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Amazing views from the living room and primary bedroom of this 2 bedroom/2.5 bathroom. Take a drink outside and sit on your private balcony and watch the incredible sunsets. This beautiful condo sits right on the beach in Holmes Beach. After a day on the beach, take a dip in the community pool or sit...
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Looking for the perfect beach destination? Well, it doesn't get better than this! This 2 bedroom/2 bath condo, recently updated, is centrally located on Holmes Beach and is only steps from the sparkling gulf waters and white sandy beaches. New floors, new furnishings and decor - this place is your...
Featured review
Location is where it's at! Close to everything, yet on a quiet street. We had a great time celebrating 5 years post cancer! Loved the Island and everyone on it. We didn't want to leave! Loved the way...
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6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS!Welcome to your home-away-from-home, a 4-bedroom, 4 full bath, and 1 half bath pet-friendly canal-front retreat designed for unforgettable stays. With beautiful water views and space for families, friends, or fishing trips, Yacht Sea the perfect...
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Welcome to your perfect beach getaway! This beautifully renovated 2-bedroom, 2-bathroom condo comfortably sleeps up to 4 guests and offers everything you need for a relaxing coastal escape.The primary bedroom features a luxurious king-size bed and a private ensuite bathroom with a spacious walk-in...
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Located on the tranquil beaches of Anna Maria Island, Sandy Turtle is mere steps away from the beach and offers picturesque views of the Gulf of Mexico. The only thing distancing the balcony from the sand is a large, heated, shared swimming pool. This condo is one of the few originals left on the island...
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Welcome to West O’ Gulf. This property suffered minimal damage from hurricanes Helene and Milton and is better than ever! If you are ready for a relaxing stay on beautiful Anna Maria Island, then this is the beach house for you! This exceptional custom-built 4 Bedroom 3-bathroom house makes it easy...
Distance to beach: 250 feet to About a 50 second walk
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We have last minute openings available at 50% off! Act fast! Won't last! Inquire to obtain sale rates for period you want. Text . To qualify, you must not have more than 6 in your group. Person booking must be no less than 25 years old. NO PETS. Non smoking home. Act FAST because this sale ends...
Featured review
We’ve been traveling to Anna Maria Island multiple times a year for the past few years, and this was easily our favorite stay. The location is unbeatable—walkable to the beach with quick access to...
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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....
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VRC24-000077 Come experience Unit 201 at Sun Plaza West on beautiful Anna Maria Island. This 2 bedroom 2 bathroom Condo is located in the heart of Holmes Beach within walking distance to restaurants, shopping and the Islands Free Trolley. Sun Plaza West complex offers a secure entry, an elevator, heated...
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Come enjoy this 4 bedroom/4 bath duplex that can sleep up to 8 people with the add-on of the sleeper sofas. 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 in both...
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Escape to Sandcastle, a stunning Anna Maria Island house with breathtaking beach and water views! This family-friendly retreat boasts a private pool, is steps from the beach, and offers luxurious amenities like a complimentary 6-passenger Golf Cart, BBQ grill, and bikes. Enjoy the perfect blend of relaxation...
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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....
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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...
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Come relax and enjoy this stunning 2 bedroom/2 bathroom second level, recently updated condo at Runaway Bay. Runaway Bay is a bayfront complex that is less than a 1/2 block away from the beautiful beaches offering you all of the conveniences you would want in an island stay. The complex has a large heated...
Featured review
We really enjoyed our stay at Runaway Bay. The outside of the complex looks pretty dated but the condo was freshly renovated. We had everything we needed to enjoy our stay. We appreciated all the beach...
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When it's time to run away— to escape to a tropical island oasis where the bright sun is shining and the gentle sea breezes are endless— then it's time to book a stay at Runaway Bay 117. This cozy coastal hideaway is tucked within one of the most exclusive Anna Maria Island communities...
