La Siesta holiday lettings

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Why visit La Siesta

  • Pristine beaches: Enjoy the powdery white sands and crystal-clear waters of Siesta Beach, perfect for sunbathing and relaxation.
  • Lush parks: Explore the scenic urban parks that offer tranquil environments for leisurely strolls and picnics.
  • Water activities: Visit the nearby marina for a variety of exciting water sports and activities suitable for all ages.
  • Vibrant local culture: Immerse yourself in the friendly atmosphere and vibrant community, enhancing your vacation experience.
  • Stunning sunsets: Witness breathtaking sunsets over the Gulf, creating memorable moments during your stay.

Popular types of accommodation around La Siesta

Welcome to La Siesta, nestled in the heart of Siesta Key, Florida. This charming destination offers a delightful selection of houses, condos, and apartments, perfect for your getaway. Enjoy the serene atmosphere while exploring the beautiful surroundings, including stunning beaches, lush parks, and vibrant local culture. La Siesta’s neighbourhood is ideal for relaxation and adventure, ensuring an unforgettable experience for every traveller.

  • Houses: These standalone residences provide a homely atmosphere, making them the top choice for visitors seeking privacy and comfort.
  • Condos: Offering a blend of convenience and luxury, these shared buildings are ideal for those wanting a community feel with amenities.
  • Apartments: Perfect for short stays, these self-contained units cater to those looking for flexibility and ease.
  • Villas: Spacious and often luxurious, these properties are great for larger groups or families wanting a touch of elegance.
  • Cottages: Quaint and charming, these smaller homes offer a cosy escape, perfect for couples or solo travellers.**

Top attractions near La Siesta

La Siesta, Siesta Key, Florida, offers a delightful blend of outdoor experiences for families and individuals alike. Visitors can enjoy the stunning beaches, explore the lush urban parks, and visit the nearby marina for various water activities. This charming locale is perfect for those seeking a relaxing city experience while immersing themselves in nature's beauty. Whether you're sunbathing on the beach or strolling through the parks, La Siesta has something for everyone.

  • Siesta Key Beach: Renowned for its powdery white sand and crystal-clear waters, Siesta Key Beach offers a perfect spot for sunbathing and swimming. The vibrant beach vibes create a relaxing atmosphere, ideal for families and couples alike.
  • St. Armands Circle: A charming shopping and dining destination, St. Armands Circle features a variety of boutiques and restaurants. The lively city vibes make it perfect for leisurely strolls and enjoying a bite to eat.
  • Marina Jack: This picturesque marina offers outdoor adventures such as boating and fishing. With its stunning waterfront views and beach vibes, Marina Jack is a great spot for relaxation and exploration.

Things to do recommended for couples

For a romantic getaway in Siesta Key, enjoy sunset walks on the stunning Siesta Beach, indulge in a candlelit dinner at a seaside restaurant, or take a private kayak tour through the serene mangroves. Don't miss the vibrant local art scene for a touch of culture together.

Things to do recommended for families

Families visiting La Siesta, Siesta Key can delight in the pristine beaches, indulge in water sports, and explore the nearby Mote Marine Laboratory & Aquarium, where children can learn about marine life. Enjoy a family bike ride along the scenic paths for a memorable day out.

Things to do recommended for groups

Experience the thrill of motor racing at Desoto Speedway, located 32km from La Siesta, or embark on an exhilarating adventure at TreeUmph. Adventure Course, just 27km away, where you can zipline through the treetops and enjoy the great outdoors with your group.

*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 around La Siesta

If you're travelling with a group, family, pets, or seeking longer stays, be sure to refine your search according to your specific needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to La Siesta with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to La Siesta with young kids: Travelling with young children can be quite demanding. 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 attractions that cater to families.
  • Taking your pets with you to La Siesta: For many, a family holiday isn’t truly complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting La Siesta: If you're in search of holiday rentals with special offers 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 preferences such as a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay near La Siesta

La Siesta, Siesta Key, Florida, offers a delightful blend of relaxation and natural beauty. Visitors can bask on the pristine sands of Siesta Beach, renowned for its powdery white sand and crystal-clear waters. The tropical atmosphere invites families to unwind, explore, and enjoy scenic sunsets. With friendly locals and vibrant surroundings, La Siesta provides the perfect getaway for a tranquil vacation, making it an ideal destination for those seeking sun-soaked adventures and memorable experiences.

