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Caribbean Surf managed by Beach Retreats FL Anna Maria Island

Photo gallery for Caribbean Surf managed by Beach Retreats FL Anna Maria Island

A backyard with a swimming pool, lounge chairs, and tropical plants.
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a small island.
A patio with a table and chairs, a wooden railing, and a view of palm trees.
A bedroom with a bed, nightstands, a dresser, a ceiling fan, and a window with blinds.
A bedroom with a bed, dresser, chair, and artwork on the wall.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Private garden
    A rare find — relax in the peaceful, private garden space.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Bradenton Beach

Popular amenities

  • Patio
  • Private pool
  • Waterpark access
  • Outdoor barbecue
  • Air-conditioning
  • Pet-friendly

Explore the area

View map
Holmes Beach, FL
  • Place, Bradenton Beach
    ‪6 min walk‬
  • Place, Manatee Public Beach
    ‪3 min drive‬
  • Place, Holmes Beach Beaches
    ‪7 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪37 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

2 twin beds

2 Single Beds

King bedroom

1 King Bed

King Bedroom with En sutie

1 King Bed

2 bathrooms

Bathroom 2

Toilet · Shower only

En suite

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Garden
Dining area

Add dates for prices

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About the area

Holmes Beach

Located in Holmes Beach, this holiday home is near theme parks and near the beach. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Travelling with kids? Consider Fish Hole Adventure Golf, or check out an event or a game at LECOM Park. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and mountain biking nearby.
View more Holiday homes in Holmes BeachOpens in a new window
Map
Holmes Beach, FL

What's nearby

  • Bradenton Beach - 6 min walk - 0.6 km
  • Manatee Public Beach - 3 min drive - 2.1 km
  • West Coast Surf Shop - 4 min drive - 2.8 km
  • Palmetto Avenue Beach - 4 min drive - 2.7 km
  • Holmes Beach Beaches - 7 min drive - 2.5 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 30 min drive

Restaurants

  • ‪The Sandbar Restaurant - ‬4 min drive
  • ‪Anna Maria Island Beach Cafe - ‬4 min drive
  • ‪The Ugly Grouper - ‬10 min walk
  • ‪Ginny's & Jane E's - ‬4 min drive
  • ‪The Waterfront Restaurant - ‬5 min drive

Frequently asked questions

Is Caribbean Surf managed by Beach Retreats FL Anna Maria Island pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Caribbean Surf managed by Beach Retreats FL Anna Maria Island?

As of 30 October 2026, prices found for a 1-night stay for 2 adults at Caribbean Surf managed by Beach Retreats FL Anna Maria Island on 29 November 2026 start from NZ$5,798, 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.

How much is parking at Caribbean Surf managed by Beach Retreats FL Anna Maria Island?

On-site parking is available at the property.

What time is check-in at Caribbean Surf managed by Beach Retreats FL Anna Maria Island?

Check-in begins at 4:00 PM.

What time is check-out at Caribbean Surf managed by Beach Retreats FL Anna Maria Island?

Checkout is at 10:00 AM.

Where is Caribbean Surf managed by Beach Retreats FL Anna Maria Island located?

This family-friendly Holmes Beach holiday home is located by the sea, within 1 mi (2 km) of Bradenton Beach and Holmes Beach Beaches. Palmetto Avenue Beach and Manatee Public Beach are also within 2 miles (3 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 52 out of 59 reviews
Rating 8 - Good. 3 out of 59 reviews
Rating 6 - Okay. 1 out of 59 reviews
Rating 4 - Poor. 0 out of 59 reviews
Rating 2 - Terrible. 3 out of 59 reviews

9.2/10

Cleanliness

9.8/10

Check-in

9.6/10

Communication

9.8/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a great place for our family!! The location was great- close to the beach and the pool was private and well-maintained. My teenage boys loved it. We would spend half the day at the pool, half at the beach and then wrap up the evening playing games and relaxing. Perfect place for our family :)
Stayed 7 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay @ Carribean Surf was great. Everything at the property was well appointed and convenient. We'll definitely book again!
Stayed 7 nights in Jul 2025
Response from VrboOwner on 20 August 2025
Hi Steven, Thank you for taking the time to review our Beach Retreat, Caribbean Surf. We are so happy to hear everything was great during your stay. We look forward to hosting you the next time your travels bring you to Anna Maria Island!
Verified review

10/10 Excellent

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

Awesome stay in a beautiful city

Beautiful house very clean great pool, beautiful palm trees very private would go back again for sure.
Stayed 4 nights in Jun 2023
Response from VrboOwner on 15 August 2023
Hi Eric, Thank you for taking the time to review our Beach Retreat, Caribbean Surf. We are thrilled to hear you enjoyed your stay! We look forward to hosting you the next time your travels bring you to Anna Maria Island!
Verified review

