Vacation Condo Rentals By Owner In Longboat Key, FL

Welcome to Pearl On The Key, your coastal sanctuary Professionally Managed by Gulf Coast Vacation Rentals, at Privateer, an exclusive beachfront community nestled on the pristine shores of Longboat Key. This 2-bedroom, 2-bathroom 7th floor condo offers breathtaking Gulf views from every room, elegant interiors, and access to resort-style amenities—making it the perfect destination for your next Florida escape.brbrAs you step inside, you're greeted by a light, bright, and cozy atmosphere, with large windows that frame the sparkling blue waters of the Gulf. The kitchen is a chef's delight, featuring granite countertops, stainless steel appliances, and a breakfast bar with barstool seating—ideal for enjoying a quick bite or gathering with family and loved ones.brbrThe main living space is designed for comfort and relaxation, with two plush sofas, a flat-screen TV, and an adjacent dining table that seats four comfortably—all with sweeping ocean views. Step through the sliding doors to one of the condo's two private balconies, where you can sip your morning coffee or unwind with a glass of wine as the ocean breeze rolls in.brbrThe primary bedroom is a peaceful retreat, complete with a king-size bed, a sitting area with chairs, a TV, and its own balcony overlooking the pool and Gulf. The attached bathroom boasts an updated vanity and a gorgeous walk-in shower with modern finishes.brbrThe second bedroom features a queen-size bed, TV, ample closet space for personal belongings, and its own private balcony with more stunning ocean views. The second bathroom includes an updated vanity and a shower/tub combo, perfect for relaxing after a day in the sun.brbr Community Amenities at Privateer:brBeachfront heated pool & spabrDirect private beach accessbrTennis courtsbrFitness center & saunabrSocial room & librarybrGrilling area & firepitbrGated entry with secured building accessbrAssigned covered parkingbrLush tropical landscaping throughoutbrbrLocated just minutes from St. Armands Circle, golf courses, fine dining, and cultural attractions in Sarasota, this condo offers the perfect blend of relaxation and adventure.brWhether you're seeking tranquil beach days or exploring the vibrant coastal lifestyle of Longboat Key, this condo at Privateer is your perfect home away from home.brbrImportant Things to KnowbrbrThere is a communal washer and dryer facility that is on the same floor as the unit. brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.brbrYour reservation may require you to fill out a Home Owners Association application that may request personal details. Any application fees required by the HOA are non-refundable.brbrPlease note that the property mailbox is reserved for owner correspondence and is not available for guest use. If you need to receive mail during your stay, we suggest arranging a temporary PO Box at the local post office.

Enjoy endless gulf views from this welcoming oceanfront condo on Longboat Key - Pearl On The Key

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$483.01

Escape to your peaceful beachside + tropical retreat, nestled in desirable South Longboat Key on 31 acres of private beach on the Gulf of Mexico. Just 50 steps from the sand, this modern sanctuary offers serene views of the Longboat Key Club Golf Course. Stroll 10 minutes along the shore to the new 5-star St. Regis Resort, or take a short drive to Lido Beach, St. Armands Circle, or downtown Sarasota. With full amenities and unbeatable convenience, it's the perfect haven.brbr2 BR/2 BA Entire Condo w/ Fully Equipped Kitchen + Private Balcony:br1 King Bed Suitebr2nd BR - 2 XL Twin Beds (Adult Size Beds) that can be used separately or pushed together as the 2nd King Bed w/ a King Topper.brLiving Room: Sofa - Queen Bed Pull Out + New Leather Swivel/Recliner Chairbr24/7 Security Staff on the Property + Main Entry Guard Gate brFree Parking on Property brPrivate Island Living + Private Beach on The GulfbrBlack Out + Motorized Shades brWasher/Dryer/Iron/Ironing Board br2 New Wall Mounted TVsbrWIFI in Condo + at the Club HousebrLarge Swimming Pool, Kids Pool + Hot Tub brTennis + Pickle Ball CourtsbrDrip Coffee Maker + Nespresso MachinebrNo Pets Allowed!

