Entire home
Pier to Pier Paradise by Beach Boutique Rentals
Photo gallery for Pier to Pier Paradise by Beach Boutique Rentals





Reviews
8.0 out of 10
Very good
4 bedrooms4+ bathroomsSleeps 8232.3 sq m
Popular amenities
Explore the area

Anna Maria, FL
- Place, Bayfront Park2 min walk
- Place, Anna Maria Beach6 min walk
- Place, Bean Point Beach7 min walk
- Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)35 min drive
Rooms & beds
4 bedrooms (sleeps 8)
Bunk room
2 Single Bunk Beds
First floor king bedroom 1
1 King Bed
Top floor king bedroom 2
1 King Bed
Top floor king bedroom 3
1 King Bed
4 bathrooms, 1 half bathroom
Bunk ensuite
Bathtub or shower · Toilet
Half bath
Toilet
Master ensuite 1
Toilet · Shower only
Master ensuite 2
Toilet · Shower only
Master ensuite 3
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Garden
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.
*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.
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
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10.0 out of 10, Exceptional, (99 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
We should mention
A car is recommended for transport to and from this property
About the area
Anna Maria
Located in Anna Maria, this holiday home is near the beach. The area's natural beauty can be seen at Anna Maria Beach and Bean Point Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Anna Maria, FL
What's nearby
- Bayfront Park - 2 min walk - 0.2 km
- Anna Maria Beach - 6 min walk - 0.6 km
- Bean Point Beach - 7 min walk - 0.7 km
- Anna Maria City Pier - 11 min walk - 0.9 km
- Anna Maria Island Museum and Historical Park - 14 min walk - 1.2 km
Getting around
Restaurants
- The Ugly Grouper - 8 min drive
- Anna Maria Island Beach Cafe - 11 min drive
- The Sandbar Restaurant - 20 min walk
- The Waterfront Restaurant - 10 min walk
- Ginny's & Jane E's - 19 min walk
Frequently asked questions
Reviews
8.0
Very good
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Check-in
10/10
Communication
8.0/10
Location
8.0/10
Listing accuracy
Reviews
10 May 2025
Liked: Check-in, communication, location, listing accuracy
Stayed 4 nights in Apr 2025
About the host
Hosted by Beach Boutique Rentals
Beach Boutique Rentals on Anna Maria Island is your key to an unforgettable vacation on the beautiful Florida Gulf Coast. We offer an array of vacation rentals throughout Anna Maria Island and the greater area, one of the most sought after Florida getaways. Choose from our selection of scenic view condos, charming cottages and luxury homes. Please don't hesitate to reach out to us if you have questions about this island that we call paradise!
Languages:
English
Premier Host
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