34228, Florida, United States Vacation Rental Homes By Owner - Page 28

$207.3

Recently Updated!!! Lovely 2 Bedroom Condo in Bayport Beach and Tennis Club

Longboat Key, Florida, United States

This tastefully furnished, second-floor condo in the Bayport Beach and Tennis Club offers a comfortable living space with two bedrooms, two baths, and a peek-a-boo view of Sarasota Bay. Situated in the award-winning community of Bayport on Longboat Key, it provides a convenient location close to restaurants and shopping, making it an ideal choice for those seeking a peaceful yet accessible living arrangement near the water. brbrThe Bayport Beach and Tennis Club provides a serene oasis with meticulously maintained lush grounds showcasing native trees and shrubs. Residents have access to numerous amenities such as Har-Tru clay tennis courts, a Junior Olympic sized swimming pool, a fitness center, clubhouse, bike and walking trails, a private fishing pier/kayak launch on Sarasota Bay, and a white sand beach on the Gulf of Mexico complete with chairs and umbrellas. With a wide array of resident activities like happy hours, movie nights, book club, tennis events, knitting circles, and water aerobics, Bayport offers a vibrant community living experience enhanced by the stunning views of both the bay and the Gulf of Mexico. brbrThis centrally located, second-floor condo offers convenient access to the pool, clubhouse, bay, and beach within walking distance. The unit has been updated and well-maintained, featuring neutral colors and colorful artwork throughout. The main living areas and baths have tile flooring, while the bedrooms are carpeted. The living room is spacious with a large seating area and a flat-screen TV. The kitchen has been updated and fully equipped for cooking, with a high top table featuring two bar stools at the kitchen window. Additionally, there is a separate alcove with a washer and dryer. The dining area includes a glass-topped table with six chairs, and Wi-Fi is available throughout the condo for added convenience. brbrUnit has high-speed internet up to 500 MB for both upload and download speeds, coupled with DirecTV Stream for television, that would provide a comprehensive entertainment package with seamless connectivity. The combination of fast internet and a streaming TV service offers a wide range of options for content consumption, ensuring a smooth and satisfying viewing experience. brbrThe master bedroom in this condo features a king bed, television, and an office nook equipped with a printer and monitor for a convenient workspace. The second bedroom offers a queen bed and a twin bed, providing ample sleeping options. The master bath includes a tub/shower combination and double sinks, while the guest bath features a walk-in shower and a single sink. The linens are regularly replaced to ensure a comfortable and refreshed stay for guests. brbrThe screened lanai of the condo provides a picturesque view of the beautifully landscaped grounds with a peek-a-boo water view, offering a relaxing outdoor space. Additionally, there is a deck at the front door entrance with seating for four and two lounge chairs for further outdoor enjoyment. The condo comes with one assigned parking space under cover, along with ample guest parking available. Smoking is prohibited within the condo premises, ensuring a smoke-free environment for all guests. brbrBayport is a 30 day rental property in accordance with Longboat Key Ordinance. Rental Registry # RRR-00533.2023

2

Bed

2

Bath

4

Sleeps

$213.28

/ Nightly

Condo

2-bedroom, 1.5-bath townhome-style condo by FVC

Longboat Key, Florida, United States

Sutton Place 577 – Old Florida Charm on Longboat KeybrbrOffered by Florida Vacation Connection, Sutton Place 577 invites you to step back into the relaxed elegance of Old Florida. This charming 2-bedroom, 1.5-bath townhome-style condo is just steps from the sparkling Gulf waters, blending vintage character with modern conveniences for a cozy coastal escape on beautiful Longboat Key.brbrThe main level features a bright, open living and dining area with comfortable furnishings, perfect for gathering after a day at the beach. The fully equipped kitchen flows into a sunny Florida room, ideal for morning coffee, casual dining, or curling up with a good book. A convenient half bath on this floor adds to the ease of living.brbrUpstairs, you’ll find two spacious bedrooms and a full bath. The primary bedroom offers a restful retreat with a plush king bed, while the guest room features twin beds for family or friends.brbrAs a guest at Sutton Place, you’ll enjoy private deeded beach access across Gulf of Mexico Drive, complete with beach chairs and umbrellas for effortless days by the water. On the bayside, take advantage of the heated pool, boat docks (when available), and kayak launch, or simply relax and watch the boats glide by.brbrHighlights:brbr-Old Florida charm with thoughtful updatesbr-2 Bedrooms | 1.5 Bathroomsbr-Half bath conveniently located downstairsbr-Bright Florida room off the kitchenbr-Primary bedroom with king bedbr-Guest bedroom with twin bedsbr-Heated bayside pool & clubhousebr-Private Gulf beach access with provided chairs & umbrellasbr-Boat docks (when available) & kayak launchbr-Close to shops, dining, and St. Armands CirclebrbrWhether you’re here for a week, a month, or the whole season, Sutton Place 577 offers the perfect balance of vintage coastal style, comfort, and location—expertly managed by Florida Vacation Connection.brbrLBK RRR-00007.2023

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$401.34

/ Nightly

Condo

Beautifully renovated 3 bedroom ocean view condo on Longboat Key

Longboat Key, Florida, United States

Located on the very end of the key, Three Seas is the perfect condo that sits directly off one of the most beautiful beaches in Florida. This condo is a second floor newly updated unit with an unparalleled view of the Gulf of Mexico and beautifully updated interior. Three Seas has 2 bedrooms, den, 2 full bathrooms, in unit washer/dryer and a lanai that is the perfect spot for morning coffee & evening cocktails.

