1. USA
  2. Florida
  3. Sarasota
  4. Anna Maria
  5. Rentals by Owner

Anna Maria Rentals by Owner

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10.0 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • Security/Safety
10.0 (119 Reviews)
House
  • 3780 ft² House
  • Air Conditioner
  • Parking
  • Pool
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10.0 (2 Reviews)
House
  • Pool
  • Security/Safety
  • Sports/Activities
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10.0 (113 Reviews)
House
  • 3500 ft² House
  • Air Conditioner
  • Parking
  • Pool
10.0 (100 Reviews)
House
  • 2078 ft² House
  • Air Conditioner
  • Parking
  • Pool

Why Choose Rent By Owner for your Anna Maria vacation rental?

What makes our Rentals by Owner 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.

Best Times to Visit Anna Maria

When should you plan your Rentals by Owner stay?

Choosing the optimal time to vacation here ensures you experience the best weather and availability when booking your rental by owner in Anna Maria, Florida, USA, making your stay both enjoyable and stress-free.

Peak Season Highlights

spring
Spring (March to May)

During this time, you can enjoy the warm weather and vibrant atmosphere of the destination, making it ideal for outdoor activities and relaxing on the beaches.

Average Temperature Daytime: Around 75-85°F - Nighttime: Mid 60s°F
winter
Winter (December to February)

This period offers milder winter temperatures perfect for visitors seeking to escape colder climates while still experiencing pleasant beach days.

Average Temperature Daytime: 65-75°F - Nighttime: Mid 50s°F

Off-Season Highlights

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Summer (June to August)

The hot summer months see fewer visitors, providing a quieter experience with less crowded beaches and more affordable rental options.

Average Temperature Daytime: 85-90°F - Nighttime: Mid 70s°F
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Fall (September to November)

Early fall brings slightly cooler weather and reduced tourism, making it an excellent time for those who prefer a tranquil getaway with pleasant temperatures.

Average Temperature Daytime: 75-85°F - Nighttime: Mid 60s°F

Weekly Weather Forecast for Anna Maria

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.

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

  • You can enjoy private outdoor pools, perfect for relaxing after a day exploring the region’s beaches.
  • Many rentals feature spacious patios or decks where you can dine al fresco and take in the serene surroundings.
  • Beautifully landscaped yards often include lush gardens and walking paths for leisurely strolls.
  • Beach access points may be available directly from your rental, making it easy to spend time on the sandy shores.
  • Outdoor showers are a common amenity, helping you rinse off after beach visits without hassle.
  • Some properties offer covered porches or verandas ideal for enjoying the coastal breezes regardless of the weather.
  • Retractable awnings or shaded lounging areas provide comfort and protection while enjoying the outdoors here.
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Family Activities

  • Beachcombing and Shelling: Explore the pristine sands along Anna Maria's shoreline, where you can discover unique shells and enjoy a relaxing day by the Gulf of Mexico.
  • Visit the Anna Maria City Pier: Take a family stroll on the historic pier for stunning gulf views and watch local fishermen in action, capturing picture-perfect moments.
  • Palma Sola Botanical Park: Discover this peaceful oasis with lush gardens and walking trails that provide an engaging outdoor experience for all ages.
  • Rent a Canoe or Kayak: Paddle through calm waters and explore the region’s scenic waterways, offering a fun and active adventure for your family trip.
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Adult Activities

  • Sunset Sailing Tours: Experience the region’s stunning coastline on a sunset sail, allowing you to unwind and enjoy breathtaking views of the Gulf of Mexico.
  • Deep Sea Fishing Adventures: Cast your line into the waters off here for a rewarding day of deep-sea fishing, ideal for those seeking an exciting outdoor activity.
  • Historic Bridge Street:**Explore the charming shops and waterfront eateries along the historic bridge street, perfect for a leisurely day of shopping and dining.
  • Kayaking and Paddleboarding: Glide through peaceful waters on a kayak or paddleboard, immersing yourself in the natural beauty that makes this destination unique.

Other Places to Stay in Anna Maria, FL

Island Players
Anna Maria Island Museum and Historical Park
AMI Outfitters Coastal Gear & Apparel
Historic Green Village
Anna Maria City Pier
Bayfront Park
Anna Maria Beach

Anna Maria Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Visit During Off-Peak Seasons: Visiting outside the busy months allows you to enjoy a more relaxed atmosphere and better access to local amenities here.
  • Explore Local Beaches and Outdoor Activities: Make the most of your stay by immersing yourself in the region’s scenic beaches and outdoor adventures, ideal for a memorable getaway.
  • Book a Rental by Owner for a Personalized Experience: Choose a rental by owner option to enjoy personalized service and a home-like environment that enhances your visit to this coastal area.
  • Discover Local Dining and Shopping Spots: Take the opportunity to indulge in regional flavors and unique shops, enriching your time here with authentic experiences.

Transportation Options

  • Car Rentals: Renting a car provides the flexibility to explore the scenic coastlines and charming neighborhoods at your own pace while here.
  • Public Transit: The regional bus services offer convenient transportation options for getting around the area without the need for a vehicle.
  • Taxi and Rideshare Services: Taxis and popular rideshare apps deliver quick, reliable transportation directly to your rental property in this coastal destination.
  • Bicycle Rentals: Biking is an eco-friendly way to enjoy the relaxing atmosphere and picturesque views unique to this region.

Local Customs Options

  • Respect for Local Environment: You should always honor the area's natural beauty by avoiding littering and staying on designated paths when exploring nearby parks and beaches.
  • Greetings and Social Etiquette: It’s customary to exchange friendly greetings and show politeness, reflecting the welcoming spirit of this coastal community.
  • Dining Customs: When enjoying local seafood or dining in neighborhood restaurants, tipping generously is appreciated as a sign of good manners and support for local businesses.
  • Community Events and Traditions: Participating in occasional community gatherings or festivals helps you connect with locals and appreciate the region’s unique cultural heritage.

Anna Maria Rentals by Owner Frequently Asked Questions

1. What is the cancellation policy for rental properties in Anna Maria, Florida?

Cancellation policies vary by individual property listing; please review the specific terms outlined on the rental's page or contact the owner directly to understand the conditions and potential fees associated with cancellations.

2. How do I communicate with the property owner before booking in this region?

You can reach out to the owner through the messaging system provided on the booking platform. It's recommended to clarify any questions about the property, amenities, or requirements prior to completing your reservation.

3. Are there check-in and check-out times I should be aware of when booking here?

Check-in and check-out times are specified in each listing. Be sure to review these details on the property page and communicate with the owner if you need flexibility or have special requests.

4. What amenities are typically included in rentals by owner in this destination?

Most rentals offer essential amenities such as Wi-Fi, kitchen facilities, and parking. However, for specific features like laundry or outdoor spaces, please consult the individual listing or contact the owner directly.

5. Is it safe to book a rental directly from an owner in this area?

Renting directly from an owner through a reputable platform like Rent By Owner provides a secure booking process. Always verify owner credentials and read reviews before confirming your reservation to ensure a trustworthy experience.

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