Book Direct & Save - No Booking Fees
Key Amenities
About this property
Colorful and inviting with a vibrant tropical style, Carefree Cottage is a perfectly-named oasis in Holmes Beach where all of your cares melt away the moment you walk through the front door. Located on a quiet residential street that offers plenty of peace and privacy yet keeps you close to the beaches...
Key Amenities
About this property
Sunset Landings Unit 5 is a spacious 2 bedroom/2.5 bath townhome with amazing views of the Gulf of Mexico. With just a few steps across the street, you can enjoy the white sandy beaches and numerous fishing piers. There are no buildings to obstruct your view of the beach!This beautiful townhouse sleeps...
Key Amenities
About this property
Less than a minute's walk to the beach!Watch the sunset from the house!King sized bed in every bedroom.PARKING FOR ALL...Bring your boat or RV...Invite guests... There's room for everyone!Shell House is a two-story, 3-bedroom, 2-bath, multi-level fun-house on a extra large...
Featured review
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...
Key Amenities
About this property
One of the highest rated vacation homes on Anna Maria Island with more than 160 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...
Featured review
We truly enjoyed our stay at Kathleen’s house. We had a 11 month and a 3 yr old and it was so nice to have so much baby and kid stuff supplied. We rented a Golf cart which was great to have for transporting...
Key Amenities
About this property
Located right across the street from the world-famous Anna Maria Island beaches, this two-bedroom condo is newly remodeled and updated and is less than 100 steps away from the warm turquoise gulf waters and sparkling white sand. Tropical Sunset #2 is one of only four units in the entire building and also...
Featured review
Perfect location, beach was less busy because we were far enough away from the public beach area. Plenty of space to set up and not be on top of other people. The condo itself is good and had everything...
Why Choose FloridaRentals.com?
No Booking or Service Fees
Save up to 25% 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
This beautiful 2 bedroom/2.5 bathroom condo sits right on the beach. Exquisite views from your living room and primary 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...
Key Amenities
About this property
This cozy beach condo has been updated and features a lovely open floor plan, 2 bedrooms/2 bathrooms as well as a lanai ideal for enjoying quality time together after a fun day at the beach. The outdoor closet offers beach chairs, a beach cart, beach umbrellas and toys for the littles ones to enjoy. Everything...
Featured review
Sweet Freedom #237 was a great time for us. Just enough Clean space and room for everything we brought with us. Kitchen fuly equipped and bathroom shower was an added plus!! We loved the location! Hopefully,...
Key Amenities
About this property
Welcome to Stillpoint, a beautifully designed single-level home just one block from the beach in the heart of Holmes Beach, where island ease meets modern comfort. Thoughtfully laid out and ideal for families or multiple guests, this 3-bedroom, 2-bath getaway is perfectly positioned so you can park the...
Key Amenities
About this property
Emerald Bay Beach House 306A Clark Street, Holmes Beach, FL 34217 VRC17-000006 | 3 Bedrooms Plus Bonus Bunk Room | 3.5 Bathrooms | Sleeps 6 | Heated Pool & Spa Welcome to Emerald Bay Beach House, your ultimate escape on Anna Maria Island! Our dreamy amenities ensure that guests enjoy a perfect...
Featured review
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...
Distance to beach: 0.1 miles to 30 seconds to your left
Key Amenities
About this property
This newly redesigned elevated pet friendly 3 Bedroom, 2 Bathroom home is beautifully appointed throughout, with state of the art quartzite counter tops, stainless steel appliances and driftwood style hardwood floors and ceilings. Relax on the covered porch with direct views of the Gulf of Mexico and...
Key Amenities
About this property
Costa Lotta is "home away from home”. All the amenities you will need in this 2,100 sq.ft. home. Costa Lotta is the perfect vacation spot for relaxation on Anna Maria Island! Just 200 steps and you are on a gorgeous, white sandy beach looking at the spectacular Gulf of Mexico! Walking distance...
