Anna Maria Island is known as the hidden gem of Florida, with its 7 miles (11 km) of long sandy beaches, warm seas, classic restaurants, and rich culture. Don’t be fooled by its sleepy small-town atmosphere. That’s just a facade. This island is one of the most vibrant places to visit in the state. It is about an hour from Tampa International Airport and 2.5 hours from Orlando International Airport. Its proximity to international airports makes it a popular destination among tourists all over the country and the world. In the resort city of Anna Maria is Pine Avenue, which is lined with adorable little shops, wide galleries, and eateries. The island is even a popular beach destination wedding spot! Experience romantic Mediterranean architecture and lush tropical gardens here. You’ll also find a lot of things to do on Anna Maria Island. Unwind on one of the beautiful beaches all day or have fun walking along the seaside and watching the sunset in the evening. Visit Anna Maria Island now and experience for yourself why it is truly a treasure. Check out our top vacation rentals in Anna Maria Island, Florida, listed below, for an experience you’ll always cherish.
What to look forward to:
- Shoppers will love exploring Bridge Street, which is teeming with shops selling everything from jewelry to home decor, along with amazing eateries.
- Anna Maria Beach is a must-stop for tourists who want to relax on the soft white sand and admire views of the bay.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 04, 2024.
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1. Twin Palms; Holmes Beach (from USD 349)
Best for: Beachfront, luxury, large groups or families, heated pool
Twin Palms is the second private home you’ll need when taking a vacation on the white beach of Anna Maria Island, Florida - especially if you are bringing your family with you. This island vacation property is a huge house that can accommodate up to 10 guests. Its’ features include five well-decorated bedrooms with sliding doors for the outside pool, a high-end equipped kitchen, a private heated pool, a charcoal barbecue and landscaping with beautiful palm trees. Additionally, it is just within walking distance to any beach activity. If you are not yet convinced that this place is built for the comfort of the guests, the fact that this is the island private home of a New York Times best-selling foodie author together with her techie designer husband might do the trick. This 5-bedroom beach rental in Anna Maria Island is also a great place to spend your honeymoon if you decide to have a beach wedding on the island.
Superhost
2. Wonderful beachfront vacation rental with amazing views; Bradenton Beach (from USD 339)
Best for: Beachfront, couples
Have you ever dreamt of going somewhere where you can watch the orange hues of the sunset? Live your dream on this breathtaking beachfront studio located directly on the sandy beach in Bradenton Beach, Florida. This home is a perfect space for couples who are in need of rekindling their romance. It’s also a suitable option if you’re a first-time vacation home renter. This home has countless amenities. With a deck outside where guests can partake in an intimate dinner and experience the moonlight illuminating the beach view, nothing screams romance better than this. Guests can easily access the beach by simply stepping outside the door.
This Anna Maria Island vacation rental is also near many shops and restaurants. Head over to Coquina Beach where you can find picnic tables, cabanas, playgrounds, and cafes. The beachfront location of this vacation home rental is enough to make you come back for more. The closest airport is Sarasota - Bradenton International Airport which takes about 30 minutes by car from this rental property.
3. Villa with a heated pool; Holmes Beach (from USD 148)
Best for: Small groups or families, private pool
One of the best accommodation types, especially on an island, is villas. Come and have a relaxing vacation in the Holmes Beach villa situated in Anna Marie Island. It is newly renovated and decorated which means that everything in the entire house is in pristine condition. It has two bedrooms with two full bathrooms, a walk-in closet in the master suite, a fully-equipped kitchen, a covered porch where guests can lounge, an in-ground private pool for leisure, and a barbecue on the back deck which is ideal for a picnic set-up. The backyard leads to a common park, tennis and shuffleboard courts and the municipal boat ramp. Beaches in Anna Maria are also accessible to the guests since it is only a short walk to get there. Beach chairs, toys, carts, and bikes are already provided.
4. Beachfront duplex with a screened porch; Holmes Beach (from USD 205)
Best for: Beachfront, foodies
Once featured in Southern Living, Alice’s historic cottage is the small half of a duplex that can accommodate two guests. It is located far from the crowd and the beach is right outside your doorstep, so you can enjoy the waves and breezes all day long. You can easily prepare your own meals in the fully equipped kitchen, or simply walk to nearby cafes and restaurants to get your fix. This Anna Maria Island rental also offers free Wi-Fi, beach towels, and a coin laundry.