Featured review
We've been on Ana Maria Island before; it's a lovely area. This was a great location for us and the management was very prompt and considerate whenever we contacted them. Thank you so much!
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A few things that make Martinique South Unit 506 special: Holmes Beach on Anna Maria Island - Beachfront Community swimming pool and spa Community elevator, gas grills with picnic tables for outdoor dining Community laundry on each floor Professional linen services Complimentary WiFi Beach chairs,...
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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.
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Top Reasons to Book: -Only 1.5 Blocks to the Beach -Private Pool with Swim-Up Tiki Table (Free Pool Heat!!) -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; Private Backyard -Close...
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Bradenton Beach Club is a beautiful Gulf to Bay property that is 1/2 a block away from the beautiful beaches offering you all of the conveniences you would want in an island stay. This beautiful townhouse sleeps up to eight people with 3 bedrooms/2.5 bathrooms, full laundry, elevator, garage, and large...
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My family and I travel every year for the 4th of July, this year we decided to visit Anna Maria Island. WE LOVED IT! Everything was great, the weather, the relaxed atmosphere, the water temperature and...
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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,...
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Escape to Beach Bliss, a stunning 4-bedroom, 3-bath waterfront home on Anna Maria Island. Enjoy the perfect blend of luxury and relaxation with a private pool and spa, ideal for soaking up the Florida sun. With beach access and water activities nearby, your dream island getaway awaits.The Space Backyard...
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Top Reasons to Book Crazy Mermaid • Waterfront canal views throughout the home • Private pool (heated upon request for additional fee) • Private dock for relaxing or fishing • Screened porch overlooking pool & water • Spacious 4BR layout for groups & families •...
Featured review
This place was so fun and worked great for our family. Plenty of beds, lots of room to hang, and provided just about everything you needed. The pool and dock were a fun extra! We plan to come back!!
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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...
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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...
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Indulge in the ultimate beach escape to “Oceans Blue” located on the *premier corner* of Coconut & Los Cedros in Anna Maria. Oceans Blue is a very short walk (only 0.15 miles) to the gorgeous, white sandy beaches of Anna Maria Island, just north of Pine Ave. This *ultimate beach house*...
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VRC19-000071 Need a getaway? We have the perfect spot for you. Welcome to "Sun & Surf", a direct gulf front condominium on beautiful Anna Maria Island. This 2-bedroom, 2-bathroom condominium offers all the charm and comforts you will come to expect from a Salty Mermaid Vacation Rental....
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Bradenton Beach Club is a beautiful Gulf to Bay property that is 1/2 a block away from the sandy white beaches offering you all of the conveniences you would want in an island stay. This beautiful condo sleeps up to six people with 3 bedrooms, 2 bathrooms, washer/dryer, elevator from the...
Featured review
We’ve visited AMI for many years but this was the first time at a rental. SeaBreeze #242 was the right place to stay. Great location steps from the beach and behind the units was a pier on the bay to...
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VRC19-000080 Come experience Unit 204 at Sun Plaza West on beautiful Anna Maria Island. This 2-bedroom 2-bathroom Condo is in the heart of Holmes Beach within walking distance to restaurants, shopping, and the Islands Free Trolley. Sun Plaza West complex offers secure entry, an elevator, heated pool,...
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*This property is formerly known as "Mia Bella" and has been renamed to "Hidden Hammock"Create unforgettable memories at “Hidden Hammock” located on Hammock Road, just north of Pine Avenue, in a *premier deep water canal location* in Anna Maria. Hidden Hammock is a...
Featured review
Salty Mermaid Vacation Rental in Anna Maria Island- Even before arriving to Mia Bella, the communication with both Bella and David was incredible. They both go above and beyond to make you feel comfortable...
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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....
Featured review
Wonderful house. Very clean and well stocked. The pool was clean and big. Very close to a very nice beach. Would stay here again.