Key Amenities
About this property
Come enjoy this 2 bedroom/2 bath duplex that can sleep up to 6 people with the add-on of the sleeper sofa. Blue Lagoon is located on North Shore which is just a few blocks from the renowned shopping and dining of Pine Avenue and features a large, shared heated pool, and an EV charger. Upon entry, you...
Featured review
We stayed at Blue Lagoon South on AMI!!!! This place was amazing for my children and I. Very clean and cozy!!! Modern!
Key Amenities
About this property
A few things that make Reef Romance special: - Concierge Collection Property - Golf cart included! - Three houses from beautiful beaches on Anna Maria - Heated pool / separate covered spa, outdoor shower - Grill (propane included) - Putt-putt golf - Professional Linen Services - Complimentary...
Key Amenities
About this property
Conch-Out Beach House 303 68th St, Holmes Beach, FL 34217 VRC19-000273 4 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool + Spa | Pet-Friendly This home can park up to 3 vehicles Quiet hours at 10p-7a: please respect neighbors Completely Renovated February 2025! Welcome to Conch-Out Beach...
Featured review
This is a great house in a fantastic location. The close beach access is very convenient. There are 6 complimentary high quality beach chairs that came in very handy. There is even a handy beach wagon...
Key Amenities
About this property
Starfish Isle by Beach Retreats Vacation Rentals 5803 Holmes Blvd Holmes Beach, FL 34217 VRC 4 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool & Hot Tub Pet Friendly This home can park up to 3 vehicles Quiet hours at 10p-7a: please respect neighborsAt 4 bedrooms and 3 full bathrooms,...
Featured review
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...
Key Amenities
About this property
Dockside Paradise is a beautifully updated two-bedroom, two-bathroom canal-front home designed for relaxed coastal living. Perfect for couples and small families, this inviting retreat features a private pool with a waterfall, a screened lanai, and a deep-water dock ideal for fishing and boating. Located...
Key Amenities
About this property
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....
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...
Featured review
Loved this rental. Close to beach and has a pool. Pet friendly too. Roomy and well stocked with kitchen items as well as towels.
Key Amenities
About this property
Welcome to your perfect coastal getaway on beautiful Holmes Beach, just one block from the shimmering Gulf of Mexico with its turquoise-blue waters and powdery white sand. This charming 3-bedroom, 2.5-bath single-family home captures the essence of Anna Maria Island living, featuring soft pastel interiors...
Key Amenities
About this property
In the heart of Holmes Beach on Anna Maria Island rests this charming recently renovated, 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 creates a welcoming and calming environment....
Distance to beach: 100 yards to Manatee Beach
Key Amenities
About this property
Welcome to our home away from home on the breathtaking Anna Maria Island in the charming town of Holmes Beach Florida. Anna Maria is a barrier island on the Gulf of Mexico with an old time feel.Its only 7 miles long by 3 miles wide.Our condo is on the beach roughly 200 yds from the Gulf.We...
Featured review
The condo faced the water and lovely beach with a nice covered outside area on the second floor. This made our stay enjoyable no matter the weather. Manatee Beach was next door making easy access to food...
Key Amenities
About this property
Recently renovated and beautifully updated, My Way is a stunning 2-bedroom, 2-bathroom condo located just steps from the soft sands and sparkling waters of Bradenton Beach. Perfectly positioned right across the street from the beach, this stylish retreat combines comfort, convenience, and coastal charm....
Key Amenities
About this property
If you're looking for the perfect spot to drop anchor on Anna Maria Island— look no further than this spacious four-bedroom oasis. Located on the idyllic north end, Anchor Splash is a short stroll from the white sandy beaches and warm, aquamarine gulf waters. It's also within walking distance...
Featured review
House is bigger then it looks with the main bedroom/bathroom feeling like its a whole other unit. Had 10 quests 6 being kids under 12. With the pool right there and the beach and bridge street within a...
