See all properties
Entire home

Spacious Canal front Home with Pool, Perfect For Family Vacations!

Vacation home near Anna Maria Beach in Anna Maria

Choose dates to view prices

Photo gallery for Spacious Canal front Home with Pool, Perfect For Family Vacations!

A modern kitchen with a large island, white cabinetry, and a dining area with a white fence and outdoor seating.
A modern kitchen with a large island, bar stools, white cabinets, and a view of the outdoors.
A wooden dock extending over a calm waterway, with a boat docked at the end.
A spacious balcony with a dining area, white curtains, and a view of palm trees and buildings.
A swimming pool with a white building, a balcony, and palm trees.

Reviews

8.8 out of 10
Excellent

Entire home

4 bedrooms2 bathroomsSleeps 82092 sq ft

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

View in a map
Anna Maria, FL
  • Place, Anna Maria City Pier
    ‪11 min walk‬
  • Place, Anna Maria Island Museum and Historical Park
    ‪18 min walk‬
  • Place, Bean Point Beach
    ‪2 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪41 min drive‬

Room options

About the neighborhood

Anna Maria

Seaside stay .Within a 10-minute walk of the vacation home, you'll find Bay Boulevard Beach and Anna Maria City Pier. Also, Bayfront Park is within half a mile (1 km) and Anna Maria Island Museum and Historical Park is within 2 miles (3 km).
View more Vacation Homes in Anna MariaOpens in a new window

What's nearby

  • Anna Maria City Pier - 11 min walk - 0.6 miles
  • Bayfront Park - 14 min walk - 0.8 miles
  • Anna Maria Island Museum and Historical Park - 18 min walk - 1.0 mile
  • Bradenton Beach - 1 min drive - 0.5 miles
  • Bean Point Beach - 2 min drive - 1.1 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 49 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬10 min drive
  • ‪The Ugly Grouper - ‬7 min drive
  • ‪Wicked Cantina - ‬14 min drive
  • ‪Ginny's & Jane E's - ‬14 min walk
  • ‪The Waterfront Restaurant - ‬6 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Spacious Canal front Home with Pool, Perfect For Family Vacations!

Gypsy Sol by Anna Maria Island Accommodations
VR18-000034

Welcome to Gypsy Sol, your ultimate Anna Maria Island escape! This four bedroom, two bath canal front vacation home is packed with fun and relaxation, featuring a private pool, hot tub, and ping pong table for endless entertainment. Just a short stroll from Pine Avenue’s charming boutiques, shops, and waterfront dining, and less than a mile from Anna Maria beaches, this tropical home makes vacation a breeze. With stunning Gulf Coast water views and cozy vibes, Gypsy Sol is perfect for families and friends seeking comfort, fun, and an easy, unforgettable getaway!

Highlights
• Canal front home with dock
• Access to Bimini Bay and water activities 
• 4 Bedroom / 2 Bathrooms
• 3 Kings, 2 Twin Beds
• 15-minute walk to the beaches 
• Private Pool and Hot tub
• BBQ grill
• Game room, Ping pong 
• Short walk or bike ride to Pine Avenue shops, restaurants, and local attractions 
• 4 Parking Spots
• Outdoor dining at screened lanai off kitchen area

Step outside into your tropical backyard haven. Relax in the heated pool or unwind in the hot tub after a day of adventure. The outdoor patio features a grilling area, seating for dining, and a balcony overlooking the tranquil canal. Paddle along the canal straight from your backyard, stroll to the vibrant Pine Avenue, or catch the free island trolley to the nearby beach. Whether you crave blissful relaxation or exciting island adventures, every day here flows effortlessly.

Inside, the home features an open and airy living space with abundant natural light and scenic tropical views. The living room is furnished with plush sofas and TVs, perfect for unwinding or watching movies. The fully equipped kitchen boasts plenty of counter space, a kitchen island with seating, and overlooks the dining area, outdoor patio, and lush backyard, ideal for preparing and enjoying island-inspired meals or takeout.

The primary bedroom is a relaxing retreat with a king bed, patio access, TV, and ensuite bathroom with double vanities and a walk-in shower. Two additional bedrooms each feature king beds and TVs, while the fourth bedroom includes a set of twin beds, perfect for kids or single travelers. The second bathroom offers a shower and tub combination.

Room Details
• Primary Bedroom (2nd floor): King bed, ensuite with walk-in shower 
• Second Bedroom (2nd floor): King bed
• Third Bedroom (2nd floor): King bed
• Fourth Bedroom (2nd floor): Two twin beds

Rent kayaks or paddle boards to explore Bimini Bay, or plan an exciting tour of manatees, dolphins, or fishing adventures. Nearby shops, restaurants, and beautiful beaches make every day a new opportunity for fun and relaxation.

