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122 Best cottages in Holmes Beach, FL
9.6 55 reviews
Holmes Beach, FL
08/09 – 08/15
$317/nighttotal: $1902 (6 )
Seahorse Cottage - With Shared Pool, 200 Feet From The Beach
1 2
cottage , Anna Maria
This charming cottage sits just a short walk from Bradenton Beach and Bean Point Beach on Anna Maria Island, offering easy access to the island's beautiful shores. Guests consistently rate this vacation rental as excellent, making it a popular choice for travelers seeking a relaxing getaway. This cozy one-bedroom cottage comfortably accommodates two guests and features a fully equipped kitchen, a private outdoor barbecue grill, and a refreshing swimming pool. Enjoy the convenience of a washer and dryer, air conditioning, and free Wi-Fi, as well as the peace of mind of knowing your furry friend is welcome.
10 29 reviews
Holmes Beach, FL
06/21 – 06/28
$466/nighttotal: $3262 (7 )
Charming Ground Level Resort Style 3 Units Condo Of A Triplex- Unit A
2 4
cottage , Holmes Beach
The Charming Ground Level Resort Style 3 Units Condo Of A Triplex- Unit A is located in Bradenton Beach, just a short walk from Island Gallery West and a 5-minute drive from Holmes Beach Beaches. This smoke-free vacation rental is highly rated by guests and offers a comfortable and convenient stay. This ground-level condo has 2 bedrooms, 1 bathroom, and can accommodate up to 6 guests. The 990 square foot space includes a private pool, a fully equipped kitchen, a terrace, and a garden, making it ideal for families or groups seeking a relaxing retreat.
8.6 4 reviews
Holmes Beach, FL
08/09 – 08/15
$256/nighttotal: $1536 (6 )
Romantic Island Getaway! Just Steps From The Beach
1 2
cottage , Bradenton Beach
This Bradenton Beach cottage, a five-minute walk from Anna Maria Sound and Bradenton Beach, offers convenient access to the Aluna Wellness Center & Spa and Bradenton Beach Marina within a 15-minute drive. The 540-square-foot vacation home includes one bedroom, one bathroom, sleeps four guests, and features a fully equipped kitchen, a swimming pool, and barbecue grills.
9.8 49 reviews
Holmes Beach, FL
08/09 – 08/15
$484/nighttotal: $2904 (6 )
Starfish Cottage - One Of 3 Cottages, With Shared Pool
2 2
cottage , Anna Maria
This charming cottage is located on Anna Maria Island, just a short walk from Bradenton Beach and Bean Point Beach, offering easy access to the island's beautiful beaches. Guests consistently rate this property excellent, making it a popular choice for travelers seeking a comfortable and convenient stay. The cottage offers two bedrooms and two bathrooms, comfortably accommodating up to four guests. Enjoy amenities like a fully equipped kitchen, a private garden, a swimming pool, and a barbecue grill, perfect for relaxing and enjoying the island's warm climate.
8.8 12 reviews
Holmes Beach, FL
08/09 – 08/15
$423/nighttotal: $2538 (6 )
Historical Ami 2 Bedroom, Pet Friendly Beach Cottage, Sleeps 6
2 2
cottage , Anna Maria
This Anna Maria Island cottage, near Bradenton Beach, Bean Point Beach, and Anna Maria Beach (all within 1.2 miles), offers easy access to Palmetto Avenue Beach and the Island Players. The 710-square-foot vacation home features three bedrooms, two bathrooms, sleeps six, includes a fully equipped kitchen, and boasts a private fenced yard with barbecue grills, a tennis court, and on-site parking.
10 3 reviews
Holmes Beach, FL
07/04 – 07/11
$421/nighttotal: $2947 (7 )
Bridge Street Beach House | Wi-fi | Center Of All
3 6
cottage , Bradenton Beach
This cottage is located in the Bridge Street district of Bradenton Beach, just steps from Bradenton Beach and Anna Maria Sound, and a short walk from Mote Marine Laboratory & Aquarium, Bradenton Beach, and Coquina Beach. This 650 sq ft cottage accommodates up to 6 guests with 3 bedrooms and 1 bathroom, featuring a full kitchen, air conditioning, a communal pool, hot tub, garden, spa, tennis court, and on-site parking, with bicycles and water sports equipment available for family-friendly activities.
