Entire home

Holiday pool home near Anna Maria Island

Photo gallery for Holiday pool home near Anna Maria Island

A beachfront hotel with multiple balconies, palm trees, and a sign for 'Olive Oil Orchard'.
A blue house with a white porch, surrounded by trees and a clear sky.
A residential house with a white garage door, a black trim along the roofline, and a well-maintained front yard with various shrubs and a palm tree.
A residential area with houses, a large body of water, and a highlighted house with a solar panel roof.
A bunk bed with a nautical theme, a dark blue sofa, and a window with blinds.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Family fun awaits
    Top-rated for families.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Palma Sola Bay

Popular amenities

  • Balcony or patio
  • Private pool
  • Dog-friendly
  • Toys
  • Barbecue grill
  • Air conditioning

Explore the area

View in a map
Bradenton, FL
  • Place, Palma Sola Bay
    ‪3 min walk‬
  • Place, beach near Senrab Park
    ‪2 min drive‬
  • Place, beach near Palma Sola Scenic Highway Park
    ‪2 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪24 min drive‬

Rooms & beds

4 bedrooms (sleeps 12)

Bunk Room

2 Twin Bunk Beds and 2 Twin Beds

Living Room 1

1 Double Sofa Bed

Primary Bedroom

1 King Bed

Queen Room

2 Queen Beds

Upstairs King

1 King Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Soap · Towels provided · Bathtub · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Number of living rooms
Garden
Dining area

Add dates for prices

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About the neighborhood

Bradenton

Located in Bradenton, this vacation home is by the sea. Shoppers can check out St. Armands Circle, while everyone can enjoy the natural beauty of Bradenton Beach and Coquina Beach. Traveling with kids? Consider Florida Maritime Museum at Cortez and The Bishop Museum of Science and Nature. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and horse riding nearby.
View more Vacation Homes in BradentonOpens in a new window
Map
Bradenton, FL

What's nearby

  • Palma Sola Bay - 3 min walk - 0.3 km
  • beach near Senrab Park - 2 min drive - 1.8 km
  • beach near Palma Sola Scenic Highway Park - 2 min drive - 2.1 km
  • IMG Academy - 9 min drive - 9.2 km
  • Riverwalk - 15 min drive - 9.7 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 21 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪McDonald's - ‬5 min drive
  • ‪Starbucks - ‬5 min drive
  • ‪Danny's Pizzeria - ‬4 min drive
  • ‪Nonna's Pizza - ‬5 min drive

Frequently asked questions

Does Holiday pool home near Anna Maria Island have a pool?

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

How much does it cost to stay at Holiday pool home near Anna Maria Island?

As of Oct 23, 2026, prices found for a 1-night stay for 2 adults at Holiday pool home near Anna Maria Island on Oct 24, 2026 start from $332, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Holiday pool home near Anna Maria Island pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 999 lbs per pet.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Holiday pool home near Anna Maria Island?

Check-in begins at 4:00 PM.

What time is check-out at Holiday pool home near Anna Maria Island?

Check-out is at 10:00 AM.

Where is Holiday pool home near Anna Maria Island located?

This family-friendly Bradenton vacation home is located by the sea, within 3 mi (5 km) of Palma Sola Bay and Blake Medical Center. Bradenton Beach and Florida Maritime Museum at Cortez are also within 6 mi (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 54 out of 57 reviews
Rating 8 - Good. 3 out of 57 reviews
Rating 6 - Okay. 0 out of 57 reviews
Rating 4 - Poor. 0 out of 57 reviews
Rating 2 - Terrible. 0 out of 57 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful time at this beautiful property! Can’t wait to come back soon!
Stayed 3 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was even better in person. The pool and rooms were clean and the beach was close. The host was very attentive and my family truly enjoyed a relaxing stay in a quiet neighborhood.
Stayed 2 nights in Aug 2026
Response from VrboOwner on Aug 24, 2026
Thank you so much for this wonderful review! We're so glad the pool and rooms were spotless for you and that the location made it easy to get to the beach. It means a lot to hear your family had a relaxing time in such a quiet spot. We'd love to welcome you all back to Paradise by the Bay anytime!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home was so clean and we had an amazing time here. Deena responded quikckly and we really enjoyed our time here.
Stayed 8 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host is very prompt and accommodating, easy to communicate with via email. House was gorgeous, very family friendly, two different areas to hangout, tons of games, the pool was perfect. Property was clean, beds were comfortable, house was stocked well for eating and cooking. We had an amazing time and would definitely stay again!!!!
Stayed 7 nights in Aug 2026
Response from VrboOwner on Aug 11, 2026
Kimberly, thank you so much for this wonderful review! We're thrilled your family had an amazing time at Paradise by the Bay, the pool, games, and hangout spaces are exactly what we hope makes a stay memorable for families. We also want to give you a huge shoutout for how you left the house at checkout, emptying the garbage, cleaning out the fridge, oven, and microwave, and gathering all the towels. It's rare to see a guest go that far above and beyond, and it truly did not go unnoticed. We'd love to have you and your family back anytime!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house to be close to everything but in a quiet neighborhood. We loved our time at the house
Stayed 4 nights in Jun 2026
Response from VrboOwner on Jun 22, 2026
Thank you so much for your kind review! We're delighted to hear that you enjoyed the home's convenient location and peaceful neighborhood setting. It means a lot to know you loved your time at the house. We truly appreciate you choosing to stay with us and would be happy to host you again whenever your travels bring you back to the area!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great home.
Stayed 6 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an amazing time there, place is beautiful and kids and family had a great time can wait to come back
Stayed 3 nights in Jun 2025
Response from VrboOwner on Jan 6, 2026
Thank you for staying with us! We’re so happy you and your family had a great time. We’d love to host you again very soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
GREAT HOME…Well Stocked with everything we needed for a confortable stay.Thank You Deena!
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay! The location is beautiful and close to everything! The pool is wonderful and the home had everything we needed. We can’t wait to come back again!
Stayed 3 nights in Oct 2025
Response from VrboOwner on Jan 6, 2026
Thank you for your lovely feedback! We’re glad the home and amenities made for a wonderful stay. We look forward to welcoming you back in the future.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was very spacious and very clean. The neighborhood is beautiful and in a very safe and convenient location. There are many extras that come with the home such as a game room with games and puzzles provided, and a wonderful heated pool. We would definitely recommend this property and will stay there again if possible.
Stayed 4 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home. Great location in quiet neighborhood just off AMI. Clean and well stocked. Double queen bedroom did not have a TV. Nice laundry room. Gorgeous master suite. Would definitely stay again.
Stayed 5 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a fantastic stay here in Bradenton. Check-in was a breeze, communication was great, and the house was clean and perfect for our family of 5 with three teens. Travel to Anna Maria Island was super easy from the house and we loved exploring the nearby beaches and other activities.
Stayed 7 nights in Jul 2025
Response from VrboOwner on Jan 6, 2026
We truly appreciate your kind words! It’s wonderful to hear that your family had a fantastic stay and enjoyed the beaches and local activities. We look forward to welcoming you back for another great vacation!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Seems the host was so customer service focused even before we booked all the way through the stay! The house was beautiful and had every special touch and detail you could think of. Neighborhood safe and comfortable. Best experience!
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
I thoroughly enjoyed my time here- so many amenities, so much space, so well stocked with everything we needed. Deena was so great with communication. And clean- it sparkled. There were games for night time, the pool was warm, but not hot, and the outdoor space was great. I highly recommend!
Stayed 5 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We love our trip very much. The house was beautiful and perfect for our family of 5. The pool was nice and warm. There were plenty of extras such as towels and cooking things. Everything was perfect.
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family getaway

