Title: Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! ๐ŸŒž Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! ๐ŸŒž ## Photo gallery for Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! ๐ŸŒž ![Outdoor pool, a heated pool - Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! ๐ŸŒž (Holmes Beach)](https://images.trvl-media.com/lodging/70000000/69760000/69754200/69754132/35e5bce4.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Smart TV, stereo - Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! ๐ŸŒž (Holmes Beach)](https://images.trvl-media.com/lodging/70000000/69760000/69754200/69754132/ce2dceaf.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, stereo - Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! ๐ŸŒž (Holmes Beach)](https://images.trvl-media.com/lodging/70000000/69760000/69754200/69754132/af5d51fd.jpg?impolicy=resizecrop&rw=297&ra=fit) ![2 bedrooms, desk, iron/ironing board, free WiFi - Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! ๐ŸŒž (Holmes Beach)](https://images.trvl-media.com/lodging/70000000/69760000/69754200/69754132/15c6088f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! ๐ŸŒž (Holmes Beach)](https://images.trvl-media.com/lodging/70000000/69760000/69754200/69754132/w1170h1553x0y0-519ee462.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies On the tranquil shores of Holmes Beach, Calypso invites you to unwind in its lush tropical backyard. Dive into the private heated pool with a waterfall, swim up to the tiki table, or simply relax at the new patio bar with an outdoor smart TV. This cozy coastal cottage is perfect for your beach getaway. ## Reviews 10 Exceptional ### Entire home 2 bedrooms2 bathroomsSleeps 61200 sq ft ## Popular amenities - Kitchen - Washing machine - Dryer - Pet-friendly - Free Wi-Fi ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! ๐ŸŒž "Calypso" is a Newly remodeled cottage with a lush tropical backyard, which boasts a Private Heated pool with Waterfall, Swim-up Tiki Table, Weber Grill, and New Patio Bar with 55" Outdoor Smart TV! Calypso is outfitted with a very cozy Coastal decor, to make you feel right at home during your stay on Anna Maria Island. The fully stocked kitchen offers white quartz countertops with Stainless Steel appliances. The Living Room- as well as both Bedrooms, are equipped with large Flat screen TV's for your viewing pleasure. The living room/tv area has a Queen size Sleeper sofa, which make this Awesome Villa sleep up to 6 Beachgoers. Driveway Parking for two vehicles. This is a perfect central Holmes Beach location, easy walking distance to several Restaurants, Taverns, shops, and recreational rentals! \* Bedroom 1: King with TV and Ensuite Bath + Private Patio on Floor 1 \* Bedroom 2: King with TV + Private Patio on Floor 1 \* Living Room: Queen Sleeper Sofa and regular sofa. ## Property amenities ### Beach - Beach nearby - Beach loungers - Beach towels ### Pool/Spa - Heated pool - Outdoor pool - Private pool ### Internet - Available in the villa: Free WiFi ### Parking and transport - Parking on site ### Kitchen - Blender - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Hob - Ice maker - Kitchen island - Microwave - Oven - Paper towels - Refrigerator - Spices - Toaster ### Bedrooms - 2 bedrooms - Bedsheets provided - Sofa bed ### Bathroom - 2 bathrooms - Bathtub or shower - Hair dryer - Shampoo - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Living room - Separate dining area ### Entertainment - Smart TV with cable/satellite channels - Stereo ### Outdoor areas - Barbecue grill - Fenced yard - Outdoor furniture - Patio ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk - Desk chair ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - Welcoming dogs only - Up to 9 kg per pet ### Suitability/Accessibility - If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking. - Single level property - Smooth flooring in public areas - Stair-free path to entrance - Upper floors accessible by stairs only - Well-lit path to entrance - Wheelchair-accessible path of travel - Smoke-free property ### Services and conveniences - Iron/ironing board - Phone ### Location highlights - Near a health/beauty spa - Near the marina - Near the sea ### Things to do - Golf - Heated pool - Basketball nearby - Birdwatching nearby - Ecotours nearby - Fishing nearby - Horseback riding nearby - Kayaking nearby - Motor boating nearby - Sailing nearby - Snorkelling 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 - At least 80% lighting from LEDs - Double-glazed windows - Unit size: 1,200 square feet - Water-efficient toilets ## Similar properties ![Deluxe Two-King One-Bedroom Suite | Premium bedding, pillow-top beds, minibar, iron/ironing board](https://images.trvl-media.com/lodging/95000000/95000000/94993900/94993833/0a78afbb.