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Luxury Beach Home • Steps to Sandbar Restaurant • Elevator • Sleeps 10 • Pets WelcomeWelcome to Villa Del Sol, a luxury Anna Maria Island vacation rental located just two houses from the beach and steps from the iconic Sandbar Restaurant.With Gulf views, heated swim spa, private...
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Welcome to “Barefoot Mermaid 1” 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...
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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...
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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....
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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...
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Bring your family and guests to this 2-unit house! About 40 steps to the beach entrance of Anna Maria white, sandy beach, this home combined boasts 5 bedrooms, a sleeper sofa and 5 bathrooms. Bean Point Unit A boasts 3 bedrooms/3 bathrooms, while Unit B has 2 bedrooms/2 bathrooms. Both units feature well-equipped...
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A few things that make Surrounded By Sea Breezes special: - Anna Maria on Anna Maria Island - 65 min walk to Gulf Beaches - Private boat ramp and boat dock - Private heated salt pool/spa - Outdoor shower - Corn hole, ping pong table - Gas grill (propane included) - Professional Linen Services -...
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A few things that make Martinique South Unit 306 special: Holmes Beach on Anna Maria Island - Beachfront Community swimming pool and spa Community elevator, gas grills with picnic tables for outdoor dining Community laundry on each floor Professional linen services Complimentary WiFi Beach chairs,...
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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...
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Beach Bellini is a 3 bedroom/3 bathroom private home in Holmes Beach. Just an 8 minute walk to the beach, pull into the paver driveway with a one-car garage and enter this light and airy home with wood floors and wood plank ceilings. The fully-stocked kitchen has stainless steel appliances, granite counters,...
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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.
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Come relax and enjoy this stunning 2 bedroom/2 bathroom, second level, recently updated condo at Runaway Bay. Runaway Bay is a bay front complex that is less than 1/2 block away from the beautiful beaches offering you all of the conveniences you would want in an island stay. The complex has a large heated...
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Sunset Azul is a fully-updated 2 bedroom/1 bath gulf-side ground level villa on the southern end of Holmes Beach. It's quiet, yet close to shopping, restaurants and trolley stops. Best of all, this unit is only a few short steps to the white sandy beaches. This villa has a fully-equipped kitchen,...
Featured review
This is a great condo!! Full kitchen, washer and dryer IN unit, comfortable bed and beautiful natural light throughout. Only a 2 minute walk to the Gulf beach, Walgreens and Public. 2 parking spots are...
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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.
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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....
Featured review
A time much needed . We so enjoyed our stay at 2311 ave.c that we hope to return every year . We just felt like we were at home .
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A few things that make Sunset Penthouse special: Concierge Collection Property Bradenton Beach on Anna Maria Island - Beachfront Top floor of Bradenton Beach Club Community beachfront pool, private elevator Professional Linen Services Complimentary WiFi Beach chairs, beach wagon, & beach umbrella Parking...
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Welcome to Cloud 9, a stunning beachfront retreat where modern luxury meets relaxed coastal living. Perfectly positioned on the quiet north end of Anna Maria Island, this beautifully designed 5-bedroom home offers everything your group needs for an unforgettable island escape — from elegant interiors...
Featured review
This home was perfect for our family vacation- great views, clean, well stocked, we will definitely be back! Thank you!
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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...
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Beautiful 3 bedrooms/2 baths condo is in the highly sought out Bradenton Beach Club community. It has quality finishes including wood cabinets, solid granite surfaces, stainless steel appliances and quality tile in the living and bathroom areas. So well-appointed with comfortable furniture, fishing dock,...
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Welcome to Bradenton Beach Club #246 “The Sea Grape”! Here is a wonderful opportunity to enjoy an updated condominium featuring 3 bedrooms and 2 full baths. Bradenton Beach Club is a great Beach to Bay complex offering many amenities such as private beach access and a boardwalk that takes...
Featured review
Lovely condo-excellent location! Had everything we needed! Close to beach; pool was great. Condo clean and stocked with all essentials.
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.
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