Book Gypsy Sol now and indulge in a relaxing, water themed getaway on Anna Maria Island. With its scenic waterfront views, outdoor amenities, and prime location near beaches and local attractions, this home offers everything you need for an unforgettable vacation. Start living the island lifestyle, book now!


-
**Please note that boat lift and any onsite motorized watercraft are not available for guest use**

There are no pets allowed in this home.

*Please note: 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 AMI Accommodations, 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 Accommodations 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.

Similar properties

Deluxe Two-King One-Bedroom Suite | Premium bedding, pillowtop beds, minibar, cribs (free)
Driftwood at Anna Maria Island Inn
Holmes Beach
  • Pool
  • Parking included
  • Free WiFi
  • Housekeeping
4.3 out of 5, Excellent, 161 reviews
$163 nightly
The price is $184
Aug 26 - Aug 27
Total with taxes and fees
Driftwood at Anna Maria Island Inn

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Hot tub
  • Private hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 2 private bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Evening entertainment
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina
  • Near the sea
  • On the waterfront

Things to do

  • Arcade/game room
  • Heated pool
  • Personal motorized watercraft
  • Table tennis
  • 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
  • Snorkeling 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: 2,092 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in 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

  • No pets 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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property is also known as

506

Frequently asked questions

How close is Spacious Canal front Home with Pool, Perfect For Family Vacations! to the airport?

This vacation home is 20 mi (49-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.

Does Spacious Canal front Home with Pool, Perfect For Family Vacations! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Spacious Canal front Home with Pool, Perfect For Family Vacations! to the beach?

This vacation home is a short 2-minute walk from Bay Boulevard Beach and 1 mi (6-min drive) from Bradenton Beach. Don't forget your sunscreen!

Does Spacious Canal front Home with Pool, Perfect For Family Vacations! offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Spacious Canal front Home with Pool, Perfect For Family Vacations!?

No, there is no casino at this vacation home.

What time is check-in at Spacious Canal front Home with Pool, Perfect For Family Vacations!?

Check-in begins at 4:00 PM.

Is there free parking at Spacious Canal front Home with Pool, Perfect For Family Vacations!?

Free parking is not available at this vacation home.

Does Spacious Canal front Home with Pool, Perfect For Family Vacations! have a pool?

Yes, there's a private pool.

Does Spacious Canal front Home with Pool, Perfect For Family Vacations! have a spa?

There are no spa services available at this vacation home.

How close is Spacious Canal front Home with Pool, Perfect For Family Vacations! to downtown Anna Maria?

This vacation home is 0.3 mi away from Anna Maria.

Spacious Canal front Home with Pool, Perfect For Family Vacations! Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 16 out of 25 reviews
Rating 8 - Good. 6 out of 25 reviews
Rating 6 - Okay. 1 out of 25 reviews
Rating 4 - Poor. 1 out of 25 reviews
Rating 2 - Terrible. 1 out of 25 reviews

9.2/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Rita W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home was very nice and clean. Location was exactly as expected, close to beaches and restaurants. The pool and hot tub were perfect!Enjoyed our stay and Anna Maria Island.
Stayed 6 nights in Mar 2026
Verified review

10/10 Excellent

innovativebriant T.

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

Tarpon fishing trip

Perfect location and set up for us during are stay while fishing
Stayed 6 nights in May 2022
Verified review

8/10 Good

Kristen M.

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

Perfect for a family vacation

The property is in a good location. On a quiet street. Having a pool at the house was really nice.
Stayed 7 nights in Apr 2022
Verified review

10/10 Excellent

Amanda D.

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

Great Vacation

Good location on the north end of the island. Warm pool and hot tub. Very clean. Rooms as described. Would stay again. They have tons of pool toys and beach toys!
Stayed 5 nights in Mar 2025
Verified review

10/10 Excellent

troy s.

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

Our stay at Gypsy Sol

Our stay was fantastic!! Room was very clean. Pool area was great, it provided a lot of sun for the wife and plenty of shade for me. We had a minor issue with our air conditioner on our second day and they were at our room in 30-minutes to repair it. Plenty of room, next time we are bringing the whole family.
Stayed 4 nights in May 2025
Verified review

10/10 Excellent

Jerri T.

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

February Funstay!

Loved the quiet location with pool and canal out back! All essentials and more were right at hand! I decided to extend my stay one more day at the last minute and they were so friendly and accommodating! The whole process took one phone call and less than five minutes! Such a pleasant experience!
Stayed 4 nights in Feb 2024
Verified review

8/10 Good

Ben A.

fun in the sun!

great home, recently and tastefully remodeled. packed with what you need to live - pots, pans, etc. beautiful set up with the canal that empties into the bay and bay beach access just a block away. i recommend that the owner include bikes (easily rented by the week with delivery and pick up) and some outdoor games (cornhole, etc.). less than .5 mile to pine street restaurants and shopping. overall, loved the quiet isolation
Stayed 7 nights in Mar 2019
Verified review

4/10 Poor

Stephanie B.