Longboat Key near St Armands Beachside Sanctuary 2BR/2BA w/Full Kitchen

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$838.46

La Playa #203D – Gulf-Front Luxury Condo on Longboat Key by RVAbrbrWelcome to La Playa #203D, your private beachfront retreat on Longboat Key, Florida. Step right outside to the powdery white sands and emerald-green waters of the Gulf of Mexico, where relaxation and stunning sunsets await. This top-floor oceanfront condo combines the charm of Old Florida with modern coastal luxury, offering the perfect setting for a memorable Longboat Key vacation rental.brbrBeachfront Comfort and Coastal Elegance: This 3-bedroom, 2-bath condominium offers over 1,800 square feet of bright, open living space designed for both comfort and style. The living room opens to panoramic Gulf views and a private screened lanai, perfect for sipping your morning coffee as dolphins play offshore or winding down with a breathtaking sunset.brbrThe gourmet kitchen features quartz countertops, stainless steel appliances, and everything you need for effortless in-home dining. For outdoor cooking enthusiasts, beachfront grills are just steps away, making it easy to enjoy fresh-cooked meals with an ocean breeze.brbrBedrooms & Sleeping ArrangementsbrbrPrimary Suite (Main Level): King bed, ensuite bath with walk-in shower, elegant coastal décor.brbrSecond Master Suite (Top Floor): King bed, shared bath with walk-in shower, and a private terrace for stargazing or enjoying nightly sunsets.brbrGuest Bedroom: Two twin beds, perfect for families or friends traveling together.brbrEvery bedroom offers premium linens, smart TVs, and a tranquil ambiance that ensures restful nights after sun-soaked days.brbrResort Amenities & LocationbrbrGuests at La Playa Condominiums enjoy direct beach access, a heated community pool, and keyless entry for added convenience. This rental also includes Wi-Fi, washer/dryer, drip and Keurig coffee makers, and flat-screen Smart TVs throughout.brbrAddress: 4425 Gulf of Mexico Drive, Longboat Key, FLbrBedding: 2 King Beds, 2 Twin BedsbrView: Full Gulf Front ViewbrMinimum Stay: 7 NightsbrbrWhy Guests Love La Playa #203Dbrbr• Direct beachfront access — walk from your door to the sandbrbr• Private lanai and terrace with Gulf viewsbrbr• Upscale coastal furnishings and modern updatesbrbr• Close to St. Armands Circle, Sarasota attractions, and Siesta Key beachesbrbrWhether you’re planning a family beach getaway, a romantic couple’s retreat, or a winter escape, La Playa #203D by RVA offers everything you need for an unforgettable stay on Longboat Key.

Luxury 3BD Beachfront Living: La Playa 203D by RVA

Longboat Key, Florida, United States

3

Bed

Bath

6

Sleeps

$332.77

Escape to the sun-kissed shores of Longboat Key at this sunny 2-bedroom, 2-bathroom vacation rental. Just steps away from the private beach, this condo offers a full kitchen, on-site laundry, and access to a community clubhouse and tennis court. Explore the nearby Mote Marine Laboratory & Aquarium, drink and dine at the nearby St. Regis Resort, or indulge in retail therapy at St. Armands Circle. After a day of adventure, relax on your private patio or take a dip in the sparkling community pool.brbr-- THE PROPERTY --brbrCommunity Beach Access | Corner Unit w/ Private Stairs | Water Views brbrBedroom 1: King Bed | Bedroom 2: 2 Twin Beds brbrCOMMUNITY AMENITIES (open 8:00 AM-10:00 PM): Beach access, umbrella & chair rentals, pool, fitness center, hot tub, poolside grills & dining tables, tennis courts, pickleball courts, clubhouse, sauna, cornhole, ping pong, library, EV charger brHOME HIGHLIGHTS: Private patio, floor-to-ceiling windows, dining table, Smart TV, breakfast bar w/ seatingbrKITCHEN: Cooking basics, Keurig coffee maker, dishwasher, stove/oven, refrigerator, microwave, toaster, dishware & flatware brGENERAL: Free WiFi, complimentary toiletries, linens & towels, in-unit washer & dryer, central air conditioning, hair dryer, iron/board, trash bags & paper towels brACCESSIBILITY: Step-free access (elevator on-site), single-story unit brPARKING: Community parking lot (1 vehicle, assigned space), additional guest parkingbrbr-- THE LOCATION --brbrSUN AND SAND: The Pier at St. Regis & St. Regis Resort (1 mile), Lido Key Beach (4 miles), South Lido County Park (5 miles), Beer Can Island (9 miles), Siesta Beach (12 miles), Turtle Beach (15 miles) brART AND HISTORY: Mote Marine Laboratory & Aquarium (2 miles), Marie Selby Botanical Gardens Downtown Sarasota Campus (6 miles), The John and Mable Ringling Museum of Art (9 miles)brTEE TIME: IMG Academy Golf Club (14 miles), University Park Country Club (15 miles), Manatee County Golf Course (17 miles) brAIRPORTS: Sarasota Bradenton International Airport (9 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowed br- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This single-story unit offers step-free access via an on-site elevator. Stairs are required to exit the building from the private patio

