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Cuddlefish Cove: Heated Pool, rooftop deck, gorgeous views!

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Pool
Pool
Pool
Exterior
Exterior

Reviews

9.2 out of 10
Wonderful
3 bedrooms3 bathroomsSleeps 6

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Rooms & beds

3 bedrooms (sleeps 6)

3 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Porch or lanai
Kitchen
Garden

About this property

Cuddlefish Cove: Heated Pool, rooftop deck, gorgeous views!

Cuddlefish Cove Your flip flops have found a new retreat by the beach! Stay for a week or a month at this dazzling Key West inspired, 3 bedroom beach house with New heated pool, all within minutes from the most amazing beach on the Gulf of Mexico. You will feel relaxed within minutes of arriving!

The morning sun illuminates the open sitting and dining area where large ceiling fans provide a relaxing breeze that you’ll come to love at Cuddlefish Cove. The large, well appointed kitchen with fully equipped stainless steel appliances is inviting and the long island bar is where friends and family will gather. Looking for that perfect place for afternoon cocktails? Sneak away to the rooftop deck with fabulous views of the Gulf of Mexico and Tampa Bay.

As a place to be inspired and relaxed you’ll find all the amenities of home including: large screen TV, DVD, wireless internet, and washer/dryer. Enjoy your afternoon siesta in one of three bedrooms with all new ensuite bathrooms, comfortable beds and walk out decks. The main floor master suite with luxury mattress king bed has a gorgeous Juliet balcony to enjoy the tropical breeze. The main floor boasts two bedrooms one with a king size bed and walk in shower and the other bedroom with twin beds and full bath.

A new heated pool surrounded by a garden full of palms and hibiscus is perfect to enjoy the sun as well as a covered lanai by the pool is perfect for those who want to get out of the sun! A perfect blend of interior meets the outdoors with relaxing patio furniture and a large flat screen television.

Take a walk, bike or free trolley to the village and stop in one of the beach side cafes, Ice-cream, or boutiques, famous piers and so much more! Take the virtual tour and see why Cuddlefish Cove will become your family and friend’s special place on the Island. Sleeps six.

***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.

"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.

VRC16-000222
Our prices include all fees. No hidden fees.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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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

We should mention

A car is recommended for transportation to and from this property

About the neighborhood

Holmes Beach

Located in Holmes Beach, this vacation home is near a water park. The area's natural beauty can be seen at Bean Point Beach and Anna Maria Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Discover the area's water adventures with scuba diving, water tubing, and parasailing nearby, or enjoy the great outdoors with ecotours.
View more Vacation Homes in Holmes BeachOpens in a new window
Map
Holmes Beach, FL

What's nearby

  • Palmetto Avenue Beach - 6 min walk - 0.6 km
  • Bradenton Beach - 6 min walk - 0.6 km
  • Island Players - 18 min walk - 1.6 km
  • Anna Maria Island Museum and Historical Park - 3 min drive - 2.1 km
  • Bean Point Beach - 4 min drive - 2.7 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 42 min drive

Restaurants

  • ‪The Ugly Grouper - ‬3 min drive
  • ‪Anna Maria Island Beach Cafe - ‬6 min drive
  • ‪The Sandbar Restaurant - ‬18 min walk
  • ‪The Waterfront Restaurant - ‬4 min drive
  • ‪Ginny's & Jane E's - ‬15 min walk

Frequently asked questions

Does Cuddlefish Cove: Heated Pool, rooftop deck, gorgeous views! have a pool?

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

How much does it cost to stay at Cuddlefish Cove: Heated Pool, rooftop deck, gorgeous views!?

As of Mar 22, 2026, prices found for a 1-night stay for 2 adults at Cuddlefish Cove: Heated Pool, rooftop deck, gorgeous views! on Apr 13, 2026 start from $329, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Cuddlefish Cove: Heated Pool, rooftop deck, gorgeous views! pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Cuddlefish Cove: Heated Pool, rooftop deck, gorgeous views!?

Check-in begins at 3:00 PM.

What time is check-out at Cuddlefish Cove: Heated Pool, rooftop deck, gorgeous views!?

Check-out is at 10:00 AM.

Where is Cuddlefish Cove: Heated Pool, rooftop deck, gorgeous views! located?

Situated in Holmes Beach, this vacation home is within a 10-minute walk of Palmetto Avenue Beach and Bradenton Beach. Island Players and Anna Maria Island Museum and Historical Park are also within 1 mi (2 km).