  • Sarasota: Located a mere 8km from La Siesta, Sarasota is a vibrant city that offers a delightful mix of urban charm and coastal beauty. Known for its family-friendly atmosphere, visitors can enjoy shopping at the local malls and centres, as well as relax at the stunning beaches. The city is also home to various resorts, making it a perfect base for your holiday. Highlights include the picturesque family beach and the quaint town neighbourhood, providing ample opportunities for exploration and enjoyment.
  • Siesta Key: Siesta Key is an enchanting island city where La Siesta is situated, renowned for its pristine beaches and outdoor activities. Visitors flock to this idyllic location for its family-oriented atmosphere and recreational areas that cater to all ages. With several resorts and shopping mall centres nearby, guests can indulge in both relaxation and leisure. The local attractions, including the beautiful family beach and charming neighbourhoods, make Siesta Key a must-visit destination on your vacation.
  • Siesta Key Village: Just 1km from La Siesta, Siesta Key Village is a lively neighbourhood that embodies the spirit of beachside living. Ideal for families and those seeking a city-themed experience, this area is packed with recreational spots and shopping options. Visitors can enjoy the vibrant atmosphere while exploring the local beaches and family-friendly areas. With its quaint charm and proximity to essential amenities, Siesta Key Village is a delightful stop on your exploration of the region.

Best time to go to La Siesta

If you're planning a trip to La Siesta, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from February to April, while off-peak times, like September to November 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
February65.1°F (18.4°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March68.0°F (20.0°C)No Rain (Dry)SunnyModerately HighSlightly High
April73.4°F (23.0°C)Light RainMostly SunnyModerately HighSlightly High
May77.7°F (25.4°C)Light RainMostly SunnyAverageAverage
June81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
July82.9°F (28.3°C)Light RainMostly SunnyAverageSlightly High
August83.3°F (28.5°C)Light RainMostly SunnyAverageAverage
September81.5°F (27.5°C)Light RainMostly SunnyModerately LowSlightly Low
October77.2°F (25.1°C)Light RainMostly SunnyModerately LowSlightly Low
November70.7°F (21.5°C)No Rain (Dry)Mostly SunnyModerately LowAverage
December66.6°F (19.2°C)No Rain (Dry)Mostly SunnyAverageAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, you might enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's innovative Trip Board offers you a dedicated space to plan new journeys, pick up right where you left off, or manage and arrange your travel plans. You can easily access properties you’ve previously saved or booked, now categorised under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What are the best holiday rentals near La Siesta?
The best holiday rentals near La Siesta are primarily located directly in Siesta Key, Florida, offering easy access to the beach. You will find a wide variety of properties, including numerous condos and private holiday houses, great for those seeking a sunny retreat. For guests looking for the best holiday rentals near La Siesta, staying close to the shore often provides the most convenient experience.

Many of these properties offer desirable amenities like shared pools for a refreshing dip and private decks or patios, ideal for enjoying the Florida sunshine. You will also find rentals with laundry facilities, making longer stays more convenient. These homes are great for families or groups who appreciate proximity to the beach and a comfortable stay.
Are there any cheap holiday rentals near La Siesta?
There are several affordable holiday rentals near La Siesta, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around £170 per night. Some stays even offer better deals in October and September during the off-season, making it a great option for guests looking to experience the area without overspending. These rentals often include free amenities such as WiFi, toiletries, and self-parking, providing a clean, comfortable base for your stay.

To get the best value, consider staying slightly outside major hubs in Siesta Key. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. With a little planning, it is absolutely possible to find a comfortable stay near La Siesta while keeping costs down.

*Pricing data are based on past 12 months data.
What are the best pet-friendly holiday rentals near La Siesta?
There are hundreds of top pet-friendly holiday rentals near La Siesta. Over 800 properties, primarily private homes and flats in and around Siesta Key, welcome pets. These rentals offer a range of amenities suitable for both guests and their furry companions, including private decks, fenced yards, and easy outdoor access, alongside essential comforts like fully equipped kitchens and Wi-Fi.

When searching for the best pet-friendly holiday rentals near La Siesta, guests should always review the specific house rules regarding pet size, breed restrictions, or any additional fees.
What are the top holiday rentals with pools near La Siesta?
There are over 3,200 holiday rentals near La Siesta that include access to swimming pools. Guests can choose from a variety of options, including private backyard pools, shared community pools, and even some indoor options. Properties are concentrated around La Siesta and throughout Siesta Key, offering a range of choices from condos to private holiday houses. Many of these homes come equipped with standard amenities such as full kitchens, Wi-Fi, and outdoor decks, making them suitable for families or groups seeking a comfortable stay.

When selecting a pool-equipped rental, consider the benefits of each type. Private pools offer seclusion and convenience for families, while shared pools often provide access to additional facilities like fitness centres or hot tubs within a community setting. For cooler months, look for heated or indoor options to ensure year-round enjoyment. Checking availability well in advance, especially for peak summer dates, is always advisable.
What are the best family holiday rentals near La Siesta?
There are over 2,489 family-friendly holiday homes near La Siesta in Siesta Key, offering ample space and comfort for groups of all sizes. These rentals, predominantly condos and private holiday houses, often boast multiple bedrooms and bathrooms, full kitchens, and generous living areas, all designed with families in mind. With such a wide selection, you can find stays with outdoor play areas or yards where kids can play, as well as amenities like travel cribs and highchairs, and some even offer video games for downtime.

