House - Rating 5 (26)

Gulfside Oasis


Bedroom 6 bedrooms
Bathroom 5 baths
Guests 12 guests
Pets Not Allowed Pets Not Allowed

  • Address: 204 66th Street
  • Location: Holmes Beach
  • Type: House

Location Location

Description Description
Gulfside Oasis by Anna Maria Vacations
204 66th Street, Holmes Beach, FL 34217

Escape to Gulfside Oasis, a stunning multi-level vacation home just seconds from Anna Maria Island’s breathtaking Gulf beaches! Offering six spacious bedrooms and five bathrooms, this luxury retreat features a private outdoor entertainment area, a game room with ping pong and foosball tables, and a luxurious heated pool and spa. Perfect for families, friends, or large groups, you will be counting the days until your next visit to this quintessential Florida paradise, just minutes from shops, waterfront eateries, and a drawbridge to the mainland.

Highlights
• 2-minute walk to Holmes Beach
• 6 Bedroom / 5 Bathroom
• 5 Kings, 2 twin/ twin bunks, 1 full sleeper sofa
• Private pool and spa with in-water seating
• Outdoor lounge and dining
• BBQ grill
• Game room
• Short drive or trolley to shops, waterfront restaurants, parks, and local attractions
• Washer and dryer
• 4 Parking spaces

This outdoor oasis offers the best of island luxury. Relax in your private, heated pool with a splash zone, a bubbling in-ground spa, and a sun shelf for all ages. Gather in your lush backyard with outdoor lounge furniture, an outdoor dining set, and a BBQ grill for memorable cookouts. Challenge loved ones to ping pong or foosball in the game room or unwind watching the sunset and tropical views. Just minutes from the Gulf and bay, the backyard adds a peaceful, scenic backdrop for your island adventures.

Inside, you’ll find a welcoming, bright living space with a comfortable seating area, large flat-screen TV, and large windows pouring in natural light. The gourmet kitchen features granite countertops, stainless steel appliances, and a spacious island that doubles as a breakfast bar. A charming bistro table and a formal dining area complete the indoor layout, making it effortless for entertainment.

Your primary bedroom coastal elegance with high-end furnishings, a private balcony perfect for sunset viewing, and a luxurious ensuite bathroom with a walk-in shower, double vanity, and soaking tub. Four additional bedrooms feature king beds, two with private ensuites and one with hall bath access. The fifth bedrooms includes a jack-and-jill bathroom and two twin over twin bunk beds, provide spacious comfort and privacy. Each room has a TV, plush bedding, and the home features a washer and dryer for convenience.

Room Details
• Primary Bedroom (3rd floor): King bed, ensuite with walk-in shower and tub
• Second Bedroom (3rd floor): King bed, ensuite with walk-in shower
• Third Bedroom (2nd floor): King bed, ensuite with walk-in shower
• Fourth Bedroom (3rd floor): King bed
• Fifth Bedroom (2nd floor): King bed,
• Sixth Bedroom (2nd floor): Two twin over twin bunk beds, jack-jill bathroom
• Living Room: Full sleeper sofa

Relax outdoors in your tropical backyard featuring a large private heated pool, spa, and grassy sundeck. The covered lanai has a full-sized outdoor dining set and a grill, perfect for family dinners or sunset cocktails. Explore nearby beaches, water sports, or enjoy waterside dining just minutes away.

Book Gulfside Oasis today for a luxurious, water-view Florida getaway. With stunning outdoor amenities, spacious interiors, and proximity to beaches, shops, and waterfront dining, this home offers all you need for an unforgettable Gulf Coast vacation. Reserve your dates now and start making lifelong memories in this waterfront paradise!


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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 of any kind.