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$232.59

/ Nightly

Condo

Gulf-Front - 2 1/2 bedroom, 2 Baths

Longboat Key, Florida, United States

On LBK’s laid-back, beachy North End: A 26-foot lanai overlooks a pristine stretch of dune and the wide, under-populated Gulf beach beyond - as well as the large, inviting pool surrounded by palms (gently lighted in the evenings). brbrThe renovation included an expanded, fully-equipped open-plan kitchen (glass-fronted cabinets, quartz countertops, GE Profile appliances), hurricane-rated sliding doors (with turtle-glass) and new windows (this is an end unit), a bonus second guest room (for the occasional child guest), Travertine bathrooms, five-foot shower stalls with rain-shower and hand-held heads with glass enclosures. A GE washer-dryer (in the guest room closet), and upgraded A/C. The Master bedroom opens onto the lanai with the same view as the living room. brbrThe MAIN ROOM floors are Saltillo Mexican tiles topped by a large water-color area rug. Super comfortable sectional focuses on the view and a 55 Samsung Smart Flat-screen TV recessed into an entertainment center - and surrounds a large 70s Vintage George Jensen glass & Lucite cocktail table. A Sputnik chandelier illuminates the dining table with four Pottery Barn chairs (two more flank a side-board - a leaf is in the closet). A 52 overhead fan cools the room when A/C is too much.brbrThe KITCHEN has all-wood, custom, modified-Shaker white soft-close cabinets with glass doors, and fitted pantries, quartz countertops, a teal, stainless and gray glass backsplash (mimicking the fleck in the countertops) and a peninsula looking out toward the Gulf. Three stools sit under the shallow breakfast bar. The GE Profile stainless steel appliances include a slide-in, 5-burner convection range, convection microwave, quiet dishwasher with third rack, and a counter-depth French-door refrigerator with in-door auto-fill water/ice. It is fully equipped for a comfortable long-stay – including a Blend-Tec power blender, a Cuisinart with small insert and spiralizer, mini-Cuisinart, a Keurig, a 12-cup coffee maker, instant hot water pot, Kitchen Aid stand mixer, Instant Pot, small George Forman grill, toaster, citrus juicer, hand blender, electric wok, bamboo steamer, scale, four-dozen spices, manual spiralizer, good knives and, we hope, all necessary cooking equipment and dining/drinking supplies. brbrThe LARGE SCREENED LANAI is furnished with a wood table (configurable for 2, 4 or 6) with cushioned wood foldable chairs. A comfortable three-seat all-weather sofa and cocktail table sit at one end and a pair of all-weather easy-chairs and ottomans at the other (with a small table between). A white-washed, tongue-in-groove planked ceiling hosts a pair of exterior fans that cool the space. A dimmable light adds to the ambiance and three exterior plugs encourage working or browsing outside. The views - day and night - are spectacular.brbrThe MASTER BEDROOM, with sliders out to the lanai and a large window (with Levolor shade), is furnished with a king bed (Simmons Beautyrest Silver 14 Hybrid) with contemporary antiqued-iron headboard, two dressers, two nightstands, and a 43 Samsung Smart TV. The all-Travertine and brushed nickel bathroom has a five-foot shower stall (rainshower and hand-held heads), and glass doors. The 36 tall, Travertine-topped dark cherry vanity features six drawers (hairdryer) a large framed mirror, a small lighted stand mirror, and scale. The large walk-in closet is custom fitted with multiple rods, a six-drawer chest, shoe shelves, and linen/towel shelves. Wall-to-wall semi-sheer pinch-pleated curtains provide a bit of privacy from the Lanai - backed by optional white black-out draperies. An overhead fan is handy when A/C is too much. Flooring is beige wall-to-wall Berber.brbrThe GUEST BEDROOM, with two large windows (with Levolor shades), has a queen bed, two nightstands, a double dresser (classic Henry Link washed wicker) and 32 Samsung Smart TV. The Travertine and chrome bathroom (with entrances from the guest room and the hallway), has a five-foot shower with glass doors, a rain shower, and sliding hand-held. The walk-in closet includes double hanging rods, shelves for linens, two closed cabinets (one an owners') and a GE 27 inch Laundry Center (ironing board and iron). An overhead fan is above and beige wall-to-wall Berber below.brbrThe SMALL KIDS’ ROOM is furnished with a bunk bed with trundle, a wave rug, and small chest. A large window looks out to the pines and an Obscura glass pocket door adds to the light.brbrTwo-thirds of the main hall closet has been fitted to manage a plethora of sand toys: four Tommy Bahama back-pack sand chairs, umbrella, a beach cart, portable table, cooler, noodles, kickboards, fishing poles, and kids’ pails. The remaining third holds a vacuum cleaner, cleaning tools, and supplies.brbrThere is boosted Frontier Internet (7 G) Wi-Fi, DirecTV streaming service which accesses a full-range of channels, on-demand, as well as your own Prime, Netflix, etc. accounts), a wi-fi color printer,. Cell service on LBK is getting better but still not great, so we just log our phones into Frontier. brbrCrown, baseboard, and deep door trim, as well as shaker-style doors with brushed nickel level hardware, add to the upgraded ambiance.brbrAll towels (beach towels, tea towels, guest towels), blankets plus two sets of linens for the master king bed, and the guest queen bed (plus kids sheets for the bunks) are provided along with a minimum of two pillows for each person.brbrThe apartment is on the second floor (walk-up) affording gorgeous views. There is no elevator, but there is a cart designed to “walk-up” stairs to manage heavier pieces of luggage. Uncovered dedicated parking is adjacent.brbrSEA PINES is an intimate (4 building, 28-unit, 2-story), well-managed Old Florida, gated complex at the laid-back, charming, northern end of Longboat Key. It’s within a three-minute walk (just across GMD) of three eateries (a full-menu of traditional Italian at Bayou Tavern, breakfast/lunch at Longbeach Café, and casual breakfast, lunch, and dinner salads & sandwiches at Whitney's). Also in that shopping center is: a beachy clothing shop, fitness center, LBK Liquor, kayak rentals and a large Pilates center.brbrHistoric Long Beach Village starts at Longboat Drive & Broadway (across GMD from the Sea Pines entrance). A 0.3 mi. walk are two bay-front restaurants: famous Mar Vista with outside tables under the trees (as well as inside, upgraded dining) and truly spectacular, high-end The Shore with inside and outside dining. Both offer dockage.brbrENVIRONS: Just north of Sea Pines is fun Beer Can Island (walk there along the beach) and the bridge to Anna Maria Island with Coquina Beach, Leffis Island preserve, Wednesday & Sunday markets, pizza, ice cream, boat rentals, playgrounds, the beach-front Beach House restaurant and several more eateries. The Cortez bridge to the mainland and funky Cortez fishing village (with several on-water seafood shacks - Star Fish by far the best) is under three miles, and several major shopping centers are a mile or so further east along Cortez Rd. Continuing north, past the bridge, on Anna Maria is a shopping center with a Publix and more (4.5 miles from the condo).brbrHeading south from the condo on LBK, Harry’s restaurant and deli, two new small casual eateries (including Lo-Key) and Joan Durante Preserve are two miles. Another shipping center with a UPS, shops, Lazy Lobster eatery, and a huge Publix (in a small shopping center) is 6 miles, St. Armands Circle, Mote Aquarium, and the Ringling Bridge to Downtown Sarasota are about 11 miles (bike paths the whole way). brbrWe have posted PHOTOS of the complex taken from the beachside (ours is the right-end unit in the third building from the left), from the rear/road entrance side, the view from the lanai of the beach and pool, the pool itself, the beach and views from the beach. As well as of the interior. The complex was recently painted, wit new landscaping and an upgraded, saltwater pool. brbrRENTAL TERMS: Minimum time frame is 28 days - in keeping with Sea Pines’ requirement and LBK’s strictly enforced ordinance. Maximum four occupants. Sorry, no pets and absolutely no smoking or vaping (inside or out).