Liked: Check-in, communication
Disliked: Cleanliness, listing accuracy
Poorly stocked, run down furnishings, beach equipment inadequate. This property has a beautiful canal location. The house itself was clean, however it is very musty smelling and the furnishings are old and mismatched. The house is poorly stocked- no commonly used items - seasonings/plastic bags/garbage bags/foil/laundry detergent; etc. things that could easily be left between renters. Beach items - NO COOLER - you can’t walk to the beach so we wanted to pack a lunch but no cooler. NO beach toys of any kind- shovels/buckets/boogie boards. Very few beach chairs/ had to call for an umbrella. The outdoor ping pong table was broken. No kayaks or SUPs for canal access. For the price this house should have more high end furnishings with more many more amenities. Have stayed at island homes many times and found the lack of attention to detail, lack of beach items, and the feeling of being nickeled and dimed very disappointing.
Stayed 5 nights in Mar 2026
Verified review

10/10 Excellent

David R.

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

Let's do it again

This place had all the comforts of home as well as everything you would expect while vacationing. Plenty of space for families to enjoy the outdoor living and also fully equipped for indoor fun. Having the dock next to the pool gave us all a sense of unity, some swam in the pool, others used their own Kayak to enjoy the channel, others fished and caught two 20" drum fishes, which was our yummy dinner that evening. This place was much more than we expected. We will definitely be back. Thank you
Stayed 4 nights in Sep 2022
Verified review

10/10 Excellent

Lisa B.

Top Notch! Perfect location - Beautiful home!

This was our first visit to AMI. We were nervous about what to expect, but we fell in love with this adorable little island and will definitely be back! Gypsy Sol was the perfect home to enjoy everything the island has to offer. We could walk almost everywhere from the home. My kids enjoyed fishing off the dock and especially the gorgeous pool and hot tub. When we weren't enjoying the pool, we would go to the beach in front of the Sandbar restaurant. You could walk there but it was easy to find a parking spot so we drove. Renting golf carts for your stay is a good way to get around. Pine Street is easy to walk to and is filled with quaint adorable shops and food options. We had some of the best meals at The Waterfront Restaurant, The Rod and Reel Pier, Bridge Street Bistro, The Sandbar and breakfast at Ginny and Janes is a must. Everyone on the island was very friendly too. The home is impeccable and the decor is stunning. You won't be disappointed if you book this home!
Stayed 7 nights in Apr 2019
Verified review

2/10 Terrible

Maggie F.

Liked: Cleanliness, check-in, location
Disliked: Communication, listing accuracy

No resolution, very poor communication

The pool filter and hot tub were broken when we arrived. They sent 3 different repair people out who told us it needed a new part. It was never fixed our whole time of rental. We rented this home because one of our group as rods in his back and needed the hot tub at night. I even offered to send them X-rays. We had to call 5 times to get an adjustment to our rental bill with assurance they would get back to us. They still have not resolved this issue and every time I call they claim that a ‘manager has to approve’ or ‘a manager will call you back’ but we have yet to have a manager call back. I have to keep initiating contact and they still haven’t resolved this as of this writing. It has been 2 weeks since we left. If you rent a place with the key amenities in non-working order, you should adjust the bill in a satisfactory way. Things happen and things break, I understand that. But the way you handle it says everything about your company. There are PLENTY of places to rent from. At this point I would not rent another place that AMI Property Management company manages. Really disappointed that I’ll have to call again on Monday.
Stayed 5 nights in Apr 2022
Verified review

6/10 Okay

Brenda O.

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

Good location, Nice house, need some attention

We enjoyed the house, loved the pool. Thought the location was great. We enjoyed all the room and that the house was stocked with a lot of cooking pots/pans in the kitchen. The decor and design of the house is perfect for a beach home. There were several items that require some attention or cleaning and took away from our enjoyment of the stay though. A better broom to clean the beach sand off of the floor would’ve been nice. Inevitably, we would have sand on our feet when we went to bed. Frustrating. When we used the washer and dryer to clean the towels it sounded much like a helicopter taking off of the roof. Wash your laundry while you’re away, not at night. The doors to the deck are VERY hard to open and close. Theres no shelves in the freezer so utilizing the freezer was interesting. The furnace fan seems to run constantly and makes an odd gurgling noise that doesn’t seem right. There was black dog hair on the rug in the living room and on the beds in the “kids” room. With no vacuum available, we were unable to clean that and the baby ended up with runny nose and eyes. The neighborhood lanscaping crew uses a loud leaf blower from 8 or 9 am until 3 most days. Theres two homes being built/remodeled in the cul de sac so you’ll hear screw guns and hammering all day as well. The main purpose of this trip was the beach thankfully, so we were gone most of the time and spent very little time at the house. Otherwise, these minor inconveniences would’ve seemed larger.
Stayed 9 nights in Dec 2023
Verified review

10/10 Excellent

Erica H.

