Welcome to Montego Bay, a five-bedroom home in Anna Maria, Florida with an extraordinary beach vacation vibe. Enjoy Gulf views from the rooftop deck or stroll to Palmetto Beach and Pine Avenue's shops and restaurants within minutes. Unwind in the private pool or hot tub surrounded by outdoor comfort and indoor glam.
Reviews
9.69.6 out of 10
Exceptional
Entire home
5 bedrooms4 bathroomsSleeps 12242 sq m
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Free Wi-Fi
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Luxury Home with Pool, Rooftop Deck, and Gulf Views! 1.5 Blocks to Beach
Montego Bay by AMI Locals VPR16-000472
Escape to Montego Bay, an Anna Maria Island vacation home with a private pool, rooftop deck with Gulf views, and multiple balconies designed to give you the ultimate experience! This spacious five-bedroom, four-bath home is just one and a half blocks from the north end of the beaches and Pine Avenue’s shops and restaurants, allowing you to indulge in the best of Anna Maria Island with your own personal, luxurious touch. Surrounded by tropical breezes and scenic water vistas, this home is perfect for creating lifelong memories whether relaxing on the balcony, dining in the backyard, or exploring the island!
Highlights • 4 minutes / 1.5 blocks to Anna Maria Beach • 5 Bedroom / 4 Bath • 4 King beds, 2 twin/twin bunks • Private pool with sun shelf and hot tub • Rooftop deck with Gulf views • Outdoor living space • Outdoor TV and dining table • 4-minute walk to Pine Avenue’s boutique shops and waterfront restaurants • Washer and dryer • 4 Parking spaces
Relax outdoors in your tropical backyard oasis, lounge poolside on the sun shelf, enjoy a family cookout at the BBQ grill, or unwind on the balcony with a good book or evening cocktail. The spacious covered lounge offers a TV and outdoor seating, while the rooftop deck provides breathtaking tropical views and spectacular sunsets.
Inside, the home features a bright, open-concept main living area with coastal decor, comfortable seating, and large windows framing water views. The fully equipped kitchen with stainless steel appliances, ample counter space, and a large island is perfect for island-inspired cooking or casual snacks. The dining area seats eight and overlooks the backyard and pool, ideal for meals and socializing in style.
Retreat to the primary bedroom on the second floor, complete with a king bed, ensuite with dual vanity sinks, walk-in shower, and balcony access to enjoy peaceful Gulf vistas. The second bedroom, also on the second floor, boasts a king bed, ensuite bathroom with walk-in shower, and balcony views. The third bedroom provides a king bed and balcony access, while the fourth bedroom has a king bed, both sharing hall bathrooms with walk-in showers. The fifth bedroom, perfect for kids or additional guests, features two twin bunk beds, with a hall bathroom containing a combined shower and tub, all with premium linens and TVs for restful nights.
Room Details • Primary Bedroom (2nd floor): King bed, ensuite bathroom with walk-in shower, dual vanities, balcony • Second Bedroom (2nd floor): King bed, ensuite with walk-in shower, balcony • Third Bedroom (2nd floor): King bed, balcony access • Fourth Bedroom (3rd floor): King bed • Fifth Bedroom (3rd floor): Two twin bunk beds
Take a leisurely stroll to nearby beaches, shops, and waterfront dining, or hop on the free trolley to explore all seven miles of Anna Maria Island, from secluded Bean Point to Coquina Beach.
Book Montego Bay today and enjoy a luxurious escape in the heart of Anna Maria Island. With stunning Gulf views, outdoor amenities, and proximity to beaches and shops, this estate offers everything you need for a memorable, relaxing vacation. Reserve your dates now and create lifelong beach memories!
- There are no pets allowed in this home.
4 cars maximum can 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 AMI Locals, 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 AMI Locals 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.
