Book Direct & Save - No Booking Fees
Key Amenities
About this property
Top Reasons to Book The Cranes Nest: - Prime Holmes Beach Location on Anna Maria Island - 3 Bedrooms · 3 Bathrooms · 3 Stories - Community Pool Access (Heated Nov–April) - Bikes, Beach Gear & Golf Cart Rental Available - Dog Friendly! (2 Max & Additional Fees Apply) -...
Key Amenities
About this property
VRC16-000680 The Magic Dolphin Unit A and B can be booked together for larger groups up to 8 people. Please call our office or use the link provided below to check availability on Unit B.Unit B: Visit Unit BWelcome to “The Magic Dolphin A” an elevated vacation rental located on the...
Featured review
We had a wonderful stay at Magic Dolphin A. The unit was very clean and well maintained, which made settling in easy and comfortable. The beds were especially cozy- we slept great throughout our trip.It...
Key Amenities
About this property
VRC16-000137 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,...
Featured review
This is a true retreat any time of the year. The backyard and pool area is well designed and an oh so private area that includes a hot tub, a pool, ping pong table, mini golf and hammocks for relaxing....
Key Amenities
About this property
VRC17-000063 Welcome to “Coastal Breeze” on beautiful Anna Maria Island. This vibrant four-bedroom, three-bathroom island retreat is your perfect vacation escape on AMI. The backyard is a true highlight, featuring a private heated pool with spa, cozy and colorful seating areas, and a one-of-a-kind...
Key Amenities
About this property
Turtle's Bay by Beach Retreats Vacation Rentals 306 Clark Dr Unit B, Holmes Beach, Anna Maria Island VRC17-000006 3 Bedrooms | 3.5 Bathrooms | Sleeps 6 | Heated Pool Pet Friendly This home can park up to 2 vehicles Quiet hours at 10p-7a: please respect neighborsDog...
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.
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 well appointed condo on Anna Maria is ready for rent! Everything you need is here for you. Pack some clothes and come to the beach! The condo is fully stocked with pots and pans and virtually any kitchen appliance you will need. We include house towels, beach towels, a washer and dryer and two TV's....
Key Amenities
About this property
Crosswind Cottage 312 A 61st Street, Holmes Beach, FL 34217 VRC19-000277 3 Bedrooms | 2.5 Bathrooms | Sleeps 10 | Heated Pool | Game Room | Elevator This home can park up to 3 vehicles Elevator Quiet hours at 10p-7a: please respect neighborsWelcome to Crosswind Cottage, a spacious island...
Featured review
Very nice house, everything worked. Two things that were not so wonderful- The pool gets barely any sun coverage daily. There is NO easy way to walk to the ocean. Houses block off and no entry unless...
Key Amenities
About this property
Island Escape by Beach Retreats Vacation Rentals 307 65th St, Holmes Beach, FL 34217 VRC18-000047 Your dream getaway awaits on Anna Maria Island! This stunning 4-bedroom (+ bonus room), 4-bath luxury vacation home is just steps from the beach and close to the best dining, shopping, and island attractions....
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
Welcome to Martinique Cheer, your cheerful beachside escape on beautiful Anna Maria Island! This rare higher-rise Holmes Beach condo offers incredible Gulf views and a prime location in a quiet, well-maintained complex. Just steps from the sand and a short stroll to the heart of Holmes Beach, you’ll...
Key Amenities
About this property
Just Beachy – Your Luxury Island Retreat on Anna Maria Island 128 49th Street Holmes Beach FL 34217 VRC21-000019 4 Bedrooms + nanny suite | 6 Bathrooms | Sleeps 10 | Heated Pool & Hot Tub | This home can park up to 4 vehicles Quiet hours at 10p-7a: please respect neighborsEscape...
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
Location, Location, LocationStaying near the Holmes Beach public beach means you get the best of the island without the hassle:Easy, stress-free beach access (no long walks or parking) Nearby public amenities like restrooms, showers & lifeguards Walk to restaurants, cafes & beach...
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...
Featured review
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...
