Longboat Key holiday rentals

We found 11,809 holiday rentals — enter your dates for availability
Discover a selection of 20 homes, 17 apartments and other holiday rentals in Longboat Key that are perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a hot tub. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Longboat Key

Showing deals for:13 Nov - 20 Nov

Private kitchen
Interior
Interior
Dining
Exceptional
(42 reviews)

KEY DREAMS-LARGE HEATED POOL-3 BR-10 MIN TO SIESTA KEY-SLEEPS 8-GULF GATE

Sarasota

7% off
AU$3,297
for 7 nights, 1 home
AU$471 per night
includes taxes & fees
KEY DREAMS-LARGE HEATED POOL-3 BR-10 MIN TO SIESTA KEY-SLEEPS 8-GULF GATE
Living, lounging, cooking—our space does it all.
Anna Maria, Florida's ocean is your ultimate fun zone!
Your ideal mix of style, convenience, and comfort is ready and waiting for you.
Pool
Exceptional
(56 reviews)

Luxury Family Escape: Spacious 4BR, Pool, Close to AMI, Dining & Attractions!

Bradenton

8% off
AU$4,781
for 7 nights, 1 home
AU$683 per night
includes taxes & fees
Luxury Family Escape: Spacious 4BR, Pool, Close to AMI, Dining & Attractions!
Stop by the local market and use our well-equipped kitchen for dining in.
Eat your grilled catch of the day poolside in our new outdoor dining set for 8.
Living area
Living area
Exceptional
(120 reviews)

Sunset Landing AMI Beach House. 6BR/4.5BA. Private pool. 2 blks to beach.

Holmes Beach

7% off
AU$7,470
for 7 nights, 1 home
AU$1,067 per night
includes taxes & fees
Sunset Landing AMI Beach House. 6BR/4.5BA. Private pool. 2 blks to beach.
Open living room and dining room area.
Pool
Private kitchen
Queen Bedroom
Exceptional
(63 reviews)

Private Sarasota Pool Retreat Near Siesta Key Beach!

Sarasota

7% off
AU$2,607
for 7 nights, 1 home
AU$372 per night
includes taxes & fees
Private Sarasota Pool Retreat Near Siesta Key Beach!
Dining
Outdoor dining
Private kitchen
Private kitchen
Exceptional
(157 reviews)

OCTOBER, Nov & Dec DISCOUNTS! Cortez Boat Resort/AMIsland White Sand Beaches BOAT DOCK & LAUNCH on site

Cortez

6% off
AU$3,577
for 7 nights, 1 home
AU$511 per night
includes taxes & fees
OCTOBER, Nov & Dec DISCOUNTS! Cortez Boat Resort/AMIsland White Sand Beaches BOAT DOCK & LAUNCH on site
Living area
Desk/office space
Pool
Bonus sun room with cute fireplace (non-functional!)
Exceptional
(62 reviews)

Amazing heated pool & spa just minutes from Anna Maria Island

Bradenton

7% off
AU$3,216
for 7 nights, 1 home
AU$459 per night
includes taxes & fees
Amazing heated pool & spa just minutes from Anna Maria Island
Interior
Interior
Beach
Room
Exceptional
(30 reviews)

Beach front paradise located in a Condo Building Beach front Penthouse!

Siesta Key

8% off
AU$6,494
for 7 nights, 1 home
AU$928 per night
includes taxes & fees
Beach front paradise located in a Condo Building Beach front Penthouse!
Fitness facility
Outdoor dining
Waterfront restaurant on premisis with live music
Marina
Very good
(164 reviews)

SARASOTA Waterfront hotel Room KING BED # 215 ON SARA BAY 7150 N Tamiami Trail

Sarasota

8% off
AU$953
for 7 nights, 1 room
AU$136 per night
includes taxes & fees
SARASOTA Waterfront hotel Room KING BED # 215 ON SARA BAY 7150 N Tamiami Trail
Room
Pool
Outdoor dining
Fitness facility
Excellent
(156 reviews)

Right on the Waterfront Marina - Suite 117 - 7150 N Tamiami Tail, Sarasota FL

Sarasota

8% off
AU$1,169
for 7 nights, 1 room
AU$167 per night
includes taxes & fees
Right on the Waterfront Marina - Suite 117 - 7150 N Tamiami Tail, Sarasota FL
activity area in main building
Kitchen renovated Fall 2013/Spring 2014
Room
Dining area from living area
Exceptional
(107 reviews)

Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price

Siesta Key

6% off
AU$3,521
for 7 nights, 1 apartment
AU$503 per night
includes taxes & fees
Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price
Open floor plan with living-room and kitchen great room.
Bookcases open to let in more sunlight from the bedroom.
Open kitchen with eat-at-island and drop-leaf table for additional dining.
Living area
Exceptional
(204 reviews)

Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!

