Home 34228, Florida, United States Vacation Rental Homes By Owner - Page 21

Showing 420 Of 722 Vacation Rentals
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$368.88

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Private Vacation Home

Gorgeous 2 bedroom, 3 level townhouse on bay, next to beach, mid Longboat Key

Longboat Key, Florida, United States

Kick back in this calm stylish place. In Cedars East across from the beach and on the bay, on Longboat Key, simply in paradise. Sleeps 6 - california king master & double bed, Full kitchen, laundry. Lanai overlooking trees and boardwalk. Simply chill out relax, and watch the west coast sunset. Perfectly placed - mInutes drive from cocquina beach, Holmes Beach (nightlife) and St Armands Circle. Pets allowed.. RRR-00819.2023
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$216.71

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Condo

Enjoy the best of both beach and bay! 2 Bedroom, 2 Bathroom waterfront condo.

Longboat Key, Florida, United States

Nestled in Longboat Key, this delightful condo boasts 2 bedrooms - one with a king bed, the other with two full beds and a pull out trundle bed. The primary bathroom has double sinks, shower and laundry closet. The second bathroom features a bathtub, shower, and hair dryer for your convenience. With an open plan, living room and a sofa bed, this gorgeous property offers a phenomenal stay for up to 8 guests. We look forward to welcoming you to our place. **Minimum 60 day stay and guest will also need to provide a complete application with application fee and executed lease for association approval. **
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$426.45

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Private Vacation Home

The Village Bungalow of Long Beach in Longboat Key

Longboat Key, Florida, United States

Consider this duplex-bungalow your home away from home while you visit Longboat Key. The duplex-bungalow set up offers interior access to both sides for an adjoining floor-plan concept and/or closed-door privacy options while still under the same roof. This terrific property features 3 queen beds, ensuring a comfortable stay for all guests. With 2 full kitchens and additional living room spaces equipped with cozy sofa beds, there's plenty of room to relax and unwind. AC, WiFi, POOL, WASHER & DRYER and other essential amenities include steps away to beach/bay access and quick walk to several restaurants (Mar-Vista, Shore, Whitney’s). It's easy to see why you'll come back to our place year after year.
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$259.23

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Beachplace 4 - 505 (3BR) by FGC

Longboat Key, Florida, United States

Beautiful beachfront unit on the 5th floor with lake view and partial Gulf. Beautifully appointed 3 bedroom, 2 bath unit with a real feel of home. King Bed in Master, Queen Bed in 2nd Bedroom and 2 twins in 3rd bedroom.brbrRRR-00586.2023brbrCome stay a month or more!brThe well-maintained and gorgeous grounds include the following amenities:br • 24 hour manned guard gate.br • Private beach access with chairs and umbrellas includedbr • Wi-Fi and Cable TVbr • Lighted tennis courtsbr • Heated pool and hot tubbr • Two state of the art fitness centersbr • Air conditioned clubhousebr • BBQ gas grills by the pool.brbrYou are just moments from St Armand's Circle with all its top shopping and dining options. Easy access to the areas arts and cultural activities and moments from Sarasota Airport.
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$360.52

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Beachplace 3 - 503 by FGC

Longboat Key, Florida, United States

Beautiful beachfront unit on the 5th floor with pool view and partial Gulf. Beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades.brbrThe well-maintained and gorgeous grounds include the following amenities:br • 24 hour manned guard gate.br • Private beach access with chairs and umbrellas includedbr • Wi-Fibr • Lighted tennis courtsbr • Heated pool and hot tubbr • Two state of the art fitness centersbr • Air conditioned clubhousebr • BBQ gas grills by the pool.brbrNew windows/doors installed in condo ( not yet in pictures).brbrThis rental is managed by FGC - Florida Gulf Coast Vacation Rentals
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$340.81

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The Pierre 507 by FGC

Longboat Key, Florida, United States

2 bedroom + Den and 3 bathrooms with views of the Beach of Longboat Key. Prestigious entrance to the Pierre through the lobby with a concierge doorman to great your guests as they arrive to visit. This unit offers 2 balconies to relax on and enjoy the view of the sunset or calm waters of the Gulf of Mexico. Beautifully appointed kitchen and living areas complement the modern features of the condo. You will feel right at home staying at the Pierre.
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$285.22

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Full Beach View 2 Bedroom Condo