Key Amenities
About this property
Escape to this beautifully decorated beachfront retreat, a 3-bedroom, 2-bathroom vacation rental just steps from the pristine white sands.The living area invites you to unwind after a day at the beach, with comfortable seating and coastal decor that soothes the senses.The fully equipped kitchen has...
Key Amenities
About this property
Mermaid's Crossing by Beach Retreats Vacation Rentals 210 65th St, Holmes Beach, FL 34217 VRC17-000007 4 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool & Hot Tub This home can park up to 3 vehicles Quiet hours at 10p-7a: please respect neighbors No cancellation fees! Cancel 60+...
Featured review
Location was good with only a short walk to the beach and in a quiet location. House was clean and there was plenty of room for the group. Lots of pool and beach toys for us and the kids. The pool needed...
Key Amenities
About this property
Welcome to your island retreat in the heart of Holmes Beach, Florida. This pet-friendly property offers a light-filled, thoughtfully laid-out interior that blends coastal charm with everyday comfort, perfect for your vacation getaway.The main living space features an open-concept design with warm...
Key Amenities
About this property
Completely updated 3 bedroom/2.5 bath townhome located in the Bermuda Bay Community. Bermuda Bay is a beautiful Gulf to Bay property that is located directly across the street from the white sandy beaches offering you all of the conveniences you would want in an island stay. The complex has a large heated...
Key Amenities
About this property
Relax in the modern 3BR 2.5Bath condo in the majestic beachfront neighborhood in Bradenton Beach, FL. Soak up the sun by the two community swimming pools, or walk down to the sandy beach and experience the beautiful Gulf Coast.The picturesque location will leave you speechless!The Space HURRICANE...
Key Amenities
About this property
Enjoy the perfect beach getaway in this beautifully updated 3-bedroom, 2-bath condo, designed to comfortably accommodate up to six guests. Thoughtfully renovated with modern finishes, the space offers a bright, open layout ideal for relaxing after a day in the sun. Located directly on Holmes Beach, this...
Key Amenities
About this property
Run to the Sun is a 2 bedroom/2 bathroom updated condo located in the sought after Runaway Bay community and has breathtaking bay views. Everything you need to complete your ideal beach getaway, can be found at Runaway Bay! Runaway Bay is a Gulf to Bay complex that is less than a 1/2 block away from the...
Featured review
Such a wonderful location right across from the beach, unit was spacious, clean everything use need. Anna Maria is so special the sunsets are amazing, it's walkable for restaurants, shopping. I've been...
Key Amenities
About this property
Welcome to Sailfish Nest B, a beautifully remodeled 2-bedroom, 2-bath duplex located in the heart of Holmes Beach—just a short stroll from the pristine white sands of Anna Maria Island.Step inside to discover a thoughtfully designed, open-concept living space with all-new furnishings. Relax...
Key Amenities
About this property
For our beachgoer guests, the beach entrance to Anna Maria's sandy, white beaches are approximately 40 steps away. Bean Point Residence Unit B, the lower level of a two-unit home, offers 2 bedrooms and 2 bathrooms. Modern amenities include stainless steel appliances and up-to-date kitchen cabinets....
Key Amenities
About this property
The View at the Bradenton Beach Club offers panoramic views of the Gulf of Mexico and beautiful beaches from the living room, primary suite or private screened balcony. The condo is part of the Bradenton Beach Club that provides the very best in vacation accommodations. Amenities at the BBC include two...
Key Amenities
About this property
A few things that make Sandcastle By The Sea special: Holmes Beach on Anna Maria Island - Short walk to Gulf Beaches Spacious heated pool / spa Outdoor seating including a fire pit Gas grill (propane included) Professional Linen Services Complimentary WiFi Beach chairs, beach wagon, & beach...
Key Amenities
About this property
No cancellation fees! Cancel 60+ days before arrival → Full refund Cancel within 60 days → No refund Extended stays & bookings $20,000+ → Full payment 90 days prior, non-refundable $500 deposit due at booking; balance due 60 days prior For reservations 21+ nights or $20,000+ →...
