2 BR | 2 BA | Sleeps 5 | Quick View
Key Amenities
About this property
Only Dates Available for 2023. Book now before they are gone. CALL FOR UNBELIEVABLE SAVINGS. ONLY PHONE CALLS GET DISCOUNTS.August 5-19, 2023 Aug 19- Sept 2, 2023 Sept 2-16. 2023 Sept 16-30th, 2023 Oct 28-Nov 11 Nov 11-25, 2023 Non 25-Dec 2, 2023 Dec 2-16, 2023TWO WEEK MINIMUM STAY. No ...
Property Type
Anna Maria Island Condo
️ love this area one of my favorite places to stay AnnaMaria island.. love it .. can’t wait to go o back
About this property
*VRC - CITY OF HOLMES BEACH VACATION RENTAL ORDINANCE REQUIRES 7-NIGHT MINIMUM STAYS. THIS PROPERTY REQUIRES A SATURDAY-TO-SATURDAY ARRIVAL/DEPARTURE**The Master Bathroom features a brand new Walk-In Shower!**There is a brand new Stackable Washer/Dryer for guest use!*Need a getaway? We have ...
Property Type
Anna Maria Island Apartment
6 BR | 5.5 BA | Sleeps 14 | Quick View
Key Amenities
About this property
ASK US ABOUT MULTI WEEK DISCOUNTS!! Featuring 6 bedrooms 5.5 baths (sleeps 14) and a fantastic location - just a 1 minute walk to the white sands of the 65th St Beach Access!This vacation home offers a huge heated pool with spa, rock water slide and grotto waterfall. Covered outdoor entertaining ...
Property Type
Anna Maria Island House
Perfect house for large groups. We had 10 adults and still had room available. Bedrooms had TV's and 4 of 5 with ensuite bathroom. Dining and common areas are great. Pool includes heated hot tub. Very ...
2 BR | 1.5 BA | Sleeps 6 | Quick View
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About this property
Shady Palms is a cozy secluded beach cottage right on the beautiful Gulf of Mexico. Walk out the back door to a white, sugar-sand beach and the sparkling Gulf waters. Shady Palms is the most perfect spot you'll ever find on the beach - have the best of both worlds - the sun and the shade.Beach ...
Property Type
Anna Maria Island House
This house is the best rental we have ever stayed in! The scenery out back is incredibly relaxing.. trees, Adirondack chairs, the OCEAN!! It is so private, and also the best equipped kitchen I’ve ever ...
4 BR | 4 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Cool and calming tiled floors, modern furnishings, and updated appliances give this vacation home an air of Tommy Bahama feel. We know how exhausting and stressful traveling can be so don’t feel an ounce of guilt if the second thing you do is plop down on the living room’s couch and switch ...
Property Type
Anna Maria Island House
About this property
Welcome to “Beachcomber” a cozy villa reminiscent of days past on Anna Maria. This charming villa is only 3 houses (300 Ft) TO DIRECT BEACH ACCESS in the City of Holmes Beach on Anna Maria Island!!! When arriving at “Beachcomber” you will get excited with how close you are ...
Property Type
Anna Maria Island Villa
About this property
*Under new owners, and new property management*Escape to this Anna Maria Island vacation rental “Katmandu” just 0.15 miles or 300 steps to the wonderful white sandy beaches of the Gulf of Mexico. This property is located west of Gulf drive, with no busy roads to cross for beach access. ...
Property Type
Anna Maria Island House
The condo was very clean when we entered and there were soap, dish washing and paper starter items when we arrived. There is nice fully equipped nice new kitchen. The TV in the living room was Roku and ...
About this property
Welcome to the “Blue Pearl” one of our newest properties at Salty Mermaid Vacation Rentals. BIG NEWS: a brand new, full sized pool and spa was installed this fall and is ready for your use. This gorgeous beach house offers all the charm and comfort you will come to expect from staying at one ...
Property Type
Anna Maria Island House
The house was great! Close proximity to the trolly, which made exploring the island very easy!The beach is just a few minute walk, and was so convenient. Everyone loved the pool and hot tub, even though ...
