Discover Your Perfect The Landings Vacation Homes

Best Vacation Homes in The Landings

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10.0 (185 Reviews)
Cottage
The Inn On Siesta Key
  • Air Conditioner
  • Parking
  • Pet Friendly
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10.0 (6 Reviews)
Apartment
Siesta Key
  • Air Conditioner
  • Parking
  • Pool
View Availability

Why Choose Rent By Owner for your The Landings Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for The Landings Vacation Rentals

Where are the best neighborhoods to stay in The Landings?

When considering where to stay in The Landings, Sarasota, Florida, exploring the neighborhood options can enhance your vacation experience. This area offers a variety of appealing communities that cater to different preferences, from serene waterfront settings to lush, landscaped surroundings. Staying here puts you close to the natural beauty and local charm that make Sarasota a desirable destination. Whether you're seeking tranquility or convenient access to nearby amenities, selecting the right neighborhood ensures a memorable visit to this vibrant Florida locale. Experience the comfort and dependability of well-appointed vacation rentals in The Landings, Sarasota, and enjoy a seamless booking process tailored to your travel needs.

Siesta Key Village

Located just a short distance from your stay, Siesta Key Village offers a lively atmosphere with charming shops and eateries, making it an ideal place to experience the local vibe in Sarasota.

View 4261+ Rentals in Siesta Key Village

Saint Armands Key

Situated nearby, Saint Armands Key is renowned for its upscale shopping and dining options, providing a sophisticated setting to enjoy your time in the region.

View 69+ Rentals in Saint Armands Key

The Meadows

This peaceful neighborhood offers lush greenery and a tranquil environment, perfect for relaxing after exploring the vibrant attractions around Sarasota.

View 58+ Rentals in The Meadows

Central Sarasota

Strategically positioned in the heart of the area, Central Sarasota provides easy access to cultural venues, parks, and other local amenities for an enriching stay.

View 1371+ Rentals in Central Sarasota

Sarasota Springs

Known for its family-friendly atmosphere and community-centered living, Sarasota Springs is an inviting neighborhood where you can enjoy a comfortable and convenient visit.

View 122+ Rentals in Sarasota Springs

Downtown

The bustling downtown area is perfect for those wanting to immerse themselves in Sarasota's arts, culture, and nightlife, all within close proximity to your accommodation.

View 1308+ Rentals in Downtown

Fruitville

Offering a blend of suburban charm and accessibility, Fruitville is an excellent choice for travelers seeking a quiet yet connected base in Sarasota.

View 39+ Rentals in Fruitville

Gulf Gate Estates

This residential neighborhood provides a peaceful setting with easy access to shopping centers and local parks, ideal for a relaxed stay near the region's attractions.

View 380+ Rentals in Gulf Gate Estates

Best Times to Visit The Landings

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here ensures you can enjoy the region’s pleasant weather and vibrant atmosphere, making your stay in The Landings, Sarasota, Florida, USA, truly memorable.

Peak Season Highlights

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Winter (December to February)

During the winter months, you can enjoy ideal weather and lively local events in the region, making it a popular time for visiting here.

Average Temperature Daytime: 75°F - Nighttime: 55°F
spring
Spring (March to May)

Spring brings warm temperatures and blooming scenery, attracting visitors seeking pleasant days and outdoor activities.

Average Temperature Daytime: 80°F - Nighttime: 60°F

Off-Season Highlights

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Summer (June to August)

In the summer, you might find fewer crowds and more availability when booking your stay in this destination, along with warm coastal breezes.

Average Temperature Daytime: 88°F - Nighttime: 75°F
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Fall (September to November)

Autumn offers cooler temperatures and a quieter atmosphere, making it an ideal period to explore the area without peak season crowds.

Average Temperature Daytime: 78°F - Nighttime: 65°F

Weekly Weather Forecast for The Landings

How to Book Your The Landings Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in The Landings

More Top-Rated Vacation Rentals in The Landings Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy access to private outdoor swimming pools maintained within the community.
  • Relax in beautifully landscaped gardens and communal outdoor seating areas.
  • Take advantage of well-maintained tennis courts for active recreation.
  • Utilize shaded picnic areas perfect for outdoor meals with family or friends.
  • Stay active with scenic walking and biking trails nearby.
  • Experience water-based activities such as kayaking or paddleboarding in close proximity.
  • Admire serene views from outdoor patios or decks attached to your rental.

Top Attractions Around The Landings

What attractions are nearby?

