Longboat Key Homes with 2 Weeks Minimum lease

Welcome to Longboat Key, a picturesque barrier island located in Manatee County, Florida. Known for its pristine beaches, world-class dining, and upscale shopping, Longboat Key offers a luxurious yet laid-back lifestyle for residents and visitors alike.

One unique feature of Longboat Key is its real estate offerings that cater to those seeking a more flexible living arrangement. With homes available for lease with a minimum term of just two weeks, you can enjoy all the benefits of living in this coveted area without a long-term commitment.

Imagine spending your days lounging on white sandy beaches, exploring nature trails, or teeing off at championship golf courses, all just moments from your doorstep. Whether you're looking for a cozy beachfront cottage, a modern condo with panoramic views, or a spacious single-family home with a private pool, Longboat Key has something to suit every taste and lifestyle.

With its perfect blend of natural beauty and upscale amenities, Longboat Key is the ideal place to call home, whether you're looking for a seasonal retreat or a year-round residence. Come discover the magic of Longboat Key and find your own piece of paradise in this charming coastal community.

Newest Longboat Key Homes with 2 Weeks Minimum lease

$599,900

2 Beds ⋅ 3 Baths ⋅ Cedars East SubDv. ⋅ 34228 Zip Code ⋅ A4698229 MLS ⋅ Active Status ⋅ 848 BLDG.

Turn-Key Furnished Waterfront Townhome in Cedars East on Longboat Key! Beautifully updated and move-in ready, this desirable 2-bedroom, 2.5-bath residence offers one of the best locations within Cedars East, featuring tranquil water views from the spacious primary suite and an expanded, open-concept living area. The updated kitchen showcases shaker-style cabinetry, granite countertops, stainless steel appliances, and abundant workspace, flowing seamlessly into the spacious dining and living areas. Turn-key furnishings make this home truly move-in ready—ideal as a full-time residence, seasonal retreat, or investment property. Life at Cedars East offers the perfect blend of resort-style amenities and relaxed coastal living. Residents enjoy access to a heated junior Olympic-sized pool, Har-Tru tennis courts, pickleball, fitness center, clubhouse, pro shop, fishing pier, kayak launch, scenic mangrove boardwalks, and an on-site restaurant and tiki bar. (Pool membership is included with ownership. Some amenities require optional club membership.) Ideally located just minutes from the sandy beaches of Longboat Key, St. Armands Circle, Anna Maria Island, championship golf, waterfront dining, shopping, Joan M. Durante Park, and vibrant downtown Sarasota, this exceptional property offers the perfect combination of location, lifestyle, and value in one of Longboat Key's most sought-after communities.

848 Evergreen Way, Longboat Key

$799,000

2 Beds ⋅ 2 Baths ⋅ Cedars West Of Longboat Inc SubDv. ⋅ 34228 Zip Code ⋅ TB8483958 MLS ⋅ Active Status ⋅ Cedars West Of Longboat Key BLDG.

Experience breathtaking beach and Gulf views from this spacious, turnkey-furnished two-bedroom, two-bath residence in Cedars West. Beautifully updated with no detail overlooked, this exceptional property features elegant stone countertops, quality appliances, and a relaxed coastal ambiance that makes it highly sought after. Offering over 1,270 square feet of air-conditioned living space, the residence includes a large walkout screened lanai where you can enjoy gentle Gulf breezes and spectacular sunsets over the tranquil waters of the Gulf of Mexico. The thoughtfully designed layout provides abundant storage throughout, including generous closets in both bedrooms as well as a dedicated owner’s closet. Just steps from the unit, the pristine beach is a renowned nesting ground for sea turtles, offering the unique opportunity to watch dolphins and manatees pass by while relaxing on one of Florida’s most beautiful beaches. Cedars West residents enjoy a wide range of resort-style amenities, including a large heated and cooled swimming pool, two tennis courts, BBQ grilling areas, and convenient kayak and bike racks. Owners also have the option to generate rental income by taking advantage of Cedars West’s rare two-week minimum rental policy on Longboat Key. Don’t miss this incredible opportunity to experience the ultimate beachfront lifestyle.

