Book Direct & Save - No Service Fees
Key Amenities
About this property
Vacations can be exciting and so overwhelming. Don’t worry, we’re here to help. Pack your bags and get ready to enjoy our beautiful island. This unit with its PRIVATE entrance is part of a 3 unit complex. These units only share pool and grilling area. Just steps outside your door you will ...
Distance to beach: 0.1 miles to Beach Access 45th St
Key Amenities
About this property
Address of Areca Cove: 206 N Harbor Drive, Holmes Beach, FL 34217ARECA COVE - A bright and wonderful 4 bedroom/ 3.5 bath home just a 3-minute walk away from an astonishing white sand beach. With a heated pool in tropical and private surroundings, a covered patio by the pool area and multiple balconies ...
Featured review
Olaf and Marissa were wonderful hosts - welcoming and responsive. Their home was absolutely perfect for a family get together with mixed ages. They have everything you need for a beach stay and the space ...
Key Amenities
About this property
Dreaming of an island vacation? This unit with its PRIVATE entrance is part of a 3 unit complex. These units only share pool and grilling area. Step outside your door and find our beautiful beaches; many local eateries; FREE rides on the Island trolley; unique boutique shopping or you can stay on site ...
Key Amenities
About this property
Longing for an island vacation? This unit with its PRIVATE entrance is part of a 3 unit complex. These units only share pool and grilling area. Just steps outside your door you will find our beautiful beaches; many local eateries; FREE rides on the Island trolley; unique boutique shopping or you can stay ...
Key Amenities
About this property
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 on the white sandy beaches of Anna Maria ...
Why Choose FloridaRentals.com?
No Booking or Service Fees
Save up to 20% compared to other websites - no hidden costs.
Connect Directly with Hosts
Book with confidence and get the best rates.
Florida's #1 Vacation Rental Site
Trusted by millions - your go-to for the perfect Florida getaway.
Key Amenities
About this property
Winter has hit hard and you are ready to escape the frigid temperatures and feel the sand between your toes. Anna Maria's beautiful beaches await your arrival. Just steps from our front door you will have access to the sandy shores, restaurants, shops and so much more. This amazing villa is completely ...
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 ...
Key Amenities
About this property
The sparkling, blue waters of the Gulf of Mexico await you at 105 Tiffany Place. Located directly on Anna Maria Island's 7-mile long beach of pure white sand, our 2-bedroom condo is the ideal location for relaxing in the sand and soaking up the sun.Our home underwent a complete renovation during ...
Key Amenities
About this property
Just a 2 minute walk across the street to the beautiful beaches of Anna Maria Island. This updated coastal beach condo is all you need for a stay in paradise, so slow down and enjoy the Beach life at 3 on Avenue Sea. Bradenton beach is centrally located just south of Anna Maria and Holmes Beach, just ...
Key Amenities
About this property
Welcome to Blue Martini, an inviting vacation home just one and a half blocks from the beach! This two-level, three-bedroom and three-bathroom rental with an amazing pool is the perfect getaway for up to six guests.A welcoming living area greets your guests with vaulted ceilings and amazing views ...
Key Amenities
About this property
128 49th St Holmes Beach VRC You may cancel your reservation up to 60 days before check-in for a full refund minus a $495 processing fee and less 3rd party travel insurance fees, if applicable. The refund will be made to the original payment method. After that time, or for reservations made on or less ...
Featured review
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 ...
Key Amenities
About this property
VRC 107 78th street Holmes Beach 34217To Book Directly please visit: /chasing-wavesIf you are looking for something other than a 7 night stay, please give our office a call and we will do our very best to accommodate you! Beach Retreats Reservations Team:“You are vacationing in ...
Featured review
We had a great week in this unit and were pleased with many things it had. I would stay there again without hesitation. A FEW issues though with the unit. A fee of $69 for linens. We rented for 10 days ...
Key Amenities
About this property
This 1 BR, four-guest condo is perfectly located within walking distance to the Beach (900ft, 275M), Marina (150ft, 46M), Historic Bridge Street (800ft, 245M), and Pier (1,056ft, 322M) to keep you CHEERFUL your entire stay!Coastal amenities: front screened lanai, heated pool, beach toy closet (including ...