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$314.51

/ Nightly

Condo

Beautiful Condo Overlooking Gulf - Multiple Monthly Rental Preferred

Longboat Key, Florida, United States

Manatee County Condo RRCR# RRR-00751.2023brbrWake up to the amazing sounds and beautiful views of the Gulf of Mexico! We are looking for interested monthly renters in a 2 bedroom 2 bathroom beach front condominium.brbrUNIT HIGHLIGHTS AND INFORMATION:br2nd Floor Beach Front CondobrSeasonal or Monthly Rental Availabilitybr Renovated Kitchenbr Renovated Master Bathroombr Renovated Guest BathroombrNew Appliances ,Water Heater, and A/C/Heater unitbrWifi Internet And stacked Washer/Dryer in unitbrPool and tennis/pickle ball courtbrFurnishingsbrNo SmokingbrNo Pets

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$432.88

/ Nightly

Condo

Unit #207 Sand Cay Beach Resort Pool View

Longboat Key, Florida, United States

207brWelcome to your ultimate oasis! This second-floor unit is very cozy with all the comforts of home, and only a 90 second walk from the door to the beach. With an amazing view of the pool, lush grounds, and partial gulf view. This stunning 2-bedroom, 2-bathroom home boasts a plethora of amenities designed to elevate your stay. It has a spacious layout with updated kitchen and bathrooms, and new laminated flooring. There is new furniture throughout with a flat screen television that is sure to please. brbrThis unit sleeps a max of 6 people: 1 King, 2 twins, 1 sleeper sofa.brbrWhen planning a trip to the beautiful Gulf Coast Beaches, stay with us. All our private condominiums feature full kitchens, living rooms, dining rooms and a balcony or patio to enjoy.brOur property features a heated pool, shuffleboard court, full tennis court that is also set up for pickleball, and an immaculate private, white sandy beach.brbrBook a stay at this family-friendly vacation home and escape to a picturesque beach paradise!! Pristine turquoise waters await.brbrOnce you stay with us, you will become part of our family, and we will look forward to your return year after year.

2

Bed

2

Bath

6

Sleeps

$351.1

/ Nightly

Private Vacation Home

Gorgeous townhouse in desirable Cedar's East Tennis Resort!

Longboat Key, Florida, United States

You will pinch yourself that you are staying on such a gorgeous island in a beautiful townhome! Every morning you will look out your windows and see the painted colors of the sunrise on the Bay. Every evening you can watch the majestic colors of the sunset on the Gulf, which is within walking distance across the street. Take a walk on the beach barefoot with the white, powdery sand in your toes. Go for a swim in the heated clubhouse junior olympic size pool, play tennis or pickle-ball, and take a bike ride! Explore St. Armands, AMI, Lido & Siesta Key! Enjoy!