Luxury Longboat Key Condo - Walk to Beach Access!

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$202.64

A very warm welcome to your beautiful, home away from home on this Island Paradise! brbrThis gorgeous location is truly one of the most relaxing places on the planet, and we know that you are just going to love it!brbrWith views of the gorgeous Gulf of Mexico from the living areas, Master Bedroom and Lanai of our fabulous first floor apartment, you can walk straight out onto the lawn and be on the beach or at the pool in moments!brbrFurnished in Beach Cottage style, the main living area has an L-shaped sofa which will convert to a Queen size bed. There is a beautiful dining suite in the eating area.brbrMaster suite has a full king size bed and bathroom, and slider to the lanai area, large walk in closet, and television.brbrGuest suite has twin beds, Bathroom, and plenty of drawer space.brbrDen area with telephone and wireless internet available on request.brbrFully equipped kitchen, with plenty of home ware including utensils, pots and pans, glasses, dishes and cups.brbrLanai has it's own dining table and chairs if you feel like eating 'al fresco'brbrIt's a delight to sit and watch the sunset from our beautiful beach, and then watch the dolphins bask in the fading light...brbrbrKeywords: Condominium

1st Floor Home Away from Home - Steps to Beach - Pool

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$193.72

BEACH, BOAT, BIKE, FISH, KAYAK, TV/SPORTS, ENTERTAINMENT, FOOD, RELAX & ENJOY! Nestled between the highly sought after Anna Maria Island and St. Armand's Circle this amazing Longboat Key Boathouse offers just as much enjoyment as it does relaxation. This direct waterfront ground floor condo, packed with amenities, is just a few minutes from the beach. Come walk out of your back door to the intercoastal waterway, fish or sit and enjoy the tranquility.brThe spacebrThis one-story condo unit includes a King Bed in the bedroom, a walk-in shower, walk in closet, sofa in living room, full kitchen, super high speed 500 mbps internet, stream your favorite movies, over 140 TV channels, Keurig coffee maker, dishwasher, in unit washer/dryer and a front and back patio with a private boat dock. Come walk out of your back door to the intercoastal waterway, fish or sit and enjoy the water! Just down the road is the kayak launch into the inter-coastal waterway.brbrGuests will need to provide their own boat and water activities (kayak, fishing gear, etc.).brbrI have cameras monitoring the front door and the dock.brGuest accessbrThe beach is close by. When you arrive to this spot and head towards the beach, you'll be greeted with the amazing natural vegetation and views that Longboat Key is famous for. Property also has a designated carport parking space and you will receive a personalized code for the duration of your stay to access the front and rear door of the unit.brOther things to notebrJust one block away, make sure to get your fresh coffee at the deli and bakery shop, beach chairs and snacks at the convenience store and bicycle rentals at the bike shop.brbrWhether you prefer to bike or go on a peaceful walk, the 16 acre Joan M Durante Community Park has an entrance approx. 100 feet from your front door with flower gardens and beautiful Banyan trees, it's a must see!brbrLongboat Key has lovely restaurants like Maison Blanche for French Cuisine, Lazy Lobster and Shore if you'd prefer to dine waterfront. Short drive to St. Armands, you have the famous Columbia, serving Spanish-Cuban cuisine, numerous Seafood and Steakhouses to choose from and our FAVORITE spot...Venezia for the best pizza (Chicken Alfredo with a Coconut Mojito... you'll thank me later)brbrIf you feel you still want a little more variety in your stay, head North 3 miles to a direct waterfront beach market on Coquina Beach every Wednesday and Sunday or shop till you drop in the beautiful Saint Armand's Circle which is 9 miles South. The Ringling Museum is a must-see as well.brbrThere are endless recreational and cultural activities of a classical Florida beach vacation right at your doorstep. No need to use the car for anything you don't want to!brbrA few years ago, we left behind stressful, fast-paced careers and set out for a new chapter in Florida. Our journey has taken us along the stunning Southwest Florida coastline and across the globe, but there's something truly special about Longboat Key.brbrHaving traveled extensively, we've always felt the most at peace by the water. Longboat Key, with its breathtaking beauty and serene atmosphere, feels like the perfect escape—a place where one can truly unwind, reconnect with nature, and feel at home.brbrThis incredible destination has become a haven, and I’m thrilled to share its unique charm and tranquility with others. My hope is that your time here brings you the same joy, relaxation, and sense of connection to nature that I’ve found.brbrThis property is truly a gem. Unlike the typical hotel experience, where the room is just a place to crash after a hectic itinerary, this BoatHouse on Longboat Key offers something entirely different. It feels like a true home, perfectly nestled in the heart of everything while surrounded by nature’s beauty.brbrHere, you can find the ideal balance of relaxation and activity. Whether you want to explore on bikes or kayaks, lounge on the beach, take a boat ride, shop, or indulge in 5-star dining, the options are endless. Or, you can simply unwind and soak in the tranquil ambiance of being directly on the water.brbrThe natural elements here create a sense of peace that’s hard to find elsewhere. It’s a place I absolutely love coming back to, and I’m certain you’ll feel the same.