10/10 Excellent

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

Great property

Clean, location is great, 5+ stars!
Stayed 21 nights in Feb 2022
Response from VrboOwner on 8 August 2023
HI Brent, Thank you for reviewing our Beach Retreat@ I'm so happy to hear you enjoyed your stay. We look forward to hosting you again in the future!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property! Fantastic location! Cozy 3 bed/2 bath duplex.which was very private from the adjoining neighbors. Awesome partial shaded pool with fenced backyard! Two blocks from the beach. Well stocked kitchen, body wash, shampoo and conditioner in full size bottles were provided in each shower, plenty of towels for both beach/pool/showers, and included a beach cart, beach chairs and umbrellas, Good living room space for family game night. Our AC had some issues but the hosts were quick to respond and rectify the situation. Ample parking for 2 vehicles. The only complaint we had was the master bedroom bed was extremely soft for our preference and the sheets didn't fit quite right. Everything else was very nice and we would recommend staying at this property.
Stayed 7 nights in Aug 2026
Verified review

10/10 Excellent

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

This was a very beautiful property with all the necessary amenities. We felt right at home.

This property was beautiful. Gorgeous pool and amenities. We highly recommend staying here.
Stayed 7 nights in Jun 2021
Response from VrboOwner on 8 August 2023
Elizabeth, thank you for your kind words. We would love to have you come and stay with us again.
Verified review

10/10 Excellent

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

Summer Beach after Disney

Wonderful location. Very spacious home. I would highly recommend this property to families wishing to enjoy Holmes Beach and Anna Maria Island.
Stayed 4 nights in Jun 2022
Response from VrboOwner on 8 August 2023
Hi Ensley, Thank you for taking the time to review our Beach Retreat, Caribbean Surf. I am so happy to hear you enjoyed your stay with us on AMI. We appreciate the recommendation and hope to host you again the next time your travels bring you to AMI!
Verified review

10/10 Excellent

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

Great house and close to the beach

House was perfect - just as pictured. Short walk to the beach, pool was amazing. Easy check in process. Exceeded expectations. Will definately stay here again.
Stayed 7 nights in Apr 2022
Response from VrboOwner on 8 August 2023
Hi Rebekah, Thank you so much for taking the time to review our Beach Retreat Caribbean Surf. I am so happy to hear you enjoyed your stay. We do look forward to hosting you again in the future the next time your travels bring you to Anna Maria Island.
Verified review

8/10 Good

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

Very nice 4th of July vacation!

Property was just like described. It was very convenient to beach. Very lovely!
Stayed 7 nights in Jun 2022
Response from VrboOwner on 8 August 2023
Hi Sarah, Thank you for taking the time to review our property. I'm so glad to hear you enjoyed your stay with us over 4th of July. We look forward to hosting you the next time your travels bring you to Anna Maria Island.
Verified review

10/10 Excellent

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

Lovely Stay

The house was clean and comfortable. Exactly as described. It is a bit of a walk to shopping on Pine St, but it has easy access to the beach, which makes it well worth it.
Stayed 7 nights in Mar 2025
Verified review

10/10 Excellent

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

Great house

We had a great time and loved the house. Have rebooked for 2025.
Stayed 28 nights in Jan 2024
Response from VrboOwner on 1 March 2024
Hi Linda, Thank you for taking the time to review our Beach Retreat, Caribbean Surf. We look forward to hosting you next year!
Verified review

10/10 Excellent

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

Excellent house in a great location

This was a great house with thoughtful amenities. Location was excellent, just two quick blocks to the beach. Ran 4 miles every day - easy to get around. Quick trip to Mote aquarium and Ringling Museum. Pool was a hit for the kids.
Stayed 7 nights in Dec 2022
Response from VrboOwner on 8 August 2023
Hi Kathleen, Thank you for taking the time to review our Beach Retreat, Caribbean Surf. We are thrilled to hear you enjoyed your stay! This is a great location! We look forward to hosting you the next time your travels bring you to Anna Maria Island.
Verified review

10/10 Excellent

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

Fall Break getaway

We had a great time! The house/duplex was very nice and the property managers were prompt with any questions we had. Very convenient to the beach just 2 blocks. (walking) We rented a golf cart to cruise around the island. (highly recommend!)
Stayed 6 nights in Oct 2022
Response from VrboOwner on 8 August 2023
Hi Ann, Thank you for taking the time to review our Beach Retreat, Caribbean Surf. I am so glad to hear you enjoyed your stay! This property is in a great location! We look forward to hosting you the next time your travels bring you to Anna Maria Island.
Verified review

10/10 Excellent

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

Enjoy

very good
Stayed 5 nights in Sep 2022
Response from VrboOwner on 8 August 2023
Hi Marlene, Thank you for taking the time to review our Beach Retreat, Caribbean Surf. I'm so happy to hear you enjoyed your stay.
Verified review

10/10 Excellent

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

Great stay in a wonderful location!