5. Pet-friendly condo with a heated pool; Holmes Beach (from USD 177)
Best for: Pet-friendly, small groups or families, heated pool
For a family of four, this two-bedroom condo in Anna Maria Island is a fine accommodation choice. The dog-friendly home boasts a bright main area where you can have a relaxing nap on a comfy couch, watch some TV, and whip up your own meals. The light-filled bedrooms are adorned with tropical-inspired beddings, adding a pop of color and a sense of whimsy. The best part of it all, guests will have access to a private and heated swimming pool!
6. Spectacular getaway close to the beach; Anna Maria
Best for: Beachfront, small groups or families
Looking for a spot to stay for an affordable vacation in the sun? Look no further because your beach life is about to happen. Situated at the silent north end of Anna Maria Island is a beautiful two-bedroom villa that is just a short walk towards the wide and beautiful white-sand beaches of Beach Point. This island vacation property features two bedrooms, an outdoor shower, a sectional sofa in the living room, an outdoor patio to dine at, and a screened porch where you can lounge during the day. The best swimming spot is on the gulf side of the Point which is just a short walk. The Rod-N-Reel Pier is also within reach of the guests where they can enjoy morning coffees, evening cocktails, or simply watch the dolphins. From this accommodation option, the wide array of shops and restaurants are just around Pine Avenue in downtown Anna Maria. Explore the vicinity and admire the turquoise waters of Coquina Beach and Manatee Public Beach in this beach town.
5.27 km (3.3 mi) from Manatee Public Beach
7. Family-friendly home near beautiful beaches; Bradenton Beach (from USD 434)
Best for: Luxury, large groups or families
One of the best places to stay on the island if you’re a family or group of eight is this stunning home with three bedrooms. Offering a private hot tub, this vacation home in Anna Maria Island with centralized air conditioning also features convenient amenities such as a well-furnished kitchen so you can save a ton on meals, a patio with a hammock, and an upper deck with a partial ocean view. Beaches like Manatee, Cortez, and Coquina are all a few minutes away.
8. Turtle Cottage; Anna Maria (from USD 263)
Best for: Luxury, beachfront, heated pool
Turtle Cottage is a one-bedroom cottage with an open floor design. The bedroom comes with a king-sized bed and is connected to the private patio area where you can use the washer and dryer. The living room has a sofa bed that can be turned into a queen-sized bed. There is a heated swimming pool and spa surrounded by landscaping to help soothe your weariness and simply relax. The owners have also provided guests with an electric grill, beach chairs, an umbrella, and a wagon.
Just a walking distance away from the beach, the cottage is close to Rod and Reel Pier where guests can see beautiful sunrises and Bean Point Beach that showcases wonderful sunsets.
9. Beachfront condominium unit; Bradenton Beach (from USD 258)
Best for: Luxury, beachfront; shaded pool
This one-bedroom condominium unit is located on a soft sandy beach in Anna Maria Island. Take in the wonderful ocean breeze and enjoy the wonderful sights of the beach from the condo’s balcony. You can also sunbathe there. Guests are provided their own parking spot and a coin-operated laundry is available in the building. Guests will be happy to know that the owner has provided beach toys, plastic buckets, beach chairs, boogie boards, and beach umbrellas for their convenience and leisure.
In terms of attractions, the condo is only a short walk away from Bridge Street and the myriad of shops and restaurants there, a mile (1.6 kilometers) away from Cortez fishing village, and 20 minutes away from Mote Marine Aquarium.
10. Old Florida-style cottage at the heart of Pine Avenue; Anna Maria (from USD 191)
Best for: Romantic getaways, luxury, pet-friendly
Located at the heart of the historic Pine Avenue, this one-bedroom cottage offers a convenient and romantic getaway for up to two people. Following an old Florida style, this cottage features high beamed ceilings, wooden floors, and shabby chic decorations. The bedroom has a queen-sized bed and a privacy screen. Its kitchenette is furnished with granite countertops, a refrigerator, a microwave, and a dishwasher. There is a front patio that has a gas grill and chairs for you to enjoy the sights and sounds of the avenue. The cottage is also dog-friendly though guests must pay an additional fee per dog.
Being at the heart of such a historic avenue, the cottage is only a walking distance away from Anna Maria City Pier where guests can also take a stroll along the Gulf of Mexico.
11. Condo unit at Anna Maria Beach Place; Holmes Beach (from USD 194)
Best for: Beachfront, luxury, family-friendly, heated pool
Anna Maria Beach Place is a one-bedroom condominium unit just 48 steps away from the beach. A great place for families, this condo features six units that surround a common heated swimming pool and tropical gardens that guests can relax in. Anna Maria Beach Place is a beachside complex and the unit features a king-sized bed with high-end 100-percent cotton linens, free domestic long-distance calling, a flat-screen cable TV with a DVD player, and a well-equipped kitchen.