Waterfront with Dock, Beach Close!

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$256.4

Our condo is a part of Beachplace Condominiums located in Longboat Key, Florida. It is a two bedroom, two bathroom condo with beautiful Gulf of Mexico views throughout the condo. The condo is located on the corner of the building with full floor to ceiling windows in the living room. It is fully furnished including all appliances, washer and dryer, linens and kitchen supplies. Pool and beach access is just steps away with chairs and umbrellas available. This condo has been recently refreshed with all new appliances, kitchen items, and linens.

Ocean View Condo with Beach Access at Beachplace

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$176.62

This vacation home is a 2-bedroom, 2-bathroom town home with garden views from your private lanai and clubhouse views from the guest bedroom. Unit has been refinished to include updated, modern furnishings in a classy design. Kitchen includes upscale appliances complete with a french-door refrigerator with built-in Keurig, a spacious farmhouse sink, ample counter top space for chopping and sifting, and a backdrop art deco wall in a modern design. The master bathroom resembles a spa environment with wooden accents and clean lines. Now offering pet friendly options with prior approval.brbrPlease Note: 660 cedars Ct does not include a landline phone; guests will be required to bring a personal cell phone for calling purposes.brbrUnit Amenities: Wireless Internet, 1-Car Garage, Full-size Kitchen, Private Lanai, Garden and Clubhouse Views, Fitness Facility, Community Pool, Modern Decor, Pets Considered, Beach Access (1 mile from resort)brbrLocation: 660 Cedars Court Longboat key FL34288. 2 BR / 2 BA Townhome brbrView: Garden ViewbrbrBedding: 1 King, 2 Twin Beds, Sleeper SofabrbrMinimum Night Requirements: 14brbrAir-conditioned accommodations at this vacation home offer hair dryers. Rooms open to lanais. Kitchens offer refrigerators, separate dining areas, and coffee/tea makers.brRecreational amenities at the vacation home include a fitness centerbrAbout this propertybrEntire placebrYou'll have the entire home to yourself and will only share it with other guests in your party.brbrbr All Resort Features are included: On-site Office for reserving tennis court, bicycles, and access to the gym room. Heated Junior Olympic Swimming Pool, Public Beach Access 1 Mile from Resort, Complimentary Chaise Lounge Chairs, Fully Equipped Kitchens, Fishing Pier, Fitness Center, 10 Har-Tru Tennis Courts, Pro Shop, Complimentary Parking, Bicycle Availability and Various ViewsbrbrCedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent beaches and tropical sunsets that are picture-perfect are daily occurrences. Guests enjoy an unforgettable Florida vacation in our spacious town homes that are perfect for families or couples. There is something to suit every mood at Cedars Tennis Resort – a junior Olympic swimming pool, a fitness center, fishing pier, bicycle availability and world-class tennis facilities are just some of the amenities you can enjoy while staying at this resort.brbrbrbrbrWith in a few minutes walking to the beach. Or a few minute driving to the natural beauty of Coquina Beach and Lido Beach those looking for an activity can check out Marina Jack. Mote Marine Laboratory & Aquarium and Sarasota Jungle Gardens are also worth visiting.brWhat's nearbybrCannons Marina - 16 min walkbrJewfish Key - 5 min drivebrLido Beach - 14 min drivebrSt. Armands Circle - 15 min drivebrSiesta Key Beach - 44 min drivebrGetting aroundbrSarasota-Bradenton Intl. Airport (SRQ) - 36 min drivebrRestaurantsbrHarry's Gourmet Deli - 9 min walkbrLazy Lobster Of Longboat Key - 14 min walkbrBlue Dolphin Cafe - 15 min walkbrRufus P. Jordan House - 5 min drivebrMaison Blanche - 7 min drive

