Caribbean Surf managed by Beach Retreats FL Anna Maria Island

Top rated by guests
Spacious secluded backyard oasis
Gorgeous coastal kitchen with plenty of counter and cabinet space
Kitchen island facing towards the living room
Coastal kitchen
Living room looking toward the backyar deck
review stars
9.4Outstanding
(57 Ratings)
"Our stay @ Carribean Surf was great. Everything at the property was well appointed and convenient. We'll definitely book again!"
Steven S.
Don't miss out! Price and availability may change
9.4 / 10
Outstanding(57 Ratings)

House in Holmes Beach, FL

6 guests · 3 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area

About this house rental

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.

Amenities at Caribbean Surf managed by Beach Retreats FL Anna Maria Island

Non-smoking
Pets allowed
Family friendly

Map of Holmes Beach, FL


Ratings and reviews

9.4 / 10
Outstanding(57 Ratings)
10 / 10Outstanding·Aug 2025
Our stay @ Carribean Surf was great. Everything at the property was well appointed and convenient. We'll definitely book again!
10 / 10Outstanding·Jul 2025
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!
10 / 10Outstanding·May 2025
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.
6 / 10Average·Feb 2023
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.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Caribbean Surf managed by Beach Retreats FL Anna Maria Island. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

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

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Caribbean Surf managed by Beach Retreats FL Anna Maria Island?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.