Escape to Serendipity Deux, a luxurious 4-bedroom house on Anna Maria Island, where refined interiors meet the laid-back island lifestyle. Enjoy premium beach access and a prime location near Bean Point and Rod & Reel Pier. This stunning retreat offers the perfect blend of comfort, privacy, and coastal charm for an unforgettable vacation.
The Space
The primary suite on the main level features a king bed, spa-inspired bath with soaking tub and walk-in shower, and plush finishes that set the tone for your stay.
Upstairs, three additional bedrooms — all with king beds — provide comfort and privacy for couples, families, and groups alike. All 3 bedrooms feature en-suite bathrooms. An elevator connecting all floors ensures convenience and accessibility throughout the home.
The heart of the home is located on the main level, where the family room, dining space, and gourmet kitchen come together with high-end finishes and designer touches that elevate every gathering.
Included with your stay:
6-passenger Golf Cart
4 Adult bikes
Paddleboards & kayak
Fast Wi-Fi & smart TVs
Keypad entry & on-site parking for 2 vehicles
This home is fully equipped with high-end finishes, coastal décor, and thoughtful touches throughout. Whether you're lounging by the pool, walking the beach at sunset, or exploring the island on a bike or golf cart, you'll enjoy luxury and comfort every step of the way.
Guest Access
You'll have exclusive access to the entire house, including all four bedrooms, four bathrooms, the living room, kitchen, dining room, laundry room, patio, and backyard. Enjoy the convenience of a private entrance and amenities like the outdoor pool, spa, and BBQ grill. A personalized smart lock code ensures easy, keyless entry anytime after 4 PM.
Neighborhood
Serendipity Deux is perfectly situated on the desirable North End of Anna Maria Island, offering a blend of island charm and relaxed elegance. You're just steps away from the stunning beach, ideal for fishing, spotting dolphins, or simply unwinding on the sand with the refreshing Gulf breeze. A short walk or bike ride will take you to Pine Avenue, a delightful street filled with unique boutique shops, inviting local cafes, tempting ice cream parlors, and captivating art galleries. Explore the island like a local by hopping on a golf cart, or take a leisurely stroll to Bayfront Park, Bean Point, or the City Pier for breathtaking sunrise and sunset views. The North End is known for its tranquility, scenic beauty, and family-friendly atmosphere, providing the best of Anna Maria Island, with its sugar-white sands, gentle waves, and welcoming island ambiance right at your doorstep.
Interaction
We give our guests space to relax but are always available if needed! You’ll receive a personal smart lock code before check-in, and we’re just a message, call, or email away if you have any questions or need anything during your stay.
For direct support, contact our office phone.
Other things to note
Please review and agree to the Reservation Agreement.
Rates and Availability are subject to change until reservation is completed. A deposit must be received in order to reserve the dates you desire.
Pets- Non-Aggressive breeds, vaccinated & current on a flea prevention program allowed only with prior approval.
Pet Fee and Pet Waiver Required. $500 per pet
Any unauthorized pets is a 25% surcharge
Traveler must provide photo ID and guest list
If for some reason the property you booked is unavailable, we may offer to rebook the Traveler at another property, if a substantially similar property is available for the same period and under a new reservation. Owner is not responsible for events beyond our control, ie: inclement weather, storms, evacuations, etc. Travel Insurance is recommended and may be purchased independently from several sites (Red Sky Travel Insurance, Square Mouth, etc.)
Due to the extensive equipment provided at the home, there are additional documents required. The use of the bikes, SUP and Kayak require a signed Equipment Waiver for anyone 18+
All Drivers of the property's Golf Cart must be 25, and provide a copy of a valid U.S. Driver's License and Insurance.
Getting Around
For exploring further, the free island trolley provides convenient transportation, with a stop located right on Pine Ave. Free parking is available on the premises and on the street. The closest major airport is approximately a 1-hour drive away.
