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Private Pool, Game Room, and 2 minutes to the beach - Gulfside Oasis

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Private Pool and Spa
Close to Beach
Private Spa
Private Pool, Loungers
Poolside Dining Area

Reviews

9.0 out of 10
Wonderful
6 bedrooms5 bathroomsSleeps 12236.4 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

View map
Holmes Beach, FL
  • Place, Bradenton Beach
    ‪2 min walk‬
  • Place, Island Gallery West
    ‪12 min walk‬
  • Place, Manatee Public Beach
    ‪3 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪30 min drive‬

Rooms & beds

6 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed

Bedroom 5

1 King Bed

Bedroom 6

2 Single Bunk Beds

Living Room 1

1 Double Sofa Bed

5 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Spaces

Kitchen
Balcony

About this property

Private Pool, Game Room, and 2 minutes to the beach - Gulfside Oasis

Gulfside Oasis by Anna Maria Vacations
Home in Holmes Beach, Florida

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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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

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
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

About the area

Holmes Beach

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. Travelling with kids? Consider Fish Hole Adventure Golf and H2O Watersportz. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking/biking trails and ecotours.
View more Holiday homes in Holmes BeachOpens in a new window
Map
Holmes Beach, FL

What's nearby

  • Bradenton Beach - 2 min walk - 0.2 km
  • Island Gallery West - 12 min walk - 1.1 km
  • Palmetto Avenue Beach - 20 min walk - 1.7 km
  • Manatee Public Beach - 3 min drive - 2.1 km
  • Holmes Beach Beaches - 6 min drive - 1.8 km

Getting around

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

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬4 min drive
  • ‪The Ugly Grouper - ‬11 min walk
  • ‪The Sandbar Restaurant - ‬4 min drive
  • ‪The Waterfront Restaurant - ‬5 min drive
  • ‪Ginny's & Jane E's - ‬4 min drive

Frequently asked questions

Is Private Pool, Game Room, and 2 minutes to the beach - Gulfside Oasis pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Private Pool, Game Room, and 2 minutes to the beach - Gulfside Oasis?

As of 3 May 2026, prices found for a 1-night stay for 2 adults at Private Pool, Game Room, and 2 minutes to the beach - Gulfside Oasis on 6 May 2026 start from NZ$1,074, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Private Pool, Game Room, and 2 minutes to the beach - Gulfside Oasis?

On-site parking is available at the property.

What time is check-in at Private Pool, Game Room, and 2 minutes to the beach - Gulfside Oasis?

Check-in begins at 4:00 PM.

What time is check-out at Private Pool, Game Room, and 2 minutes to the beach - Gulfside Oasis?

Checkout is at 10:00 AM.

Where is Private Pool, Game Room, and 2 minutes to the beach - Gulfside Oasis located?

This family-friendly Holmes Beach holiday home is located by the sea, within a 15-minute walk of Bradenton Beach and Island Gallery West. Palmetto Avenue Beach and Holmes Beach Beaches are also within 1 mile (2 km).

Reviews

9.0

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 38 out of 56 reviews
Rating 8 - Good. 10 out of 56 reviews
Rating 6 - Okay. 7 out of 56 reviews
Rating 4 - Poor. 0 out of 56 reviews
Rating 2 - Terrible. 1 out of 56 reviews

8.6/10

Cleanliness

9.6/10

Check-in

9.4/10

Communication

10/10

Location

9.2/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Mary B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Pool was a highlight! Great location! Clean and comfortable
Stayed 7 nights in Mar 2026
Verified

10/10 Excellent

Samantha S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay for our group of 12! Good communication on a few small issues. Great location to beach and restaurants!
Stayed 7 nights in Feb 2026
Verified

8/10 Good

Diane A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Overall we had a great stay and the house is beautiful. We had a group of 9 including 2 children and we had plenty of room for all of us. The home is only 1 1/2 block from the beach...very short 2 minute walk. The pool is very shaded so if you want to sun bathe by the pool, you wont be able to for long. The rooms were all very clean but the living room/kitchen could have used a deep clean. We found noodles, toys, and spoons, paper, and food under sofas and chairs from previous visitors. All in all we had a great visit and I would stay there again.
Stayed 7 nights in Apr 2026
Verified

10/10 Excellent

Leila G.

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

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.
Stayed 7 nights in Apr 2025
Verified

10/10 Excellent

Tim V.

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

Wonderful

It was a wonderful time and stay.
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Brian H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Robert F.

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

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.
Stayed 7 nights in May 2025
Verified

8/10 Good

Denise K.

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

Family vacay 2025

Great location! House met expectations overall for our family of 11 - could’ve had a drop off for luggage prior to check in !
Stayed 7 nights in May 2025
Verified

10/10 Excellent

Lisa A.

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

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!
Stayed 7 nights in May 2025
Verified

10/10 Excellent

Cathy H.

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

Jim

Great location, plenty of space(family of 12), nice pool and spa.
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Penny J.

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

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.
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Jan H.

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

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!
Stayed 7 nights in Oct 2020
Verified

10/10 Excellent

David L.

Liked: Cleanliness, location, listing accuracy

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.
Stayed 7 nights in Apr 2025
Verified

8/10 Good

Grant S.