Key Amenities
About this property
Welcome to Castaway Cove, your relaxing home base on Anna Maria Island. Just steps from the beach and packed with everything you need for a stress-free stay, this cozy retreat is perfect for couples, families, or small groups looking to soak up the island vibe.The Space: - Just across the street ...
Key Amenities
About this property
Enjoy Anna Maria Island from this fresh and casual 2 bedroom, 2 bath poolside condo in Runaway Bay!Just steps from the beach and the bay, Runaway Bay has it all – a heated, salt water pool (the largest on the island!), tennis, bocce ball and shuffleboard courts, a work out room, clubhouse and ...
Key Amenities
About this property
306 Clark drive (B) Holmes Beach, FL 34217 VRC Dog Friendly! Beautiful open concept home. 3 king bedrooms with en suites and a den with 2 single bunk beds make this property perfect for multi-generational or multi-family vacations. This home is ideally located just down the street from the white sand ...
Featured review
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.
Key Amenities
About this property
Heated salt water pool. Baby and beach equipment, BikesVRC# #This listing, A Lazy River Day and Night includes Both sides of home.Cleaning fee includes Professional Linen Service for all towels and bedding!A leisurely stroll (less than three short blocks) from the blissful beaches of ...
Key Amenities
About this property
Welcome to Island Time – Your Coastal Retreat in Bradenton Beach!Wake up to the gentle sway of palms and end your days with sunset views over the bay. Nestled within the sought-after Bradenton Beach Club community, this spacious coastal townhome offers a private, peaceful escape just moments ...
Key Amenities
About this property
312 A 61st Street Holmes Beach, FL 34217 VRC Welcome!Welcome to this luxury Key West style home by the sea! It is your place in the sun to make memories and unwind! Get ready to make memories at Crosswinds Cottage!Your home away from homeThis home has been professionally decorated and ...
Key Amenities
About this property
Escape to our Gulf-to-Bay townhome on Anna Maria Island for a truly unforgettable vacation. With its ideal location, luxurious amenities, and proximity to the beach, this property is a haven for beach lovers and those seeking a taste of island paradise. Relax, explore, and create cherished memories in ...
Key Amenities
About this property
VRC Luxury Vacation Rental on Anna Maria Island – Steps from the Beach!Welcome to your dream getaway on Anna Maria Island! This stunning 5-bedroom, 4-bath luxury vacation home is just steps from the pristine white sandy beaches and crystal-clear Gulf waters. Located in Holmes Beach, you're ...
Featured review
We rented this house for a family vacation. This house is everything you see & more. We found it to be perfectly located from beach/stores/restaurants in a quite neighborhood. The house was perfectly ...
Key Amenities
About this property
Are you dreaming of mornings by the pool and evenings watching sunsets on the sand? Are you travelling with little ones and need baby gear ready and waiting for you? Are you ready to trade your everyday routine for an unforgettable island escape?If this sounds like you, we’d love to welcome ...
Featured review
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. ...
Key Amenities
About this property
To Book Directly please visit: /its-miller-time If you are looking for something other than a 7 night stay, please give our office a call and we will do our very best to accommodate you! Beach Retreats Reservations Team: This custom 4 bed 4.5 bath home was built with no expense spared! Custom kitchen ...
Key Amenities
About this property
Welcome to "AMI Paradise on the Bay" – Your Luxury Waterfront Escape on Anna Maria SoundUnwind in style at "AMI Paradise on the Bay," a stunning 4-bedroom, 5.5-bath bayfront retreat designed for relaxation, comfort, and unforgettable memories. Perched along Sarasota Bay with ...
Key Amenities
About this property
Slice of Paradise VRC 216 68th St - Holmes Beach - FL - 34217 This stunning custom built and decorated 4 bedroom 5.5 bath home is just steps from the sparkling white sandy beaches of the Gulf of Mexico. Located in prime Holmes Beach you are with in walking distance to the award winning Beach Bistro ...
Key Amenities
About this property
306 67th Street Unit B Holmes Beach, FL 34217 VRC You may cancel your reservation up to 60 days before check-in for a full refund minus a $495 processing fee and less 3rd party travel insurance fees, if applicable. The refund will be made to the original payment method. After that time, or for reservations ...
Featured review
This home was exactly what we were looking for. It was a minute walk to the beach, 1 1/2 blocks. The home was equipped with everything we needed, including beach, chairs, umbrellas, and a cart to lug everything ...