Other than being steps away from the beach, the condo is close to many restaurants and shops as well as a free trolley that can take guests around the island.
12. Sunshine Cottage by Pine Avenue; Anna Maria (from USD 474)
Best for: Beachfront, luxury, large groups or families, saltwater pool
Dangle your feet by the docks while soaking in the sunlight at this sunny cottage located in the vicinity of City Pier, where you get to see aggregations of manatees crowding around during mating season. Located on a quiet street 4 houses away from the energy of the beach, you will find your much-needed peace here. Bring your extended family along, as this cottage can fit up to 8 people. With your own salt-water pool and private deck, there’s a paradise here for everyone! The exterior is not the only stunning display here. With nautical-themed decor lining the interior walls, immerse yourself in a cosy underwater world right here on land. Before you fall asleep, leave your window open to hear the sounds of wildlife by the docks. The calm evening breeze brings with it a hint of salt from the beach, and you can hear the faint sounds of fish jumping by the gulf canal. A perfect end to your adventure-filled day!
13. Rest Ashore; Anna Maria
Best for: Pet-friendly, heated pool
“Rest Ashore” is a cosy, updated cottage with two bedrooms. A sleeper sofa is in the living room as well, so this cottage can easily accommodate up to six guests. There is Wi-Fi, a washer and dryer, air conditioning, and cable TV. Pets are welcome at this rental.
The accommodation is decorated to remind guests of the beach, with granite flooring and ocean-blue walls. The fenced backyard deck has a heated pool, surrounded by tropical landscaping. Beach chairs are provided to lounge around the pool and towels and an outdoor grill is also provided. Parking is available here.
5.16 km (3.3 mi) from Manatee Public BeachAccommodates: 6
Minimum Nights: 1
Refund Policy :
14. Beachside Paradise II; Holmes Beach (from USD 104)
Best for: Beachfront, remote workers
This is Beachside Paradise II, a one-bedroom family-friendly bungalow located close to the beach. Enjoy a casual and laidback experience as the property has a backyard where guests can relax. There is a dedicated workspace and wifi available for those on a business trip or working while on vacation. The kitchen’s refrigerator, stove, oven, coffee maker, and microwave are available if you need to make some food.
As for places guests can visit, this bungalow is very close to many restaurants, shops, and attractions around Holmes Beach.
15. Modern condo with a heated pool; Holmes Beach (from USD 243)
Best for: Pet-friendly, watersports enthusiasts, heated pool
This modern condo has beautiful interiors with a marine vibe. You can bring your pets for a fee of 250 USD and spend quality time with them here. Grab your towel and walk to Bean Point Beach, just 0.6 mi (0.97 km) away. You can participate in fun activities such as boating, kayaking, scuba diving, and jet skiing.
After an exciting day, make coffee and catch up on some television shows or movies on the DVD Player. You can also jump into the heated pool and soothe your body.
16. Tropical beach house by John’s Pass Village; Madeira Beach (from USD 225)
Best for: Beachfront, couples, small families
Decorated with colourful vintage ornaments, this homey beach house gives off good vibes all around. Accommodating up to 4 people, this cottage is equipped with internet access as well as cable TV, suitable for late-night movie marathons with your family. Step outdoors for a breath of fresh air, and you will find adorably oversized picnic tables waiting for you! With a perfectly stocked refrigerator, you can enjoy a good barbeque session with the kids by the fire pit and grill. Jump right into the embrace of nature with tropical-themed bedrooms, or have a sweet dream of swimming with the dolphins with a nautical themed bed. No matter which room you choose, the comfy queen-sized beds will have you sleeping through the alarms!
17. Vintage, cosy cottage with a private pool; Bradenton Beach
Best for: Pet-friendly, beachfront, romantic getaways, heated pool
This vintage home, reminiscent of a Florida 1950s cottage, has sea-blue walls, hardwood floors, and cute, kitschy touches all over the apartment, making it perfect for a romantic getaway. An adorable house with updated amenities and a beach theme, amenities include a large flat-screen TV and DVD players, Wi-Fi, air conditioning, and heating. You can cook your meals in the attached kitchen with a washer and dryer.
The pool outside is heated, and guests can lounge around on the beach chairs, or fire up the gas grill on the sundeck and dine alfresco. Relax and watch the sunset! Pets are welcome at this cottage, and you can take your furry friend to Paw Playground on Holmes Beach, which is just a stroll away.