5 BR | 2 BA | Sleeps 10 | Quick View
Key Amenities
About this property
One of the highest rated vacation homes on Anna Maria Island with more than 150 five-star ratings from Airbnb/VRBO!Stay at the home of a NY Times best-selling food writer! Big 5-bedroom house, pet friendly, lots of space and charm, great location (5-min walk to beach) with private lagoon-style heated ...
Property Type
Anna Maria Island House
We were attending a beach wedding and made a vacation out if it. I connected with the owner Kath immediately. She was generous, attentive, available and without a doubt the best host we have ever met. ...
3 BR | 2.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the ...
Property Type
Anna Maria Island House
What an awesome place. Lots of rooms to stretch out. The 2 car garage and big drive way were nice for ease of parking and to securely store things. The large shared pool is wonderful and perfect temp. ...
3 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Escape to a tropical paradise at our stunning Anna Maria Island Villa! This magnificent property features a private pool with a breathtaking waterfall, as well as an elevator, lanai, and Tiki hut. Offering the ultimate island experience!The villa boasts 3 spacious bedrooms plus a wonderful tower room, ...
Property Type
Anna Maria Island Villa
Beautiful house and Celine is an excellent host. We stayed here a week for a family vacation and really enjoyed our time. House had everything we needed and more. Very clean and super close to the beach. ...
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Located on 5th Avenue in Holmes Beach this unit is out of the way on a dead end street. Seaduction offers a heated pool, and every amenity to make your stay here a comfortable one. After a day at the beach, you can relax by the pool or in the private, nicely landscaped picnic area. There are only 4 units ...
Property Type
Anna Maria Island Condo
We love our stays at Seaduction. It has become our 3rd home! Morgan and Dan have created a home for their guests not a rental. They are responsive and very helpful. It is well stocked, great location, ...
4 BR | 5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Slice of Paradise VRC 216 68th St - Holmes Beach - FL - 34217 Book with confidence: Cancellations up to 30 days prior to arrival result in a refund of 70% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 45 days prior to arrival in order ...
Property Type
Anna Maria Island House
About this property
Welcome to “Oceans Blue” on beautiful Anna Maria Island. Enjoy Luxury Living all on one floor. There are no stairs to climb at this ground level home.Peace, tranquility and the ultimate in privacy are yours at this completely renovated beach house with brand new private pool and spa and ...
Property Type
Anna Maria Island House
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
We have developed a comprehensive Safety / Cleaning / Sanitation Plan and work with an amazing team to ensure the home & pool are sparkling clean for all of our guests. Our home goes through rigorous cleaning per CDC guidelines using only EPA approved detergent and highest MERV 13 A/C filters changed ...
Property Type
Anna Maria Island House
We had a remarkable time at this house. The location, pool and house exceeded our expectations. We'll come back.
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Escape to paradise in this beautiful 3-bedroom, 2-bathroom vacation rental home located just steps away from the white sandy beaches of Holmes Beach, FL. This stunning property can accommodate up to 6 guests and features a community heated pool, outdoor shower, and a fully equipped kitchen.The spacious ...
Property Type
Anna Maria Island Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Less than a minute's walk to the beach!Watch the sunset from the house!PARKING FOR ALL...Bring your boat or RV...Invite guests... There's room for everyone!Shell House is a two-story, 3-bed, 2-bath, multi-level fun-house on a large shady lot in a quiet residential neighborhood ...
Property Type
Anna Maria Island House
I lived in Holmes Beach for many years. It was always my favorite place to be. When I needed to move I promised myself I would rent and come as often as I could. SunPlaza West has always been my go to ...
About this property
Welcome to "Luana Breeze" located at 208 68th Street, Holmes Beach. Find ease and relaxation the moment you arrive, this property is about 100 steps to the Gulf of Mexico and one of the best beaches on the West Coast of Florida.This ground level beach house offers 4 bedrooms, 3 bathrooms ...
Property Type
Anna Maria Island House
My family loved the Orca. It was newly renovated and meticulously appointed. The owners have put alot of thought into what you might need and they nailed it. We brought our small boat and had an amazing ...
