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January Special: Golf cart included when arriving between Jan 5th-31st 2026

Holiday home with private pool, near Bean Point Beach

Photo gallery for January Special: Golf cart included when arriving between Jan 5th-31st 2026

Terrace/patio - January Special: Golf cart included when arriving between Jan 5th-31st 2026 (Anna Maria)
Smart TV, DVD player, books, music library - January Special: Golf cart included when arriving between Jan 5th-31st 2026 (Anna Maria)
Interior - January Special: Golf cart included when arriving between Jan 5th-31st 2026 (Anna Maria)
3 bedrooms, desk, iron/ironing board, free WiFi - January Special: Golf cart included when arriving between Jan 5th-31st 2026 (Anna Maria)
Outdoor dining - January Special: Golf cart included when arriving between Jan 5th-31st 2026 (Anna Maria)
Located on the much desired North end of Anna Maria Island, Isle Relax offers a warm welcome with a private heated pool and spacious screened lanai. Stroll to the beach in just two minutes or explore downtown Pine Avenue's quaint shops and restaurants within walking distance.

Reviews

9.4 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 8147 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Pool
  • Barbecue grill
  • Air conditioning

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.

January Special: Golf cart included when arriving between Jan 5th-31st 2026

Welcome to Isle Relax! This elevated beach home with three bedrooms, two bathrooms, and a private heated pool, is located on the much desired North end of Anna Maria Island. It’s just a two minute stroll to the beach and walking distance to everything you need when enjoying this beautiful island.

3 Bedrooms: (sleeps 6): master bedroom (king bed), guest suite #1 (queen bed) and guest room #2 (two twin-over-twin bunk beds, 4 twins total)

2 bathrooms: master bath with glass enclosed shower and separate tub, guest bath with bath/shower

The Details:

Prime Location! LITERALLY STEPS FROM EVERYTHING!

2-minute stroll to the spectacular, white sugary beaches of the Gulf of Mexico to see dolphins, play in the waves, look for shells, and take in the glorious sunsets.

Steps to downtown Pine Avenue. Home to quaint, locally owned shops and restaurants, ice cream parlors and The City Pier.

AMI free trolley service is less than a block away from the front door.

One of only two residential streets that runs from Gulf to Bay.

The Beach Home

Gorgeous, elevated open-concept living space filled with island charm. This beautifully maintained home offers vaulted ceilings, a gourmet kitchen, and a cozy living room with an accented shiplap wall. From lush tropical landscaping and private heated pool to the screened lanai off of the kitchen and living room for private outdoor dining, you will not be short of spaces to relax and unwind.

King master suite with attached walk-in shower and separate soaking tub ensuite, queen guest bedroom, and 2 twin XL beds in the 2nd guest room. Laundry room with washer and dryer adjacent to bedrooms.

Wake up refreshed after a peaceful night's sleep. Walk through oversized glass doors onto a breezy and peaceful porch with rocking chairs for your morning coffee. Enjoy a beautiful morning stroll and try to catch the dolphins or manatees swimming by or turtles nesting. Take a right and you are 1 ½ blocks to the Gulf side beaches. Take a left and head to the Bay side and enjoy The City Pier.

Cool down after a fun day at the beach in the private pool surrounded by a luscious tropical garden and palm trees designed for families, entertaining, and relaxing. Numerous seating areas surround the pool as well as a fire pit and outdoor shower.

As the daylight fades, take a romantic stroll to the Waterfront restaurant for an intimate dinner or Sandbar Restaurant to take in the unmatched sunsets.

Unwind at the end of the day by cuddling up with a glass of wine on the comfy furniture in the spacious screened-in lanai which overlooks the pool or stir up a cocktail at the Pecky cypress bar and enjoy a cozy night around the fire pit before retiring at the end of the day to your spacious and airy master suite.

Our calendar is filling quickly so be sure to book right away to guarantee a reservation!

