Entire home

Caribbean Surf managed by Beach Retreats FL Anna Maria Island

Gorgeous coastal kitchen with plenty of counter and cabinet space

Overview
Amenities
Policies
Location
Host

Exceptional

3 bedrooms2 bathroomsSleeps 61258 sq ft

Popular amenities

Parking available
Dryer
Washer
Pet-friendly
Air conditioning
Pool

Explore the area

Holmes Beach, FL

Manatee Public Beach
‪4 min drive‬
Bean Point Beach
‪6 min drive‬
Anna Maria Beach
‪8 min drive‬
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
‪35 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

About this property

Caribbean Surf managed by Beach Retreats FL Anna Maria Island

306 67th Street Unit B Holmes Beach, FL 34217
VRC 19-000277
🏝 Caribbean Surf by Beach Retreats Vacation Rentals

📍 Holmes Beach, Anna Maria Island
🏡 3 Bedrooms | 2 Bathrooms | Sleeps 6 | Private Heated Pool | Pet-Friendly

✨ Your Anna Maria Island Bungalow Retreat ✨
Welcome to Caribbean Surf, a bright and inviting 3-bedroom, 2-bath bungalow just a short stroll from the sugar-white sands of Holmes Beach. With its cozy coastal charm, private heated pool, and family-friendly amenities, this home is the perfect place to relax, unwind, and enjoy everything Anna Maria Island has to offer.

🌟 Highlights

Short walk to Holmes Beach

Private heated pool in your own fenced backyard oasis

Pet-friendly + family-friendly yard space

Grill, lounge chairs, and beach gear included

Free Wi-Fi, washer/dryer, central A/C

🏡 Inside Your Home

Bedroom 1: King bed + ensuite bath

Bedroom 2: King bed

Bedroom 3: Two twin beds

Spacious living area with flat-screen TV and comfortable seating

Fully equipped kitchen for family meals and island dining nights

🌴 Outdoor Living

Heated pool with sun loungers and tropical landscaping

Private fenced yard — perfect for kids or pets

Grill + outdoor dining area for BBQ nights under the stars

Beach chairs, umbrella, and wagon provided for seaside adventures

🚲 Explore Anna Maria Island

From Caribbean Surf, you're just minutes away from:

The vibrant shops & eateries of Pine Avenue

Local favorites like Ginny's & Jane E's Café and The Sandbar Restaurant

Island adventures: fishing, kayaking, paddleboarding, biking, and dolphin tours

📅 Booking & Cancellation

No cancellation fees

Cancel 30+ days before arrival → Full refund

Cancel within 30 days → No refund

20% deposit due at booking; balance due 30 days before arrival

Extended stays (2+ weeks) or $20,000+ bookings → Full payment due 45 days prior

All changes/cancellations must be in writing

✨ Whether you're lounging poolside, strolling to Holmes Beach, or exploring the island's hidden gems, Caribbean Surf is your perfect home base for an unforgettable Anna Maria Island vacation.

📩 Book now!

Property manager

Beach Retreats

Premier Host

Languages

English

Add dates for prices

Amenities

Pool

Kitchen

Washing machine

Dryer

Pet-friendly

Free WiFi

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Heated pool with tanning deck with swim up bar

Pool
Hot tub
Kitchen
Washer

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

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip

Host has not indicated whether there is a smoke detector on the property

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 Bean Point Beach and Anna Maria Beach. Travelling with kids? Consider Fish Hole Adventure Golf, or check out an event or a game at LECOM Park. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Holmes Beach, FL

What's nearby

Bradenton Beach - 5 min walk - 0.4 km
Manatee Public Beach - 4 min drive - 2.1 km
Bean Point Beach - 6 min drive - 3.8 km
Holmes Beach Beaches - 7 min drive - 1.8 km
Anna Maria Beach - 8 min drive - 4.5 km

Getting around

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

Restaurants

‪Anna Maria Island Beach Cafe - ‬4 min drive
‪The Sandbar Restaurant - ‬4 min drive
‪Skinny's Place - ‬4 min drive
‪Hurricane Hanks - ‬14 min walk
‪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.

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 a 15-minute walk of Bradenton Beach and Island Gallery West. Holmes Beach Beaches and Palmetto Avenue Beach are also within 2 miles (3 km).

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

9.2/10

Cleanliness

9.8/10

Check-in

9.6/10

Communication

9.8/10

Location

9.6/10

Listing accuracy

10/10 Excellent

Steven S.

4 Aug, 2025

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

10/10 Excellent

Jean B.

18 Mar, 2025

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

10/10 Excellent

Eric B.

24 Jul, 2023

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

10/10 Excellent

Liz A.

28 May, 2025

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

10/10 Excellent

Brent B.

4 Apr, 2022

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

Great property

Clean, location is great, 5+ stars!

Stayed 21 nights in Feb 2022

10/10 Excellent

Amy M.

3 Jul, 2025

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

10/10 Excellent

Linda S.

25 Jan, 2025

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

10/10 Excellent

Rebekah B.

19 Apr, 2022

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

8/10 Good

sarah b.

7 Jul, 2022

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

10/10 Excellent

Patty H., Ponce Inlet Fl is our home now

12 Sept, 2021

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

Fantastic

From check in to check out it was a terrific stay Place was clean, well stocked and perfect location Loved it and will stay here again Patty Hill

Stayed 4 nights in Sep 2021

10/10 Excellent

Kathleen C.

24 Dec, 2022

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

10/10 Excellent

Ann F.

16 Oct, 2022

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

10/10 Excellent

Marlene p.

22 Sept, 2022

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

Enjoy

very good

Stayed 5 nights in Sep 2022

6/10 Okay

Connie L., Shelbyville, IN

18 Feb, 2023

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

10/10 Excellent

Talia L.

26 Oct, 2022

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

10/10 Excellent

Bill B.

21 Aug, 2022

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

10/10 Excellent

Kevin A.

12 Jul, 2022

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

2/10 Terrible

Shannon T.

10 Jul, 2024

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

2/10 Terrible

Leslie D.

30 Dec, 2023

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

10/10 Excellent

Daniel L.

14 May, 2025

Liked: Cleanliness

Stayed 9 nights in Apr 2025

10/10 Excellent

Linda W.

15 Feb, 2024

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

2/10 Terrible

Victor S.

18 Mar, 2023

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

10/10 Excellent

Ensley H.

13 Jun, 2022

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

10/10 Excellent

Bob O.

28 Feb, 2022

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

Great time at Caribbean Surf

The Caribbean Surf was exactly as advertised. Wonderfully decorated, clean, and well-stocked with everything we needed. We were very impressed with the twice-weekly servicing of the pool. The neighborhood was lovely, clean, quiet, and very safe. Highly recommended.

Stayed 42 nights in Jan 2022

10/10 Excellent

Leigh S.

7 Jan, 2022

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

Amazing Property and Wonderful Stay!

We loved everything about this house. The location was perfect, the house was adorable, and the space was great for a family of 4. We would definitely rent again!

Stayed 9 nights in Dec 2021

About the host

Hosted by Beach Retreats

As a small boutique rental agency, we pride ourselves on selecting only a handful of the newest, most pristine vacation rentals. We have chosen homes to suit all group sizes and specifications without compromising the highest standards we hold ourselves to. Being this discerning has earned us the trust of many vacationers who have come back year after year.

We are also one of the few agencies with a focus on homes from Anna Maria Island to Siesta Key. We know that while many people are happy to return to the same vacation spot year after year, others like to try out new places. We hope our personalized service and spectacular homes will allow you to truly experience the islands as they were meant to be!