4 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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Swipe Swipe for Availability

Bedding Bedding
Bedroom 1
1 King

Attached Bathroom

Bedroom 2
1 King

Attached Bathroom

Bedroom 3
1 King

Attached Bathroom

Bedroom 4
1 King

Bedroom 5
1 King

Bedroom 6
2 Twin over Twin Bunk Bed


Amenities 79 Amenities
Essentials
  • Air Conditioning
  • Beach Chairs Provided
  • Beach Towels Included
  • Bed Linens
  • Dryer
  • Free Wifi
  • Hair Dryer
  • Heating
  • Hospital Close By
  • Hot Water
  • Iron and Ironing Board
  • Long Term Stays Allowed
  • No Pets Allowed
  • Private Entrance
  • Towels
  • Washer
  • Wifi
Exterior
  • Backyard
  • Balcony
  • BBQ Area
  • BBQ Grill
  • Covered Deck
  • Fenced Yard
  • Heated Pool
  • Hot Tub or Spa
  • Outdoor Dining Area
  • Outdoor Seating
  • Outdoor TV
  • Private Pool
  • Sun Loungers
Fun and Entertainment
  • Board Games
  • Books and Reading Material
  • Foosball
  • Game Room
  • Games
  • Ping Pong Table
  • Smart TV
  • TV
  • TV with Cable
Highlight
  • Virtual Tour
Home Safety
  • Carbon Monoxide Detector
  • Contactless Check-In
  • Deadbolt Lock
  • Fire Extinguisher
  • Smoke Detector
Interior
  • Bathtub
  • Ceiling Fans
  • Clothes Hangers
  • Clothing Storage
  • Full Kitchen
  • Living Room
Kitchen
  • Baking Sheet
  • BBQ Utensils
  • Blender
  • Coffee Maker
  • Dining table
  • Dishes and Utensils
  • Dishwasher
  • Freezer
  • Hot Water Kettle
  • Ice Maker
  • Keurig Coffee Maker
  • Kitchen Island
  • Microwave
  • Oven
  • Pots and Pans
  • Refrigerator
  • Stove
  • Toaster
  • Wine Glasses
Location
  • 2-minute walk to the beach
  • Anna Maria Island
  • Beach Access Nearby
  • Holmes Beach
  • Less than 1 mile to the beach
  • Residential Street
  • Walking Distance to Beach
  • Water View
Parking
  • Four (4) Parking Spaces

