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
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
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
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
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....
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
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,...
Featured review
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
Welcome to Hello Darling, a freshly renovated 2-bedroom, 2-bath condo tucked into the friendly community of Runaway Bay. Sleeping up to 5 guests, this charming retreat blends modern comfort with peaceful, coastal vibes, perfect for families, couples, or anyone looking to unwind.As you walk in, you're...
Featured review
Our condo greatly exceeded our expectations! It was spotless and had everything we needed. Sea Breeze vacations were very helpful and prompt in dealing with a small matter. We took a dolphin cruise from...
Key Amenities
About this property
This bay front condo offers expansive views of the bay, starring dolphins, manatee, birds and more. Our spacious two bedroom two bath condo offers all the comforts of home with a full kitchen, laundry and TVs in every room.The master bedroom and balcony look directly out over the bay. Guests can watch...
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...
Key Amenities
About this property
A few things that make Martinique South Unit 207 special: Gulf-front location in Holmes Beach on Anna Maria Island Heated community pool and relaxing spa Convenient elevator access plus shared gas grills and picnic areas Laundry facilities available on every floor Fresh, professionally cleaned linens...
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
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
New Name - A Wave From It All, formerly known as 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...
Featured review
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...
Key Amenities
About this property
Welcome to La Isla Bonita by Coastal Chic Vacations!- 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 - All beach gear provided - 3-story...
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
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
Welcome to “Pineapple Cottage” – a beautifully updated ground-level beach cottage located in the heart of Anna Maria City and just 1 block from all the shops, restaurants, and fun on Pine Avenue. This charming cottage has been completely restored after hurricanes Helene and Milton. This...
Featured review
This house is in a great location, three blocks to the beach, restaurants, and three blocks to the pier, and many other amenities. It is beautiful, spacious and has everything you need to make your stay...
Key Amenities
About this property
Island Dream is your perfect coastal escape. This spacious 4-bedroom, 4-bathroom coastal retreat with a fully equipped kitchen and a stunning backyard perfect for outdoor entertaining. Ideally located near the beach, shops and restaurants, it offers the perfect blend of comfort, convenience and relaxation.Step...
Featured review
The house and all the amenities were perfect!! The kitchen, dining area, bar seating at island and being open to family room was really nice!! The bedrooms were spacious, having own bathrooms was great...
Key Amenities
About this property
Top Reasons to Book #3 on Avenue Sea • 2-minute walk to Anna Maria Island beaches • 1st Floor Condo • Heated community pool just steps away • Prime Bradenton Beach location • Free trolley access nearby • Updated coastal interior • Free parking & WiFi •...
Featured review
Very nice apartment , very clean! Easy access to the beach right across the road and very close to Bridge Street! We rented a golf cart for a week and was fun checking out the island! Our stay was for 2...
Key Amenities
About this property
A few things that make Manatee Harbor 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 “Barefoot Mermaid 3” a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria Island. The serene location of this property is just amazing. Located steps, less than 50 ft to white powder sand beaches of the Gulf of Mexico and less than a few flip flop...
Featured review
We were so pleased with Barefoot Mermaid 3. Everything was so clean and well cared for. The kitchen was stocked with the things we might need. We were so close to all our favorites like The Sandbar, Mademoiselles...
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 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
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
Walk in and be wowed — the Gulf of Mexico and sugar-white beaches are right in front of you! The view of the Gulf is across the street, where you'll see some of the best sunsets you'll ever see! It's truly breath-taking, and the best part? You get to experience it all, every day of...
Key Amenities
About this property
A few things that make Palm Trees & Manatees special: Canal Front with dock in Anna Maria Heated saltwater pool with sun shelf Grill and outdoor dining area Outdoor shower Professional Linen Services Complimentary WiFi Beach chairs, beach wagon, & beach umbrella Parking for 3 vehiclesPalm...
Key Amenities
About this property
Indulge in the ultimate beach escape to “Mary’s Place” located on Los Cedros, a *premier location* just north of Pine Avenue in the city of Anna Maria. Mary’s Place is a very short walk to the gorgeous, white sandy beaches of Anna Maria Island. This *ultimate beach house* has been...
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....
Featured review
The unit was perfect for us (2 adults 2 kids), there was everything we needed, the kids loved the pool in the evening after a beach day. the beach was very close and low crowded so we were there every day....
Key Amenities
About this property
A picture is worth a thousand words, and you'll have plenty of photo-ops from your spacious, screened-in, second story balcony with unmatched up-close views of the ocean. Whether it's swimming in the shared heated pool or lying on the beautiful beach, there's no shortage of conveniences....