Check in and out
Check in: 04:00 PM
Check out: 10:00 AM
24-hour checkin
First aid kit
Fire Extinguisher
Essentials
Shampoo
Hangers
Laptop Friendly workspace
Electronic key card access
Private living room
Suitable for infants
Electric kettle
Shower
Baby crib
Dining room
Hot water
Private entrance
Extra pillows and blankets
Cooking basics
Beach essentials
Room darkening shades
Laundromat
Bay
Coin laundry
Health beauty spa
Marina
Museums
Theme parks
Water parks
Winery tours
Zoo
Jacuzzi
Toilet
Car not necessary
Baby monitor
Childrens dinnerware
Pack n play travel crib
Books
Games
Dining area
Ice maker
Antiquing
Bird watching
Boating
Eco tourism
Gambling
Horseback riding
Outlet shopping
Paddle boating
Shopping
Water sports
Wildlife viewing
Beach
Near ocean
Village
Boat
Golf
Tennis
Veranda
Water sports gear
Luggage dropoff allowed
Long term stays allowed
Stair gates
Deadbolt lock
Emergency exit
Fire emergency contact
Hospital nearby
Medical emergency contact
Outdoor lighting
Police emergency contact
Breakfast possible
Cleaning optional
Chauffeur
Massage
Private chef
Basketball court
Cycling
Deepsea fishing
Fishing
Fishing bay
Fishing fly
Fishing freshwater
Fishing surf
Golf
Mountain biking
Parasailing
Pier fishing
Sailing
Scuba or snorkeling
Water Skiing
Snorkeling
Snorkeling diving
Surfing
Swimming
Wind surfing
Family
Historic
Romantic
Enhanced Cleaning Practices
Contactless Check-In/Out
Fenced yard
Dishes & utensils for children
Meal delivery
Kitchen island
Dining table
Outdoor furniture
Cleaning products
Body soap
Conditioner
Shower gel
Clothing storage
Drying rack for clothing
Baby safety gates
Board games
Baking sheet
Barbeque utensils
Coffee
Wine glasses
No Booking or Service Fees
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| Rate Period | Nightly | Weekend Night | Weekly | Monthly | Min Stay |
|---|---|---|---|---|---|
Oct 01 - Oct 31 2026 | $2,500 | 3 nights | |||
Nov 01 - Nov 19 2026 | $1,500 | 3 nights | |||
Nov 20 - Nov 28 2026 | $2,500 | 3 nights | |||
Nov 29 - Dec 17 2026 | $1,200 | 3 nights | |||
Dec 18 2026 - May 04 2028 | $2,500 | 3 nights | |||
All other dates | $1,200 | 3 nights |
Fees:
Notes:
CC Convenience Fee: 4.00%
Weekly Discount: 5.00% (for stays between 7 and 27 nights)
Last updated on October 27, 2026
AshleeSerendipity was a beautiful place to stay overall, and we truly enjoyed our time there—especially the peaceful mornings and the incredible water views. The home itself was comfortable and made for a relaxing getaway.That said, I do want to share important details for future guests so expectations are clear. The biggest difference from the listing is the exterior/beach access. The photos suggest direct walk-out access to the beach, which was a big reason we booked over a year in advance. However, the beach has since washed away, and during our stay there was no actual beach beyond the glass wall—just a drop-off with rocks and shoreline barriers.Activities I looked forward to for the price, like walking along the beach or easily launching the paddleboard weren’t feasible without extra effort (we had to go around and over rocks to access the water). While the views are still stunning, the lack of usable beach access was disappointing compared to what was advertised.
Stayed: April 2026 Submitted: April 20, 2026
JenniferWe had a wonderful stay! We loved the house which was very well equipped and super comfortable, and loved the location at bean point beach. Like some others have said there is no beach anymore at the end of the garden but not an issue as beach access was only a 2min walk. We found the hosts very responsive and helpful. Would love to return!
Stayed: April 2026 Submitted: April 12, 2026
AnneWhat a beautiful home! We loved the views and sitting on the porch to read and hear the waves. The kids loved the pool and it was fun to try the paddle boards and kayak. We even picked up some bait to go fishing with the provided poles. There is not as much beach as shown in the pictures and there are new rocks or more rocks have been uncovered and the sand is lower so getting down to the water is a bit tricky, especially with the kayak. During low tide there is about 2-3 feet of exposed sand. Great location and fun to explore with the golf cart! The home has everything you need!