Key Amenities
About this property
Wave From It All by Beach Retreats Vacation Rentals Holmes Beach, Anna Maria Island VRC23-000056 3 Bedroom | 2 Bath | Sleeps 6 Welcome to Wave From It All, your perfect island escape just steps from the sugar-white sands of Anna Maria Island. Whether you're sipping morning coffee on the porch...
Key Amenities
About this property
Top Reasons to Book: -Only 1.5 Blocks to the Beach -Private Pool with Swim-Up Tiki Table (Free Pool Heat in Cooler Months) -3 Bedrooms + Sleeper Sofa – Sleeps Up to 6 -All Bedrooms Have Ensuite Bathrooms -Fully Equipped Kitchen with Island Seating -Multiple Outdoor Spaces Including Front Deck...
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
Welcome to Salt and Shore by Coastal Chic Vacations!- Steps to Anna Maria Island's white sandy beaches - Community heated pool - Private putting green - 4 spacious bedrooms & 4 bathrooms - Ground level home - Close proximity to local dining, grocery store, shops... - Beach gear provided -...
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...
Key Amenities
About this property
Enjoy beautiful Anna Maria Island relaxing in a spacious ground floor condo unit with 2 bedrooms and 2 baths overlooking the heated community pool. This quiet slice of paradise has a large screened lanai off the living room with a pool view. Enjoy the amazing white sand beach and gorgeous sunsets within...
Key Amenities
About this property
Welcome to Paradise!When you come to Anna Maria Island for vacation, make this charming and inviting two-bedroom condo your home away from home! You're sure to love the relaxed island attitude with amenities like a heated pool, private screened lanai, and easy access to the beach, dining, and...
Featured review
The property had everything we needed. It was very cozy! We loved the location and how it was within walking distance to everything we wanted to do. The pool was amazing! We hope to return!
Key Amenities
About this property
Welcome to Sun Plaza West 101! *Highlighted Amenities** Location! Gulf Front Resort Condo Community! * 2 Bedrooms / 2 Bathrooms * 1 King Bed & 2 Twin Beds (Or can make 1 King upon request) * Open Air Balcony off Master Bedroom * Screened Lanai with Patio Furniture * 3rd Balcony with view...
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
BRAND NEW LISTING! Beautiful Gulf-front, 2 br 2ba, second-story condo directly on the beach. Our unit 216 is a 5-star listing at Tiffany Place Condominiums, with stunning sunset views from the top-floor private balcony. The master bedroom faces the brilliant Gulf of Mexico waters and includes a California...
Key Amenities
About this property
Welcome to Flamingo Fling by Coastal Chic Vacations!- Steps to Anna Maria Island's white sandy beaches - Private heated pool - Hot tub - Private putting green - 4 spacious bedrooms & 3 bathrooms - Ground level home - Close proximity to local dining, grocery store, shops... - Beach...
Key Amenities
About this property
28-Night Minimum Maximum capacity shall not exceed 6 personsWelcome to paradise on beautiful Anna Maria Island! Sunbow Bay 209 is a newly furnished 2-bedroom 2-bath condo with new appliances and coastal decor overlooking a peaceful, serene lagoon with kayak and canoe...
Key Amenities
About this property
Welcome to Hidden Treasure Unit A! VRC18-000124.1 Miles to Holmes Beach Walk to Manatee Public Beach, Grocery Stores, Restaurants, Shopping & More! Fully stocked kitchen for all your favorite home-cooked meals Shared Heated Pool High-speed Wi-Fi included Smart lock for Self Check-in...
Key Amenities
About this property
Anna Maria has mostly recovered from hurricanes Helene and Milton, and Peacock Place is back! Come visit while it is still not too crowded!Peacock Place is now a three-bedroom, two-bath home and can sleep six adults. Large living room with HDTV & Roku and a big kitchen. Large master bedroom with...
Featured review
My husband and I stayed in the Peacock house 2 years in a row and loved it. Denise is an excellent host and the house was amazingly roomy. The kitchen was outfitted with every item you could imagine....
