Discover Your Perfect Anna Maria Island Vacation Homes

Why Choose Rent By Owner for your Anna Maria Island Vacation Rental Homes?

What makes our Vacation Rentals special?

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

Popular Areas for Anna Maria Island Vacation Rentals

Where are the best neighborhoods to stay in Anna Maria Island?

When planning your stay on Anna Maria Island, Florida, choosing the right neighborhood can enhance your vacation experience. Whether you prefer the peaceful ambiance of residential areas or the vibrant atmosphere near the beachfront, each neighborhood offers unique charm and easy access to local attractions. By selecting a location that suits your lifestyle, you can enjoy the relaxed coastal vibe and make the most of your time on this beautiful island. Explore different neighborhoods to find the perfect setting for your next getaway, ensuring a memorable and comfortable stay in Anna Maria Island, Florida.

Ilexhurst

Located in the heart of Holmes Beach, Ilexhurst offers a tranquil atmosphere perfect for those seeking a peaceful retreat on Anna Maria Island. Here, you can enjoy convenient access to local amenities while staying close to the region's beautiful beaches.

View 140+ Rentals in Ilexhurst

Key Royale

This scenic neighborhood provides a more exclusive experience with stunning waterfront views and lush landscapes, making it ideal for travelers looking to indulge in a luxurious stay on Anna Maria Island. Its proximity to the water enhances the region’s serene ambiance, perfect for relaxation.

View 5699+ Rentals in Key Royale

Best Times to Visit Anna Maria Island

When should you plan your Vacation Rentals stay?

Choosing the right time to visit ensures you experience the best of this destination’s pleasant weather and vibrant atmosphere, making your stay in the region all the more memorable when booking through trusted vacation rentals here.

Peak Season Highlights

spring
Spring (March to May)

During the spring months, you can enjoy warm daytime temperatures ideal for outdoor activities and beach outings in this relaxing coastal area. The weather is consistently pleasant, making it a popular time for visitors seeking to escape colder climates.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
summer
Summer (June to August)

The summer season attracts many travelers looking to bask in the sunshine and experience lively waterfront events. Expect longer daylight hours and warm nights, perfect for exploring the region’s natural beauty and vibrant atmosphere.

Average Temperature Daytime: 85°F to 90°F - Nighttime: 70°F to 75°F

Off-Season Highlights

image
Fall (September to November)

In the fall, the area sees fewer crowds while maintaining warm temperatures that are still suitable for outdoor pursuits. This quieter period offers a more relaxed experience with lower accommodation rates.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
image
Winter (December to February)

During the winter months, mild temperatures make it an ideal time for those seeking a peaceful getaway without the peak season hustle. Clear skies and cooler evenings provide a comfortable environment for exploring here.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 60°F

Weekly Weather Forecast for Anna Maria Island

How to Book Your Anna Maria Island 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 Anna Maria Island

More Top-Rated Vacation Rentals in Anna Maria Island 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 a private outdoor pool to relax and unwind under the Florida sun.
  • Take advantage of spacious patios or decks for outdoor dining and entertaining.
  • Benefit from lush landscaped gardens that add privacy and natural beauty to your stay.
  • Relax in shaded outdoor lounge areas perfect for reading or socializing.
  • Make use of outdoor showers for rinsing off after a day at the nearby beaches.
  • Utilize barbecue grills to cook up fresh seafood or local favorites with ease.
  • Access direct beach pathways or boardwalks leading to the pristine sands here in the region.

Top Attractions Around Anna Maria Island

What attractions are nearby?

Nearby, you can enjoy a variety of outdoor activities such as relaxing on pristine beaches, exploring scenic parks, and engaging in water sports that showcase the natural beauty of this charming destination.

image
image

Family Activities

  • Beach Day at Anna Maria Island Public Beach: Spend a relaxing day building sandcastles and swimming in the calm, clear waters just steps from your vacation rental.
  • Anna Maria City Pier Activities: Enjoy fishing, dolphin watching, or simply strolling along the historic pier to catch beautiful sunsets over this scenic destination.
  • Exploring Anna Maria Island’s Nature Trails: Discover local wildlife and enjoy family-friendly hikes through lush surroundings that highlight the region’s natural beauty.
  • Visit the Anna Maria Island Historical Museum: Immerse your family in the area's history with engaging exhibits located conveniently nearby your vacation rentals on the island.
image

Adult Activities

  • Sunset Dolphin Tour: Embark on an evening cruise that offers incredible wildlife sightings and spectacular sunsets over the Gulf, perfect for a memorable experience here.
  • Fishing Charter Adventures: Try your hand at deep-sea or bay fishing with expert guides in this region, renowned for its excellent variety of fish species.
  • Biking along Beachfront Trails: Rent a bike and explore scenic pathways that run along the shoreline, providing stunning views and a relaxing way to enjoy the area.
  • Enjoying Local Cuisine: Savor fresh seafood and regional specialties at waterfront restaurants, making the most of culinary delights in this popular destination.