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Welcome to Sand & Surf! This spacious 2 bedroom condo is close to the beach and in the heart of it all. This stunning condo offers everything you want in a beach retreat. The unit has ample space for you and your family. The open concept living area is perfect for entertaining, with a modern kitchen ...
Property Type
Anna Maria Island Condo
My husband and I rented this condo, Sand & Surf, from Owner, Morgan Henderson, and we were completely pleased with the accommodations. Morgan was wonderful about replying immediately to any questions we ...
3 BR | 3 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Book with confidence: Cancellations up to 30 days prior to arrival result in a refund of 70% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 45 days prior to arrival in order to receive 70% of the grand total.Villa by the Sea is an ...
Property Type
Anna Maria Island Condo
3 BR | 3 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Welcome to Gone Coastal 3! This quaint three bedroom, two bathrooms plus a half bath vacation home is located just a short walk from Anna Maria Island’s sugar white sands and crystal clear waters! Beach towels, six beach chairs, and a beach wagon are provided to ensure your days spent in the sun ...
Property Type
Anna Maria Island House
Key Amenities
About this property
*** SPECIAL *** Book a 14 day stay and ONLY pay for 12Buckeye Haven s situated in one of the sought after community of Playa Encantada! Come enjoy this tropical beach front community on the white sandy beaches of Anna Maria Island! This popular destination is sure to please beach goers, as well as ...
Property Type
Anna Maria Island Condo
Key Amenities
About this property
My wood-frame beach cottage was built in 1936, and was originally part of 6-8 cottages and a lodge house. It is the only surviving cottage, many having been taken by hurricanes. (Forward of the cottage’s beach, a street and an entire city block of the old subdivision are submerged beneath the ...
Property Type
Anna Maria Island Cottage
So close to the water for someone with gait issues. We always enjoy our stay here. So close to restaurants and beach. Best of both worlds
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
SPECIAL ** Book 14 days ONLY pay for 12 **Shell Game has been transformed into a fun and stunning tropical retreat that offers 1,154 sq. ft. of spacious living area with a newly upgraded kitchen. Located in the sought after complex of Playa Encantada; Shell Game is a tropical beach front community ...
Property Type
Anna Maria Island Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Your Own Oasis on Anna Maria Island awaits you and your family with this custom built island retreat. The large, central great room is a wonderful place to gather to share a meal or play a game, while the split bedroom configuration creates privacy. Hand scraped hardwood floors and 11' ceilings complete ...
Property Type
Anna Maria Island House
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Centrally located in Holmes Beach, this elevated two bedroom/two bath half duplex has its own private heated salt water pool and outdoor bbq area! It also has an outside shower for showering off after your trips to the beach.Inside it has a split plan with a king sized bedroom and a second bedroom ...
Property Type
Anna Maria Island House
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Centrally located in Holmes Beach, this elevated two bedroom/two bath half duplex has its own private heated salt water pool and outdoor bbq area! It also has an outside shower for showering off after your trips to the beach. Inside it has a split plan with a king sized bedroom and a second bedroom with ...
Property Type
Anna Maria Island House
This duplex includes stunning beachy interior decorating, great location (quiet neighborhood with an easy walk to a white sands beach) with a bonus heated pool with outdoor shower, which was ideal after ...
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Paradise Palms East is a 2 bedroom/2 bath duplex with its own private heated pool & spa. This property is centrally located on Holmes Beach and only a few minute walk to the white sandy beaches. Upon entry, you have the living room where you can relax and read a book or watch TV after a long day in ...
Property Type
Anna Maria Island House
4 BR | 3.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Summer Breeze is a custom home nestled in the quiet residential area in the heart of Holmes Beach. Offering 4 bedrooms/3.5 bathrooms. There is also a den where the kids can hang out with a TV and sleeper sofa. You will find that this home has everything you need for your perfect Anna Maria Island vacation! ...
Property Type
Anna Maria Island House
This house was nice, clean and well stocked. The furniture was a bit worn but very comfortable. The yard is small but nicely landscaped and the pool was large enough for our family. The walk to the beach ...