Key Amenities
About this property
Please reach out for a quote or if you have any questions, we respond quickly. Welcome to Sol Y Mar! This bright, newly refreshed 3 Bedroom beach house oasis features the perfect mix of modern decor mixed with touches of mid-century inspired furnishings and original terrazzo floors. Guest will love the...
Featured review
This house had everything we needed! The host and company was very accommodating and worked with us with everything we need. Pool was warm and the backyard was awesome! Plenty of space.
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
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
Make a salty margarita as soon as you arrive at Salty Margarita, a beautifully renovated 2-bedroom, 3-bathroom single-family home just moments from the beach on stunning Anna Maria Island. Step inside through the sliding balcony doors and you'll be greeted by an open-concept living area that connects...
Key Amenities
About this property
Crisp, clean, and completely remodeled— this 2 bedroom townhome is the perfect spot to make unforgettable Anna Maria Island memories. The warm sand and turquoise water of the Gulf of Mexico are right across the street. You'll be steps away from the beach and a quick stroll or bike ride from...
Key Amenities
About this property
Sunset Landings Unit 4 is the perfect spot for an unforgettable Anna Maria Island getaway. Located directly across Gulf Drive from the beautiful Gulf of Mexico, this stylish 2-bedroom townhome puts you just steps from the beach and within easy walking or biking distance of local restaurants and attractions....
Featured review
Great unit, excellent communication, comfortable beds! Kids utensils, pool/beach toys, pack n play, and toddler bed rail all there!
Key Amenities
About this property
A few things that make Island Charm special: - Holmes Beach on Anna Maria Island - Short 5 min walk to Gulf Beaches - Heated pool - sun shelf and dining in pool - Grill (propane included) - Professional Linen Services - Complimentary WiFI - Beach chairs, beach wagon & beach umbrella - Parking...
Key Amenities
About this property
Welcome to "Barefoot Mermaid 2" a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria Island. The serene location of this property is just amazing. Located steps, less than 50 ft, to white powder sand beaches of the Gulf of Mexico and less than a few flip flop...
Featured review
We booked last minute for a long weekend to get out of the COLD Midwest. Location was exceptional! Literally STEPS to the beach where Pine Avenue dead ends at the GULF. Beach chairs and towels provided....
Key Amenities
About this property
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS MADE AFTER 10/10/25 WITH A CHECK-IN DATE AFTER 1/17/26! 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...
Featured review
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...
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
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! Welcome to Beachy Keen, your dream getaway on beautiful Anna Maria Island! This bright and spacious 5-bedroom, 4-bathroom home comfortably sleeps up to 12 guests and offers everything you need for a relaxing and memorable beach vacation.Step inside...
Featured review
This was our first time in AMI & we’re a bit apprehensive about to expect. The location was great & just a short walk to the secluded beach! The house fit our needs of 6 adults & 4 kids age 19 & under....
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
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
Step into this beautifully renovated coastal condo, where everything is brand new from floor to ceiling. Designed with comfort and style in mind, the home features two inviting bedrooms and two full bathrooms. The primary suite offers a luxurious king bed and a private ensuite, while the second bedroom...
Key Amenities
About this property
Vitamin Sea by Beach Retreats Vacation Rentals 146 Crescent Dr, Anna Maria, FL 34216Welcome to Vitamin Sea, a stunning 5-bedroom, 5-bath luxury retreat located on the coveted north end of Anna Maria Island, just a 10-minute stroll to Bean Point Beach. With a private dock, heated saltwater pool and...
Featured review
Vitamin Sea is a beautiful home near the beach. It was very clean and comfortable for the week. However, the beds were not quite 5 star quality. They had body "ditches" and really should be replaced. Also,...
Key Amenities
About this property
Pelican Cove is a beautiful Gulf to Bay property with a prime location just steps to the beach, five-star restaurants, shops and more - it's the tropical vacation you've been dreaming of offering you all of the conveniences you would want in an island stay. This beautiful condo was completely...
Featured review
Clean, cute updated condo. Photos represent the property correctly. Great view of the bay, right on the water. Only a short walk across the street to the beach. Easy walk (5 blocks) to great shopping...
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...
Featured review
Overall, I was happy with this place. We stayed there two years ago. It is located a block from the gulf. The beach is nice and quiet. The house is very nice with two walk in showers.Area for improvement...
Key Amenities
About this property
Aqua Blu is a newly remodeled 2 bedroom/2 bathroom gulf front condo that offers everything you will need for a carefree getaway including a heated community pool and spa. From the moment you walk in, you are welcomed by stunning gulf views. Your private balcony will be the perfect resting place both day...
