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Sunset Views from Rooftop, Heated Pool, Game Room- Caribbean Dream

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Outdoor dining
A heated pool
TV, table tennis
5 bedrooms, internet, bed sheets
Exterior

Reviews

9.6 out of 10
Exceptional

Entire home

5 bedrooms5 bathroomsSleeps 102602 sq ft

Popular amenities

  • Parking available
  • Beach view
  • Dryer
  • Washer
  • Hot tub

About this property

Entire place

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

Sunset Views from Rooftop, Heated Pool, Game Room- Caribbean Dream

Caribbean Dream by Anna Maria Vacations
Private Home in Holmes Beach, FL

Embark on an unforgettable retreat at Caribbean Dream, an exquisite haven tailored for family and friends. Spanning three levels, this luxurious abode boasts five bedrooms, four and a half baths, and a game room, ensuring endless entertainment. Ascend to the rooftop deck to behold panoramic views of Holmes Beach, the Gulf of Mexico, and Bimini Bay while reclining in bar-height tables and Adirondack chairs.

Highlights
• Less than a 5-minute walk to the beach
• Rooftop deck
• Private pool with in-ground spa
• Game room
• Balconies with views

The heart of the home resides on the third floor, where the kitchen, dining room, furnished balcony, and living room seamlessly merge. Revel in the kitchen's elegance with granite countertops, stainless steel appliances, and island doubling as a breakfast bar.

Indulge in the spacious and opulent bedrooms, including three grand primary suites and two guest rooms. The primaries all boast balcony access and ensuite bathrooms with walk-in showers, while the guest rooms share a jack-n-jill bath with a shower and tub combo. A den area on the second floor provides a cozy retreat with a TV and wine fridge. Plus, there is a an elevator accessing all levels and a half bath on the third floor, complete with the home's washer and dryer.

Room Details
-Primary Bedroom: King bed and ensuite bathroom with a double vanity and a walk-in shower.
-Second Bedroom: King bed and ensuite bathroom with a double vanity and a walk-in shower.
-Third bedroom: King bed and ensuite bathroom with a double vanity and a walk-in shower.
-Fourth Bedroom: King bed and shares Jack-n-Jill bathroom with shower and tub combination
-Fifth Bedroom: Queen bed and shares Jack-n-Jill bathroom with shower and tub combination
-Living Area: Twin pullout couch

Enjoy outdoor bliss with a covered lanai area, a private heated pool and spa, and lush tropical landscaping. Caribbean Dream's prime location near Holmes Beach's white-sand beaches, local shops, and eateries promises an unforgettable Florida getaway filled with cherished memories.

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This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high-quality linens; including bedding, bath towels, washcloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology.

This property does not allow pets.

5 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

This home is managed by Anna Maria Vacations, an Anna Maria Island property management company.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.
Please see our Anna Maria Vacations Rental Policies for full details.

Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Property manager

Anna Maria Vacations

Languages

English

Add dates for prices

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Internet access

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 4.5 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Elevator
  • Smoke-free property

Location highlights

  • Near a hospital
  • Near an outlet shopping mall
  • Near the sea

Things to do

  • Billiards/pool table
  • Heated pool
  • Table tennis
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 2,602 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
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

Pets

Pets not allowed

Children and extra beds

Children are welcome

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 indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
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

946

About the area

Map
Holmes Beach, FL

What's nearby

  • Bradenton Beach - 4 min walk - 0.4 km
  • Anna Maria City Pier - 3 min drive - 2.3 km
  • Manatee Public Beach - 4 min drive - 3.3 km
  • Bean Point Beach - 4 min drive - 2.6 km
  • Anna Maria Beach - 5 min drive - 3.0 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 41 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬4 min drive
  • ‪Rod & Reel Pier - ‬5 min drive
  • ‪Two Scoops - ‬3 min drive
  • ‪Sandbar Seafood & Spirits - ‬17 min walk
  • ‪The Waterfront Restaurant - ‬3 min drive

Frequently asked questions

Is Sunset Views from Rooftop, Heated Pool, Game Room- Caribbean Dream pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Sunset Views from Rooftop, Heated Pool, Game Room- Caribbean Dream?

Check-in begins at 4:00 PM.

What time is check-out at Sunset Views from Rooftop, Heated Pool, Game Room- Caribbean Dream?

Check-out is at 10:00 AM.

Where is Sunset Views from Rooftop, Heated Pool, Game Room- Caribbean Dream located?

Situated by the sea, this vacation home is within a 15-minute walk of Bradenton Beach and Palmetto Avenue Beach. Island Players and Anna Maria Island Museum and Historical Park are also within 1 mi (2 km).

