas to the beach. They are set up for guests daily. In-unit washer/dryer. Five Flat screen cable TVs with FREE WiFi.br brClub Longboat offers an active lifestyle that includes eight Har-Tru Tennis Courts (some lighted for Night play), two heated swimming pools and spa, sauna/whirlpool/locker rooms, clubhouse, exercise facility, Lending library, On-site management, Tennis Pro and covered under-building parking. Residents and guests gather twice weekly to enjoy appetizers, drinks and stimulating conversation, something truly unique in any Longboat Key community.br brbrTwo heated swimming pools and spa, sauna/whirlpool/locker rooms, clubhouse, exercise facility, Lending library, On-site management, Tennis Pro and covered under-building parking. Residents and guests gather twice weekly to enjoy appetizers, drinks and stimulating conversation, something truly unique in any Longboat Key community.brbrConvenient to fine dining or casual restaurants and cafes, eclectic shopping and within walking distance of bayside parks. Over 10 miles of beaches or sidewalks with designated bicycle lanes running end-to-end on the island. Short drive to St. Armand's circle with world-class shopping and dining as well as downtown Sarasota with a variety of cultural events and excellent restaurants.brbrRates shown are base rents that include utilities. Additional fees include departure cleaning fees, sales/resort taxes and association application fees if applicable. $120.00. Note that rates are subject to change without notice and reservations are not guaranteed until initial reservation deposit is received.

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$295.62

/ Nightly

Condo

Beachplace 6-205 by FVC

Longboat Key, Florida, United States

Beachplace 3-Bedroom Condo – Longboat Key brbrWelcome to your perfect Florida retreat at Beachplace on Longboat Key! Professionally managed by Florida Vacation Connection, this beautifully appointed 3-bedroom, 2-bathroom condo offers a spacious and stylish escape with everything you need for a relaxing stay. brbrThe primary suite features a queen bed, an en-suite bathroom, and direct access to the patio, allowing you to wake up to refreshing sea breezes. The guest bedroom is outfitted with two twin beds, perfect for family or friends. Need additional space The office includes a pullout sofa, a dedicated workspace, and a private balcony, making it ideal for both work and relaxation. brbrDesigned with comfort in mind, this condo is tastefully decorated and boasts a piano, providing a charming touch for music lovers. Enjoy the convenience of in-unit laundry, making extended stays a breeze. brbrAs part of the Beachplace Association, you’ll have access to top-tier amenities, including: br✅ Gulf-front heated pool & spa br✅ Fitness center br✅ Tennis & pickleball courts br✅ Clubhouse & social activities br✅ Private beach access with lounge chairs br✅ Gated community with 24-hour security brbrLocated on the pristine shores of Longboat Key, this condo is the perfect destination for a luxurious coastal getaway. Book your stay today!brbrLBK RRR-01264.2025

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$308.77

/ Nightly

Condo

Updated 2B/2B with a beautiful view of the bay right from the patio!

Longboat Key, Florida, United States

Enjoy all Longboat Key has to offer from Harbor Villa Club! Beautifully updated 2/2 directly on the bay! Gorgeous views off the patio and from the master bedroom suite. Relax at the condo or stroll to the Gulf side and enjoy the powder white sand on the beach! Close proximity traveling south to St. Armands circle, Mote marine and fabulous restaurants or travel north and visit Anna Maria Island!brbrbr• Carefree check-in, go straight to your unit no office visit required.br• Fully Equipped Kitchen including microwave, stove, dishwasher, fridge, and coffee maker.br• Comfortable living room area w/ a large flat screen TV.br• Washer and Dryer Conveniently located in unit.br• Master bedroom including a king size bed with brand new Tempur-pedic mattress , flat screen TV, walk in shower, walk in closet, and beautiful view of the bay!br• Spacious guest bedroom br• Large Patio overlooking the bay with outdoor seating and a table.brHarbor Villa Club amenitiesbr• Poolbr• Hot Tubbr• Tennis Courtbr• Boat Slips (Rented Separately)br• Covered Parkingbr• ElevatorsbrbrThe Harbour Villa’s are just a 3-minute drive to the north end of the key home to the historic Longbeach Village, known in its earlier days as a transient fishing village. While taking a stroll through this neighborhood your likely to see peacocks on roofs or resting in someone’s yard. It is also a great place for dinner with a view, with options for waterfront restaurants such as the rustic Mar Vista or the more modern Shore. The north end of the key also holds a hidden gem known as Beer Can Island. Erosion has uprooted many of the Australian pines trees here giving it a deserted island feel, a great place worth exploring. 3 minutes in the other direction will put you at Harry’s your local corner store since 1979. Harry’s also has both a deli and an upscale restaurant behind the store, so you have options for whatever you’re in the mood for. Looking to go for a hike Joan M. Durante Community Park is a 3-minute drive south and has excellent walking trails through the mangroves with portions that overlook the bay. There is a lot of wildlife to see here and a small park out front for children. Mote Marine Laboratory & Aquarium is also a great place to visit if you are interested in marine life. There are many actives to enjoy on the key as well such and Paddle boarding, Kayaking, and golf. Longboat Key charters offers sightseeing/ecotours, fishing, and sunset tours. The south end of longboat meets At. Armand’s Circle which has a great mix of restaurants, bars, and unique shops. The north end of the island runs into Anna Maria Island which is a hub of entertainment as well.

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$231.37

/ Nightly

Condo

LONGBOAT KEY BEAUTY! This 2/2 unit offers stunning views of the bay! Call today to book your fall vacation!

Longboat Key, Florida, United States

• Carefree check-in, go straight to your unit no office visit required.br• Fully Equipped Kitchen including microwave, stove, dishwasher, fridge, and coffee maker.br• Comfortable living room with bay viewsbr• Washer and Dryer Conveniently located in unit.br• Master bedroom with a king size bed, flat screen TV, walk in shower, walk in closet, and beautiful view of the bay!br• Spacious guest bedroom with king size bedbr• Large Patio overlooking the bay with outdoor seating with corner unit views and serenitybrbrHarbor Villa Club amenitiesbr• Poolbr• Hot Tubbr• Tennis Courtbr• Boat Slips (Rented Separately)br• Covered Parkingbr• ElevatorsbrThe Harbour Villa’s are just a 3-minute drive to the north end of the key home to the historic Longbeach Village, known in its earlier days as a transient fishing village. While taking a stroll through this neighborhood your likely to see peacocks on roofs or resting in someone’s yard. It is also a great place for dinner with a view, with options for waterfront restaurants such as the rustic Mar Vista or the more modern Shore. The north end of the key also holds a hidden gem known as Beer Can Island. Erosion has uprooted many of the Australian pines trees here giving it a deserted island feel, a great place worth exploring. 3 minutes in the other direction will put you at Harry’s your local corner store since 1979. Harry’s also has both a deli and an upscale restaurant behind the store, so you have options for whatever you’re in the mood for. Looking to go for a hike Joan M. Durante Community Park is a 3-minute drive south and has excellent walking trails through the mangroves with portions that overlook the bay. There is a lot of wildlife to see here and a small park out front for children. Mote Marine Laboratory & Aquarium is also a great place to visit if you are interested in marine life. There are many actives to enjoy on the key as well such and Paddle boarding, Kayaking, and golf. Longboat Key charters offers sightseeing/ecotours, fishing, and sunset tours. The south end of longboat meets At. Armand’s Circle which has a great mix of restaurants, bars, and unique shops. The north end of the island runs into Anna Maria Island which is a hub of entertainment as well.

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4

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