Anna Maria

8% off
AU$5,046
for 7 nights, 1 home
AU$721 per night
includes taxes & fees
Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!
Exterior
Marina
Living area
Property grounds
Exceptional
(37 reviews)

Siesta Key Beachside Condo-direct beach access

Siesta Key

8% off
AU$3,885
for 7 nights, 1 apartment
AU$555 per night
includes taxes & fees
Siesta Key Beachside Condo-direct beach access
Dining
Exterior
Beach
Private kitchen
Exceptional
(58 reviews)

Happy Turtle A: Cute Beach Cottage, 60 Steps to Sand, Sun Room

Bradenton Beach

8% off
AU$3,578
for 7 nights, 1 home
AU$511 per night
includes taxes & fees
Happy Turtle A: Cute Beach Cottage, 60 Steps to Sand, Sun Room
Living room with pullout couch
Washer dryer
12 game arcade
Second bedroom with arcade
Exceptional
(15 reviews)

A+ location clean 2 BR condo w pool arcade pets ok

Siesta Key

8% off
AU$2,796
for 7 nights, 1 apartment
AU$399 per night
includes taxes & fees
A+ location clean 2 BR condo w pool arcade pets ok
Interior
Sports court
Exterior
Glassed in and screened porch
Exceptional
(182 reviews)

Amazing 1 Br/1 Ba Condo at Casa Mar

Siesta Key

7% off
AU$3,323
for 7 nights, 1 apartment
AU$475 per night
includes taxes & fees
Amazing 1 Br/1 Ba Condo at Casa Mar
Room
Room
Children’s area
Living area
Exceptional
(24 reviews)

Villa & Garden in Downtown Sarasota ~ Walkable to downtown, 5 Minutes to Beaches

Sarasota

8% off
AU$3,014
for 7 nights, 1 villa
AU$431 per night
includes taxes & fees
Villa & Garden in Downtown Sarasota ~ Walkable to downtown, 5 Minutes to Beaches
Terrace/patio
Private kitchen
Living area
Dining
Exceptional
(62 reviews)

Ila's Beach House: Near IMG-Heated Salt Pool- Pets OK-Modern Organic Smart Home

Bradenton

7% off
AU$2,812
for 7 nights, 1 home
AU$402 per night
includes taxes & fees
Ila's Beach House: Near IMG-Heated Salt Pool- Pets OK-Modern Organic Smart Home
Marina
Outdoor dining
Room
Seating for 4 or 6 with a little squeeze.
Exceptional
(24 reviews)

Charming and Updated 1 Bedroom in Runaway Bay on Bradenton Beach

Bradenton Beach

8% off
AU$3,072
for 7 nights, 1 apartment
AU$439 per night
includes taxes & fees
Charming and Updated 1 Bedroom in Runaway Bay on Bradenton Beach
Pool
Outdoor dining
Waterfront restaurant on site with live music
Marina
Very good
(173 reviews)

Sarasota “Deluxe King Waterfront Suite” #201 At the Hotel at 7150 N TAMIAMI TR

Sarasota

8% off
AU$1,169
for 7 nights, 1 room
AU$167 per night
includes taxes & fees
Sarasota “Deluxe King Waterfront Suite” #201 At the Hotel at 7150 N TAMIAMI TR
Terrace/patio
Pool
Property grounds
Room
Exceptional
(17 reviews)

New The BLUE HERON 3 bedroom oasis with heated pool

Bradenton

7% off
AU$2,446
for 7 nights, 1 home
AU$349 per night
includes taxes & fees
New The BLUE HERON 3 bedroom oasis with heated pool
Living room
Quiet Beaches.
Pool
Aerial view with Gulf of Mexico in the backround.
Exceptional
(279 reviews)

Beach Access, heated pool, and new spa. Pickleball and playground along the bay!