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Sunset Views from Rooftop, Heated Pool, Game Room- Caribbean Dream Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 24 out of 32 reviews
Rating 8 - Good. 7 out of 32 reviews
Rating 6 - Okay. 1 out of 32 reviews
Rating 4 - Poor. 0 out of 32 reviews
Rating 2 - Terrible. 0 out of 32 reviews

8.8/10

Cleanliness

Reviews

10/10 Excellent

James M.

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

Fantastic Property

Property was fantastic and in a great location to easily enjoy both the North and South restaurants on Holmes Beach. Would definitely come here again!
Stayed 7 nights in Jul 2024

10/10 Excellent

Karen K.

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

Great Vacation Home

This was a great house for a family gathering. Great location for beach access, restaurants and shopping. The elevator was so helpful for hauling our stuff up/down to the 3rd floor. The pool was fun! I'd stay here again and would recommend this home.
Stayed 7 nights in Aug 2024

10/10 Excellent

Kayce B.

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

Caribbean Dream was a dream!

Loved everything about the house! Location, decor, pool, hot tub, elevator, layout...couldn't ask for a better vacation rental! Rental company was also on top of making sure we were well taken care of!
Stayed 7 nights in Aug 2024

10/10 Excellent

Michael H.

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

Dad

Great
Stayed 7 nights in Dec 2024

10/10 Excellent

Debra K.

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

Very nice

Unit was clean and well cared for. Owners have thought of everything including a wagon to transport essentials to the beach. Easy access to sunrise and sunsets. Communication with property manager was excellent!
Stayed 7 nights in Dec 2024

10/10 Excellent

Alan B., Austin, TX

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

Caribbean Dream

The house was great. Loved the pool and hot tub.
Stayed 7 nights in Dec 2023

8/10 Good

Shane T.

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

Wonderful place

Beautiful home. Very clean and easy to communicate with owners. Only complaints is the main beds are very hard. The front door pad didn’t work and some other small issues were quickly fixed. Great location to the beach and to the town. Would definitely stay again.
Stayed 7 nights in Jul 2024

10/10 Excellent

Cindy G.

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

Family get away

Beautiful home, great location. Only complaint, wish owners would furnish a pack and play and high chair. Hard to travel with those items.
Stayed 7 nights in Feb 2020

10/10 Excellent

Monique F., New Glasgow, Nova Scotia Canada

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

Family vacation

We had a great vacation in this lovely home! 6 adults and 4 kids, plenty of room , 2 minute walk to the beach, kids loved swimming in the pool and the hot tub! Had an issue with the barbecue but was fixed immediately.... only complaint I would have is that they could use a new and bigger barbecue....I would definitely rent this house again!
Stayed 7 nights in Feb 2020

10/10 Excellent

Kelly C.

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

Anna Maria Vacation

We had a great vacation and loved this house/property! The house is big with plenty of space for all our gang. We really liked the outdoor space-- all of the decks and the pool with TV and sitting area. We did have some problems with the refrigerator not getting cool enough and the AC on the top floor cutting off, but we had were able to get someone to come and fix things pretty quick. Despite the issues, it was a great place to stay and we'd definitely recommend this place to anyone!
Stayed 7 nights in Jul 2023

8/10 Good

Andreas K.

Perfect stay on AMI.

This house is amazing! It has got everything you need. The location is perfect. All other advantages are mentioned in other reviews. I'd like to mention some details (ok, it's to complain on a very high level): This house is equipped with 5 full size beds for 10 adults but has only room for 8 people at the dining table. Same on the terraces. 4 chairs on the 2nd level, 8 on the 3rd and 4 on the top. Therefore you can never eat or sit together. The terraces are leaking, so you can not sit outside when it rains. (luckily it rarely rains ;-) So enjoy your stay like we did. We will definitely book again.
Stayed 7 nights in Apr 2018

8/10 Good

janet h.

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

A bit on the light side.

For a house this size (and the cost) we expected upscale accommodations. Overall, we had a great visit but definitely needs to have a thorough cleaning, new bedding (very worn out), sofas/chairs (also worn out), and a clean washer (very moldy). Pool was great and great proximity to beach without being on a busy street.
Stayed 7 nights in Jul 2021

10/10 Excellent

Sheetal D.

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

A dream vacation homeIn AMI

The home was amazing! One block to a very private beach area in AMI and centrally located to enjoy downtown AMI and Holmes Beach areas. The decks are all amazing areas to spend time with family, watch sunsets, do some outdoor yoga, entertain and just find quiet time for peacefulness. The bedroom spaces are all really large, and bathrooms are aplenty. The elevator is a great luxury for hauling groceries to the kitchen too! We loved our stay and made blissful memories!
Stayed 7 nights in Jul 2021

10/10 Excellent

David F.

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

Absolutely amazing property and location...