Key Amenities
About this property
This 1 BR, four-guest, condo strategically placed within short walks to the Beach (900ft, 275M), Marina (150ft, 46M), Historic Bridge Street (800ft, 245M), and Pier (1,056ft, 322M) will keep you CHEERFUL your entire stay! Coastal amenities: front screened lanai, heated pool, beach toy closet (including ...
Key Amenities
About this property
Welcome to "Gulf Breeze" – Your Island Retreat in Holmes BeachLooking for your perfect island escape? "Gulf Breeze" is a bright and breezy 2-bedroom, 2-bathroom second-floor condo (Unit 208) located in the quiet and friendly Cayman Cay community in Holmes Beach on Anna Maria ...
Key Amenities
About this property
Discover your ideal coastal retreat at "The Cranes Nest", a charming 3 bedroom, 3 bathroom, 3 story single family home located in the heart of Holmes Beach on Anna Maria Island, FL. With its spacious layout, endless amenities, and prime location, this home offers everything you need for a perfect ...
Key Amenities
About this property
144 Crescent Dr. Anna Maria, FL 34216 You may cancel your reservation up to 60 days before check-in for a full refund minus a $495 processing fee and less 3rd party travel insurance fees, if applicable. The refund will be made to the original payment method. After that time, or for reservations made ...
Key Amenities
About this property
Big Luxury 6 bdrm, Pool, Spa, Bikes, Kayak, Reviews, Beach!Come enjoy a large family and friends gathering at this spacious luxury home just a few minutes stroll to the beach. One of the larger homes on the island, with 6 bedrooms and 4.5 bathrooms and 3400 sq. ft, this home has plenty of room for ...
Key Amenities
About this property
6605 Gulf Drive Holmes Beach, FL 34217 VRC19-00290 Right across the street from the beach and the Beach Bistro! Gulf Views available from this beautiful home.This custom 4 bed 4.5 bath home was built with no expense spared! Custom kitchen with gas stove, wine bar, roof top deck with sweeping views ...
Featured review
The property was great, and worked really well with our family-which includes a 4 year old and a 9 month old, so having the bedrooms in different areas and private baths, made everything much easier. Centrally ...
Key Amenities
About this property
When you arrive at the property you will notice ample parking for your whole party. When you enter the property, head up the stairs in the front of the home and enter your code.Once you enter you will see where the property gets its name, Crazy Mermaid! When you enter you will see off to the ...
Key Amenities
About this property
Welcome to "A Wave From It All" – your perfect retreat on Holmes Beach, Anna Maria Island, FL. Nestled within a charming triplex, our end unit offers front-row views of the Gulf of Mexico, ensuring a truly unforgettable stay. With its unbeatable location, spacious accommodations, ...
Key Amenities
About this property
110 11th Street South - Bradenton Beach - FL 34217Book with confidence: You may cancel your reservation up to 60 days before check-in for a full refund minus a $495 processing fee and less 3rd party travel insurance fees, if applicable. The refund will be made to the original payment method. After ...
Featured review
The home was lovely. The pool and whirl pool were fabulous. Strong recommendations: TV by pool never worked. Multiple lightbulbs in lamps, etc. need to be replaced. Two blow dryers need to be replaced. ...
Key Amenities
About this property
Breathtaking sunset views atop your own expansive and elevated deck await at this spacious single story home on gorgeous Anna Maria Island! This home features 4 large bedrooms, each with its own private en suite bathroom, a large kitchen, living room, additional sitting area plus two separate dining spaces. ...
Key Amenities
About this property
Welcome to Pink Pearl, your dream coastal retreat! This stylishly renovated one-story home combines tropical charm with modern comfort—perfect for families or groups looking to relax, entertain, and explore beautiful Anna Maria Island.The Space: - Spacious, single-story home with 4 bedrooms ...
Key Amenities
About this property
Location: Welcome to our charming 1-bedroom, 1-bathroom condo on the serene shores of Anna Maria Island. This cozy retreat promises a tranquil escape with its prime location in the highly sought-after Runaway Bay community. Enjoy the beauty of Anna Maria Island and its vibrant amenities, all just steps ...
