Luxury Pet-Friendly Vacation Rentals in Anna Maria

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.

We found 9 pet-friendly vacation rentals – enter your dates for availability.

Top-rated pet-friendly vacation rentals in Anna Maria

Anna Maria, Florida

Wander Serendipity Beach

Next avail.

Dec 2 - Dec 4

Anna Maria, Florida

Wander Serendipity Breeze

Next avail.

Dec 2 - Dec 4

Anna Maria, Florida

Wander Serendipity Sol

Next avail.

Dec 2 - Dec 4

Anna Maria, Florida

Wander Serendipity Drift

Next avail.

Dec 16 - Dec 18

Anna Maria, Florida

Wander Serendipity Haven

Next avail.

Dec 2 - Dec 4

Anna Maria, Florida

Wander Serendipity Waves

Wander Serendipity Gulfront

Next avail.

Jan 1 - Jan 3

Anna Maria, Florida

Wander Serendipity Cloud

Next avail.

Dec 15 - Dec 17

Welcome to pet-friendly Anna Maria

Make your next coastal getaway effortless with Wander’s luxury pet-friendly vacation rentals in Anna Maria. Each residence pairs the privacy of a coastal home with hotel-grade consistency, so you and your four-legged companion can settle in the moment you arrive.

Expect bright, airy living spaces, plush bedrooms, and outdoor lounges perfect for downtime together. Many homes include private pools, grills, and thoughtfully designed areas that keep pets comfortable. Every stay comes with ultra fast WiFi, pristine cleaning, and 24/7 concierge, so the experience feels elevated and easy from start to finish.

Book with confidence knowing every Wander looks like the photos and is expertly operated.

Popular pet-friendly vacation rentals in Anna Maria

Anna Maria, Florida

Wander Serendipity Breeze

Next avail.

Dec 2 - Dec 4

Anna Maria, Florida

Wander Serendipity Drift

Next avail.

Dec 16 - Dec 18

Anna Maria, Florida

Wander Serendipity Beach

Next avail.

Dec 2 - Dec 4

Anna Maria, Florida

Wander Serendipity Haven

Next avail.

Dec 2 - Dec 4

Anna Maria, Florida

Wander Serendipity Waves

Wander Serendipity Cloud

Next avail.

Dec 15 - Dec 17

Holmes Beach, Florida

Wander Serendipity Sol

Next avail.

Dec 2 - Dec 4

Featured pet-friendly vacation rentals in Anna Maria

Holmes Beach, Florida

Wander Serendipity Gulfront

Next avail.

Jan 1 - Jan 3

Anna Maria, Florida

Wander Serendipity Sol

Next avail.

Dec 2 - Dec 4

Highlights in Anna Maria

Discover a slice of 'Old Florida' with stunning Gulf beaches, charming piers, and a relaxed, family-friendly island atmosphere.

Bean Point Beach

Anna Maria City Pier

Manatee Public Beach

Rod and Reel Pier

Coquina Beach

Historic Bridge Street

Pine Avenue

Leffis Key Preserve

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in Anna Maria

Anna Maria, Florida

Wander Serendipity Beach

Next avail.

Dec 2 - Dec 4

Anna Maria, Florida

Wander Serendipity Breeze

Next avail.

Dec 2 - Dec 4

Anna Maria, Florida

Wander Serendipity Sol

Next avail.

Dec 2 - Dec 4

Anna Maria, Florida

Wander Serendipity Drift

Next avail.

Dec 16 - Dec 18

Anna Maria, Florida

Wander Serendipity Haven

Next avail.

Dec 2 - Dec 4

Anna Maria, Florida

Wander Serendipity Waves

Wander Serendipity Gulfront

Next avail.

Jan 1 - Jan 3

Anna Maria, Florida

Wander Serendipity Cloud

Next avail.

Dec 15 - Dec 17

View all homes

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Discover more pet-friendly spots in Anna Maria

Anna Maria blends Old Florida charm with luminous Gulf horizons. Sugar-soft beaches, calm emerald water, and everyday sunsets set a relaxed rhythm that turns simple moments into lasting memories.

Browse the boutiques along Pine Avenue, wander the historic city pier with pelicans overhead, or bike to Bean Point for sweeping views where Tampa Bay meets the Gulf. Paddle quiet mangrove edges, watch dolphins crest offshore, and savor an island pace that favors sunlit days and starlit nights.

This is why Wander's luxury pet-friendly vacation rentals in Anna Maria are the perfect choice, whether you're traveling for work or leisure.

FAQs: Vacation Rentals in Anna Maria

Why should I book a Wander in Anna Maria over other pet-friendly vacation rentals?

Wander offers a level of consistency and quality you won’t find with most pet-friendly vacation rentals.

Every home in Anna Maria delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular pet-friendly vacation rentals in Anna Maria?

Some of our most popular pet-friendly vacation rentals in Anna Maria include Wander Serendipity Breeze, Wander Serendipity Drift, and Wander Serendipity Beach. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different pet-friendly vacation rentals does Wander have available in Anna Maria?

Wander offers 9 pet-friendly vacation rentals in Anna Maria, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s pet-friendly vacation rentals in Anna Maria?

You can check-in to Wander pet-friendly vacation rentals in Anna Maria after 4.00pm and check-out before 10.00am.

Do Wander’s pet-friendly vacation rentals in Anna Maria have WiFi access?

Yes. Every Wander home in Anna Maria has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.

For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.

For some homes, a 30-day deadline applies; this will be clearly shown before you book.