My family and I had a great stay at this property for a long weekend. The home is located two short blocks to the beach and just a couple minutes drive to the shops and restaurants of AMI. Home is really well appointed and has everything you could need in the kitchen as well as plenty of linens and towels. We traveled with two small children and having the beach wagon, extra chairs, umbrellas, and even a high chair/ pack and play were huge perks. Noticed a couple small issues, like the pool lights being out, but other than that the home is 5 stars!
Stayed 3 nights in Oct 2022
Response from VrboOwner on 8 August 2023
Hi Talia, Thank you for taking the time to review our Beach Retreat, Caribbean Surf. I am so happy to hear you enjoyed your stay! We agree, this home is great with items in the kitchen and beach accessories. We look forward to hosting you the next time your travels bring you to Anna Maria Island!
Verified review

10/10 Excellent

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

Christmas

Kids loved the heated pool. Had some issues with the pump to heat pool, maintenance fixed it right away, but happened again.
Stayed 9 nights in Dec 2024
Response from VrboOwner on 19 February 2025
Hi Linda, Thank you for taking the time to review our Beach Retreat, Caribbean Surf. We think ti is such a great benefit that all of our pools have pool heaters turned on from October 1 to May 1. We are sorry to hear the pump had some issues, but I'm glad we were able to correct them.
Verified review

6/10 Okay

Liked: Check-in, communication, location

Holmes beach rental

The property is just ok. Needs a good cleaning. The pool is shaded by too many palm trees. Furniture needs cleaned or replaced. The island is great.
Stayed 7 nights in Feb 2023
Response from VrboOwner on 8 August 2023
Hi Connie, Thank you for taking the time to review our Beach Retreat, Caribbean Surf. I am sorry to hear that the property was no up to your standards. We strive to go above and beyond for each and every one of our guests, and we fell short this time. We have coordinated with our maintenance technician to power wash the patio area. unfortunately, there's not much we can do about the trees, as having those trees allows privacy from the surrounding homes. We do hope you give us another chance at a different property the next time your travels bring you to the area.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A very nice, clean, and cozy house. Exactly as described. Pool was wonderful! Clean and warm! The yard felt very private and inviting with beautiful palm trees and well maintained landscape. Very convenient deck with dining table for 6. Decor is coastal - light and pleasing. Enough towels and supplies. Plenty of good quality dishes, glasses, etc. (including melamine for outdoor eating). A short walk to a beach entry and places to eat/shop. It is a duplex, so if you have neighbors - you will hear them. A very quiet neighborhood. The only noise complains are from construction - guys start banging truck doors, unloading material and hammering at 7 am... Check in instructions and process are top notch. Will not hesitate to stay again for sure!
Stayed 4 nights in Mar 2026
Response from VrboOwner on 3 April 2026
Hi Veronika, Thank you for taking the time to review our Beach Retreat, Caribbean Surf. We're so happy to hear you find the home cozy and clean. We try to stock our homes with most items necessary to ensure you do feel right at home. Unfortunately we cannot address the construction going on in the area. We are aware of the new home being built across the street. We look forward to hosting you the next time your travels bring you to Anna Maria Island.
Verified review

10/10 Excellent

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

Unfortunate circumstances I couldn’t attend.

I found myself in the hospital that weekend and period of my rental and therefore couldn’t attend and utilize this wonderful home. It’s seems nice and the communication with staff was excellent.
Stayed 3 nights in Aug 2022
Response from VrboOwner on 8 August 2023
Hi Bill I am so sorry to hear you were not able to visit us on Anna Maria Island. We do hope you visit with us the next time your travels bring you to Anna Maria Island.
Verified review

10/10 Excellent

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

Wonderful get away

We had a lovely 5 night stay at the Caribbean Surf property. It was a super quaint beach house with everything we needed. It was well stocked in the kitchen which was important since we cooked several meals there. My husband used the outside grill as well, with great ease and success. It was a fairly short walk to the beach but was made easier by the wagon that was available. The only issue we had during the stay was that the pool was cleaned one day, then the very next day the lawn service team came and blew all the grass and lawn debris back in the pool. We contacted management, however, and it was rectified fairly quickly. It's a lovely home in a lovely location.
Stayed 5 nights in Apr 2025
Response from VrboOwner on 29 May 2025
Hi Liz, Thank you for taking the time to review our Beach Retreat, Caribbean Surf. We're so glad you had a lovely stay at the property, and we were able to get the pool cleaned again after the lawn company was at the property. We look forward to hosting you again the next time your travels bring you to Anna Maria Island.
Verified review