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$355.34

/ Nightly

Private Vacation Home

Bay Haven Home on Longboat Key by RVA

Longboat Key, Florida, United States

Welcome to Bay Haven Home by RVA in the popular community of Country Club Shores. A large master bedroom suite, two guest bedrooms with multiple sleeping options, and a large living area this home is perfect for traveling families, groups or couples. The open-air pool opens to the community canal that includes amazing water views. Take a dip in your private pool while soaking in the warm Florida breezes and enjoying the sunshine. Bay Haven Home has all the elements needed for a relaxing vacation. brbrbrbrAmenities include wireless Internet access, garage parking and pets are allowed (with prior approval) so bring the entire family for an island getaway.brbrbrbrAccommodations: Three-bedroom, two-bathbrbrbrbrAmenities: Great Views, Spacious Floor Plan, Nicely Decorated, Private Boat Dock, Large Patio, Private Pool, Full-size Kitchen, Grill, Washer/Dryer, Pets Allowed, Wireless Internet AccessbrbrbrbrLocation: 530 Bowsprit Lane, Longboat KeybrbrbrbrBedding: 1 King, 1 Queen, 2 TwinsbrbrbrbrView: Water ViewbrbrbrbrMinimum Night Requirements: Restrictions ApplybrbrbrbrPet Policy: An additional pet fee will be added to applicable bookings, and cannot be processed online. To reserve a pet-friendly booking contact our local team. Pets not given prior approval will not be accepted.brbrbrbrOther: Additional electric and/or pool heat charges may apply; please call our local offices for details.brbrA security camera is mounted on the exterior of the property, pointing towards the dock, to monitor the owner's boat.

3

Bed

2

Bath

6

Sleeps

$172.74

/ Nightly

Villa

Longboat Key 1st Floor 2 bed/2 bath, Bayside Recreation-Beach Across the Street

Longboat Key, Florida, United States

Available March 1 for monthly or long-term rental. Updated Listing-Just Renovated Ground Floor 2 bed/2 bath Villa with attached carport at Windward Bay. Pool, tennis, pickleball, shuffleboard, fitness center, and kayaking. Gulf beach directly across the street. Nearby parks, shopping and restaurants. New Photos coming.

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$729.98

/ Nightly

Villa

Bright and Sunny Oceanfront Villa With Pool + Lanai | Hosts 6

Longboat Key, Florida, United States

Welcome to your private slice of paradise on the coveted Longboat Key. brbrNestled beachfront, this two-bedroom villa offers barefoot luxury, breezy interiors, and a peaceful atmosphere that instantly slows the pace. brbrWhether you’re here for a family getaway, a quiet reset, or just to listen to the waves with coffee in hand, this sun-drenched retreat delivers serenity in every square inch.brbrThis single-level villa is beautifully designed with a soft, coastal palette—think ocean blues, natural textures, and timeless whitewashed wood tones. Inside, the open-concept living and dining area is filled with light and laid-back elegance. Rattan details and beach-inspired accents give the home warmth and character without ever feeling overdone.brbrThe kitchen is fully equipped for casual meals, post-beach snacks, and all the little moments in between. Whether you’re prepping pancakes or mixing margaritas, you’ll have everything you need.brbrThere are two serene bedrooms—one with a king bed and the other with two doubles to accommodate up to six guests. The two bathrooms are clean, simple and stocked with all the essentials (yes, including fluffy white towels).brbrThe private lanai opens directly to the pool, just steps from the sand. Enjoy your morning coffee in a quiet breeze, take an afternoon dip, or linger outside for sunset cocktails—every day here begins and ends with the ocean as your backdrop.

2

Bed

2

Bath

6

Sleeps

$380.44

/ Nightly

Condo

Ocean Breeze: Open Next Thursday & Friday!