Tennis resort Townhome on longboat key by the Sea. Family and pet friendly

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$239.19

Stunning, Fully Furnished, Penthouse, 2 BR/2BA Condo With Amazing Views! brbrRecently remodeled to give a cozy yet sophisticated beach feel. This ultra-clean unit on the 6th floor of Building 4 has the largest 2 bedroom floor plan and has everything you will need for a relaxing care-free beach vacation. The kitchen is fully stocked to satisfy any chef. There is an ample supply of linens, beach towels, crockery, cutlery and glassware. The master bedroom adjoins a large walk-in closet. Slide open the balcony doors from the living room or master bedroom to an extra large balcony available only for 6th floor units. Desirable south facing unit. The guest bedroom had two, comfortable double beds. Four new TVs.brbrbr “Beachplace” is a 31 acre, beautifully landscaped, gated community that includes 24 hr security, a junior sized olympic pool, tennis courts, grilling areas, clubhouse, and fitness center. A walk through the lush landscaping on Beachplace grounds leads to an extensive (1450 lineal feet) private beach. brbrExciting varied restaurants, shopping, active lifestyle activities & sightseeing are nearby. It is less than 3 miles from eclectic St. Armand’s Circle, and approximately 5 miles from vibrant downtown Sarasota. Mote aquarium, fishing, hiking, beach strolling and nature walks abound. If you simply want to relax, beach umbrellas and chairs are laid out daily for your relaxation. brbrCable TV, wi-fi and electric included. brHurry & Reserve It For Your Vacation Today! brbrbrKeywords: 2 bedroom/2 bath luxury condo on Longboat Key, Florida

Beachplace 4-604 Luxury 2 BR/2 BA Penthouse Condo. AVAIL JAN 2026!

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$269.64

Welcome to the north shore of pristine Longboat Key. Whitney beach is a beach lovers paradise, with 800 feet of deeded beach on the sugary white sands of the Gulf of Mexico. Our gulf side Conservancy has 2 large tiki huts right on the beach with tables and chairs, tennis and pickle ball courts, shuffleboard, BBQ grills, and community beach chairs and loungers. Enjoy the 17 acres of our lush and tropical community, with 2 outdoor pools. Our 2nd floor (no elevator) condo unit was has one of the best water views on the Bayside, with 1000 feet of waterfront, boat house, docks, and a natural protected waterway. You can see dolphin, manatees, and snook right from the condo. brThe condo is very open and bright, with full length sliders that open up to a secluded water view. The unit feels larger than a typical 1/1 condo with a rare design that utilizes space in a large open area. The kitchen is fully equipped with SS appliances, and large breakfast bar. The master bedroom is very spacious with new king size bed and en-suite bathroom, which also is accessible from hallway. The master has a glimpse of the Gulf waters to wake up to. Brand new total renovation in 2023 to enhance the coastal living feel. Our condo is walking distance to restaurants, and several stores, as well as a short bike ride or drive to St. Armands square or Downtown Sarasota. For your use: 2 beach cruiser bikes, beach cabana(Cool Cabana) large 8x8 (easy set up), beach umbrellas, folding backpack type lightweight beach chairs (Whitney Beach has beach chairs and loungers on the beach), pickleball raquets/balls, tennis rackets/balls, beach towels), and fishing poles. Enjoy your after dinner drinks at the our Whitney Beach boat house (chairs and tables available), picnic lunch or dinner under Tiki Huts on the beach(gas BBQ available), fish off boat dock or in the gulf or walk to one of 5 great restaurants, a coffee shop, or a cocktail lounge. **30 day minimum rental