Key Amenities
About this property
Quiet Nights of Quiet Stars on Anna Maria Island.Nice deal for August 23 arrival and September 1 departure. Pick out 7 days in this 9 day period. Or stay the 9 days?The Vibe: Quiet, Comfortable, and Updated for 2025 Escape to "Songbird," a charming purple getaway tucked away on a peaceful...
Featured review
Joel was absolutely amazing to rent from for our week-long beach vacation!We ran into a few unexpected travel hiccups getting there, and Joel went above and beyond to help us every step of the way....
Key Amenities
About this property
Welcome to Hidden Treasure Unit B! VRC25-000106 .1 Miles to Holmes Beach Shared Heated Pool Walk to Manatee Public Beach, Grocery Stores, Restaurants, Shopping & More! Fully stocked kitchen for all your favorite home-cooked meals High-speed Wi-Fi included Smart lock for Self Check-in...
Key Amenities
About this property
Property Highlights: - Short walk to the beach - Accommodates up to 4 guests - 2 king beds - Private screened balcony - Tasteful coastal décor throughout - Fully equipped kitchen - Indoor and outdoor dining space with room for 4 - Beach essentials: chairs, umbrella, cart - Covered parking...
Key Amenities
About this property
TWO WEEK MINIMUM STAY. No exceptions. No Pets. Sorry.20 STEPS TO THE SAND - GREAT VIEWWe are cheaper than any two bedroom, two bath on the island. We are priced to stay booked.Private high speed internet!This gorgeous open concept, two bedroom, two bath, family room, dining area and kitchen...
Featured review
️ love this area one of my favorite places to stay AnnaMaria island.. love it .. can’t wait to go o back
Key Amenities
About this property
Welcome to Mermaid Sunset! VRC16-000276 Private Heated Pool/ Spa 200 steps to Holmes Beach Beach Chairs & Wagon Available for use 1 Mile to Pine Ave. Fishing, Shopping, Restaurants, and more High speed Wi-Fi, Smart lock for Self Check-in Pool Heat included with rental Welcome...
Key Amenities
About this property
Beachcomber showcases spacious decking and a bright, open-concept living, dining, and kitchen area, radiating coastal luxury and charm. The main bedroom features a sumptuous king-size bed and a stylish en-suite bathroom with a soaking tub and a shower, while the second bedroom can be configured as either...
Key Amenities
About this property
Have you been dreaming about the water here on Floridas Beautiful Gulf Coast? Well, come enjoy "Bay Dreamin" Walk To Bayfront Park located directly across the street! .03 Miles to Pine Ave. Fishing, Shopping, Restaurants, and more! Private Heated Pool/Spa, Putt-Putt Golf Fully Renovated...
Located off the Florida coast just south of St. Petersburg, Anna Maria Island is a popular vacation destination known for its stunning beaches, tasty restaurants, and extensive activities.
Homes Beach is widely considered to be Anna Maria Island’s crown jewel, making it the perfect place to plan your Anna Maria Island vacation.
At Holmes Beach, Florida, you’re not likely to run out of activities, no matter what your interests might be. Watersports like sailing, jet skiing, parasailing, and more are a common pastime along the shores of Holmes Beach.
The waters are calm enough to swim in while still providing plenty of great waves for your favorite sports. And if you prefer to simply relax by the waves rather than being in them, you’ll feel at ease laying back on the white sandy beach.
Like most of the Florida coast, there’s no bad time to visit Holmes Beach weather-wise. The warmest days with the lowest humidity usually occur in the fall, but you’re sure to enjoy plenty of sunshine and light breezes during your trip, regardless of the season. No matter what time of the year you visit, you won’t have to miss out on any of the quintessential Florida experiences.
If you want to make the most of your journey to Anna Maria Island, you shouldn’t stay anywhere other than Holmes Beach rentals. Many of the island’s most sought-after restaurants, bars, and shops are located at Holmes Beach. With all that and one of the Florida coast’s most inviting beaches, you can’t go wrong with Holmes Beach as your destination.
Book early to make sure you secure your dream vacation home at Holmes Beach, Anna Maria Island. Find it now among our wide selection at FloridaRentals!
View on map
List view