Property amenities
Beach
Beach nearby
Pool/Spa
Heated pool
Hot tub
Private pool
Internet
Available in the house: Free WiFi
Parking and transport
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Ice maker
Kitchen island
Microwave
Oven
Refrigerator
Toaster
Dining
Dining table
Bedrooms
5 bedrooms
Bedsheets provided
Bathroom
4 private bathrooms
Hair dryer
Towels provided
Living spaces
Dining table
Living room
Entertainment
Flat-screen TV with cable/satellite channels
Video games
Outdoor areas
Balcony
Barbecue grill
Fenced yard
Rooftop terrace
Laundry
Laundry facilities
Washer/dryer
Comfort
Air conditioning
Heating
Pets
No pets allowed
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
Near a health/beauty spa
Near a hospital
Near an outlet shopping centre
Near the marina
Near the sea
Things to do
Heated pool
Basketball nearby
Birdwatching nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Hiking/biking trails nearby
Horseback riding nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Parasailing nearby
Sailing nearby
Snorkelling nearby
Surfing/bodyboarding nearby
Swimming nearby
Wildlife walks nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.
About the area
Located in Anna Maria, this holiday home is near the beach. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Fish Hole Adventure Golf and H2O Watersportz are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and hiking/biking trails nearby. Visit our Anna Maria travel guide
Is Luxury Home with Pool, Rooftop Deck, and Gulf Views! 1.5 Blocks to Beach pet-friendly?
No, pets are not allowed at this property.
How much is parking at Luxury Home with Pool, Rooftop Deck, and Gulf Views! 1.5 Blocks to Beach?
On-site parking is available at the property.
What time is check-in at Luxury Home with Pool, Rooftop Deck, and Gulf Views! 1.5 Blocks to Beach?
Check-in begins at 4:00 PM.
What time is check-out at Luxury Home with Pool, Rooftop Deck, and Gulf Views! 1.5 Blocks to Beach?
Checkout is at 10:00 AM.
Where is Luxury Home with Pool, Rooftop Deck, and Gulf Views! 1.5 Blocks to Beach located?
Situated by the sea, this holiday home is within a 15-minute walk of Bradenton Beach and Bean Point Beach. Anna Maria Beach is 1 mi (1.7 km) away.
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Luxury Home with Pool, Rooftop Deck, and Gulf Views! 1.5 Blocks to Beach Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
The house was lovely and perfectly located near the beach, shopping and restaurants. The host was very responsive when we contacted them for assistance.
Checkin and check out were a snap! Gorgeous home with everything you can think of. Pool was a great size for the whole family. Right in the middle of everything!!! Half a block to the beach and all the adorable shops!!! There was a small plumbing issue and they were there within 1 hour of our call to do a quick fix. I would go back in a heartbeat!!!!
Our large family stayed at this property and we had an amazing vacation. The home was beautiful with modern updates and had many unique amenities. There were multiple outdoor decks along with a roof top deck that was a hit for morning sunrises. The pool and backyard landscaping was very impressive and a hit with our family after a day at the beach. The spa heats up to very warm temps and was great at nights when the temps cooled a bit.
The beach is literally just a few blocks away and a very convenient walk. The home included some beach chairs and sand umbrella. The beach with the white sand was a dream!! Coffee and ice cream shops were just around the corner from the house.
We had a couple maintenance questions that AMI quickly responded to. Very responsive.
We will definitely book this property the next time we visit Anne Marie Island. Thanks for the memories!!!
Todd W.
Stayed 4 nights in Apr 2024
Verified
6/10 Okay
Melanie J.
10 Jul 2024
Liked: Check-in, location, listing accuracy
Beware the upstairs is humid and the bunk room stays hot
When we arrived, I was excited for the location and convenience of the home. However, the home was not cleaned very well - lots of hair in the shower, kitchen counters and table were not wiped/cleaned all the way, and just seems like the place also needs a deep cleaning (baseboards in several places were very dirty). This was reported to the local management company. Also, we reported daily about the upstairs A/C not working properly - upstairs was very humid feeling and warm. The local management company was quick to respond, however, the technician indicated the HVAC company would need to come. They did and added Freon but indicated there may be a bigger issue with duct work. We continued to report the upstairs being humid and the bunk room is just too warm for anyone to sleep - the kids moved out of that room onto couches. We were told that we would get a portable a/c - never saw it. We actually went to the Ace Hardware and bought fans to try to help the situation. We were very disappointed in the upstairs A/C situation and the lack of a solution for our issue.
Outside of the issues, we did enjoy our stay - huge garage for storing bikes, golf cart rental, cars and beach gear! Nice pool out back. Good rooftop.
The host was excellent in responding and communicating. The house was perfect for our family and walking distance to beach, restaurants, and shops! Had a great time.Only wish there were some cleaning supplies like windex and countertop cleaner for daily use
This is our 3 year staying at this property. The location cannot be beat! We enjoyed, as always the super close proximity to the beach and walked multiple times a day. The property itself, outside of light wear, is well maintained and stocked. We always enjoy this house!