10 2 reviews
Holmes Beach, FL
06/17 – 06/23
$215/nighttotal: $1290 (6 )
Coastal Cottage
2 4
cottage , Bayshore Gardens
This Bayshore Gardens vacation home is located blocks from Anna Maria Island's beach, Anna Maria City Pier, and Pine Avenue, offering easy access to restaurants and shops. The two-bedroom, two-bathroom house sleeps six, features a fully equipped kitchen with dishwasher and microwave, a private pool, and a private parking space; guests can enjoy grilling outdoors and are close to Sarasota Bradenton International Airport, IMG Academy, and Pirate City.
10 217 reviews
Holmes Beach, FL
06/27 – 07/02
$614/nighttotal: $3070 (5 )
Private Pool - Seaglass Cottage By Seabreeze Vacation
3 2
cottage , Anna Maria
Seaglass Cottage is a beachfront bungalow on Anna Maria Island, just steps from the Gulf of Mexico and a short walk to Bean Point, one of the most beautiful beaches in the country. This rental has excellent user, location, and cleanliness ratings. The cottage has three bedrooms and two bathrooms, accommodating up to six guests. It features a private pool, outdoor shower, grill, beach cart, bikes, beach toys, and a professional linen program.
10 10 reviews
Holmes Beach, FL
08/09 – 08/15
$350/nighttotal: $2100 (6 )
Cozy 1-bed Cottage In Adorable Tradewinds Bradenton Beach, Steps To Beach/pool
1 2
cottage , Bradenton Beach
This newly renovated 1-bedroom, 1-bathroom cottage in Bradenton Beach is located mere steps from the Bradenton Beach shoreline and community pool, offering convenient access to Bridge Street Bistro, Anna Maria Oyster Bar, Mote Marine Laboratory & Aquarium, and Coquina Beach. This 700 square foot rental accommodates up to 4 guests and features a full kitchen with a fridge, microwave, and dishwasher, air conditioning, internet, and private parking, with an option to book an adjacent unit for larger groups.
Holmes Beach, FL
06/17 – 06/23
$236/nighttotal: $1416 (6 )
Beautiful 2 Bed/2 Bath Cozy Cottage Retreat Your Home Away From Home
2 4
cottage , Sarasota
This 2-bedroom, 2-bathroom cottage in Sarasota's Indian Beach Sapphire Shores neighborhood is located 5 minutes from Sarasota-Bradenton International Airport, minutes from Lido Beach and Siesta Key Beach, and offers easy access to downtown Sarasota, major hospitals, and colleges. This 1190 sq ft rental accommodates up to 6 guests and features two separate living areas, a dedicated workspace, and a large, fully fenced private backyard, with pets allowed and internet and air conditioning provided.
9.2 19 reviews
Holmes Beach, FL
08/09 – 08/15
$294/nighttotal: $1764 (6 )
Cozy Cottage Retreat At Tradewind Resort #32 In Bradenton Beach
1 2
cottage , Bradenton Beach
Tradewind Resort #32, a one-bedroom cottage in Bradenton Beach, Florida, offers easy access to nearby attractions like Mote Marine Laboratory & Aquarium and Cortez Beach. This pet-friendly vacation rental sleeps four, features a fully equipped kitchen, a private patio, and access to the resort's pool and hot tub.
10 23 reviews
Holmes Beach, FL
06/24 – 06/30
$551/nighttotal: $3306 (6 )
Romantic, Cute Cottage On Anna Maria Island. Close To Everything. Pet Friendly!