Reviews

9.2

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 13 out of 20 reviews
Rating 8 - Good. 6 out of 20 reviews
Rating 6 - Okay. 0 out of 20 reviews
Rating 4 - Poor. 1 out of 20 reviews
Rating 2 - Terrible. 0 out of 20 reviews

8.2/10

Cleanliness

9.8/10

Check-in

9.2/10

Communication

9.2/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kathy S.

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

Great location

Cuddlefish is a great location. Easy walk to the beach and a short ride to town or the fishing piers. This house was very comfortable for 3 couples. Lots of space to get together but room for privacy also.
Stayed 14 nights in Feb 2024
Verified

8/10 Good

Dawn S.

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

Lovely home

We had a great time. The beds are COMFORTABLE. The showers are awesome with great water pressure. Kitchen had everything we needed. Only wish the windows had screens so we could let fresh air in and turn off the AC.
Stayed 7 nights in Feb 2021
Verified

10/10 Excellent

Gregg K.

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

Highly recommend this property

Great overall experience! Easy booking, check in and check out. Great house in excellent location. The TV outside by the pool was not working, sent an email and they were at the property within 15 minutes to fix the issue. We had a wonderful vacation at this property, we will be back and highly recommend others check it out. Thank for everything!!
Stayed 7 nights in Dec 2022
Verified

10/10 Excellent

Jesse L.

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

Perfect

We rented this location for our honeymoon, and it was absolutely perfect. Check in was simple and easy, the island was beautiful, the home was beautiful. The home was clean, water pressure was great, we had no issues at all. We are now considering a family trip with the kids to this location. It was a great experience.
Stayed 7 nights in Jan 2020
Verified

8/10 Good

Brian V.

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

Beach vacay

House was nice and as pictured except the master bedroom has been updated. Some annoying things were the extremely limited paper supplies (no kleenex, one roll of tp per bathroom, 2 garbage bags). Another annoyance was not being able to set the AC lower than 74. The master BR is hot!
Stayed 4 nights in May 2022
Verified

10/10 Excellent

Sherri M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house great location!
Stayed 7 nights in Feb 2026
Verified

4/10 Poor

john s.

Liked: Listing accuracy
Disliked: Cleanliness, communication

Always check if there’s major construction going on next door before renting

There was ongoing construction of an in ground pool within in 10feet of the rental’s pool and patio. The noice and the smell was unbearable. We couldn’t use the pool or sit outside.
Stayed 21 nights in Mar 2022
Verified

8/10 Good

Brenda B.

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

Family relaxation

We enjoyed the pool and sitting area. Great breeze every night. Loved the 3 bedrooms and bathrooms. Would have been nice to have a sheet that gave us closest beach entrance /closest trolley stops north bound and south bound and closest pharmacy and closest hospital. Not just phone number. When you have little ones and cell phone didnt always work nice to have that option in the house. We enjoyed our time wasnt far from beach once we figured it out. Pool was not as big as pictures showed but decent size for 2 young kids. Loved the area by the pool to chill . Was in shade nice breeze.
Stayed 7 nights in Oct 2021
Verified

10/10 Excellent

Rebekah C.

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

Great Property

Loved the pool and outdoor area.
Stayed 7 nights in Apr 2021
Verified

10/10 Excellent

Michael P V.

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

My Stay on Marina Drive

The house is great. It has lots of room and it also has a rooftop deck. That is a great addition to the rest of the house. The sun was limited on the pool due to trees all around but the pool was also great. Kitchen lacked good pots and pans if you decide to cook but we ordered out most of the time. Plenty of room to sit in the kitchen and outside near the pool. It is close to the free bus that runs up and down the island. Location is quiet and Pine Street is walkable if you want to get some good pastry near the Sandbar and a good walk in the AM. Beach is approximately 10 minute walk. Property is handled through a Realtor who is very attentive and responsive to questions and needs.
Stayed 14 nights in Mar 2021
Verified

10/10 Excellent

Martha B.

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

Very enjoyable stay!!!

We had a great experience at this property. Quiet location, 5 minute walk to beach. Some new furniture has been added, living room now has a sectional sofa. Very comfortable beds, had everything we needed, including beach chairs, beach towels, beach umbrellas, and a cart to wheel to beach. Directions say to keep the air conditioning temperature at 74°, which we did, so our only request would be to add a couple of additional floor fans to help with cooling. Highly recommend Cuddlefish Cove!
Stayed 7 nights in Feb 2020
Verified

10/10 Excellent

Huoy A.