Stayed: March 2026 Submitted: March 14, 2026
RobinParadise in Anna Maria IslandThe house is unbelievably luxurious and clean. The location is perfect. The house has all the amenities you could ask for from high class espresso machines to a golf cart.Pelicans sit on the water outside of our deck and we saw a few dolphins. I highly recommended and I can’t wait to go back!!
Stayed: February 2026 Submitted: February 25, 2026
MichaelWe love this place. It’s our second year coming here and we’ll no doubt be back next year. The house has always been spotless, and has excellent amenities. It’s right on the water and offers everything you’d want for a large family. We love taking the golf cart to the local restaurants, coffee shops and grocery. Amazing experience every time we go!
Stayed: February 2026 Submitted: February 14, 2026
LezlieThere were so many positives about this home-great location, wonderful 4 bedroom Kings with en-suite bathrooms, huge kitchen and once we figured out the stove/oven very easy to prepare meals in, and loved the golf cart❤️❤️❤️ our only negative was spa heating wasn’t always working, very loud a/c vents on upstairs bedrooms, and elevator gave us grief on our last day out! All things that were quickly responded to by owner. Would recommend for unrelated group of 8 or large family
Stayed: October 2025 Submitted: October 23, 2025
AngieThis was the most perfect vacation home. Right on the beach with our own private beach with a plexiglass fence to protect kiddos and our privacy. We had a private pool and hot tub. The house was amazing with all top of the line appliances. Our hosts were super attentive and friendly. We will definitely be going back!!
Stayed: September 2025 Submitted: September 30, 2025
MichaelThis property was absolutely incredible! From the views, the property, the communication, and service; they were all 5-stars! We will absolutely be coming back to visit this property again. Amazing job and thank you for an incredible weekend.
Stayed: September 2025 Submitted: September 23, 2025
Yekaterina V.I stayed here with my family for my mother-in-law birthday. The fact that you have your own beach access is huge. It's all depends on what you are looking for. We wanted less people and quiet. It was just that. Positive things Electric 6 person cart, kayak, paddle-board, everything you would need to go to the beach including beach chairs coolers beach shoes etc. was a huge plus. Location to the beach was just what we were looking for. The small details that was included, coffee pods, snacks, water, wine. A few things we did suggest for possible furniture add on was or improvement were :There is no outdoor TV to watch sports when you spend all day at the pool/beach. We wanted to watch a football game but we all had to go up and be inside for it. They do have huge wall space for it if they really want to add to the experience. Pool itself needs some fixing as some of the tiles were broken off and needed some updating to it. We ere getting eaten by the mosquitoes outside maybe install a ceiling fan for the outside pool area to help with that. These are just things that we noticed by spending all of our time outside. I'm sure if people are only by the pool for a few hours they won't mind. But we spent a lot of our time by the pool. They did think of everything other than that. We would absolutely book it again.
Stayed: September 2025 Submitted: September 08, 2025
LoriWe absolutely loved our stay at the beach house! From the moment we arrived, we were blown away by how beautiful the home was—every detail was thoughtfully designed, cozy, and welcoming. The house was spotless, well-equipped, and had everything we needed for a relaxing and memorable stay.The location was unbeatable—just steps from the beach with stunning views, peaceful surroundings, and the sound of the waves as our daily soundtrack. Whether we were enjoying our morning coffee on the deck or watching the sunset in the evenings, every moment felt like a dream.
Stayed: August 2025 Submitted: August 24, 2025
MicheleIf you’re looking a relaxing vacation with friends and family, this is the place. The private beach was the perfect spot to enjoy some quality time while being fully immersed in the beauty that surrounded the house. There are so many places to go that are in walking distance, it makes exploring the town a breeze. I would recommend this place to anyone looking for a laidback beach vacation.
Stayed: July 2025 Submitted: July 20, 2025
LauraSuch a beautiful place to stay! Extremely baby friendly- crib and high chair were extremely helpful. Baby gates at the stairs were wonderful for my crawler. Host is very nice, helpful and responsive. Only con was that they were unable to get the spa working for us. Overall a great stay, definitely planning to come back again some time!
