- 93 properties returned
-
Sort by:
Random
- Name
- Beds
- Beds
- Sleeps
- Sleeps
- Random
- Price
-
Classic Key Royale canal front home with a private pool located at 632 Emerald Lane, Holmes Beach, Anna Maria Island is the home of your vacation dreams. Nestled in a quiet community away from the hustle and bustle of the city, you can truly relax and unwind. <br /><br />Amazing three bedroom and two and a half bath canal front vacation rental home
Island Jewel
Home- 3
- 2 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 6
- 26 Views
-
“Palm Isle 3211” is the perfect Anna Maria Island beach rental for a cozy couple’s getaway, or even a casual vacation for up to four guests. This one bedroom villa beach rental offers a premium location near beaches, shopping and dining. Enjoy a well-appointed unit with nice updates and a laid back feel.<br /><br /> When you visit “Palm Isle 3211”
Palm Isle Village 3211
Condominium- 1
- 1 Full Baths , 1 Half Baths
- Pool
- Dogs Allowed
- Sleeps 4
- 38 Views
-
Located on beautiful canal front property in Anna Maria City, 230 Chilson Avenue "Sand Dollar Dream" is the perfect spot for a Florida vacation with a brand new, private, heated pool and spa. Relax in spacious back yard swaying the hammock amongst the lush tropical landscaping, or roast s'mores in the fire pit seating area. This lovely renovated ho
Sand Dollar Dream
Home- 4
- 2
- Pool
- Dogs Allowed
- Sleeps 8
- 49 Views
-
“Pirate’s Cove” is a great island oasis to enjoy during your stay, the perfect cove for your vacation getaway. One of the only "Any Day" arrival properties on the island.*Disclaimer: Please note that the stovetop currently has a minor issue—two of the five burners are not functioning. We are actively addressing this and expect it to be resolved sho
Pirates Cove
Home- 7
- 7 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 10
- 27 Views
-
When you visit Anna Maria Island vacation rental “A Mermaid's Tale” you are sure to have an amazing Florida getaway! Sleep up to six guests in luxury and style. This three bedroom rental is just a short stroll to the best beaches you’ll find on the gulf coast. A trip to the beach was never this much fun! When you enter “A Mermaid's Tale” you’ll be
A Mermaids Tale
Home- 3
- 3
- Pool
- No Pets
- Sleeps 6
- 54 Views
-
Nestled into a gorgeous resort style setting, Anna Maria Island vacation rental home “Blue Lagoon 6 – Osprey” is a fun vacation destination with endless character. Accommodating up to 4 guests this 2 bedroom 2 bathroom vacation rental home offers 1 king bed, 1 queen bed and all the amenities of a beachy home away from home. <br /><br />Inside “Blue
Blue Lagoon 6
Condominium- 2
- 2
- Pool
- Dogs Allowed
- Sleeps 4
- 11 Views
-
Find the perfect Anna Maria Island vacation spot at “Sugaree”! This renovated duplex is comfortable, stylish and close to the beach too! When you visit “Sugaree” you’ll find everything you’ll need for up to six guests.<br /><br />Inside this Holmes Beach rental you’ll find a spacious main living area and well-appointed bedrooms. <br /><br />In the
Sugaree
Multi-Family- 2
- 2
- Pool
- No Pets
- Sleeps 6
- 31 Views
-
Discover your island getaway at Runaway Bay 209, located on the stunning Anna Maria Island. This inviting second-floor condo features 2 bedrooms and 2 bathrooms and is situated just across the street from the pristine, powdery sands and turquoise waters of the Gulf. Offering a blend of comfort, convenience, and tranquil water views, this condo is a
Runaway Bay 209
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 6
- 33 Views
-
Discover your perfect island escape at Coconuts Beach Resort Unit 108! A completely renovated, ground-floor condo situated directly on the shores of the Gulf in the heart of Holmes Beach on Anna Maria Island. This modern, one-bedroom, one-bath vacation rental offers a fresh and inviting coastal retreat, just steps from the sand.Thoughtfully redesig
Coconuts 108
Condominium- 1
- 1
- Pool
- No Pets
- Sleeps 4
- 19 Views
-
Holmes Beach is a quaint and salty beach town with tons of character. From perfect beaches to great dining and nightlife, this destination is sure to please. “The Villas 3B” is a few blocks north from Holmes Beach city center. Here is where you’ll find many things to do within a short walk. The complex offers a shared free dryer and coin-op washer.
The Villas 3B
Condominium- 2
- 1
- No Pets
- Sleeps 6
- 28 Views
-
"La Casa Marie" - Luxurious Gulf-Front Vacation Condo in Holmes BeachWelcome to "La Casa Marie," a stunning waterfront vacation condo situated in the picturesque La Casa Costiera complex at 7320 Gulf Drive, Holmes Beach. This exquisite 3-bedroom, 2.5-bathroom retreat can comfortably accommodate up to 6 guests, featuring a King bed, a Queen bed, and
La Casa Marie
Condominium- 3
- 2 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 6
- 28 Views
-
Experience Island Living at Waters Edge 208S, an exquisite, newly remodeled condo located just a short stroll from the serene shores of Anna Maria Island. Whether you're drawn to the beach for sunbathing, water sports, or peaceful relaxation, this charming property has it all. With easy beach access, a shared heated pool, and local shops and restau
Waters Edge 208S
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 6
- 17 Views