Bradenton Beach

7% off
AU$5,149
for 7 nights, 1 home
AU$736 per night
includes taxes & fees
Beach Access, heated pool, and new spa. Pickleball and playground along the bay!
Private kitchen
Beach
Outdoor dining
Room
Exceptional
(102 reviews)

Low Rider - Bottom Unit -

Bradenton Beach

8% off
AU$5,031
for 7 nights, 1 home
AU$719 per night
includes taxes & fees
Low Rider - Bottom Unit -
Boat/Fishing Deck
Quiet and safe neighborhood for families to swim, walk, bike, and fish
View of spacious main pool and clubhouse.  Dry sauna and gym inside.
Enclosed patio brand new furniture (purchased June 2024)
Exceptional
(101 reviews)

Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!

Siesta Key

5% off
AU$3,627
for 7 nights, 1 apartment
AU$518 per night
includes taxes & fees
Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!
Dining table + 2 barstools for extra seating
Enclosed patio area with private pool
Pool
Interior
Exceptional
(55 reviews)

Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks

Sarasota

5% off
AU$4,097
for 7 nights, 1 home
AU$585 per night
includes taxes & fees
Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks
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Why visit Longboat Key

  • Pristine Beaches: Enjoy sun-drenched shores perfect for relaxation and leisurely strolls.
  • Marina Charm: Discover picturesque marina views that enhance the coastal experience.
  • Family-Friendly Atmosphere: Experience a welcoming community with attractions suited for all ages.
  • Natural Beauty: Explore scenic parks and outdoor spaces that capture the island's essence.
  • Variety of Accommodations: Choose from cosy apartments to spacious holiday homes for a comfortable stay.

Popular types of accommodation in Longboat Key

Longboat Key offers a blend of natural beauty and tranquil luxury. Enjoy pristine beaches, scenic parks and charming local attractions. Whether you’re seeking a cosy condo, a spacious private holiday home or a comfortable apartment, Longboat Key holiday rentals cater to every taste. Discover the ease and comfort of longboat key rentals, longboat key holiday rentals, longboat key rentals by owner, and holiday homes, all designed to ensure a memorable stay in this enchanting Floridian retreat.

  • Condos: The most sought-after option for holiday stays in Longboat Key, offering convenient amenities and a home-like atmosphere.
  • Private Holiday Homes: Ideal for families or groups, these homes provide a spacious environment and privacy during your getaway.
  • Apartments: A practical choice for those seeking a comfortable base, often featuring essential facilities for a relaxing stay.
  • Cottages: Quaint and charming, these smaller accommodations offer a cosy retreat amidst the beautiful surroundings.
  • Villas: Luxurious and spacious, villas provide an upscale experience with ample room for relaxation and entertainment.**

Top attractions near Longboat Key

Longboat Key offers a delightful blend of beach charm and urban park experiences, ideal for families and city enthusiasts alike. Enjoy the coastal allure and cultural attractions that this charming city has to offer, with its picturesque marina and sun-drenched beaches providing a perfect backdrop for outdoor adventures and memorable holiday experiences.

  • Lido Beach: Experience a relaxed coastal retreat with sandy shores and gentle waves, perfect for sunbathing and seaside strolls. It is located 14km away from Longboat Key.
  • St. Armands Circle: Enjoy a vibrant city atmosphere with boutique shopping and lively cafés, situated 13km from Longboat Key.
  • Longboat Key Beaches: Discover a charming neighbourhood offering scenic beaches and a blend of local culture, located 5km away from Longboat Key.

Things to do recommended for couples

Explore Longboat Key with your loved one, indulging in serene beach walks and intimate sunset cruises. Revel in local seafood and cosy nights at charming bistros for a truly memorable couple's retreat.

Things to do recommended for families

Families will love the serene beaches of Longboat Key, perfect for building sandcastles and splashing in the waves. Explore the nearby nature trails or enjoy a family picnic at the local parks, offering a delightful blend of relaxation and adventure for all ages.

Things to do recommended for groups

Groups visiting Longboat Key can enjoy local seafood feasts, bike rides along scenic coastal paths, and boat tours to spot dolphins amid the serene gulf waters.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Longboat Key

When planning your trip—be it with a group, family, pets, or for an extended stay—it's essential to refine your search according to your specific needs. Here are some helpful booking tips for Stayz.

  • Traveling to Longboat Key with a group: Think about the number of bedrooms required, along with amenities like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these features and many others on Stayz.
  • Traveling to Longboat Key with young kids: Travelling with young children can present its challenges. It's essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Longboat Key: For many, a family holiday wouldn’t be the same without their furry companion by their side. If this resonates with you, take a look at Stayz properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Longboat Key: If you're in search of holiday rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Longboat Key

Longboat Key offers a delightful blend of beachside relaxation and family-friendly city experiences. Enjoy pristine shores, charming local attractions, and a warm, welcoming community. Wander through scenic spots and discover the island’s natural beauty, perfect for a leisurely holiday. Experience the essence of Longboat Key, Florida, where every moment feels like a gentle escape from the everyday hustle.