Stayed: June 2025 Submitted: June 24, 2025
KimSerendipity was absolutely AMAZING! We had the best trip and loved the home. We traveled with small children and they literally thought of everything that we needed (even baby gates on the stairs). Easy check in and extremely responsive host. Rick was very helpful! We had a small issue with the elevator (user error) and Rick was right there fixing it the next morning. The beds were very comfortable and the entire place just made you feel right at home. This home is beauty at its best with a million dollar view! Easy access to the beach and the pool area is surrounded by a fence and a barrier from the ocean for safety. Local restaurants are close by and the food was great each place we went! The home was very clean and the kitchen was out of this world! We made lots of beautiful memories in this beautiful home and can't wait to plan our next trip to Anna Maria Island at Serendipity Deux!
Stayed: June 2025 Submitted: June 23, 2025
Seth T.This house was clean, check in was easy, and it was beautiful. The house is remarkably detailed in layout and design and comfortably fit eight adults for three nights. The water out front is shallow and perfect for swimming - where was saw numerous manatees and dolphins. The house included coolers, bikes, golf cart, and all of the other amenities needed to enjoy. We were also very close to Pine Ave and the local shopping and restaurants. Would love to go again!
Stayed: May 2025 Submitted: May 14, 2025
AndreaLet me just say that the owners did a fantastic job with this home! The home was beautiful and my family and I truly enjoyed our stay. Pros and cons according to my family and I: Pros - BEAUTIFUL home + location - Amazing view - Nice amenities - Owner! Extremely understanding and attentive. Cons - property management team! I was told that I could fill out paperwork when I got there and was harassed for months. It started off as weekly and then daily… msg’d me on the app, via email + text. Be warned that you will need to fill out paperwork in advance. They will also charge you (+ extra) without warning if mentioned via text. Lastly, conflicting/lacking info via msgs - cleanliness: the kitchen plates, bowls, utensils, etc were nasty! Caked on food from previous stays. I had to rewash everything I used. Also - there were ants in the master bathroom. - dead plants in bathrooms - the floors = gorgeous but very uncomfortable to stand on. Bring slippers! I would come back but w/price lowered.
Stayed: April 2025 Submitted: April 26, 2025
JohnWhat a beautiful home. The location is incredible. Lived the private beach on the property. The pool and spa made the trip well worth it. The hosts were super responsive and the home was equipped with everything needed for the fun at the beach. We will definitely be back! A+++
Stayed: April 2025 Submitted: April 14, 2025
KatieThe host was great, and the space was beautiful! It was chilly sometimes, but the heated pool allowed us to enjoy the outside! The view is so beautiful of the ocean, you almost feel like you are on a cruise from the main floor and upstairs!
Stayed: March 2025 Submitted: March 10, 2025
MichaelThis place is amazing. It’s a great location in Anna Maria. The amenities (SUP boards, kayak and gulf cart) made the stay even more enjoyable. You will have plenty to do in a beautiful home and easy gulf cart drive to all the restaurants!
Stayed: February 2025 Submitted: February 11, 2025
NidhiSuperb home with amazing hosts and to top it all.. 8am visits by dolphins easily seen from almost all of the house! If you are staying in the area, choose this house! Especially if you have anyone with special needs! My kids didn’t have one issue and enjoyed ALL the facilities!
Stayed: January 2025 Submitted: January 23, 2025
Andre"Our stay at this beautiful beach house was absolutely perfect! The home is stunning, with an unbeatable view of the ocean that made every sunrise and sunset feel magical. It was incredibly accessible, which was a huge plus for our family as it accommodated our handicapped family member comfortably. Every detail, from the high-end décor to the well-thought-out amenities, made us feel like royalty. The host was amazing—attentive, kind, and incredibly quick to assist whenever we needed help, which made our stay even more enjoyable. We can’t wait to return for another unforgettable getaway!"
Stayed: January 2025 Submitted: January 06, 2025
AnonymousWe had three adult couples staying for our short trip. The house was beautiful and very well maintained. As stated in some of the other reviews, the pictures of the beach access were a tad misleading. There is a large concrete barrier to climb over with not a whole lot of sand area to sit by the water remaining. It didn't change my overall opinion on the property. We still loved the trip and will be recommending to anyone looking to stay in the area. The owner was extremly responsive and such a great help to the few question I had. Loved the property and will definitely stay again!