5655 Gulf Of Mexico Drive Unit D107, Longboat Key

$1,420,000

4 Beds ⋅ 3 Baths ⋅ Cedars East SubDv. ⋅ 34228 Zip Code ⋅ A4679679 MLS ⋅ Active Status ⋅ N/A BLDG.

NEW PRICE, AMAZING OPPORTUNITY!!! Experience the ultimate island lifestyle in this masterfully renovated 2,880 sqft, 4 Bed/3 Bath "lock-and-leave" condo at Cedars Tennis Resort and Club. Elevated sanctuary on the tranquil north end of Longboat Key. Offering the expansive feel of a single-family residence with the effortless "lock-and-leave" ease of being in the beautiful condo community of Cedars Tennis Resort and Club. This exquisite 4BR/3BA retreat defines coastal chic. A private elevator serves all three levels, opening into a sun-drenched great room with soaring ceilings, a fireplace, and a gourmet kitchen featuring dual islands and designer finishes. The refined dining room opens right off of this space with its custom built-in cabinetry and dry bar, ideal for any social gathering. Relax on your private, screened lanais overlooking lush tropical foliage and serene ponds, with peek-a-boo views of the Gulf. There is one on each living level. Rounding out the main living area is a versatile den/office (currently used as the 4th bedroom), a full third bathroom, beautiful hardwood floors throughout and a dedicated laundry room. The primary suite is a true oasis with a spa-inspired sunken bath, large walk-in shower, dual vanities and walk-in closets. Upstairs beyond the oasis of a primary there are two additional oversized guest bedrooms and a beautifully renovated guest bathroom with a walk-in shower. Recent updates beyond the full interior renovation include 2026 garage door replacements, and 2024 roof and AC replacement. Hardi- Board siding on exterior and Pella high-impact windows. The split 3-car garage provides total peace of mind and the rare abundance of space and storage. Nestled in the 66-acre village-like townhome community enveloped by nature, providing effortless access to both the beach and the bay on the beautiful north end of Longboat Key. The spacious and tropical community features lit boardwalks winding through mangroves, leading to an array of exceptional amenities including a heated Jr. Olympic Size Pool, nine Har-Tru Tennis Courts, three Pickleball courts, a Clubhouse with a Pro-Shop, a 24-hour Fitness Center, a Tiki bar, a restaurant, a fishing pier, and a kayak launch. Please note that some amenities require an additional club membership. The property is within walking distance to a variety of local attractions, such as Harry's Deli & Continental Kitchen, the true island gem that is Joan Durante Park, Euphemia Haye Restaurant & The Haye Loft, and, of course, Longboat Key's globally renowned sugary white sand beaches. Furthermore, it offers convenient proximity to other major attractions and cultural venues, including St. Armand's Circle, Mote Aquarium, the Asolo Repertory Theatre, Van Zel Performing Arts Center, Marie Selby Gardens, Anna Maria Island, the Ringling Museum complex, and numerous dining options on Longboat Key and in downtown Sarasota. Cedars East is the rare community on LBK that offers shorter-term rental allowance with its 2-week minimum, making it the perfect balance for offsetting costs when not in use, without living in a hotel community. Exceptional onsite management is in place if desired. Fantastic residence, rare opportunity, come take a look today!

515 Forest Way, Longboat Key

$875,000

3 Beds ⋅ 3 Baths ⋅ Cedars East SubDv. ⋅ 34228 Zip Code ⋅ A4674750 MLS ⋅ Active Status ⋅ 836 BLDG.

Investor Dream Home! A double condo unit which feels like a single-family home and comes with 2 attached oversized garage spaces. Elevated among the treetops on the bay side of Longboat Key, this home features wood floors throughout the first elevated living level, an open great room and kitchen for entertaining. There’s an inviting wood-burning fireplace, screened lanai for bay breezes and a flex room to use as an office, den or guest room. Upstairs you will find 3 bedrooms. Two share a full bath while the primary bedroom features a large ensuite and two walk-in closets. You’ll find stunning views of the bay through a wall of windows and a screened lanai where you can catch the sunset glow over the treetops. Amenities in the premier tennis community include exceptional access to bay waters, perfect for launching a kayak, fishing and enjoying the tide pools. Enjoy a boardwalk stroll through mangroves and watch the sunrise from a private bayside dock (no boat access). Pool membership comes with home ownership. Tennis, pickleball and fitness center access is available through Cedars East Resort at an annual rate. Update, redesign and make it your home or income opportunity today!

836 Evergreen Way, Longboat Key

$599,000

2 Beds ⋅ 3 Baths ⋅ Cedars East SubDv. ⋅ 34228 Zip Code ⋅ A4665172 MLS ⋅ Active Status ⋅ Cedars East 3 BLDG.

Refined Coastal Living with Proven Income Potential – Experience the best of Longboat Key in this impeccably appointed, turnkey furnished residence within the coveted Cedars East Tennis Resort. This elegant 2BR/2.5BA townhome spans 1,440 square feet of thoughtfully curated living space, where tasteful coastal design meets modern comfort. The gourmet kitchen is adorned with granite surfaces and flows seamlessly into a bright, open living area designed for effortless entertaining. A tranquil, private lanai invites you to unwind amid lush tropical surroundings. The primary suite serves as a serene retreat, complete with dual vanities and a spa-inspired ambiance, while upstairs laundry enhances everyday ease. With a strong history of rental performance, this property offers a rare opportunity to blend lifestyle with investment. Residents and guests enjoy an array of resort-caliber amenities, including championship Har-Tru tennis courts, a heated Olympic-style pool, fitness center, and exclusive bayfront features such as a kayak launch, fishing pier, and scenic mangrove boardwalks. An on-site dining option adds to the effortless luxury. Ideally located just moments from the beautiful beaches of Longboat Key, the boutiques and dining of St. Armands Circle, downtown Sarasota, and Anna Maria Island. A distinctive offering for the discerning buyer seeking both coastal elegance and exceptional return on investment. No flood damage | New A/C (2025)

847 Evergreen Way, Longboat Key

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