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

Holmes Beach, Florida
$697 avg/night Minimum Stay 7 Nights
Bed 6

Bed

Bath 5

Bath

Home Private Vacation Home

Property Type

Sleep 12

Max Sleeps

Night 7 nights

Min Stay

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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  • 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

    6 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 2545 Sq Ft (236 Sq M)
  • KITCHEN

    Cookware/dishes/utensils Dishwasher Ice Maker Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • 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

    5 Bathrooms Hair Dryer Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Fitness Facilities Nearby Golf Nearby Hiking Nearby Hiking/biking Trails Nearby Marina Nearby Parasailing Nearby Power Boating Nearby Surfing/body Boarding Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Arcade/game Room Books Foosball Table Games Table Tennis Smart TV With Cable/satellite Service
  • 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 Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    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 : 12

Map Map

School District Rates & Availability

Review Review

  • Brian H.

    Submitted Aug 25, 2025

    Stayed Aug 16, 2025

    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.

  • Lisa A.

    Submitted Jun 20, 2025

    Stayed May 31, 2025

    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!

  • Robert F.

    Submitted May 27, 2025

    Stayed May 17, 2025

    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.

  • Denise K.

    Submitted May 10, 2025

    Stayed May 3, 2025

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

  • David L.

    Submitted Apr 29, 2025

    Stayed Apr 19, 2025

    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.

  • Leila G.

    Submitted Apr 21, 2025

    Stayed Apr 12, 2025

    Excellent location a block from the beach. Perfect size for three families - plenty of bedrooms, bathrooms, nice living area and balconies.

  • Penny J.

    Submitted Mar 30, 2025

    Stayed Mar 22, 2025

    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.

  • Tim V.

    Submitted Mar 23, 2025

    Stayed Mar 15, 2025

    It was a wonderful time and stay.

  • Cathy H.

    Submitted Mar 18, 2025

    Stayed Mar 8, 2025

    Great location, plenty of space(family of 12), nice pool and spa.

  • Grant S.

    Submitted Feb 3, 2025

    Stayed Jan 25, 2025

    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.

  • Frank D.

    Submitted Oct 8, 2024

    Stayed Sep 21, 2024

    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.

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Total

Includes taxes and fees
$697+
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