  • Sarasota: Situated 14km from Longboat Key, Sarasota is a vibrant city offering an engaging mix of urban and coastal experiences. Visitors enjoy the city's blend of beachside attractions and family-friendly urban settings, including ample shopping centres and recreational areas. The local landmarks, featuring charming town neighbourhoods and expansive family beaches, provide a glimpse into the area's rich cultural tapestry and relaxed coastal vibe.
  • Anna Maria Island: Located 11km from Longboat Key, Anna Maria Island is a naturally captivating island retreat. This destination is celebrated for its pristine beaches and outdoor activities, making it ideal for family excursions and leisurely explorations. The island's scenic cape and recreational areas complement its assortment of shopping centres and easy access to coastal delights, ensuring a refreshing escape into nature.
  • Bradenton Beach: Only 8km from Longboat Key, Bradenton Beach presents a delightful coastal city experience. With a focus on beachside relaxation and outdoor activities, this locale offers family-friendly attractions and a variety of shopping and recreational venues. The familiar town neighbourhoods and sweeping family beaches enhance the destination's appeal, crafting a balanced outing of urban convenience and natural beauty.

Best time to go to Longboat Key

If you're planning a trip to Longboat Key, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in March to April and July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January62.6°F (17.0°C)Light RainMostly SunnyAverageSlightly Low
February65.5°F (18.6°C)No Rain (Dry)Mostly SunnyAverageAverage
March68.4°F (20.2°C)Light RainMostly SunnyModerately HighSlightly High
April73.8°F (23.2°C)Light RainMostly SunnyModerately HighSlightly High
May78.1°F (25.6°C)Light RainMostly SunnyAverageAverage
June82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
July83.1°F (28.4°C)Moderate RainMostly SunnyModerately HighSlightly High
August83.5°F (28.6°C)Moderate RainMostly SunnyAverageAverage
September81.5°F (27.5°C)Moderate RainMostly SunnyAverageSlightly Low
October77.0°F (25.0°C)Light RainMostly SunnyModerately LowSlightly Low
November70.5°F (21.4°C)Light RainMostly SunnyModerately LowAverage
December66.4°F (19.1°C)Light RainMostly SunnyModerately LowAverage

Booking with Stayz is a breeze

Are you hoping to save on your next holiday? Being flexible with your travel dates can be beneficial, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Stayz property that fits your budget, utilise our filters to organise options by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz's forward-thinking Trip Board offers you a dedicated space to craft new journeys, pick up where you last left off, or review and organise your travel plans. Properties you have previously saved or booked are now neatly categorised under Potential, Upcoming, or Current Trips. To access Trip Boards, please visit: https://www.stayz.com.au/trips

**Based on Vrbo properties bookings.

Relaxing Longboat Key will entice you

Enjoy the monuments and other features of Longboat Key. This relaxing city is known for its beaches, bird watching and seaside. Siesta Key Beach and Lido Beach are just a couple of the must-see attractions in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Longboat Key

Are you hoping to find things to do during your stay? Venture out of your cosy holiday rental and experience everything that Longboat Key has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Sarasota Jungle Gardens (7.1 mi / 11.4 km)
  • Mote Marine Laboratory & Aquarium (7.4 mi / 12 km)
  • Premier Sports Campus at Lakewood Ranch (16.9 mi / 27.3 km)
  • Aluna Wellness Center & Spa (5.3 mi / 8.6 km)
  • Harborside Golf Course at Longboat Key Club (6.9 mi / 11.2 km)
  • Links on Longboat (7 mi / 11.2 km)

Exploring the beaches and other natural features in Longboat Key

Travellers enjoy Longboat Key for its sunsets and seaside. Whether you're an adventurous traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Longboat Key. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Siesta Key Beach (12 mi / 19.4 km)
  • Lido Beach (8.8 mi / 14.2 km)
  • Fort De Soto Park (15.8 mi / 25.4 km)
  • Tampa Bay (25.2 mi / 40.6 km)
  • Jewfish Key (2.5 mi / 3.9 km)
  • Longboat Key Beaches (2.8 mi / 4.6 km)

Seasonal weather averages in Longboat Key

Travellers enjoy Longboat Key for its boating. If you're hoping to enjoy some warm-weather activities on your holiday, August, July, June and September are the hottest months to visit, when temperatures average 28°C.