3 BR | 3.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
306 Clark drive (B) Holmes Beach, FL 34217 VRC Book with confidence: Cancellations up to 30 days prior to arrival result in a refund of 70% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 45 days prior to arrival in order to receive ...
Property Type
Anna Maria Island Townhome
Visiting Anna Maria Island was amazing!! The weather was beautiful and the home was beautiful too!! I would definitely come back to visit this area.
2 BR | 1 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Relax, unwind, and make the best beach memories in this beachy home! This home has a fully-equipped kitchen that will make preparing meals easy. Spend time grilling on the private patio after a day of fun on the beach.You are just a seashell's throw from the white sands of the Gulf of Mexico, it ...
Property Type
Anna Maria Island Condo
3 BR | 2.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
If you are ready to put your "heels in the sand", look no further. Manna-Tee Beach House is the perfect vacation spot for relaxation on Anna Maria Island. This beautiful 3 bedroom/2.5 bath home located on Holmes Beach on Anna Maria Island has all the amenities for you. Top-of-the-line finishes ...
Property Type
Anna Maria Island House
Key Amenities
About this property
320 64th Street - Holmes Beach - FL - 34217 VRC Incredible 3 Bed 3 Bath bungalow, Minutes From The Beach With Backyard Oasis BOOK WITH CONFIDENCE Cancellations up to 30 days prior to arrival result in a refund of 70% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations ...
Property Type
Anna Maria Island Townhome
Perfect place to stay , no problems at all !! Backyard with heated pool and heated jacuzzi was a perfect place to relax !!
2 BR | 2.5 BA | Sleeps 4 | Quick View
Key Amenities
About this property
This beautiful 2 bedroom/2.5 bathroom condo sits right on the beach. Exquisite views from your living room and master bedroom. Located in Holmes Beach, the condo has a community pool and lounge chairs for you to relax and enjoy the sunshine. The floor plan is open and inviting with a sunken living room ...
Property Type
Anna Maria Island Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
302 60th Street Holmes Beach, FL 34217 VRC At 3 bedrooms and 2 full bathrooms, this is a beautiful choice for your next Anna Maria Island getaway! Two short blocks to the beach, and around the corner to restaurants, pubs & stores. Featuring a heated pool to relax in after your busy day, Starfish ...
Property Type
Anna Maria Island Townhome
My husband and I had the best time at the home we rented on Anna Maria Island. It was spacious and we had far more room than we needed for just the two of us. When we arrived, everything was clean and easy ...
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Paradise Palms West is a 2 bedroom/2 bath duplex with its own private heated pool & spa. This property is centrally located on Holmes Beach and only a few minute walk to the white sandy beaches. Upon entry, you have the living room where you can relax and read a book or watch TV after a long day in ...
Property Type
Anna Maria Island House
4 BR | 2.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Casa Del Mar is a beautiful Key West-style home featuring 4 bedrooms/2.5 bathrooms. This property is located on the north end of Holmes Beach close to shopping, restaurants and trolley stops. Best of all, this unit is within walking distance to the white sandy beaches. Amenities also include heated pool, ...
Property Type
Anna Maria Island House
This is a great place to stay! Easy walk to the beach. Super nice rental. Seabreeze was responsive to all questions and concerns.
Key Amenities
About this property
Perfect view of Beach from deck across the street, walk to all .
Property Type
Anna Maria Island Condo
4 BR | 4.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
128 49th St Holmes Beach VRC Book with confidence: Cancellations up to 30 days prior to arrival result in a refund of 70% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 45 days prior to arrival in order to receive 70% of the grand ...
Property Type
Anna Maria Island House
We spent Thanksgiving week at Sunset and Sand and it delivered on all our expectations. The home is clean, beautifully decorated and functional. The kids absolutely loved the heated pool and Spa and Its ...
4 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
VRC 21 Holmes Blvd Holmes Beach, FL 34217 At 4 bedrooms and 3 full bathrooms, this is a great option for one or two families to stay at. A few short blocks to the beach, and around the corner to restaurants, pubs & stores. Featuring a heated pool to relax in after your busy day, Starfish Isle is ...
Property Type
Anna Maria Island Bungalow
The home was absolutely wonderful with everything we needed to make our weeklong vacation a success! Everything was clean and well kept. The beds were comfortable and the best part was the pool and pool ...