When choosing the best fit for your family, focus on properties where adults and kids each have space to unwind, and look for homes with practical amenities like well-equipped kitchens to save on dining out. Staying nearby means less travel time each day and more time enjoying the surroundings.
Are there any luxury holiday rentals near La Siesta?
Near La Siesta, guests can find several luxury holiday rentals that offer modern comfort. These properties often feature amenities such as private hot tubs, private heated pools, gourmet kitchens with high-end appliances, and spa-style bathrooms with rainfall showerheads and designer toiletries. Many also provide stunning lake views or private beach access, ensuring a truly upscale experience.

These homes are ideal for families or larger groups, offering features like premium bedding with Egyptian cotton sheets, high-speed WiFi, and entertainment spaces. Many of these exceptional properties are managed by highly rated Vrbo hosts, ensuring a professional and high-quality stay.
How much is a holiday rental near La Siesta?
Holiday rentals near La Siesta offer a wide range of options to suit different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties typically start around £170 per night, providing an affordable option. Mid-range rentals, including private homes, are generally around £305 per night, offering more comfort and privacy. Upscale options can cost £410 or more per night, especially during peak seasons.

Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.

*Pricing data are based on past 12 months data.
Where should I stay when visiting La Siesta?
When visiting La Siesta, guests have excellent options for holiday rentals that enhance their stay. Siesta Key Village is a prime choice, offering properties that are a delightful stroll to La Siesta and provide easy access to a variety of shops and dining establishments. This area is superb for those who enjoy being at the heart of the activity.

Another excellent area is Crescent Beach. Properties here are a short distance from La Siesta, providing a more relaxed coastal experience. This area is known for its beautiful, soft sands and calm waters, making it an ideal setting for a peaceful retreat.

For those seeking a more secluded feel while still being conveniently located, Turtle Beach offers holiday rentals a short drive from La Siesta. This southern end of Siesta Key is known for its unique shell-rich beach and is excellent for kayaking or paddleboarding.
What is the cheapest month to stay near La Siesta?
The cheapest time to find holiday rentals near La Siesta is typically during the late Summer to early Autumn (September to October), excluding any major local festivals. September is frequently the cheapest month, often providing better deals on holiday rentals compared to the peak season. Guests can often find various savings during these months, with rates sometimes being lower than during the busy winter and spring periods.
Are there any lakefront holiday rentals near La Siesta
Lakefront holiday rentals near La Siesta offer a great mix of comfort, scenery, and outdoor adventure. Many are located along quiet lakes in the surrounding area, such as those found inland from the coast. These properties are a short drive from La Siesta, offering convenient access to water activities such as kayaking, fishing, or simply relaxing by the shore.

These homes often feature spacious decks, fire pits, hot tubs, and full kitchens, making them ideal for families and larger groups. Guests can enjoy water views and unwind in peaceful surroundings after exploring local trails.
Are there any top beachfront holiday rentals near La Siesta
Beachfront holiday rentals near La Siesta often provide direct access to the sand, with many properties featuring ocean-view balconies. Guests can find rentals directly on Crescent Beach or along Beach Road, offering a choice between being steps from the water or enjoying a more secluded setting. While some areas are within walking distance of lively dining and shopping, others offer a quieter retreat.

Many properties near La Siesta offer essential beach amenities like beach chairs and umbrellas. Accommodation types range from ocean-facing rooms and suites to multi-bedroom units, often with private terraces or extra living space, suiting different group sizes.
Are there any monthly holiday rentals near La Siesta?
Vrbo offers excellent options for monthly holiday rentals near La Siesta, making it a great choice for those who want to combine work and adventure. Monthly rentals often feel like a true home away from home, with fully furnished properties equipped with essential amenities like high-speed Wi-Fi, full kitchens, and comfortable workspaces, perfect for remote work or a summer holiday with the family. With flexible monthly rental options, Vrbo is a convenient and comfortable choice for extended stays near La Siesta.
Are there any last-minute holiday rentals near La Siesta?
Vrbo makes it simple to find last-minute holiday rentals near La Siesta that blend comfort, style, and great value. Vrbo offers plenty of options for guests ready to pack up and go. Families and groups will find these deals especially appealing. Many spacious homes, complete with full kitchens, private pools, and multiple bedrooms, often become available when hosts want to fill open dates on their calendars.

Finding these stays is easy. Just enter your destination and travel dates, then use Vrbo's "Last Minute" or "Discounts" filter to uncover the best offers. You'll see reduced rates in the listings. Vrbo's last-minute rentals are a smart way to save while you explore. Whether you're planning a quick trip or a weekend getaway with friends, your last-minute escape is waiting, you just have to decide where to go next.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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.

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