How to get to and around Longboat Key

The nearest airport is in Sarasota, FL (SRQ-Sarasota-Bradenton Intl.), located 6.7 mi (10.8 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to St. Petersburg, FL (SPG-Albert Whitted), which is 24.4 mi (39.2 km) away.

Frequently asked questions

What is the best area to stay in Longboat Key when booking a holiday rental?
Longboat Key is a charming destination that offers several delightful areas for holiday rentals, each with its unique appeal. One of the most popular areas is the northern part of the island, known for its serene atmosphere and stunning beachfront properties. Here, you'll find beautiful stretches of sand and the picturesque views of the Gulf of Mexico, making it ideal for those seeking relaxation and natural beauty.Another excellent choice is the central region of Longboat Key, which boasts a mix of residential and rental properties. This area is close to the Longboat Key Club, a luxurious resort that offers various amenities, including golf courses and spa services. Additionally, the nearby Bayfront Park provides lovely walking trails and picnic spots, great for enjoying the outdoors.For those interested in a vibrant setting, the southern end of Longboat Key, near St. Armands Circle, is a fantastic option. This lively area is known for its upscale shopping, dining, and art galleries, providing a more dynamic holiday experience. The Circle is also close to Lido Beach, a popular spot for sunbathing and water sports.Overall, Longboat Key features a diverse selection of properties across its different neighbourhoods, suiting various preferences and budgets.
Where are the best areas for renting a beach house in Longboat Key?
For renting a beach house in Longboat Key, the area along Gulf of Mexico Drive is particularly popular, offering easy access to pristine sandy beaches and stunning sunsets. Many properties in this vicinity feature direct beach access, private pools, and spacious outdoor areas, ideal for families and groups seeking a relaxing retreat. These houses often come equipped with modern kitchens, multiple bedrooms, and amenities such as barbecue grills and outdoor dining spaces, allowing guests to enjoy al fresco meals while soaking in the coastal atmosphere.The northern end of Longboat Key near the Longboat Key Club is another excellent choice, where you'll find luxurious rentals that often include resort-style amenities like access to golf courses, tennis courts, and full-service spas. Some properties in this area also offer private beach cabanas and concierge services, enhancing the overall holiday experience.For those looking to explore, the nearby areas of Anna Maria Island and Sarasota provide charming local shops, restaurants, and cultural attractions, making it easy to enjoy both beach relaxation and vibrant community life. Find your rental near the beach in Longboat Key.
What is the most popular type of holiday rental accomodation in Longboat Key?
In Longboat Key, condos are the most popular type of holiday rental, with around 2,248 available throughout the area. These condos are typically located near the beach and offer amenities such as fully equipped kitchens, spacious living areas, and often access to communal pools and fitness centres. Many units also feature private balconies with stunning views of the Gulf of Mexico, great for relaxing after a day in the sun.For those seeking more space, approximately 660 holiday houses are available, suiting families or larger groups. These homes generally come with multiple bedrooms, private outdoor areas, and sometimes even direct beach access. Additionally, there are around 140 apartments, 56 cottages, and 52 villas, providing a range of options for various preferences and budgets.
Are there any family house rentals in Longboat Key?
In Longboat Key, Florida, there are numerous family-friendly house rentals available, with around 564 options to choose from. This beautiful coastal area is great for families seeking a relaxing getaway. Many homes come equipped with spacious living areas, fully stocked kitchens, and outdoor patios or decks ideal for dining al fresco. Visitors can also enjoy amenities such as private pools, game rooms for entertainment, and easy access to the stunning beaches that the region is known for.The locale offers a variety of neighbourhoods, each with its unique charm. For those interested in outdoor activities, the proximity to the beach means families can indulge in swimming, sunbathing, and water sports. Additionally, nearby attractions like the Longboat Key Club with its golf course and tennis courts provide ample opportunities for recreation.
Can I rent a holiday home with a pool or hot tub in Longboat Key?
In Longboat Key, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 682 options to choose from. This beautiful barrier island offers a range of neighbourhoods, including the serene north end, which is superb for those seeking a quieter getaway, and the more vibrant south end, known for its proximity to local shops and dining.Travellers can expect a variety of amenities in these rentals, such as private pools, relaxing hot tubs, and outdoor living areas ideal for enjoying the warm Florida sunshine. Many properties also come equipped with fully furnished kitchens, spacious living areas, and direct access to the beach, making them superb for families or groups looking to unwind. Find your rental in Longboat Key with a pool or a hot tub.