Bradenton Beach, FL, US
2.43 km (1.6 mi) from Manatee Public Beach
18. Awesome villa with its own private, heated pool; Holmes Beach
Best for: Pet-friendly, outdoor pool
This newly remodelled beach house is furnished with brand new furnishings throughout. A three-bedroom, two-bath villa, there is an outdoor pool and a private outdoor patio for guests to get their new tan. The beach is just a block away and shops and restaurants are reachable on foot. Amenities include a washer, dryer, TV, air conditioning, and heater. If you’re travelling with your dog, this property is pet-friendly!
1.19 km (0.8 mi) from Manatee Public BeachAccommodates: 6
Minimum Nights: 1
Refund Policy :
19. Amazing condo with heated pool and tennis court; Runaway Bay
Best for: Pet-friendly, sports enthusiasts, beachfront, heated pool
This two-level condominium in Runaway Bay has amazing amenities - new flooring, new ceiling fans in the bedrooms, and full-sized beds in each of the rooms. There is also a fully-remodelled new bathtub and shower in the master bedroom. The attached kitchen comes with brand new appliances, such as a toaster, coffee maker, microwave, kitchen utensils, and so on. There is also a washer and dryer and Wi-Fi is available throughout the property. If you’re planning to have your dog travel with you, this rental allows pets for an additional 100 USD fee, but dogs cannot be heavier than 20 pounds (9.1 kg).
Runaway Bay has a large heated swimming pool and a tennis court. The beach is just across from the resort and has jet skis for rental, but do note that most beaches are not dog-friendly, so if you wish to go to the beach with your pet, a nearby dog-friendly spot is Palma Sola Causeway Park. The Island Trolley brings you around Anna Maria Island and restaurants are close enough to reach on foot or bicycle.
2.27 km (1.5 mi) from Manatee Public BeachAccommodates: 6
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.
20. Charming cottage with private pool; Anna Maria (from USD 580)
Best for: Pet-friendly, beachfront, heated pool
This is described as a dream vacation cottage. Indeed, this charming cottage is decorated in different shades of blue and has cream-coloured furniture, in line with the beach theme. Your dog is welcome at this rental for a small fee. The cottage is only 200 steps from the beach. Outside, there is a pool with lounge chairs, perfect for watching the sunset, under the swaying palms.
A beautiful vacation home with Wi-Fi, cable TV, and a washer and dryer, you’ll definitely feel like you’re in a dream vacation house here. Hop on the free Island Trolley to shop on Pine Avenue, where you’ll find the best boutique, vintage, and local shops on Anna Maria.
21. Quaint beach cottage; Holmes Beach
Best for: Beachfront, pet-friendly, shopping enthusiasts, heated pool
Stay on quiet Holmes Beach in this quirky little complex and be just across the street from the beaches. This lovely Vrbo rental has a heated pool where guests can swim or lounge around on the deck chairs. There is also a gas grill for guests to cook on the outdoor patio. The house has a fully equipped kitchen, complete with a dishwasher. The cosy living room, with its vaulted ceiling, cable TV, and free Wi-Fi, invite you to relax after a long day out in the sun.
Dogs are welcome at this property. Anna Maria Island shopping centre is a quick walk away and there are two provided parking spaces.
Holmes Beach, FL, US
1.07 km (0.7 mi) from Manatee Public Beach
22. Spacious retreat with a heated pool and spa; Anna Maria (from USD 736)
Best for: Large groups and families, pet-friendly, private pool, beachfront
Beautiful and luxurious, this rental provides plenty of room to accommodate up to 12 guests. It offers 5 bedrooms and 4 full bathrooms. Spaces like the well-equipped kitchen, dining area, and balcony are accessible to guests. For a fee, small dogs can be accepted in this rental. Other amenities include a Wi-Fi connection, a TV, and a game room complete with a pool table, foosball, and video games. There is a private pool and spa on the property as well.
The fenced yard outside provides a secure area where your pets can play around. The rooftop deck also features stunning views of the island and the gulf. Guests can visit Bean Point Beach, Island Players, and Palmetto Avenue Beach, which are all just 0.1 mi (0.2 km) away.
23. Waterfront home with a private boat dock; Anna Maria (from USD 336)
Best for: Beachfront, pet-friendly, anglers
This waterfront home is just as lovely as its name, Anna Maria. It is fully furnished and spacious enough to accommodate up to six guests. For a fee, pets are also welcome to stay. Anna Maria offers three bedrooms and two full baths. Guests can enjoy access to the well-equipped kitchen, dining area, garage, and screened-in pool. Amenities also include a Wi-Fi connection, a TV, and a ping-pong table for entertainment.
There is a private boat dock as well, perfect for anglers who are looking for a great catch. This property is also close to Bayfront Park, Rod and Reel Pier, and Pine Avenue. Other notable places nearby are Bean Point Beach, Anna Maria City Pier, Anna Maria Island Museum and National Park, and Historic Green Village, which are all just 0.3 mi (0.5 km) away.