Longboat Key, Florida, United States

**brbrWelcome to our beachfront Longboat Key condo!brbrIf you’re looking for a special two-bedroom, two-bathroom retreat with beautiful waterfront gulf and sunset views, white sandy beach, palm trees and resort style community pool, this may be the place for you! We invite you to look at our photos of Beachplace 8-204 and see for yourself.brbrBy the way, the unit is located on thirty-one beautifully landscaped acres on the second floor of Building 8 at Beachplace. The condo’s second floor location feels intimate to the gulf and beach. And the pool and lush grounds provide added attractions. Two parking spaces (one covered and one outside) are also available for use.brbr.The well-maintained and gorgeous grounds include the following amenities:br • 24 hour manned guard gate.br • Private beach access with chairs and umbrellas includedbr • Wi-Fibr • Lighted tennis courtsbr • Heated pool and hot tubbr • Two state of the art fitness centersbr • Air conditioned clubhousebr • BBQ gas grills by the pool.
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$277.96

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Condo

Sunset Starfish #22- Condo by RVA

Longboat Key, Florida, United States

Sunset Starfish at 7125 Gulf of Mexico Dr. #22brbrWelcome to Sunset Starfish, your peaceful coastal retreat on beautiful Longboat Key. Perfectly positioned just steps from the sugar-white sands and turquoise waters of the Gulf, this inviting getaway offers the ideal blend of relaxation, comfort, and classic Florida charm.brbrInside, guests will find a bright and airy space designed for effortless beachside living, with comfortable furnishings, coastal-inspired décor, and plenty of natural light. Whether you’re enjoying your morning coffee before a beach walk, unwinding after a day in the sun, or gathering for sunset cocktails, Sunset Starfish creates the perfect backdrop for a memorable island escape.brbrGuests will love the easy access to the beach, nearby dining, boutique shopping, and the laid-back atmosphere that makes Longboat Key one of Florida’s most sought-after destinations. Spend your days lounging by the water, exploring nearby attractions, or simply soaking in the breathtaking Gulf sunsets that inspired the name.brbrIdeal for couples, families, or a relaxing seasonal getaway, Sunset Starfish offers everything you need for a serene and unforgettable stay on the Gulf Coast.brbrHighlights:brSteps from the Gulf beachesbrPrime Longboat Key locationbrElegant coastal interiorsbrPrivate outdoor space to relax and unwindbrClose to local dining, shopping, and attractionsbrPerfect for beach vacations and extended staysbrbrCome experience the beauty, tranquility, and unforgettable sunsets of Longboat Key at Sunset Starfish.brbrAccommodations: 2 Bedroom, 2 BathroombrbrLocation: 7125 Gulf of Mexico Dr. #22, Longboat Key FL 34228brbrBedding: 1 King, 2 Doubles (Bunk-Style)brbrView: Gulf ViewbrbrMinimum Requirements: 30 daysbrbrAssociation Requirements (Non-Refundable):br$125 + Application to Longbeach Condo Association br$25 Check made payable to Lighthouse Property Managementbrbr**Unit is for sale and may require showings with 24-Hour advance notice**
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$746.18

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Private Vacation Home

Canal Front Home - 8 min walk to beach. RRR-00953.2023

Longboat Key, Florida, United States

Completely remodeled in 2022 this canal front with pool home is located on the beautiful Island of Longboat Key. Pull your boat up to the house with canal front access. Minutes from fine dining, Anna Maria, downtown Sarasota and Saint Armands Key.
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$191.67