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Driftwood at Anna Maria Island Inn Holmes Beach - Pool - Parking included - Free Wi-Fi - Housekeeping 8.4 Very good 87 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-10&endDate=2026-03-11&selected=94993833&PinnedHotelID=94993833&HadPinnedHotel=true®ionId=-1&adults=2) ![Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/16000000/15740000/15739500/15739491/c50d8ef8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterline Villas & Marina, Autograph Collection Holmes Beach - Pool - Pet-friendly - Free Wi-Fi - Restaurant 9.6 Exceptional 91 reviews ยฃ669 includes taxes & fees 25 Feb - 26 Feb [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-25&endDate=2026-02-26&selected=15739491&PinnedHotelID=15739491&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/0a89d66d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cedar Cove Resort and Cottages Holmes Beach - Parking included - Free Wi-Fi - Air-conditioning - Laundry room 9.2 Wonderful 492 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-10&endDate=2026-03-11&selected=8099611&PinnedHotelID=8099611&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/e8c660d2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Palm Tree Villas Holmes Beach - Pool - Dryer - Parking included - Free Wi-Fi 9.2 Wonderful 172 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-10&endDate=2026-03-11&selected=5411119&PinnedHotelID=5411119&HadPinnedHotel=true®ionId=-1&adults=2) ![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/108000000/107700000/107697100/107697015/e637dbf8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Holmes Beach Condo Near Anna Maria: Pool Access! Holmes Beach - Pool - Kitchen - Washing machine - Parking included [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-10&endDate=2026-03-11&selected=107697015&PinnedHotelID=107697015&HadPinnedHotel=true®ionId=-1&adults=2) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94330000/94328000/94327951/c9605d49.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Walk to Beach: Home w/ Porch on Anna Maria Island! Holmes Beach - Pool - Kitchen - Washing machine - Parking included [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-10&endDate=2026-03-11&selected=94327951&PinnedHotelID=94327951&HadPinnedHotel=true®ionId=-1&adults=2) ![Studio (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/112000000/111960000/111956800/111956795/737b0f4a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Anna Maria Island Blue Bella Bliss - Private Heated Pool Holmes Beach - Pool - Kitchen - Washing machine - Dryer 10 Exceptional 1 review [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-10&endDate=2026-03-11&selected=111956795&PinnedHotelID=111956795&HadPinnedHotel=true®ionId=-1&adults=2) ![House, 2 Bedrooms | Lobby](https://images.trvl-media.com/lodging/96000000/95010000/95000900/95000895/f4d9136a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Salt Air East managed by Beach Retreats Holmes Beach - Pool - Washing machine - Dryer - Pet-friendly [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-10&endDate=2026-03-11&selected=95000895&PinnedHotelID=95000895&HadPinnedHotel=true®ionId=-1&adults=2) ![Condo, 2 Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/100000000/99370000/99368200/99368163/8086a66b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Seaduction Ami B 2 Bedroom Condo by RedAwning Holmes Beach - Washing machine - Dryer [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-10&endDate=2026-03-11&selected=99368163&PinnedHotelID=99368163&HadPinnedHotel=true®ionId=-1&adults=2) ![Townhome, 3 Bedrooms | Exterior](https://images.trvl-media.com/lodging/28000000/27530000/27524400/27524397/f5dba16f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sunkissed 3 Bedroom Townhouse by RedAwning Holmes Beach - Kitchen - Washing machine - Dryer - Parking included [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-10&endDate=2026-03-11&selected=27524397&PinnedHotelID=27524397&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-03-10&endDate=2026-03-11&selected=69754132&PinnedHotelID=69754132&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=69754132,94993833,15739491,8099611,5411119) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age - 23 ### 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 ### Rules \*No music outdoors after 10pm \*No loud music indoors after 10pm \*Pets not allowed on beds or sofas \*No parking on the grass \*No diving into the pool \*No running around the pool deck \*No tampering with pool equipment or temperature settings \*Please turn off pool light ### Pets Pets are allowed Service animals are welcome, and are exempt from fees Welcoming dogs only 1 total (up to 9 kg per pet) Restrictions apply; for more information contact the property on the number on