Reviews Rating 5 (26) Reviews
Rating 5
We’ve stayed at several properties on the island and this was definitely our favorite. The rooms were spacious and it was great having multiple bathrooms. We stayed in the MBR but our guests in the other BRs said their mattress were not very comfortable. Other than that, we loved the property.
Brian - Posted: 8/25/2025
Rating 5
Family Fun
Perfect location! Only 1 block from the beach. We walked back and forth to the beach many times each day. Plenty of room in the house for our large multi-generational family. 5 bathrooms was a huge bonus!
Lisa - Posted: 6/20/2025
Rating 5
Nice, clean and very close to the Beach
Gulfside Oasis was very nice. Very clean at check-in time and the beach was only about 200 feet or so away. We had a small hiccup with an appliance, but Anna Maria Vacation Rentals responded immediately and took care of it.
Robert - Posted: 5/27/2025
Rating 5
Just the right place for our adult/married children and five grandchildren.
We did pool and beach over and over all day. Our grandchildren are ages, 10 years, 7 years, 4 years, 18 months and 11 months. Very nicely accommodated all 11 of us. I would like to point out that on the main floor balcony there were two plastic chairs that were badly broken and dangerous, very sharp. Also on that same balcony one of the tops to the railing could be lifted off and could possibly fall onto a car below.
David - Posted: 4/29/2025
Rating 5
Perfect family and friends getaway!
Excellent location a block from the beach. Perfect size for three families - plenty of bedrooms, bathrooms, nice living area and balconies.
Leila - Posted: 4/21/2025
Rating 5
Perfect location!
There were 11 of us who stayed at this property. Three families total ages ranging from 15-40s. This property was plenty big enough for all of us. The location to the beach was perfect and the property came with lots of beach chairs, towels, an umbrella and a wagon. We loved the backyard pool space. It was perfect for those afternoon swims to cool off.
Penny - Posted: 3/30/2025
Rating 5
It was a wonderful time and stay.
Tim - Posted: 3/27/2025
Rating 5
Great location, plenty of space (family of 12), nice pool and spa.
Cathy - Posted: 3/25/2025
Rating 5
Wonderful
It was a wonderful time and stay.
Tim - Posted: 3/23/2025
Rating 5
Jim
Great location, plenty of space(family of 12), nice pool and spa.
Cathy - Posted: 3/18/2025
Rating 5
Beautiful home, close to the beach!
Anonymous - Posted: 2/26/2025
Rating 5
Beautiful home, close to the beach!
Sarah - Posted: 2/15/2025
Thank you for your kind review. We're delighted to hear that you enjoyed your stay and found the location convenient. Guest satisfaction is our top priority, and we're glad we were able to provide a comfortable and memorable experience. We appreciate your feedback and hope to welcome you back again in the future.
Prime Vacations staff
Rating 5
Hurricane Helene
The property was great and in a great location. Well stocked and clean. It could use a little TLC. The only problems were that we had to evacuate mid week because of Hurricane Helene (no fault of the property owners or VRBO of course). The biggest issue I had was that upon arrival Saturday night, the code that was given to me for the lock box for the key did not work. It was after hours and the two telephone numbers that I called were not answered (including the after hours number. we had two small children with us and a car full of groceries and weren't sure what we were going to do (hotel...and what to do with the groceries). Luckily, we found a sliding glass door unlocked and were able to let ourselves in. I would suggest in the future a keyless entry lock...and mostly for the fact that such a large house that can hold a lot of people and only one key was a bit of a problem. Keyless solves that issue.
Frank D. - Posted: 10/8/2024
Rating 5
Great location
This property was exactly what I’d imagined. I give it five stars for location, very spacious and comfortable. As with any rental property maintenance is huge. We did have to call a couple times for a couple fixes–one being the kitchen faucet handle fell off. Another being the upstairs dryer not drying clothes. Sounds like upstairs dryer has had previous issues mentioned in previous posts. It was not resolved but we managed with one dryer. The pool could have used a good cleaning. It was filled with leaves upon arrival. We decided to tackle this project ourselves. The hot tub does not heat. It might just be considered a spa and not a hot tub but once again not a huge issue for our group. But if you want it hot you might have to inquire first before booking. The home could use is a new can opener (doesn’t work). And a beach wagon. Hauling beach stuff without a wagon is definitely a chore and a work out. Thankfully we had many hands but if your traveling with toddlers or infants, it would make it easier if the home supplied a beach wagon for use. All in all, the home was great for our family of 11. And a very close distance to beach (walk across road) and beautiful sunsets every night!
Alisa P. - Posted: 2/15/2023
Rating 5
Had excellent time at property 12/31/22-1/7/23
We had a group of 9 staying at the property for a vacation. The home is very nice with enough bedrooms/bathrooms for everyone and living space. The heated pool and hot tub were used every night. If had maintenance issues (issues with kitchen faucet and upstairs dryer), they were taken care of very quickly. The location is also great as well. Only half a block away form the beach entrance. The neighborhood is pretty quiet. Grocery stores and restaurants are very close to the property. Golf cart rentals are also available and we saw many of them around the island. The only traffic issues were because of construction at the corner of Gulf Rd and Marine Rd that caused some detours leaving the island. Overall, we would highly recommend this property to any family/friends that want a great beach/sun experience.
Brian C. - Posted: 1/8/2023
Rating 5
Our family of 11 traveled to AMI to enjoy a week of warm weather and sandy beaches. This house had plenty of room for us all and was just across the street from the beach. We enjoyed the secluded backyard pool and hot tub in the evenings after a day at the beach. The house provides lots of towels...... both bath and beach. The beach chairs and sand toys were a nice addition. Everybody raved over the comfortable beds. We hope to come back again!