***OVERCROWDING CONSEQUENCES***
Maximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Books
  • DVD player
  • Games
  • Music library
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard
  • Firepit
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Housekeeping (limited availability)
  • Iron/ironing board
  • Phone

Location highlights

  • In a village
  • In the city centre
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Golf
  • Heated pool
  • Tennis
  • Water park
  • Water sports equipment
  • Basketball nearby
  • Birdwatching nearby
  • Casino nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Hunting nearby
  • Ice skating nearby
  • Jet skiing nearby
  • Mountain biking nearby
  • Mountain climbing nearby
  • Rafting nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Spelunking nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Theme park nearby
  • Water skiing nearby
  • Water tubing nearby
  • Windsurfing nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 1,587 square feet

Similar properties

Beach nearby
Bean Point Bliss by Duncan Real Estate
  • Pool
  • Hot tub
  • Breakfast included
  • Kitchen
Bean Point Bliss by Duncan Real Estate

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in and check-out are available

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

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
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 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.

Property is also known as

Gulf Of Mexico Pine Ave
Close to Gulf of Mexico Pine Ave
Close to Gulf of Mexico Pine Ave.
Close to Gulf of Mexico and Pine Ave. Anna Maria
Close to Gulf of Mexico and Pine Ave. Private vacation home
2771-221289

About the area

Map
Anna Maria, FL

What's nearby

  • Island Players - 3 min walk - 0.3 km
  • Anna Maria Island Museum and Historical Park - 3 min walk - 0.3 km
  • Anna Maria City Pier - 9 min walk - 0.8 km
  • Bayfront Park - 9 min walk - 0.8 km
  • Bean Point Beach - 15 min walk - 1.3 km

Getting around

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

Restaurants

  • ‪The Ugly Grouper - ‬5 min drive
  • ‪The Sandbar Restaurant - ‬4 min walk
  • ‪The Waterfront Restaurant - ‬7 min walk
  • ‪Ginny's & Jane E's - ‬4 min walk
  • ‪North Shore Cafe - ‬2 min walk

Frequently asked questions

Does Isle Relax: Close to Gulf of Mexico and Pine Ave. have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Isle Relax: Close to Gulf of Mexico and Pine Ave. pet-friendly?

No, pets are not allowed at this property.

How much is parking at Isle Relax: Close to Gulf of Mexico and Pine Ave.?

On-site parking is available at the property.

What time is check-in at Isle Relax: Close to Gulf of Mexico and Pine Ave.?

Check-in begins at 3:00 PM.

What time is check-out at Isle Relax: Close to Gulf of Mexico and Pine Ave.?

Checkout is at 10:00 AM.

Where is Isle Relax: Close to Gulf of Mexico and Pine Ave. located?

Located in the heart of Anna Maria, this holiday home is within a 15-minute walk of Anna Maria Island Museum and Historical Park and Bean Point Beach. Island Players and Palmetto Avenue Beach are also within 5 minutes.

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Reviews

January Special: Golf cart included when arriving between Jan 5th-31st 2026 Reviews

9.4

Exceptional

9.6

Cleanliness

9.8

Location
Rating 10 - Excellent. 22 out of 28 reviews
Rating 8 - Good. 3 out of 28 reviews
Rating 6 - Okay. 3 out of 28 reviews
Rating 4 - Poor. 0 out of 28 reviews
Rating 2 - Terrible. 0 out of 28 reviews

Reviews

10/10 Excellent

Kelly O.

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

Close to everything!

Love the place and the location. So close To the beach and shops restaurants! Wonderful stay!
Stayed 4 nights in Apr 2022

10/10 Excellent

Diane W.

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

Relaxing Retreat

This location was perfect for us and we will probably rent it again
Stayed 4 nights in Oct 2022

10/10 Excellent

Brianne C.

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

Great Vacation

We had a great time. We enjoyed the house and the location. We would rent from SATO again.
Stayed 5 nights in Mar 2024

10/10 Excellent

Sarah N.

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

An island oasis!

A beautiful, spacious and very comfortable home with a great location and a lovely, private back-yard oasis! We would definitely stay here again!
Stayed 4 nights in Feb 2022

10/10 Excellent

Carrie D.

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

Charming Beach House

We had a great stay at this property. It’s in a good location, about a 5+ minute walk to the beach. The home was well-appointed, spacious and clean. We enjoyed the pool and ping-pong table when we weren’t at the beach.
Stayed 5 nights in May 2022

10/10 Excellent

Patricia T., Seneca, SC

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

Restful break

Very clean and private home. Back yard and pool were ideal for lounging. Also enjoyed the screened porch. Best location to all shops and restaurants. We thoroughly enjoyed our stay here.
Stayed 14 nights in Sep 2023

8/10 Good

Cindy C.