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
In the heart of Holmes Beach on Anna Maria Island rests this charming pet-friendly home just steps to the beaches. Misty Beach is a charming coastal home with a flamingo-shaded exterior, quickly moving you onto island time. The interior showcases island artwork, creating a welcoming and calming environment. ...
Property Type
Anna Maria Island House
4 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
202 81 st Street - Holmes Beach - Fl 34217 VRC Book with confidence: Cancellations up to 30 days prior to arrival result in a refund of 70% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 45 days prior to arrival in order to receive 70% ...
Property Type
Anna Maria Island Townhome
We enjoyed our stay. The access to the beach and other amenities was perfect for our family. The rental was very clean and well kept. Most everything you needed for the stay was available. The pool was ...
2 BR | 2 BA | Sleeps 4 | Quick View
Distance to beach: 0.5 miles to Manatee Beach
Key Amenities
About this property
2 bed/2bath condo on second floor, fits up to four guests, close to the gulf beach. Turnkey furnished and spruced by the owner. Shops and restaurants are close by. Trolley stop for free rides on the island is around the corner. Come and enjoy!Just remodeled and equipped with more than everything ...
Property Type
Anna Maria Island Condo
This condo was the PERFECT place for our family of three to enjoy Anna Maria Island! It was clean, cozy, and had everything we needed! Carla was a wonderful host who was very accommodating and gracious ...
2 BR | 2.5 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Amazing views from the living room and master bedroom of this 2 bedroom/2.5 bathroom. Take a drink outside and sit on your private balcony and watch the incredible sunsets. This beautiful condo sits right on the beach in Holmes Beach. After a day on the beach, take a dip in the community pool or sit and ...
Property Type
Anna Maria Island Condo
2 BR | 2.5 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Very few beachfront vacation homes will get you as close to the sand as Hidden Cove #1— a beautiful 2-bedroom condominium with exquisite views and unlimited access to the aquamarine Gulf of Mexico. Located within a charming coastal community that also offers a crystal-clear swimming pool, your family ...
Property Type
Anna Maria Island Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Perfect for a family vacation or a couple's retreat, this newly listed and newly updated, furnished 2 bedroom/2 bath duplex is located on the north end of desirable Holmes Beach. This home offers all the comforts of home and is just steps to the beautiful white sandy beach. The kitchen is fully equipped ...
Property Type
Anna Maria Island House
Great location in middle of Ana Marie Island; close to beach, not to far to shopping and restaurants.Rum Dog is a clean two bedroom pet friendly unit with wonderful deck for eating and socializingRental ...
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
In the heart of Holmes Beach on Anna Maria Island rests this charming home just steps to the beaches. The home creates fun Florida island vibes with two bedrooms perfect for a family or a small group getaway. Anna Maria Hideaway lies within a stone's throw of the trolley stops for guests to hop on ...
Property Type
Anna Maria Island House
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
VRC Book with confidence: Cancellations up to 30 days prior to arrival result in a refund of 70% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 45 days prior to arrival in order to receive 70% of the grand total. 7106 Marina Dr - Holmes ...
Property Type
Anna Maria Island House
3 BR | 3.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
306 (A) Clark St - Holmes Beach - FL 34217VRC Book with confidence: Cancellations up to 30 days prior to arrival result in a refund of 70% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 45 days prior to arrival in order to receive ...
Property Type
Anna Maria Island Townhome
This was our perfect getaway. The house is beautifully decorated inspired by the blue glistening water and white sandy beaches of Ana Maria Island. The kitchen was fully equipped with everything we needed ...
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Island Dream is a recently updated custom home nestled in the quiet residential area in the heart of Holmes Beach. Offering 3 bedrooms/2 bathrooms. You will find that this home has everything you need for your perfect Anna Maria Island vacation! From the brand new (2018) luxurious heated pool and spa, ...
Property Type
Anna Maria Island House
This was my family's first vacation to Anna Maria island. The house was beautiful and in a great location, convenient to all the hot-spots! The lay-out of the house was great, master bed and queen beds ...