The house is situated in a great location with access to rental equipment, places to eat and beach access. The pool was nice to come back to after a long day at the beach. The house was clean with plenty of space. Our only complaints would be the third floor was extremely humid and hot and it took a few days to get used to the pool alarms anytime you wanted to exit the rear of the house. It was nice not having to rent beach chairs or a beach wagon.
Great location. Can walk to shops, restaurants, great section f beach. House is spacious, well equipped, clean,- no complaints. Rental company was very responsive to our few problems (mosquitoes, clogged drain). Would definitely stay again. Also appreciated the stress free check in.
We loved the house. The location was great. It was a quick walk to the beach and we loved having the pool and spa at the house. There were also several restaurants to walk to near by. The only negative thing I could say is the mosquito were horrendous in the backyard day and night. Also several of us were eaten up by fire ants that were living in the bricks around the pool. I would suggest bringing bug spray and citronella candles. Other than that we had a wonderful stay and would definitely come back.
The property is wonderful for multiple families. We loved our stay and the house was wonderful! Teens enjoyed the pool and hot tub. Location is walkable to all the hot spots on Pine and the beach. Property manager was very responsive when we had a flood due to some plumbing issues in the neighborhood. It would be very helpful if the listing can show what comes with the house - such as Beach towels, bikes, beach carts, umbrella, etc. since some of our party flew down- it’s super helpful to know for example- that we didn’t need to bring beach towels. Kitchen can use a few bigger pots for cooking pasta, etc. we borrowed stuff from a neighbor.
Our stay at this home was so wonderful! Tropical vibes, relaxing, homey. We all loved the pool and felt like we were in another world. We spent most of the kids nap times with the bedroom balcony doors open- reading, resting, enjoying the breeze and sounds of the island. We loved how close we were to the beach and restaurants and ice cream. We basically walked everywhere. The pool siren is a little aggressive but isn’t unique to this home. We occasionally heard other houses in the area’s pool alarms going off and it made us chuckle. Not a problem for us at all, but something for another occupant to be aware of. There were some things in the house that show it is well loved. Some of the fixtures that could be tightened, fresh paint touch ups at some point and fresh lightbulbs. All things that didn’t change the quality of our stay at all, but could freshen up the home a bit. Overall we loved our stay on Anna Maria Island and this house was a big reason it was so magical!! Thank you AMI Local!!
Nice location and pool. Minor repairs needed on property. Minimum cooking pans and no pot holders. Fridge very slow to make ice. Quick response from property management when called.
This rental met and exceeded our expectations. The location to the beach was a hop skip and we loved the pool and hot tub in the backyard. The description of what comes with the house needs to be updated. We ended up not needing to rent a few items. The house does have a beach umbrella, plus over 7 adult bikes (we rented two kids bikes.) We purchased a pool noodle and a children's life vest (much needed! the pool is small but gets deep) and those were easily arranged thanks to the prompt concierge service that comes with the house. For an active rental, I wish the kitchen had salt. There was absolutely nothing available in the kitchen. I recommend you stock up on coffee filters (not just ground coffee), salt, oil, and any other main essential. Lastly, all the rooms were spacious and great. The only mattresses that were less than stellar were the full and twin mattresses on the bunk bed in the kids' room. Lastly, the drainage wasn't great but didn't pose a huge problem for us though I read in other reviews it was a bigger problem. Note that the drainage is slow. The heated outdoor shower was a plus though and the kids really loved it. Overall, highly highly recommend for a large family or bigger group, and hope to be back next year at this same property.
We had an amazing week with amazing amenities! The pool area and decks were a plus as it was sometimes too windy to be at the beach. Would definitely book here again!
The water pressure was bad as others stated but after we called the first night it was fixed with no problems.
Christy V.
Stayed 7 nights in Feb 2020
Verified
6/10 Okay
Mike M.
4 Feb 2020
Liked: Check-in, location, listing accuracy
Just ok.... is not ok
House is very poorly constructed... no privacy as you can hear all small noises even with bedroom doors closed. Good water pressure in kitchen... taking a shower was like standing under a dripping pipe. The allocation of 1 roll of toilet paper and 1 small bar of soap screams “ cheap property management “!