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

Quiet Neighborhood

Great place to stay with a family. Lots of amenities. Very clean. Great location. Would've been great if the property owner would let us use their golf cart!
Stayed 6 nights in Jan 2022
Verified review

10/10 Excellent

Lauren W.

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

Beautiful Home!

This house was perfect for our September stay. It’s decorated nicely and is open. Home was immaculately clean. Lots of beach towels, chairs, a couple fishing rods, and more, we’re provided. Would love to return!
Stayed 7 nights in Sep 2021
Verified review

10/10 Excellent

Melissa I.

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

Vacation 2021

We had an amazing vacation! The house and property were beautiful! Would love to come back again.
Stayed 7 nights in May 2021
Verified review

10/10 Excellent

Tyson W.

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

Beach Vacation

Beautiful house with an amazing outdoor area. Had an amazing time with my wife and 3 kids. House is at the end of a quiet cul de sac. House was clean and management company checked in prior to our visit and during to see if we needed anything.
Stayed 7 nights in Oct 2020
Verified review

10/10 Excellent

Ric P.

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

AMAZING GETAWAY PROPERTY....

This is a beautiful home in a quiet neighborhood! We will definitely come back. We have 2 suggestions for the owner / mgmt company: Outdoor Trash receptacles were full and full of maggots - not sure if previous renters were supposed to put trash out on curb for pick up. Thermostat - we kept getting an ALERT on thermostat and temp would stay at about 76 although we would set at 72 at night and made sure all doors were kept closed. We did run out of Butane on day one but property mgmt replaced the tank right away. Thank you so much for sharing your home with us...look forward to the next trip to Anna Maria.
Stayed 7 nights in Aug 2020
Verified review

10/10 Excellent

Tracy D.

Liked: Cleanliness, communication, location, listing accuracy

Loved it!

Great house and great location. We were able to walk to the bay side and ice cream and restaurants. The walk to the gulf side is a bit longer. Probably 20 min at least. We ended up driving and parking everyday down to the gulf side because it was a better beach for the kids and clearer water. But we were able to find parking pretty easily. I wish the main living room tv was set up with Netflix but it’s an older tv. Two bedrooms had smart TVs that we got Netflix and Disney+ which was great. . One tv wouldn’t connect to the WiFi but overall we weren’t watching that much tv. The backyard was great. Awesome pool and spa and the kids loved fishing off the dock.
Stayed 7 nights in Mar 2020
Verified review

10/10 Excellent

Maria H.

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

New favorite VRBO

Everything worked out great with our recent stay. The property management company was fantastic to work with, the home was even more beautiful in person than on-line. The location was fantastic.
Stayed 14 nights in Aug 2019
Verified review

8/10 Good

John T.

Good property close to beaches and restaurants

Property was great for 4 people. Well decorated and adequately supplied with linen etc. Pool area was ok but the pool was rather small. Could access to restaurants and great beaches.
Stayed 14 nights in Apr 2019
Verified review

8/10 Good

Verified traveler

Excellent location!

This house was amazing!the only thing I would do is dedicate a cabinet for spices, salt and pepper at least.also do your Wal-Mart shopping before going to Anna Maria as the traffic can be pretty bad.the cleaners sure could do a lil better job on the floors. All and all Anna Maria is gorgeous!!
Stayed 7 nights in Feb 2019
Verified review

8/10 Good

Timothy D.

Very clean and spacious. Great location.

We all loved it very much
Stayed 14 nights in Jan 2019
Verified review

8/10 Good

Stephanie B.

We had a wonderful time, beautiful place to stay.

Everything was wonderful. When we first arrived I did need to do a little cleaning, keep in mind I have OCD so things that may both me may not bother you. We would definitely rent here again! The house is beautiful, well keepers, quite, and very relaxing.
Stayed 7 nights in Jan 2019
Verified review

10/10 Excellent

Big Adventure C.

Great place, nice location and well appointed

Would highly recommend this home. The property is very nice, beds were extremely comfortable and the accommodation were great. Its blocks from the pier and a great beach area. Walking distance to restaurants, ice cream shops, rental stores and shopping. The pool and hot tub were great, with plenty of sun deck area and shaded space to hang out and watch the kiddos play in the pool. Overall a great experience and would certainly visit this property again.
Stayed 7 nights in Aug 2018
Verified review

10/10 Excellent

Jamie R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Feb 2025

Explore More Ways to Travel with Travelocity