Other Places to Stay in Anna Maria Island, FL

Manatee Public Beach
Manatee Public Beach Vacation Rentals
West Coast Surf Shop
West Coast Surf Shop Vacation Rentals
AMI Paddleboard Adventures
AMI Paddleboard Adventures Vacation Rentals
Sweet Pea's
Sweet Pea's Vacation Rentals
Island Gallery West
Island Gallery West Vacation Rentals
Holmes Beach Beaches
Holmes Beach Beaches Vacation Rentals
Key Royale
Key Royale Vacation Rentals
Aluna Wellness Center & Spa
Aluna Wellness Center & Spa Vacation Rentals
Holmes Beach
Holmes Beach Vacation Rentals
Bradenton Beach
Bradenton Beach Vacation Rentals
Anna Maria
Anna Maria Vacation Rentals
Ilexhurst
Ilexhurst Vacation Rentals
More Places to Stay Near Anna Maria Island

Anna Maria Island Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Beach Days: Make the most of your stay by scheduling time at this destination’s stunning beaches, where relaxing and water activities are easily accessible from your vacation rentals.
  • Explore Local Dining: Discover the area’s charming eateries and waterfront restaurants to enjoy fresh seafood and regional cuisine right near your accommodation.
  • Utilize Water Transport: Take advantage of boat rentals or water taxis to explore nearby islands and enjoy scenic views that enhance your experience here.
  • Visit Local Shops and Markets: Stroll through the region’s quaint shopping districts and markets for unique souvenirs and local products, conveniently close to your vacation rental.

Transportation Options

  • Personal Vehicle: Having your own car offers the most flexibility to explore the region at your own pace, especially when staying in nearby Anna Maria Island vacation rentals.
  • Public Transit: The area is served by local buses that provide an affordable and eco-friendly way to get around and discover the destination’s scenic spots.
  • Bike Rentals: Cycling is a popular choice for exploring the region's beaches and charming neighborhoods, making bike rentals a convenient transportation option here.
  • Water Taxis: Water taxis offer a scenic and efficient way to travel between islands and enjoy the area's beautiful waterfront views during your stay.

Local Customs Options

  • Greeting with a Wave: In this coastal community, exchanging a friendly wave is a common way to acknowledge neighbors and visitors alike.
  • Respect for Beach Regulations: Locals and tourists follow specific beach customs, including designated areas for sunbathing and restrictions on glass containers.
  • Casual Dress Code: Here, you'll notice that casual, beach-appropriate attire is the norm when exploring the area or dining out.
  • Community Events and Gatherings: Participating in locally organized events such as outdoor markets and festivals helps you embrace the area's friendly, laid-back vibe.

Frequently Asked Questions About Anna Maria Island?

1. What are the top vacation rentals in Anna Maria Island?

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

2. How many vacation rentals have private pools in Anna Maria Island?

There are 2110 vacation rentals with private pools near Anna Maria Island. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Anna Maria Island are best for families?

If you are looking for a family-friendly vacation home in Anna Maria Island, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Anna Maria Island:

4. How many Rentbyowner vacation rentals are available in Anna Maria Island?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 5711 in the Anna Maria Island 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 Anna Maria Island. 

5. What is the cancellation policy for vacation rentals on Anna Maria Island?

Cancellation policies vary by property, so it’s important to review the specific listing details or contact the owner directly to understand the terms and any applicable fees.

6. Are there any requirements or restrictions when booking a vacation rental in this area?

Certain properties may have specific requirements such as minimum stay, age restrictions, or guest limits. Always check the listing details or communicate with the owner for clarification before booking.

7. How do I confirm my reservation for a vacation rental here?

Once you select your preferred property and complete the booking process, you'll receive a confirmation. For additional verification or special requests, contacting the owner directly can ensure your reservation is secured.

8. What amenities are typically included in vacation rentals along this coast?

Most listings feature amenities like Wi-Fi, fully equipped kitchens, and outdoor spaces. To find out about specific amenities, review the property description or ask the owner before finalizing your booking.

9. Is there a check-in and check-out process I should be aware of?

Check-in and check-out times are specified in each listing. For any special instructions or early/late arrangements, communicating directly with the property owner will help ensure a smooth arrival and departure.

Anna Maria Island Top Rated Vacation Rentals

See More Anna Maria Island Vacation Rentals