2 2
cottage , Bradenton Beach
This Bradenton Beach vacation home is ideally located steps from Fish Hole Adventure Golf, Bradenton Beach, the Historic Bridge Street Pier, and Bridge Street, offering easy access to major attractions. This two-bedroom, three-bathroom rental sleeps six, features a full kitchen with dishwasher, Wi-Fi, a terrace, and is pet-friendly with on-site parking and a tennis court.
Compare Family Cottages in Holmes Beach, FL
Family vacations in a cottage near the water in Holmes Beach, FL thrive with extra space, and room for the whole family to relax.
9.7 55 reviews
Holmes Beach, FL
07/11 – 07/18
$383/nighttotal: $2681 (7 )
Newly Renovated Cozy Beach Cottage A1/2 Of A Duplex, 3min Walk To Beach
3 4
cottage , Holmes Beach
This charming cottage is located in a quiet neighborhood just a short walk from Bradenton Beach, offering easy access to the beautiful Gulf Coast. It has received excellent reviews from previous guests, making it a popular choice for travelers seeking a relaxing getaway. This cozy home features two bedrooms and one bathroom, comfortably accommodating up to six guests. Enjoy the private garden, barbecue grill, and free WiFi, along with a fully equipped kitchen.
9.8 36 reviews
Holmes Beach, FL
12/18 – 12/25
$439/nighttotal: $3073 (7 )
Charming Ground Level Resort Style 3 Unit Condo - Unit C
2 4
cottage , Holmes Beach
Charming Ground Level Resort Style 3 Unit Condo Unit C is located in Ilexhurst, a 5-minute walk from Anna Maria Sound and Bradenton Beach. It has an excellent user rating. This 900 square-foot, 2-bedroom, 1-bathroom condo has a sofa bed and can accommodate up to 6 guests. It features a private pool, a well-equipped kitchenette, free WiFi, barbecue grills, a garden, and access to nearby wellness and adventure activities.
9.6 250 reviews
Holmes Beach, FL
07/05 – 07/12
$753/nighttotal: $5271 (7 )
Newly Renovated Sea Breeze Cottage With Private Dock, Easy Access To Bimini Bay
2 6
cottage , Anna Maria
This waterfront cottage is conveniently located on Anna Maria Island, just a 15-minute walk from Bay Boulevard Beach, Anna Maria City Pier, and Bayfront Park, making it easy to access the island's top attractions. Guests rave about the excellent location, cleanliness, and overall experience. The 1100 square foot cottage comfortably sleeps up to 6 guests in its 2 bedrooms and 2 bathrooms. Enjoy a fully equipped kitchen, a relaxing jacuzzi, and a private terrace or balcony for outdoor dining and relaxation.
10 23 reviews
Holmes Beach, FL
12/18 – 12/25
$427/nighttotal: $2989 (7 )
Anna Maria Cottage With Golf Cart
2 4
cottage , Holmes Beach
This Holmes Beach cottage, located in the quiet north end of Anna Maria Island, is within walking or biking distance of shops, the free island trolley, restaurants, beaches, and a boat ramp. This pet-friendly, two-bedroom, one-bathroom home offers an open floor plan, upgraded kitchen and bathroom, front and rear patios with furniture, a backyard grill, and includes beach chairs, umbrellas, and a two-person kayak; it sleeps four and provides a golf cart for exploring the island.
Best Holmes Beach, FL cottages with a garden
9.9 222 reviews
Holmes Beach, FL
07/11 – 07/18
$423/nighttotal: $2961 (7 )
Sailfish Gulf Suites #2, Beachfront, Steps To The Sand
2 4
cottage , Holmes Beach
This Holmes Beach cottage is located directly on the beach, just a 5-minute walk from Bradenton Beach and Manatee Public Beach. Guests consistently rate the cottage excellent for location, cleanliness, and overall experience. This cozy 1-bedroom, 1-bathroom home spans 700 square feet and comfortably accommodates up to 4 guests. Enjoy a full kitchen, private patio, and access to a swimming pool, spa, and free WiFi.