Thus home was perfect for our family getaway. Deena has done a nice job setting up a home away from home.
Stayed 8 nights in Jun 2021
Response from VrboOwner on Sep 21, 2023
Paradise by the Bay is happy you chose to vacation with us! I look forward to hosting you again! :)
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Vacations’24

Property is good, the host was very responsive, sent to the kids a welcome package which was very sweet!!
Stayed 4 nights in Jul 2024
Response from VrboOwner on Aug 13, 2024
I'm thrilled you enjoyed the property and that the welcome package was a hit with the kids. It was a pleasure hosting your family, and I hope to welcome you all back for another stay in the future! :)
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice Home

Great home and great location in Bradenton. 10 minutes from beaches and lots of restaurants and shopping. Good fishing too!
Stayed 5 nights in Nov 2023
Response from VrboOwner on Nov 29, 2023
Thank you for your kind review, Scott! I'm so glad your family had a wonderful time at Paradise by the Bay!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was exactly what we were looking for. It had ample space for our family of four plus two additional extended family couples. The house was very clean and you couldn’t even tell that it was a pet-friendly place, as sometimes that can be the case. We loved the heated, screened in pool, where the kids swam multiple times a day. The location was excellent, nearby to Anna Maria Island, shopping at Saint Armands Circle, and a short 20 minute drive from SRQ airport. The host was responsive and check-in/check-out was a breeze. We would definitely book this property again!
Stayed 7 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house in a great location

This house was in a quiet neighborhood and just a few minutes driving to a number of beaches. A plus was the pool, which was clean and very enjoyable for all. Would recommend this location.
Stayed 5 nights in Jun 2024
Response from VrboOwner on Jul 19, 2024
Thanks for your feedback! We're thrilled to hear you enjoyed the peaceful location and had fun with the pool. Your recommendation means a lot to us. We look forward to hosting you again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent property!

We had an amazing vacation at this lovely property. Well stocked with everything we needed for a comfortable stay. Beautiful pool and lanai. Close to beaches and shopping. The host was very helpful and can be easily contacted.
Stayed 16 nights in Apr 2025
Response from VrboOwner on Jan 6, 2026
We truly appreciate your great review! It makes us so happy to hear that you enjoyed the home, the pool, and the lanai, and that everything met your needs for a relaxing stay. Thank you for being wonderful guests we’d love to host you again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Long weekend

Excellent property- well maintained. Near the beach. Great pool and patio for kids.
Stayed 4 nights in May 2022
Response from VrboOwner on Sep 21, 2023
Andrew, I’m so happy you enjoyed your stay! Come back to Paradise by the Bay anytime.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Bradenton House

Very large house in very nice, quiet neighborhood. Very comfortable, very well equipped.
Stayed 12 nights in Jan 2023
Response from VrboOwner on Sep 21, 2023
Ian and Natalie, We’re so glad you enjoyed your stay! You are welcome back anytime!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property has everything you need or want. It is beautiful. The property manager works very hard to make sure you have a wonderful stay. This is the best Vrbo we have rented. A family of 10 fits comfortably with room to spare.
Stayed 7 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Almost paradise

Had the pool heated and we all enjoyed it every day. Good family location.
Stayed 6 nights in Mar 2022
Response from VrboOwner on Sep 21, 2023
Paradise by the Bay is happy you chose to vacation with us! I look forward to hosting you again! :)
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