Perfect size vacation home and location was great and close to everything.
Stayed 7 nights in May 2021

10/10 Excellent

Sandy T., Tavares, FL

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

Family Reunion

This property was FANTASTIC! We were a five couple family gathering, finally, after COVID restrictions. Had postponed this listing and had to reschedule. VBRO understood our position last year and allowed us to reschedule, keeping previous rates. Ideally located for the beach. The pool was clean and attended to during our week stay. Plenty of pool toys and wagon for lugging stuff to the beach 1 1/2 blocks away. Ideally located for a family.
Stayed 7 nights in May 2021

6/10 Okay

Carrie W.

Liked: Communication, location, listing accuracy
Disliked: Cleanliness

Issues

The house met our expectations for our family, including a short walk to the beach. We were disappointed that the floors were filthy, the grill is out of propane, and garbage was heaped outside in containers for a few days before being picked up.
Stayed 7 nights in Apr 2021

8/10 Good

Kelly D.

Liked: Communication, location, listing accuracy

Cruise reimagined

Loved the location, short walk to the beach, layout of the house and heated pool with spa. Elevator was great for groceries and luggage and a recent bad sprained ankle. All balconies had beautiful views. The reason for the overall rating of 4stars is due to the insufficient housekeeping. Floors appeared clean but after walking in bare feet it was apparent the were filthy. Decorative bed pillows and living room pillows were in need of cleaning or replaced. Rocking chair in living room had a dirty head imprint. Table on 3rd deck outside had food residue on it. The grill hadn’t been cleaned in a long time and we cleaned it in order to use it. We had issues with the freezer and electric door lock and both were resolve quickly by management. We did inform management about the cleaning issues after we got home. Had we let property management know, we were assured the problem would’ve been resolved immediately but the group didn’t want to be bothered with a cleaning crew coming in so we made due.
Stayed 7 nights in Feb 2021

10/10 Excellent

C D.

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

Great spot

Great house for large family. Pool was nice with the young children with us. Great location on the island and close to the beach.
Stayed 7 nights in Feb 2021

10/10 Excellent

Ben P., Columbus, Ohio

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

Great stay In Caribbean Dream

Our family very much enjoyed our two week holiday stay in this property. The house is even better than the pictures and was exceptionally clean upon arrival. The pool and spa worked flawlessly. Great location for getting into town or walking to the beach and the management agent was extremely responsive. If we had one suggestion, it would be to replace the beach chairs and wagon, which are old and worn out. Other than that, everything was perfect!
Stayed 14 nights in Dec 2020

8/10 Good

Andrea J.

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

So close to 5 stars

We were two families who stayed in the house over Thanksgiving. House was set up well for multiple families. Loved all of the outdoor space and location was perfect. Love Anna Maria Island.. Kitchen was well stocked with some extra appliances you don't always see in rentals. We didn't give this 5 stars for a few reasons: 1) mattresses were not much more comfortable than futon mattresses, could use a refresh. 2) same with couches and 3) while you could tell the floors had been vacuumed/swept, they clearly had not been mopped. Our dirty feet confirmed that.
Stayed 7 nights in Nov 2020

10/10 Excellent

Verified traveller

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

Family vacation for eight adults and two childern.

Everything about this property is five star. Two mintue walk to the beach. The pool is right out the back door with a TV and a grill and small bar. I will come back to this property.
Stayed 7 nights in Jun 2020

10/10 Excellent

Dawn H., Winter Park

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

Feels like home

This is our family's second year staying at Caribbean Dream. We feel like it is our home away from home. We believe this is the best layout for a house we have stayed in since we began visiting Anna Maria in 2006. In the past 13 years, this is the first home we actually stayed in for the second time, because of it's layout, accommodations and proximity to the beach. Even though we were on vacation, we set our alarm each morning to get up in time to climb the spiral staircase up to the crow's nest to see the sunrise and again at sunset. There were plenty of chairs, floats and a wagon to carry our supplies down to the beach. We also loved the outdoor shower to rinse off and slip into the hot tub in the early evenings. There are even additional sleeping accommodations for the extra friends that show up at the last minute.
Stayed 11 nights in Sep 2019

10/10 Excellent

Kyle H.

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

Holmes beach house

Great spacious, well equipped home a short walk from the beach. We enjoyed the pool and rooftop deck to watch the sunsets in the evening. Would book again.
Stayed 7 nights in Jan 2019

8/10 Good

Steve S.

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

Family stay

Very awesome property. Some of the furniture needs to be replaced.
Stayed 7 nights in Sep 2018

8/10 Good

Scott E.

Liked: Cleanliness, check-in, communication, location

Great stay

The property was great but the listing said it had a pool table but doesn’t (Fooseball). Second level door didn’t work to get on the porch all week, they finally fixed it a day before we left. Overall it was a great stay just a few bumps..
Stayed 7 nights in Jul 2019