Key Amenities
About this property
A few things that make Blue Azure special: Concierge Collection Property Golf cart included on any reservation made after 6/18/26! Bradenton Beach on Anna Maria Island - 4 min walk to Gulf Beaches Pool / spa, rooftop deck Putt putt golf, ping pong, corn hole, Connect 4 Lower level refrigerator Gas...
Key Amenities
About this property
110 11th Street South - Bradenton Beach - FL 34217Important Info 20% deposit due at booking; balance due 60 days prior to arrival Cancel 60+ days before arrival → Lose 20% deposit Cancel within 60 days → No refund Extended stays & bookings $25,000+ → Full payment 90 days prior,...
Featured review
The house was very nice. We were having a problem with the A/C cooling the house the first day and a technician was sent out immediately.
Key Amenities
About this property
Wake to waves and end each day with award-winning Gulf sunsets at Limefish Luxe—a Gulf-front, 3BR/3BA luxury retreat in North Holmes Beach. Enjoy direct beach access, a private heated pool, complimentary 6-passenger golf cart, bikes, paddle boards, and beach gear. Steps from the best of Anna Maria...
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...
You book directly with the owner, so FloridaRentals charges no booking fee or service fee, unlike larger online travel agencies. Here approximately based on the length of your stay.
SHORT STAY
3 nights
all in
$564/night
| $411 × 3 nights | $1,233 |
| Cleaning + damage waiver | $265 |
| Tax (13%) | $195 |
| Booking fee | $0 |
| Total | $1,693 |
WEEKLY STAY
7 nights
all in
$493/night
| $398 × 7 nights | $2,786 |
| Cleaning + damage waiver | $265 |
| Tax (13%) | $397 |
| Booking fee | $0 |
| Total | $3,448 |
MONTHLY STAY
30 nights
all in
$404/night
| $349 × 30 nights | $10,470 |
| Cleaning + damage waiver | $265 |
| Tax (13%) | $1,396 |
| Booking fee | $0 |
| Total | $12,131 |
The shoulder months in late spring and early fall bring warm water and lower rates. Anna Maria Island is also popular among snowbirds in the winter because it offers mild temperatures and a relaxed lifestyle.
| Month | Median nightly | Difference from annual | High / low air temp | Avg. gulf temp | What’s going on |
|---|---|---|---|---|---|
| January | $356 | -10% | 73° / 52° | 64° | Calm, uncrowded beaches |
| February | $495 | +25% | 75° / 55° | 66° | Cortez Fishing Festival |
| March | $550 | +39% | 78° / 58° | 71° | Springfest arts festival in late February or early March |
| April | $461 | +16% | 83° / 63° | 76° | Sea-turtle patrols begin; temperatures begin to rise |
| May | $387 | -3% | 88° / 68° | 82° | Sea-turtle nesting begins |
| June | $450 | +13% | 90° / 74° | 86° | Ideal beach weather; morning wildlife sightingss |
| July | $454 | +14% | 91° / 75° | 89° | 4th of July Parade and fireworks show |
| August | $343 | -14% | 92° / 75° | 89° | Warmest Gulf water |
| September | $302 | -24% | 90° / 74° | 86° | Peak hurricane season |
| October | $317 | -20% | 86° / 68° | 81° | Bayfest; nesting season ends |
| November | $300 | -24% | 80° / 60° | 74° | Symphony on the Sand; cooler, drier days begin |
| December | $336 | -15% | 75° / 55° | 68° | Tree lighting and holiday boat parade |
Based on the median Anna Maria Island nightly rate on FloridaRentals.com.
For something quieter and more upscale, Longboat Key, the next island south, is a good option.
SRQ is the closest, about 18 miles and 30 minutes from mid-island. Tampa International (TPA) is farther, roughly 50 to 55 miles, but flies more routes, and St. Pete–Clearwater (PIE) falls between the two.
The fare-free island trolley runs Gulf Drive end to end, roughly every 20 minutes, about 6 a.m. to 10:30 p.m. It's all you need to move up and down the island, but if you want to explore the mainland, you’ll need a car.
The lots at Coquina Beach and at Manatee Public Beach in Holmes Beach are free but they close in the evening. Each town writes its own parking ordinance, and tickets or towing are common on private lots, so make sure to read the signs.
Hurricane season runs June through November, peaking in September. Red tide, a Gulf algae bloom, surfaces along this coast some years in late summer. And from May through October, sea-turtle nesting means a lights-out rule after dark in all three towns.
Straight answers to what people ask us most.
List it on FloridaRentals.com and connect with guests directly, with no commission on your bookings.
View on map
List view