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

Top rated by guests
Plenty of Poolside Seating
Breakfast Bar & Dining Area
Fully Equipped Kitchen
Outdoor Living Area - Bar and TV
Rooftop Deck - Bar Table
review stars
9.6Outstanding
(35 Ratings)
"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 us..."
Christine H.
Don't miss out! Price and availability may change
9.6 / 10.0
Outstanding(35 Ratings)

House in Holmes Beach, FL

10 guests · 5 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

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!


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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.

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

Free WiFi/internet
Air conditioning
Pool
Non-smoking
TV
Coffee/tea maker
Refridgerator
Kitchen
Balcony/Terrace
WiFi/Internet
Private pool access
Microwave
Dishwasher
Washing machine
Dryer
Kitchenware
No pets allowed
Oven
Stove
Laundry services
Sofa bed
Ironing facilities
Towels
Hairdryer

Map of Holmes Beach, FL


Ratings and reviews

9.6 / 10.0
Outstanding(35 Ratings)
10.0 / 10.0Outstanding·Oct 2025
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.
10.0 / 10.0Outstanding·Sep 2025
Fantastic!
10.0 / 10.0Outstanding·Jun 2025
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!!!
10.0 / 10.0Outstanding·Apr 2025
We had a great time with our family for spring break

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Sunset Views from Rooftop, Heated Pool, Game Room- Caribbean Dream. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

Yes, a swimming pool is available for use at Sunset Views from Rooftop, Heated Pool, Game Room- Caribbean Dream. Enjoy the water!

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

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Sunset Views from Rooftop, Heated Pool, Game Room- Caribbean Dream?

We found 24 amenities for this rental. This includes free wifi/internet, air conditioning, pool, non-smoking, and tv.


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