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Condo

2 Bedroom townhome Seaplace by FGC

Longboat Key, Florida, United States

This home located in the sought after Seaplace community has a very personal feel to it and the beach is steps away from the building. brStunning 2-story, 2-bedroom/2.5 bath “townhouse-layout” condominium on the 2nd floor in SEAPLACE, one of Longboat Key's most desirable and beautiful communities. Located steps from the beach in the highly sought-after direct Gulf-front G1 building, this bright, contemporary, and spacious home was beautifully renovated in 2019 for easy, sophisticated living. Designer furnished, it features a light filled great room, coveted powder room on the lower level, screened terrace overlooking the lush tropical garden; plus 2 en-suite bedrooms with full baths. Now has a king bed in primary bedroom, king bed in second bedroom and a pullout sleeper sofa in the living room.Renovations include new wood plank flooring downstairs; new flat woven carpeting upstairs; new slate ceramic tile flooring in the lanai; new kitchen cabinetry; new quartz countertops; new stainless appliances; new front-load stacked washer/dryer; new recessed lighting throughout; new central air; newly renovated baths; fresh interior paint; new ceiling fans; new wood interior doors, trim, and baseboards; new master closet system; and much more. brCondo has a Peloton for your use. brSeaplace offers resort living with a lengthy list of activities and amenities that include 2 large pools and hot tubs; a kiddie pool; 3 har-tru tennis courts; a recently renovated Gulf-front clubhouse; a fitness center; library; gas grills; a one-mile paved walking path surrounding the lush 42-acre property, and a gatehouse with 24-hour security. Located near St. Armand's Circle, downtown Sarasota, Publix, CVS, and The newly opened St. Regis Resort and Residences, you’ll be close to world-class restaurants, hotels, entertainment, arts, culture, and shopping. Unit comes with one uncovered assigned parking space (#19). Rent your piece of paradise today.
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$224.92

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Partial Beach View 2 Bedroom Condo

Longboat Key, Florida, United States

Beautiful unit on the 3rd floor with pool view and partial Gulf. Beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades. Very popular unit.brbrCome stay a month or more!brThe well-maintained and gorgeous grounds include the following amenities:br • 24 hour manned guard gate.br • Private beach access with chairs and umbrellas includedbr • Wi-Fi and Cable TVbr • Lighted tennis courtsbr • Heated pool and hot tubbr • Two state of the art fitness centersbr • Air conditioned clubhousebr • BBQ gas grills by the pool.brbrYou are just moments from St Armand's Circle with all its top shopping and dining options. Easy access to the areas arts and cultural activities and moments from Sarasota Airport.
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$262.62

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Condo

Beachplace 3 - 302 by FGC

Longboat Key, Florida, United States

Exquisite beach and Gulf view unit on the 3rd floor of building 3. Beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades. New owner has upgraded unit including tiling, furniture replacement, painting, new kitchen appliances, new linen, TV's and more. This condo also has new windows and doors. This is a new and bright condo ready for your beach adventure. Condo is located in the Gated Beachplace complex with pre-set chairs and umbrellas on the beach and a very amenity rich environment.brThis unit has two parking spaces. One covered and one outside, brbrCome stay a month or more!brThe well-maintained and gorgeous grounds include the following amenities:br • 24 hour manned guard gate.br • Private beach access with chairs and umbrellas includedbr • Wi-Fi and Cable TVbr • Lighted tennis courtsbr • Heated pool and hot tubbr • Two state of the art fitness centersbr • Air conditioned clubhousebr • BBQ gas grills by the pool.brbrYou are just moments from St Armand's Circle with all its top shopping and dining options. Easy access to the areas arts and cultural activities and moments from Sarasota Airport.
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$401.91

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Condo

5 Steps to the Beach!!! Modern 1-bedroom condo in brilliant Longboat Key w/ pool

Longboat Key, Florida, United States

Newly renovated (November 2025) modern first-floor condo literally five steps away from the sand, walking outside from the lanai.brbrOne bedroom /One bath brKing bed in PrimarybrQueen sleeper sofa in the living roombrbrKey code entrance brFree parkingbrHeated Swimming pool on sitebrFree Beach loungers on the beach brPaid laundry machines on site brMid Island next to everything brWiFi, cable, free parkingbrUsually 7-night minimum brbrBring your toothbrush and bathing suite and prepare to unwind and relax!!!!
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$230.37

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Villa

Beach Villa on Longboat Key

Longboat Key, Florida, United States

Your home away from home in Longboat Key with 2 bedrooms. This adorable villa features 1 king bed and 1 queen bed, perfect for a cozy stay. Convenient bathtub and shower in the 2 bathrooms. With AC to keep you cool, this charming retreat is ideal for guests looking for a relaxing getaway. We look forward to hosting you at our place.
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$401.39

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Oceanfront Condo with panoramic Gulf Views, Pool, Hot Tub and Fitness Center