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

Wonderful location

Great location and great response for any needs or questions from property owners. We were low on supplies for things like toilet paper also glassware was a bit low. The pool was beautiful however the fire pit was rusted and didn’t work. There was a strong chemical smell when entering but got used to it. Mattress
Stayed 6 nights in Mar 2025

10/10 Excellent

Emily S., Cincinnati, USA

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

Great experience on AMI

Everything was perfectly as advertised! Loved the heated pool and the screened-in balcony overlooking the back…ate almost every meal out there. Location on AMI was awesome, and close to everything. Would stay here again!
Stayed 7 nights in Mar 2022

10/10 Excellent

Kristy N.

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

Excellent location

This was an excellent location, a few blocks from the beach and one block from shops and restaurants, a few blocks from the pier. There is a wagon and beach chairs in garage. The view from back, screened in porch is amazing and feels tropical. The pool area is like a dream. Beds were comfy. Highly recommend.
Stayed 4 nights in Mar 2024

10/10 Excellent

Christen S.

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

Location and pool

Great house with easy access to beach and overall great location. Loved the pool! It was just our family of four, but could have fit more but not another whole family. Only things that were missing were beach towels and a blender.
Stayed 7 nights in Jul 2022

10/10 Excellent

Iris M., Charleston, SC

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

Perfect location and beautiful home

For our family, this was the perfect place. The layout was open with comfortable furniture and good lighting. The house was clean and the beds comfortable. Garage parking was nice and there is a ping pong table in the garage. The pool was wonderful! You can walk to the beach or the bay and it’s one block from the main strip in Anna Maria. We will be back for sure!
Stayed 4 nights in Jun 2023

10/10 Excellent

Ashley A., Springfield, IL

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

Summer vacation

This house is perfect for a family! The sleeping arrangements were perfect and everyone had their space. The location of this home is beyond perfection! We were able to walk to the gulf side and the bay side. The wagon and other beach toys/chairs made it super convenient for a beach day. We absolutely loved our stay and look forward to renting with you again!
Stayed 4 nights in Jun 2023

10/10 Excellent

Terri B.

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

Great pool and location

Last minute great find close to everything. Pool was nice and private. Kitchen could use more dishes/glasses. House dark at night. Outside porch lights would be helpful. Otherwise would stay again!
Stayed 4 nights in Jul 2022

10/10 Excellent

Tina M., The Artic, Northern Minnesota

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

Moms on the Loose

Four of us moms traveled to Anna Maria. None of us had ever been there. We had a great time and enjoyed the house and pool. The only thing I would say, like other reviewers, is the kitchen is very lacking in supplies.
Stayed 4 nights in May 2022

10/10 Excellent

beth b.

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

Great stay!!

Even with the cold and rain earlier in the weekend, which was out of the ordinary, we had a great time. Location was convenient to the beach and Pine Avenue shops. Several restaurants within walking distance-we watched the sunset at the Sandbar on the beach. The home was just wonderful!! Very clean and nicely decorated, the pictures don’t do it justice. We didn’t use the pool due to the weather but we did sit out on the screened in porch and enjoyed the quietness. Can’t wait to go back to AMI and will check on this property again.
Stayed 4 nights in Nov 2021

10/10 Excellent

Anne R., Highlands Ranch, Colorado

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

Great location for a relaxing vacation

We loved the vibe of Anna Maria! And this house was in the perfect location! The beds and other furniture were very comfortable and clean. Our family of 6 adults and had plenty of space and loved walking everywhere exploring AMI. At night and with morning coffee, we loved sitting out on back deck. The pool was very refreshing and nice space to relax. I read the reviews prior to our visit and I would concur - a little extra clean up of backyard and a few extra plates, silverware and dishes would have been nice, but it’s a rental in Florida and I’ve come to expect these minor issues here. Overall, we definitely would recommend this property.
Stayed 4 nights in Jun 2023

10/10 Excellent

Laura R.

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

it's perfect!

