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Caribbean Surf managed by Beach Retreats FL Anna Maria Island

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Exterior
Outdoor dining
Beach nearby
A heated pool
Fridge, microwave, oven, stovetop

Reviews

9.4 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 61258 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Explore the area

View in a map
Holmes Beach, FL
  • Place, Bradenton Beach
    ‪5 min walk‬
  • Place, Island Gallery West
    ‪14 min walk‬
  • Place, Holmes Beach Beaches
    ‪6 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪30 min drive‬

Room options

Similar properties

House (3 Bedrooms) | Interior
'chic on the Beach': Anna Maria Island Escape!
  • Pool
  • Kitchen
  • Washer
  • Parking included
'chic on the Beach': Anna Maria Island Escape!

About the neighborhood

Holmes Beach

When you stay at this vacation home in Holmes Beach, you'll be by the sea, a 1-minute drive from Bradenton Beach and 6 minutes from Bean Point Beach. .This family-friendly vacation home is 12.2 mi (19.6 km) from IMG Academy and 22.1 mi (35.6 km) from Tampa Bay.
View more Vacation Homes in Holmes BeachOpens in a new window

What's nearby

  • Bradenton Beach - 5 min walk - 0.3 miles
  • Island Gallery West - 14 min walk - 0.8 miles
  • Palmetto Avenue Beach - 15 min walk - 0.8 miles
  • Manatee Public Beach - 3 min drive - 1.3 miles
  • Holmes Beach Beaches - 6 min drive - 1.1 miles

Getting around

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

Restaurants

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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

📝​​​​​​​While most of our properties rent only from Saturday to Saturday, exceptions can be made. Please reach out to us prior to booking if you would like to arrive or depart on alternate dates, or stay for fewer than 7 nights. We would love to host you!

🌟 Highlights

Short walk to Holmes Beach

Private heated pool in your own fenced backyard oasis

🐕Pet-friendly + family-friendly yard space (Non refundable pet fee of $125/pet)

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 60+ days before arrival → Full refund
Cancel within 60 days → No refund
Extended stays & bookings $20,000+ → Full payment 90 days prior, non-refundable
$500 deposit due at booking; balance due 60 days prior
For reservations 21+ nights or $20,000+ → 10% deposit due at time of booking.
Third party travel insurance cost is due at time of purchase
Third-party travel insurance through Beach Retreats is non-refundable
No changes permitted within 60 days of arrival or during stay
We highly recommend cancelation insurance

​​​​​​​🚗 This home can accommodate 2 vehicles

✨ 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!
🛜 This home features Silicon Travel. With Silicon Travel's firewall place in place, you can prevent internet access to any malicious activity in a Vacation rental home. Any guest device (WebCam, Baby Monitor, etc) can be added for a set time and will be removed automatically upon departure.
Make yourself comfortable in this air-conditioned vacation home, which features a private pool. There's a private patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access keeps you connected, and a DVD player is provided for your entertainment.
Enjoy recreation amenities such as a water park or take in the view from a garden.
Featured amenities include laundry facilities and an elevator.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Books
  • DVD player
  • Stereo
  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Elevator
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • In a village
  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping mall
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Water park
  • Basketball nearby
  • Birdwatching nearby
  • Casino nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Hunting nearby
  • Ice skating nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Parasailing nearby
  • Rafting nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Theme park nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Garden
  • Unit size: 1,258 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Events

No events 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
Onsite 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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

312659
Escape from it all, private pool, minute to beach Holmes Beach

Caribbean Surf managed by Beach Retreats FL Anna Maria Island Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 49 out of 56 reviews
Rating 8 - Good. 3 out of 56 reviews
Rating 6 - Okay. 1 out of 56 reviews
Rating 4 - Poor. 0 out of 56 reviews
Rating 2 - Terrible. 3 out of 56 reviews

9.2/10

Cleanliness

Reviews

10/10 Excellent

Jeanne B.

Stayed 7 nights in Dec 2025

10/10 Excellent

Steven S.

Liked: Cleanliness
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

Amy M.

Liked: Cleanliness

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

Liz A.

Liked: Cleanliness

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

Daniel L.

Liked: Cleanliness
Stayed 9 nights in Apr 2025

10/10 Excellent

Jean B.

Liked: Cleanliness

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

Linda S.

Liked: Cleanliness

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

2/10 Terrible

Shannon T.

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

10/10 Excellent

Linda W.

Liked: Cleanliness

Great house

We had a great time and loved the house. Have rebooked for 2025.
Stayed 28 nights in Jan 2024

2/10 Terrible

Leslie D.

Disliked: Cleanliness

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

Eric B.

Liked: Cleanliness

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

2/10 Terrible

Victor S.

Disliked: Cleanliness

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

6/10 Okay

Connie L., Shelbyville, IN

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

Kathleen C.

Liked: Cleanliness

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

Talia L.

Liked: Cleanliness

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

Ann F.

Liked: Cleanliness

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.

Liked: Cleanliness

Enjoy

very good
Stayed 5 nights in Sep 2022

10/10 Excellent

Bill B.

Liked: Cleanliness

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.

Liked: Cleanliness

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

8/10 Good

sarah b.

Liked: Cleanliness

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

Ensley H.

Liked: Cleanliness

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

Rebekah B.

Liked: Cleanliness

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

10/10 Excellent

Brent B.

Liked: Cleanliness

Great property

Clean, location is great, 5+ stars!
Stayed 21 nights in Feb 2022

10/10 Excellent

Bob O.

Liked: Cleanliness

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.

Liked: Cleanliness

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