Longboat Key, Florida, United States

The Privateer – Gulf-Front Luxury with Panoramic Ocean Views and Resort-Style AmenitiesbrbrWelcome to The Privateer, one of Longboat Key’s most coveted beachfront communities. Perched on the 10th floor, this stunning coastal retreat invites you to experience refined seaside living with unobstructed, panoramic views of the Gulf of Mexico. From the moment you enter, natural light fills the open interior, leading you to two private balconies that offer a front-row seat to mesmerizing sunsets, gentle sea breezes, and the soothing rhythm of waves along the shore.brbrThis fully furnished residence was designed for comfort, style, and relaxation — the perfect setting for a luxurious seasonal escape or extended coastal retreat. Every detail has been curated to blend modern elegance with the relaxed charm of the island, making it easy to settle in and feel right at home.brbrElegant InteriorsbrbrThe spacious floor plan offers a seamless flow between the living, dining, and kitchen areas, creating a serene environment for entertaining guests or enjoying quiet evenings by the Gulf.brThe well-appointed kitchen comes fully equipped with everything you need for home-cooked meals, while the comfortable bedrooms and thoughtfully selected furnishings reflect a refined coastal aesthetic. Each room captures stunning natural light and tranquil water views, ensuring that every moment indoors feels as inspiring as the view outside.brbrWorld-Class AmenitiesbrbrLife at The Privateer feels like a private resort experience. Guests enjoy access to an exceptional collection of amenities, including:brbrA heated beachfront pool and jacuzzi overlooking the GulfbrbrPrivate beach access with complimentary chairs and umbrellasbrbrA fully equipped fitness centerbrbrTennis courts and beautifully maintained groundsbrbrOutdoor grilling areas and shaded dining spacesbrbrElegant social and lounge areas perfect for gatherings or sunset cocktailsbrbrEvery day here offers the opportunity to unwind, rejuvenate, and embrace the effortless beauty of coastal living.brbrPrime Longboat Key LocationbrbrLocated on the southern end of Longboat Key, The Privateer combines the tranquility of a gated beachfront community with convenient access to the best the area has to offer. Explore the boutiques, fine dining, and art galleries of St. Armands Circle, or spend an afternoon discovering downtown Sarasota’s cultural attractions, just a short drive away. Whether you’re looking for quiet days on the sand or evenings out on the town, everything you need is within easy reach.brbrExperience Longboat Key LivingbrbrWake up to the sound of the ocean, spend your days soaking in the Florida sun, and unwind each evening with unforgettable Gulf-front sunsets. At The Privateer, every detail is designed to elevate your stay — offering luxury, comfort, and the timeless beauty of the Gulf of Mexico.brbrA 3D walkthrough is available for a closer look at this exceptional property.
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$295.69

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Condo

Ground floor 2/2! Glass Lanai! Sleeps 5!

Longboat Key, Florida, United States

Enjoy all Longboat Key has to offer from Harbor Villa Club! Beautiful 2/2 directly on the bay! Gorgeous views off the patio and from the master bedroom suite. Ground floor with front and back access! Pool is 30 feet away, so easy access yet still private! 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 mattress , flat screen TV, walk in shower, walk in closet, and beautiful view of the bay!br• Spacious guest bedroom with a QUEEN BED. Lanai has a single size sleeper perfect for a small person. br• Large Patio overlooking the bay with outdoor seating and a table, pool access is just 30 feet away! 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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Exceptional(1)