9.2 155 reviews
Holmes Beach, FL
08/09 – 08/15
$386/nighttotal: $2316 (6 )
Tropical Paradise On The Beach Permit Vrc17-000168
2 2
cottage , Holmes Beach
This charming cottage is located in Ilexhurst, a peaceful neighborhood in Holmes Beach, just a block from the free trolley and a short distance from the shops and restaurants of Bradenton Beach and Anna Maria. This highly rated cottage offers a relaxing escape with direct Gulf views and easy access to the white sand beaches of Anna Maria Island. The cottage features two bedrooms, one bathroom, and 800 square feet of living space, comfortably accommodating up to five guests. Enjoy a private deck with stunning Gulf views, a fully equipped kitchen, a washer and dryer, and a tropical garden with a spa, all just steps from the beach.
9.6 52 reviews
Holmes Beach, FL
12/18 – 12/25
$741/nighttotal: $5187 (7 )
Cozy Pine Ave Cottage Near Beach
3 4
cottage , Anna Maria
This Anna Maria Island beachfront home is located near Anna Maria Beach, less than a mile from the Anna Maria Island Museum and Historical Park, and a five-minute drive from Historic Green Village and the Island Players. This 2000-square-foot vacation rental boasts three bedrooms, two bathrooms, sleeps six, includes a private pool, and offers easy beach access, a fully equipped kitchen, and on-site water park access.
10 143 reviews
Holmes Beach, FL
12/18 – 12/25
$223/nighttotal: $1561 (7 )
Quiet Nights Of Quiet Stars On Anna Maria Island
2 4
cottage , Holmes Beach
This beach house is located in Holmes Beach, a short walk from Bradenton Beach and Island Gallery West, and less than a mile from Holmes Beach Beaches and Manatee Public Beach. It has received excellent user ratings, making it a popular choice for travelers. This two-bedroom vacation rental comfortably accommodates up to four guests. The property offers amenities like a playground, barbecue grills, a private terrace, and a fully equipped kitchen. Enjoy easy access to the beach, nearby attractions, and activities like swimming, sunbathing, and fishing.
Frequently Asked Questions about cottages in Holmes Beach, FL
What would be a good 1-day itinerary for visiting in and around Holmes Beach, FL?
Start your day with a walk on the beach, maybe even a swim if the weather's nice. Head over to the Anna Maria City Pier for some fishing or just to enjoy the view. For lunch, try the Sandbar Restaurant, which has delicious seafood. In the afternoon, take a bike ride down the beach path and stop by the Manatee Public Beach. End your day with a beautiful sunset at the beach.
What are the can't-miss sights in Holmes Beach, FL?
You definitely want to check out the Anna Maria City Pier, it's a popular spot for fishing and watching the sunset. The Manatee Public Beach is also a must-see, it's a beautiful stretch of sand with plenty of space to relax and enjoy the sun. And of course, don't forget to take a stroll down the charming streets of Holmes Beach and check out the unique shops and restaurants.
What are the best cottages with a pool in Holmes Beach, FL?
Can you easily explore Holmes Beach, FL on foot or by bike?
Holmes Beach is very walkable, especially the downtown area. You can easily get around on foot or rent a bike to explore the beach path and surrounding areas. There are also plenty of golf cart rentals available if you want to cruise around in style.
What are the best cottages with a jacuzzi in Holmes Beach, FL?
What activities are available in and around Holmes Beach, FL?
Holmes Beach is a great place to relax and enjoy the beach, but there's also plenty to do. You can go fishing, kayaking, paddleboarding, or even take a dolphin tour. There are also several parks and nature preserves to explore, like the Robinson Preserve and the Periwinkle Way Park.
What are the best cottages for families and kids in Holmes Beach, FL?
What famous towns or cities are near to Holmes Beach, FL?
Holmes Beach is located on Anna Maria Island, which is just a short drive from the city of Bradenton. You can also easily get to St. Petersburg and Tampa, which are both about an hour away. If you're looking for a bit more of a beach town vibe, head over to Siesta Key, which is just a short drive south of Holmes Beach.