The location was perfect! (would book again for the location alone) The neighborhood is nice. The pool and yard are the perfect size and although the neighbors are close, the landscaping makes it so quiet and private. The house is perfectly laid out and clean. The screened-in porch was great, we finished out every night just sitting out there listening to the breeze. The wagon and chairs for the beach were game-changers! Would definitely stay here again. If you are thinking you might want a golf cart, wait until you get there. After staying here, it doesn't seem necessary. Might take longer to find a parking spot some days than it would to walk.
Stayed 3 nights in Apr 2024

6/10 Okay

allison b.

Liked: Check-in, communication, location

Superb Location, Property Needs Work

The location of this rental was ideal - close to restaurants, beaches, sunrise, sunset. The area was generally quiet although there is a significant amount of construction in the area. The home itself is a bit tired - the details matter when renting a home away from home. Very few kitchen items were available, only 1 extra blanket in the home, limited supplies for paper, toiletries, laundry, requiring time away to locate and purchase. The exterior is in need of love - the sliding screen on main bedroom was off and sitting to side of door, siding was covered in dirt, outside was poorly lit front and back, and windows didn’t open. Overall, good bones but needs some TLC and a more detailed, comprehensive vacation package for renters.
Stayed 5 nights in Jan 2023

6/10 Okay

Heather M.

Liked: Cleanliness, check-in, communication, location

Great location- in need of an update

Upon arrival we could not access the home as the garage key pad and door key pad wasn’t working. Light bulbs burnt out on entry light. Those two issues were fixed by property management, but should have been prior to our arrival. 2nd bedroom has a full bed not a queen. Bath mats and rugs had backing and caused a few falls that we could have easily avoided with a bit more care by property owners. Hose was bent on end and prevented us from using the outdoor shower.
Stayed 3 nights in Aug 2024

8/10 Good

Patricia H.

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

Great location, and clean

Very accessible to beach and shops. Property is taken care of by real estate company so troubleshooting issues is during business hours. Access to property is a code is sent to you 15 minutes prior to check in time. Beach chairs that are mentioned in property description, 3 out of 4 are broken. Having a property with beach chairs and short distance to beach was one of the reasons we selected this property. Also one of the patio lounges is broken. Management Company suggests renting beach chairs. Beach towels can be found in rectangle basket in living room. Extra towel sets can be found under sink in main bathroom. Josh from property company did respond with answers to questions.
Stayed 4 nights in Nov 2022

8/10 Good

Verified traveller

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

Great getaway

Everything was as advertised in the photos. House is in a great location with many restaurant near by and a quick walk to the beach. I reached out to management company during our stay one time to report a broken hair dryer and it was replaced within hours, which was fantastic. Prior to our arrival, I also reached out about beach chairs and umbrellas due to what I read in a prior review. The description mentions beach chairs, toys, etc but a recent review stated chairs were broken. Having chairs was a main reason I chose the property as I did not want to incur additional expense renting them. I was advised they were not required by the management company but the owners were at the property and confirmed chairs were available and useable. There were chairs, but they were camping chairs. Not at all beach chairs as expected. Some people may not have minded but they didn’t meet my expectation for what is typically provided in other rentals I stay in. Overall, property is very nice and has a great setup both inside and outside. We cooked in a few times and used the grill and stove and found everything to be adequate. Thanks for a great week.
Stayed 7 nights in Mar 2023

6/10 Okay

Christine S.

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

308 spring ave

Overall the place was nice however the backyard has several dead trees and bushes that made it look very old
Stayed 5 nights in Apr 2022

10/10 Excellent

Jon D.

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

Excellent home and location for our needs.

Loved the proximity to all the amenities....shops, beach, restaurants. We will definitely be back!
Stayed 4 nights in Oct 2021

10/10 Excellent

Amanda R.

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

Perfect Anna Maria Oasis

What a wonderful representation of the island. Decor was spot on! Beds and linens comfortable and cozy. We appreciated all the little details, the sweet books that featured shells and birds of Florida were a nice touch. Also the pool, was delightful! Thank you for being amazing hosts. We are ready to come back! Sincerely, The Rogers Family
Stayed 5 nights in Sep 2021

10/10 Excellent

Melanie & Jeff B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Jun 2025