24. Ground-level duplex with beach access; Holmes Beach (from USD 428)
Best for: Beachfront, pet-friendly, watersports enthusiasts, shared heated pool
This ground-level duplex is ideal for up to six guests and two pets. It offers three bedrooms and three full bathrooms. Beach chairs, essentials, and a wagon are provided for guests. Should guests want kayaks to water sports gear, there are multiple rental companies available nearby.
In addition to a two-car driveway and a fenced yard, this rental also boasts a large heated pool with beach entry. There is a waterfall and swim-up Tiki hut as well. The beach is just 0.3 mi (0.5 km) away. There are also plenty of restaurants and shopping nearby.
25. Beautiful beachfront cottage; Bradenton Beach (from USD 254)
Best for: Pet-friendly, watersports enthusiasts, beachfront, shared pool
During your stay here, you can bring your pet with an extra charge of 50 USD; two pets must be less than 50 lbs (22.68 kgs). Put your feet up and gaze at the beautiful beach while eating delicious fish fry made in the fully equipped kitchen. Guests can participate in fun activities such as kayaking, fishing, jet skiing, and more.
Capture the island’s beauty surrounded by the beach and bay and upload them on social media using free WiFi. You can enjoy a peaceful walk on the beach after having dinner.
26. Well-furnished retreat with a private pool; Holmes Beach (from USD 1325)
Best for: Beachfront, families with kids, private pool, pet-friendly
Named the Beachbreeze, this luxury home is located just within walking distance of the beach. It offers 6 bedrooms and 5 bathrooms, ideal for a group of up to 12 guests plus pets. Aside from the usual amenities, this property has a game room with a pool table, a ping-pong table, a foosball, and some video games that are perfect for all-around fun. There is a private pool as well.
Outside, the fenced yard provides a great playing ground for pets. The rooftop deck and balconies also deliver stunning island views. In addition to Manatee Public Beach just 0.3 mi (0.5 km) away, other notable places nearby also include Anna Maria Museum and National Park and Historic Green Village which are both just 2.2 mi (3.5 km) away.
27. Lavish rental with a resort-like feel; Anna Maria (from USD 557)
Best for: Luxury, families with kids, outdoor pool
Resorts can be so expensive, so how about renting a home that has pretty much the same things? It looks, feels, and has many amenities that a spa resort has. Even better, it’s only a short trip to the beaches of the Gulf of Mexico! The bedrooms are spacious, vibrant, and well-decorated. The bed is comfortably plush and is topped with plenty of soft pillows so you can definitely sleep peacefully. There’s even a sitting area with a TV, so you can watch some TV before heading to bed. The living room is brightly lit, very colourful, and filled with loads of fun things to do. From the Playstation to the old-fashioned board games, everyone will have something to do. An extremely good perk of renting this home is the sauna! It truly is a great modern luxury! It’s perfect for anyone who wants a blissful spa experience and to just sweat it out and relax. The hosts have put a lot of thought into decorating the outdoor space, and it truly looks and feels like a luxury spa resort. The swimming pool is large and surrounded by palm trees and lounge chairs. There’s even a Tiki hut to truly immerse you in the spa vibe.
28. Luxury condo with an amazing view; Holmes Beach (from USD 280)
Best for: Pet-friendly, watersports enthusiasts, private pool
Imagine waking up to a beautiful beach view; this luxury condo will make it true with its convenient amenities. You can have fun under the sun all day since Manatee Public Beach is less than a mile away. So get ready for exciting activities such as scuba diving, parasailing, snorkeling, and dolphin watching.
Take your pet to the beach and play catch on the white sand. You can watch your favorite movie on the television or browse on social media using Wi-Fi after a tiring day out. If you’re a home food lover, you can make your favorite dishes in the well-stocked kitchen. There is also a private pool in the building.
29. Poolside apartment with views of the gulf; Bradenton Beach (from USD 268)
Best for: Gulf views, pet-friendly, heated pool
This one-bedroom retreat has a fenced backyard, perfect for your dog to roam around. There is also a heated pool, with lounge chairs and patio tables around the pool. The air-conditioned house has all-new cabinets, flooring, shower, and finishes. Amenities include heating, a washer and dryer, Wi-Fi, and cable TV.
There are four units for rental here. From the apartment, you can watch sunsets and sunrise from your front yard. Or, walk just a few minutes to the sandy white beaches and the shops and restaurants. There is a gas grill and barbecue area for outdoor cooking.