Key Amenities
About this property
Absolutely beautiful monthly rental in highly sought after Holmes Beach on Anna Maria Island. If you are interested in dates blocked on the calendar, please message me. This 100% updated home has everything from a large heated pool, outdoor shower, lush mature landscaping, completely furnished inside ...
Featured review
WOW! I can not say enough about the wonderful stay we had. The house was beautiful and stocked with everything a family would need and the location is perfect. Short walk to beach and Pine St. restaurants ...
Key Amenities
About this property
Kick off your shoes and settle into this bright, beachy condo just steps from the Gulf.Highlights: - Newly Remodeled 2-bedroom, 2-bathroom condo in Runaway Bay - Located on picturesque Bradenton Beach, FL - Open-concept living, dining, and kitchen layout - Private balcony with views of lush tropical ...
Key Amenities
About this property
This 3 bedroom condo sits close to the Gulf Beaches at Gulf Place Condominium. Sit on the lanai and drink your coffee looking out onto the Gulf.
Key Amenities
About this property
202 69 th Street - Holmes Beach - FL 34217 VRCBook with confidence: You may cancel your reservation up to 60 days before check-in for a full refund minus a $495 processing fee and less 3rd party travel insurance fees, if applicable. The refund will be made to the original payment method. After that ...
Featured review
Another family and ourselves rented the property. We found it very clean and equipped to a high standard. The pool and jacuzzi were great and well used especially by the kids. The management company were ...
Key Amenities
About this property
WELCOME to "Paradise on Pine" – a stylish island retreat perfectly situated in the heart of Anna Maria! This charming 3-bedroom, 2-bath vacation home is nestled right on Pine Avenue – just 1.5 blocks to the stunning Gulf beaches and only a few blocks from the bay, City Pier, and ...
Key Amenities
About this property
Welcome to Cheerful Oasis – Your Bay-to-Beach Escape!Discover the ultimate island retreat at Cheerful Oasis, a delightful 2-bedroom, 2-bathroom condo perfectly situated for your next getaway. Nestled just off the walking trail to the Marina, Bridge Street, and Bradenton Beach, this serene haven ...
Key Amenities
About this property
Welcome to La Isla Bonita; New home under our management!- Steps to Anna Maria Island's powdery-white sandy beaches - Private heated pool, ping pong table, and basketball game - Impressive deck with breathtaking views - 4 spacious bedrooms & 4 bathrooms - 3-story home with elevator - ...
Featured review
Great accommodations..good location to shopping, marina, Anna Maria Island, restaurants.. quick response from Mgmt Team for minor issue.. quiet area, carport, security gate.. enjoyed our time there..
Key Amenities
About this property
213 76th St. Bradenton Beach, Fl 34217 VRC “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” We ...
Key Amenities
About this property
146 Crescent Dr, Anna Maria FL 34216 VITAMIN SEA is a home that features 5 bedrooms and 5 bathrooms and a fantastic location-just a 10 minute stroll to the White sandy beaches of BEAN POINT on the coveted north end of Anna Maria. This lovely property offers a private heated pool with a spa, The backyard ...
Featured review
Vitamin Sea exceeded all expectations for our week's vacation for our family of 12. Location was perfect for daily visits to both sides of the island. House is stunning and fully equipped for swimming, ...
Key Amenities
About this property
Welcome to Dune Our Thing, your relaxing beachside getaway on Anna Maria Island. This thoughtfully designed unit is all about comfort, convenience, and making lasting memories—just steps from the sand and full of amenities that make your stay easy and enjoyable.The Space: - End unit in a quiet ...
Key Amenities
About this property
** Damage from the storm restored! Open for Bookings! **Your Private Oasis Awaits at Isla Living! Discover a haven of comfort and style in our meticulously curated Airbnb accommodations. Immerse yourself in modern amenities and local charm, where each space tells a unique story. Whether you seek a ...
Key Amenities
About this property
Welcome to paradise- AMI VILLA! When you come to Anna Maria Island for vacation, make this charming Mediterranean beach 3 bedroom & 3 bath villa your home away from home! With much to offer, this home will have your family wanting to return to Anna Maria Island year after year.Features include: -3 ...
Featured review
This house is perfect for a large family. 3 bedrooms and 3 full baths. Close to the beach and provides everything you need! Chairs, umbrellas and a wagon to use to transport everything. Even an ice ...
FAQ
View on map
List view