Anonymous - Posted: 12/16/2022
Rating 5
Gulf Aide Oasis will not disappoint
We had a wonderful stay at Gulf Side Oasis. Our family of 11 traveled to AMI to enjoy a week of warm weather and sandy beaches. This house had plenty of room for us all and was just across the street from the beach. We enjoyed the secluded backyard pool and hot tub in the evenings after a day at the beach. The house provides lots of towels...... both bath and beach. The beach chairs and sand toys were a nice addition. Everybody raved over the comfortable beds. We hope to come back again!
Lena K. - Posted: 12/9/2022
Rating 5
Great stay
Great stay. Great location. Please fix upstairs dryer. There are multiple reviews that address this issue.
jennifer o. - Posted: 6/14/2022
Rating 5
Beach house
Great time house across the street from the beach. Nice home great pool!!! I would book again. We had 5 couples from all over the country for a friend's reunion. Perfect
Dane S., Destin, Fl. - Posted: 5/26/2022
Rating 5
Family Vacation
We had a great time during our stay. The house was perfect for our group!
Randy L. - Posted: 3/12/2022
Rating 5
Family Vaca
Great property with a nicely shaded pool to relax in after going to the beach all day. Proximity to beach was amazing. Balcony views of the water and beach breeze made the morning coffee taste even better!!
Jeff L. - Posted: 5/15/2021
Rating 5
The Mitchell Carman vacation.
Excellent house for our family the location was perfect and we had the time of our lives!!
John M. - Posted: 3/3/2021
Rating 5
Perfect Break from reality
Gulfside Oasis was perfect for our group of 12. Each family had their own space and the kids had plenty to do with the ping pong table, the beach and swim oasis out back. The location of the house cannot be beat unless it was sitting on the sand. Truly, a quick crossing of the street and you are there. The other bonus is being close to the one side of town. You can walk to liquor stores, restaurants, coffee shops and sandwich shops. The Pine street side of town is a little farther away but was not an issue to jump in golf cart to get there. The bedrooms and bathrooms situation in this house is perfect for three families!!The beds are so comfortable. The only complaint would be that there was no sun on the pool this time of year and that they may need to trim back some of the trees around the pool. That would never sway us from renting this property again. It was truly perfect. Anna Maria has everything needed for a wonderful vacation. It also helped that the weather the week after Christmas was amazing! Thanks for a wonderful break from the insanity of life right now.
Verified traveler - Posted: 1/28/2021
Rating 5
We very much enjoyed our stay. Great location and short walk to beach. Pool area was nice although the hot tub needed a bit of tile work done as tiles were falling off outside of tub but nothing that affected our trip and fun. The kitchen pans were not awesome and not one top fit any of the pans so a new set of even cheap pans would have been great since we cooked a lot. The beds were more of the memory foam type mattress and no box springs which most of the family loved the softness of them but was not a good choice for my not so great back. Just so others are aware in case that could be an issue for someone else with back issues. The ping pong table was nice for the kids and the jungle like pool area made you feel you were in your own little jungle in middle of no where. The pool had wonderful table set, lounge chairs, tiki bar table in the pool which was cute, tv and cable outside too. Oh and the hot tub was actually a hot tub which was so nice! Sometimes those don’t get warmer than the pool and this did and felt awesome! And there were beach chairs that we didn’t use but they were in garage. A few beach toys and lots of pool toys. And beach towels provided which was awesome since I totally forgot to pack ours. Whoops! The beach is amazing. Soft cool sandy beach. People were catching fish one after another out there on beach side. Was fun watching. The house overall was beautiful and very clean and we had a wonderful time and would stay again in the future when we visit the area. Thanks for the great couple weeks away!
Anonymous - Posted: 1/12/2021
Rating 5
Amazing location close to beach, hot tub is hot!
We very much enjoyed our stay. Great location and short walk to beach. Pool area was nice although the hot tub needed a bit of tile work done as tiles were falling off outside of tub but nothing that affected our trip and fun. The kitchen pans were not awesome and not one top fit any of the pans so a new set of even cheap pans would have been great since we cooked a lot. The beds were more of the memory foam type mattress and no box springs which most of the family loved the softness of them but was not a good choice for my not so great back. Just so others are aware in case that could be an issue for someone else with back issues. The ping pong table was nice for the kids and the jungle like pool area made you feel you were in your own little jungle in middle of no where. The pool had wonderful table set, lounge chairs, tiki bar table in the pool which was cute, tv and cable outside too. Oh and the hot tub was actually a hot tub which was so nice! Sometimes those don’t get warmer than the pool and this did and felt awesome! And there were beach chairs that we didn’t use but they were in garage. A few beach toys and lots of pool toys. And beach towels provided which was awesome since I totally forgot to pack ours. Whoops! The beach is amazing. Soft cool sandy beach. People were catching fish one after another out there on beach side. Was fun watching. The house overall was beautiful and very clean and we had a wonderful time and would stay again in the future when we visit the area. Thanks for the great couple weeks away!
Kristy B. - Posted: 1/3/2021
Rating 5
Family Fun in Florida!
Gulfside Oasis was our family paradise for a week in October (when snow came early back in Minnesota)! We loved the clean space in the house, the large pool area, and the great location! The beach is very close and many restaurants are within minutes of 204 66th Street. We agree with the other reviews which suggested a better refrigerator...or two! Thanks for the fun family stay for us!
Jan H., Buffalo, MN - Posted: 10/17/2020
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