Longboat Key is a stunning town in Florida boasting exciting things to do. Begin your journey at Joan M Durante Community Park, an expansive 32-acre (12.95-hectare) oasis of lush hiking trails. Wander amid the beauty of nature, with a serene pond and fishing pier inviting you to cast your line and try your hand at fishing. Venture further to the captivating Beer Can Island, a secret haven graced with pristine white sands and inviting turquoise waters. For a culinary escapade, don’t miss out on Lazy Lobster of Longboat Key, an absolute must-visit. Indulge in a symphony of flavours that pay homage to the ocean’s bounty.
Contemplating an extended stay in this charming town brimming with captivating attractions? Check out these best long-term rentals in Longboat Key, Florida, making your experience here even more remarkable.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and long-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 14, 2024.
1. Modern condo with shared pool access (from USD 195)
This stylish 1,400-square-foot (426.72-square-metre) condo has undergone recent refurbishment. A standout feature of this extended-stay rental is its equipped kitchen, allowing guests to prepare their own meals. Complimentary parking is also provided for your convenience.
The presence of an on-site washer and dryer ensures a comfortable stay. Don’t miss the opportunity to unwind on the porch while enjoying your favourite beverage. This condo grants you access to both a shared pool and dock, perfect for relaxation. And if your stay extends beyond 28 days, you’ll receive a discount on the total booking amount.
Top guest reviews
Cleanliness:
the condo was clean and the kitchen was well stockedthe condo was very clean and comfortable with everything we neededthe airbnb was spacious clean and a pleasure to stay atthe house was comfortable and clean with easy parking in the large garagevery clean and spacious unit close to everything one could wantHost:
the host provided easy instructions and some tips on the areaRead more reviewsLocation:
close to the beautiful beachesthis townhome is the perfect location in lbka beautiful area that’s close to beach and wonderful restaurantsthe location is great and the list of suggested restaurants was very helpful we hope to return againlove the olympic size pool and joan durantee park is nearby with nice walking trails
2. Lavish beachfront house with private beach (from USD 488)
This exquisite rental embodies the essence of mid-century modern architecture. Your dreams of coastal living come true as you enjoy direct Gulf of Mexico views from almost every room. The rear deck grants you exclusive access to a private beach, a personal gateway to tranquil shores.
A great room, adorned with floor-to-ceiling sliding glass doors, seamlessly connects to a generous screened deck. This outdoor oasis boasts an inviting dining area where you can savour meals with a backdrop of endless ocean horizons. Prepare to be captivated by spectacular sunsets from rooms, patios and decks. To sweeten the deal, exciting discounts for stays of 30 nights or more await you.
Top guest reviews
Cleanliness:
the house was very clean when we arrivedeverything was so clean and comfortableit was very clean roomy and the kitchen was fully stocked with everything you will needit is very nicely appointed with very clean lines and tasteful furniturethis house was clean & the beach was completely privateHost:
the owner was very responsiveRead more reviewsLocation:
the location of the house is perfectthe location is wonderful i have never been so close to the beachsunsets were beautiful and the location was quiet and secludedwe saw dolphins the location is perfect the house beautiful i wouldn’t change a thingnice publix very close— you could walk there if you had to
Nearby long-term rentals
3. Gorgeous rental with heated pool (from USD 427)
Reserve this exquisite property now and indulge in ultimate relaxation by lounging in the heated, saltwater pool with your dear ones. Engage in fishing from the dock in the backyard or embark on a sailing adventure using your boat. For even more outdoor enjoyment, the rental provides kayaks, paddleboards and bicycles.
With access to a dedicated workspace and reliable Wi-Fi, you can work seamlessly. Feel free to satisfy your appetite by preparing a delectable meal in the well-equipped kitchen. Furthermore, the property offers ample parking space for up to four vehicles.
For extended stays of 28 nights or more, a generous discount is applied to the total booking rate.
4. Decent bayside home with hammock (from USD 290)
Experience a splendid getaway at this refined home, just a short walk from the breathtaking bay. Fully equipped for extended stays, it offers amenities such as a washer, dryer and cooking facilities. Families with children will find it especially accommodating, with provided games, toys and a travel crib for the little ones.
Indulge in a leisurely afternoon reading on the hammock or preparing a delightful barbecue feast. Utilise the complimentary Wi-Fi to locate nearby shops or restaurants. For stays of 28 nights or more, enjoy an impressive discount on your rate.
5. Cute historic home with private workspace (from USD 248)
This exquisite historic property, designed in the Italianate style, provides all you desire for an extended Florida vacation.
Your laundry needs are met with the available in-house laundry room. Stay productive in a private workspace equipped with a desk for remote work. Bask in the fresh air on the spacious open-air front porch. For delightful barbecue evenings, the fenced patio features a gas grill to enjoy with your dear ones.