Whitney Beach Hidden Gem

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$122.41

This 1st floor, 1 bedroom/1 bathroom beautifully and newly decorated condo is located directly across the street (beach access) from the Gulf of Mexico and it's beautiful beaches. A 2-3 minute walk and your toes are touching the sand! The condo sleeps 4; KING size bed in the master bedroom and a comfy pull out couch in the living room.brbrThe NEWLY updated kitchen (new countertops and backsplash) includes everything you need to make a full meal and the kitchen table seats 4. The bathroom has also been updated to a walk in shower. A grill is located on site for resident use. Plenty of sheets, towels and linens available at the condo.brbrThere are plenty of chairs, beach umbrellas and a beach cart - anything you would need for a day at the beach!brWifi included, TVs in the living room and master bedroom, laundry on site. There is no pool on site. brbrThe condo is located 15 minutes from St Armand's Circle and within walking distance of a Publix.brbrPets that are completely housebroken and under 50lbs are allowed - but please note they are to be on a leash at all times if outside and dogs are not allowed on the beach per city laws.brbrRVs, motor homes and boats are not allowed on property.

Perfect FL Longboat Key Getaway, steps from the Gulf! Sleeps 4

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$1148.84

Beachfront condo located directly on the beautiful Gulf of Mexico at the north end of Longboat Key in the gated community of Sea Pines. Panoramic Views of the illuminating white sand, sunsets, and crashing surf can be seen throughout the condo or while relaxing on the lanai! Master Bedroom has a king size bed with its own personal bathroom. Guest bedroom has a queen size bed with its own bathroom.. Directly outside the door of the condo you can take a short stroll to the refreshing shared pool or through the sea oats to where the paradise beaches await you. If you are looking for breathtaking views and a relaxing getaway look no further because this is the place for you. Porcelain tile throughout living area and lanai, new premium wood flooring in both bedrooms. First floor end unit provides privacy and convenient walk to pool and beach. Sub Zero refrigerator. Stainless steel Jenn Air stove. Secure wifi with blast internet. HD TVs in living room and MBR. Beach chairs. Gas grill. Washer and dryer.

Beach Front Condo on Gulf of Mexico

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$511.98

Enjoy breathtaking sunsets from this fifth floor Gulf front condo on the beach with full ocean views from every room. The living and dining rooms, decorated in Florida contemporary style, and the two bathrooms are all recently remodeled. br br The living room has a 55 smart TV. The master bedroom with its en suite bath and the living room each have sliding glass doors that open onto a 34 foot balcony overlooking the pool, beach, and the blue Gulf waters.br The balcony has a glass-paneled railing to allow uninterrupted views of the ocean from the interior. The master bedroom has a tropical flair, the second bedroom has a nautical decor, and the fully-equipped kitchen,, has stainless steel appliances and granite countertops. To add to the relaxing atmosphere, ceiling fans provide a gentle breeze in each room.br br On behalf of our guests and owners that suffer from asthma and allergies, no pets are allowed on the property. No exceptions! $300 fine.br br Please note: We do not allow Sunday or holiday arrivals and require a 7 night minimum stay.br br Beach front units are available to reserve online up to ten (10) months in advance, however you may call or contact us directly for a reservation up to twelve (12) months in advance.br Amenities Include:br - Balcony: Yesbr - Bed Size 1st/Master: Kingbr - Bed Size 2nd Rm: Queenbr - Beds Pull-out: 0br - Ceiling Fans: bdrms/liv. rmbr - Internet Access: Yesbr - Micro/Dishwash/Disp.: Yesbr - Refrig And Ice Maker: Yesbr - Square Footage, Est.: approx. 900 sq. feetbr - TV Cable/Satellite: Cablebr - TVs/VCR/DVD: 3/0/0br - View: Gulfbr - washer dryer: on propertybr - Max number of People: 4br - Hair dryer: Yesbr - Bathtub/Shower: Yesbr - Gulf view: Yesbr - Beach view: Yesbr - Beach front building: Yes