the booking confirmation Note from host: small dogs only. Less than 20 lbs, no cats ### Children and extra beds Children are welcome Note from host: kids should be supervised by the pool at all times ### 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 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 UK consumer law, property booking services are not subject to the right of withdrawal. ### We should mention This property does not have any lifts ### Property is also known as Vrbo Property Holmes Beach Vrbo Property Private vacation home Vrbo Property Private vacation home Holmes Beach ## About the area Located in Holmes Beach, this villa 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. Make sure you get close to the area's animals with activities such as game walks and birdwatching. [Visit our Holmes Beach travel guide](https://www.expedia.co.uk/Holmes-Beach.dx55128) [View more Villas in Holmes Beach](https://www.expedia.co.uk/Holmes-Beach-Villas.d55128-aaVillas.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C27.50941%2C-82.71590&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=S9AIfmVTGVV_A98BzYgs_keBOEE=) Holmes Beach, 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](https://images.trvl-media.com/place/553248621565259960/4bf2b734-4aa3-4dfe-b672-837a32a859e6.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Bradenton Beach 6 min walk \- 0.4 miles - ![Sarasota_ManateePublicBeach_6296224-6](https://images.trvl-media.com/place/6296224/18840710-bafd-43ff-9c44-e17ae20fcfbf.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Manatee Public Beach 2 min drive \- 0.9 miles - ![Closed for Winter. Santa Cruz, California.; Shutterstock ID 539586901](https://images.trvl-media.com/place/553248621563219950/77164216-f43f-44c3-9283-b29b66691407.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) West Coast Surf Shop 2 min drive \- 1.1 miles - Island Gallery West 8 min walk \- 0.5 miles - Holmes Beach Beaches 14 min walk \- 0.8 miles ### Getting around - Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) 39 min drive ### Restaurants - The Ugly Grouper 2 min walk - Anna Maria Island Beach Cafe 20 min walk - The Sandbar Restaurant 5 min drive - Anchor Inn 4 min drive - Ginny's & Jane E's 5 min drive ## Frequently asked questions ### Does Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! ๐ŸŒž have a pool? ### Is Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! ๐ŸŒž pet-friendly? ### How much is parking at Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! ๐ŸŒž? ### What time is check-in at Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! ๐ŸŒž? ### What time is check-out at Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! ๐ŸŒž? ### Where is Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! ๐ŸŒž located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! ๐ŸŒž 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 information](https://www.expedia.co.uk/lp/b/content-guidelines) 10 - Excellent 12 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 9.8 Location ## Reviews ### 10/10 Excellent #### Timur F. 18 Nov 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect spot for a couple Great location. About 8 minutes walk to the beach. Great heated pool. Wery clean and wery private. Lot of food options within a walking distance. Golf cart on site. ##### Timur F. Stayed 7 nights in Nov 2023 ### 10/10 Excellent #### Elizabeth S. 6 Jan 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful Home The villa is beautiful and comfortable. The backyard is a paradise. Also, great location to shops and restaurants. I highly recommend renting the golf cart offered with this home. We had a blast driving it around the island. ##### Elizabeth S. Stayed 7 nights in Dec 2023 ### 10/10 Excellent #### Danielle M. 13 Nov 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Calypso Very clean house and yard. Perfect set up for a family. Excellent location, right in the middle of the island. You can take golf cart anywhere you want to go. Craig (Host) was very quick to answer any questions we had before and during our stay. We will definitely go back. ##### Danielle M. Stayed 7 nights in Nov 2023 ### 10/10 Excellent #### Fred F. 29 Oct 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### October Perfect set up for 2 couples. From the bedrooms (bath for each) out to the open space - to the beautiful tropical pool area. Like one large open space. ##### Fred F. Stayed 7 nights in Oct 2023 ### 10/10 Excellent #### Tracey Y. 10 Jan 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Lovely backyard, close to everything Perfect property for two couples with two master bedrooms. The backyard with pool was very private and lovely, a shame the pool heater had just been repaired so the water was too cold to enjoy. The backyard landscaping