$299.44

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Condo

Longboat Key Beachfront Resort with Tennis by The Bay & Key Collection

Longboat Key, Florida, United States

Enjoy a newly remodeled beachside vacation rental condo featuring 3 bedrooms and 2 bathrooms, just steps from the sandy beach. Experience a vibrant community with amenities like pickleball and tennis courts, communal pools, and private beach access for the ultimate coastal getaway!brbrIf you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team and we will be happy to assist you.brbrThe Bay and Key Collection offer a wide range of services including:br- An any day arrival policy and length of stay requirements starting at just 7-nights.br- We have a professional property manager and maintenance systems meaning you'll experience the service you deserve.br- Professional housekeeping pre-stay and during stay if requested. br- 'Preferred Vendors' meaning you can trust the company you use for rentals.brbrAll properties listed with The Bay and Key Collection benefit from an interactive 'Guide Book' which will be sent ahead of arrival and will include the house manual, check in instructions, preferred vendors and unique information about the home.brbrWith its prime location in a private community, you'll enjoy peace and privacy during your stay, while still being just a short distance from local amenities with plenty of grocery stores, attractions, and beautiful beaches. Whether you're seeking relaxation, adventure, or a bit of both, this vacation rental is the perfect home base for your next getaway. brbrIf you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team and we will be happy to assist you. brbrThe Bay and Key Collection offer a wide range of services including: br- An any day arrival policy and length of stay requirements starting at just 7-nights.br- We have a professional property manager and maintenance systems meaning you’ll experience the service you deserve.br- Professional housekeeping pre-stay and during stay if requested. br- 'Guide Books' allowing you to be able to add experiences to your itinerary and see some of our recommendations. br- 'Preferred Vendors' meaning you can trust the company you use for rentals.brbrAll properties listed with The Bay and Key Collection benefit from an interactive 'Guide Book' which will be sent ahead of arrival and will include the house manual, check in instructions, preferred vendors and unique information about the home.brbrExperience the coastal lifestyle this ground floor, end unit, 3 bedroom, 2 bathroom condo offers. It was completely remodeled in the fall of 2023, with all new floors, new appliances, bathrooms, and a new kitchen. Located in the beachfront resort-style Club Longboat Beach and Tennis Condominium, your vacation starts when you arrive and start enjoying the perks of maintenance-free living. 2 heated pools, one for adults only and one for younger children, a jacuzzi, a fitness center, and multiple tennis courts all only steps away from your back patio. Some Tennis courts were recently turned into Pickleball courts. The community plans Pickleball lessons from January 2024. brbrThe fully equipped kitchen, with new quartz countertops, offers an abundant amount of cabinetry suitable for storing all of your cooking needs. The expansive living room renders a remarkable amount of natural sunlight, offering the option to enjoy your meals at the breakfast bar or the separate dining area provided. Step out into the Florida room and enjoy the sun on cooler winter days, or open up the sliding doors to invite the outside. The two sizable bedrooms share a bathroom with walk-in a shower. The master bedroom, much like the living room, boasts natural sunlight streaming in from the sliding doors. The master bedroom has an ensuite bathroom with a double vanity and a new walking shower. In the mood for outdoor dining while admiring the beauty of painted skies provided by the daily sunsets The spacious back patio, allows you to enjoy life outside, especially with Florida's ideal year-round climate. The condo has 3 TVs, free high-speed internet access, and cable TV. Your beach chair awaits you at the Gulf’s aqua-blue water's edge on world-renowned Longboat Key, which is only minutes away from this condo. Sit back and take in the tranquility provided by the sound of the aqua-blue water crashing into the stunning sugar sand. Want to explore more things nearby This location is convenient for visiting other high-rated Florida beaches or enjoying shopping and dining in downtown Sarasota, and St. Armands Circle.brbrParking is available in a designated parking spot just steps away from the front door (to the left behind the wall). The spot is marked with the apartment's number 316. Additional parking for guests is available on the other side of the driveway. These spots are not designated and unmarked.brbrCity of Longboat Key RRR-00980.2023brbrOn I-75, exit 210 FL-780W/Fruitville Rd heading West. Follow signs to Lido Key and Longboat Key. Take the first exit on St. Armands Circle on Lido key heading North to Longboat Key. Once you have passed the bridge to Longboat Key, follow the Rd (Gul of Mexico Dr.) for 6.5 Miles. The Club Longboat will be on your left side. Pull into the property and turn right. Unit #316 will be towards the end of the building on your left.brbrPer City of Longboat Key's Rental Ordinance - This property must be rented for a minimum of 30 nights. If the travel dates you are looking for don’t appear to be available, please contact our reservations team directly and we will see if we can accommodate your request at your property of choice, or another comparable home in our portfolio.brbrPrior to your stay, we require you to complete a pre-arrival form and sign & agree to our rental conditions. brbrGuests must cancel at least 60 days before check-in to receive a full refund for all nights, minus a 10% processing fee.brGuests must cancel at least 30 days before check-in to receive a 50% refund for all nights.brIf a guest cancels less than 30 days before check-in, you’ll be charged 100% for all nights.brWe strongly recommend that you purchase your own travel insurance for your protection.brbrThis property is not available for instant booking due to the HOA application that is required. Lead time for this can vary from 7 days to 30 days. Enquire to find out more information.
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Exceptional(95)