Beachcomber unit 506

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$278.5

3 month minimum staybrbrSpacious (1257 sqft), 2nd floor, non-smoking, 2 bedroom/2 bathroom condo with screened lanai. The Condo Association does not allow pets.brbrFull size custom kitchen and appliances with granite countertops and plenty of storage. Comes furnished with pots, pans, bakeware, dishes, silverware, glassware, coffee maker, toaster, blender. Pass-through to dining room with bar-top.brbrGenerous-sized master bedroom with king-size bed, walk-in closet, desk nook and sitting area with TV. Second bedroom has 2 twin beds and mattress topper to convert to king. Sleeper sofa in living room. Towels and linens provided.brbrMaster ensuite bath has walk-in shower and double sinks. Guest bath has tub/shower and double sinks.brbrCable TV, private wifi and utilities included. brbrMaximum occupancy: 6brbrSeaplace is a gated, vibrant, active community with lots of amenities, including 2 swimming pools, 2 tennis courts, clubhouse, fitness room, 1/2 mile of gulf beach front, and a walking path around the property. The events committee makes sure there is plenty to do with movie night, game night, food trucks, and water aerobics. Check out the website for property photos and activities! https://engage.goenumerate.com/site/2669/home.phpbrbrMinimum stay: 3 months - January, February, March - $21,000 plus state and county taxesbrOption to add December at $5000br$120 application/parking decal fee payable to Seaplace AssociationbrExact dates flexible

No Longer Available! Spacious 2-BR/2 Bath Condo at Seaplace in Longboat Key, FL

Longboat Key, Florida, United States

Bed

Bath

6

Sleeps

$351.97

Sutton Place is perfectly situated on the tropical grounds of the Longboat Harbour Community. The two-bedroom, two-bathroom unit features beautiful views of the Sarasota Bay, spacious living area, full-size kitchen with stainless steel appliances and granite countertops, dining area and 3 flat-screen TV’s. If the amenities on the interior of the condo aren’t enough – the community of Sutton Place boasts two heated swimming pools, fishing pier and game room, complete with billiards and ping-pong; along with a fitness center and clubhouse. Deeded beach access is located directly across the street. Available for monthly rental.brbrbrbrLimited Membership Privileges: Guests of Sutton Place #102A will have temporary membership privileges at Cedars Tennis Resort located at 645 Cedars Court on Longboat Key. The limited temporary membership allows the guest access to fully-lit Har-Tru tennis and pickleball courts (after 1 p.m. daily and subject to availability), community bicycles and Jr. Olympic heated swimming pool. The guest will also have access to the community fitness center.brbrbrbrAccommodations: Two-bedroom, two-bathbrbrbrbrAmenities: Full-size Kitchen, 2 Community Pools, Fishing Pier, Game Room, Fitness Center, Clubhouse, Wireless Internet Access, Washer/Dryer, Community GrillbrbrbrbrLocation: 605 Sutton Place, Longboat KeybrbrbrbrBedding: 1 King, Queen Murphy BedbrbrbrbrView: Bay Front ViewbrbrbrbrMinimum Night Requirements: 1 monthbrbrbrbrAssociation Requirements: $100 Application Fee + $25 to Lighthouse Property Processing Fee + 10-Day Approval Time

Sutton Place #102A Condo by RVA

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$250.21

All the bells and whistles! This is a gorgeous 3 bedroom/2 bath corner unit with wrap around windows! Beautiful open concept that has been updated throughout! Gulf and pond view from balcony and Bay view from living room and kitchen. Third bedroom is an office with a contemporary queen size Murphy bed with a second balcony! New hurricane windows and an underground parking space. Available beginning June, 2022.br***MUST BE RENTED BY THE MONTH STARTING ON THE 1ST - END OF MONTH***

Beachplace - 6 305, 3 Bedroom Condo with Gulf and Bay views

Longboat Key, Florida, United States

3

Bed

Bath

6

Sleeps

$250.13

Spacious 2 bedroom condo in Beachplace gated complex. King in Primary bedroom. Come enjoy your time at the Beach. This is a great condo for you to call home for a month or more. Condo is meticulously clean and well cared for. Owners have upgraded the furnishings including large smart TV's One month Minimum.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 • High Speed 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 poolbrbrThis rental is managed by FGC - Florida Gulf Coast Vacation RentalsbrRRR-00592.2023