Longboat Key, Florida, United States

This charming seaside condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located on the second floor, overlooking the heated pool and ocean, this dreamy one-bedroom condo is optimal for sunset viewing from a private, screened lanai. Take a 30-second walk to the pool and onward to the secluded beach with loungers and sun umbrellas. Enjoy a relaxing vacation at our peaceful condo at Silver Sands Gulf Beach Resort!brbrUpon arrival to Silver Sands Gulf Beach Resort, you will be wowed by the tropical property! Conveniently located in the middle of Longboat Key, and just off the main road, Gulf of Mexico Drive, this small, intimate resort, only 35 units, has so much to offer: direct, private beach access, heated pool, loungers and sun umbrellas, laundry facility, mini golf course, shuffleboard, and complex office with staff.brbrWhen you arrive, pick up a parking pass from the main office (onsite staff 9A.M. - 5P.M. daily for any questions). There are also two in the condo, just in case! Then make your way to our condo, Unit 256, located on the second floor for optimal sunset viewing! The condo has a smart lock for easy entry and exit. Each guest is assigned a secure, individualized 4-digit code (deleted upon departure!), allowing for 24/7 arrival and freedom from carrying a key when on the beach...! brbrUpon entering, our condo features a spacious bedroom with king-size bed and Smart TV with cable too for viewing while lounging. There is a large closet and chest of drawers for storing belongings for a long stay, especially if you are a snowbird escaping those bitter winter months up North...!brbrWalk further, and you reach the living room with ample seating and queen-size sleeper sofa, which is just perfect for extra members of your party - the little ones! There is a Smart TV with cable for entertainment, when you're not on the beach, plus a variety of reading material, board games, and children's toys. Wifi, of course, is available throughout!brbrThere is full heating and air conditioning within the condo, plus a ceiling fan in the living room and extra floor fan in the closet!brbrFor convenience, we have a Pack 'N Play, for families traveling with infants!brbrThe living room flows into the fully stocked kitchen (coffee makers - drip and Keurig, blender, wafflemaker, Tupperware, wine glasses, etc.), with dishwasher, including everything you might need for a quick weekend trip or a month-long stay.brbrThe bathroom features a combined tub and shower, which always comes in handy when traveling with children!brbrBeyond the main living space is a large, screened lanai with patio furniture, ideal for eating a meal or sipping a cocktail! We have a deck box filled with fun beach toys for the kids too!brbrOn property, there is a large heated pool with deck, featuring lounge chairs. Pick up a beach umbrella and walk to the West (no need to cross a busy street!) to reach the private beach with more lounge chairs. No need to bring your own!brbrThe best part of our condo is the pool/ocean view, ample space, and all of the amenities that Silver Sands has to offer, most importantly, easy and quick beach access!brbrNotes:brbr1. Upon arrival, the condo will be prepared with fresh bed linens, bathroom towels, and beach towels. brbrThere will also be starter supplies of the following:brbrBathroom:br- toilet paperbr- shampoo & conditionerbr- body washbr- hand soapbr- hair dryerbrbrKitchen:br-paper towelsbr- spongebr- dish soapbr- dishwasher detergentbr- garbage bagsbr- olive oilbr- spicesbr- aluminum foilbr- plastic storage bagsbr- cleaning spray br- coffee filters (drip & Keurig!)br- ice cube traysbrbrCloset:br- iron & ironing boardbr- laundry detergent, on-property credit-card operated laundry, $2/wash, $2/drybr- extra folding beach chairsbr- sun umbrellabr- beach wagonbr- vacuum cleanerbr- broom and dustpan - in utility closet!brbrDaily housekeeping service is not available unless you would like to request a mid-stay clean for an extra fee, which I can arrange for you...! Sometimes that can come in really handy!brbr2. For our condo, there is one parking spot available - park wherever you like within the lot! Due to the size of the parking lot, unfortunately, no guest cars or trailers can be accommodated. Upon arrival, please ask the main office for a parking pass to be displayed on your dashboard. If you arrive after the office is closed for the evening, we have two laminates passes in the condo too!brbr3. Please note our condo is best suited for one-two adults or one-two adults plus one-two children in the sleeper sofa, and/or one in the Pack 'N Play, if needed. Unfortunately, we cannot accept reservations for over two adults. If it is a unique situation, feel free to message me to discuss further. Thank you for your understanding!brbr4. The condo is located on the second floor... for a pool/ocean view! At the complex, there are stairs, but no elevator.brbr5. The entryway door opens into the bedroom; this is very typical for Longboat beach hotels.

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$409.13

/ Nightly

Condo

Outrigger Resort #10 by RVA

Longboat Key, Florida, United States

RVA features a narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger Resort. The Outrigger grounds offer coin-operated laundry facilities, BBQ areas, and direct beach access. Relax by the heated community pool, take a stroll along the romantic beaches, or enjoy a short drive to the world famous St. Armand's Circle. This one-bedroom, one-bath Gulf front end unit offers beautiful decor and relaxing views. Relax on your private screened patio and escape to paradise.brbrbrbrAccommodations: One-bedroom, One-bathroombrbrbrbrAmenities: Private Patio, Grill, Full-size Kitchen, Wireless Internet, Community Pool, Washer/Dryer, On the Beach, Private Beach AccessbrbrbrbrLocation: 5155 Gulf of Mexico Drive, Longboat KeybrbrbrbrBedding: 1 King + Sleeper SofabrbrbrbrView: Gulf Front ViewbrbrbrbrMinimum Night Restrictions: 7 Nights; Contact our local team for shorter stay options