Are there pet-friendly house rentals in Longboat Key?
In Longboat Key, there are numerous pet-friendly house rentals available, making it a great destination for travellers wishing to bring their furry companions along. Many of these holiday homes are situated close to the beautiful beaches, allowing for easy access to sun-soaked shores and warm waters.Visitors can expect a range of amenities such as private pools, outdoor patios, and fully equipped kitchens, which make for a comfortable stay. Some properties even feature fenced yards, ensuring a safe space for pets to roam freely.The area also offers pet-friendly points of interest, including nearby parks where pets can enjoy the outdoors. The Longboat Key Dog Park is a popular spot for local dogs to socialise, providing a fenced area with agility equipment and walking trails. See all pet-friendly rentals in Longboat Key.
Are there any remote work holiday rentals in Longboat Key?
In Longboat Key, Florida, there are numerous remote work holiday rentals available, with around 2,956 options to choose from. This beautiful coastal destination offers a range of properties that cater to remote workers, often featuring amenities such as free Wi-Fi, both in-room and in common areas, ensuring a seamless working experience. Many rentals come equipped with dedicated workspaces, comfortable seating, and peaceful environments that allow for productivity.The area is known for its stunning beaches and proximity to local attractions, making it an ideal place to balance work and leisure. Visitors can enjoy nearby points of interest like the Longboat Key Club, which offers golfing and spa services, as well as various dining options along the coast. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Longboat Key?
In Longboat Key, popular rental amenities include fully equipped kitchens, onsite parking, and coffee or tea makers for convenience. Many properties also feature decks or patios, as well as balconies, allowing guests to enjoy the beautiful surroundings and pleasant weather.
When is the best time to visit Longboat Key for a holiday rental?
The best time to book a holiday rental in Longboat Key is during the peak season, which typically runs from February to April. This period draws numerous travellers seeking sun-soaked beaches and a relaxing escape, as the weather is wonderfully warm and inviting. With temperatures averaging between 20 to 28 degrees Celsius, visitors can indulge in outdoor activities like swimming, kayaking, and soaking up the sun on pristine sandy shores.March stands out as the most popular month, attracting families and couples alike, all eager to enjoy the vibrant setting and engaging local events. The beaches come alive, with many opportunities for water sports and leisurely strolls along the coast.If you're looking for a more economical option, consider visiting in November. This month offers a quieter experience, superb for those who appreciate a tranquil environment and the beauty of the area without the bustling crowds. The weather remains pleasant, allowing for enjoyable outdoor exploration and local dining experiences.Ultimately, whether you prefer the lively energy of peak season or the calm of the shoulder months, Longboat Key has something to offer every type of traveller.
What are the top attractions in Longboat Key?
In Longboat Key, visitors can enjoy a range of attractions that highlight the area's natural beauty and recreational opportunities. The stunning beaches, such as the pristine Longboat Key Beach, are superb for sunbathing, swimming, and water sports. Many holiday rentals are situated close to these sandy shores, offering easy access to the ocean.For those interested in nature, the Longboat Key Pass provides excellent opportunities for kayaking and paddleboarding, allowing guests to explore the coastal waters and spot local wildlife. The area is also home to the beautiful Joan M. Durante Community Park, which features scenic walking trails, picnic areas, and a playground, making it ideal for families.Art enthusiasts might enjoy visiting nearby St. Armands Circle, which boasts an array of boutique shops, galleries, and restaurants, providing a charming atmosphere for leisurely strolls and dining. Furthermore, the proximity to Sarasota allows for additional attractions, such as the Ringling Museum of Art and the vibrant culture of downtown Sarasota.
Are all fees included in the Longboat Key holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Longboat Key holiday homes with parking?
Stayz offers a wide selection of holiday homes in Longboat Key with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Longboat Key holiday homes?
You can find great discounts on holiday homes in Longboat Key on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Longboat Key holiday home booking on Stayz?
To find Longboat Key holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Longboat Key?
A long-stay holiday home in Longboat Key is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Longboat Key holiday home?
Book your Longboat Key holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Longboat Key?
Prices for holiday homes in Longboat Key vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Longboat Key to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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