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Luxury Home with Pool, Rooftop Deck, and Gulf Views! 1.5 Blocks to Beach

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A heated pool - Luxury Home with Pool, Rooftop Deck, and Gulf Views! 1.5 Blocks to Beach (Anna Maria)
Fridge, microwave, oven, stovetop - Luxury Home with Pool, Rooftop Deck, and Gulf Views! 1.5 Blocks to Beach (Anna Maria)
Terrace/patio - Luxury Home with Pool, Rooftop Deck, and Gulf Views! 1.5 Blocks to Beach (Anna Maria)
Dining - Luxury Home with Pool, Rooftop Deck, and Gulf Views! 1.5 Blocks to Beach (Anna Maria)
Exterior - Luxury Home with Pool, Rooftop Deck, and Gulf Views! 1.5 Blocks to Beach (Anna Maria)
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

9.6 out of 10
Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 122600 sq ft

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

This smoke-free holiday home features a rooftop terrace, a hot tub and laundry facilities. Other amenities include barbecues. The holiday home has 5 bedrooms and offers free WiFi and a fenced private garden. Guests can enjoy a private pool, and other amenities include a kitchen with a fridge and an oven.
Air-conditioned accommodation at this holiday home offers private pools and washers/dryers. Rooms open to balconies or patios. This accommodation is furnished with dining tables and kitchen islands. Kitchens offer fridges, stovetops, microwaves and kitchenware and utensils.

Guests can surf the web using complimentary wireless Internet access. Flat-screen televisions are featured in guestrooms. Additionally, rooms include coffee/tea makers and a hairdryer.

Recreational amenities at the holiday home include a hot tub.

The recreational activities listed below are available either on-site or nearby; fees may apply.

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)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 2,600 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

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

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

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
View more Holiday homes in Anna Maria
Map
Anna Maria, FL

What's nearby

  • Sarasota, florida, bradenton beach, Shutterstock ID 1052846027, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Other: Mixed Budget
    Bradenton Beach
    3 min walk - 0.3 km
  • Sarasota_AnnaMariaIslandMuseumandHistoricalPark_6295969-2
    Anna Maria Island Museum and Historical Park
    5 min walk - 0.4 km
  • Sarasota_BeanPointBeach_6296220-6
    Bean Point Beach
    17 min walk - 1.4 km
  • Island Players
    5 min walk - 0.4 km
  • Anna Maria City Pier
    12 min walk - 1.1 km

Getting around

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

Restaurants

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

Frequently asked questions

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.

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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.
More informationOpens in a new window
Rating 10 - Excellent. 31 out of 40 reviews
Rating 8 - Good. 7 out of 40 reviews
Rating 6 - Okay. 2 out of 40 reviews
Rating 4 - Poor. 0 out of 40 reviews
Rating 2 - Terrible. 0 out of 40 reviews

9.2

Cleanliness

10

Location

Reviews

Verified

10/10 Excellent

Lori S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was lovely and perfectly located near the beach, shopping and restaurants. The host was very responsive when we contacted them for assistance.
Stayed 7 nights in Jan 2026
Verified

10/10 Excellent

Verified traveller

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

Labor Day weekend Stay

Great stay, very comfortable house in perfect location. Loved the size of the garage
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Jenn A.

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

Fantastic in every way!!!!

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!!!!
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Todd W.

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

Memories for a Lifetime

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!!!
Stayed 4 nights in Apr 2024
Verified

6/10 Okay

Melanie J.

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.
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

Karen C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Jessica D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It worked so well for our group of 12 (ages 2 years to adults). Outside space was awesome. Beds were great!
Stayed 5 nights in Oct 2025
Verified

10/10 Excellent

Bradley J.

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

Great family vacation

The location is perfect to walk to the beach, breakfast & dinner places. Only needed a car to get groceries.
Stayed 5 nights in May 2025
Verified

8/10 Good

Michael C.

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

Good house

We would stay again
Stayed 6 nights in Mar 2025
Verified

10/10 Excellent

Brittney J.

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

Multi group family stay

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!
Beach couldn’t be more beautiful
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Jorge V.

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

Great location

Beautiful house have everything at walking distance great for families
Stayed 3 nights in Jul 2023
Verified

8/10 Good

Curtis B.

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

Great location

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.
Stayed 7 nights in Jun 2025
Verified

8/10 Good

Beverly B.

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

Great house and location!

Kitchen in need of newer pots and pans more silverware , a bike or two could use a basket and beach chairs need updating
Stayed 6 nights in May 2021
Verified

10/10 Excellent

Patricia T.

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

Good spot

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.
Stayed 7 nights in Oct 2020
Verified

10/10 Excellent

Verified traveller

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

Great house and location

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.
Stayed 7 nights in Jun 2022
Verified

10/10 Excellent

Michelle K.

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

Anna Maria spring break 2021

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.
Stayed 7 nights in Mar 2021
Verified

10/10 Excellent

Erika R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!!
Stayed 4 nights in Feb 2026
Verified

8/10 Good

Alberto P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was very good except the check out too early
Stayed 2 nights in Oct 2025
Verified

8/10 Good

doug w.

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

Good location

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.
Stayed 7 nights in May 2022
Verified

10/10 Excellent

Paul K.

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

Heaven On Earth

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.
Stayed 4 nights in Feb 2022
Verified

10/10 Excellent

Bob C.

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

A Great Visit

We had a wonderful stay. The staff at AMI Local was very friendly and helpful. Great location. We would highly recommend.
Stayed 7 nights in Jan 2022
Verified

10/10 Excellent

Ronald P.

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

Awesome, easy family vacation spot

Great house, great location! Perfect for families!
Stayed 3 nights in Sep 2021
Verified

10/10 Excellent

Yusiny D.

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

Beautiful home. Comfortable beds. Well equipped and great location.

Loved our stay!!!
Stayed 7 nights in Jul 2020
Verified

10/10 Excellent

Christy V.

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

Perfect Location

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.
Stayed 7 nights in Feb 2020
Verified

6/10 Okay

Mike M.

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 “!