Escape to Caribbean Dream, a luxurious haven in Holmes Beach, FL. Unwind by the private pool and spa or take in panoramic views of the Gulf of Mexico from the rooftop deck with bar-height tables and Adirondack chairs. The spacious bedrooms offer serene retreats while a game room ensures endless entertainment.
Reviews
9.69.6 out of 10
Exceptional
Entire home
5 bedrooms5 bathroomsSleeps 10242 sq m
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Free Wi-Fi
Add dates for prices
About this property
Sunset Views from Rooftop, Heated Pool, Game Room- Caribbean Dream
Caribbean Dream by Anna Maria Vacations Home in Holmes Beach, Florida VRC17-000129
Experience the ultimate Gulf Coast escape at Caribbean Dream, a luxurious three-level retreat designed for families and friends seeking relaxation and adventure. Located less than five minutes from the white sandy beaches of Holmes Beach, this spacious five-bedroom, four and a half bath home offers stunning panoramic views from its rooftop deck, private pool, and relaxing in-ground spa. Perfectly positioned near shopping and dining, Caribbean Dream invites you to create unforgettable memories on Anna Maria Island.
Highlights • 3-minute walk to Holmes Beach • 5 Bedroom / 4.5 Bathroom • 4 Kings, 1 Queen, 1 Twin sleeper sofa • Rooftop deck with beach views • Private pool with in-ground spa • Outdoor bar and grill • Multiple balconies and expansive outdoor decks • Pool table • Short drive to local shops, dining, and attractions • Elevator access to all levels • 5 Parking spaces
Enjoy your vacation with a luxurious private pool, relaxing in-ground spa, and a rooftop deck featuring bar-height tables and Adirondack chairs offering breathtaking views. The outdoor space boasts a covered deck with a bar, seating area, and grill for easy outdoor entertainment. Inside, the home features a game room with a pool table, a den with a TV and wine fridge, and a modern kitchen perfect for preparing large meals or casual snacks.
The heart of this home is the third-floor open-concept kitchen, dining, and living area, seamlessly connected for entertainment. The kitchen shines with sweeping granite countertops, a generous island, and stainless-steel appliances. The living room is furnished with two couches, an armchair, and a flat-screen TV, with wall-to-wall sliding doors leading to the large deck and rooftop area, perfect for outdoor dining or just relaxing in the fresh ocean air.
The three grand bedrooms each feature luxurious king beds, balconies, and ensuite bathrooms with double vanities and walk-in showers, offering privacy and comfort. The remaining two guest rooms, one with a queen bed and one with a king, share a jack-and-jill bathroom with a shower-tub combo. All bedrooms are equipped with plush bedding, TVs, and ample closet space for a restful night’s sleep. A twin pull-out couch in the living area provides additional sleeping options. The home also offers a washer and dryer for added convenience.
Room Details • Primary Bedrooms: King bed, ensuite with double vanity and walk-in shower • Second Bedroom: King bed, ensuite with double vanity and walk-in shower • Third Bedroom: King bed, ensuite with double vanity and walk-in shower • Fourth Bedroom: King bed, jack-and-jill bathroom with shower and tub • Fifth Bedroom: Queen bed, jack-and-jill bathroom with shower and tub • Living Area: Twin sleeper sofa
Caribbean Dream offers elevator access to all levels, a fully equipped outdoor kitchen with a grill, and a large, heated pool and spa with in-water seating. The prime location close to Holmes Beach beaches, shops, and dining makes exploring Anna Maria Island effortless and fun.
Reserve your stay at Caribbean Dream today and enjoy the perfect blend of luxury, relaxation, and island adventure. Whether lounging poolside, soaking in the spa, or relaxing on the rooftop deck with panoramic views, this home is your gateway to a memorable Gulf Coast vacation. Book now and start creating lifelong memories with your loved ones!
- 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 amenities
Beach
Beach nearby
Pool/Spa
Heated pool
Hot tub
Private pool
Internet
Available in the house: Free WiFi
Parking and transport
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Ice maker
Kitchen island
Microwave
Oven
Refrigerator
Toaster
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
Fenced yard
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Heating
Pets
No pets allowed
Suitability/Accessibility
Lift
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
Near a health/beauty spa
Near a hospital
Near an outlet shopping centre
Near the bay
Near the marina
Near the sea
Things to do
Heated pool
Table tennis
Birdwatching 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
Snorkelling nearby
Surfing/bodyboarding nearby
Swimming nearby
Wildlife walks 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)
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 not allowed
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.
About the area
Located in Holmes Beach, this holiday home is near the beach. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Fish Hole Adventure Golf and H2O Watersportz are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking and horse riding. Visit our Holmes Beach travel guide
Does Sunset Views from Rooftop, Heated Pool, Game Room- Caribbean Dream have a pool?
Yes, this property has a pool. Pool types include heated pools.
Is Sunset Views from Rooftop, Heated Pool, Game Room- Caribbean Dream pet-friendly?
No, pets are not allowed at this property.
How much is parking at Sunset Views from Rooftop, Heated Pool, Game Room- Caribbean Dream?
On-site parking is available at the 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?
Checkout is at 10:00 AM.
Where is Sunset Views from Rooftop, Heated Pool, Game Room- Caribbean Dream located?
Situated by the sea, this holiday home is within a 10-minute walk of Bradenton Beach and Palmetto Avenue Beach. Island Players and Anna Maria Island Museum and Historical Park are also within 1 mile (2 km).
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Sunset Views from Rooftop, Heated Pool, Game Room- Caribbean Dream Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
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.
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!
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.
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!
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!
We had an amazing visit. Love the floorplan, kids playing and laughing throughout. Bathrooms are a dream and very spacious. I want to build this property back home in the midwest! Each floor has room to play and visit or take day naps. A short walk to the beach, and close enough to walk back for lunch. The pool was so fun and the hot tub made every evening a perfect setting for relaxing and enjoying every moment. A wonderful setting to reflect and recharge. We definitely will be recommending this property to any and everyone. This place is truly a jem!
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!
Kelly C.
Stayed 7 nights in Jul 2023
Verified
8/10 Good
Andreas K.
23 Apr 2018
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.
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..
Kitchen was well stocked and we were given starter packs for dishwasher and laundry which were a nice addition. Rooms were clean and and adequately equipped. Pool area was relaxing. The patio could use a mini fridge and garbage container.
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.
House was lovely and very convenient to all of our activities!!! I do think the kitchen cabinets and amenities could use some attention and deep cleaning, as they are sticky, well-worn, and for the size of the home, not enough silverware, pots, pans, mixing bowls etc. A keurig coffee maker would be a nice addition to the kitchen as well. However, they do have plenty of dishes, glassware and countertop space!! Pool and outside seating/ dining were all wonderful and well utilized. Bedrooms and bathrooms worked well for all of our folks. The garage fridge never cooled our drinks over the course of the entire week, but the freezer worked perfectly. A work order was called in and may be fixed by now. Overall, we loved the house and will be back!!!
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.
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!
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.
Sandy T.
Stayed 7 nights in May 2021
Verified
6/10 Okay
Carrie W.
28 Apr 2021
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.