10/10 Excellent

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

Great Place and Great Management

My wife and I took our 18 month old to AMI/Holmes Beach for a summer beach getaway. The location and neighborhood were perfect for our purposes - the many beach accesses were a short bike ride or walk from the front door and the neighborhood clean, quiet and safe. Not far from the neighborhood were dining options and stores, we rode our bikes we rented virtually everywhere. The home was a nice and spacious duplex unit that felt very private, the backyard pool was truly your own with a nice grill and lounge area. The house was very well stocked with most of what you’d need to prepare meals, including plenty of children's dish ware. The property management company was incredibly helpful with any issues and easy to get in contact with. We will likely be coming back to this same rental property.
Stayed 4 nights in Jun 2022
Response from VrboOwner on 8 August 2023
Hi Kevin, Thank you for taking the time to review our each Retreat, Caribbean Surf. I am so happy to hear you enjoyed your stay. We strive to go above and beyond for our guests, and I'm happy to hear that we met that expectation. We look forward to hosting you the next time your travels bring you to Anna Maria Island.
Verified review

10/10 Excellent

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

Excellent comfortable home for busy family

This duplex is ideal- esp if you rent bikes and enjoy island time instead of having to drive. And being in northern Holmes beach made it so simple to get what we needed from the tackle store, shops and both sides of the island. Walking to Holmes took minutes; biking to the AMI bay side was so good too- the pier is gone, but the island is still beautiful. We took a relaxing sailing jaunt with TipTop Sailing to Egmont island to explore - saw much wildlife. Def rent bikes and make sure the lights work; the house had everything but helpful to buy extra Pt, TP, zip lock baggies and tin foil if you are cooking. House even had beach chairs and umbrella which were so appreciated! Pool toys too. We visited Roser church and were delighted to hear a familiar voice (Pastor Dirk!) from our former church in NH sharing such an encouraging message of hope in a hurting world; our teens were glued in and so refreshed, on vaca too!
Stayed 6 nights in Jun 2025
Response from VrboOwner on 18 July 2025
Hi Amy, Thank you for taking the time to review our Beach Retreat, Caribbean Surf! I am thrilled you were able to hear a familiar voice at Roser Church! We do recommend renting bikes, as that's one of the best ways to get around the island! We do supply your initial set of toilet paper, paper towels. however, we do not supply tin foil and ziplock bags. We do hope to host you again the next time your travels bring you to Anna Maria Island!
Verified review

2/10 Terrible

Disliked: Cleanliness, communication, listing accuracy

Bad Experience

Location is about the only good experience this location offered. Property needs a deep cleaning, kitchen door handle needs to be replaced my wife cut her hand on it, we had to request to get pool cleaned, landscaping was horrible palm tree limb fell and damaged my truck called manager and was told it would be taking care, 6 month later i was told it was mother nature fault my truck was damaged. Too bad this app does not offer an option to attach photos. also had to take time from my vacation to let contractors in because the pool deck was falling apart.
Stayed 6 nights in Jul 2022
Verified review

2/10 Terrible

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

Do not stay here if you are particular

We loved Anna Maria! But the place is not great. Let's start with what we DID like: The condo had a nice layout. The pool was great (after they cleaned out the green algae we called about). The location is the best thing for sure. The kitchen had everything we needed, and a great refrigerator. What we did NOT like: There were many rooms that had visible mold on the ceiling. The ac vents were constantly dripping and leaving wet spots on the floor. The washer/dryer is entirely too small for a family. It literally fits 3 beach towels and we had to run 3 or more loads a day. The master bedroom bed mattress is the worst I have ever slept on at a vrbo. It had valleys in the mattress. So I assume it is very old. I did not sleep good the whole trip.
Stayed 7 nights in Jul 2024
Verified review

2/10 Terrible

Liked: Check-in, location
Disliked: Cleanliness, listing accuracy

Picture of pool is deceiving and home is not well maintained.

Before we arrived we looked on google earth and saw the foilage was overgrown. When asked management co. They said there is sun on north part of pool. That area is in the woodchips and cant lounge. Picture shown IS DECEIVING. Grabbed chairs for beach and they were filled with food and garbage from whoever used them last. Went to put clothes in closet and a dirty high chair was filled with crusty food. Frig made loud cranking noise more and more each day. Mold on ceiling in primary bath. Home was dirty and had to wash stuff before we used it. Home location is awesome but definitely not well maintained and lacked attention to detail.
Stayed 8 nights in Dec 2023
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