1

Bed

1

Bath

4

Sleeps

$306.73

/ Nightly

Private Vacation Home

Bay Breezes 2BR / Pet-Friendly Cedars East RVA

Longboat Key, Florida, United States

Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations.brbrbrDiscover the ultimate Longboat Key getaway at Cedars Tennis Resort, where luxury living meets the beauty of Florida’s Gulf Coast. Imagine waking up in a spacious, beautifully appointed townhome—perfect for families seeking fun-filled adventures or couples looking for a romantic retreat.brbrbrHere, every day is an invitation to indulge. Step outside and be greeted by world-class tennis courts, ideal for both casual play and competitive matches. Dive into the sparkling junior Olympic-sized swimming pool or enjoy a rejuvenating workout at the state-of-the-art fitness center. Cast a line from the fishing pier, explore the island on complimentary bicycles, or simply unwind as you watch tropical sunsets paint the sky in unforgettable hues.brbrbrAccommodations: Cedars Tennis Resort is a village-like town home community that features spacious living and dining areas and full-size kitchens. Enjoy all the amenities of home in these fully furnished condominiums including full-sized kitchen with breakfast bar, separate dining area and private lanai (available in select units).brbrbrClub and Recreation Facilities: Tennis and Pickleball Courts - 10 Har-Tru (soft-clay) tennis courts with professional instruction, daily clinics, round robins, and seasonal tournaments. Newly designed pickleball courts. brbrbrPro-Shop - Onsite Pro-Shop for equipment, apparel, and help with court reservations. brbrbrSwimming Pool and Tiki Bar - A heated Junior Olympic-sized pool with complimentary chaise lounges. Seasonal Tiki Bar adjacent to the pool. brbrbrFitness Center - Modern, 24/7 accessible fitness center with secure access. brbrbrBicycles for Guests - Adult-sized bikes available for daily use—ideal for exploring Gulf of Mexico Drive. brbrbrDining and Social Spaces - Hugo II Restaurant - A European Fusion restaurant offering German, Czech, and Italian dishes plus specialty Prosecco cocktails; private dining memberships required (no extra cost for Club members). Open Seasonally.brbrbrClubhouse and Social Areas - Clubroom, bar area, and recreational spaces enhance the communal experience. brbrbrFishing Pier and Mangrove Boardwalks - Charming wooden boardwalks wind through mangroves, leading to a serene fishing pier—perfect for picnics or watching boats and marine life. brbrbrBeach Access Information - The beautiful Gulf of Mexico shoreline stretches north and south along Longboat Key, and guests are welcome to enjoy it by using any designated Public Beach Access point. These access points are clearly marked with signs indicating Public use. Please note: Private beach access points along Gulf of Mexico Drive are reserved for property owners and their guests. Unless an access point is clearly labeled as Public, it is not available for use. We encourage you to explore and enjoy the public areas of the beach and thank you for respecting local property boundaries.brbrbrResidential and Guest Accommodations - Townhomes - Tri-level, spacious units featuring full-size kitchens, screened lanais or private balconies, and comfortable living/dining areas. The community is divided into three sections—The Gardens (500s), Club Level (600s), and Preserves (800s)—all connected via picturesque boardwalks.brbrbrUnit #830 Accommodations: 2-bedroom, 2.5 bathroom town home with bay views from your private patio.brbrbrbrUnit Amenities: Nicely Decorated, Flat Screen TVs, Wireless Internet, Full-size Kitchen, Private Lanai, Fitness Facility, Community Pool, Beach Access (A Short Distance Away)brbrbrbrLocation: 830 Evergreen Place, Longboat KeybrbrbrbrView: Bay ViewbrbrbrbrBedding: 1 King, 2 TwinsbrbrbrbrMinimum Night Requirements: Minimum Stays Apply

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Sleeps

$338.91

/ Nightly

Private Vacation Home

Arts & Vines: LBK Pool Spa Dog Friendly by Anna Maria Life Vacation Rentals

Longboat Key, Florida, United States

This home requires a 28-night minimum stay.brbrArts and Vines by Anna Maria Life Vacation Rentalsbr6836 Pine St, Longboat Key, FL 34228brbrWhat You'll Love About This Home:brLocation! Beautiful Longboat Key!br3 Bedrooms / 2.5 BathroomsbrKing, Queen, 2 Twins, Full Sofa BedbrPrivate Heated Pool & SpabrPool LoungersbrCovered Poolside Lounge with Patio DiningbrRooftop Deck with Lounge SeatingbrGas GrillbrOutdoor Balcony DiningbrMultiple Decks Overlooking Lush Backyard & PoolbrFenced YardbrDog Friendly - with fee. See below. Max 2 small dogs.brProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach TowelsbrParking for 5 CarsbrbrDetails:brLocated on Longboat Key's barrier island, with gorgeous, peaceful, quiet beaches offering soft white sand, turquoise water, and dramatic sunsets, Arts & Vines radiates a vibrant, artistic vibe showcasing bright, beach themed artwork throughout. Our art-filled retreat is welcoming and full of character. Step inside and feel like you are walking through a beachside gallery full of color and personality.brbrThe main level features a beautifully integrated kitchen, dining, and living area that blends modern elegance with a warm, coastal flair. Bright, breezy, and full of life, it's made for gathering, creating, and enjoying the Florida lifestyle. Whether sipping morning coffee or hosting a sunset dinner, it invites comfort and conversation. Wall-to-wall windows and glass doors frame lush greenery, making you feel as though you're dining in a tropical treehouse. With sliding glass doors opening to the outdoor patio, guests will enjoy this space designed for dining, lounging, and soaking in the lush, tropical surroundings.brbrThe bedrooms exude peaceful serenity. The primary suite is a peaceful retreat tucked away on the second floor. Featuring a plush king-sized bed, the room is bathed in natural light from large windows overlooking lush greenery. A sleek ceiling fan and wall-mounted TV provide comfort and convenience, while the ensuite bathroom offers a private spa-like experience, complete with modern finishes and thoughtful touches. Charming and cozy, the guest bedroom features a comfortable queen-sized bed with soft bedding and tranquil decor. Brightened by natural light and accented with coastal details, the space includes a flat-screen TV, making it a perfect haven for relaxation after a day at the beach. The third bedroom offers two twin beds, ideal for kids, friends, or additional guests. Light and airy, the room includes a TV and playful coastal accents that reflect the home's beachy personality. It's a welcoming and comfortable space for winding down and recharging. For added convenience, there is a full sized sofa sleeper.brbrThe rooftop deck is a private oasis—an inviting retreat perched above the treetops, blending comfort, style, and nature in perfect harmony. With cozy wicker lounge seating under a modern pergola and plush cushions for relaxed conversation, it's the ideal setting for evening gatherings or peaceful morning moments. The open-air section features a pair of loungers and a café table, perfect for soaking in the sun or enjoying a glass of wine under the stars. Surrounded by lush greenery and cooled by coastal breezes, this tranquil perch invites relaxation, reflection, and a deep connection to nature..brbrThe covered poolside dining area offers the perfect blend of comfort and tropical ambiance, ideal for relaxed outdoor living. Featuring a spacious dining area with seating for eight, it invites al fresco meals and sunset cocktails surrounded by lush greenery. Just steps away, the private pool shimmers invitingly, framed by tropical landscaping and complemented by a paved deck with loungers—perfect for sunbathing or a peaceful afternoon by the water. The hot tub offers a perfect spot for relaxation, allowing guests to unwind in warm, bubbling water after a day of exploring. Whether you're entertaining or unwinding, this outdoor retreat is designed for pure vacation bliss.brArts and Vines is a dog friendly home! If you have added a pet to your reservation under the number of pets, the fee of $150 per dog plus tax has been added to your reservation total. Please note, there is a 2-dog limit. Small Dogs Only.brbrIf you are looking for Gulf breezes, peaceful ambience and total relaxation, Arts & Vines is the perfect vacation spot for you.brbrBedroom 1 - King Bed, Ensuite Bathroom, TV - Floor 2brBedroom 2 - Queen Bed, TV - Floor 2brBedroom 3 - Two Twin Beds, TV - Floor 2brFull Sized Sleeper SofabrbrPlease note:brThis home requires stays of at least 28 nights.brAmenities are subject to change.brSmall Dogs Only - 2 maxbrDriveway parking is available for a maximum of 5 cars. Parking for additional vehicles is not available.brGarage is not available for guest use.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than 28 nights. The maximum occupancy is six. brRRR-00499 brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

