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Pier to Pier Paradise by Beach Boutique Rentals

Photo gallery for Pier to Pier Paradise by Beach Boutique Rentals

A spacious kitchen with a large island, white cabinetry, and pendant lighting. - Pier to Pier Paradise by Beach Boutique Rentals (Anna Maria)
A balcony with white railings and blue chairs, overlooking a residential area with houses and trees. - Pier to Pier Paradise by Beach Boutique Rentals (Anna Maria)
A two-story house with a front entrance, garage doors, and a driveway. - Pier to Pier Paradise by Beach Boutique Rentals (Anna Maria)
A two-story house with a swimming pool, outdoor seating, and a covered patio. - Pier to Pier Paradise by Beach Boutique Rentals (Anna Maria)
A modern kitchen with white cabinets, a central island with bar stools, and a large refrigerator. - Pier to Pier Paradise by Beach Boutique Rentals (Anna Maria)
Anna Maria Beach and Bean Point Beach are located near Pier to Pier Paradise by Beach Boutique Rentals, which provides a rooftop terrace, a garden, and laundry facilities. For some rest and relaxation, visit the hot tub. Stay connected with free in-room WiFi.

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Add dates for prices

About this property

Pier to Pier Paradise by Beach Boutique Rentals

  • This stunning 4-bedroom home, aptly named Pier to Pier Paradise, offers breathtaking views of the Bay, luxury amenities, and the perfect location for your family getaway.

    *Features include*

    * Private heated pool and spa
    * Rooftop deck with sweeping water views
    * 4 bedrooms, 4 ½ baths
    * 3 king master suites with attached baths
    * Billiards room with wet bar
    * Outdoor TV and ping pong
    * Gas grill and patio dining
    * Chaise loungers by the pool
    * Only steps to the beach!
    * Short walk to Bayfront Park and Bean Point
    * Beach chairs, umbrella, and cart

    Welcome to your dream vacation home on Anna Maria Island! Head up to the main level of the home where you will be greeted by the spacious and bright living area. A wall of windows offers you stunning views of the Bay. The living area is perfect for relaxing and spending time with your loved ones with its open living and dining space and comfortable seating.

    The kitchen is stocked with all the modern appliances you will need to prepare delicious meals at home. It features luxurious countertops, a large island with breakfast bar seating, and a dining room with table for 8. Whether you prefer to cook a full meal or grab a quick snack, you will find everything you need in this beautiful kitchen.

    On this main floor you will find the first two bedrooms, a convenient powder room and even a pool table! Hang out and play pool in the billiards room complete with wet bar and beverage fridge. Kids will love the fun bunk room that sleeps up to 4 people and features its own ensuite bathroom with double vanity and bathtub/shower combo. Parents can stay close by in the king suite on this level.

    Upstairs, two more bedrooms are waiting to welcome you with plenty of natural light and stunning views. Outside the bedrooms there is another bonus room with wet bar where you can relax on the sectional sofa and catch a movie, or just take in the amazing water views outside the sliding doors. Both bedrooms are equipped with comfortable king-size beds, cable TV and luxurious ensuite bathrooms. There is even a desk for dedicated work from home space.

    For even more spectacular views of the bay, head up to the rooftop deck. This private deck is perfect for stargazing, sunbathing, or just enjoying a beautiful sunset with your family. Equipped with comfortable seating, the deck is the perfect place to relax and unwind after a day of exploring the island.

    Outside in the private back yard enjoy the Florida sunshine while lounging by the private heated swimming pool and spa. The covered pool deck offers outdoor dining for 6, a gas grill, ping pong table and plenty of stylish chaise loungers. Whether you prefer to soak up the sun, take a dip in the pool, or relax in the spa, this outdoor space is perfect for everyone.

    Pier to Pier Paradise is located in the heart of Anna Maria, just steps away from the best beaches, shops, and restaurants the island has to offer. Whether you prefer to explore the island, relax by the pool, or just enjoy the beautiful views, this home is pure paradise!

    ADDITIONAL INFORMATION

    We generally require a minimum stay during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you!

    Housekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay.

    Our cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of luxury bath and beach towels.

    Anna Maria Island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors.

    This home provides off-street parking for up to 4 vehicles.

    Booking Platform Note:
    For VRBO bookings, the reservation payment is processed by Beach Boutique Rentals and will appear as Beach Boutique Rentals on your credit card statement. VRBO also charges a separate service fee directly to the guest as a separate transaction.

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About the neighborhood

Located in Anna Maria, this vacation home is near the beach. The area's natural beauty can be seen at Anna Maria Beach and Bradenton Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and cycling nearby. Visit our Anna Maria travel guide
View more Vacation Homes in Anna Maria
Map
Anna Maria, FL

What's nearby

  • A coastal town with a long sandy beach, clear blue ocean, and residential buildings along the shore.
    Bradenton Beach
    7 min walk - 0.7 km
  • A sunset over a grassy field with a path leading to the water.
    Bean Point Beach
    9 min walk - 0.8 km
  • Bayfront Park
    2 min walk - 0.2 km
  • Anna Maria Beach
    7 min walk - 0.7 km
  • Anna Maria City Pier
    11 min walk - 0.9 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ)
    35 min drive

Restaurants

  • The Sandbar Restaurant
    20 min walk
  • Anna Maria Island Beach Cafe
    11 min drive
  • The Ugly Grouper
    8 min drive
  • Ginny's & Jane E's
    19 min walk
  • The Waterfront Restaurant
    10 min walk

Frequently asked questions

Does Pier to Pier Paradise by Beach Boutique Rentals have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Pier to Pier Paradise by Beach Boutique Rentals pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Pier to Pier Paradise by Beach Boutique Rentals?

Check-in begins at 4:00 PM.

What time is check-out at Pier to Pier Paradise by Beach Boutique Rentals?

Check-out is at 10:00 AM.

Where is Pier to Pier Paradise by Beach Boutique Rentals located?

Situated by the ocean, this vacation home is within a 5-minute walk of Bayfront Park and Anna Maria Beach. Bradenton Beach and Bean Point Beach are also within 10 minutes.

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Reviews

Pier to Pier Paradise by Beach Boutique Rentals Reviews

9.4

Exceptional

10

Cleanliness

8.6

Location
Rating 10 - Excellent. 2 out of 3 reviews
Rating 8 - Good. 1 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful clean house. We love the view and the location. Perfect for a family with teenagers. We loved our stay.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The pool was very enjoyable. The pictures distorted reality a bit but it wasn’t a showstopper. We could have used more non chaise chairs but again not a big deal
Stayed 14 nights in Mar 2026
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy

Fun in the sun!

The house and layout is perfect for two families and a great location. I would suggest they include beach towels and some extra beach accessories to make the trip more enjoyable. Also, the drains all need to be cleaned as everything
Stayed 4 nights in Apr 2025