30. Gorgeous beachfront cottage with a fully equipped kitchen; Bradenton Beach (from USD 209)
Best for: Gulf views, romantic getaways, pet-friendly, heated pool
Bask in the beautiful gushing waves on the Gulf of Mexico by staying in this romantic cottage. It’s a gorgeous, old-fashioned cottage surrounded by jasmine and bougainvillea. You can try different recipes in the fully equipped kitchen and eat while watching the television.
This cottage allows up to two cats or dogs with a fee of 100 USD per pet, and they must be less than 20 lbs (9.07 kgs). Watch the sunrise over the ocean from Bradenton Beach while your dog runs along the beach with a ball. Guests can also swim in the heated pool gazing at the massive ocean.
31. House with pool for eight guests; Holmes Beach (from USD 195)
Best for: Medium-sized groups or families
This listing can accommodate eight guests as it has three bedrooms and three bathrooms. It is a short distance (5 miles or 8 kilometres) from most of the popular shops and restaurants in the area and only a four-minute walk to the beach. The rooms have been decorated with hues of blue to match the waters of the sea. The listing comes with a flat-screen television in each room, free beach equipment, and private boat parking.
32. Luxurious manor with Gulf views; Bradenton Beach (from USD 2800)
Best for: Gulf views, luxury, heated pool, pet-friendly
This grand and luxurious manor is perfect for the ultimate beach getaway. It boasts 9 bedrooms and 9 full bathrooms. The areas inside the house as well as the spacious porch provide plenty of room for up to 22 guests and their pets. It also provides modern amenities, including a cable TV, pool table, video games, and Wi-Fi. The best part of this rental, however, is the private heated pool with a waterfall.
Located on the waterfront, this rental rewards guests with panoramic views of the Gulf from its rooftop deck. Guests can also enjoy views of the sunsets or occasional glimpses of dolphins swimming in the distance. The property also has its own 2 elevators. Nearby places include the Fish Hole Adventure Golf and Historic Bridge Street Pier, both just 0.7 mi (1.1 km) away.
33. Mediterranean-style cottage with a pool and tiki table; Holmes Beach (from USD 359)
Best for: Pet-friendly, families with kids, beachfront, private pool
Featuring Mediterranean-inspired interiors, Calypso Cottage provides an ideal accommodation for up to six guests. It offers three bedrooms and three full bathrooms. For a fee, small dogs are also welcome to stay in this rental. There is a game room that is complete with a ping-pong table and video games. Guests are free to use the private pool as well as the spa with a swim-up tiki table.
The property also has a fenced yard where pets can play around. It is located on a low-traffic street near shopping spots and restaurants. Guests can also head down to Manatee Public Beach, Anna Maria Sound, and Bradenton Beach Marina, which are just 0.1 (0.2 km), 0.2 mi (0.3 km), and 2.2 mi (3.5 km) away, respectively.
34. Palm Isle retreat for six guests; Palm Isle (from USD 263)
Best for: Medium-sized groups or families, bikers, watersports enthusiasts
This accommodation is 1,640 sq. ft (152 sq. m), and can accommodate six guests. It has two bedrooms and two bathrooms which are newly renovated. The best feature is the private, backyard with a fence, which holds a fire pit, a hot tub, and a patio table. It is close to a number of beaches, restaurants, shops, and grocery stores. If you don’t have vehicles, you can walk five minutes down to Holmes Beach or you can use the four bikes they’ve provided to explore the area. The hosts have also been kind enough to provide a paddleboard and two kayaks for use.
35. Quaint blue house for six guests; Anna Maria (from USD 550)
Best for: Private pool, beachfront
This is a cute little beachside cottage with an open floor plan. One of the best features of this listing is the private pool whose waters resemble the crystal clear waters of the sea. The backyard is also complete with outdoor dining and grill. Inside, you’ll find a professional chef’s kitchen that has been equipped with anything you may need to whip up the perfect meal. If you don’t feel like cooking, you can always walk four minutes down to the beach or take a stroll down to Pine Avenue where you’ll find many popular restaurants. It can accommodate six people as it has two bedrooms and two bathrooms.
36. Sunny island-themed cottage by Pine Avenue; Anna Maria (from 143 USD)
Best for: Birdwatchers, medium-sized groups or families
Splashed with bold colours, this cottage reminds you of the bright pop-art magazine covers with hues of red, yellow, and blue strewn artistically across the interior. Accommodating up to 6 people, plan a vacation here with your friends to explore the surrounding areas. With a large canal at the end of the apartment, you can make friends with the manatees streaming around, or keep a lookout on the open deck for rare species of birds. With fully functioning air-conditioning in the house, chill out by the dining area with your pals over a home-cooked meal on swelteringly hot summer days, and catch up on all the TV shows you missed while you were studying for midterms!