Enjoy a variety of nearby activities in this destination, from exploring scenic nature spots to engaging in water-based adventures, all conveniently close to your vacation rental in Sarasota’s vibrant region.

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Family Activities

  • Myakka River State Park: Explore the natural beauty of this state park with family-friendly boat tours, birdwatching, and easy hiking trails that showcase the region’s wildlife.
  • Sarasota Jungle Gardens: Enjoy a hands-on experience with exotic animals and captivating live shows, making it an engaging outing for all ages here in the area.
  • Marie Selby Botanical Gardens: Stroll through lush gardens and learn about tropical plants, providing a peaceful outdoor escape perfect for family exploration.
  • Siesta Key Beach: Relax on powdery white sands and splash in the calm Gulf waters, creating unforgettable memories with loved ones along this renowned coastline here in Sarasota.
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Adult Activities

  • Golfing at The Landings Golf Club: Enjoy a round of golf on the scenic courses that offer stunning views and challenging play, perfect for enthusiasts visiting the area.
  • Exploring local art galleries: Discover a vibrant scene of contemporary and classic artworks in nearby galleries that showcase the region’s creative spirit.
  • Dining at upscale restaurants: Indulge in gourmet cuisine at renowned dining establishments that highlight the region’s diverse culinary offerings.
  • Sailing and water sports: Take advantage of the area's pristine waters by engaging in sailing, paddleboarding, or kayaking adventures just moments from your rental here.

The Landings Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local nature and outdoor activities: Take advantage of the region's scenic parks and waterways to enjoy activities like kayaking, biking, or strolling along the shoreline for a truly immersive experience.
  • Plan your visit around seasonal events: Check out the area's community events and festivals to engage with local culture and create memorable moments during your stay.
  • Choose accommodations close to key attractions: Selecting a rental near popular sites ensures easy access to the area's highlights, maximizing your leisure time.
  • Communicate your needs clearly with hosts: Make sure to discuss any special requirements or preferences beforehand to ensure a smooth and enjoyable vacation experience in this destination.

Transportation Options

  • Rental Car Services: Renting a car in this part of Florida offers the flexibility to explore Sarasota and its scenic surroundings at your own pace.
  • Public Transit: The regional bus system provides an economical way to get around, connecting you to key attractions and nearby areas with ease.
  • Taxi and Ride-Sharing: Taxis and ride-sharing options like Uber and Lyft are readily available, offering convenient transportation right from your vacation rental.
  • Bicycle Rentals: Biking is a popular choice here, giving you a healthful and eco-friendly way to enjoy the scenic beauty of this region.

Local Customs Options

  • Tomato Festival Celebrations: Locals here embrace the region's agricultural roots with vibrant tomato festivals that showcase fresh produce and community spirit.
  • Fishing Etiquette: Engaging in fishing around this destination often involves respecting local regulations and sharing the waterways amicably with other anglers.
  • Gulf Coast Seafood Dining: Savoring the region’s seafood is a cherished custom, reflecting the area's proximity to the Gulf and its rich culinary traditions.
  • Beach Bonfire Gatherings: Participating in or observing beachfront bonfires aligns with the relaxed vibe of the area, where friends and family gather to enjoy warm evenings together.

Frequently Asked Questions About The Landings?

1. What are the top vacation rentals in The Landings?

There are a lot of options in The Landings. If you plan on staying in the The Landings area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in The Landings:

2. How many Rentbyowner vacation rentals are available in The Landings?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 7351 in the The Landings area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in The Landings. 

3. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the property owner and listing. It is recommended to review the specific cancellation terms on the property’s listing page or contact the host directly before booking.

4. Are there any specific check-in and check-out times I should be aware of?

Check-in and check-out times are set by individual hosts and can differ between properties. Please refer to the listing details or communicate with your host to confirm your arrival and departure times.

5. How do I find out about the amenities included in a rental here?

The amenities available are detailed on each listing page. For any questions or special requests, you can contact the property owner directly to ensure the rental meets your needs.

6. Is it possible to get a refund if my travel plans change?

Refund options depend on the property's reservation policies. To understand the specific refund conditions, review the cancellation policy listed on the booking page or reach out to the host for clarification.

7. What steps should I take if I encounter an issue during my stay?

If you face any problems during your stay, contact the property owner or the local support team through the contact information provided on the listing. Most hosts are committed to ensuring a smooth and enjoyable experience.

Best Vacation Homes in The Landings