Stayed: December 2024 Submitted: December 09, 2024
ColleenIt was our first family ladies weekend and Anna Maria Island was perfect for us. The house was beautiful with amazing views. The kitchen was very well appointed. The bedrooms were beautiful and comfortable. We didn’t want for a thing. We loved having the golf cart available to us. The paddle boards, beach chairs, fishing gear… there was plenty to do. The dolphins put on a great show everyday for us as well. Thank you!!
Stayed: August 2024 Submitted: September 04, 2024
MckinseyI will start with the good first. This home was absolutely gorgeous. Like breathtaking. Clean. Fast responses to host. No issues with the home other than water in bathtub not getting warm and temp on middle floor staying a bit warm. But all issues the owner/manager responded with so fast and was willing to fix, etc. super nice guy. There isn’t a “beach” area like the photos….The tide is too high. You have to climb over rocks. They def need to update their listing pic as it is deceiving and not accurate whatsoever. our last full day here they did construction work right outside the house. We weren’t informed this would be happening before or after we booked the home. When you pay 15k for only truly 4 full days at a home that you are supposed to be able to get to the beach from by opening a gate.. that was pretty annoying. 3k a day basically for a home with beach front access- that shouldn’t happen. No notice given, no discount, no sorry for the inconvenience. Other than that- perfect.
Stayed: June 2024 Submitted: June 17, 2024
PatriciaLa casa es un espectáculo, muy bonita, zona muy tranquila y cerca de todo Pero sinceramente íbamos con la mentalidad de que íbamos a poder disfrutar de la playa que está justo detrás de la casa, lamentablemente el acceso es difícil (más con niños) ya que hay rocas y estaba llena de algas Independientemente disfrutamos mucho de AMI y de la casa ya que está muy cerca de accesos de playas paradisíacas de arena blanca y perfectas para niños Gracias
Stayed: June 2024 Submitted: June 16, 2024
AnonymousThis was an incredible luxury palace that my children and their partners and my elderly in-laws stayed for a week. From the gourmet kitchen to the high end finishes and elevator, it totally served all of our needs. The outdoor pool and spa and the grounds were spectacular. The golf cart, bikes, water toys and games were a complete hit. It is close to everything so you could walk, bike or take the golf cart wherever you needed to go. Our family of eight ranged from 20-80 years old and we all felt we were at a luxury resort! Highly, highly recommend!! We could walk into the water and swim, we saw manatees, dolphins, manta rays, and tins of fish right from one of the two balcony’s. Hot tub heats up in seconds and wifi was great. We love Anna Maria Island and will definitely be back. ❤️❤️❤️
Stayed: May 2024 Submitted: May 07, 2024
JustinBeautiful home and setting. Great amenities and really clean. They had everything we needed to keep kids and adults entertained. Unlike any other places we’ve stayed in the Tampa area. Very quiet and secluded area. Area beaches were not crowded at all and really clean. Many restaurants and shops within walking distance or just a couple mins via the on site golf cart.
Stayed: December 2023 Submitted: December 11, 2023
AnonymousWe had a wonderful time in this home in Anna Maria. The 4 king bed bedrooms with private baths were all very comfortable and extremely beautiful! The home had a golf cart and bicycles for our use.There are restaurants, cafes and shops all within walking distance. And of course, the beach is right there!
Stayed: October 2023 Submitted: December 07, 2023
ThomasWe had a great stay. Loved that they provided baby equipment and 6 seat golf cart and bikes. The kitchen area was beautiful. Only complaint was we would have liked more towels. Also, the biggest downside was there was no beach and the pictures online show a nice sized beach. Our son was with us that has foot problems and 3 small children and the reason we rented this particular house was because of the pictures of the beach. We felt that the pictures should be updated. We understand weather issues and beach erosion, however, this was a material difference that should have been communicated to us and pictures should have been updated.
Stayed: October 2023 Submitted: October 30, 2023
AnonymousThis home worked great for our family. My wife’s parents were with and the elevator made things very easy for the them. Everything was spotless and perfect. We even went fishing with a place on their recommended list and had a blast. Captain Major knew what he was doing! We saw dolphins from the deck and fell sleep to the sound of waves. We will be back.