Sunny Side Up
Area: By Pine Avenue
Price: from 143 USD
Number of Guests: 6
37. Lovely abode for four only a short distance to the beach; Holmes Beach (from USD 150)
Best for: Beach lovers, small families, couples
This listing is smaller than the rest but still holds its own! It can accommodate four people in its two bedrooms and two bathrooms, which is perfect for two couples or for a small family of four. It has a well-equipped kitchen and other amenities designed to make your stay more comfortable. It is close to all the recreational activities you may desire to participate in and is only three minutes away from the beach! Sometimes, during the summer you can see the sea turtles lay on the beach or watch the dolphins swimming just offshore.
38. Bungalow for six guests; Anna Maria (from USD 338)
Best for: Beachfront, families with kids
This is listing is a bungalow that was built in the 1950s. It can accommodate six people as it has two bedrooms and two bathrooms and occupies 1,205 sq. ft (112 sq. m). It is located on the much sought-after north end of the island and is a two-minute walk to Bean Point beach. One of the nicest features of this listing is the bunkhouse which has been described as children’s delight. It has bunk beds, a TV, and many games that the kids can use to amuse themselves. The hosts do provide bicycles and minimal beach equipment.
39. Contemporary beach house for five guests; Holmes Beach (from USD 300)
Best for: Beach lovers, saltwater pool
This listing is a contemporary beach house that is only a short walk of four minutes to the beach. Beach equipment including chairs, a cooler, an umbrella, bicycles, and a beach cart have been provided. However, if you’re not in the mood to get sandy, you can relax in the private saltwater pool in the backyard. It has a newly remodelled kitchen complete with stainless steel appliances. It can accommodate five people.
40. Bright cottage for six guests; Anna Maria (from USD 143)
Best for: Heated pool, fishing enthusiasts, beach lovers
Able to accommodate six people, this listing is located at the quiet end of the beach. It is only a short walk of two blocks from the bay, Rod and Reel Pier, and the gulf. It comes with a private yard with a fence and a private, heated pool. The hosts have taken care to provide beach and pool equipment as well as bicycles to explore the area. Overall, it is a quaint little home away from home, perfect for those who want to lounge by the beach or go fishing or shelling.
41. Waterfront home with private beach for eight people; Anna Maria (from USD 1062)
Best for: Beachfront, private beach, large families or groups
This accommodation is a sprawling 2,200 sq. ft (204 sq. m) private home that can accommodate eight people. It has three bedrooms, two bathrooms, and a deck that runs along the entire home. The master bathroom faces the waterfront which is sure to grant some romantic views. One of the best features of this place is the private beach with lounge chairs where you can spend the evening watching the waves crash on the shore or the colours of the sunset. The place itself has been colourfully decorated and the entire place is open with plenty of windows allowing a light and airy atmosphere.
42. Gorgeous home for large families; Anna Maria (from USD 1850)
Best for: Luxury, beach lovers, large groups or families, outdoor pool
If you’re a larger group of up to eight people, then this is the place for you. This listing has four bedrooms and four bathrooms spread throughout the three levels. The ocean will call you through the windows in each and every single room, and if you choose to, you can just take a few steps down to the beach. It has rustic décor with neutrals and warm wooden tones but has complete state-of-the-art appliances. The dining area can accommodate 10 people and has a wine bar which makes it perfect for entertaining. It is 2,600 sq. ft (240 sq. m).
43. Luxurious beachfront rental house; Playa Encantada
Best for: Luxury, beachfront, families with kids, sports enthusiasts, community pool
The Shell Game is a luxurious and beautiful beach hideaway located in Holmes Beach on the Anna Maria Island, which can accommodate up to four people. This Florida rental by owner has two bedrooms with one king-sized bed, two twins and a master bath which has a walk-in shower and a tub. It is designed with a fully furnished kitchen capable of catering to the guests’ needs. Additionally, a pack and play and a baby high chair are available upon guests’ request. A big community pool and tennis court are accessible to the guests of this beachfront rental. All the beach essentials that the guests will need while spending time on the beach are already provided such as beach towels, beach chairs, and a beach wagon.
6006 Gulf Drive
1.68 km (1.1 mi) from Manatee Public Beach
44. Retro retreat for six guests; Anna Maria (from USD 200)
Best for: Beach lovers, medium-sized families and groups
This accommodation is a bright and open house. It is 1,100 sq. ft (102 sq. m) and can accommodate six people in its three bedrooms and one bathroom. It is ideally located as it is a short walk to shops, beaches (about a four-minute walk), and restaurants. Beach equipment like bicycles, toys, beach carts, and a golf cart are all provided by the hosts. When you return from the beach, you can rinse off in the outdoor shower and relax in the beautiful backyard complete with a massive oak tree.