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

Great Place to Stay

The house and location were fantastic. One block to the beach. Management was very responsive to any concerns or problems. Hot tub needed service and they quickly arrived on site to resolve issues. Replaced the outside TV quickly. Very minimal basic supplies (toilet paper, paper towels, plastic wrap, napkins, etc). No cooking supplies provided (oils, spices, etc.). Be prepared to purchase all the basics.Overall, we really enjoyed our time and would stay in the house again.
Stayed 7 nights in Jan 2025
Verified

10/10 Excellent

Brian C.

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

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.
Stayed 7 nights in Dec 2022
Verified

8/10 Good

Kathryn L.

Liked: Cleanliness, check-in, communication, location

Nice spot close to the beach!

Overall this property was great for our stay. We had two families stay (9 people total) with plenty of room to spread out. The location was great-close to the beach and very central on the island. The washer and dryer’s seemed new so no issues there (previous reviews mentioned that one of the units didn’t work). The biggest complaints were the lack pf proper kitchen utensils and other tools. There was hardly any flatware and most of the pots, pans, etc were in rough shape. Also, some of the property photos were not accurate. For example, there is no longer a large dining table on the patio by the pool anymore, which was very disappointing. We had been looking forward to hanging out and dining by the pool and that made it difficult. Also, it is very shaded by the pool area, so just something to consider. Other than that, we really enjoyed the house and loved the island.
Stayed 7 nights in Mar 2023
Verified

10/10 Excellent

Frank D.

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

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.
Stayed 4 nights in Sep 2024
Verified

10/10 Excellent

Alisa P.

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

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!
Stayed 7 nights in Jan 2023
Verified

10/10 Excellent

Lena K.

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

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!
Stayed 7 nights in Dec 2022
Verified

6/10 Okay

Carrie P.

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

Perfect location

The location of this house can’t be beat. So close to the beach. The house is very large and has plenty of room. The pool area is super cute but it is so shaded that the mosquitoes were awful. To the point we could not sit outside by the pool. We contacted the management company to see if they could fog but they said no. Also the upstairs dryer does not work. They did send someone right out to fix it but it still did not work. Overall this is a great house but for the price you would think they could fix the dryer and it was not very clean upon arrival.
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

jennifer o.

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

Great stay

Great stay. Great location. Please fix upstairs dryer. There are multiple reviews that address this issue.
Stayed 7 nights in Jun 2022
Verified

10/10 Excellent

Dane S.

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

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
Stayed 7 nights in May 2022
Verified

8/10 Good

Louise R.

Liked: Cleanliness, check-in, communication, location

"A little disappointed"

Our stay at the Gulfside Oasis was 2/5/22 - 3/5/22. Walking in the property looked very fresh and inviting. Then we noticed the little things that once you notice just don't leave your mind. Greasy, dusty, smudged pendant lights over breakfast counter and the light over the little round table very dirty. We cleaned these. Upstairs the light in the hallway was dusty, and quite filled with those little bugs that are attracted to light, crawl in, and then die. We weren't able to reach it to clean it. On the subject of lights we had to purchase light bulbs for some of the lamps. The ceiling fan blades were caked with dust. The washer/dryer area was very, very dusty. The dryers were not working properly. I will say the guest service people we spoke regularly were very understanding and tried very hard to have things done. The one TV didn't work. That was also VERY dusty. Anyway the office knew that TV was not working because that was replaced within a day. The dryers.....Again I know the guest services were well aware of the condition of these dryers. (I had called two days into our stay to let them know of the issues) As a matter of fact several items of clothing were ruined because of the dryers. One of the very nice repairmen even took pictures of the clothes. Also the washer upstairs had mold on the wide rubber gasket around the drum. Then we were notified that the dryers were being replaced on the Saturday we were leaving. (Not much help to us) We were offered laundry service. We are all 72 to 88 years old and not very comfortable with that arrangement.....but thank you. The adirondack chairs on the lanai were dry rotted. My husband sat in one and it collapsed backwards....no harm done...just quite a shock. They were replaced immediately. My opinion of rental property, that comes at a price like this one, is that ALL appliances should be maintained, cleaned and repaired on a regular basis. Also the gas grill was FILTHY. We cleaned that also. The house itself is easy to care for. It's the little things that I feel the property owner should be made aware of immediately. It is a beautiful house, a beautiful pool area (as i read in many reviews the pool area is very shaded...that was not a big surprise) Again, for the most part very satisfied. Just be sure your cleaning company thinks about the items that when they catch the sun can look pretty awful. Beautiful house, beautiful location..just show it some TLC.
Stayed 28 nights in Feb 2022
Verified

10/10 Excellent

Randy L.

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

Family Vacation

We had a great time during our stay. The house was perfect for our group!
Stayed 7 nights in Mar 2022
Verified

6/10 Okay

Tammy C.

Liked: Check-in, communication, location

Great location but House Needs Work

This house is in a great location but you can definitely tell it has been rented a lot. There are so many things that need to be fixed or just need some fresh paint. The pools lights don't work and every morning the pool is low on water which means there is a leak somewhere. This was reported but the pool guy who came said he doesn't fix the lights and just to keep the hose running in the pool. The washer on the bottom floor doesn't work and the dryer on the top floor doesn't work. The cabinets in the kitchen need painted they look awful. the foosball table basically fell apart when the kids went to play with it and should be removed or it will hurt someone. TO many things wrong to list and really didn't want to spend my vacation calling the management company everyday so we dealt with most of the issues. This could be a great rental and for the price we paid we should have had a better experience. Very disappointed.
Stayed 11 nights in Nov 2021

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