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Sleeps

$264.46

/ Nightly

Condo

Fantastic Beach Condo

Longboat Key, Florida, United States

A one minute walk to the spectacular beach on the Gulf of Mexico, with sunshiny days and gorgeous sunsets! The complex offers a junior Olympic pool, hot tub, baby pool, direct beach access with chairs and umbrellas provided for you, tennis, pickle ball, ping pong, weight room, aerobic room and grills throughout the property. Seven minutes from fantastic dining and shopping and fun on St. Armands and fifteen minutes from downtown Sarasota.

Bed

Bath

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$506.66

/ Nightly

Condo

Sea Grape Inn #2- Beachfront Property

Longboat Key, Florida, United States

BEACH VIEW Condo- 1st Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper, Screened Lanai w/ocean & pool view. Check our online Reviews!brbr** Need to stay less than the minimum required nights Please contact us **brbrThe Sea Grape Inn is a boutique-style resort complex, located on the shores of the Gulf of Mexico, on Longboat Key with 8 beautiful condos in a beachfront location. A perfect beach getaway!brbrBEACH VIEW Condo- 1st Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper. brbrBeautifully appointed 2 bedroom 2 bath condo, on the first floor with a screened lanai that jets out from the living area where you have a view of the pool and the Gulf of Mexico and features a flat screen TV. brbrTile throughout with a king bed in the primary bedroom and flat screen TV as well as a view of the water. The guest bedroom has two single beds as well as a flat screen TV. Each bedroom has their own private bath. Both baths have been upgraded to include new vanities, toilets and tile. brbrThe kitchen has been upgraded and includes granite counter tops and is fully equipped just like home. The new living room furniture offers a sofa bed.brbrThe Following *Required Fees are included in the total cost.br*Required $150 Departure Cleaning Fee. brbr*Required Conservation Fee of $10 per night will be charged due to Longboat Key Ordinances to protect Turtles.brbr*Required Damage/liability insurance fee $70 is mandatory and will cover any damages or missing items in the guest rental unit or property, as needed. This damage/liability enables The Sea Grape Inn to rent to guests without requiring a refundable damage deposit. brbrCANCELLATION POLICY:br~Cancel 91 days or more prior to arrival date, guest will receive a full refund less a $250 admin fee.br br~Cancel 31-90 days prior to arrival receive full reservation credit for a future booking valid for 1 year (less any booking fees). Original reservation pricing is not guaranteed. Guest will be required to pay the difference if there is a price increase for new booking dates.br br~Cancel 30 days or less prior to arrival, or a No-Show; No Refund Or Booking Credit will be provided.brbrGetting around the island is best by car.brSee house manual in rental

2

Bed

2

Bath

6

Sleeps

$340.38

/ Nightly

Condo

Oceanview Beautiful Penthouse 3 Rms Private Patios Spacious Steps to the Beach

Longboat Key, Florida, United States

* DISCOUNTED RATE AVAILABLE FOR MORE THAN 90 DAYS. CONTACT OWNER FOR DETAILS*brLife is good at Beach Harbor Club in Longboat Key. This penthouse has 3 rooms, 2 full bathrooms and one half bathroom. It offers breathtaking views of the bay from all Bedrooms and Living room. Two private patios with ocean view, one with view of the bay and gulf. A few steps to the beautiful beach. The condo is newly remodeled and updated. New kitchen, fridge, microwave and dishwasher. Big dinning/living area. Two flat tvs, one on the living room and the other on the master room. Updated bathrooms. Master suite has tube shower. Upgraded cable, wifi internet and phone. Kitchen is fully equipped. Community has nice gym, heated pool, BBQ area. This is a beach to bay community. Private beach with beach chairs and umbrellas. Community kayaks in the Bay Area. Fishing area in the Bay Area. Business center. brMinimum Rental of this unit is 3 months. br*DISCOUNTED RENT AVAILABLE FOR MORE THAN 90 DAYS RENTAL. MESSAGE OR CALL OWNER (JP) FOR DETAILS: (4077059323). br** Additional fees:br1. $220 cleaning fee.br2. $100 HOA application fee. br3. Rental tax 12%br4. Refundable Deposit $500. br