$372.59

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Condo

Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

Longboat Key, Florida, United States

The Beach Resort is located on exclusive Long Boat key a 12-mile long barrier Island off the Florida peninsula coast. Here you will find a serene and relaxing place to unwind while enjoying meticulously maintained gardens, lawns with exotic palm trees, tropical plants and a wide variety of natures wildlife all surrounded by white sandy Beaches and pristine turquoise blue ocean. brYou can sit and relax outdoors on your private balcony and watch the dolphins swim just offshore and then at night have dinner a glass of fine wine and view spectacular sunsets!brYes, its no surprise visitors come to Longboat Key from all over the world to relax, unwind and rejuvenate themselves so WELCOME TO PARADISE!!brThe biggest problem you will have is forcing yourself to leave.brThis property has recently been remodeled and renovated with unique and custom built furniture and decor.brThe interior design features hand made artisan furniture and decor that shows industrial designed pieces combined with a rustic flair throughout.brIf you would like something a little different to the cookie cutter hotel chain rooms then this condo is for you.brMinimum 2 day rental.
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Exceptional(3)

$257.27

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Beach place in Longboat Key.

Longboat Key, Florida, United States

Welcome to your dream getaway! Our beautifully appointed 2-bedroom, 2- bath condo offers the perfect balance of comfort, style, and breathtaking views. Located just steps away from the pristine sandy shores, this is the ultimate destination for relaxation and fun.brbrFor more photos and details visit: beachplacelongboatkey.net
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Exceptional(144)

$369.96

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Beachfront Escape – Private Balcony, Gulf Views, No Street to Cross, Watch the Sunset from Your Balcony

Longboat Key, Florida, United States

Beachfront Condo – No Street to Cross, Just Steps to the SandbrEnjoy panoramic Gulf and sunset views from your private covered balcony in this spacious 1-bedroom, 1-bath condo on the 4th floor of Turtle Crawl Inn. Located directly on the beach in beautiful Longboat Key, FL, this unit offers unobstructed 180° views from every room and the peaceful sound of the waves just outside your door.brbrInside the Condo:brNewly renovated bathroom and flooringbr55` 4K smart TV in the living room and 24` smart TV in the bedroombrTwo queen beds in the bedroombrFull sleeper sofa in the living roombrFully equipped kitchenbrComplimentary Wi-Fi, beach chairs, and parkingbrbrPlease note: Cancellations are subject to a 4% credit card transaction charge.brbrResort Amenities:brHeated poolbrElevatorbrLaundry roombrFree onsite parking with plenty of spacebrWell-maintained, five-story beachfront building with friendly on-site managementbrbrLocation:brLongboat Key is a barrier island off Florida’s Gulf Coast, offering a quiet and upscale setting just minutes from Sarasota and Bradenton.brApprox. 60 miles south of St. Petersburg and TampabrAbout 90 miles north of Fort Myers and Cape CoralbrEasy access to restaurants, shopping, golf, and Sarasota’s cultural attractionsbrbrPlease Note:brIn the event of a hurricane, severe weather, or unexpected power outage, the pool and resort amenities may be temporarily unavailable.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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Home Most popular vacation rentals in Longboat Key

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Exceptional(144)

$884.08

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Private vacation home

Hidden Bay/Beach Paradise

Longboat Key, Florida, United States

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Exceptional(144)

$746.18

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Private vacation home

Canal Front Home - 8 min walk to beach. RRR-00953.2023

Longboat Key, Florida, United States

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Bath 3

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Exceptional(144)

$747.69

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Private vacation home

Longboat Key home on the canal and a 5 minute walk to the beach

Longboat Key, Florida, United States

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Exceptional(144)

$755.36

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LaPlaya 204D-Beach-lovers paradise! 200 feet of private beach along the turquoise Gulf of Mexico.

Longboat Key, Florida, United States

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Exceptional(144)

$767.89

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Beachfront 4th floor 4BR Longboat Key Condo With Stunning Gulf Views Paradise Sur Mer

Longboat Key, Florida, United States

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Bath 4

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Exceptional(144)

$861.14

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3 BEDROOM DIRECT OCEAN VIEW, WALKOUT TO THE BEACH!

Longboat Key, Florida, United States

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Exceptional(144)

$1148.84

/ Nightly
Condo

Beach Front Condo on Gulf of Mexico

Longboat Key, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(144)

$2112.85

/ Nightly
Condo

Luxury Beachfront Living - St Regis Waterfront Residency - Longboat Key - Sunset Reflections

Longboat Key, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(144)

$1196.70

/ Nightly
Condo

Renovated Beachfront 2 Bedroom Condo by FVC

Longboat Key, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(144)

$739.37

/ Nightly
Condo

Stunning gulf front 6th floor Longboat Key Condo with endless views - Once Upon A Tide

Longboat Key, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

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