What are the best pet friendly cottages in Holmes Beach, FL?
What are the most common amenities in cottages in Holmes Beach, FL?
Most cottages in Holmes Beach will have a private pool, a fully equipped kitchen, and a comfortable living area. Many also have a washer and dryer, a barbecue grill, and a patio or deck. Some cottages even offer beach access and bike rentals.
What are the best cottages with parking in Holmes Beach, FL?
Check Out Cottages with a Hot Tub in Holmes Beach, FL
Elevate your trip with a cottage featuring a private hot tub in Holmes Beach, FL, ideal for a relaxing soak at the end of the day.
10 12 reviews
Holmes Beach, FL
12/18 – 12/25
$1198/nighttotal: $8386 (7 )
Beautiful New Pool/spa, Steps To Sand & Restaurants, Golf Cart Included
2 4
cottage , Holmes Beach
This Holmes Beach vacation home sits a 10-minute walk from Island Gallery West and Bradenton Beach, and less than a mile from Holmes Beach and Manatee Public Beaches. This 1,030-square-foot seaside cottage offers two bedrooms, one bathroom, sleeps six, and boasts a private pool, hot tub, fenced yard, and free Wi-Fi.
Find the Best Pet-Friendly Cottages in Holmes Beach, FL
Each Holmes Beach, FL cottage on this list provides dog-friendly amenities and easy access to the water.
9.4 66 reviews
Holmes Beach, FL
09/04 – 09/06
$162/nighttotal: $324 (2 )
The "Grouper"
1 2
cottage , Cortez
This Cortez Sunny Shores cottage, located within 3 miles of H2O Watersportz, Anna Maria Sound, Bradenton Beach Marina, Bradenton Beach, and Fish Hole Adventure Golf, offers easy access to Anna Maria Island's beaches and attractions. This one-bedroom, one-bathroom vacation rental sleeps two guests and features a kitchenette with a refrigerator and microwave, air conditioning, a private patio, and free internet access; pets are welcome.
8.0 1 review
Holmes Beach, FL
07/11 – 07/18
$432/nighttotal: $3024 (7 )
115 M² Cottage ∙ 3 Bedrooms ∙ 6 Guests
3 4
cottage , Holmes Beach
This Holmes Beach cottage is located on a quiet street, just a short walk from the beach. It's highly rated by previous guests, who consistently describe it as "very good". This charming home offers 3 bedrooms and can comfortably accommodate up to 6 guests within its 1230 square feet of space. The cottage provides internet access, is pet-friendly, and features comfortable furnishings, making it a great choice for a relaxing beach getaway.
9.8 105 reviews
Holmes Beach, FL
07/11 – 07/18
$440/nighttotal: $3080 (7 )
Blue Agave Villa By Beach Boutique Rentals
2 4
cottage , Holmes Beach
Frangipani Villa is a ground-level cottage located just steps from the beach path in Holmes Beach, offering easy access to the beach, shops, and restaurants. This charming cottage has received excellent ratings for location, cleanliness, and overall experience. The cottage features a private porch with Adirondack chairs and a bistro table, perfect for enjoying the tropical surroundings. Guests can take advantage of beach chairs, towels, and umbrellas provided, along with a fully equipped kitchen, pet-friendly accommodations, and a tranquil garden with a fountain.
9.6 9 reviews
Holmes Beach, FL
08/09 – 08/15
$225/nighttotal: $1350 (6 )
Cottage In The Shade, 3 Min Walk To Beach, Restaurants, And Pickleball Crt.
2 2
cottage , Bradenton Beach
This 2-bedroom, 1-bathroom bungalow in Bradenton Beach offers on-site parking and is located just a short walk from Bradenton Beach and the historic Bridge Street Pier. This pet-friendly cottage accommodates up to 4 guests and includes air conditioning, Wi-Fi, a television, in-unit laundry, a dishwasher, a microwave, and a barbecue for outdoor enjoyment.