was fantastic, extremely private from the neighbors including the other side of the duplex. Craig was very responsive, we genuinely enjoyed our stay at lovely Anna Maria. ##### Tracey Y. Stayed 7 nights in Dec 2023 ### 10/10 Excellent #### Cynthia T. 18 Aug 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Clean, Comfortable & Convenient Location The property is very nice... clean, comfortable & nicely appointed. Located in the middle of everything but you'll definitely need a car (or golf cart) to get around. If you plan on cooking meals, which we did, you'll have to bring absolutely everything with you, as there isn't even salt & pepper in the house. Otruly enjoyed our stay, spending most of our "home" time in the pool. Highly recommended. ##### Cynthia T. Stayed 7 nights in Aug 2024 ### 10/10 Excellent #### Rhonda O. 28 Jan 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Relaxing week at Calypso cottage! We loved the property. Except for the tiki umbrella missing from the table in the swimming pool, we'd have never known there was a recent hurricane. Backyard landscaping and pool are beautiful. Beds were comfy, house was very clean, plenty of towels for showers as well as pool. TV with all the channels. Main area (kitchen, dining area, living room) was very spacious and open. Convenient to trolley stops on both sides! There were a couple of things listed that were not at the house (blow dryer, iron and board) and when I inquired with Craig, he very quickly made sure those brand new items arrived at the house less than 24 hours later. Definitely recommend. ##### Rhonda O. Stayed 7 nights in Jan 2025 ### 10/10 Excellent #### karen t. 1 Jul 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Mother Daughter trip This property was EXACTLY as pictured. The home was clean and had a properly stocked kitchen. I reached out to Craig regarding an issue with the internet and he had a technician sent at MY convenience! The pool was fabulous - it felt like we are at a resort! The beach accessories were in great shape and there was an over abundance of beach chairs. A wagon was provided but we did not use. The use of the golf cart was an extreme bonus! Having it handy at the house when we arrived was wonderful! I would recommend this home to everyone, but then again no one so it is available for my next trip! ##### karen t. Stayed 7 nights in Jun 2024 ### 10/10 Excellent #### Aaron H. 29 May 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Calypso/Craigโ€™s Place Absolutely fantastic! Weโ€™ve traveled to AMI several times and this was probably our favorite property. Plenty of space with all the amenities anyone could need. The pool/yard is a relaxing oasis. The table and shady area of the pool is ideal for drinks, snacks and a bit of respite from the bright sunshine. The landscaping gives you a sense of privacy. The location is ideal, especially if you rent Craigโ€™s golf cart for your stay. Restaurants, shops and beach access are close to the house. (Insider tipโ€ฆtake the golf cart down to the 68th or 70th St beach access points on Gulf Drive. You can park the golf cart 20 feet away from the beach entrances. Very convenient!) Dealing with Craig was a pleasure and drama-free. Heโ€™s a very quick responder to messages and questions. Definitely a 5 star host. We hope to book with him again in the very near future. Overallโ€ฆwe give it our highest recommendation. Thanks again, Craig. Aaron, Julie, Ian and Alex. ##### Aaron H. Stayed 7 nights in May 2024 ### 10/10 Excellent #### Ashleigh K. 15 Aug 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Calypso Absolutely excellent place to stay. Will come back. Property manager Craig is amazing!!! ##### Ashleigh K. Stayed 7 nights in Aug 2023 ### 10/10 Excellent #### Jessica S. 1 Nov 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### An Absolute Dream I cannot speak highly enough of Calypso and owner Craig. We had such an amazing time during out stay. Craig was an excellent host, helpful, responsive, and kind. Calypso is exactly as described in the listing and the photos are accurate (although its even better in person!) Anna Maria Island is magical, and Calypso is an excellent place to enjoy AMI. I look forward to another stay in the near future! ##### Jessica S. Stayed 5 nights in Oct 2022 ### 10/10 Excellent #### Allison S. 9 Dec 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Clean, well-appointed and great location Enjoyed a relaxing thanksgiving week with my family of three at this well appointed property. House was very clean and well organized with the all of the amenities necessary for a fun filled time in AMI. Location is convenient to all that the island has to offer. Owner was communicative and responsive. Would highly recommend! ##### Allison S. Stayed 7 nights in Nov 2022 ---