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

Holmes Beach, Florida
$655 avg/night Minimum Stay 7 Nights
Bed 5

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 7 nights

Min Stay

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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 2602 Sq Ft (242 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Kitchen Island Microwave Oven Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Fenced Yard
  • POOL/SPA

    Heated Pool Hot Tub Private Pool
  • BATHROOMS

    4.5 Bathrooms Hair Dryer Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Fishing Nearby Fitness Facilities Nearby Horse Riding Nearby Jet Skiing Nearby Kayaking Nearby Marina Nearby Power Boating Nearby Snorkeling Nearby Surfing/body Boarding Nearby Swimming Nearby
  • ENTERTAINMENT

    Table Tennis TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near A Hospital Near Outlet Shopping Near The Bay Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Elevator Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Rates & Availability

Review Review

  • Christine H.

    Submitted Oct 24, 2025

    Stayed Oct 11, 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.

  • Kelly F.

    Submitted Sep 30, 2025

    Stayed Sep 23, 2025

    Fantastic!

  • kim m.

    Submitted Jun 18, 2025

    Stayed Jun 7, 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!!!

  • Brent G.

    Submitted Apr 10, 2025

    Stayed Mar 29, 2025

    We had a great time with our family for spring break

  • Amber P.

    Submitted Apr 9, 2025

    Stayed Mar 22, 2025

    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!

  • Michael H.

    Submitted Jan 2, 2025

    Stayed Dec 26, 2024

    Great

  • Debra K.

    Submitted Dec 22, 2024

    Stayed Dec 14, 2024

    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!

  • Kayce B.

    Submitted Sep 3, 2024

    Stayed Aug 27, 2024

    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!

  • Karen K.

    Submitted Aug 19, 2024

    Stayed Aug 10, 2024

    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.

  • Shane T.

    Submitted Aug 3, 2024

    Stayed Jul 27, 2024

    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.

  • James M.

    Submitted Jul 27, 2024

    Stayed Jul 20, 2024

    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!

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Total

Includes taxes and fees
$655+
View details