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...
Key Amenities
About this property
This beautiful second-level condo offers the perfect blend of comfort and coastal charm. With 2 bedrooms and 2 bathrooms, Starfish Haven is ideal for families, friends, or a relaxing getaway. Step into a bright and inviting open-concept living space, where the kitchen features stainless steel appliances,...
Featured review
Such a pleasant stay, great location for walking to restaurants, shops, steps from the beach. We loved staying on the island it's been years since we've been and really appreciated all that it has to offer....
Key Amenities
About this property
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....
Key Amenities
About this property
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....
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...
Key Amenities
About this property
Looking for a prime location to vacation? Seagrass Flats Unit 2 is a 2 bedroom/2 bathroom condo that is located less than 75 steps to the Gulf and has a shared heated pool. This unit has been completely renovated both inside and out. Bathrooms and kitchen feature quartz countertops; vinyl plank flooring...
Featured review
I want to start by saying the accommodations were nice and the location is excellent. We would stay here again. The rest of my comments or for the rental company, owner and future renters. The check in...
Key Amenities
About this property
Starfish Cove by Beach Retreats Vacation Rentals ​​​​​​​302 60th Street Holmes Beach, FL 34217 VRC19-000274 3 Bedrooms | 2 Bathrooms | Sleeps 6 | Heated Pool & Spa ​​​​​​​ Pet Friendly This home can park up to 4 vehicles Quiet hours at 10p-7a: please respect...
Featured review
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...
Key Amenities
About this property
A few things that make Manatee Harbour special: Canal-front, single family property Dock available for small boat Bean Point Beach - short 6 min walk Enclosed heated pool Outdoor seating & shower Gas grill (propane included) Professional Linen Services Complimentary WiFi Beach chair, beach...
Key Amenities
About this property
Welcome to your perfect Holmes Beach getaway! Just a short stroll from some of the best beaches on Anna Maria Island. This spacious and thoughtfully designed 4-bedroom, 3-bathroom, pet-friendly home offers plenty of room for families and groups, with a unique layout that makes it especially versatile...
Key Amenities
About this property
Come enjoy this 2 bedroom/2 bath duplex that can sleep up to 6 people with the add-on of the sleeper sofa. Blue Lagoon is located on North Shore which is just a few blocks from the renowned shopping and dining of Pine Avenue and features a large, shared heated pool. Upon entry, you will find the open...
Featured review
Our stay at Blue Lagoon was perfect. The condo was very clean and had absolutely had everything you needed. The beds were very comfortable. The private home pool was so relaxing and inviting.
Key Amenities
About this property
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....
Key Amenities
About this property
A 2-bedroom, 2-bath coastal condo perfectly positioned across the street from the white sands of Bradenton Beach on Anna Maria Island. Seagrass Sunsets delivers comfort, charm and an unbeatable Bradenton Beach location. Seagrass Sunsets is your effortless home base for Gulf Coast Living.You'll...
Key Amenities
About this property
Welcome to Tropical Sunset 4, a refreshed and inviting two-bedroom, two-bath retreat just a quick two-minute walk from Holmes Beach. This third-floor condo blends comfort, style, and convenience, offering beautiful water views along with access to a heated community pool, BBQ grills, and a picnic area....
Key Amenities
About this property
Looking for a great vacation location on beautiful Holmes Beach? Then look no further. Island Haven is a two-story, private home that features 4 bedrooms (two of which are primary bedrooms), 3 full bathrooms, game room and private saltwater, heated pool. Upon entry, you will find the open-concept living...
Key Amenities
About this property
This is it - Paradise! This fabulous Key West style elevated 3 bedroom/2 bath single family home has so many wonderful features it is hard to list them all here. It offers an elevator, cathedral ceilings, open floor plan, private heated pool & spa, private decks from every room, screened covered deck,...
Featured review
This house was everything and more. Way bigger than pictures. Had everything you could need. Would definitely stay there again.
FAQ
View on map
List view