45. Condo with gulf views; Holmes Beach
Best for: Beachfront, Gulf views, shared pools
For a first-time vacation home renter, let this place wow you. A beachfront condo that can accommodate up to four guests is on the western shores of Holmes Beach in Anna Maria Island. This beautiful beach condo is a seaside escape with private decks where you can already see the ocean views, shared on-site outside pools, and the Gulf of Mexico which is basically in your backyard. This entire house rental has a wooden plank boardwalk which then leads to the beach where guests can work on their tans or take a night stroll. Popular shopping and dining areas are also close to this beachfront location condo rental in Florida, USA. Walk to the beach and enjoy the blue waters that will make your stay memorable.
1.36 km (0.9 mi) from Manatee Public Beach
46. Tropical sanctuary on Anna Maria Island; Holmes Beach
Best for: Views, beachfront, medium-sized groups or families
Your Anna Maria Island vacation is about to be off the charts. Donning a stunning view, this is a beach vacation house befitting small families who want to have their holiday in a tropical setting. The quaint beach cottage features include a huge kitchen with stainless steel equipment, air conditioning, a spacious living room with a big flat-screen TV, two well-designed bedrooms, ample space for lounging on the backyard patio surrounded by lush tropical palm trees, and a gazebo filled with night lights where guests can set up a moonlit dinner; the beach cottage has everything guests could desire. Guests can bring out their beach chair and beach towel and enjoy watching the stunning sunsets at the striking Bean Point Beach which is only a few steps from the entire house and have their fill at any of the popular restaurants in the area including the famous Ugly Grouper.
1.57 km (1.0 mi) from Manatee Public Beach
47. Waterfront condo furnished with a private hot tub; Bradenton Beach
Best for: Beachfront, pet-friendly
Beach House Resort in Bradenton Beach is a lovely condominium that faces the shore. You can relax and watch cable TV on one of the two flat-screen TVs provided or brew a morning coffee and cook up a storm in the fully-equipped kitchen, equipped with all the kitchen utensils and appliances you’ll need. A washer and dryer are also included and the place has air conditioning and a heater.
There is a balcony for you to watch the sunsets, you can walk to the Gulf Drive Cafe, located next door for your meals, or ride on the free Island Trolley to visit the other towns. The trolley stop is located conveniently outside your house. Pets are definitely welcome at this rental, and guests also get an assigned parking space.
3.14 km (2.0 mi) from Manatee Public Beach
48. Hot spot for romantic getaways; Bradenton Beach
Best for: Romantic getaways, beachfront
Bring your beach clothes and beach gear out! This beach house rental is an ideal place for couples looking for a romantic getaway around Bradenton Beach. This beachfront home is cozy and has all the right equipment guests will need while staying in the place. Coming with countless amenities, the home has amazing views of the gulf right from its living room. Its flight of stairs will lead you to the beach wherein there are already a set of lounge chairs that stay on the beach for the guests’ disposal. Guests can enjoy choosing from a wide variety of great diners, shops, and a fishing pier during the day and end their night with a moonlit stroll in the beach. Booking this place will make your stay convenient, at peace, and you won’t need anything but your suitcase and yourself. Explore the popular Coquina Beach, where you’ll find a beach cabana, a beach bistro, a beach cafe, and many more!
Bradenton Beach, Florida, United States
3.04 km (1.9 mi) from Manatee Public Beach
49. Homey paradise in a lush tropical setting; Holmes Beach
Best for: Luxury, beachfront, medium-sized groups and families, outdoor pool
Loggerhead is like one of those rest houses you see in the movies which are fancy and huge. It is a two-story house with two exquisitely designed bedrooms. The island vacation property is surrounded with greens and palm trees which add to the beauty of the place. It has an open room where the family can hang out, and a back porch which will take you to a beautiful backyard where there’s a pristine pool for your leisure. Additionally, the backyard has both propane and charcoal grills to complete the vacation vibe. Guests can easily access the beach with sand dunes if they ever get tired of the private heated pool since it is just a short walk to get there.
Holmes Beach, Florida, United States
1.83 km (1.2 mi) from Manatee Public BeachAccommodates: 6
Explore the gorgeous Anna Maria Island
Come and see for yourself why Anna Maria Island is a prime location in Florida. Don’t be fooled by the sleepy small-town atmosphere, for it is one of the most vibrant places in Florida. Book any of the top vacation rentals listed above to start your holiday!
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