Stayed: October 2023 Submitted: October 22, 2023
RileyBeautiful home. Photos were a bit deceiving when it came to the beach the property sits on. It is really not accessible to enjoy unless you’re climbing over rocks, but public access beach was close. Wi-Fi didn’t work through the vast majority of the house - including the smart TVs in the living room or master bed room. Overall, nice place to stay.
Stayed: October 2023 Submitted: October 16, 2023
TanishaMy stay was amazing! Did not want to leave. Didn’t think it was possible but the house was even better than the pictures. The pool was heated and had party lights. A complete vibe. The host provides local excursion information that came in handy and made everything easy to book. The house included a 6 seater golf cart and 4 bikes which made it very convenient getting around. I recommend not going grocery shopping until after you check in and see what is already provided. The house comes with a lot of stuff already stocked. The host was very responsive and accommodating. We were even able to check out late which I greatly appreciated since our flight got delayed. I cannot say enough great things about this place. Definitely coming back
Stayed: July 2023 Submitted: July 25, 2023
TaraThis home is absolutely beautiful - you can’t beat the setting, white sand beaches, and an utterly luxury house. The kitchen is the nicest I’ve ever seen - gorgeous French range. Three different waterfront views - while swimming in the pool, having dinner on the main deck, and doing yoga on the top floor deck, you can enjoy both sunrise and sunset. Absolutely Amazing Place! Plus - the most responsive, charming hosts I’ve ever worked with. Pure luxury.
Stayed: July 2023 Submitted: July 07, 2023
ChristineThe house was beautiful & looked exactly as it did in photos. Overall, we had a great time. There was an issue with the AC for about a day & half. The issue was eventually resolved, however was not ideal situation as it was across 2 nights where sleeping in the warm home was very uncomfortable.
Stayed: June 2023 Submitted: June 19, 2023
AnonymousSerendipity Duex is my dream come true. From the mind blowing Caribbeam color water like views, to the elegant high end decor, the architecture of the home, it is like something out of a fairy tale. The home is well stocked, spotlessly clean, the marble showers are spacious with various heads (which were appreciated), the pool and its arches feel like they’re straight from architectural digest. I’ve rented high end properties all over the world and this was hands down my favorite. A+ would be an understatement. Also the hosts were very kind and responsive. Thank you for your hospitality. This is a dream come true I will never forever. A place in time that will stand still.
Stayed: May 2023 Submitted: May 27, 2023
AnonymousOur family of 5 (2 adults, 3 kids ages 12, 11 & 8), my 70yr old Mom, as well as my sister & her 11yr old daughter stayed comfortably & happily for a week of Spring Break at Serendipity Deux!! We loved the location, luxurious decor, endless amenities & gracious host, Rick!! Highly recommend!!
Stayed: March 2023 Submitted: March 19, 2023
SylviePerfection. Serendipity Deux provided us the most amazing 6 day stay. The location was beyond incredible. We got to watch dolphins every day from the balcony. The pool and hot tub were fantastic. The view of the sunrise every morning was out of this world.Inside was super clean and the home provided most amentities needed. The baby gates were a huge added bonus!I would recommend this place 100 times over!
Stayed: February 2023 Submitted: March 03, 2023
JenniferWe just finished a too short of a stay at Serenipity Deux. The home, location and views are stunning. We didn’t want to leave. I would highly recommend staying here. We can’t wait to come back! Rick was super accommodating and we are appreciative!
Stayed: January 2023 Submitted: January 30, 2023
CoreyRick was/is an amazing host. The host is gorgeous on a nice location. It’s literally a 30 second walk from Bean point. The house is near flawless…yes there are appliance annoyances like every rental on AMI but who cares. But Rick truly is first class. Here is an example…we missed the first 4 days due to the extreme cold weather in Minnesota. So what did he do? Allowed us to stay an extra 4 days. He gives off great karma and we cannot wait to rent one of his many houses again on AMI.
Stayed: December 2022 Submitted: January 05, 2023
Member since 2023
Speaks: English