Bed

Bath

Sleeps

$519.47

/ Nightly

Condo

Sea Grape Inn #6- Beachfront Property

Longboat Key, Florida, United States

BEACH VIEW Condo- 2nd Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper.brbr** Need to stay less than the minimum required nights Please contact us **brCheck out our online Reviews!brbrThe Sea Grape Inn is a boutique-style resort complex, located beachside, on the shores of the Gulf of Mexico, on Longboat Key. A perfect beach getaway!brbrBEACH VIEW Condo- 2nd Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper.brbrCompletely renovated stunning BEACHVIEW condo! Totally re-done and upgraded condo, located directly on the Gulf of Mexico Beach--with beautiful, uninterrupted views of the ocean. brbrThis GORGEOUS 2nd floor 2 BD/2 BA condo has been totally renovated, with you in mind. A completely updated kitchen--featuring new cabinetry, stainless steel appliances, beautiful quartz counters, new oversized sink and faucet, plus a fully stocked kitchen. All the amenities of home! brbrDecorated to reflect the casual upscale beach lifestyle which will be yours during your stay, lounge in the living room which includes a flat screen TV, a new sectional sofa with queen-sized pullout bed, and an upscale recliner chair. Plenty of dining room seating including 3 breakfast bar chairs to accommodate all your family meals.brbrRelax on outdoor seating in the screened lanai while taking in the view of the private pool, and tranquil waters of the Gulf of Mexico. Finish your day watching the spectacular sunset, either from your private lanai or beachside. brbrThe primary suite offers a luxurious king bed, flat screen TV, and a recently remodeled private bathroom, complete with plenty of storage, new bathroom fixtures, updated shower and tile throughout. The second bedroom suite has two twin beds, a flat screen TV and a recently remodeled private bathroom, also with plenty of storage, new bathroom fixtures, updated shower/tile.brbrBeautiful tile floors throughout, freshly painted, loads of storage, furnished in casual, upscale beach elegance. brbrYou have certainly discovered the perfect beachside getaway–the setting for a relaxed family beach vacation, a fun friends getaway, or a romantic stay for 2. We can’t wait to welcome you.brbrThe Following *Required Fees are included in the total cost.br*Required $150 Departure Cleaning Fee. brbr*Required Conservation Fee of $10 per night will be charged due to Longboat Key Ordinances to protect Turtles.brbr*Required Damage/liability insurance fee $70 is mandatory and will cover any damages or missing items in the guest rental unit or property, as needed. This damage/liability enables The Sea Grape Inn to rent to guests without requiring a refundable damage deposit. brbrCANCELLATION POLICY:br~Cancel 91 days or more prior to arrival date, guest will receive a full refund less a $250 admin fee.br br~Cancel 31-90 days prior to arrival receive full reservation credit for a future booking valid for 1 year (less any booking fees). Original reservation pricing is not guaranteed. Guest will be required to pay the difference if there is a price increase for new booking dates.br br~Cancel 30 days or less prior to arrival, or a No-Show; No Refund Or Booking Credit will be provided.brSee house manual in rental

Bed

Bath

Sleeps

$498.0

/ Nightly

Private Vacation Home

4-bedroom house on Longboat Key with beach only 150 yards away.

Longboat Key, Florida, United States

Make yourself at home in this large recently remodeled 4-bedroom 3 bathroom Longboat Key retreat with 1 king bed and 3 queen beds, this house offers a perfect blend of comfort and style, relax in the large family living space with 65 inch tv and a pool table or take in the fresh beach air on the outdoor patio with plenty of seating and a gas bbq. Plenty of off-street parking. Guests also have free access to Cedars East Tennis resort during their stay (no additional fee) - tennis/pickleball/pool/bar/restaurant and bike rental! Within 200 yards of the house there is a cafe and a deli, 3 pub/restaurants, a pizzeria and a local beach shop.

Bed

Bath

Sleeps

$333.64

/ Nightly

Private Vacation Home

Piece of Paradise

Longboat Key, Florida, United States

Located on a most welcoming friendly street. This house with 3 bedrooms & 3 full bathrooms sits on a canal with dock and large paved area. Just a short 5 minute walk to the beach and Gulf of Mexico with its amazing sunsets. The perfect place to come and relax on the back open patio with a high top table or on the dock itself with seating. The front patio with seating is partially enclosed if you need a break from the sun and also where the grill is located.brbrThis contemporary home is all renovated with all updated stainless appliances. The perfect place to come and relax. House is well stocked with all the essentials you need inside as well as beach supplies, such as beach towels, beach chairs and a cart to haul all your beach needs, as well as fishing poles and supplies to try your luck fishing off the dock.brbrThe home is a short walk to relaxed and upscale restaurants and Durante Park or a short drive to St. Armands Circle that is full of restaurants and shopping.

3

Bed

3

Bath

6

Sleeps

34228, Florida, United States Vacation Rental Homes By Owner - Page 28

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