Experience more for less - receive a discount on your total booking when staying 28 nights or more.
6. Stylish apartment with free parking (from USD 87)
Situated just a block away from downtown, this apartment is an ideal selection. Complimentary parking is provided for those travelling by car. Rest assured about your laundry needs, as an on-site shared facility is at your disposal.
Utilise the complimentary internet for work tasks, then unwind with your favourite Netflix series on the TV. What’s more, stay cool during summer with available air-conditioning. As an added bonus, enjoy an incredible discount for stays of seven nights or more.
7. Lovely rental with washer and dryer (from USD 199)
Indulge in a romantic escape with your partner at this thoughtfully crafted condo. Nestled in an opulent and serene environment, it’s an idyllic retreat for unwinding.
Equipped with a kitchen, you can savour tasty homemade meals at your leisure. Next, enhance your understanding of the area using the complimentary Wi-Fi. The convenience of a washer and dryer adds to your stay’s ease. Want more? Enjoy parking for your car for free. Considering a stay of 28 nights or more? Revel in a generous discount on your total rate.
8. Chic apartment with rooftop deck (from USD 248)
Nestled within St Armand’s Circle, this exquisite apartment is adorned with serene coastal hues and accents. Kickstart your day by crafting a delightful breakfast in the equipped kitchen. Coffee aficionados are in for a treat, with options ranging from a drip coffee pot and French press to a Nespresso machine.
For those inclined to work, a dedicated workspace featuring a desk and a printer/scanner is at your service. Unwind during the evening on the expansive rooftop deck, relishing your preferred beverage. Fitness enthusiasts will appreciate the availability of yoga mats and a dumbbell.
Secure this apartment for a minimum of 28 nights and enjoy an impressive discount on your stay.
9. Beautiful cottage with shared outdoor pool (from USD 119)
Discover a charming cottage near Anna Maria Island that beckons you and your family to create cherished vacation memories. Start your day with a delectable breakfast lovingly prepared by our in-house chef. Later, embrace boundless enjoyment with your loved ones at the shared outdoor pool.
Families with children can request cots and cribs to ensure their comfort. Your vehicle is well taken care of with complimentary parking. Address your laundry needs conveniently with onsite washing machine and dryer facilities. After a day of outdoor exploration, unwind on the living room sofa with your loved one.
As an added incentive, extend your stay beyond 28 nights and enjoy a discounted rate.
Top guest reviews
Amenities & Room:
beach cottage in bradenton home was easy to find beautiful beach vibe decorations full kitchen and very cleanCleanliness:
her place was extremely clean and comfortablebeautiful clean resident in up to date well kept rv parkvery nice place to stay super clean and host is great to work with a+++Read more reviewsHost:
kayla was responsive and helpfulkayla was a perfect host very responsive and friendlykayla was very responsive when we did have questions or concernsvery nice place to stay for a couple of days and host was very communicative would recommendkayla was very responsive & pleasant thank you
Superhost
10. Stunning home with private pool (from USD 127)
For boat enthusiasts, this captivating canal home offering inviting hues and comfortable furnishings is a must-book. Feel free to bring along your own boat to explore the stunning waters, with the added benefit of docking it in the provided boat slip.
Among the many conveniences of this home away from home, indoor laundry stands out. When hunger strikes, you can prepare delectable meals for your family in the kitchen. For those who find themselves working even during holidays, a dedicated workspace area is readily accessible. Unwind after a day of adventure by visiting the private pool.
For extended stays of 28 nights or more, take advantage of delightful discounts when you secure this rental.
Top guest reviews
Amenities & Room:
the beds and other furniture are very comfortablethe kitchen views to the outside were greatthe pool/outside space was even better than the pictures showperfectly heated salt water poolpool was definitely better than picturesCleanliness:
absolutely beautiful clean and spacious propertythe house was clean and there were plenty of towels for the beach and housevery clean and cute houseclean comfortable up to date appliances and amenitiesnice clean house great for boating and fishing awesome access to nearby beaches stores shops baitHost:
host very helpful with all concerns and questionsgreat hosts on top of everything elsewilliam is a great host he gave almost immediate responses to any of our querieswe will definitely be back hosts were really helpful and responsivethe hosts provide a number of extras that made our stay very relaxed and enjoyableRead more reviewsLocation:
it was perfectly located very close to all stores and attractionsawesome house and locationthe location was great close to beaches and restaurantsgreat space and wonderful locationfabulous location and the property is impeccable
Surrender to the charming beauty of Longboat Key
Whether you want to seek tranquillity amid nature or explore sandy shores and sparkling waters, Longboat Key has it all. For a long-term stay in this charming town, consider booking one of the above-mentioned long-term rentals in Longboat Key, Florida.
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