Nice Place

The house is very nice and clean. The house is spacious and comfortable. Easy check in and out. We had a wonderful time. Thank you.
Stayed 7 nights in Apr 2019
Verified

8/10 Good

Verified traveler

Delightful week on Anna Maria Island

Very much enjoyed our stay at Cuddlefish Cove. The neighborhood was quiet, The private pool was a wonderful treat. Being close enough to the beach to enjoy sunset was a real treat. There was plenty of seating in the open concept living area. We treated ourselves - took advantage of the number of restaurants in the area - no cooking. I cannot comment on the how well stocked the kitchen was. The downside was the inadequate A/C in the top floor master bedroom, which is the reason for 4 stars instead of 5. The addition of a small A/C wall unit would be a good idea.
Stayed 7 nights in Apr 2019
Verified

10/10 Excellent

John C.

Fantastic Beach Retreat

The beach retreat met all our expectations and more, look forward to booking it next season, thank you for a wonderful vacation, John
Stayed 14 nights in Mar 2019
Verified

8/10 Good

Sian R.

Lovely property.

This property has a great location close to the beach. It was spotlessly clean and is nicely maintained. The lay out was great for our family and the furniture and décor are tasteful and beachy. The people at the property management company (Sato) were very pleasant and helpful. My only issue with this property is that there were instructions not to set the air conditioning below 72 degrees. This meant that the house was never really cool enough for our family.
Stayed 14 nights in Dec 2018
Verified

10/10 Excellent

Beth J.

Lovely home.

The house was spacious, comfortable, and clean. The pool was nice and warm and everything was in working order. A lot of natural sunlight in a quiet neighborhood. We would definitely stay in this home again. Great time!
Stayed 6 nights in Dec 2018
Archival

8/10 Good

Janne K.

We had a great vacation here

A beautiful house and a good location with respect to the beach, about 10 minutes walk away. Car required. All questions we had was sorted quikly. The reason for not giving 5 stars is that we prefer king size beds, a few things were broken, but it was of minor importance as we had a wonderful stay. Recommend this house.
Stayed 7 nights in Jun 2017
Archival

10/10 Excellent

March Break 2012 Family Vacation

We visited CuddleFish Cove from the referral of another family. We visited Florida last March break and spend a few hectic days at Disney before driving to Anna Maria Island. The house exceeded our expectations. It is beautiful, clean and spacious and if anything looks better then the pictures. There is 2 large spacious bedrooms on the main floor. One has a queen bed with the most amazing shower ( multiple heads)- the other bedroom has twin beds and a large enjoining bathroom. Upstairs there is a master suite with another large bathroom with a large shower. All bedrooms have TV's. The main floor is very spacious and was perfect for our family with 2 small kids age 6 and 8. The kitchen is bright and has everything you need, including laundry. Most days we had breakfast and lunch in and ate dinner out. There is a large screen tv and a library with movies ( you can also rent on the island) as well as wifi access. The pool is very nice and they have loungers around the deck area. Many afternons after spending the morning at the beach I would lay on a lounger while the kids swam.. perect way to end a day. The beach is 5-7 min walk away, very accessible and beyond beautiful. The beaches have white sand and plenty of room for the kids to run and play. The island itself is beautiful, quite and quaint. We would venture out to Genny and Janies for breakfast which I highly recommend! For dinner we ate a couple of time at the Sand Bar. We had a table basically on the beach and could see the sunset- it was awesome- true florida!!! We had a fantastic time and would definately rent this same property again.
Archival

10/10 Excellent

Girls Weekend Away

We absolutely enjoyed our Girls Week Away at Cuddlefish Cove. The house is bright and modernly equipped with an beautiful pool to splash around in. The 3 bedrooms accomodated all 5 of us girls perfectly. We were only minutes away from the beautiful almost virgin beaches on either side of the island. We especially enjoyed the local restaurants where we went for brunch and dined at a different one almost every night. The sunsets were gorgeous! I have recommended Cuddlefish Cove to all my friends, and we are definately coming back.
Archival

10/10 Excellent

The Cuddlefish Experience

What a beautiful home and a great place to visit. I was there for a few days with the girls,no husbands and no children. It was just what we all needed, We ate at some great places along the beach, shopped at the outlet mall in Ellenton (a few times!!!), walked along the beach and swam in the ocean. The weather was perfect. Its location is great if you arrive via air into Tampa - very easy to get to. Cuddlefish Cove has all you would need for a great get a way for a family or just chillin with friends - enough privacy for everyone. It truly could not have been more idyllic. Would definately go there again.

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