Stunning 2 BR Condo views of the Gulf and Lake

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$340.91

Welcome to Unit 11 at Cabana Beach Club, a beautiful and comfortable one-bedroom waterfront retreat with stunning bay views and a private dock, perfect for guests who want to bring their own boat. With a bedroom plus a living room sleeper sofa, this unit comfortably accommodates up to four guests.brbrCabana Beach Club is a quiet, boutique complex with only 11 units, offering exceptional privacy and a relaxed coastal atmosphere. The canal-side section consists of just three units, making this an ideal setting for a peaceful waterfront getaway.brbrThe Gulf of Mexico’s pristine beaches are directly across the street—just a short walk away. Guests also enjoy access to a community heated pool, conveniently located nearby.brbrInside, the unit is fully equipped with everything you need for a carefree stay, including a stocked kitchen with utensils, silverware, pots and pans, fresh towels and linens, and beach chairs. Additional comforts include smart TVs in both the living room and bedroom and a washer and dryer inside the unit.brbrA convenience store is within walking distance, and you’ll find excellent restaurants nearby, with even more dining, shopping, and entertainment just a short drive away in Sarasota.brbrTraveling with family or friends We own all three canal-side units—ask about Units 10 and 12 when planning a group or family stay.

Wonderful Canal Front Condo on LBK! Bring Your Boat!Cabana Beach Club UNIT 11.

Longboat Key, Florida, United States

1

Bed

1

Bath

Sleeps

$303.64

Longboat Key Gulf Front Vacation Rental! Enjoy fabulous views from almost every window in this 2 bed, 2 bath condo on the Key! Relax to the sound of the waves as you watch fabulous sunsets in this amazing waterfront community. This wonderful property features a King bed in the primary suite with a walk-in closet, bath with dual sinks and spacious shower. The guest bedroom has Queen sleeping accomodations a a lovely guest bath. The kitchen has been updated and has a bonus room which can be used as an office or last minute guest room as it offers a horizontal twin Murphy bed. The living/dining room overlooks the Gulf of Mexico, and the open patio invites you! This small, intimate community offers a sparkling heated pool and a private beach for your enjoyment. You have one covered parking space and plenty of guest spaces. This well managed complex offers a club room and sauna in addition to on-site management! Welcome to paradise!brbrFor more information contact Stephanie Deshales at 941 780--3229 or by email to brbrInformation contained herein deemed reliable but not guaranteed.brbrAmenities Include:brbr- Bldg. Complex Name: Tiffany Plazabrbr- Type Unit: Low Rise Condobrbr- Unit Rating: goldbrbr- Beach Access Type: Beachfrontbrbr- Elevator: Yesbrbr- Floor/Bldg Height: 2/6brbr- Year Built: 1975brbr- Approx. Sq. Ft.: 1411brbr- Exposure/View: Westbrbr- Pool/Spa: yes communitybrbr- washer dryer: Yesbrbr- Parking Type: 1 carportbrbr- Lanai / Balcony: openbrbr- Bbq Grill: Yes communitybrbr- Master Bedroom: Kingbrbr- Bathrooms-Master: Shower onlybrbr- Guest Bedroom: Queenbrbr- Bathrooms-Guest: Tub/showerbrbr- Den- Desk / Pull Out: Desk/horizontalbrbr- Flooring: Tilebrbr- TV/Dvd/ Stereo: 2brbr- Internet Access: Wifibrbr- Listing Advisor: Stephanie Deshaiesbrbr- Min. Rental # x perYr: 30x12brbr- Security Deposit: 1500brbr- Reservation Fee: $170brbr- Damage Protection: $60brbr- Application Fee Req.: $150brbr- Departure Clean Fee: $200brbr- Taxes: 12%brbr- Utility Charges: $100 off seasonbrbr- Other: $1,000 common area depositbrbr- Rate - Monthly: $10,000/$5900brbr

Tiffany Plaza in Longboat Key, FL

Longboat Key, Florida, United States

Bed